树脂催化甲基丙烯酸与环己烯反应合成甲基丙烯酸环己酯

Synthesis of Cyclohexyl Methacrylate from Methacrylic Acid and Cyclohexene over Resin Catalyst

以大孔磺化苯乙烯阳离子交换树脂为催化剂,催化甲基丙烯酸与环己烯进行酯化反应,合成了甲基丙烯酸环己酯(CHMA);考察了反应温度、反应时间、催化剂用量、原料配比对酯化反应的影响;研究了催化剂的重复使用性能,并对催化剂进行了FTIR和BET表征。实验结果表明,大孔磺化苯乙烯系阳离子交换树脂具有较好的催化活性;合成CHMA的最佳条件为:甲基丙烯酸用量51.2 g,n(甲基丙烯酸)∶n(环己烯)=4.0,催化剂用量3%(相对于甲基丙烯酸和环己烯的总质量),阻聚剂对苯二酚用量1%(相对于甲基丙烯酸的质量),反应温度90℃,反应时间7 h;在此条件下,环己烯的转化率为89.0%,CHMA的选择性为95.3%。该催化剂重复使用10次后,催化活性和结构基本不变。

Cyclohexyl methacrylate （CHMA） was synthesized by the esterification of methacrylic acid and cyclohexene over a macroporous polystyrene sulfonate cation exchange resin catalyst. The effects of reaction temperature, reaction time, catalyst dosage and mole ratio of methacrylic acid to cyclohexene on the esterification were investigated. The results showed that the cation exchange resin was an efficient catalyst for the synthesis of CHMA. Under the optimum conditions of ethacrylic acid dosage 51.2 g,n（ methacrylic acid） ： n （cyclohexene） 4.0, w（ resin catalyst） （based on the total mass of methacrylic acid and cyclohexene） 3%, w （hydroquinone as inhibitor） （based on the mass of methacrylic acid） 1%, reaction temperature 90℃ and reaction time 7 h, the conversion of cyclohexene and the selectivity to CHMA could reach 89.0% and 95.3% , respectively. The resin catalyst could be reused 10 times, and its activity and structure were unchanged essentially.