Abstract: Glycidyl methacrylate (GMA) is synthesized through asymmetric ring-opening reaction of epichlorohydrin (ECH) with 1,1,3,3-tetramethylguanidine as ring-opening catalyst.The influences of various synthesis parameters on the yield (Y1) of intermediate ring-opening products and the yield (Y2) of GMA are investigated.Based on the single factor experiments and taking the molar ratio of materials,reaction temperature and catalyst dosage as variables,a prediction model in a form of quadratic polynomial regression equation is obtained through simulating by means of Design Expert software according to Box-Behnken experiment design principle.The synthesis process of GMA is optimized accordingly.The results of variance analysis reflect that this regression model can fit well for the experiments and can analyze and predict Y1 and Y2 well.The response surfaces of various factors on Y1 and Y2 are gained.The optimal conditions are as follows:the molar ratio between methacrylic acid and ECH is 1:2.26,reaction temperature is at 81℃ and mass fraction of catalyst is 1.4%.Under optimal conditions,Y1 and Y2 can reach 73.25% and 63.17%,respectively.The relative errors for real values and prediction values are 1.89% and 0.96%,respectively,showing that the optimal conditions have high reliability.
孙永利, 杜莎, 澹台晓伟. 响应面法优化甲基丙烯酸缩水甘油酯合成工艺研究[J]. 现代化工, 2018, 38(7): 154-158.
SUN Yong-li, DU Sha, TANTAI Xiao-wei. Optimization on synthesis of glycidyl methacrylate by response surface method. Modern Chemical Industry, 2018, 38(7): 154-158.
[1] Uyama Hiroshi,Kobayashi Shiro.Enzymatic ring-opening polymerization of lactones catalyzed by lipase[J].Chemistry Letters,2006,35(7):1149-1150. [2] Rolf Ackermann.Process for the production of glycidyl methacrylate:US,4228084[P].1980-10-14. [3] 张翔.甲基丙烯酸缩水甘油酯的合成研究[D].辽宁:大连工业大学,2016. [4] 权衡,何雨虹,王婷.甲基丙烯酸缩水甘油酯制备工艺研究[J].西安工程大学学报,2009,23(4):67-70. [5] 杨雪梅,崔艳艳,洪鹏,等.甲基丙烯酸缩水甘油酯的合成[J].广东工业大学学报,2010,27(4):24-27. [6] 高晓蕾,卫冬燕.甲基丙烯酸缩水甘油酯的合成研究[J].精细与专用化学品,2004,12(21):15-17. [7] 吕艳萍,李临生.甲基丙烯酸缩水甘油酯的合成研究[J].精细化工中间体,2004,34(2):45-46. [8] 曹彩红,朱新宝.甲基丙烯酸缩水甘油酯合成及其催化剂研究现状[J].江苏化工,2007,35(1):11-14. [9] 魏铭,陈林,刘晓芳,等.酯化闭环法合成甲基丙烯酸缩水甘油酯的研究[J].热固性树脂,2015,30(2):22-26. [10] 陈新,张国流,杨明华.甲基丙烯酸缩水甘油酯的开环反应研究[J].广州化工,2016,44(18):41-43. [11] Bas Deniz,Boyaci smail H.Modeling and optimization Ⅰ:Usability of response surface methodology[J].Journal of Food Engineering,2007,78(3):836-845. [12] Liyanapathirrana Chandrika,Shahidi Fereidoon.Optimization of extraction of phenolic compounds from wheat using response surface methodology[J].Food Chemistry,2005,93(1):47-56. [13] Kalil S J,Maugeri F,Rodrigues M I.Response surface analysis and simulation as a tool for bioprocess design and optimization[J].Process Biochemistry,2000,35(6):539-550. [14] 王海媛,孙明辉,任智慧,等.响应面法优化中空介孔二氧化硅球包载吲哚美辛的工艺研究[J].化工进展,2016,35(7):2145-2150. [15] 刘静,苏秀霞,崔明.响应面优化β-环糊精对工业骨胶的除臭工艺[J].化工进展,2017,36(7):2015-2620. [16] Bezerra M A,Santelli R E,Oliveira E P,et al.Response surface methodology (RSM) as a tool for optimization in analytical chemistry[J].Talanta,2008,76(5):965-977. [17] Chi Guoyi,Hu Shuangquan,Yang Yanhui,et al.Response surface methodology with prediction uncertainty:A multi-objective optimisation approach[J].Chemical Engineering Research & Design,2012,90(9):1235-1244. [18] 刘静,翟婷婷,于晓倩,等.Box-Behnken法优化不同孔径MCM-41包载β-胡萝卜素的处方工艺[J].化工进展,2015,34(9):3392-3398. [19] Jacobsen E N.Asymmetric catalysis of epoxide ring-opening reactions[J].Accounts of Chemical Research,2000,33(6):421-431. [20] Konsler R G,Karl J,Jacobsen E N.Cooperative asymmetric catalysis with dimeric salen complexes[J].Journal of the American Chemical Society,1998,120(41):10780-10781. [21] Bakhtin S G,Shved E N,Bespalko Yu N.Are amines basic or nucleophilic catalysts for oxirane ring opening by proton-donating nucleophiles?[J].Kinetics and Catalysts,2016,57(1):47-51. [22] 魏巍,陶占辉,马震,等.从头孢拉定母液中回收四甲基胍的方法[J].长春工业大学学报,2007,28(4):464-466. [23] Meninno Sara,Lattanzi Alessandra.Organocatalytic asymmetric reactions of epoxides:Recent progress[J].Chemistry,2016,22(11):3632-3642.