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1. Fine‐Tuning the Optoelectronic and Redox Properties of an Electropolymerized Thiophene Derivative for Highly Selective OECT‐Based Zinc Detection

Author

Tommaso Nicolini, Shekhar Shinde, Reem El‐Attar, Gerardo Salinas, Damien Thuau, Mamatimin Abbas, Matthieu Raoux, Jochen Lang, Eric Cloutet, and Alexander Kuhn

Subjects
cation detection, conducting polymers, electrochemical conductance, OECT, selectivity, sensitivity, Physics, QC1-999, Technology
Abstract

Abstract Organic mixed ionic‐electronic conductors (OMIEC) have emerged as pivotal materials in organic bioelectronics, particularly when integrated into organic electrochemical transistors (OECTs). Conducting polymer‐based devices have indeed demonstrated their capability to transduce biological signals into amplified output signals, harnessing the high transconductance of OECTs. The OECT operating principle and sensing capability strongly depend on ion‐conjugated backbone coupling: the dual nature of OMIECs, i.e. ion‐conductor and electron/hole‐conductor, presents an intrinsic interface in the bulk of the thin film across which transduction of ionic signals into electronic signals and vice versa occurs. Recent works have shown how selective sodium and potassium detection can be achieved by direct chemical modification of the polymer. Such modifications introduce ligands with affinity for the cations of interest as substituents on the polymer chain. The present work explores the integration of specifically modified conducting polymers into OECT channels, offering selectivity for zinc cations. Zinc fluxes are crucial in various biological processes, and their reliable detection, especially at low concentrations, is an important challenge. By electropolymerizing a thiophene‐based trimer, modified with a dipicolylamine (DPA) substituent, a conducting polymer‐based OECT is obtained that can selectively detect Zn2+ in the 10−6 to 10−3 mol L−1 concentration range in physiological buffers.

Published
2024
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5. Direct and selective access to amino-poly(phenylene vinylenes)s with switchable properties by dimerizing polymerization of aminoaryl carbenes

Author

Quentin Sobczak, Aravindu Kunche, Damien Magis, Daiann Sosa Carrizo, Karinne Miqueu, Jean-Marc Sotiropoulos, Eric Cloutet, Cyril Brochon, Yannick Landais, Daniel Taton, and Joan Vignolle

Subjects
Science
Abstract

Despite the ubiquity of singlet carbenes in chemistry, their utility as true monomeric building blocks for the synthesis of functional organic polymers has been underexplored. Here the authors show mono- and bis-acyclic amino(aryl)carbenes selectively dimerize to form diaminoalkenes and hitherto unknown amino-containing poly(p-phenylene vinylene)s.

Published
2021
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9. Selective Outdoor Humidity Monitoring Using Epoxybutane Polyethyleneimine in a Flexible Microwave Sensor

Author

Bernard Bobby Ngoune, Hamida Hallil, Bérengère Lebental, Guillaume Perrin, Shekhar Shinde, Eric Cloutet, Julien George, Stéphane Bila, Dominique Baillargeat, and Corinne Dejous

Subjects
microwave transducer, polymer, humidity sensing, calibration, selectivity, outdoor air quality, Biochemistry, QD415-436
Abstract

The rise of gas-sensing applications and markets has led to microwave sensors associated to polymer-based sensitive materials gaining a lot of attention, as they offer the possibility to target a large variety of gases (as polymers can be easily functionalised) at ultra-low power and wirelessly (which is a major concern in the Internet of Things). A two-channel microstrip sensor with one resonator coated with 1,2 epoxybutane-functionalised poly(ethyleneimine) (EB-PEI) and the other left bare was designed and fabricated for humidity sensing. The sensor, characterised under controlled laboratory conditions, showed exponential response to RH between 0 and 100%, which is approximated to −1.88 MHz/RH% (−0.03 dB/RH%) and −8.24 MHz/RH% (−0.171 dB/RH%) in the RH ranges of 30–80% and 80–100%, respectively. This is the first reported use of EB-PEI for humidity sensing, and performances, especially at high humidity level (RH > 80%), as compared with transducer working frequencies, are better than the state of the art. When further tested in real outdoor conditions, the sensor shows satisfying performances, with 4.2 %RH mean absolute error. Most importantly, we demonstrate that the sensor is selective to relative humidity alone, irrespective of the other environmental variables acquired during the campaign (O3, NO, NO2, CO, CO2, and Temperature). The sensitivities obtained outdoors in the ranges of 50–70% and 70–100% RH (−0.61 MHz/%RH and −3.68 MHz/%RH, respectively) were close to lab results (−0.95 MHz/%RH and −3.51 MHz/%RH, respectively).

Published
2022
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10. Material challenges for solar cells in the twenty-first century: directions in emerging technologies

Author

Samy Almosni, Amaury Delamarre, Zacharie Jehl, Daniel Suchet, Ludmila Cojocaru, Maxime Giteau, Benoit Behaghel, Anatole Julian, Camille Ibrahim, Léa Tatry, Haibin Wang, Takaya Kubo, Satoshi Uchida, Hiroshi Segawa, Naoya Miyashita, Ryo Tamaki, Yasushi Shoji, Katsuhisa Yoshida, Nazmul Ahsan, Kentaro Watanabe, Tomoyuki Inoue, Masakazu Sugiyama, Yoshiaki Nakano, Tomofumi Hamamura, Thierry Toupance, Céline Olivier, Sylvain Chambon, Laurence Vignau, Camille Geffroy, Eric Cloutet, Georges Hadziioannou, Nicolas Cavassilas, Pierre Rale, Andrea Cattoni, Stéphane Collin, François Gibelli, Myriam Paire, Laurent Lombez, Damien Aureau, Muriel Bouttemy, Arnaud Etcheberry, Yoshitaka Okada, and Jean-François Guillemoles

Subjects
Photovoltaics, semiconductors, nanotechnologies, energy conversion, efficiency, luminescence, devices, Materials of engineering and construction. Mechanics of materials, TA401-492, Biotechnology, TP248.13-248.65
Abstract

Photovoltaic generation has stepped up within the last decade from outsider status to one of the important contributors of the ongoing energy transition, with about 1.7% of world electricity provided by solar cells. Progress in materials and production processes has played an important part in this development. Yet, there are many challenges before photovoltaics could provide clean, abundant, and cheap energy. Here, we review this research direction, with a focus on the results obtained within a Japan–French cooperation program, NextPV, working on promising solar cell technologies. The cooperation was focused on efficient photovoltaic devices, such as multijunction, ultrathin, intermediate band, and hot-carrier solar cells, and on printable solar cell materials such as colloidal quantum dots.

Published
2018
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11. Chitosan-Modified Polyethyleneimine Nanoparticles for Enhancing the Carboxylation Reaction and Plants’ CO2 Uptake

Author

Cyril Routier, Lorenzo Vallan, Yohann Daguerre, Marta Juvany, Emin Istif, Daniele Mantione, Cyril Brochon, Georges Hadziioannou, Åsa Strand, Torgny Näsholm, Eric Cloutet, Eleni Pavlopoulou, Eleni Stavrinidou, Laboratory of Organic Electronics [Norrköping, Sweden] (Department of Science and Technology), Linköping University (LIU), Laboratoire de Chimie des Polymères Organiques (LCPO), Université de Bordeaux (UB)-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Institut Polytechnique de Bordeaux-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Team 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies, Université de Bordeaux (UB)-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Institut Polytechnique de Bordeaux-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université de Bordeaux (UB)-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Institut Polytechnique de Bordeaux-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Umea Plant Science Center (UPSC), Department of Forest Genetics and Plant Physiology, Swedish University of Agricultural Sciences (SLU)-Swedish University of Agricultural Sciences (SLU), Institute of Electronic Structure and Laser (FORTH-IESL), Foundation for Research and Technology - Hellas (FORTH), and European Project: 800926,HyPhOE

Subjects
photosynthesis, [SDE.IE]Environmental Sciences/Environmental Engineering, Botany, Biochemistry and Molecular Biology, General Engineering, nanoparticles CO2 capture polyethyleneimine chitosan photosynthesis, General Physics and Astronomy, Botanik, CO2 capture, [CHIM.POLY]Chemical Sciences/Polymers, Nano Technology, nanoparticles, General Materials Science, chitosan, polyethyleneimine, Biokemi och molekylärbiologi
Abstract

Increasing plants photosynthetic efficienc y is a major challenge that must be addressed in order to cover the food demands of the growing population in the changing climate. Photosynthes i s is greatly limited at the initial carboxylation reaction, where CO2 is converted to the organic acid 3-PGA, catalyzed by the RuBisCO enzyme. RuBisCO has poor affinity for CO2, but also the CO2 concentration at the RuBisCO site is limited by the diffusion of atmospheric CO2 through the various leaf compartments to the reaction site. Beyond genetic engineer-ing, nanotechnology can offer a materials-based approach for enhancing photosynthesis, and yet, it has mostly been explored for the light-dependent reactions. In this work, we developed polyethyleneimine-based nanoparticl e s for enhancing the carbox-ylation reaction. We demonstrate that the nanoparticles can capture CO2 in the form of bicarbonate and increase the CO2 that reacts with the RuBisCO enzyme, enhancing the 3-PGA production in in vitro assays by 20%. The nanoparticles can be introduced to the plant via leaf infiltration and, because of the functionalization with chitosan oligomers, they do not induce any toxic effect to the plant. In the leaves, the nanoparticles localize in the apoplastic space but also spontaneously reach the chloroplasts where photosynthetic activity takes place. Their CO2 loading-dependent fluorescence verifies that, in vivo, they maintain their abi l i t y to capture CO2 and can be therefore reloaded with atmospheric CO2 while in planta. Our results contribute to the development of a nanomaterials-based CO2-concentrating mechanism in plants t h a t can potentially increase photosynthetic efficiency and overall plants CO2 storage. Funding Agencies|European Union [800926, 101042148]; Swedish Research Council [VR-2017-04910]; Swedish Government Strategic Research Area in Materials Science on Advanced Functional Materials at Linkoping University [2009-00971]; MCIN/AEI [Ayuda RYC2021-031668-I]

Published
2023
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12. Size-Dependent Photophysical Behavior of Low Bandgap Semiconducting Polymer Particles

Author

Tersilla Virgili, Chiara Botta, Marta M. Mróz, Laurie Parrenin, Cyril Brochon, Eric Cloutet, Eleni Pavlopoulou, Georges Hadziioannou, and Mark Geoghegan

Subjects
transient absorption spectroscopy, PCDTBT, nanoparticles, semiconducting polymers, optoelectronics, Chemistry, QD1-999
Abstract

The photophysics of water and propan-1-ol suspensions of poly [N-9”-heptadecanyl-2,7-carbazole-alt−5,5-(4,7-di-2-thienyl-2′,1′,3′- benzothiadiazole)] (PCDTBT) nanoparticles and mesoparticles has been studied by ultrafast spectroscopy. High molar mass polymer (HMM > 20 kg/mol) forms nanoparticles with around 50 nm diameter via mini-emulsion post-polymerization, while low molar mass (LMM < 5 kg/mol) polymer prepared by dispersion polymerization results in particles with a diameter of almost one order of magnitude larger (450 ± 50 nm). In this study, the presence of excited-states and charge separated species was identified through UV pump and visible/near-infrared probe femtosecond transient absorption spectroscopy. A different behavior for the HMM nanoparticles has been identified compared to the LMM mesoparticles. The nanoparticles exhibit typical features of an energetically disordered conjugated polymer with a broad density of states, allowing for delayed spectral relaxation of excited states, while the mesoparticles show a J-aggregate-like behavior where interchain interactions are less efficient. Stimulated emission in the red-near infrared region has been found in the mesoparticles which indicates that they present a more energetically ordered system.

