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合成了三种基于1-吗啉基-3-咪唑基丙烷异核双阳离子的新型二磺酸功能化BrΦsted酸性离子液体:1-[4-(4-磺酸丁基)吗啉基-3-[3-(4-磺酸丁基)咪唑基]丙烷二(三氟甲烷磺酸)盐{A,[(C4SO3H)m(C4SO3H)i]p(OTf)2}、1-[4-(4-磺酸丁基)吗啉基-3-[3-(4-磺酸丁基)咪唑基]丙烷二硫酸氢盐{B,[(C4SO3H)m(C4SO3H)i]p(HSO4)2}及1-[4-(4-磺酸丁基)吗啉基-3-[3-(4-磺酸丁基)咪唑基]丙烷二磷酸二氢盐{C,[(C4SO3H)m(C4SO3H)i]p(H2PO4)2}.其结构经FT-IR、MS、NMR等确认.选择吗啉、甲基咪唑单磺酸功能化离子液体作为对照组,以苯甲醛与环己酮之间的交叉Aldol缩合反应考察了其催化活性.用Hammett方法测定了其酸性,实验结果表明,所合成的三种双磺酸功能化离子液体的催化能力比单磺酸功能化离子液体的强,其酸性次序与催化活性相一致.其中,阴离子为三氟甲烷磺酸根的离子液体对18种Aldol缩合反应底物有极好的适应性,并且催化活性最强,产率高达90%,在重复使用10次后,仍保持较高的反应活性.关键词二磺酸功能化离子液体;合成;催化活性;Hammett方法;交叉Aldol缩合反应;重复使用
Three novel disulfonic acid functionalized ionic liquids based on 1-morpholino-3-imidazolylpropane heteronucleosides were synthesized: 1- [4- (4-sulfobutyl) morpholino-3 (C4SO3H) m (C4SO3H) i] p (OTf) 2}, 1- [4- (4- sulfobutyl) imidazolyl] propane bistrifluoromethane sulfonate {A, (C4SO3H) m (C4SO3H) i] p (HSO4) (4-sulfonic acid butyl) morpholino-3- [3- (4- sulfobutyl) imidazolyl] propane disulfate {B, 2} and 1- [4- (4-sulfobutyl) morpholino-3- [3- (4-sulfobutyl) imidazolyl] propane diphosphate {C, [(C4SO3H) m (C4SO3H) i] p (H2PO4) 2} .The structure was confirmed by FT-IR, MS, NMR and so on.Morpholine and methylimidazolium monosulfonic acid functionalized ionic liquids were selected as the control group, benzaldehyde and cyclohexanone The catalytic activity was investigated by cross-Aldol condensation reaction.The acidity was determined by Hammett method.The experimental results show that the catalytic activity of the three bis-sulfonic acid functionalized ionic liquids is stronger than the monosulfonic acid functionalized ionic liquid , The acid order is consistent with the catalytic activity.Among them, trifluoromethanesulfonate ionic liquids have excellent adaptability to 18 kinds of Aldol condensation reaction substrates, and catalytic activity The strongest sex, the yield is up to 90%, and the reactivity is still maintained after repeated use for 10 times. Key words disulfonic acid functionalized ionic liquid; synthesis; catalytic activity; Hammett method; cross Aldol condensation reaction;