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Issue 10, 2010
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Synthesis and characterization of polythiophenes with alkenyl substituents

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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

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Publication details

The article was received on 08 Jun 2010, accepted on 28 Jul 2010 and first published on 31 Aug 2010


Article type: Paper
DOI: 10.1039/C0PY00176G
Citation: Polym. Chem., 2010,1, 1624-1632

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    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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