Synthesis and characterization of polythiophenes with alkenyl substituents

Literature Information

Publication Date 2010-08-31
DOI 10.1039/C0PY00176G
Impact Factor 5.582
Authors

Nadia Hundt, Kumaranand Palaniappan, Prakash Sista, John W. Murphy, Jing Hao, Hien Nguyen, Eugene Stein, Michael C. Biewer, Bruce E. Gnade, Mihaela C. Stefan


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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).

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Polymer Chemistry

Polymer Chemistry
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