Synthesis of 1,2- aceanthrylenedione by catalysis of[ Emim ] Cl - AlCl3 ionic liquid
1. School of Chemical Engineering, Jiangsu University, Zhenjiang, Jiangsu 212013, China; 2. School of Material Science and Engineering, Jiangsu University, Zhenjiang, Jiangsu 212013, China)
Abstract:The Friedel-Crafl acylation of anthracene with oxalyl chloride catalysed by [ Emim ] Cl - AlCl3 ionic liquid to synthesize 1,2 -aeeanthrylenedione, which was used as important fine chemical and functional macromolecule intermediate, was studied. The effects of various reaction conditions on the yield and selectivity of 1,2 - aceanthrylenedione were studied by GC analysis. The results show that the suitable synthesis conditions of the aeylation reaction are as follows : the molar fraction of AlCl3 in [ Emim ] Cl - AlCl3 is 0.67, the mole ratio of [ Emim ] Cl - AlCl3 to anthracene is 2, the mole ratio of oxalyl chloride to anthracene is 2, the reaction temperature is 40 ℃ and the reaction time is 6 h. Under those conditions, the yield of 1,2- aceanthrylenedione is 91.6 % and the selectivity towards 1,2 -aceanthrylenedione is 98.5 %. Furthermore, [ Emim] Cl - AlCl3 has little pollution to environment and can be reused. Pure 1, 2 - aceanthrylenedione was prepared by extraction and recrystalling and the structure of 1,2 - aceanthrylenedione was identified by measuration of melting point, GC/MS, FTIR and ^1H NMR analyses.