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02.03.2020 | Original Paper

Synthesis of regiocontrolled triarylamine-based polymer with a naphthol unit

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

Erschienen in: Polymer Bulletin | Ausgabe 2/2021

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Abstract

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.

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Titel: Synthesis of regiocontrolled triarylamine-based polymer with a naphthol unit
verfasst von: Jinhee Lee
Jeyoung Park
Hojung Choi
Young Rok Yoon
Myungeun Seo
Sua Song
Byung-Kwon Kim
Sang Youl Kim
Publikationsdatum: 02.03.2020
Verlag: Springer Berlin Heidelberg
Erschienen in: Polymer Bulletin / Ausgabe 2/2021
Print ISSN: 0170-0839
Elektronische ISSN: 1436-2449
DOI: https://doi.org/10.1007/s00289-020-03146-y

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