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Polymerization of Tellurophene Derivatives by Microwave‐Assisted Palladium‐Catalyzed ipso ‐Arylative Polymerization
Author(s) -
Park Young S.,
Wu Qin,
Nam ChangYong,
Grubbs Robert B.
Publication year - 2014
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201406068
Subject(s) - chemistry , polymerization , thiophene , palladium , photochemistry , tellurium , monomer , catalysis , polymer , polymer chemistry , organic chemistry
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 PC 71 BM 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.