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標題: 以相間轉移催化反應在固-液相系統合成醯亞胺類之研究
Synthesis of Inimides via Phase-Transfer Catalysis in Solid-Liquid System
作者: 陳冠霖
Chen, Kuan-Lin
關鍵字: 相間轉移觸媒;Phase – transfer catalyst;固-液相;琥珀醯亞胺;氮烷化反應;Solid – liquid phase;succinimide;N-alkylation
出版社: 化學工程學系所
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Halpern, “Phase transfer catalysis: Fundamentals, Applications, and Industrial Perspectives; Chapman&Hall” , New York (1994). [21] C. L. Liotta, E. N. Burgess, C. Ray, “Mechanism of Phase-Transfer Catalysis: the omega phase, in ACS Synposium Series, Phase-Transfer Catalysis (ed. C. M. Starks)”, Am. Chem. Soc., Wash. DC (1987) 15-23. [22] J. B. Melville, J. D. Goddard, “A Solid-Liquid Phase-Transfer Catalysis in Rotating-Disk Flow”, Ind. Eng. Chem. Res. 27 (1988) 511. [23] J.L. Louis, “Synthetic organic sonochemistry”, Plenum Press, New York and London. [24] O. Bologa, I. Crudu, “Cavitation, Tribosystems and Cavitation Tribomodels”, The Annals of University “DUNĂREA DE JOS” of GALAŢI FASCICLE VIII, 2002, ISSN 1221-4590 Tribology. [25] L. Rayleigh, “On the pressure developed in a liquid during the collapse of spherical cavity”, Philos. Mag. 34 (1917) 94–98. [26] S.M. Jang ,T.S. 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The objective of this thesis is to investigate the reactions for the synthesis of inimide products via phase transfer catalysis. The N-alkylation in the succinimide compounds contain many alkaloids which can be applied to several special bioactivities, cosmestic chemicals and pharmaceutical drugs.
The study was to use succinimide , benzyl bromide and ethyl bromide to synthesis N-benzyl succinimide and N-phenethyl succinimide with in a small amount of potassium hydroxide, adding an organic solvent but without water by phase transfer catalyst in solid-liquid phase. Using BTBAB as catalyst in this experiment, the catalytic activity in the batch reactor was investigated to find out the most suitable reaction conditions, to propose appropriate reaction mechanism and kinetic modes. The operating parameters included agitation speed, quantities of catalyst, quantities of water, quantities of potassium hydroxide, types of organic solvents, types of catalyst, temperature effect, and ultrasonic effect.
In this system, when the agitation speed was 400 rpm using benzyl bromide as the organic reactant, the yield was 94%. With methyl isobutyl ketone as solvent , the higher catalytic effect was achieved, indicating that the level of solvent polarity had great influence on the yield, ,which could reached 94% and 98% for using benzyl bromide and ethyl bromide as the organic reactant. With the course of the reaction, the byproduct potassium bromide was generated, and the activation energy using methyl isobutyl ketone by Arrhenius’s equation could obtain 8.22kcal/mol and 17.14 kcal/mol, for using benzyl bromide and ethyl bromide as the organic reactant, respectively.
其他識別: U0005-2606201320545900
Appears in Collections:化學工程學系所

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