以H2O2为氧化剂,研究了离子液体为催化剂和溶剂,环己烯氧化生成反-1,2-环己二醇的反应.考察了不同咪唑型离子液体、反应时间、反应温度和H2O2用量等对产率和选择性的影响,实验结果表明,在7种咪唑型离子液体催化体系中,阳离子为咪唑环上含有1或2个羧基,阴离子为[PF6]的离子液体催化效果较好.反应温度为100℃,n(H2O2)∶n(Cyclohexene)=1.1∶1,反应5 h时,离子液体c(0.60g,2.1 mmol)催化生成的反-1,2-环己二醇的产率和选择性分别为95%和97%,而离子液体f(0.20g,0.6 mmo1)催化生成的反-1,2-环己二醇的产率和选择性分别为84%和90%,从离子液体的用量来看,含2个羧基的离子液体f的催化效率更高.
参考文献
[1] | Taylor J E,Williams D,Edwards K,et al.Permanganate Peroxidation of Cyclohexene I The Unusual Effect of Turbulent Stirring and Dilution upon Glycol Yields[J].Can J Chem,1984,62:11-15. |
[2] | ZHOU Cairong,JIANG Denggao,WANG Fei,et al.Study on Synthesizing Trans-1,2-cyclohexanediol[J].J Sichuan Univ (Eng Sci Edn),2002,34(5):85-88 (in Chinese).周彩荣,蒋登高,王斐,等.反式-1,2-环己二醇合成研究[J].四川大学学报(工程科学版),2002,34(5):85-88. |
[3] | Costa A A,Ghesti G F,Macedo J L,et al.Immobilization ofFe,Mn and Co Tetraphenylporphyrin Complexes in MCM-41 and Their Catalytic Activity in Cyclohexene Oxidation Reaction by Hydrogen Peroxide[J].J Mol Catal A:Chem,2008,282:149-157. |
[4] | JING Se,LIzhen,XIA Chungu.Mn(TFPP) Cl-manganeseporphyrin-catalyzed Alkenes Epoxidation by Hydrogen Peroxide in A Room Temperature Ionic Liquid[J].J Mol Catal(China),2008,22(3):193-198(in Chinese).景色,李臻,夏春谷.离子液体中锰卟啉催化双氧水氧化烯烃的研究[J].分子催化,2008,22(3):193-198. |
[5] | Welton T.Ionic Liquids in Catalysis[J].Coord Chem Rev,2004,248(21/24):2459-2477. |
[6] | Closson A,Johansson M,B(a)ckvall J E.Ionic Liquid-immobilized Catalytic System for Biomimetic Dihydroxylation of Olefins[J].Chem Commun,2004,13:1494-1495. |
[7] | Johansson M,Lindén A A,B(a)ckvall J E.Osmium-catalyzed Dihydroxylation of Alkenes by H2O2 in Room Temperature Ionic Liquid Co-catalyzed by VO(acac)2 or MeReO3[J].J Organomet Chem,2005,690(15):3614-3619. |
[8] | GENG Weiguo,LI Xuehui,WANG Lefu,et al.Acidic Characterization of Polycarboxyl Imidazolium Ionic Liquids[J].Acta Phys-Chim Sin,2006,22(2):230-233 (in Chinese).耿卫国,李雪辉,王乐夫,等.多羧基咪唑离子液体的酸性表征[J].物理化学学报,2006,22(2):230-233. |
[9] | Wang W J,Shao L L,Cheng W P,et al.Brφnsted Acidic Ionic Liquids as Novel Catalysts for Prins Reaction[J].Catal Commun,2008,9(3):337-341. |
[10] | Li H L,Yu S T,Liu F S,et al.Synthesis of Dioctyl Phthalate Using Acid Functionalized Ionic Liquid as Catalyst[J].Catal Commun,2007,8(11):1759-1762. |
[11] | Fraga D J,Bazureau J P.Rate Accelerations of 1,3-Dipolar Cycloaddition Reactions in Ionic Liquids[J].Tetrahedron Lett,2000,41 (38):7351-7355. |
[12] | Andrzejewska E,Podgorska-Golubska M,Stepniak I,et al.Photoinitiated Polymerization in Ionic Liquids:Kinetics and Viscosity Effects[J].Polymer,2009,50 (9):2040-2047. |
[13] | Anthony J L,Maginn E J,Brennecke J F.Solution Thermodynamics of Imidazolium-based Ionic Liquids and Water[J].J Phys Chem B,2001,105(44):10942-10949. |
[14] | Bonh(o)te P,Dias A P,Papageorgiou N,et al.Hydrophobic,Highly Conductive Ambient-temperature Molten Salts[J].Inorg Chem,1996,35 (5):1168-1178. |
[15] | Huddleston J G,Visser A E,Reichert W M,et al.Characterization and Comparison of Hydrophilic and Hydrophobic Room Temperature Ionic Liquids Incorporating the Imidazolium Cation[J].Green Chem,2001,3(4):156-164. |
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