Synthesis of regiocontrolled polymer having 2-naphthol unit by CuCl-amine catalyzed oxidative coupling polymerization
✍ Scribed by Satoru Amou; Kazuhiko Takeuchi; Michihiko Asai; Kouichi Niizeki; Takashi Okada; Makoto Seino; Osamu Haba; Mitsuru Ueda
- Publisher
- John Wiley and Sons
- Year
- 1999
- Tongue
- English
- Weight
- 209 KB
- Volume
- 37
- Category
- Article
- ISSN
- 0887-624X
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✦ Synopsis
Regiocontrolled polymer (2) having 2-naphthol unit was prepared by oxidative coupling polymerization of bis(2-naphthol) (1). Polymerizations were conducted in dichloromethane in the presence of [di--hydroxo-bis(N,N,NЈ,NЈ-tetramethylethylenediamine)copper(II)] chloride [CuCl(OH)TMEDA] under air at room temperature, producing polymers with number-average molecular weights up to 12,000. The structure of polymer 2 was characterized by 270 MHz 1 H-NMR and 68.5 MHz 13 C-NMR spectroscopies and was estimated to consist almost completely of 1,1Ј-linkage. The polymer was readily soluble in polar aprotic solvents and tetrahydrofuran at room temperature. Thermogravimetric analysis of polymer 2 showed 10% weight loss at 450°C in nitrogen. The model reactions were studied to clarify the applicability of CuCl(OH)TMEDA for coupling of naphthol derivatives.