Modular establishment of a diketopyrrolopyrrole-based polymer library via Pd-catalyzed direct C-H (Hetero)arylation: a highly efficient approach to discover low-bandgap polymers

Qiang Guo; Jiaxing Dong; Danyang Wan; Di Wu; Jingsong You

doi:10.1002/marc.201200737

Modular establishment of a diketopyrrolopyrrole-based polymer library via Pd-catalyzed direct C-H (Hetero)arylation: a highly efficient approach to discover low-bandgap polymers

Macromol Rapid Commun. 2013 Mar 25;34(6):522-7. doi: 10.1002/marc.201200737. Epub 2013 Jan 31.

Authors

Qiang Guo¹, Jiaxing Dong, Danyang Wan, Di Wu, Jingsong You

Affiliation

¹ Key Laboratory of Green Chemistry and Technology of Ministry of Education, College of Chemistry, and State Key Laboratory of Biotherapy, West China Medical School, Sichuan University, 29 Wangjiang Road, Chengdu 610064, PR China.

PMID: 23365015
DOI: 10.1002/marc.201200737

Abstract

A concise, highly efficient palladium-catalyzed direct C-H (hetero)arylation is developed to modularly assemble a diketopyrrolopyrrole (DTDPP)-based polymer library to screen low-bandgap and near-infrared (NIR) absorbing materials. The DTDPP-based copolymers P1 and P2 with an alternating donor-acceptor-donor-acceptor (D-A-D-A) sequence and the homopolymer P9 exhibit planarity and excellent π-conjugation, which lead to low bandgaps (down to 1.22 eV) as well as strong and broad NIR absorption bands (up to 1000 nm).

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Catalysis
Light
Molecular Structure
Palladium / chemistry
Polymers / chemical synthesis*
Pyrroles / chemical synthesis*
Small Molecule Libraries / chemical synthesis*
Spectroscopy, Near-Infrared

Substances

Polymers
Pyrroles
Small Molecule Libraries
Palladium