Synthesis of regiocontrolled polymer having 2-naphthol unit by CuCl-amine catalyzed oxidative coupling polymerization
Synthesis of regiocontrolled polymer having 2-naphthol unit by CuCl-amine catalyzed oxidative coupling polymerization
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DOI：
10.1002/(sici)1099-0518(19991001)37:19
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发表时间：
1999-10-01
影响因子：
--
通讯作者：
Ueda, M
中科院分区：
文献类型：
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作者：
Amou, S;Takeuchi, K;Ueda, M
通过双（2-萘酚）(1)的氧化偶联聚合制备了具有2-萘酚单元的区域控制聚合物(2)。在二氯甲烷中，在空气和室温条件下，在[二-mu-羟基-双（N，N，N‘，N’ -四亚甲基乙二胺）铜（II）]氯[CuCl(OH)TMEDA]存在下进行聚合，得到的聚合物的数平均分子量可达12,000。通过270 MHz H-1-NMR和68.5 MHz C-13-NMR对聚合物2的结构进行了表征，估计聚合物2几乎完全由1,1'键组成。该聚合物在室温下易溶于极性非质子溶剂和四氢呋喃。热重分析表明，聚合物2在450℃的氮气中失重10%。对模型反应进行了研究，以阐明CuCl(OH)TMEDA在萘酚衍生物偶联反应中的适用性。(C) 1999 John Wiley & Sons, Inc
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-mu-hydroxo-bis(N,N,N',N' -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 H-1-NMR and 68.5 MHz C-13-NMR spectroscopies and was estimated to consist almost completely of 1,1'-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 degrees C in nitrogen. The model reactions were studied to clarify the applicability of CuCl(OH)TMEDA for coupling of naphthol derivatives. (C) 1999 John Wiley & Sons, Inc.