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8 results on '"Nicolas Delbosc"'

1. Macrocyclic P3HT Obtained by Intramolecular McMurry Coupling of Linear Bis-Aldehyde Polymer: A Direct Comparison with Linear Homologue

Author

Julien De Winter, Olivier Coulembier, Nicolas Delbosc, André Persoons, Sébastien Moins, and Philippe Dubois

Subjects
chemistry.chemical_classification, Hydrodynamic radius, Polymers and Plastics, Absorption spectroscopy, Organic Chemistry, 02 engineering and technology, Polymer, 010402 general chemistry, 021001 nanoscience & nanotechnology, 01 natural sciences, Aldehyde, 0104 chemical sciences, Inorganic Chemistry, Folding (chemistry), Crystallography, chemistry, Chain (algebraic topology), Intramolecular force, Polymer chemistry, Materials Chemistry, McMurry reaction, 0210 nano-technology
Abstract

Different P3HT chain lengths have been synthesized, functionalized at both chain ends with aldehyde moieties and finally cyclized following the McMurry reaction in a pseudo high dilution process. The confirmation of the high yielded intramolecular coupling came from the decrease of the hydrodynamic radius observed by SEC, correlated to the conservation of the mass distribution by MALDI-ToF and by the very low content of residual linear precursor estimated by NMR. Different aggregation behaviors between linear and cyclic and between short and long systems have been pointed out by DSC and UV–vis absorption spectroscopy. We estimate that long cyclic structures present similar aggregation behavior than long linear ones mainly due to the folding of those chains.

Published
2017

2. Synthesis of Polyphthalaldehyde-Based Block Copolymers: Utilization of a Thermo-Sacrificial Segment for an Easy Access to Fine-Tuned Poly(3-hexylthiophene) Nanostructured Films

Author

Roberto Lazzaroni, Noémie Hergué, Olivier Coulembier, Laurence Pessoni, Mathieu Surin, Philippe Dubois, Pascal Gerbaux, Julien De Winter, and Nicolas Delbosc

Subjects
chemistry.chemical_classification, Materials science, Polymers and Plastics, Nanoporous, Organic Chemistry, 02 engineering and technology, Polymer, Thermal treatment, Conjugated system, 010402 general chemistry, 021001 nanoscience & nanotechnology, 01 natural sciences, 0104 chemical sciences, Inorganic Chemistry, chemistry.chemical_compound, chemistry, Polymerization, Polymer chemistry, Materials Chemistry, Copolymer, Moiety, Azide, 0210 nano-technology
Abstract

This work deals with the synthesis and characterization of new diblock copolymers based on π-conjugated and depolymerizable units. These diblock copolymers are based on a regioregular poly(3-hexylthiophene) sequence associated with a sacrificial block, namely polyphthalaldehyde. The conjugated polymer was obtained by Grignard metathesis polymerization and end-capped by an alkynyl group while the depolymerizable segment was synthesized by an anionic cyclopolymerization from an azide moiety. Diblock copolymers with different molecular weights were then successfully synthesized via an alkyne–azide coupling reaction. Under specific conditions, these copolymers self-assemble into fibrillar nanostructures in thin films. The elimination of polyphthalaldehyde was carried out by thermal treatment, generating nanoporous poly(3-hexylthiophene) films. The use of a dry treatment to remove the polyphthalaldehyde block strongly reduces the morphological damages that would occur with a “wet” processing route. These nanop...