Published
2019
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15. Optical Gain in Semiconducting Polymer Nano and Mesoparticles

Author

Mark Geoghegan, Marta M. Mróz, Chiara Botta, Laurie Parrenin, Cyril Brochon, Eric Cloutet, Eleni Pavlopoulou, Georges Hadziioannou, and Tersilla Virgili

Subjects
transient absorption spectroscopy, conjugated polymers, stimulated emission, nanoparticles, mesoparticles, Organic chemistry, QD241-441
Abstract

The presence of excited-states and charge-separated species was identified through UV and visible laser pump and visible/near-infrared probe femtosecond transient absorption spectroscopy in spin coated films of poly[N-9″-heptadecanyl-2,7-carbazole-alt-5,5-(4,7-di-2-thienyl-2′,1′,3′-benzothiadiazole)] (PCDTBT) nanoparticles and mesoparticles. Optical gain in the mesoparticle films is observed after excitation at both 400 and 610 nm. In the mesoparticle film, charge generation after UV excitation appears after around 50 ps, but little is observed after visible pump excitation. In the nanoparticle film, as for a uniform film of the pure polymer, charge formation was efficiently induced by UV excitation pump, while excitation of the low energetic absorption states (at 610 nm) induces in the nanoparticle film a large optical gain region reducing the charge formation efficiency. It is proposed that the different intermolecular interactions and molecular order within the nanoparticles and mesoparticles are responsible for their markedly different photophysical behavior. These results therefore demonstrate the possibility of a hitherto unexplored route to stimulated emission in a conjugated polymer that has relatively undemanding film preparation requirements.

Published
2021
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16. Ionic and poly(ionic liquid)s as perovskite passivating molecules for improved solar cell performances

Author

Silvia Mariotti, Daniele Mantione, Samy Almosni, Milutin Ivanović, Takeru Bessho, Miwako Furue, Hiroshi Segawa, Georges Hadziioannou, Eric Cloutet, and Thierry Toupance

Subjects
Materials Chemistry, General Chemistry
Abstract

Ionic liquids and poly(ionic liquid)s act as bulk and/or passivation agents when used as additives in methylammonium-free lead perovskites, leading to devices showing enhanced power conversion efficiencies, reduced hysteresis and improved stability.

Published
2022
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17. Organic Conjugated Trimers with Donor–Acceptor–Donor Structures for Photocatalytic Hydrogen Generation Application

Author

Xiaojiao Yuan, Cong Wang, Lorenzo Vallan, Anh Thy Bui, Gediminas Jonusauskas, Nathan D. McClenaghan, Chloé Grazon, Sabrina Lacomme, Cyril Brochon, Hynd Remita, Georges Hadziioannou, Eric Cloutet, Laboratoire de Chimie des Polymères Organiques (LCPO), Université de Bordeaux (UB)-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Institut Polytechnique de Bordeaux-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Team 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies, Université de Bordeaux (UB)-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Institut Polytechnique de Bordeaux-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université de Bordeaux (UB)-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Institut Polytechnique de Bordeaux-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Institut de Chimie Physique (ICP), Institut de Chimie du CNRS (INC)-Université Paris-Saclay-Centre National de la Recherche Scientifique (CNRS), Institut des Sciences Moléculaires (ISM), Université Montesquieu - Bordeaux 4-Université Sciences et Technologies - Bordeaux 1 (UB)-École Nationale Supérieure de Chimie et de Physique de Bordeaux (ENSCPB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Laboratoire Ondes et Matière d'Aquitaine (LOMA), Université de Bordeaux (UB)-Centre National de la Recherche Scientifique (CNRS), Bordeaux Imaging Center (BIC), Université de Bordeaux (UB)-Institut François Magendie-Institut National de la Santé et de la Recherche Médicale (INSERM)-Centre National de la Recherche Scientifique (CNRS), and European Project: 800926,HyPhOE

Subjects
Biomaterials, hydrogen generation, Conjugated trimers, organic semiconductor, Electrochemistry, Conjugated trimers D-A-D organic semiconductor photocatalysis hydrogen generation, D-A-D, [CHIM]Chemical Sciences, Condensed Matter Physics, photocatalysis, Electronic, Optical and Magnetic Materials
Abstract

International audience; Organic donor-acceptor-donor (D-AD) polymers or small molecules are widely investigated in organic solar cells (OSC) due to their broad light absorption, narrow band gap, excellent charge mobility and exciton seperation at the interface. However, studies of conjugated small molecules with D-AD molecule structures as photocatalytically active materials are still rare. In this work, we give an unprecedented demonstration that photocatalytic activity can in fact be affected by tuning the D and A. Especially, the EBE trimer, comprising 3,4-ethylenedioxythiophene (E) and benzothiadiazole (B) units, exhibits the best photophysical, chemical and photocatalytic properties compared to other D-AD combinations of D and A. Detailed kinetic studies show that all these trimers in organic solution present relatively long-lived and highly emissive photogenerated singlet excitons (τ = 4-13 ns; φem = 0.5-0.9) as judged by photoluminescence and transient absorption measurements, while in specific cases formation of long-lived triplet states can be identified. Organic microparticles of the trimers are efficiently formed in aqueous solution by nanoprecipitation, and rapid photoinduced electron release/injection to the solvent is evidenced spectroscopically. The results indicate that organic small molecule structures with D-AD structures pave a new pathway for photocatalytic solar-to-chemical energy conversion of novel small organic molecules.

Published
2023
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18. Conjugated polymer blends for faster organic mixed conductors

Author

Micah Barker, Tommaso Nicolini, Yasmina Al Yaman, Damien Thuau, Olga Siscan, Sasikumar Ramachandran, Eric Cloutet, Cyril Brochon, Lee J. Richter, Olivier J. Dautel, Georges Hadziioannou, and Natalie Stingelin

Subjects
Mechanics of Materials, Process Chemistry and Technology, General Materials Science, Electrical and Electronic Engineering
Abstract

A model mixed-conducting polymer, blended with an amphiphilic block-copolymer, is shown to yield systems with drastically enhanced electro-chemical doping kinetics, leading to faster electrochemical transistors with a high transduction. Importantly, this approach is robust and reproducible, and should be readily adaptable to other mixed conductors without the need for exhaustive chemical modification.

Published
2022

20. Cyan Ni1–xAl2+2x/3□x/3O4 Single-Phase Pigment Synthesis and Modification for Electrophoretic Ink Formulation

Author

Cyril Brochon, Guillaume Fleury, Eric Cloutet, Georges Hadziioannou, Béatrice Serment, Alain Demourgues, Amélie Noël, Manuel Gaudon, Institut de Chimie de la Matière Condensée de Bordeaux (ICMCB), Université de Bordeaux (UB)-Institut Polytechnique de Bordeaux-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Team 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies, Laboratoire de Chimie des Polymères Organiques (LCPO), Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), The authors want to thank Equipex ELORPrintTec facilities (ANR-10-EQPX-28-01)., and ANR-10-EQPX-0028,ELORPrinttec,'Plate-forme de l'Université de Bordeaux pour l'organique électronique imprimable : de la molécule aux dispositifs et systèmes intégrés - valorisation et commercialisation'(2010)

Subjects
Nitroxide mediated radical polymerization, Materials science, spinel, Pechini, General Chemical Engineering, Cyan, Inorganic chemistry, chemistry.chemical_element, 02 engineering and technology, [CHIM.INOR]Chemical Sciences/Inorganic chemistry, 010402 general chemistry, 01 natural sciences, Article, QD1-999, Sol-gel, Cationic polymerization, General Chemistry, [CHIM.MATE]Chemical Sciences/Material chemistry, 021001 nanoscience & nanotechnology, 0104 chemical sciences, Electrophoretic inks, Nickel, Chemistry, [CHIM.POLY]Chemical Sciences/Polymers, Octahedron, chemistry, [PHYS.COND.CM-MS]Physics [physics]/Condensed Matter [cond-mat]/Materials Science [cond-mat.mtrl-sci], Surface modification, hybrids particles, dispersion polymerization, 0210 nano-technology, Dispersion (chemistry), cyan pigment
Abstract

Cyan Ni1–xAl2+2x/3O4 single-phase pigments with various Ni/Al atomic ratios (from 1:2 down to 1:4) have been prepared by a sol–gel route (Pechini) followed by postannealing treatments. Nickel aluminates crystallize in the well-known spinel structure (Fd3m space group), where metals are located at two different Wyckoff positions: 16d (octahedron) and 8a (tetrahedron). Based on X-ray diffraction (XRD) Rietveld refinements, Ni2+ cations are shown to be partially located in both tetrahedral and octahedral sites and, in addition, cationic vacancies occupy the Oh environment. In the pure-phase series, Ni/Al = 0.35, 0.40, 0.45, as the Al content increases, the Ni2+ rate in the Td site decreases for Ni/Al = 0.45, thus altering the cyan color; within this series, the most saturated cyan coloration is reached for the highest Al concentration. Inorganic pigment drawbacks are their high density and hydrophilic surface, which induce sedimentation and aggregation in nonpolar media used in electrophoretic inks. Hybrid core–shell particle pigments have been synthesized from cyan pigments using nitroxide-mediated radical polymerization (NMRP) with methyl methacrylate monomer in Isopar G, leading to a dispersion of electrically charged hybrids in apolar media. Surface functionalization of the pigments by n-octyltrimethoxysilane (OTS) and n-dodecyltrimethoxysilane (DTS) modifiers has been compared. The inorganic pigments are successfully encapsulated by organic shells to allow a strong decrease in their density. Cyan inks, adequate for their use in e-book readers or other electrophoretic displays, taking further advantage of the high contrast ratio and reflectivity of inorganic pigments in regard to organic dyes, have been stabilized.

