Direct Arylation Polymerization Of 2′-Octyl-3,4-Ethylenedioxythiophene For Donor-Acceptor Conjugated Copolymer Synthesis

Abstract

Direct arylation polymerization (DArP) is a new palladium-catalyzed cross-coupling method to synthesize conjugated copolymers. This reaction can generate C-C bonds between simple arenes and dibromoarenes, without passing through organometallic intermediates. In this work, we synthesized new donor-acceptor conjugated copolymers based on 2′-octyl-3,4-ethylenedioxythiophene (OEDOT) donor coupled with 3,5-dibromo-1,2,4-triazole, 4,7-dibromo-2,1,3-benzothiadiazole, 4,7-dibromo-5,6-difluoro-2,1,3-benzothiadiazole, 4,7-dibromo-1,2,3-benzotriazole, 4,7-dibromo-2-octyl-1,2,3-benzotriazole, 1,4-dibromo-2,5-(tert-butyldimethylsilanyl oxy)benzene, 5,7-dibromothieno[3,4-b]pyrazine and 5,7-dibromo-2,3-diphenyl thieno[3,4-b]pyrazine to become polymers P1-6 and P9-10, respectively in various range of yields of 16-88%. Polymer P7 was prepared from deprotection followed by oxidation of polymer P6. These copolymers exhibited various UV-Visible absorptions with λmax values ranging from 328 to 958 nm.