Published
2016

3. Potential of polymethacrylate pseudo crown ethers as solid state polymer electrolytes

Author

Jean-François Gohy, José C. Martins, Sébastien Moins, Olivier Coulembier, Philippe Dubois, André Decroly, Vincent Lemaur, Arnaud Krumpmann, Jérôme Cornil, Nicolas Delbosc, and Roberto Lazzaroni

Subjects
Materials science, Diffusion, Inorganic chemistry, Solid-state, Supramolecular chemistry, 02 engineering and technology, Electrolyte, Conductivity, 010402 general chemistry, 01 natural sciences, Catalysis, Metal, Materials Chemistry, chemistry.chemical_classification, Molar mass, Metals and Alloys, General Chemistry, Polymer, 021001 nanoscience & nanotechnology, 0104 chemical sciences, Surfaces, Coatings and Films, Electronic, Optical and Magnetic Materials, Chemical engineering, chemistry, visual_art, Ceramics and Composites, visual_art.visual_art_medium, lipids (amino acids, peptides, and proteins), 0210 nano-technology
Abstract

The association of kinetic studies, DFT calculations and 1H–7Li NMR analyses allowed the control of the cyclo-ATRP of PEG9DMA and the production of polymethacrylate pseudo crown-ethers of various molar masses. Their potential to act as a solid-state polymer electrolyte in Li-ion batteries has been highlighted and may come from the supramolecular organization of the cyclo-PEG forming a Li+ diffusion channel.

Published
2017

4. Fluorenone-Based Molecules for Bulk-Heterojunction Solar Cells: Synthesis, Characterization, and Photovoltaic Properties

Author

Rémi de Bettignies, Martial Billon, Renaud Demadrille, Nicolas Delbosc, Séverine Bailly, Adam Pron, Frédéric Lincker, Institut de biologie moléculaire des plantes (IBMP), Centre National de la Recherche Scientifique (CNRS)-Université de Strasbourg (UNISTRA), Institut Charles Gerhardt Montpellier - Institut de Chimie Moléculaire et des Matériaux de Montpellier (ICGM ICMMM), Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Centre National de la Recherche Scientifique (CNRS)-Université de Montpellier (UM)-Université Montpellier 1 (UM1)-Université Montpellier 2 - Sciences et Techniques (UM2)-Institut de Chimie du CNRS (INC), Institut National de L'Energie Solaire (INES), Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Université Savoie Mont Blanc (USMB [Université de Savoie] [Université de Chambéry])-Centre National de la Recherche Scientifique (CNRS), Propriétés Optiques des Matériaux et Applications (POMA), Centre National de la Recherche Scientifique (CNRS)-Université d'Angers (UA), Structures et propriétés d'architectures moléculaire (SPRAM - UMR 5819), Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Institut Nanosciences et Cryogénie (INAC), Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Université Grenoble Alpes [2016-2019] (UGA [2016-2019])-Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Université Grenoble Alpes [2016-2019] (UGA [2016-2019]), Faculty of Chemistry Technology (Warsaw, Poland), Warsaw University of Technology [Warsaw], SYstèmes Moléculaires et nanoMatériaux pour l’Energie et la Santé (SYMMES), Institut de Chimie du CNRS (INC)-Université Grenoble Alpes [2016-2019] (UGA [2016-2019])-Institut de Recherche Interdisciplinaire de Grenoble (IRIG), Direction de Recherche Fondamentale (CEA) (DRF (CEA)), Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Direction de Recherche Fondamentale (CEA) (DRF (CEA)), Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Centre National de la Recherche Scientifique (CNRS), Université Montpellier 1 (UM1)-Université Montpellier 2 - Sciences et Techniques (UM2)-Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS), Centre National de la Recherche Scientifique (CNRS)-Université Savoie Mont Blanc (USMB [Université de Savoie] [Université de Chambéry])-Commissariat à l'énergie atomique et aux énergies alternatives (CEA), Université de Strasbourg (UNISTRA)-Centre National de la Recherche Scientifique (CNRS), Université Montpellier 1 (UM1)-Université Montpellier 2 - Sciences et Techniques (UM2)-Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Université d'Angers (UA)-Centre National de la Recherche Scientifique (CNRS), Institut Nanosciences et Cryogénie (INAC), Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Université Grenoble Alpes [2016-2019] (UGA [2016-2019])-Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Université Grenoble Alpes [2016-2019] (UGA [2016-2019])-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université Grenoble Alpes [2016-2019] (UGA [2016-2019])-Institut de Recherche Interdisciplinaire de Grenoble (IRIG), and Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Commissariat à l'énergie atomique et aux énergies alternatives (CEA)

