Design of Well-Defined Monofunctionalized Poly(3-hexylthiophene)s: Toward the Synthesis of Semiconducting Graft Copolymers

Sébastien Jun Mougnier (1) , Cyril Brochon (1, 2) , Eric Cloutet (1, 2) , Guillaume Fleury (1, 2) , Henri Cramail (1, 3) , Georges Hadziioannou (1, 2)

1 LCPO - Laboratoire de Chimie des Polymères Organiques
2 Team 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies
3 Team 2 LCPO : Biopolymers & Bio-sourced Polymers

The post-functionalization of poly(3-hexylthiophene) (P3HT) via various synthetic routes is reported. Well-defined and monofunctionalized ?-thiol-terminated P3HT, ?-carboxylic acid-terminated P3HT, ?-acrylate-terminated P3HT, and ?-methacrylate-terminated P3HT are obtained in high yields through a straightforward procedure. From those, different novel P3HT-based graft copolymers are synthesized following two routes: grafting onto and grafting through (macromonomer polymerization) methods. The synthesis of three types of graft copolymers is described. Each one has rod P3HT-grafted side chains on a coil main chain, which can be polyisoprene, poly(vinyl alcohol), or poly(butyl acrylate). Each copolymer is characterized by size-exclusion chromatography and NMR.

Mots clés: poly(3-hexylthiophene); graft copolymer; semiconducting copolymer; grafting onto; grafting through; NMRP; thiol-ene reaction

Domaines: Polymères

Sébastien Jun Mougnier, Cyril Brochon, Eric Cloutet, Guillaume Fleury, Henri Cramail, et al.. Design of Well-Defined Monofunctionalized Poly(3-hexylthiophene)s: Toward the Synthesis of Semiconducting Graft Copolymers. Macromolecular Rapid Communications, 2012, 33 (8), pp.703-709. ⟨10.1002/marc.201100703⟩. ⟨hal-00758343⟩