Synthesis of regiocontrolled triarylamine-based polymer with a naphthol unit
- Authors
- Lee, Jinhee; Park, Jeyoung; Choi, Hojung; Yoon, Young Rok; Seo, Myungeun; Song, Sua; Kim, Byung-Kwon; Kim, Sang Youl
- Issue Date
- Feb-2021
- Publisher
- SPRINGER
- Keywords
- Oxidative coupling polymerization; 2-Naphthol; Triarylamine; Regiocontrolled polymer
- Citation
- POLYMER BULLETIN, v.78, no.2, pp 965 - 979
- Pages
- 15
- Journal Title
- POLYMER BULLETIN
- Volume
- 78
- Number
- 2
- Start Page
- 965
- End Page
- 979
- URI
- https://scholarworks.sookmyung.ac.kr/handle/2020.sw.sookmyung/850
- DOI
- 10.1007/s00289-020-03146-y
- ISSN
- 0170-0839
1436-2449
- 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 O-2 atmosphere produced polymers with number-averaged molecular weights as high as 11,300 g mol(-1). The structure of the polymer was characterized by H-1 and C-13 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 degrees 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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