Subjects
Materials science, 02 engineering and technology, Conjugated system, 010402 general chemistry, 01 natural sciences, 7. Clean energy, Polymer solar cell, law.invention, Biomaterials, chemistry.chemical_compound, law, Solar cell, Electrochemistry, Thiophene, [CHIM]Chemical Sciences, Molecule, Organic chemistry, HOMO/LUMO, ComputingMilieux_MISCELLANEOUS, chemistry.chemical_classification, [CHIM.ORGA]Chemical Sciences/Organic chemistry, [SPI.NRJ]Engineering Sciences [physics]/Electric power, [CHIM.MATE]Chemical Sciences/Material chemistry, Electron acceptor, 021001 nanoscience & nanotechnology, Condensed Matter Physics, 0104 chemical sciences, Electronic, Optical and Magnetic Materials, chemistry, Fluorenone, Physical chemistry, 0210 nano-technology
Abstract

A series of four conjugated molecules consisting of a fluorenone central unit symmetrically coupled to different oligothiophene segments are conceptually designed and synthesized to provide new electroactive materials for application in photovoltaic devices. The combination of electron-donating oligothiophene building blocks with an electron-accepting fluorenone unit results in the emergence of a new band assigned to an intramolecular charge transfer transition that gives rise to the extension of the absorption spectral range of the resulting molecules. Detailed spectroscopic and voltammetric investigations show that all studied molecules have highest occupied molecular orbital (HOMO) and lowest unoccupied molecular orbital (LUMO) level positions, which make them good candidates for the application as electron-donors in bulk-heterojunction photovoltaic cells, with (6,6)-phenyl-C61-butyric acid methyl ester (PCBM)-C60 as electron acceptor component. Moderate device performances, with power conversion efficiencies (PCEs) comprised between 0.3 and 0.6%, were obtained with rigid molecules, containing either the bridging units between the thiophene rings, i.e., (2,7-bis(4,4 0 -dioctyl-cyclopenta[2,1-b:3,4-b 0 ]dithiophen-2yl)-fluoren-9-one (SCPTF) and 2,7-bis(4-(dioctylmethylene)-cyclopenta[2,1-b:3,4-b 0 ]dithiophen-5-yl)-fluoren-9-one (MCPTF) or a vinylene unit 2,7-bis(5-[(E)-1,2-bis(3-octylthien-2-yl)ethylene])-fluoren-9-one (TVF), whereas with (2,7-bis-(3,3 000 -dioctyl[2,2 0 ;5 0 ,2 00 ;5 00 ,2 000 ]quaterthiophen-5-yl)-fluoren-9-one (QTF) PCE up to 1.2% (under AM 1.5 illumination, 100mW cm � 2 , active area 0.28cm 2 ) was obtained. The strong p-stacking interactions in the solid state for this oligomer leading to improved morphology could explain the good performances of QTF-based devices, which rank among the highest recorded for nonpolymeric materials. Consequently, fluorenone-based non-polymeric molecules constitute highly attractive materials for solution-processable solar cell applications.

