Polymerization of tellurophene derivatives by microwave-assisted palladium-catalyzed ipso-arylative polymerization.

Polymerization of tellurophene derivatives by microwave-assisted palladium-catalyzed ipso-arylative polymerization.
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DOI:
10.1002/anie.201406068
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发表时间:
2014-09-26
影响因子:
16.6
通讯作者:
Grubbs, Robert B.
Grubbs, Robert B.
中科院分区:
化学1区
文献类型:
--
作者:
Park, Young S.;Wu, Qin;Nam, Chang-Yong;Grubbs, Robert B.

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We report the synthesis of a tellurophene-containing low bandgap polymer, PDPPTe2T, via microwave-assisted palladium-catalyzed ipso-arylative polymerization of 2,5-bis[(α-hydroxy-α,α-diphenyl)methyl]tellurophene with a diketopyrrolopyrrole (DPP) monomer. Compared with the corresponding thiophene analog, PDPPTe2T absorbs 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 μm. 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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