有机溶剂中树脂催化丙酮氰醇的分解反应Resin-Catalyzed Decomposing Reaction of Acetone Cyanohydrin in Organic Solvent
章亭洲,杨立荣,朱自强,吴坚平
摘要(Abstract)：
丙酮氰醇的分解反应是有机溶剂中一锅化法制备具杀虫活性的 (S)-a-氰基-3-苯氧基苄醇的第一步反应。丙酮氰醇能被碱催化分解。考虑到生物催化剂与化学催化剂的相容性,并便于反应器中进行连续反应,阴离子交换树脂被用作本反应的催化剂。研究了两种国产碱性树脂D296与D301催化性能的优劣,发现弱碱性树脂D301优于强碱性树脂D296。通过比较两种极性不同的溶剂对同一种树脂催化性能的影响发现,极性低的溶剂条件下D301的催化性能好。不同溶剂条件下, 温度对树脂催化性能的影响结果显示:在实验温度范围内,55C为最适反应温度。转速试验发现,当转速达到190 r min-1 时, 外扩散对反应的影响可以忽略。
关键词(KeyWords)： 丙酮氰醇;分解反应;有机相;离子交换树脂
基金项目(Foundation): 国家自然科学基金(29876037);; 浙江省自然科学基金(296068)资助项目。
作者(Author): 章亭洲,杨立荣,朱自强,吴坚平
参考文献(References)：
- [1]KamparsV,BrunereV,GudeleI.Degradation of acetone cyanohydrin and cyanides in water:I.InDaugava water[J].LatvKimZ,1991,4:473-476.
- [2]KamparsV,BrunereV,GalanskisV.Degradation of acetone cyanohydrin and cyanides in water:Effect of pH [J].LatvKimZ,1992,6:699-701.
- [3]LapworthA.The qualitative study on the formation of cyanohydrin in water[J].J ChemSoc,1903,83:995-999.
- [4]SvirbelyW J,RothJ F.Carbonyl reactions:I.The kinetics of cyanohydrin formation in aqueous solution[J].J AmChemSoc,1953,75:3106-3111.
- [5]XU L L ,SinghB K,ConnE E.Purification and characterization of acetone cyanohydrin lyase fromLinum usitatissimum[J].ArchBiochemBiophs,1988,263(2):256-263.
- [6]InagakiM,HiratakeJ,NishiokaT,OdaJ.Lipase-catalyzed kinetic resolution with in situ racemization:One-pot synthesis of optically active cyanohydrin acetates from aldehydes[J].J AmChemSoc,1991,113:9360-9361.
- [7]InagakiM,HatanakaA,MimuraM,HiratakeJ,NishiokaT,OdaJ.One-pot synthesis of optically active cyanohydrin acetates from aldehydes via quinidine-catalyzed transhydrocyanation coupled with lipase-catalyzed kinetic resolution in organic solvent[J].BullChemSocJpn,1992,65(1):111-120.
- [8]WilliamsW J,Translated byQU Chang-ling(曲长菱),QI Da-yong(齐大勇),CHEN Le-tian(陈乐恬).TheHandbook ofIonMeasurement(阴离子测定手册)[M].Beijing(北京):MetallurgicalIndustryPress(冶金工业出版社),1987:94-96.
- [9]ZHU Ying(朱颖).TheResolution of(S)-a-cyano-3-phenoxybenzylAlcohol and theKinetics of itsPrecursors((S)-a-氰基-3-苯氧基苄醇的生物学拆分及其前体动力学)[D].Hangzhou:ZhejiangUniversity(浙江大学).1998.
- [10]QIAN Ting-bao(钱庭宝),LIU Wei-ling(刘维琳).Handbook ofApplication ofIon-exchangeResins(离子交换树脂应用手册)[M].Tianjin(天津):NankaiUniversityPress(南开大学出版社),1989:79-81.
- [11]WANG Fang(王方),Handbook ofInternationalCommonUsedIon-exchangeTechnology(国际通用离子交换技术手册)[M].Beijing(北京):Science andTechnologyInformationPress(科技信息出版社),2000:216-219.