酸碱双功能离子液体及其杂多酸盐催化Knoevenagel缩合反应任务书

 2021-10-06 12:30:33

1. 毕业设计(论文)的内容和要求

本课题要求在查阅文献的基础上,基于本课题组之前的所做工作,设计离子键结合的离子液体-杂多酸的杂化催化剂,在 Knoevenagel 缩合反应中考察这一系列催化剂的催化性能。

由于Knoevenagel反应是一个典型的碱催化的反应,所以,实验设计合成了一系列碱性官能团功能化的离子液体。

离子液体在体系中反应是均相的,为了使它更加方便的回收,将它与杂多酸杂化,实现了催化剂的多相化,更为方便的回收使用。

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2. 参考文献

[1]邓友全. 离子液体-性质、制备与应用[M]. 北京, 中国石化出版社, 2006.[2]Forrester K J, Merrigan T L, Davis J H Jr. Novel organic ionic liquids (OLIs) incorporating cations derived from the antifungal drug miconazole [J]. Tetrahedron Lett, 1998, 39(49): 8955-8958.[3]Cole A C, Jensen J L, Ntai I, et al. Novel Brnsted acidic ionic liquids and their use as dual solvent-catalysts [J]. J Am Chem Soc, 2002, 124(21): 5962-5963. [4]Wanga Z, Wanga C, Baoa W, et al. Task-specific ionic liquids as efficient, green and recyclable reagents and solvents for oxidation of olefins [J]. J Chem Res, 2005, (6): 388-390. [5]Liang X, Yang J. Synthesis of a novel multiSO3H functionalized ionic liquid and its catalytic activities for biodiesel synthesis [J]. Green Chem, 2010, 12(2): 201-204. [6]Bates E D, Mayton R D, Ntai I, et al. CO2 capture by a task-specific ionic liquid [J]. J Am Chem Soc, 2002, 124(6): 926-927. [7]Mehnert C P, Dispenziere N C, Cook R A. Preparation of C9-aldehyde via aldol condensation reactions in ionic liquid media [J]. Chem Commun, 2002, (15): 1610-1611.[8]MacFarlane D R, Pringle J M, Johansson K M, et al. Lewis base ionic liquids [J]. Chem Commun, 2006, (18): 1905-1917. [9]Boronat M, Climent M J, Corma A, et al. Bifunctional acid-base ionic liquid organocatalysts with a controlled distance between acid and base sites [J]. Chem Eur J, 2010, 16(4): 1221-1231. [10]Yue C, Mao A, Wei Y, et al. Knoevenagel condensation reaction catalyzed by task-specific ionic liquid under solvent-free conditions [J]. Catal Commun, 2008, 9(7): 1571-1574. [11]Zhang L, Yang Y, Xue Y, et al. Experimental and theoretical investigation of reaction of aniline with dimethyl carbonate catalyzed by acid-base bifunctional ionic liquids [J]. Catal Today, 2010, 158(3-4): 279-285. [12]Balasubramanian R, Wang W, Murray R W. Redox ionic liquid phases: ferrocenatedimidazoliums [J]. J Am Chem Soc, 2006, 128(31): 9994-9995. [13]Wu X E, Ma L, Ding M X, et al. TEMPO-derived task specific ionic liquids for oxidation of alcohols [J]. Syn lett, 2005, (4): 607-610. [14]Luo S, Mi X, Zhang L, et al. Functionalized chiral ionic liquids as highly efficient asymmetric organocatalysts for Michael addition to nitroolefins [J]. Angew Chem Int Ed, 2006, 45(19): 3093-3097. [15]Howarth. J, Hanlon K, Fanyne D, et al. Moisture stable dialkylimidazolium salts as heterogeneous and homogeneous lewis acids in the diels-alder reaction [J]. Tetrahedron Lett, 1997, 38(17): 3097-3100.[16]朱朝俞,钟涛,邱建华,吕雪霞,谢宗波,乐长高.碱性离子液体催化合成N-烷基芳胺化合物[J].精细石油化工,2011,28(4):31-34.[17]Lifeng Zhang,Yu Yang,Yunrong Xue,Xianlei Fu,Ying An,Guohua Gao.Experimental and theoretical investigation of reaction of aniline with dimethylcarbonate catalyzed by acidbasebifunctional ionic liquids[J].Catalys Today,2010,158(34):279-285.[18]黄仲涛,耿建铭.工业催化[M].北京:化学工业出版社,2006.[19]Kang J H, Nelson J A, Lu M. Charge-transfer hybrids containing covalently bondedpolyoxometalates and ferrocenyl units[J]. Inorganic Chemistry, 2004, 43(20): 6408-6413.[20]Yang J, Huang K, Pu Z. Synthesis and crystal structure of two supramolecular compoundsconstructed from amantadine and polyoxometalate[J]. Journal of molecular structure, 2006,(1-3): 162-168. [21]Leng Y, Wang J, Zhu D. Heteropolyanion-Based Ionic Liquids: Reaction-Induced Self-Separation Catalysts for Esterification[J]. Angew.Chem.Int.Ed., 2009, 168-171.[22]安莹, 陆亮, 李才猛,程时富, 高国华.磷钼杂多酸离子液体催化氧化脱硫[J].催化学报,2009,30(12) :1222-1226.[23]李臻,赵应伟, 韩峰,杨磊,宋河远, 陈静,夏春谷.功能化离子液体的催化作用及其用[J].中国科学, 2012,42(4):1-23.[24]徐欣明, 李毅群, 周美云. 功能化离子液体氯化1-(2-羟乙基)-3-甲基咪唑盐催化Knoevenagel缩合反应[J]. 有机化学, 2004, 24(10): 1253-1256.[25]巩凯,方东等.碱性功能化离子液体催化Knoevenagel缩合反应[J]. 应用化学, 2007, 24(9): 1089-1091.[26]杨榆,王丽冰,高国华.酸碱双功能离子液体协同催化Knoevenagel缩合反应[J]. 应用化学, 2007, 24(9): 1089-1091.[27]Boronat M, Climent M J, Corma A, et al. Bifunctional acidbase Ionic Liquid organocatalystswith a controlled distance between acid and base sites [J]. Chem Eur J, 2010, 16(4):12211231.

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