Published
2020
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21. p-Doping of a Hole Transport Material via a Poly(ionic liquid) for over 20% Efficiency and Hysteresis-Free Perovskite Solar Cells

Author

Camille Geffroy, Takeru Bessho, Eric Cloutet, Fumiyasu Awai, Georges Hadziioannou, Hiroshi Segawa, Zeguo Tang, Samy Almosni, Anirudh Sharma, Eftychia Grana, Takumi Kinoshita, Thierry Toupance, Laboratoire de Chimie des Polymères Organiques (LCPO), Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Research Center for Advanced Science and Technology [Tokyo] (RCAST), The University of Tokyo (UTokyo), Institut des Sciences Moléculaires (ISM), and Université Montesquieu - Bordeaux 4-Université Sciences et Technologies - Bordeaux 1-École Nationale Supérieure de Chimie et de Physique de Bordeaux (ENSCPB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)

Subjects
poly(ionic liquid), Materials science, Energy Engineering and Power Technology, Hole transport layer, 02 engineering and technology, hole transport layer, 010402 general chemistry, 01 natural sciences, 7. Clean energy, Hole transporting material, chemistry.chemical_compound, Materials Chemistry, Electrochemistry, Chemical Engineering (miscellaneous), Electrical and Electronic Engineering, Perovskite (structure), chemistry.chemical_classification, p-doping, poly(ionic-liquid), Perovskite solar cells, Doping, [CHIM.MATE]Chemical Sciences/Material chemistry, Polymer, 021001 nanoscience & nanotechnology, 0104 chemical sciences, Hysteresis, [CHIM.POLY]Chemical Sciences/Polymers, chemistry, Chemical engineering, Ionic liquid, doping mechanism, 0210 nano-technology
Abstract

International audience; An efficient metal-free formulation of a hole transport material (HTM) based on an ionic liquid polymer is developed for n-i-p perovskite solar cells (PSCs), to address reproducibility issues related to the use of complex dopant mixtures based on lithium salts and cobalt coordination complexes. The conductivity of the HTM is thus significantly improved by 4 orders of magnitude, up to 1.9 x 10-3 S.cm-1, using poly(1-butyl-3-vinylimidazolium bis(trifluoromethylsulfonyl)imide) (PVBI-TFSI) as dopant. Introduced in the FTO/c-TiO2/mp-TiO2/K0.05(MA0.15FA0.85)0.95PbI2.55Br0.45/HTM/Au PSC configuration, PVBI-TFSI-HTM formulation shows power conver-sion efficiency as high as 20.3 %, versus 18.4 % for the standard lithium salt-HTM formulation, with considerably re-duced hysteresis and excellent reproducibility. Mechanistic investigations suggest that PVBI-TFSI acts as a source of protons promoting the HTM oxidation.

Published
2020
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22. Post-functionalization of polyvinylcarbazoles: An open route towards hole transporting materials for perovskite solar cells

Author

Georges Hadziioannou, Camille Geffroy, Céline Olivier, Eftychia Grana, Hiroshi Segawa, Eric Cloutet, Muhammad Waseem Mumtaz, Ludmila Cojocaru, Thierry Toupance, Satoshi Uchida, Team 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies, Laboratoire de Chimie des Polymères Organiques (LCPO), Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Research Center for Advanced Science and Technology [Tokyo] (RCAST), The University of Tokyo (UTokyo), Institut des Sciences Moléculaires (ISM), and Université Montesquieu - Bordeaux 4-Université Sciences et Technologies - Bordeaux 1-École Nationale Supérieure de Chimie et de Physique de Bordeaux (ENSCPB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)

Subjects
chemistry.chemical_classification, Electron mobility, Materials science, Perovskite solar cells, Renewable Energy, Sustainability and the Environment, 020209 energy, Polyvinylcarbazoles, Hole mobility, 02 engineering and technology, Polymer, 021001 nanoscience & nanotechnology, 7. Clean energy, Hole-transporting materials, [CHIM.POLY]Chemical Sciences/Polymers, Chemical engineering, chemistry, 0202 electrical engineering, electronic engineering, information engineering, Surface modification, General Materials Science, Amine gas treating, Device stability, Solubility, 0210 nano-technology, Perovskite (structure)
Abstract

International audience; We report on the potential of tuning poly(9-vinylcarbazole) (PVK) properties through functionalization for an application as hole transport material (HTM) for perovskite solar cells (PSCs). The synthesized PVK-based polymers were substituted with moieties of interest to improve the solubility, the charge transport properties, or to tune energy levels. Bis(4-methoxyphenyl)amine moieties were found to improve the hole mobility and to increase the HOMO level of the PVK. Therefore, PSCs employing PVK-[N(PhOCH3)2]2 as HTM exhibited a best PCE of 16.7%. Compared to spiro-OMeTAD, first studies have shown that PVK-[N(PhOCH3)2]2 could extend PSC lifetime.

Published
2019
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23. Tuning the Rheology of Conducting Polymer Inks for Various Deposition Processes

Author

Alizée Glasser, Hamid Kellay, Georges Hadziioannou, and Eric Cloutet

Subjects
chemistry.chemical_classification, Materials science, Aqueous solution, General Chemical Engineering, Nanotechnology, 02 engineering and technology, General Chemistry, Polymer, 010402 general chemistry, 021001 nanoscience & nanotechnology, 01 natural sciences, 0104 chemical sciences, chemistry, Rheology, Printed electronics, Materials Chemistry, Deposition (phase transition), 0210 nano-technology
Abstract

Organic semiconducting polymers are attractive because of their competitive price and low processability requirements. Aqueous solutions of these polymers can be deposited with a variety of process...

Published
2019
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24. Direct and selective access to amino-poly(phenylene vinylenes)s with switchable properties by dimerizing polymerization of aminoaryl carbenes

Author

Daniel Taton, Karinne Miqueu, Jean-Marc Sotiropoulos, Quentin Sobczak, Aravindu Kunche, Joan Vignolle, Damien Magis, Yannick Landais, Eric Cloutet, Daiann Sosa Carrizo, Cyril Brochon, Laboratoire de Chimie des Polymères Organiques (LCPO), Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Institut des Sciences Moléculaires (ISM), Université Montesquieu - Bordeaux 4-Université Sciences et Technologies - Bordeaux 1-École Nationale Supérieure de Chimie et de Physique de Bordeaux (ENSCPB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Institut des sciences analytiques et de physico-chimie pour l'environnement et les materiaux (IPREM), Université de Pau et des Pays de l'Adour (UPPA)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Team 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies, Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Team 1 LCPO : Polymerization Catalyses & Engineering, ANR-19-CE06-0015,CARBENOPOL,Plateformes Polymères Modulaires par Synthèse Macromoléculaire Impliquant la Polymérisation de Bis-carbènes Comme Briques de Base(2019), and ANR-10-LABX-0042,AMADEus,Advanced Materials by Design(2010)

Subjects
Double bond, Polymers, Science, General Physics and Astronomy, Protonation, 010402 general chemistry, 01 natural sciences, Article, General Biochemistry, Genetics and Molecular Biology, chemistry.chemical_compound, Phenylene, Singlet state, chemistry.chemical_classification, Multidisciplinary, 010405 organic chemistry, Aryl, General Chemistry, Combinatorial chemistry, 0104 chemical sciences, Monomer, [CHIM.POLY]Chemical Sciences/Polymers, chemistry, Polymerization, Polymer synthesis, Piperidine
Abstract

Despite the ubiquity of singlet carbenes in chemistry, their utility as true monomeric building blocks for the synthesis of functional organic polymers has been underexplored. In this work, we exploit the capability of purposely designed mono- and bis-acyclic amino(aryl)carbenes to selectively dimerize as a general strategy to access diaminoalkenes and hitherto unknown amino-containing poly(p-phenylene vinylene)s (N-PPV’s). The unique selectivity of the dimerization of singlet amino(aryl)carbenes, relative to putative C-H insertion pathways, is rationalized by DFT calculations. Of particular interest, unlike classical PPV’s, the presence of amino groups in α-position of C=C double bonds in N-PPV’s allows their physico-chemical properties to be manipulated in different ways by a simple protonation reaction. Hence, depending on the nature of the amino group (iPr2N vs. piperidine), either a complete loss of conjugation or a blue-shift of the maximum of absorption is observed, as a result of the protonation at different sites (nitrogen vs. carbon). Overall, this study highlights that singlet bis-amino(aryl)carbenes hold great promise to access functional polymeric materials with switchable properties, through a proper selection of their substitution pattern., Despite the ubiquity of singlet carbenes in chemistry, their utility as true monomeric building blocks for the synthesis of functional organic polymers has been underexplored. Here the authors show mono- and bis-acyclic amino(aryl)carbenes selectively dimerize to form diaminoalkenes and hitherto unknown amino-containing poly(p-phenylene vinylene)s.

Published
2021
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25. Inkjet-Printed RF Gas Sensors based on conductive nanomaterials for VOCs monitoring

Author

Hamida Hallil, Dominique Baillargeat, Julien George, Stephane Bila, Corinne Dejous, Prince Bahoumina, Kamel Frigui, Nicolas Bernardin, Eric Cloutet, and Aymen Abdelghani

Subjects
Materials science, business.industry, Substrate (printing), 7. Clean energy, Nanomaterials, Transducer, Planar, PEDOT:PSS, Hardware_INTEGRATEDCIRCUITS, Optoelectronics, Radio frequency, business, Electrical conductor, Microwave
Abstract

This paper proposes an innovative differential sensor based on planar microwave transducers printed on flexible substrate by low-cost printing technologies and operating at ambient temperature. The gas detection is obtained from a differential approach between a reference channel and gas sensitive one based on PEDOT: PSS-MWCNT. A preliminary sensor is fabricated and tested around 3.6 GHz. The experimental behavior in the presence of ethanol vapor is encouraging and validates the proof-of-concept.

Published
2021
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26. A Review on Conductive Polymers and Their Hybrids for Flexible and Wearable Thermoelectric Applications

Author

Amir Pakdel, Eric Cloutet, Florent Pawula, Anthony J. Robinson, Georges Hadziioannou, Guillaume Fleury, Geoffrey Prunet, Team 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies, Laboratoire de Chimie des Polymères Organiques (LCPO), Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), and Trinity College Dublin

Subjects
Conductive polymers, Materials science, Physics and Astronomy (miscellaneous), Wearable computer, Nanotechnology, 02 engineering and technology, Wearable thermoelectric devices, 010402 general chemistry, 7. Clean energy, 01 natural sciences, Thermoelectric effect, Organic thermoelectric materials, General Materials Science, Electronics, chemistry.chemical_classification, Conductive polymer, Flexibility (engineering), Low toxicity, Body energy harvesting, Hybrid thermoelectric materials, Flexible thermoelectric generators, Polymer, 021001 nanoscience & nanotechnology, 0104 chemical sciences, [CHIM.POLY]Chemical Sciences/Polymers, chemistry, 0210 nano-technology, Energy harvesting, Energy (miscellaneous)
Abstract

International audience; The demand for electronic devices that are flexible and wearable is growing. To facilitate this demand, the next generation devices must be able to bend and stretch under mechanical loading. In this regard, energy harvesting technologies have invested in organic and polymeric semiconducting materials due to their, low cost and toxicity, good flexibility, tunable electronic properties and capacity for scaled manufacturing. For example, electrically conductive π-conjugated polymers have been investigated in various thermoelectric technologies for producing stretchable, wearable, and light-weight thermoelectric devices that can harvest energy from a temperature gradient and produce electricity with no pollution or moving parts. This review provides a general summary of the thermoelectric principles and conductive polymer characteristics, followed by the recent progress in their application in flexible and wearable thermoelectric devices. We also evaluate new advances in manufacturing hybrids of π-conjugated polymers with other polymers, inorganic materials, or carbon nanostructures, and their applications in body energy harvesting and smart cooling.

