期刊
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
卷 53, 期 40, 页码 10691-10695出版社
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201406068
关键词
ipso-arylative polymerization; low-bandgap polymers; microwave-assisted reactions; organic solar cells; tellurophene
资金
- U.S. Department of Energy, Office of Basic Energy Sciences [DE-AC-02-98CH10886]
- BNL Laboratory Directed Research and Development Award [09-003]
- NIH/NCRR [1 S10 RR023680-1]
We report the synthesis of a tellurophene-containing low-bandgap polymer, PDPPTe2T, by microwave-assisted palladium-catalyzed ipso-arylative polymerization of 2,5-bis[(alpha-hydroxy-alpha, alpha-diphenyl)methyl]tellurophene with a dike-topyrrolopyrrole (DPP) monomer. Compared with the corresponding thiophene analog, PDPPTe2Tabsorbs light of longer wavelengths and has a smaller bandgap. Bulk heterojunction solar cells prepared from PDPPTe2T and PC71BM show PCE values of up to 4.4%. External quantum efficiency measurements show that PDPPTe2T produces photocurrent at wavelengths up to 1 mu m. DFT calculations suggest that the atomic substitution from sulfur to tellurium increases electronic coupling to decrease the length of the carbon-carbon bonds between the tellurophene and thiophene rings, which results in the red-shift in absorption upon substitution of tellurium for sulfur.
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