Synthesis and Characterization of Vanillin-Based π-Conjugated Polyazomethines and Their Oligomer Model Compounds

Lauriane Giraud (1) , Stéphane Grelier (2) , Etienne Grau (2) , Laurent Garel (3) , Georges Hadziioannou (1) , Brice Kauffmann (4) , Éric Cloutet (1) , Henri Cramail (2) , Cyril Brochon (1)

1 Team 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies
2 Team 2 LCPO : Biopolymers & Bio-sourced Polymers
3 Solvay (France)
4 IECB - Institut Européen de Chimie et Biologie

The synthesis of π-conjugated polymers via an environmentally friendly procedure is generally challenging. Herein, we describe the synthesis of divanillin-based polyazomethines, which are derived from a potentially bio-based monomer. The polymerization is performed in 5 min under microwave irradiation without any metallic catalyst, with water as the only by-product. The vanillin-based polyazomethines were characterized by SEC, TGA, and UV-Vis spectroscopy. Model compounds were designed and characterized by X-ray diffraction and UV-Vis spectroscopy. The structure/properties study of vanillin-based azomethines used as models allowed us to unequivocally confirm the E configuration and to highlight the cross-conjugated nature of divanillin-based polymers.

Mots clés: Polyazomethines; Divanillin; Pi-conjugated polymers; Bio-Based polymers; polyazomethines; divanillin; bio-based π-conjugated polymers

Domaines: Polymères

Lauriane Giraud, Stéphane Grelier, Etienne Grau, Laurent Garel, Georges Hadziioannou, et al.. Synthesis and Characterization of Vanillin-Based π-Conjugated Polyazomethines and Their Oligomer Model Compounds. Molecules, 2022, 27 (13), pp.4138. ⟨10.3390/molecules27134138⟩. ⟨hal-03708248⟩