Published
2021
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27. Biohybrid plants with electronic roots via in vivo polymerization of conjugated oligomers

Author

Georges Hadziioannou, Daniela Parker, Eleni Stavrinidou, Magnus Berggren, Eleni Pavlopoulou, Eduardo Solano, Yohann Daguerre, Torgny Näsholm, Gwennaël Dufil, Daniele Mantione, Eric Cloutet, Laboratory of Organic Electronics, Linköping University (LIU), Umeå University, Team 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies, Laboratoire de Chimie des Polymères Organiques (LCPO), Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), ALBA Synchrotron light source [Barcelone], Institute of Electronic Structure and Laser (FORTH-IESL), and Foundation for Research and Technology - Hellas (FORTH)

Subjects
electronic plant, [SDV.BIO]Life Sciences [q-bio]/Biotechnology, Nanotechnology, 02 engineering and technology, 010402 general chemistry, 01 natural sciences, Energy storage, Cutting, Teoretisk kemi, General Materials Science, Electronics, Electrical and Electronic Engineering, [SDV.BBM.BC]Life Sciences [q-bio]/Biochemistry, Molecular Biology/Biochemistry [q-bio.BM], Theoretical Chemistry, conducting polymers, Vascular tissue, 2. Zero hunger, chemistry.chemical_classification, Conductive polymer, energy storage, Process Chemistry and Technology, Polymer, [SDV.BV.BOT]Life Sciences [q-bio]/Vegetal Biology/Botanics, 021001 nanoscience & nanotechnology, Bio Materials, 6. Clean water, 0104 chemical sciences, Biocatalysis and Enzyme Technology, chemistry, Polymerization, Mechanics of Materials, Surface modification, mixed ionic-electronic conductors, 0210 nano-technology, biohybrid
Abstract

Plant processes, ranging from photosynthesis through production of biomaterials to environmental sensing and adaptation, can be used in technology via integration of functional materials and devices. Previously, plants with integrated organic electronic devices and circuits distributed in their vascular tissue and organs have been demonstrated. To circumvent biological barriers, and thereby access the internal tissue, plant cuttings were used, which resulted in biohybrids with limited lifetime and use. Here, we report intact plants with electronic functionality that continue to grow and develop enabling plant-biohybrid systems that fully maintain their biological processes. The biocatalytic machinery of the plant cell wall was leveraged to seamlessly integrate conductors with mixed ionic-electronic conductivity along the root system of the plants. Cell wall peroxidases catalyzed ETE-S polymerization while the plant tissue served as the template, organizing the polymer in a favorable manner. The conductivity of the resulting p(ETE-S) roots reached the order of 10 S cm(-1) and remained stable over the course of 4 weeks while the roots continued to grow. The p(ETE-S) roots were used to build supercapacitors that outperform previous plant-biohybrid charge storage demonstrations. Plants were not affected by the electronic functionalization but adapted to this new hybrid state by developing a more complex root system. Biohybrid plants with electronic roots pave the way for autonomous systems with potential applications in energy, sensing and robotics. Funding Agencies|European UnionEuropean Commission [800926, 838171]; Swedish Research CouncilSwedish Research CouncilEuropean Commission [VR-2017-04910]; Knut and Alice Wallenberg FoundationKnut & Alice Wallenberg Foundation; Wallenberg Wood Science Center [KAW 2018.0452]; Swedish Government Strategic Research Area in Materials Science on Advanced Functional Materials at Linkoping University [2009-00971]; European Research Council (ERC)European Research Council (ERC)European Commission [834677]

Published
2021
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28. Delamination and wrinkling of flexible conductive polymer thin films

Author

Shekhar Shinde, Hamid Kellay, Abdelhamid Maali, Kaili Xie, Eric Cloutet, Zaicheng Zhang, Georges Hadziioannou, Alizée Glasser, Jean-Michel Rampnoux, Team 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies, Laboratoire de Chimie des Polymères Organiques (LCPO), Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Laboratoire Ondes et Matière d'Aquitaine (LOMA), and Université de Bordeaux (UB)-Centre National de la Recherche Scientifique (CNRS)

Subjects
Materials science, 02 engineering and technology, Substrate (electronics), wrinkling instability, 010402 general chemistry, 01 natural sciences, Instability, Biomaterials, Electrochemistry, conductive polymer, Thin film, Composite material, Elastic modulus, chemistry.chemical_classification, Conductive polymer, Drop (liquid), Delamination, flexible thin films, Polymer, 021001 nanoscience & nanotechnology, Condensed Matter Physics, 0104 chemical sciences, Electronic, Optical and Magnetic Materials, [CHIM.POLY]Chemical Sciences/Polymers, chemistry, 0210 nano-technology, delamination and adhesion
Abstract

International audience; Polymer based conductive and transparent thin films are an important class of functional materials at the heart of flexible organic electronic devices. These flexible films are prone to degradation and to mechanical instability leading to the formation of blisters, wrinkles and cracks. This is detrimental to their use especially in the case of multilayer devices. Here, we show that a simple water or solvent drop deposited on such films gives rise to a buckling instability and the formation of several folds due to the tendency of these films to swell in contact with the solvent. A phase diagram of the instability portraying its domain of existence, and thus the means to inhibit it, is proposed. By depositing drops on such films and observing the instability, material parameters such as the elastic modulus of the thin films or their energy of adhesion to the substrate can be estimated reliably. Further, the instability can be harnessed to pattern surfaces at low cost giving rise to percolated and more conductive pathways in the conductive polymer films under scrutiny.

Published
2021
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29. Thiophene-Based Trimers for In-Vivo Electronic Functionalization of Tissues

Author

Eleni Stavrinidou, Daniele Mantione, Eleni Pavlopoulou, Magnus Berggren, Daniela Parker, Lorenzo Vallan, Gwennaël Dufil, Emin Istif, Cyril Brochon, Eric Cloutet, Georges Hadziioannou, Laboratoire de Chimie des Polymères Organiques (LCPO), Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Team 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies, Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Laboratory of Organic Electronics [Norrköping, Sweden] (Department of Science and Technology), Linköping University (LIU), İstif, Emin, Mantione, Daniele, Dufil, Gwennael, Vallan, Lorenzo, Parker, Daniela, Brochon, Cyril, Cloutet, Eric, Hadziioannou, Georges, Berggren, Magnus, Stavrinidou, Eleni, Pavlopoulou, Eleni, College of Engineering, and Department of Mechanical Engineering

Subjects
Trimer, enzymatic polymerization, 02 engineering and technology, Conjugated system, bioelectronics, 010402 general chemistry, 01 natural sciences, Oligomer, chemistry.chemical_compound, Materials Chemistry, Electrochemistry, Side chain, Thiophene, conducting polymers, Växtbioteknologi, Conductive polymer, fungi, Rational design, Engineering, Materials science, food and beverages, EDOT, plant-mediated polymerization, tissue engineering, 021001 nanoscience & nanotechnology, Combinatorial chemistry, plant mediated polymerization, Bioelectronics, Conducting polymers, Enzymatic polymerization, Plant-mediated polymerization, Tissue engineering, 0104 chemical sciences, Electronic, Optical and Magnetic Materials, [CHIM.POLY]Chemical Sciences/Polymers, chemistry, Polymerization, Plant Biotechnology, EDOT, conducting polymers, enzymatic polymerization, plant mediated polymerization, bioelectronics, tissue engineering, 0210 nano-technology
Abstract

Electronic materials that can self-organize in vivo and form functional components along the tissue of interest can result in a seamless integration of the bioelectronic interface. Previously, we presented in vivo polymerization of the conjugated oligomer ETE-S in plants, forming conductors along the plant structure. The EDOT-thiophene-EDOT trimer with a sulfonate side group polymerized due to the native enzymatic activity of the plant and integrated within the plant cell wall. Here, we present the synthesis of three different conjugated trimers based on thiophene and EDOT or purely EDOT trimers that are able to polymerize enzymatically in physiological pH in vitro as well as in vivo along the roots of living plants. We show that by modulating the backbone and the side chain, we can tune the electronic properties of the resulting polymers as well as their localization and penetration within the root. Our work paves the way for the rational design of electronic materials that can self-organize in vivo for spatially controlled electronic functionalization of living tissue., European Union (EU); Horizon 2020; Research and Innovation Program; HyPhOE; MSCA-IF-2018; TEXTHIOL

Published
2020
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30. Excited state dynamics of conducting polymers studied by time-resolved optical and terahertz spectroscopy

Author

M. Bousquet, Eric Freysz, F. Dutin, Jérôme Degert, Georges Hadziioannou, Eric Cloutet, and Marc Tondusson

Subjects
Conductive polymer, Materials science, 010405 organic chemistry, business.industry, Terahertz radiation, 010402 general chemistry, Polaron, 01 natural sciences, 0104 chemical sciences, Terahertz spectroscopy and technology, Photoexcitation, Optical pumping, PEDOT:PSS, Optoelectronics, business, Spectroscopy
Abstract

Terahertz time-domain, optical pump-THz probe and optical pump-optical probe spectroscopies are used to study the optoelectronic properties of two PEDOT-based conducting polymers: PEDOT/PSTFSIK and PEDOT/PSS. These experiments highlight the role played by polarons and bipolarons in the carriers' dynamics taking place within these compounds after their photoexcitation by ultrashort optical pulses.

Published
2020
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31. Tailoring fluorinated electroactive polymers toward specific applications

Author

Georges Hadziioannou, Cyril Brochon, Konstantinos Kallitsis, Damien Thuau, Eric Cloutet, Team 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies, Laboratoire de Chimie des Polymères Organiques (LCPO), Université de Bordeaux (UB)-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Institut Polytechnique de Bordeaux-Centre National de la Recherche Scientifique (CNRS)-Université de Bordeaux (UB)-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Institut Polytechnique de Bordeaux-Centre National de la Recherche Scientifique (CNRS), Université de Bordeaux (UB)-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Institut Polytechnique de Bordeaux-Centre National de la Recherche Scientifique (CNRS), Laboratoire de l'intégration, du matériau au système (IMS), Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Université Sciences et Technologies - Bordeaux 1, Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), and ANR-10-EQPX-0028,ELORPrinttec,'Plate-forme de l'Université de Bordeaux pour l'organique électronique imprimable : de la molécule aux dispositifs et systèmes intégrés - valorisation et commercialisation'(2010)

Subjects
Photolithography, Materials science, Fabrication, Dielectric, Polymers and Plastics, Nanotechnology, 02 engineering and technology, 010402 general chemistry, 01 natural sciences, law.invention, Semiconductor industry, Colloid and Surface Chemistry, law, Materials Chemistry, Electroactive polymers, [CHIM]Chemical Sciences, Fluorinated Electroactive Polymers, Electronics, Physical and Theoretical Chemistry, ComputingMilieux_MISCELLANEOUS, chemistry.chemical_classification, Organic field-effect transistor, Polymer, [CHIM.MATE]Chemical Sciences/Material chemistry, 021001 nanoscience & nanotechnology, 0104 chemical sciences, chemistry, OFET, 0210 nano-technology, Relaxor-ferroelectric, Ferroelectric
Abstract

International audience; Fluorinated Electroactive Polymers (FEPs) are emerging as one of the most prominent classes of insulating materials found in organic electronic devices.Despite their broad application, those materials have fixed electronic properties that are difficult to be tuned in order to achieve optimal performance in different applications. This mini-review highlights the need for tailoring the electronic properties of FEPs and explores the different approaches our group has proposed as solutions to such problem. Those include strategies to obtain stable dielectric properties and thus stable OFET performance over a broad range of temperature, as well as strategies to make FEPs directly compatible with photolithography, which is the most widely used fabrication technique by the semiconductor industry. Last, a general strategy to introduce different functional groups on FEPs is presented, allowing the introduction of altogether new properties to those polymers.

