Polymerization of Tellurophene Derivatives by Microwave‐Assisted Palladium‐Catalyzed ipso‐Arylative Polymerization1. Issue 40 (21st August 2014)

• Record Type: Journal Article
• Authors: Park, Young S.; Wu, Qin; Nam, Chang‐Yong; Grubbs, Robert B.
• Is Part Of: Angewandte Chemie international edition. Volume 53:Issue 40(2014)
• Page Start: 10691
• Page End: 10695
• Publication Date: 2014-08-21
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201406068
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>We report the synthesis of a tellurophene‐containing low‐bandgap polymer, PDPPTe2T, by microwave‐assisted palladium‐catalyzed <italic>ipso</italic>‐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.</p> </abstract>