AlCl_3催化苊与硝基苯制备功能高分子中间体

Preparation intermediate of functional polymer material by AlCl_3 catalyzing acenaphthene with nitrobenzene

为制备更多新型功能高分子中间体,研究了高活性lewis酸A lC l3催化作用下,苊与硝基苯在温和条件常温常压下的反应.GC/MS分析发现生成了N-苯基氨基苊烯、N-苯基氨基苊、联苊-苊烯和联苊等产物.GC考察了不同反应条件对苊转化率和产物选择性的影响,时间对苊转化率影响不大,N-苯基氨基苊的选择性随着时间增加而增大;随着A lC l3用量的增加,苊转化率和N-苯基氨基苊的选择性随之增加;A lC l3与苊的摩尔比为1.2和2.4时,产物中联苊和N-苯基氨基苊的选择性分别达到77.6%和90.2%.对不同反应条件下的反应产物,通过重结晶获得了多环功能高分子中间体联苊和染料、医药中间体5-(N-苯基)氨基苊两种主产物的纯品,用GC/MS、FT-IR、UV和1H NMR等分析测试手段鉴定了其结构.

To obtain new functional aromatic polymer material, the reaction of acenaphthene with nitrobenzene under high active catalyst of AlCl3 was investigated at room temperature and ambient atmosphere. N-phenyl aminoacenaphthylene, N-phenyl aminoacenaphthene, acenaphthylacenaphthene, and biacenaphthenyls were determined by GC/MS analysis. The effects of various reaction conditions were studied by GC analysis. Reaction time has slight effect on the conversion of acenaphthene. The selectivity of N- phenyl aminoacenaphthene increases with reaction time. Biacenaphthenyls or N-phenyl aminoacenaphthene is in the majority, 77.6% or 90. 2% when the molar ratio of AlCl3 to acenaphthene is 1.2 and 2.4 respectively. Pure biacenaphthenyls and 5-（N-phe-nyl） aminoacenaphthene, which may be used as intermediate of functional aromatic polymer material, were prepared by recrystalling the reaction mixture obtained under different reaction conditions. The structures of these compounds were identified by GC/ MS,FTIR UV and ^1H NMR analyses.