Published
2008

5. Highly Ordered Nanoporous Films from Supramolecular Diblock Copolymers with Hydrogen-Bonding Junctions

Author

Craig J. Hawker, Damien Montarnal, Marie-Alice Virolleaud, Julien Bernard, Nicolas Delbosc, Cécile Chamignon, Yingdong Luo, Eric Drockenmuller, Ingénierie des Matériaux Polymères (IMP), Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université Jean Monnet [Saint-Étienne] (UJM)-Institut National des Sciences Appliquées de Lyon (INSA Lyon), Université de Lyon-Institut National des Sciences Appliquées (INSA)-Université de Lyon-Institut National des Sciences Appliquées (INSA)-Université Claude Bernard Lyon 1 (UCBL), Université de Lyon, ANR-12-JS08-0011,NAMASTE,Elaboration de matériaux nanoporeux à partir de copolymères à blocs supramoléculaires(2012), Laboratoire de Chimie, Catalyse, Polymères et Procédés, R 5265 (C2P2), Université Claude Bernard Lyon 1 (UCBL), Université de Lyon-Université de Lyon-École supérieure de Chimie Physique Electronique de Lyon (CPE)-Centre National de la Recherche Scientifique (CNRS), Institut Charles Gerhardt Montpellier - Institut de Chimie Moléculaire et des Matériaux de Montpellier (ICGM ICMMM), Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Centre National de la Recherche Scientifique (CNRS)-Université de Montpellier (UM)-Université Montpellier 1 (UM1)-Université Montpellier 2 - Sciences et Techniques (UM2), Université de Lyon-Université de Lyon-Institut National des Sciences Appliquées de Lyon (INSA Lyon), Université de Lyon-Institut National des Sciences Appliquées (INSA)-Institut National des Sciences Appliquées (INSA)-Université Jean Monnet [Saint-Étienne] (UJM)-Centre National de la Recherche Scientifique (CNRS), Materials Research Laboratory (MRL), University of California [Santa Barbara] (UCSB), and University of California-University of California

Subjects
Materials science, Supramolecular chemistry, macromolecular substances, 02 engineering and technology, 010402 general chemistry, 01 natural sciences, Catalysis, supramolecular diblock copolymers, Polymer chemistry, Copolymer, Reversible addition−fragmentation chain-transfer polymerization, ComputingMilieux_MISCELLANEOUS, chemistry.chemical_classification, Nanoporous, Hydrogen bond, technology, industry, and agriculture, nanoporous membranes, General Chemistry, Polymer, General Medicine, [CHIM.MATE]Chemical Sciences/Material chemistry, 021001 nanoscience & nanotechnology, hydrogen bonding, 0104 chemical sciences, Supramolecular polymers, [CHIM.POLY]Chemical Sciences/Polymers, chemistry, Covalent bond, RAFT agents, 0210 nano-technology
Abstract

International audience; We designed efficient precursors that combine complementary associative groups with exceptional binding affinities and thiocarbonylthio moieties enabling precise RAFT polymerization. Well defined PS and PMMA supramolecular polymers with molecular weights up to 30 kgmol(-1) are synthesized and shown to form highly stable supramolecular diblock copolymers (BCPs) when mixed, in non-polar solvents or in the bulk. Hierarchical self-assembly of such supramolecular BCPs by thermal annealing affords morphologies with excellent lateral order, comparable to features expected from covalent diblock copolymer analogues. Simple washing of the resulting materials with protic solvents disrupts the supramolecular association and selectively dissolves one polymer, affording a straightforward process for preparing well-ordered nanoporous materials without resorting to crosslinking or invasive chemical degradations.

Published
2015

6. Synthesis, optoelectronic and photovoltaic properties of conjugated alternating copolymers incorporating 2,1,3-benzothiadiazole or fluorenone units: a comparative study