Published
2020
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32. A new dual RF sensor in gas detection and humidity influence

Author

Aurelien Perigaud, Hamida Hallil, Stephane Bila, Corinne Dejous, Julien George, Eric Cloutet, Dominique Baillargeat, Systèmes RF (XLIM-SRF), XLIM (XLIM), Université de Limoges (UNILIM)-Centre National de la Recherche Scientifique (CNRS)-Université de Limoges (UNILIM)-Centre National de la Recherche Scientifique (CNRS), Laboratoire de l'intégration, du matériau au système (IMS), Université Sciences et Technologies - Bordeaux 1-Institut Polytechnique de Bordeaux-Centre National de la Recherche Scientifique (CNRS), CNRS International NTU THALES Research Alliance (UMI CINTRA), THALES-Nanyang Technological University [Singapour]-Centre National de la Recherche Scientifique (CNRS), Team 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies, Laboratoire de Chimie des Polymères Organiques (LCPO), Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Région Nouvelle-Aquitaine, ISORG, and ANR-13-BS03-0010,CAMUS,Microcapteurs de gaz ultrasensibles à transduction micro-onde et matériaux carbonés.(2013)

Subjects
Materials science, Carbon nanotubes, 02 engineering and technology, Carbon nanotube, 01 natural sciences, 7. Clean energy, law.invention, Polystyrene sulfonate, chemistry.chemical_compound, Resonator, Interference (communication), PEDOT:PSS, Chemical gas sensor, law, Electric field, Sensitivity (control systems), [PHYS.PHYS.PHYS-INS-DET]Physics [physics]/Physics [physics]/Instrumentation and Detectors [physics.ins-det], [SPI.NANO]Engineering Sciences [physics]/Micro and nanotechnologies/Microelectronics, Polymer, business.industry, 010401 analytical chemistry, 021001 nanoscience & nanotechnology, 0104 chemical sciences, Microwave transduction, chemistry, Optoelectronics, Radio frequency, 0210 nano-technology, business, Passive transducer
Abstract

International audience; In this paper, we propose to study the influence of moisture on passive radiofrequency (RF) sensors associated with poly (3,4-ethylenedioxythiophene) polystyrene sulfonate - multi walled carbon nanotubes (PEDOT:PSS-MWCNT) as a sensitive material. The designed sensor consists of a copper ring resonator and two PEDOT:PSS-MWCNT stubs located in the maximum electric fields of the fundamental resonant mode operating at 3.94 GHz. For performing a differential analysis, experiments are conducted by considering the resonant structure with and without a sensitive layer. Our experiments show the high interference of humidity on the sensor’s performances and highlight the importance of differential study to decorrelate physical and chemical surrounding parameters. This differential innovative structure paves the way for a very high sensitive passive RF sensor dedicated for gas sensing.

Published
2020

33. Enhanced Electrocaloric Response of Vinylidene Fluoride–Based Polymers via One‐Step Molecular Engineering

Author

Thibaut Soulestin, Eric Cloutet, Naser Pouriamanesh, Sylvie Tencé-Girault, Georges Hadziioannou, Konstantinos Kallitsis, Cyril Brochon, Florian Le Goupil, Natalie Stingelin, Fabrice Domingues Dos Santos, Laboratoire de Chimie des Polymères Organiques (LCPO), Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Team 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies, Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Laboratoire Procédés et Ingénierie en Mécanique et Matériaux (PIMM), Conservatoire National des Arts et Métiers [CNAM] (CNAM)-Arts et Métiers Sciences et Technologies, HESAM Université (HESAM)-HESAM Université (HESAM), Centre de recherche, développement, applications et technique de l'ouest (CERDATO), Arkema (Arkema), Piezotech SAS (Piezotech SAS), Piezotech SAS, and Georgia Institute of Technology [Atlanta]

Subjects
Permittivity, Matériaux [Sciences de l'ingénieur], Materials science, Annealing (metallurgy), General Chemical Engineering, Analytical chemistry, microstructure tuning, 02 engineering and technology, 010402 general chemistry, 01 natural sciences, Biomaterials, Crystal, Crystallinity, Electric field, Electrochemistry, Lamellar structure, Polarization (electrochemistry), ferroelectric polymer, 021001 nanoscience & nanotechnology, Condensed Matter Physics, electrocaloric effect, 0104 chemical sciences, Electronic, Optical and Magnetic Materials, [CHIM.POLY]Chemical Sciences/Polymers, Electrocaloric effect, 0210 nano-technology
Abstract

International audience; Electrocaloric refrigeration is one of the most promising, environmentallyfriendly technology to replace current cooling platforms—if a notable electrocaloric effect (ECE) is realized around room temperature where the highest need is. Here, a straight-forward, one-pot chemical modification of P(VDF-ter-TrFE-ter-CTFE) is reported through the controlled introduction of small fractions of double bonds within the backbone that, very uniquely, decreases the lamellar crystalline thickness while, simultaneously, enlarging the crystalline coherence along the a-b plane. This increases the polarizability and polarization without affecting the degree of crystallinity or amending the crystal unit cell—undesirable effects observed with other approaches. Specifically, the permittivity increases by >35%, from 52 to 71 at 1 kHz, and ECE improves by >60% at moderate electric fields. At 40 °C, an adiabatic temperature change >2 K is realized at 60 MV m−1 (>5.5 K at 192 MV m−1), compared to ≈1.3 K for pristine P(VDF-ter-rFE-ter-CTFE), highlighting the promise of a simple, versatile approach that allows direct film deposition without requiring any post-treatment such as mechanical stretching or high-temperature annealing for achieving the desired performance.

Published
2020
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34. Design of Potassium-Selective Mixed Ion/Electron Conducting Polymers

Author

Abarkan Myriam, Gerardo Salinas, Cyril Brochon, Eric Cloutet, Alexander Kuhn, Matthieu Raoux, Maël Idir, Jochen Lang, Georges Hadziioannou, Ariana Villarroel Marquez, Laboratoire de Chimie des Polymères Organiques (LCPO), Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Team 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies, Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Institut des Sciences Moléculaires (ISM), Université Montesquieu - Bordeaux 4-Université Sciences et Technologies - Bordeaux 1-École Nationale Supérieure de Chimie et de Physique de Bordeaux (ENSCPB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Chimie et Biologie des Membranes et des Nanoobjets (CBMN), and École Nationale d'Ingénieurs des Travaux Agricoles - Bordeaux (ENITAB)-Institut de Chimie du CNRS (INC)-Université de Bordeaux (UB)-Centre National de la Recherche Scientifique (CNRS)

Subjects
Materials science, Polymers and Plastics, Polymers, Ionic bonding, 02 engineering and technology, coulovoltammetry, 010402 general chemistry, Electrochemistry, 01 natural sciences, 17 coulovoltammetry 18 19, chemistry.chemical_compound, PEDOT:PSS, Mixed conducting polymers, Materials Chemistry, ion sensing, Moiety, PEDOT, chemistry.chemical_classification, Conductive polymer, Ions, Molecular Structure, Organic Chemistry, Electric Conductivity, Polymer, 021001 nanoscience & nanotechnology, 0104 chemical sciences, [CHIM.POLY]Chemical Sciences/Polymers, Monomer, Sulfonate, chemistry, Chemical engineering, crown-ether, Potassium, 0210 nano-technology
Abstract

International audience; An approach providing cation selective PEDOT:polyelectrolyte mixed conductors is presented in this communication, based on the structural modification of this ambivalent (ionic and electronic conductive) polymer complex. First, an 18-crown-6 moiety was integrated into the styrene sulfonate monomer structure as a specific metal cation scavenger particularly targeting K+ vs Na+ detection. This newly functionalized monomer has been characterized by 1H- NMR titration to evaluate the ion selectivity. Aqueous PEDOT dispersion inks containing the polymeric ion-selective moieties have been designed and their electrical and electrochemical properties have been analysed. These biocompatible inks are the first proof-of-concept step towards ion selectivity in view of their interfacing with biological cells and microorgans of interest in the field of biosensors and physiology.

Published
2020
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35. Material challenges for solar cells in the twenty-first century: directions in emerging technologies

Author

Ryo Tamaki, Naoya Miyashita, Tomofumi Hamamura, Nicolas Cavassilas, Nazmul Ahsan, Haibin Wang, Laurence Vignau, Ludmila Cojocaru, Thierry Toupance, Arnaud Etcheberry, Kentaro Watanabe, Daniel Suchet, Sylvain Chambon, Camille Geffroy, Maxime Giteau, Benoit Behaghel, Samy Almosni, Takaya Kubo, Katsuhisa Yoshida, Eric Cloutet, Zacharie Jehl, Laurent Lombez, Camille Ibrahim, Tomoyuki Inoue, Yoshiaki Nakano, Yasushi Shoji, M. Paire, Céline Olivier, Jean-François Guillemoles, Andrea Cattoni, Hiroshi Segawa, Damien Aureau, Georges Hadziioannou, Satoshi Uchida, Anatole Julian, Pierre Rale, Yoshitaka Okada, Masakazu Sugiyama, Stéphane Collin, Léa Tatry, François Gibelli, Muriel Bouttemy, Amaury Delamarre, University of Tokyo NextPV, Research Center for Advanced Science and Technology [Tokyo] (RCAST), The University of Tokyo, Institut de Recherche et Développement sur l'Energie Photovoltaïque (IRDEP), Ecole Nationale Supérieure de Chimie de Paris- Chimie ParisTech-PSL (ENSCP)-Centre National de la Recherche Scientifique (CNRS)-EDF R&D (EDF R&D), EDF (EDF)-EDF (EDF), Institut des Sciences Moléculaires (ISM), Université Montesquieu - Bordeaux 4-Université Sciences et Technologies - Bordeaux 1-École Nationale Supérieure de Chimie et de Physique de Bordeaux (ENSCPB)-Centre National de la Recherche Scientifique (CNRS), Laboratoire de l'intégration, du matériau au système (IMS), Université Sciences et Technologies - Bordeaux 1-Institut Polytechnique de Bordeaux-Centre National de la Recherche Scientifique (CNRS), Laboratoire de Chimie des Polymères Organiques (LCPO), Université de Bordeaux (UB)-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Institut Polytechnique de Bordeaux-Centre National de la Recherche Scientifique (CNRS), Laboratoire de Chimie des polymères organiques (LCPO), Université Sciences et Technologies - Bordeaux 1-École Nationale Supérieure de Chimie et de Physique de Bordeaux (ENSCPB)-Centre National de la Recherche Scientifique (CNRS), Institut des Matériaux, de Microélectronique et des Nanosciences de Provence (IM2NP), Aix Marseille Université (AMU)-Université de Toulon (UTLN)-Centre National de la Recherche Scientifique (CNRS), Centre de Nanosciences et de Nanotechnologies [Marcoussis] (C2N), Université Paris-Sud - Paris 11 (UP11)-Université Paris Diderot - Paris 7 (UPD7)-Université Paris-Saclay-Centre National de la Recherche Scientifique (CNRS), Laboratoire de photonique et de nanostructures (LPN), Centre National de la Recherche Scientifique (CNRS), Institut Lavoisier de Versailles (ILV), Université de Versailles Saint-Quentin-en-Yvelines (UVSQ)-Centre National de la Recherche Scientifique (CNRS), Institut Photovoltaïque d’Ile-de-France (UMR) (IPVF), EDF (EDF)-Air Liquide [Siège Social]-Centre National de la Recherche Scientifique (CNRS)-École polytechnique (X)-Institut Photovoltaïque d’Ile-de-France (ITE) (IPVF)-Ecole Nationale Supérieure de Chimie de Paris- Chimie ParisTech-PSL (ENSCP)-TOTAL FINA ELF, The University of Tokyo (UTokyo), Ecole Nationale Supérieure de Chimie de Paris - Chimie ParisTech-PSL (ENSCP), Université Paris sciences et lettres (PSL)-Université Paris sciences et lettres (PSL)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-EDF R&D (EDF R&D), Université Montesquieu - Bordeaux 4-Université Sciences et Technologies - Bordeaux 1 (UB)-École Nationale Supérieure de Chimie et de Physique de Bordeaux (ENSCPB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Université Sciences et Technologies - Bordeaux 1 (UB)-Institut Polytechnique de Bordeaux-Centre National de la Recherche Scientifique (CNRS), Université de Bordeaux (UB)-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Institut Polytechnique de Bordeaux-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Université Sciences et Technologies - Bordeaux 1 (UB)-École Nationale Supérieure de Chimie et de Physique de Bordeaux (ENSCPB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Université Paris-Sud - Paris 11 (UP11)-Centre National de la Recherche Scientifique (CNRS), Université de Versailles Saint-Quentin-en-Yvelines (UVSQ)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), École polytechnique (X)-Ecole Nationale Supérieure de Chimie de Paris - Chimie ParisTech-PSL (ENSCP), Université Paris sciences et lettres (PSL)-Université Paris sciences et lettres (PSL)-TOTAL FINA ELF-EDF (EDF)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Photovoltaïque d’Ile-de-France (ITE) (IPVF)-Air Liquide [Siège Social], EDF R&D (EDF R&D), EDF (EDF)-EDF (EDF)-Centre National de la Recherche Scientifique (CNRS)-Ecole Nationale Supérieure de Chimie de Paris - Chimie ParisTech-PSL (ENSCP), Université Paris sciences et lettres (PSL)-Université Paris sciences et lettres (PSL)-Institut de Chimie du CNRS (INC), Université Montesquieu - Bordeaux 4-Université Sciences et Technologies - Bordeaux 1-École Nationale Supérieure de Chimie et de Physique de Bordeaux (ENSCPB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Centre National de la Recherche Scientifique (CNRS)-École Nationale Supérieure de Chimie et de Physique de Bordeaux (ENSCPB)-Université Sciences et Technologies - Bordeaux 1-Institut de Chimie du CNRS (INC), and Université de Toulon (UTLN)-Centre National de la Recherche Scientifique (CNRS)-Aix Marseille Université (AMU)

