Jump to main content
Jump to site search
Access to RSC content Close the message box

Continue to access RSC content when you are not at your institution. Follow our step-by-step guide.



Methoxylation of quinoidal bithiophene as a single regioisomer building block for narrow-bandgap conjugated polymers and high-performance organic field-effect transistors

Author affiliations

Abstract

Quinoidal bithiophene (QBT) is a highly attractive building block for high-performance polymeric semiconductors. However, it is a challenge to prepare a single regioisomer of a QBT-based building block using an indophenine reaction. Here, we introduce steric hindrance of the methoxyl group in a QBT-based system, which ensures the stereospecificity of the resulting monomers. Both methoxylated QBT (MQBT) and fluorinated MQBT (2FMQBT) monomers are copolymerized with 2,2′-bithiophene and 3,3′-difluoro-(2,2′-bithiophene) (DFBT) to form four donor–acceptor (D–A) copolymers, which display a narrow optical bandgap (<1.20 eV). Because of the introduction of fluorine atoms, P2FMQBT-DFBT displays good coplanarity and close solid-state packing, possessing the highest hole mobility of up to 2.70 cm2 V−1 s−1, which represents one of the best values for quinoidal polymers. Most importantly, the preparation of single regioisomers of MQBT and 2FMQBT is synthetically feasible for creating new QBT-based high-performance polymers.

Graphical abstract: Methoxylation of quinoidal bithiophene as a single regioisomer building block for narrow-bandgap conjugated polymers and high-performance organic field-effect transistors

Back to tab navigation

Supplementary files

Article information


Submitted
06 May 2020
Accepted
26 May 2020
First published
26 May 2020

J. Mater. Chem. C, 2020, Advance Article
Article type
Paper

Methoxylation of quinoidal bithiophene as a single regioisomer building block for narrow-bandgap conjugated polymers and high-performance organic field-effect transistors

Y. Sun, Y. Zhang, Y. Ran, L. Shi, Q. Zhang, J. Chen, Q. Li, Y. Guo and Y. Liu, J. Mater. Chem. C, 2020, Advance Article , DOI: 10.1039/D0TC02199G

Social activity

Search articles by author

Spotlight

Advertisements