|本期目录/Table of Contents|

[1]李亚,赵四方,韩萍芳.固定化脂肪酶催化合成丙二酸单对硝基苄酯[J].南京工业大学学报(自然科学版),2015,37(06):49-53.[doi:10.3969/j.issn.1671-7627.2015.06.010]
 LI Ya,ZHAO Sifang,HAN Pingfang.Synthesis of mono-p-nitrobenzyl malonate catalyzed by immobilized lipase[J].Journal of NANJING TECH UNIVERSITY(NATURAL SCIENCE EDITION),2015,37(06):49-53.[doi:10.3969/j.issn.1671-7627.2015.06.010]
点击复制

固定化脂肪酶催化合成丙二酸单对硝基苄酯()
分享到:

《南京工业大学学报(自然科学版)》[ISSN:1671-7627/CN:32-1670/N]

卷:
37
期数:
2015年06期
页码:
49-53
栏目:
出版日期:
2015-11-20

文章信息/Info

Title:
Synthesis of mono-p-nitrobenzyl malonate catalyzed by immobilized lipase
文章编号:
1671-7627(2015)06-0049-05
作者:
李亚12赵四方1韩萍芳1
1.南京工业大学 生物与制药工程学院,江苏 南京 210009; 2.南通科技职业学院 环境与资源系,江苏 南通 226007
Author(s):
LI Ya12ZHAO Sifang1HAN Pingfang1
1.College of Biotechnology and Pharmaceutical Engineering,Nanjing Tech University,Nanjing 210009,China; 2.Department of Environment and Resource,Nantong Science and Technology College,Nantong 226007,China
关键词:
固定化脂肪酶 直接酯化 丙二酸单对硝基苄酯 重复使用性
Keywords:
immobilized lipase direct esterification mono-p-nitrobenzyl malonate reusability
分类号:
O623
DOI:
10.3969/j.issn.1671-7627.2015.06.010
文献标志码:
A
摘要:
以脂肪酶为催化剂,在甲苯介质中直接催化丙二酸和对硝基苄醇合成丙二酸单对硝基苄酯,并对酶法合成反应条件进行优化。确定最佳反应条件为:以甲苯为介质的20 mL反应体系中,Novozym435质量浓度为3 g/L,对硝基苄醇质量浓度为4 g/L,对硝基苄醇与丙二酸摩尔比为4:5,反应温度为50 ℃,反应时间为8 h,丙二酸单对硝基苄酯收率达到最大值87.3%。Novozym 435重复使用6次后,丙二酸单对硝基苄酯收率约为70%。丙二酸单对硝基苄酯的结构组成通过核磁共振氢谱(1H NMR)进行了表征和确认。
Abstract:
The synthesis of mono-p-nitrobenzyl malonate in toluene by using malonic acid and 4-nitrobenzyl alcohol as raw materials and lipase as catalyst was investigated,and the reaction conditions of enzymatic synthesis were optimized.The optimum conditions were 3 g/L of Novozym 435 and 4 g/L of 4-nitrobenzyl alcohol,4:5 of 4-nitrobenzyl alcohol and malonic acid mole ratio,50 ℃ of reaction temperature,8 h of reaction time.Under above conditions,the yield of mono-p-nitrobenzyl malonate could reach 87.3%.Results demonstrated that the yield of mono-p-nitrobenzyl malonate retained 70% after Novozym 435 being used 6 times.The structure of mono-p-nitrobenzyl malonate was characterized and determined by nuclear magnetic resonance hydrogen spectrum(1H NMR).

参考文献/References:

[1] Ishikura T,Matsuyama S.Crystal modification of magnesium salt of mono-p-nitrobenzyl malonate and process for producing the same:US,5087734 A[P].1992-02-11.
[2] 俞健钧,朱小飞,王德峰.一种培南类药物中间体丙二酸单对硝基苄酯的生产方法:中国,102276476 A[P].2011-12-14.
[3] Kunikata K.Process for producing mono-p-nitrobenzyl malonate:US,5516934 A[P].1996-05-14.
[4] Deng L,Wang X,Nie K,et al.Synthesis of wax esters by lipase-catalyzed esterification with immobilized lipase from Candida sp.
  99-125[J].Chinese Journal of Chemical Engineering,2011,19(6),978-982.
[5] Habib F,Nasser I,Abbas A.Facile and selective preparation of esters from carboxylic acids catalyzed by aluminumdodecatangstophosphate(AlPW12O40)as a versatile,recyclable and a highly water tolerant green Lewis acid catalyst[J].Letters in Organic Chemistry,2006,3(1):25-28.
[6] Yadav G,Devendran S.Lipase catalyzed synthesis of cinnamyl acetate via transesterification in non-aqueous medium[J].Process Biochemistry,2012,47(3):496-502.
[7] 韩萍芳,欧阳平凯.甲乙酮溶剂中酶法合成果糖酯的研究[J].高校化学工程学报,2007,21(5):905-910.
[8] Kaewthong W,Sirisaneeyakul S,Prasert S,et al.Continuous production of monoacylglycerols by glycerolysis of palm olein with immobilized lipase[J].Process Biochemistry,2005,40(5):1525-1530.
[9] Huang J,Liu Y,Wang X.Silanized palygorskite for lipase immobilization[J].Journal of molecular Catalysis B-enzymatic,2009,57(1):10-15.
[10] Li Y,Wang W,Han P.Immobilization of Candida sp.99-125 lipase onto silanized SBA-15 mesoporous materials by physical adsorption[J].Korean Journal of Chemical Engineering,2014,31(1):98-103.
[11] 刘辉,朱凯,王伟,等.酶法制备一氯乙酸对硝基苄酯及催化反应动力学模型[J].高校化学工程学报,2012,26(2):272-278.
[12] 胡海洋,姜权,郭灿城.高效液相色谱法分析对硝基甲苯氧化产物[J].湖南城市学院学报:自然科学版,2006,15(2):60-61.
[13] Zhu K,Wang J,Wang Y,et al.Synthesis of retinyl palmitate catalyzed by Candida sp.99-125 lipase immobilized on fiber-like SBA-15 mesoporous material[J],Journal of Nanoscience and Nanotechnology,2011,11(9):7593-7602.
[14] 赵天涛,张丽杰,高静,等.脂肪酶催化乳酸与乙醇合成乳酸乙酯的反应动力学[J].催化学报,2008,29(2):141-144.
[15] Yin C,Liu T,Tan T.Synthesis of vitamin A esters by immobilized Candida sp.lipase in organic media[J].Chinese Journal of Chemical Engineering,2006,14(1):81-86.

备注/Memo

备注/Memo:
收稿日期:2014-03-26
基金项目:江苏省普通高校研究生科研创新计划(CXZZ12_0440)
作者简介:李亚(1983—),男,江苏邳州人,讲师,博士,主要研究方向为酶固定化与酶催化; 韩萍芳(联系人),教授,E-mail:hpf@njtech.edu.cn.
引用本文:李亚,赵四方,韩萍芳.固定化脂肪酶催化合成丙二酸单对硝基苄酯[J].南京工业大学学报:自然科学版,2015,37(6):49-53..
更新日期/Last Update: 2015-11-20