Subjects
Engineering, energy conversion, 502 Electron spectroscopy, Emerging technologies, lcsh:Biotechnology, 02 engineering and technology, semiconductors, Energy transition, 010402 general chemistry, 7. Clean energy, 01 natural sciences, [SPI]Engineering Sciences [physics], Photovoltaics, lcsh:TP248.13-248.65, 209 Solar cell / Photovoltaics, lcsh:TA401-492, luminescence, [CHIM]Chemical Sciences, Energy transformation, General Materials Science, ComputingMilieux_MISCELLANEOUS, 206 Energy conversion / transport / storage / recovery, business.industry, Photovoltaic system, Twenty-First Century, 50 Energy Materials, 505 Optical / Molecular spectroscopy, 021001 nanoscience & nanotechnology, Engineering physics, 0104 chemical sciences, Focus on Overview of innovative materials for energy, 13. Climate action, efficiency, lcsh:Materials of engineering and construction. Mechanics of materials, Electricity, nanotechnologies, 0210 nano-technology, business, devices
Abstract

Photovoltaic generation has stepped up within the last decade from outsider status to one of the important contributors of the ongoing energy transition, with about 1.7% of world electricity provided by solar cells. Progress in materials and production processes has played an important part in this development. Yet, there are many challenges before photovoltaics could provide clean, abundant, and cheap energy. Here, we review this research direction, with a focus on the results obtained within a Japan–French cooperation program, NextPV, working on promising solar cell technologies. The cooperation was focused on efficient photovoltaic devices, such as multijunction, ultrathin, intermediate band, and hot-carrier solar cells, and on printable solar cell materials such as colloidal quantum dots.

Published
2018
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36. Surface relief gratings formed by microphase-separated disperse red 1 acrylate-containing diblock copolymers

Author

Georges Hadziioannou, Mitica Cezar Spiridon, Eric Cloutet, Guillaume Fleury, Cyril Brochon, Karim Aissou, Muhammad Waseem Mumtaz, Team 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies, Laboratoire de Chimie des Polymères Organiques (LCPO), and Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC)

Subjects
Acrylate, Materials science, Polymers and Plastics, Surface relief, Organic Chemistry, block copolymer, ATRP, self-assembly, 02 engineering and technology, 010402 general chemistry, 021001 nanoscience & nanotechnology, 01 natural sciences, 0104 chemical sciences, chemistry.chemical_compound, [CHIM.POLY]Chemical Sciences/Polymers, chemistry, Chemical engineering, surface-relief grating, Materials Chemistry, Copolymer, Self-assembly, 0210 nano-technology, Surface relief grating, Layer (electronics)
Abstract

International audience; Sinusoidal surface-relief gratings (SRGs) formed by microphase separated photoresponsive poly(dimethylsiloxane)-block-poly(methyl acrylate-co-disperse red 1 acrylate) (PDMS-b-P(MA-co-DR1A)) chains are investigated. Different PDMS-b-P(MA-co-DR1A) were prepared by a multi-step synthetic approach which overcomes the challenges inherent to the synthesis of well-defined PDMS-based block copolymers (BCPs) having a DR1A dye content up to 50 wt%. A sinusoidal SRG (amplitude ≈ 5 nm, wavenumber ≈ 315 nm) interferometrically inscribed onto a thin PDMS-b-P(MA-co-DR1A) layer exhibiting an out-of-plane cylindrical structure with a period of ∼34 nm is demonstrated. Such kind of “two-colored” multiscale patterned surfaces could be envisioned as guiding patterns to efficiently direct the self-assembly of a BCP upper-layer via a hybrid chemo-/grapho-epitaxial alignment of BCP features.

Published
2018
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37. Tridodecylamine, an efficient charge control agent in non-polar media for electrophoretic inks application

Author

Christophe Navarro, Guillaume Fleury, CyrilBrochon, Eric Cloutet, Georges Hadziioannou, Déborah Mirbel, Christophe Schatz, Amélie Noël, Laboratoire de Chimie des Polymères Organiques (LCPO), Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Team 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies, Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Groupement de recherches de Lacq (GRL), and Arkema (Arkema)

Subjects
Analytical chemistry, General Physics and Astronomy, 02 engineering and technology, 010402 general chemistry, Charge control agent, 01 natural sciences, Pigment, Charge control, Inorganic pigments, Non-polar solvent, Range (particle radiation), Mineral oxides, Chemistry, Surfaces and Interfaces, General Chemistry, 021001 nanoscience & nanotechnology, Condensed Matter Physics, Surface charging, 0104 chemical sciences, Surfaces, Coatings and Films, Solvent, Electrophoresis, [CHIM.POLY]Chemical Sciences/Polymers, Isoelectric point, Chemical engineering, visual_art, visual_art.visual_art_medium, Non polar, 0210 nano-technology, Electrophoretic ink
Abstract

International audience; In order to obtain efficient electrophoretic inks, Tridodecylamine (Dod3N), has been studied as charge controlagent (CCA) in a non-polar paraffin solvent (Isopar G) for various inorganic pigments (TiO2 and Fe2O3).All hydrophobic mineral oxides, i.e. treated with octyltrimethoxysilane (C8) or dodecyltrimethoxysilane(C12), were found to be negatively charged in presence of Dod3N. The electrophoretic mobilities ofinorganic pigments seemed to be strongly dependent of their isoelectric point (IEP) and also of the concentrationof dod3N with an optimum range between 10 and 20 mM depending on the pigments. Finally,an electrophoretic ink constituted of hydrophobic mineral oxides in presence of Dod3N was tested in adevice. Its efficiency as charge control agent to negatively charge hydrophobic particles was confirmedthrough good optical properties and fast response time (220 ms at 200 kV m−1).

Published
2018
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38. Triaryl-1,4-diamine-based polysquaraines: effect of co-solvent and monomer insertion on optoelectronic properties

Author

Mickael Bezirdjoglou, Eleni Pavlopoulou, Georges Hadziioannou, Guillaume Garbay, Tiphaine Tailliez, Eric Cloutet, Cyril Brochon, Jules Oriou, Laboratoire de Chimie des Polymères Organiques (LCPO), Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Team 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies, and Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC)

Subjects
Materials science, Polymers and Plastics, Quantum yield, Bioengineering, 02 engineering and technology, Squaric acid, 010402 general chemistry, 01 natural sciences, Biochemistry, chemistry.chemical_compound, Catenation, Diamine, Polymer chemistry, chemistry.chemical_classification, Organic Chemistry, Polymer, 021001 nanoscience & nanotechnology, polysquaraine, 0104 chemical sciences, Solvent, [CHIM.POLY]Chemical Sciences/Polymers, Monomer, chemistry, Polymerization, 0210 nano-technology, optoelectronic
Abstract

International audience; A series of N1,N4-didodecyl-N1,N4-diphenylbenzene-1,4-diamine based polysquaraines have been synthesized under micro-wave irradiation in the absence of any catalyst. The effect of solvent of polymerization, on the squaric acid catenation (1,2 and 1,3 linkages), has been studied and polysquaraines integrating linear chain in their backbone have been advantageously obtained by using di-functional alcohol during the polymerization. Such obtained polymers exhibit a broad emission with a quantum yield up to 18%. The latter were then tested into OLED devices exhibiting a promising white emission.

