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由异佛尔酮(IP)不对称加氢产物得到的手性(R-或S-)3,3,5-三甲基环己酮(TMCH)是非常重要的精细化工中间体。该文探究了(L)-脯氨酸修饰Pd/Al2O3催化剂上异佛尔酮的不对称加氢和3,3,5-三甲基环己酮外消旋体的催化加氢动力学拆分。研究发现,异佛尔酮和(L)-脯氨酸的缩合物会显著抑制异佛尔酮的不对称加氢反应。(L)-脯氨酸在Pd/Al2O3加氢催化剂表面容易发生自发单层分散,有效提高3,3,5-三甲基环己酮外消旋体加氢拆分产物的ee值。在(L)-脯氨酸单层分散的Pd/Al2O3催化剂上,反应温度为40℃、压力为1 MPa、反应时间为10 h时,3,3,5-三甲基环己酮外消旋体加氢拆分产物的ee值达到100%。
Chiral (R- or S-) 3,3,5-trimethylcyclohexanone (TMCH) obtained from isophorone (IP) asymmetric hydrogenation products is a very important fine chemical intermediate. This article explored the asymmetric hydrogenation of isophorone and the catalytic hydrogenation kinetics of 3,3,5-trimethylcyclohexanone racemate over (L) -proline-modified Pd / Al2O3 catalysts Minute. It was found that the condensation of isophorone with (L) -proline significantly inhibited the asymmetric hydrogenation of isophorone. (L) - proline is prone to spontaneous monolayer dispersion on the surface of Pd / Al2O3 hydrogenation catalyst, which effectively increases the ee value of the product of hydrocracking of the 3,3,5-trimethylcyclohexanone racemate. On the (L) - proline monolayer dispersed Pd / Al2O3 catalyst, the reaction temperature is 40 ℃, the pressure is 1 MPa, the reaction time is 10 h, the 3,3,5-trimethylcyclohexanone Cyclomer hydrogenation products ee value of 100%.