Synthesis of regiocontrolled triarylamine-based polymer with a naphthol unit

Jinhee Lee, Jeyoung Park, Hojung Choi, Young Rok Yoon, Myungeun Seo, Sua Song, Byung Kwon Kim, Sang Youl Kim

Research output: Contribution to journalArticlepeer-review

2 Scopus citations


Redox-active polytriarylamine with hydroxyl groups is a useful material for optoelectronic applications, especially in the solution-processable multilayer devices. A novel regiocontrolled triarylamine-based polymer, poly(di-5-naphthyl-2-ol)phenylamine, with 2-naphthol units was synthesized via oxidative coupling polymerization. Polymerization in tetrahydrofuran using a Cu-amine complex oxidant under O2 atmosphere produced polymers with number-averaged molecular weights as high as 11,300 g mol−1. The structure of the polymer was characterized by 1H and 13C NMR spectroscopy, showing that the oxidative coupling polymerization occurred at the outer ortho position of the 2-naphthols, preserving the hydroxyl groups. The polymer exhibited good solubility in polar aprotic solvents, with a high thermal stability of 446 °C that corresponded to 5% weight loss. The UV–vis absorption of the polymer was similar to that of DNPA, indicating that the kinked-structured polymer hindered the formation of charge-transfer complexes. These results suggest promising applications of the developed polymer in optoelectronic devices.

Original languageEnglish
Pages (from-to)965-979
Number of pages15
JournalPolymer Bulletin
Issue number2
StatePublished - Feb 2021

Bibliographical note

Funding Information:
This work was supported by Korea Institute of Energy Technology Evaluation and Planning (KETEP) Grant funded by the Korea government (MOTIE) (20191510301070, Development dissolved boron removal system contained in effluent of discharged from liquid radioactive waste treatment system).

Publisher Copyright:
© 2020, Springer-Verlag GmbH Germany, part of Springer Nature.


  • 2-Naphthol
  • Oxidative coupling polymerization
  • Regiocontrolled polymer
  • Triarylamine


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