Published
2018
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39. Optical Alignment of Si-Containing Nanodomains Formed by Photoresponsive Amorphous Block Copolymer Thin Films

Author

Nils Demazy, Cyril Brochon, Guillaume Fleury, Karim Aissou, Eric Cloutet, Georges Hadziioannou, Mitica Cezar Spiridon, Laboratoire de Chimie des Polymères Organiques (LCPO), Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Team 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies, Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Institut Européen des membranes (IEM), and Centre National de la Recherche Scientifique (CNRS)-Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Université Montpellier 2 - Sciences et Techniques (UM2)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)

Subjects
Materials science, Polymers and Plastics, Dispersity, 02 engineering and technology, Photoresponsive, 010402 general chemistry, Methacrylate, 01 natural sciences, Inorganic Chemistry, chemistry.chemical_compound, Materials Chemistry, Copolymer, Reversible addition−fragmentation chain-transfer polymerization, Thin film, Long range ordering, Block Copolymers, Polydimethylsiloxane, Organic Chemistry, Raft, 021001 nanoscience & nanotechnology, 0104 chemical sciences, Amorphous solid, [CHIM.POLY]Chemical Sciences/Polymers, chemistry, Chemical engineering, 0210 nano-technology
Abstract

International audience; A series of amorphous block copolymers (BCPs), consisting of a low glass transition polydimethylsiloxane (PDMS) block associated with a photo-responsive azobenzene-containing poly(disperse red 1 methacrylate-co-alkyl methacrylate) (P(DR1MA-co-RMA)) block, was prepared from a PDMS macro-chain transfer agent used for the reversible addition−fragmentation chain-transfer (RAFT) copolymerization of binary mixtures of methacrylate monomers of various compositions. The resulting BCPs containing up to 40 wt. % of azo-dye exhibit low dispersity attesting a good control of the RAFT polymerization through the copolymerization of the DR1MA and RMA units. Long-range ordered in-plane PDMS cylinders were produced by exposing the (as-cast) disordered BCP thin films to a p-polarized laser beam, in order to orthogonally align the azo-groups with the polarization direction, prior to promote the microphase-separation of the BCP domains with a solvent vapor annealing (SVA) treatment. Conversely, the photo-induced

Published
2020
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40. Divanillin-Based Polyazomethines: Toward Biobased and Metal-Free π-Conjugated Polymers

Author

Georges Hadziioannou, Cyril Brochon, Henri Cramail, Eric Cloutet, Sai Manoj Gali, Stéphane Grelier, Guillaume Garbay, Etienne Grau, Lauriane Giraud, Laboratoire de Chimie des Polymères Organiques (LCPO), Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Team 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies, Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Institut des Sciences Moléculaires (ISM), Université Montesquieu - Bordeaux 4-Université Sciences et Technologies - Bordeaux 1-École Nationale Supérieure de Chimie et de Physique de Bordeaux (ENSCPB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), and Team 2 LCPO : Biopolymers & Bio-sourced Polymers

Subjects
Materials science, General Chemical Engineering, Carbazole, Conjugated system, 010402 general chemistry, Photochemistry, 01 natural sciences, Article, Catalysis, chemistry.chemical_compound, QD1-999, chemistry.chemical_classification, Molar mass, 010405 organic chemistry, General Chemistry, Polymer, 0104 chemical sciences, Polyazomethines, Chemistry, [CHIM.POLY]Chemical Sciences/Polymers, Polymerization, chemistry, Yield (chemistry), Density functional theory, Divanillin
Abstract

Divanillin was synthesized in high yield and purity using Laccase from Trametes versicolor. It was then polymerized with benzene-1,4-diamine and 2,7-diaminocarbazole to form polyazomethines. Polymerizations were performed under microwave irradiation and without transition-metal-based catalysts. These biobased conjugated polyazomethines present a broad fluorescence spectrum ranging from 400 to 600 nm. Depending on the co-monomer used, polyazomethines with molar masses of around 10 kg·mol-1 and with electronic gaps ranging from 2.66 to 2.85 eV were obtained. Furthermore, time-dependent density functional theory (TD-DFT) calculations were performed to corroborate the experimental results.

Published
2020
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41. Upgrading the chemistry of π-conjugated polymers toward more sustainable materials

Author

Etienne Grau, Lauriane Giraud, Cyril Brochon, Eric Cloutet, Georges Hadziioannou, Stéphane Grelier, Henri Cramail, Laboratoire de Chimie des Polymères Organiques (LCPO), Université de Bordeaux (UB)-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Institut Polytechnique de Bordeaux-Centre National de la Recherche Scientifique (CNRS), Team 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies, Université de Bordeaux (UB)-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Institut Polytechnique de Bordeaux-Centre National de la Recherche Scientifique (CNRS)-Université de Bordeaux (UB)-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Institut Polytechnique de Bordeaux-Centre National de la Recherche Scientifique (CNRS), Team 2 LCPO : Biopolymers & Bio-sourced Polymers, Laboratoire de Chimie - UMR5182 (LC), École normale supérieure - Lyon (ENS Lyon)-Université Claude Bernard Lyon 1 (UCBL), Université de Lyon-Université de Lyon-Centre National de la Recherche Scientifique (CNRS), Laboratoire de Caractérisation Physique Off-line (LCPO), Commissariat à l'énergie atomique et aux énergies alternatives (CEA), ANR-10-EQPX-0028,ELORPrinttec,'Plate-forme de l'Université de Bordeaux pour l'organique électronique imprimable : de la molécule aux dispositifs et systèmes intégrés - valorisation et commercialisation'(2010), ANR-13-CHIN-0002,HOMERIC,Assemblage Hiérarchique de Matériaux Organiques pour l'Electronique(2013), Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), and Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC)

Subjects
Green chemistry, Materials science, 02 engineering and technology, Conjugated system, 010402 general chemistry, 01 natural sciences, Petroleum product, Hazardous waste, Materials Chemistry, chemistry.chemical_classification, Sustainable materials, business.industry, green chemistry, General Chemistry, Polymer, biosourced monomers, 021001 nanoscience & nanotechnology, pi conjugated polymers, 0104 chemical sciences, organic electronics, [CHIM.POLY]Chemical Sciences/Polymers, chemistry, Sustainability, Biochemical engineering, sustainable, 0210 nano-technology, business
Abstract

International audience; While organic electronics are ubiquitous in our daily lives, the studies dealing with their environmental impact or their sustainability are scarce. Indeed, their prepration often require hazardous conditions along with multi-step synthesis and purification reactions in order to be appropriately fabricated from refined petroleum products. Nevertheless, in the past decade, there have been numerous alternative synthesis pathways trying to take into account the amount of residual transition metals, side products and number of steps required for the preparation of -conjugated polymers. This review manuscript not only provides with such alternative routes to -conjugated polymers but also put emphasis on the extraordinary wealth of monomers that can be extracted or converted from biomass and used in the formation of sp2-carbon based (co)polymers

Published
2020
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42. Tailoring the Chemical Composition of LiMPO

Author

Beatrice, Serment, Lou, Corucho, Alain, Demourgues, Georges, Hadziioannou, Cyril, Brochon, Eric, Cloutet, and Manuel, Gaudon

Abstract

New inorganic pigments with intense and saturated coloration have been prepared by a solid-state route and exhibit a large color scale from magenta to yellow. Indeed, yellow and magenta are two of the three subtractive model's colors with wide application in printing or displays as e-book readers. To develop yellow and magenta hue, we focused on cobalt- and nickel-based orthophosphates thanks to the chemical stability, low density, low price, and easy preparation of such a pigment class. All of these orthophosphates crystallize with the well-known olivine-type structure (orthorhombic Pnma space group) where transition metals are stabilized in a distorted octahedral site. This paper deals with the optical absorption properties of various orthophosphates, the correlations with structural features, and their colorimetric parameters (in L*a*b* color space). The LiCo

Published
2019

43. Flexible Thin Films: Delamination and Wrinkling of Flexible Conductive Polymer Thin Films (Adv. Funct. Mater. 21/2021)

Author

Georges Hadziioannou, Hamid Kellay, Alizée Glasser, Eric Cloutet, Abdelhamid Maali, Kaili Xie, Zaicheng Zhang, Shekhar Shinde, and Jean-Michel Rampnoux

Subjects
Biomaterials, Conductive polymer, Materials science, Delamination, Electrochemistry, Composite material, Thin film, Condensed Matter Physics, Electronic, Optical and Magnetic Materials
Published
2021
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44. Synthesis of charged hybrid particles via dispersion polymerization in nonpolar media for color electrophoretic display application

Author

Déborah Mirbel, Amélie Noël, Georges Hadziioannou, Eric Cloutet, Antoine Charbonnier, and Cyril Brochon

Subjects
Dispersion polymerization, Polymers and Plastics, Organic Chemistry, Radical polymerization, Emulsion polymerization, 02 engineering and technology, 010402 general chemistry, 021001 nanoscience & nanotechnology, 01 natural sciences, Poly(methyl methacrylate), Toluene, 0104 chemical sciences, law.invention, Electrophoresis, chemistry.chemical_compound, Chemical engineering, chemistry, law, visual_art, Polymer chemistry, Materials Chemistry, visual_art.visual_art_medium, Reversible addition−fragmentation chain-transfer polymerization, Electronic paper, 0210 nano-technology
Abstract

Direct synthesis of charged hybrid particles in non-polar media has not been widely described in the literature but can lead to many applications such as electrophoretic displays. In this work, we propose a way to synthesize charged hybrid particles within the electrophoretic medium (Toluene or Isopar G) in the presence or not of additives (Charge Control Agent, CCA). The particles synthesis was performed by Nitroxide-mediated Radical Polymerization (NMRP) via dispersion polymerization in aliphatic hydrocarbon solvents leading to stable chargeable particles with a good size control. Hybrid particles are successfully charged by reaction with functional monomers or addition of CCA to obtain electrophoretic particles. The performance of a dual-color red/white ink in a display was demonstrated with a test-cell. © 2016 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2017, 55, 338–348

Published
2016
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45. Synthesis of Carboxyl-EDOT as a Versatile Addition and Additive to PEDOT:PSS

Author

Georges Hadziioannou, Ariana Villarroel Marquez, Cyril Brochon, Daniele Mantione, Federico Cruciani, Eric Cloutet, Laboratoire de Chimie des Polymères Organiques (LCPO), and Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC)

Subjects
Conductive polymer, chemistry.chemical_classification, carboxyl-EDOT, Polymers and Plastics, Chemistry, cross-link, Carboxylic acid, Organic Chemistry, Cross-link, 02 engineering and technology, 010402 general chemistry, 021001 nanoscience & nanotechnology, 01 natural sciences, 0104 chemical sciences, Inorganic Chemistry, chemistry.chemical_compound, Monomer, [CHIM.POLY]Chemical Sciences/Polymers, PEDOT:PSS, Polymer chemistry, Materials Chemistry, electronic material, 0210 nano-technology, conducting polymers, PEDOT
Abstract

International audience; Two steps synthesis of EDOT (3,4-ethylenedioxythiophene) derivate bearing a carboxylic acid group (carboxyl-EDOT) is presented. This reactive monomer has been copolymerized with EDOT to afford PEDOT copolymers. Thanks to the most common additives usually added to the PEDOT:PSS dispersion, ethylene glycol and 4-Dodecylbenzenesulfonic acid (DBSA), the carboxylic acid has been used to crosslink the material via esterification reactions. This result offers the possibility to produce a polymer network without adding any crosslinking agent. Furthermore, the short synthetic pathway of carboxyl-EDOT offers the possibility to incorporate new functionality either in EDOT monomer or in PEDOT materials with a reasonable chemical effort and background.

Published
2019
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46. Introducing Functionality to Fluorinated Electroactive Polymers

Author

Eric Cloutet, Sylvie Tencé-Girault, Thibaut Soulestin, Cyril Brochon, Konstantinos Kallitsis, Georges Hadziioannou, Fabrice Domingues Dos Santos, Laboratoire de Chimie des Polymères Organiques (LCPO), Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Team 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies, Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Piezotech SAS (Piezotech SAS), Piezotech SAS, Laboratoire Procédés et Ingénierie en Mécanique et Matériaux (PIMM), Conservatoire National des Arts et Métiers [CNAM] (CNAM)-Arts et Métiers Sciences et Technologies, HESAM Université (HESAM)-HESAM Université (HESAM), Arkema (Arkema), Laboratoire Matière Molle et Chimie (MMC), Ecole Superieure de Physique et de Chimie Industrielles de la Ville de Paris (ESPCI Paris), and Université Paris sciences et lettres (PSL)-Université Paris sciences et lettres (PSL)-Centre National de la Recherche Scientifique (CNRS)

Subjects
chemistry.chemical_classification, Materials science, Matériaux [Sciences de l'ingénieur], Polymers and Plastics, Organic Chemistry, Relative permittivity, Nanotechnology, 02 engineering and technology, Polymer, 010402 general chemistry, 021001 nanoscience & nanotechnology, 01 natural sciences, 0104 chemical sciences, [SPI.MAT]Engineering Sciences [physics]/Materials, Inorganic Chemistry, [CHIM.POLY]Chemical Sciences/Polymers, chemistry, fluorinated electroactive polymer, Materials Chemistry, Electroactive polymers, Electronics, 0210 nano-technology
Abstract

International audience; Fluorinated electroactive polymers (FEPs) are among the most interesting insulating materials for the production of organic electronic devices. Their ability to tune their response to an applied electric field makes them appropriate for vastly different applications in electronics. However, due to the chemical inertness of such polymers and the rather complex synthetic processes required for their production, introducing additional functionality to FEPs remains an open challenge. Here, we present a facile way to introduce additional functionality to FEPs and more specifically photopatternability by a simple etherification method, which allows us to introduce almost any functional group on FEPs. Photo-cross-linkable moieties were introduced on FEPs using this method, inducing photopatternability, while tuning their electroactive response with great property enhancement up to 60% in terms of relative permittivity in several cases.

