Carbazole-based π-conjugated polyazomethines: Effects of catenation and comonomer insertion on optoelectronic features. (16th June 2017)

• Record Type: Journal Article
• Authors: Garbay, G.; Muccioli, L.; Pavlopoulou, E.; Hanifa, A.; Hadziioannou, G.; Brochon, C.; Cloutet, E.
• Is Part Of: Polymer. Volume 119(2017)
• Page Start: 274
• Page End: 284
• Publication Date: 2017-06-16
• Subjects: Polyazomethines -- Carbazole -- Copolymer -- Organic electronics; Polymers -- Periodicals; Polymerization -- Periodicals; Polymères -- Périodiques; Polymérisation -- Périodiques; 547.7
• DOI: 10.1016/j.polymer.2017.05.039
• Languages: English
• ISSNs: 0032-3861

Abstract

Abstract: A series of carbazole-based polyazomethines have been synthesized under micro-wave irradiation and without transition-metal based catalyst. The impact of both the catenation brought by the carbazole subunits and the insertion of a co-monomer, i.e. 3, 4 ethylene dioxythiophene (EDOT), on the optical and electrochemical properties have been studied. Among the different polyazomethines synthesized, the best in terms of optical and electrochemical properties has been found to be the one with the azomethine function linked in positions 2, 7 of carbazole subunits. Upon the insertion of the EDOT comonomer, an increase of the molecular weight and a red-shift in the absorption spectra has been observed, corresponding to a diminution of the electronic gap. Graphical abstract: Highlights: Synthesis of new carbazole-based monomers and oligomers are described. Oligomers were synthesized under μ-wave irradiation. Control of catenation position is essential for opto-electronic properties. Insertion of an EDOT based co-monomer allow to tune oligomers properties.