[Emim]Cl-AlCl_3离子液体中5-苯甲酰基苊的合成

Synthesis of 5-benzoylacenaphthene in presence of ionic liquid [Emim]Cl-AlCl_3

为合成新型精细化工产品和功能高分子中间体,研究了氯代1-乙基3-甲基咪唑-三氯化铝([Emim]Cl-AlCl3)离子液体催化下,苊与苯甲酰氯的Friedel-Craft酰基化反应,GC-MS分析发现生成了5-苯甲酰基苊.通过正交试验,得到该酰基化反应的最优条件为:n(苊)∶n(苯甲酰氯)∶n([Emim]Cl-AlCl3)=1∶2∶1,反应温度35℃,反应时间45 min.此条件下,5-苯甲酰基苊的收率可达88.6%.[Emim]Cl-AlCl3离子液体5次循环使用后,5-苯甲酰基苊的收率变化很小.经萃取、重结晶等方法得到了5-苯甲酰基苊纯产品,并通过mp测定、GC/MS、FT-IR和1 H NMR对该产物进行了定性和定量分析.

To obtain new fine chemical and macromolecule intermediate,the Friedel-Craft acylation of acenaphthene with benzoyl chloride catalysed by [Emim]Cl-AlCl3 ionic liquid to synthesize 5-benzoylacenaphthene was investigated and 5-benzoylacenaphthene was determined by GC/MS analysis.According to orthogonal experiments,the optimum technological conditions were obtained as follows：n（acenaphthene）∶n（benzoyl chloride）∶n[Emim]（Cl-AlCl3）=1∶2∶1,temperature 35 ℃ and time 45 min.The yield of 5-benzoylacenaphthene was 88.6% under such conditions.Furthermore,the yield of 5-benzoylacenaphthene changed a little after the catalyst was reused for five times.Pure 5-benzoylacenaphthene was prepared by extraction and recrystaling and the structure of 5-benzoylacenaphthene was identified by measuration of melting point,GC/MS,FT-IR and 1H NMR analyses.