Author

Nicolas Delbosc, Wan Zaireen Nisa Yahya, Solenn Berson, Noëlla Lemaitre, Benjamin Grévin, Jean-Pierre Travers, Renaud Demadrille, Franz Fuchs, Jérôme Faure-Vincent, Institut Charles Gerhardt Montpellier - Institut de Chimie Moléculaire et des Matériaux de Montpellier (ICGM ICMMM), Université Montpellier 1 (UM1)-Université Montpellier 2 - Sciences et Techniques (UM2)-Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Structures et propriétés d'architectures moléculaire (SPRAM - UMR 5819), Institut Nanosciences et Cryogénie (INAC), Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Université Grenoble Alpes [2016-2019] (UGA [2016-2019])-Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Université Grenoble Alpes [2016-2019] (UGA [2016-2019])-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Laboratoire d'Innovation pour les Technologies des Energies Nouvelles et les nanomatériaux (LITEN), Institut National de L'Energie Solaire (INES), Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Université Savoie Mont Blanc (USMB [Université de Savoie] [Université de Chambéry])-Centre National de la Recherche Scientifique (CNRS)-Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Université Savoie Mont Blanc (USMB [Université de Savoie] [Université de Chambéry])-Centre National de la Recherche Scientifique (CNRS), Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Université Grenoble Alpes [2016-2019] (UGA [2016-2019]), Synthèse, Structure et Propriétés de Matériaux Fonctionnels (STEP), SYstèmes Moléculaires et nanoMatériaux pour l’Energie et la Santé (SYMMES), Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université Grenoble Alpes [2016-2019] (UGA [2016-2019])-Institut de Recherche Interdisciplinaire de Grenoble (IRIG), Direction de Recherche Fondamentale (CEA) (DRF (CEA)), Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Direction de Recherche Fondamentale (CEA) (DRF (CEA)), Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université Grenoble Alpes [2016-2019] (UGA [2016-2019])-Institut de Recherche Interdisciplinaire de Grenoble (IRIG), Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Commissariat à l'énergie atomique et aux énergies alternatives (CEA), Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Centre National de la Recherche Scientifique (CNRS)-Université de Montpellier (UM)-Université Montpellier 1 (UM1)-Université Montpellier 2 - Sciences et Techniques (UM2)-Institut de Chimie du CNRS (INC), Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Institut Nanosciences et Cryogénie (INAC), Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Université Grenoble Alpes [2016-2019] (UGA [2016-2019])-Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Université Grenoble Alpes [2016-2019] (UGA [2016-2019]), Institut de Chimie du CNRS (INC)-Université Grenoble Alpes [2016-2019] (UGA [2016-2019])-Institut de Recherche Interdisciplinaire de Grenoble (IRIG), Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Université Grenoble Alpes [2016-2019] (UGA [2016-2019])-Institut de Recherche Interdisciplinaire de Grenoble (IRIG), and Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Centre National de la Recherche Scientifique (CNRS)

Subjects
Materials science, General Chemical Engineering, Conjugated system, Fluorene, 7. Clean energy, law.invention, chemistry.chemical_compound, [SPI]Engineering Sciences [physics], Suzuki reaction, law, Polymer chemistry, Solar cell, [CHIM]Chemical Sciences, ComputingMilieux_MISCELLANEOUS, chemistry.chemical_classification, [CHIM.ORGA]Chemical Sciences/Organic chemistry, Photovoltaic system, Energy conversion efficiency, [SPI.NRJ]Engineering Sciences [physics]/Electric power, General Chemistry, Polymer, [CHIM.MATE]Chemical Sciences/Material chemistry, [CHIM.POLY]Chemical Sciences/Polymers, Fluorenone, chemistry, Chemical engineering
Abstract

A series of p-type alternating copolymers based on oligothiophene and fluorene electron-donating units, and fluorenone or benzothiadiazole electron-withdrawing units was synthesised via Suzuki coupling reaction. Their optical, electrochemical and photovoltaic properties were investigated in detail allowing rational rules to be drawn on the structure–property relationships. We highlight in this work the crucial role of the side solubilizing groups attached to the polymer backbones that have a significant impact on the morphology of the blends and the solar cell's power conversion efficiency. Devices with an active area of 0.28 cm2, based on fluorenone-copolymers and [70]PCBM blends showed Voc up to 0.95 V and Power Conversion Efficiencies (PCE) up to 1.82% under AM1.5 simulated sunlight (100 mW cm−2) conditions. These values are improved compared to the ones reported to date for this class of materials.

Published
2014

7. Control of the Aggregation of a Phenylenevinylenediimide Chromophore by Use of Supramolecular Chemistry: Enhanced Electroluminescence in Supramolecular Organic Devices

Author

Joël J. E. Moreau, Guillaume Wantz, Olivier Dautel, Mathias Reynes, Jean-Pierre Lère-Porte, Nicolas Delbosc, Institut Charles Gerhardt Montpellier - Institut de Chimie Moléculaire et des Matériaux de Montpellier (ICGM ICMMM), Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Centre National de la Recherche Scientifique (CNRS)-Université de Montpellier (UM)-Université Montpellier 1 (UM1)-Université Montpellier 2 - Sciences et Techniques (UM2)-Institut de Chimie du CNRS (INC), 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, ANR-07-JCJC-0022 grant / NANOTECTUM, and ANR-07-JCJC-0022,NANO-TECTUM,Elaboration de réseaux organiques semi-conducteurs poreux par la tectonique moléculaire(2007)

