CHINESE JOURNAL OF ENERGETIC MATERIALS
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离子液体中挂式四氢双环戊二烯的合成
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国防科工委基础产品创新计划火炸药科研专项(A0920061370)


Synthesis of Exo-tetrahydrodicyclopentadiene in Ionic Liquids
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    摘要:

    制备了卤化烷基咪唑、卤化烷基吡啶类氯铝酸离子液体,并以其为催化剂和反应介质,通过桥式四氢双环戊二烯(endo-THDCPD)的异构化反应合成了挂式四氢双环戊二烯(exo-THDCPD)。系列氯铝酸离子液体中endo-THDCPD几乎完全转化为exo-THDCPD。50 ℃,三氯化铝与氯化1-甲基-3-丁基咪唑的摩尔比为1.5,离子液体与桥式四氢双环戊二烯的摩尔比为1.0,3 h,收率98.3%; 三氯化铝与氯化丁基吡啶的摩尔比为1.8,离子液体与桥式四氢双环戊二烯的摩尔比为0.5,3 h,收率97.8%。分离后的离子液体重复使用五次,其催化活性保持不变。离子液体中的异构化反应不需溶剂,收率高、易分离。

    Abstract:

    Synthesis of exo-tetrahydrodicyclopentadiene (exo-THDCPD) in ionic liquids was studied. Ionic liquids were prepared by aluminum chloride and dialkylimidazolium halide or alkylpyridinium halide and were used in isomerization of endo-tetrahydrodicyclopentadiene (endo-THDCPD) as catalyst and solvent. Effects of reaction conditions such as reaction temperature,reaction time,and ionic liquid amount on the conversion of endo-THDCPD and yield of exo-THDCPD were studied. Results show that the conversion of endo-THDCPD is 100% in different ionic liquids. The yield of exo-THDCPD is 98.3% in 1,3-dialkylimidazolium chloride/aluminum chloride (n(AlCl3)n( Cl=1.5) at 50 ℃ for 3 h. The yield of exo-THDCPD is 97.8% in 1-butylpyridinium chloride/aluminum chloride (n(AlCl3)n( Cl=1.8) at 50 ℃ for 3 h. The product can be simply separated and ionic liquids can be reused at least five times without decreasing of the catalytic activity.

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李春迎,杜咏梅,吕剑.离子液体中挂式四氢双环戊二烯的合成[J].含能材料, 2010, 18(3):257-260. DOI:10.3969/j. issn.1006-9941.2010.03.004.
LI Chun-ying, DU Yong-mei, Lü Jian. Synthesis of Exo-tetrahydrodicyclopentadiene in Ionic Liquids[J]. Chinese Journal of Energetic Materials, 2010, 18(3):257-260. DOI:10.3969/j. issn.1006-9941.2010.03.004.

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  • 收稿日期: 2009-10-19
  • 最后修改日期: 2009-12-02
  • 录用日期: 2009-12-07
  • 在线发布日期: 2011-11-04
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