Polymerization of Tellurophene Derivatives by Microwave‐Assisted Palladium‐Catalyzed ipso‐Arylative Polymerization |
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Authors: | Dr Young S Park Dr Qin Wu Dr Chang‐Yong Nam Prof Robert B Grubbs |
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Institution: | 1. Center for Functional Nanomaterials, Brookhaven National Laboratory, Upton, NY 11973 (USA);2. Department of Chemistry, Stony Brook University, Stony Brook, NY 11794 (USA) |
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Abstract: | We report the synthesis of a tellurophene‐containing low‐bandgap polymer, PDPPTe2T, by 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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Keywords: | ipso‐arylative polymerization low‐bandgap polymers microwave‐assisted reactions organic solar cells tellurophene |
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