Poly(thieno[3,4- b]pyrazine- alt-2,1,3-benzothiadiazole)s: A New Design Paradigm in Low Band Gap Polymers

Evan W Culver; Trent E Anderson; Juan T López Navarrete; M Carmen Ruiz Delgado; Seth C Rasmussen

doi:10.1021/acsmacrolett.8b00682

Poly(thieno[3,4- b]pyrazine- alt-2,1,3-benzothiadiazole)s: A New Design Paradigm in Low Band Gap Polymers

ACS Macro Lett. 2018 Oct 16;7(10):1215-1219. doi: 10.1021/acsmacrolett.8b00682. Epub 2018 Sep 18.

Authors

Evan W Culver¹, Trent E Anderson¹, Juan T López Navarrete², M Carmen Ruiz Delgado², Seth C Rasmussen¹

Affiliations

¹ Department of Chemistry and Biochemistry, North Dakota State University, NDSU Dept. 2735, P.O. Box 6050, Fargo, North Dakota 58108, United States.
² Department of Physical Chemistry, University of Málaga, Campus de Teatinos s/n, Málaga 29071, Spain.

PMID: 35651257
DOI: 10.1021/acsmacrolett.8b00682

Abstract

A new design paradigm for the production of low band gap polymers is reported, in which an ambipolar unit exhibiting both donor and acceptor properties is combined with a conventional acceptor. As initial examples of this approach, the synthesis of two alternating copolymers of thieno[3,4-b]pyrazine and 2,1,3-benzothiadiazole via direct arylation polymerization is reported to give soluble, processable materials with band gaps of 0.97 and 1.05 eV. Although direct arylation polymerization has been previously used to synthesize donor-acceptor materials with band gaps below 1.5 eV, this represents only the second material generated by this polymerization method with a band gap below 1.0 eV.