Polymers containing rigid benzodithiophene repeating unit with extended electron delocalization

Nadia Hundt; Kumaranand Palaniappan; John Servello; Daniel K Dei; Mihaela C Stefan; Michael C Biewer

doi:10.1021/ol901786z

Polymers containing rigid benzodithiophene repeating unit with extended electron delocalization

Org Lett. 2009 Oct 1;11(19):4422-5. doi: 10.1021/ol901786z.

Authors

Nadia Hundt¹, Kumaranand Palaniappan, John Servello, Daniel K Dei, Mihaela C Stefan, Michael C Biewer

Affiliation

¹ Department of Chemistry, University of Texas at Dallas, MS BE26, Richardson, Texas 75083, USA.

PMID: 19715298
DOI: 10.1021/ol901786z

Abstract

Polymers containing a fused benzodithiophene core with phenylethynyl substituents were prepared. The parent poly[4,8-bis(4-pentylphenylethynyl)benzo[1,2-b:4,5-b']dithiophene] was prepared by a Stille coupling. Copolymers with the new core were also obtained by Stille coupling with dibrominated fluorene and carbazole monomers. The obtained polymers had a lower band gap as compared to the related benzodithiophene cores due to the extended electron conjugation. The polymers were also highly fluorescent as observed by high quantum yields.