Subjects
Materials science, General Chemical Engineering, Supramolecular chemistry, 02 engineering and technology, Electroluminescence, 010402 general chemistry, Photochemistry, 01 natural sciences, Supramolecular assembly, chemistry.chemical_compound, Materials Chemistry, Imide, chemistry.chemical_classification, hydrogen bond, Hydrogen bond, [CHIM.ORGA]Chemical Sciences/Organic chemistry, General Chemistry, [CHIM.MATE]Chemical Sciences/Material chemistry, Chromophore, 021001 nanoscience & nanotechnology, 0104 chemical sciences, Supramolecular polymers, chemistry, Absorption (chemistry), 0210 nano-technology, optoelectronic, supramolecular
Abstract

International audience; A new approach toward the tuning of the supramolecular organization of π-conjugated substructures containing imide functional groups has been investigated using the concept of supramolecular chemistry. This approach, which allows enhanced emission properties of the active material, was evaluated in the fabrication of optoelectronic devices. A linear ditopic chromophore H-ImPV was synthesized. This N−H imide constitutes a recognizing unit with an acceptor−donor−acceptor (ADA) hydrogen bond motif. End-capping of this new chromophore with a monotopic structuring unit allowed control of the supramolecular aggregation of the π-conjugated chromophore. The studies of the absorption and emission properties of the H-ImPV, in solution or in the solid state (thin films, powders), clearly revealed different aggregation behaviors, depending on the presence of the monotopic structuring unit: hindered unit (Cy-DAT) led to the formation of J-aggregates. In all cases, evidence for the heteromolecular association H-ImPV···Cy-DAT was obtained from an infrared absorption band located at 2715 cm−1, which was typical of the hydrogen bonding present in the ADA···DAD triplet. This has been illustrated by the fabrication of light-emitting devices based on films of H-ImPV and [H-ImPV.(Cy-DAT)2]. H-ImPV presents a poor ability to emit light, because of its aggregation, which induces quenching of luminescence. The high efficiencies exhibited by the devices based on a single layer of [H-ImPV.(Cy-DAT)2] are the result of the J-aggregation of chromophores, because of the bulky cyclohexyl fragments of the Cy-DAT. Tuning of the supramolecular organization of the H-ImPV by the addition of two equivalents of Cy-DAT in the active layer allowed recovery of the performances exhibited by the organic light-emitting devices (OLEDs) of the isolated chromophore. Therefore, the use of Cy-DAT is an interesting alternative to avoid aggregation and to significantly increase luminance. As a consequence, the luminous efficiencies of the devices are much better for the coassembled active layer.

Published
2010

8. Conjugated alternating copolymer of dialkylquaterthiophene and fluorenone: synthesis, characterisation and photovoltaic properties

