[Bmim]Cl/AlCl_3离子液体作用下3,6-二苯甲酰基苊的制备

Preparation of 3,6-Dibenzoylacenaphthene Catalyzed by Room Temperature Ionic Liquid

研究了氯代1-甲基-3-丁基咪唑-三氯化铝([Bmi m]Cl/AlCl3)室温离子液体催化下苊与苯甲酰氯的Friedel-Craft酰基化反应,合成了新型功能高分子中间体及精细化工产品3,6-二苯甲酰基苊。用GC法考察了不同反应条件对3,6-二苯甲酰基苊收率和选择性的影响,当AlCl3在[Bmi m]Cl/AlCl3离子液体中的摩尔分数为0.67,离子液体与苊的摩尔比为6,苯甲酰氯与苊的摩尔比为6,反应温度为45℃,反应时间8 h时,3,6-二苯甲酰基苊收率可达88.4%,选择性90.5%。且[Bmi m]Cl/AlCl3离子液体对环境污染小,并可循环使用。采用萃取、重结晶等方法得到了3,6-二苯甲酰基苊纯品,通过GC、GC/MS、FTIR和1H NMR对该产物进行了定性和定量分析。

The Friedel-Craft acylation of acenaphthene with benzoyl chloride catalysed by Cl/AlCl_3 room temperature ionic liquid to synthesize 3,6-bibenzoylacenaphthene,which could be used as new functional macromolecule intermediate and fine chemical,was investigated.The effects of various reaction conditions on the yield and selectivity of 3,6-dibenzoylacenaphthene were studied by GC analysis.The results showed that the optimum synthesis conditions of the desired product are as follows： the molar fraction of AlCl_3 in Cl/AlCl_3,0.67;the mole ratio of Cl/AlCl_3 to acenaphthene,6;the mole ratio of benzoyl chloride to acenaphthene,6;the reaction temperature,45 ℃;and the reaction time,8 h.Under those conditions,the yield of 3,6-dibenzoylacenaphthene is 88.4 % and the selectivity towards 3,6-dibenzoyl acenaphthene is 90.5 %.Furthermore,Cl/AlCl_3 has little pollution to environment and can be reused.Pure 3,6-dibenzoylacenaphthene was prepared by extraction and recrystallization and the structure of 3,6-dibenzoylacenaphthene was identified by GC,GC/MS,FT IR and ~1H NMR analyses.