Published
2019
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47. Photopatternable High-k Fluoropolymer Dielectrics Bearing Pendent Azido Groups

Author

Cyril Brochon, Eric Cloutet, Thibaut Soulestin, Georges Hadziioannou, Fabrice Domingues Dos Santos, Konstantinos Kallitsis, Damien Thuau, Laboratoire de Chimie des Polymères Organiques (LCPO), Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Team 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies, Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Laboratoire de l'intégration, du matériau au système (IMS), Université Sciences et Technologies - Bordeaux 1-Institut Polytechnique de Bordeaux-Centre National de la Recherche Scientifique (CNRS), Université de Bordeaux (UB)-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Institut Polytechnique de Bordeaux-Centre National de la Recherche Scientifique (CNRS), Université de Bordeaux (UB)-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Institut Polytechnique de Bordeaux-Centre National de la Recherche Scientifique (CNRS)-Université de Bordeaux (UB)-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Institut Polytechnique de Bordeaux-Centre National de la Recherche Scientifique (CNRS), Piezotech SAS (Piezotech SAS), Piezotech SAS, and THUAU, DAMIEN

Subjects
Photolithography, Materials science, Polymers and Plastics, 02 engineering and technology, Dielectric, Photoresist, 010402 general chemistry, 01 natural sciences, high-k, Inorganic Chemistry, chemistry.chemical_compound, Crystallinity, [CHIM] Chemical Sciences, azide, Materials Chemistry, [CHIM]Chemical Sciences, Irradiation, Fluoropolymers, ComputingMilieux_MISCELLANEOUS, High-κ dielectric, chemistry.chemical_classification, Reaction conditions, photopatterning, Organic Chemistry, Polymer, 021001 nanoscience & nanotechnology, 0104 chemical sciences, [CHIM.POLY]Chemical Sciences/Polymers, Chemical engineering, chemistry, Fluoropolymer, 0210 nano-technology, Cross-linking
Abstract

Photopatternable fluoropolymers with high dielectric constant were prepared by direct azidation of commercially available poly(vinylidene fluoride-trifluoroethylene-chlorotrifluoroethylene). The produced fluoropolymers exhibit very high dielectric constant, while being photopatternable without the use of any additives. These cross-linked polymers appear to have reduced crystallinity compared to the pristine ones, as cross-linking is known to introduce defects in the polymer conformation, leading to a reduction in crystallinity. Cross-linking can occur both thermally and photochemically because of the presence of the pendent azido groups, which upon heating or irradiation with UV light release nitrogen and act as cross-linking sites. The cross-linked films exhibit excellent dielectric properties which greatly depend on the reaction conditions. Appropriate photolithographic protocols have been developed to obtain excellent quality patterned films using the azide-containing fluoropolymer as negative photoresist.

Published
2019
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48. Size-Dependent Photophysical Behavior of Low Bandgap Semiconducting Polymer Particles

Author

Eleni Pavlopoulou, Laurie Parrenin, Eric Cloutet, Tersilla Virgili, Cyril Brochon, Georges Hadziioannou, Chiara Botta, Mark Geoghegan, Marta M. Mróz, Laboratoire de Chimie des Polymères Organiques (LCPO), Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Team 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies, Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Department of Physics and Astronomy [Sheffield], and University of Sheffield [Sheffield]

Subjects
Materials science, optoelectronics, Infrared, Analytical chemistry, Nanoparticle, Semiconducting polymer, 02 engineering and technology, 010402 general chemistry, 01 natural sciences, lcsh:Chemistry, ultrafast spectroscopy, transient absorption spectroscopy, Ultrafast laser spectroscopy, Spectroscopy, Original Research, chemistry.chemical_classification, Dispersion polymerization, Molar mass, semiconducting polymers, General Chemistry, Polymer, 021001 nanoscience & nanotechnology, 0104 chemical sciences, Chemistry, [CHIM.POLY]Chemical Sciences/Polymers, polymeric nanoparticles, lcsh:QD1-999, chemistry, PCDTBT, Density of states, nanoparticles, Optoelecronics, 0210 nano-technology
Abstract

International audience; The photophysics of water and propan-1-ol suspensions of poly[N-9”-heptadecanyl-2,7-carbazole-alt−5,5-(4,7-di-2-thienyl-2′,1′,3′- benzothiadiazole)] (PCDTBT) nanoparticles and mesoparticles has been studied by ultrafast spectroscopy. High molar mass polymer (HMM > 20 kg/mol) forms nanoparticles with around 50 nm diameter via mini-emulsion post-polymerization, while low molar mass (LMM < 5 kg/mol) polymer prepared by dispersion polymerization results in particles with a diameter of almost one order of magnitude larger (450 ± 50 nm). In this study, the presence of excited-states and charge separated species was identified through UV pump and visible/near-infrared probe femtosecond transient absorption spectroscopy. A different behavior for the HMM nanoparticles has been identified compared to the LMM mesoparticles. The nanoparticles exhibit typical features of an energetically disordered conjugated polymer with a broad density of states, allowing for delayed spectral relaxation of excited states, while the mesoparticles show a J-aggregate-like behavior where interchain interactions are less efficient. Stimulated emission in the red-near infrared region has been found in the mesoparticles which indicates that theypresent a more energetically ordered system.

Published
2019
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49. Materials for Transparent Electrodes: From Metal Oxides to Organic Alternatives

Author

Anna I. Hofmann, Eric Cloutet, Georges Hadziioannou, Laboratoire de Chimie des Polymères Organiques (LCPO), Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Team 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies, and Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC)

Subjects
Conductive polymer, Flexibility (engineering), Materials science, Fabrication, Nanotechnology, 02 engineering and technology, 010402 general chemistry, 021001 nanoscience & nanotechnology, 01 natural sciences, Flexible electronics, 0104 chemical sciences, Electronic, Optical and Magnetic Materials, Indium tin oxide, Conducting Polymers, Nanostructures, [CHIM.POLY]Chemical Sciences/Polymers, Electrode, Surface roughness, Composite Materials, Transparent Conductors, 0210 nano-technology, Flexible Electronics, Transparent conducting film
Abstract

International audience; Nowadays, opto-electronic devices, such as displays, are omnipresent in our daily life. A crucial component of these devices is a transparent electrode, which allows the in- and out-coupling of light. With the goal of optimizing the electrode characteristics and improving device efficiencies, many approaches for the fabrication of thin, transparent conducting films have been studied. This review gives an overview of the different material classes which have been used as transparent electrodes, ranging from metal oxides, such as Indium Tin Oxide, metal and carbonaceous nanostructures, to conducting polymers and composites. For every material class a brief description of the fundamental principles, processing routes and the latest achievements is given. Furthermore, the different electrodes are compared regarding their opto-electronic performance, flexibility and surface roughness. Ultimately, advantages and drawbacks of the respective electrodes are discussed. This critical comparison of fundamentally different transparent conducting materials allows, on one hand, to make a sensible choice of electrode for specific applications, and, on the other hand, to point out scientific challenges that must still be addressed.

Published
2018
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50. Poly(arylene vinylene) Synthesis via a Precursor Step-Growth Polymerization Route Involving the Ramberg–Bäcklund Reaction as a Key Post-Chemical Modification Step

Author

Georges Hadziioannou, Yannick Landais, Kunche Aravindu, Daniel Taton, Frédéric Robert, Cyril Brochon, Joan Vignolle, Eric Cloutet, Laboratoire de Chimie des Polymères Organiques (LCPO), Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), Institut des Sciences Moléculaires (ISM), Université Montesquieu - Bordeaux 4-Université Sciences et Technologies - Bordeaux 1-École Nationale Supérieure de Chimie et de Physique de Bordeaux (ENSCPB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Laboratoire de Chimie des polymères organiques (LCPO), Centre National de la Recherche Scientifique (CNRS)-École Nationale Supérieure de Chimie et de Physique de Bordeaux (ENSCPB)-Université Sciences et Technologies - Bordeaux 1-Institut de Chimie du CNRS (INC), Team 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies, Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Institut Polytechnique de Bordeaux-Ecole Nationale Supérieure de Chimie, de Biologie et de Physique (ENSCBP)-Université de Bordeaux (UB)-Institut de Chimie du CNRS (INC), and Team 1 LCPO : Polymerization Catalyses & Engineering

Subjects
Polymers and Plastics, 02 engineering and technology, Fluorene, Conjugated system, 010402 general chemistry, 01 natural sciences, Step-growth polymerization, Inorganic Chemistry, chemistry.chemical_compound, Polymer chemistry, Materials Chemistry, Copolymer, chemistry.chemical_classification, Ramberg–Bäcklund reaction, Ramberg-Bäcklund reaction, Organic Chemistry, Arylene, Polymer, 021001 nanoscience & nanotechnology, 0104 chemical sciences, π-Conjugated polymers, Poly(fluorene vinylene-co-carbazole vinylene), [CHIM.POLY]Chemical Sciences/Polymers, chemistry, Polymerization, Poly(fluorene vinylene), 0210 nano-technology
Abstract

International audience; The synthesis of conjugated copolymers based on poly(fluorene vinylene) [PFV] and poly(fluorene vinylene-co-carbazole vinylene) [PFVCV] was achieved via a previously unexplored precursor three-step synthetic route involving the Ramberg-Bäcklund reaction. The resulting -conjugated (co)polymers proved highly soluble in common organic solvents, such as DCM, THF, or CHCl3. The solution step-growth polymerization between 2,7-bis(bromomethyl)-9,9'-dihexyl-9H-fluorene [F-Br] and 2,7-bis(mercaptomethyl)-9,9'-dihexyl-9H-fluorene [F-SH] was carried out under basic conditions at 100 °C in a mixture of MeOH and THF. The resulting polysulfides were then subjected to an oxidation reaction using m-CPBA, which was followed by the Ramberg-Bäcklund reaction in the presence of CF2Br2/Al2O3-KOH, thus achieving the desired PFV. Similarly, PFVCV could be synthesized through the same three-step sequence employing, in this case, 2,7-bis(mercaptomethyl)-9-(tridecan-7-yl)-9H-carbazole (C-SH) and F-Br. Conjugated polymers with apparent molecular weights up to 15 kg.mol-1 and exhibiting promising optical features were obtained following this convenient synthetic strategy.

Published
2018
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