Author

Nicolas Delbosc, Rémi de Bettignies, Renaud Demadrille, Muriel Firon, Martial Billon, Adam Pron, Yann Kervella, Patrice Rannou, SYstèmes Moléculaires et nanoMatériaux pour l’Energie et la Santé (SYMMES), Institut de Chimie du CNRS (INC)-Université Grenoble Alpes [2016-2019] (UGA [2016-2019])-Institut de Recherche Interdisciplinaire de Grenoble (IRIG), Direction de Recherche Fondamentale (CEA) (DRF (CEA)), Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Direction de Recherche Fondamentale (CEA) (DRF (CEA)), Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Centre National de la Recherche Scientifique (CNRS), Institut Charles Gerhardt Montpellier - Institut de Chimie Moléculaire et des Matériaux de Montpellier (ICGM ICMMM), Université Montpellier 1 (UM1)-Université Montpellier 2 - Sciences et Techniques (UM2)-Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Université de Montpellier (UM)-Centre National de la Recherche Scientifique (CNRS), Laboratoire de Spectrométrie Physique (LSP), Université Joseph Fourier - Grenoble 1 (UJF)-Centre National de la Recherche Scientifique (CNRS), Laboratoire Composants Solaires (LCS), Commissariat à l'énergie atomique et aux énergies alternatives (CEA), Propriétés Optiques des Matériaux et Applications (POMA), Centre National de la Recherche Scientifique (CNRS)-Université d'Angers (UA), Structures et propriétés d'architectures moléculaire (SPRAM - UMR 5819), Institut Nanosciences et Cryogénie (INAC), Université Grenoble Alpes [2016-2019] (UGA [2016-2019])-Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Université Grenoble Alpes [2016-2019] (UGA [2016-2019])-Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Synthèse, Structure et Propriétés de Matériaux Fonctionnels (STEP), Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Université Grenoble Alpes [2016-2019] (UGA [2016-2019])-Institut de Recherche Interdisciplinaire de Grenoble (IRIG), Faculty of Chemistry Technology (Warsaw, Poland), Warsaw University of Technology [Warsaw], Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université Grenoble Alpes [2016-2019] (UGA [2016-2019])-Institut de Recherche Interdisciplinaire de Grenoble (IRIG), Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Commissariat à l'énergie atomique et aux énergies alternatives (CEA), Université Montpellier 1 (UM1)-Université Montpellier 2 - Sciences et Techniques (UM2)-Ecole Nationale Supérieure de Chimie de Montpellier (ENSCM)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Université d'Angers (UA)-Centre National de la Recherche Scientifique (CNRS), Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Université Grenoble Alpes [2016-2019] (UGA [2016-2019])-Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Université Grenoble Alpes [2016-2019] (UGA [2016-2019])-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), and Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Commissariat à l'énergie atomique et aux énergies alternatives (CEA)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université Grenoble Alpes [2016-2019] (UGA [2016-2019])-Institut de Recherche Interdisciplinaire de Grenoble (IRIG)

Subjects
Organic solar cell, Absorption spectroscopy, Stereochemistry, 02 engineering and technology, Photovoltaic effect, Conjugated system, 010402 general chemistry, Photochemistry, 01 natural sciences, 7. Clean energy, chemistry.chemical_compound, [SPI]Engineering Sciences [physics], [CHIM.ANAL]Chemical Sciences/Analytical chemistry, Materials Chemistry, [CHIM]Chemical Sciences, HOMO/LUMO, ComputingMilieux_MISCELLANEOUS, chemistry.chemical_classification, [SPI.NRJ]Engineering Sciences [physics]/Electric power, General Chemistry, Electron acceptor, 021001 nanoscience & nanotechnology, 0104 chemical sciences, [CHIM.POLY]Chemical Sciences/Polymers, chemistry, Fluorenone, Cyclic voltammetry, 0210 nano-technology
Abstract

New π-conjugated alternating copolymers containing thienylene and fluorenone units, namely poly[(5,5‴-dioctyl-[2,2′;5′,2″;5″,2‴]quaterthiophene)-alt-(2,7-fluoren-9-one)] (PQTF8), as well as its analogue without fluorenone groups (PQT8), have been synthesized. Absorption studies carried out both in solution and in thin films indicate that the presence of fluorenone chromophores in PQTF8 leads to a significant extension of the absorption spectrum in the visible range as compared to PQT8. The redox properties of both polymers, in particular their LUMO and HOMO levels, have been characterized by cyclic voltammetry and have been found suitable for potential use of these systems in organic solar cells. Finally, these materials have been tested as donor components in bulk-heterojunction-type photovoltaic cells using PCBM as an electron acceptor. We demonstrate a strong effect of the polymer's molecular weight on crucial cell parameters, such as the short-circuit current density Jsc, and therefore on the overall cell efficiency. This effect is particularly pronounced for PQTF8-based cells leading to power conversion efficiencies up to 1.5% for the highest molecular weights.

Published
2007

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