Synthesis and Electron-Transporting Properties of N-Type Polymers with Cardanol-Based Side Chains

Jin Cheng; Hongyu Fu; Yifan Qiao; Xuming Xue; Pirada Sudprasert; Kenji Ogino

doi:10.3390/mi15121475

Synthesis and Electron-Transporting Properties of N-Type Polymers with Cardanol-Based Side Chains

Micromachines (Basel). 2024 Dec 5;15(12):1475. doi: 10.3390/mi15121475.

Authors

Jin Cheng^{1

2}, Hongyu Fu², Yifan Qiao², Xuming Xue¹, Pirada Sudprasert³, Kenji Ogino²

Affiliations

¹ Department of Chemical Engineering and Pharmaceutical Engineering, Changzhou Vocational Institute of Engineering, Changzhou 213164, China.
² Graduate School of Bio-Applications and Systems Engineering, Tokyo University of Agriculture and Technology, Tokyo 184-8588, Japan.
³ Faculty of Science and Technology, Rajamangala University of Technology Tawan-OK, Chonburi 20110, Thailand.

PMID: 39770228
DOI: 10.3390/mi15121475

Abstract

We synthesized n-type polymers poly{[N,N'-bis(2-octyldodecyl)-naphthalene-1,4,5,8-bis(dicarboximide)-2,6-diyl]-alt-5,5'-(2,2'-bithiophene)} [P(NDI2OD-T2)] and poly{[N,N'-bis(3-(4-cardanol)propyl)-naphthalene-1,4,5,8-tetracarboxylic diimide]-alt-[5,5'-bis(2-thienyl)-2,2'-bithiophene]} [P(NDICL-T2)] with cardanol-based side chains via Stille coupling to enhance electron mobility. Replacing the 2-octyldodecyl side chain with cardanol in P(NDICL-T2) improved electron mobility due to increased chain flexibility and ordered packing. Lower glass transition temperature (t_g), red-shifted UV-vis absorption, results from crystalline structure analysis, indicating tighter lamellar spacing and enhanced molecular ordering, and smoother surface morphology confirmed the enhanced intermolecular interactions and uniform film formation.

Keywords: cardanol-based; electron-transporting properties; n-type polymer.