[Bmim]Cl-AlCl3离子液体催化1,2-苯并苊醌的合成

Synthesis of 1,2-Benzoacenaphthenequinone Catalyzed by Ionic Liquid[Bmin] Cl-AlCl_3

研究了氯代1-甲基-3-丁基咪唑-三氯化铝([Bmim]Cl-AlCl3)离子液体催化蒽与草酰氯的Friedel-Craft酰基化反应。GC/MS分析发现生成了1,2-苯并苊醌(又名1,2-蒽乙二酮),用GC法考察了不同反应条件对1,2-蒽乙二酮收率和选择性的影响。当AlCl3在[Bmim]Cl-AlCl3离子液体中的摩尔分数为0.67,m{[Bmim]Cl-AlCl3}∶m(蒽)=8∶1,n(草酰氯)∶n(蒽)=2∶1,反应温度45℃,反应时间6 h时,1,2-蒽乙二酮收率为88.2%,选择性可达100%。[Bmim]Cl-AlCl3离子液体5次循环使用后,1,2-蒽乙二酮的收率和选择性仍达88.0%和99.6%。经萃取、重结晶等方法得到了w(1,2-蒽乙二酮)=98.3%的产品,通过熔点测定、GC、GC/MS、FTIR和1HNMR对反应产物进行了定性和定量分析。

The Friedel-Crafl acylation of anthracene with oxalyl chloride catalysed by ionic liquid [ Bmim ] Cl-AlCl3 to produce 1,2-benzoacenaphthenequinone （1,2-aceanthrylenedione） was carried out under the optimum conditions ： molar ratio of AlCl3 in [ Bmim ] Cl-AlCl3 being 0. 67, m{ [ Bmim]Cl- AlCl3 }：m （ anthracene ） = 8：1, n （ oxalyl chloride） ：n （anthracene） = 2：1, reaction temperature 45 ℃ and reaction time 6 h. The yield of 1,2-aceanthrylenedione was 88.2 % and the selectivity was 100 %. Furthermore,the yield and selectivity retained 88.0% and 99.6% respectively after the catalyst was reused for five times. Pure product（w （ 1,2-aceanthrylenedione） = 98.3% ] was obtained by extraction and recrystallization. The product was identified by the melting point, GC/MS,FTIR and ^1HNMR.