Issue 10, 2010

Synthesis and characterization of polythiophenes with alkenyl substituents

Abstract

Synthesis of polythiophenes with alkenyl side chains is reported for the first time. The alkenyl side chains are versatile functional groups, allowing facile chemical modification to generate novel materials with tunable opto-electronic properties. Poly(3-pentenylthiophene), poly(3-undecenylthiophene), poly(3-hexylthiophene-ran-3-pentenylthiophene) and poly(3-hexylthiophene-ran-3-undecenylthiophene) were synthesized by a nickel mediated cross-coupling polymerization. Poly(3-alkenylthiophene) homopolymers and random copolymers were prepared from 2-bromo-5-chlorozinc-3-alkenylthiophene monomers using Ni(dppp)Cl2 as catalyst. The field-effect mobilities and photovoltaic response in bulk heterojunction solar cells were measured for poly(3-hexylthiophene-ran-3-pentenylthiophene) and poly(3-hexylthiophene-ran-3-undecenylthiophene).

Graphical abstract: Synthesis and characterization of polythiophenes with alkenyl substituents

Supplementary files

Article information

Article type
Paper
Submitted
08 Jun 2010
Accepted
28 Jul 2010
First published
31 Aug 2010

Polym. Chem., 2010,1, 1624-1632

Synthesis and characterization of polythiophenes with alkenyl substituents

N. Hundt, K. Palaniappan, P. Sista, J. W. Murphy, J. Hao, H. Nguyen, E. Stein, M. C. Biewer, B. E. Gnade and M. C. Stefan, Polym. Chem., 2010, 1, 1624 DOI: 10.1039/C0PY00176G

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