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Tripodal molecules with triphenylamine core, diazine peripheral groups and extended π-conjugated linkers
- Source :
- Dyes and Pigments, Dyes and Pigments, Elsevier, 2016, 124, pp.101-109. ⟨10.1016/j.dyepig.2015.09.012⟩, Dyes and Pigments, 2016, 124, pp.101-109. ⟨10.1016/j.dyepig.2015.09.012⟩
- Publication Year :
- 2016
- Publisher :
- HAL CCSD, 2016.
-
Abstract
- International audience; A series of five octupolar molecules with central triphenylamine donor and peripheral diazine electron-withdrawing groups has been prepared. These structures possess extended π-spacer comprising multiple bonds in a combination with 1,4-phenylene and 2,5-thienylene subunits. Starting from tris(4-ethynylphenyl)amine, the key step in the preparation of the chromophores involves triple Sonogashira cross-coupling reaction. The photophysical properties of the compounds are described. A strong positive emission solvatochromism, typical for dyes featuring Intramolecular Charge Transfer (ICT), is observed, two-photon absorption (2PA) properties were also measured. Linear and nonlinear optical properties as well as electronic properties measured by cyclic voltametry and supported by DFT calculation were used to elucidate structure-property relationships
- Subjects :
- Diazine
010405 organic chemistry
Diazines
Process Chemistry and Technology
General Chemical Engineering
Solvatochromism
Sonogashira coupling
[CHIM.MATE]Chemical Sciences/Material chemistry
Chromophore
Conjugated system
010402 general chemistry
Triphenylamine
Photochemistry
Triphenylamines
01 natural sciences
Fluorescence
0104 chemical sciences
chemistry.chemical_compound
Crystallography
chemistry
Intramolecular force
Molecule
[CHIM]Chemical Sciences
Nonlinear Optics
Intramolecular charge transfer
Subjects
Details
- Language :
- English
- ISSN :
- 01437208
- Database :
- OpenAIRE
- Journal :
- Dyes and Pigments, Dyes and Pigments, Elsevier, 2016, 124, pp.101-109. ⟨10.1016/j.dyepig.2015.09.012⟩, Dyes and Pigments, 2016, 124, pp.101-109. ⟨10.1016/j.dyepig.2015.09.012⟩
- Accession number :
- edsair.doi.dedup.....a4c12bf507b43451680dec28d31786f3