Oxidation polymerization of a charge‐transfer complex of 2,6‐bis(2‐thienyl)‐1,4‐dithiafulvene with 7,7,8,8‐tetracyanoquinodimethane |
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Authors: | Adriana Gelover-Santiago Kensuke Naka Yoshiki Chujo |
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Affiliation: | Department of Polymer Chemistry, Graduate School of Engineering, Kyoto University, Katsura,Nishikyo-ku, Kyoto 615-8510 Japan |
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Abstract: | A π‐conjugated poly(α‐dithienylen‐dithiafulvene) ( 2 ) was obtained by the oxidation polymerization of 2,6‐bis(2‐thienyl)‐1,4‐dithiafulvene ( 1 ) as a dithiafulvene monomer derived from 4‐(2‐thienyl)‐1,2,3‐thiadiazole. When a solution of 1 in CHCl3 was added to a stirred solution of FeCl3 in CHCl3, only the low‐molecular‐weight product 2 was obtained. The mixture was stirred for 15 h with an N2 flow. The polymerization at higher temperatures resulted in polymers with large insoluble fractions. A higher molecular weight polymer was obtained by the oxidation polymerization of a charge‐transfer complex of 1 with 7,7,8,8‐tetracyanoquinodimethane (compound 3 ). In contrast to 2 , polymer 4 was readily soluble in dimethyl sulfoxide, dimethylformamide, and acetone and partially soluble in tetrahydrofuran and methanol and had a larger molecular weight (peak top molecular weight = 37,000). The conductivity of polymer 4 was 3 orders of magnitude larger than that of polymer 2 . © 2005 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 43: 6592–6598, 2005 |
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Keywords: | conjugated polymers dithiafulvene electron donor heteroatom‐containing polymers redox polymers |
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