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有机化学
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有机化学 ›› 2005, Vol. 25 ›› Issue (01): 81-85. 上一篇    下一篇

研究论文

反式N-3-炔丁烯基咔唑的合成及其齐聚行为

王斌   

  1. (中国人民解放军军事经济学院军需系 武汉 430035)
  • 收稿日期:2004-03-29 修回日期:2004-07-21 发布日期:2004-12-30
  • 通讯作者: 王斌

Synthesis and Oligomerization of Trans-N-3-yne-butenylcarbazole

WANG Bin   

  1. (Department of Military Supply, College of Military Economics, the People’s Liberation Army, Wuhan 430035)
  • Received:2004-03-29 Revised:2004-07-21 Published:2004-12-30
  • Contact: WANG Bin

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在65 ℃、氮气保护下, 往咔唑钠的四氢呋喃溶液中缓慢滴加1,4-二氯-2-丁炔. 反应9 h后, 在苯和石油醚混合溶剂中重结晶, 分离得到反式N-3-炔丁烯基咔唑. 在加热, BPO, BF3, FeCl3, P2O5, 紫外或可见光的引发作用下, 反式N-3-炔丁烯基咔唑发生齐聚反应. 通过元素分析, IR, 1H NMR, MS, UV等方法对反应产物进行分析表征. IR和1H NMR图谱显示单体聚合后炔基及其相连氢原子的特征吸收峰(ν: 3278, 2099 cm－1; : 2.8～3.0)消失, VPO法测得齐聚物分子量在8.3×102至1.9×103之间(聚合度4～9).

关键词: 反式N-3-炔丁烯基咔唑, 合成, 齐聚, 结构

After dropping 1,4-dichloro-2-butyne into the solution of carbazole sodium (NaCz) in THF under nitrogen atmosphere at 65 ℃ for 9 h, trans-N-3-yne-butenylcarbazole was synthesized and recrystallized in benzene and petroleum ether. It was initiated and oligomerized by heat treatment, BPO, BF3, FeCl3, P2O5, UV or visual light. The products were characterized by elemental analysis, IR, MS, UV and 1H NMR spectra. IR and 1H NMR spectra of the oligomers showed the absence of bands ν at 3278 (HC≡), 2099 cm－1 (C≡C) and band at 2.8～3.0 (HC≡). The oligomer molecular weight determined by VPO method was between 8.3×102 and 1.9×103 (n≈4～9).

Key words: synthesis, structure, oligomerization, trans-N-3-yne-butenylcarbazole