有机化学 ›› 2003, Vol. 23 ›› Issue (7): 650-653. 上一篇    下一篇

研究论文

N-3-炔丁烯基咔唑的合成及热聚合

王斌;谢守和;叶大铿;张声华   

  1. 华中农业大学食科系;军事经济学院军需系;中山大学化学系
  • 发布日期:2003-07-25

Synthesis and Thermal Polymerization of N-3-Yne-butenylcarbazole

Wang Bin;Xie Shouhe;Ye Daken;Zhang Shenghua   

  1. Department of Food Science, Huazhong Agriculture University;Institute of Nutrition, College of Military Economics;Department of Chemistry, Zhongshan University
  • Published:2003-07-25

在室温和高速搅拌下,以十六烷基三甲基溴化铵为相转移催化剂,往咔唑和 50%NaOH水溶液中缓慢滴加1,4-二氯-2-丁炔,反应24h后,经重结晶分离得到 无色针状晶体。IR,~1H NMR,MS,VPO等结构分析方法确定无色针状晶体为反式N -3-炔丁烯基咔唑;加热生成的聚合物为聚炔烃,分子量为1.9-10~3,聚合度为 9;通过DTA-TG分析和热聚合速率的测定,探讨了单体热聚合规律,测得热聚合活 化能为118kJ/mol。聚合物电导率小于10~(-12)S·cm~(-1),而与FeCl_3形成电荷 转移络合物则达到8*10~(-4)S·cm~(-1)。

关键词: 咔唑 P;十六烷基三甲基溴化铵;相转移催化;氢氧化钠;丁炔 P;重结晶, 红外分光光度法;质子磁共振谱法;质谱法;电荷转移氯化物

N-3-Yne-butenylcarbazole has been synthesized by stirring a mixture of carbazole, 1,4-dichloro-2-butyne, benzene, 50% NaOH and cetyl trimethyl ammonium bromide in water. The compound was polymerized by heating. The polymerization activated energy was 118 kj/mol. Molecular weight of the polymer polymerized at 120 t! was 1.9 x l(r (n ?a9). The conductance ratio of the polymer was less than 10 ~12 S? cm~' and that of the charge transfer compound of the polymer with FeCl3 was 8 x 10 ~4 S ? cm"1.

Key words: CARBAZOLE P;CTAB;PHASE TRANSFER CATALYSIS;SODIUM HYDROXIDE, BUTYNE P;RECRYSTALLIZATION;IR;1HNMR;MS;CHARGE TRANSFER COMPLEX

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