Browse > Article

Enzymatic Synthesis of Sorbitan Methacrylate Effect of Reaction Temoerature and Acyl Donor  

Jeong Gwi Taek (Engineering Research Institute, Chonnam National University)
Park Eun Soo (School of Biological Science and Technology, Chonnam National University)
Byun Ki Young (School of Biological Science and Technology, Chonnam National University)
Lee Hye Jin (School of Biological Science and Technology, Chonnam National University)
Kim In Heung (Daehan Vaccum Co. Ltd.)
Joe Yung Il (Dept. of Chemical Engineering, Yonsei University)
Kim Hae Sung (Dept. of Chemical Engineering, Myongji University)
Song Yo Soon (Faculty of Applied Chemical Engineering, Chonnam National University)
Kim Do Heyoung (Faculty of Applied Chemical Engineering, Chonnam National University)
Ryu Hwa Won (School of Biological Science and Technology, Chonnam National University)
Lee Woo Tae (Faculty of Applied Chemical Engineering, Chonnam National University)
Sun Woo Chang Shin (School of Biological Science and Technology, Chonnam National University)
Park Don Hee (School of Biological Science and Technology, Chonnam National University)
Publication Information
KSBB Journal / v.19, no.5, 2004 , pp. 385-389 More about this Journal
Abstract
In this research, the chemo-enzymatic synthesis of sorbitan methacrylate was investigated to optimize reaction conditions. Firstly, sorbitan was manufactured by sorbitol cyclic reaction in the presence of p-toluenesulfonic acid (p-TSA) as catalyst material. Secondly, sorbitan methacrylate was synthesized by immobilized lipase Novozyme 435 with acyl donors in t-butanol. As a result of enzymatic synthesis of sorbitan methacrylate, the conversion yield reached about $65\%$ in the condition of initial sorbitan conc. 50 g/L, enzyme content $3\%$ (w/v) , molar ratio 1:3, reaction temperature 50^{circ}C and reaction time 42 hrs using methyl methacrylate as acyl donor. Comparing with acyl donors and reaction temperature, the conversion yield reached about 18, 65 and $80\%$ with methacrylic acid, methyl methacrylate and vinyl methacrylate as acyl donor, respectively. And optimum reaction temperature was 60, 50, and 50^{circ}C, respectively
Keywords
Sorbitan methacrylate; acyl donor; novozyme 435; reaction condition;
Citations & Related Records
연도 인용수 순위
  • Reference
1 Heo, J. H. and H. S. Kim (1998), Enzymatic synthesis of fructose-based sugar acid ester using methyl fructoside, Kor. J. Biotechnol. Bioeng. 13(6), 706-717
2 Cheong, H., S. Cho, J. Im and Y. Joe (1998), The preparation of poly(vinylalcohol) hydrogel by the freezing/thawing method and its mass transfer characters, J. Kor. Inst. Chem. Eng. 36(4), 517-523
3 Carrillo-Munoz, J. R., D. Bouvet, E. Guib$\-Jampel, A. Loupy and A. Petit (1996), Microwave-promoted lipase-catalyzed reactions: Resolution of $(\pm)$-1- phenyl- ethanol, J. Org. Chem. 61, 7746-7749
4 Tweddell, R. J., S. Kermasha, D. Combes and A. Marty (1997), Optimization of the reaction medium for esterification catalyzed by a lipase from Pseudomonas fluorescens, Biotechnol. Lett. 19, 939-942
5 Sarny, D. B. and E. N. Vulfson (1995), Applications of enzymes to the synthesis of surfactants, Trends Biotechnol. 13, 164-172
6 Okazaki, S. Y., N. Kamiya, M. Goto and F. Nakashio (1997), Enantioselective esterification of glycidol by surfactant-lipase complexes in organic media, Biotechnol. Lett. 19, 541-543
7 Polat, T., H. G. Bazin and R. J. Linhardt (1997), Enzyme catalyzed regioselective synthesis of sucrose fatty acid ester surfactants, J. Carbohydr. Chem. 16, 1319-1325
8 Park, D. H. and H. S. Kim (2001), Enzymatic glycosylation of acrylic acid and methacrylic acid, Kor. J. Biotechnol. Bioeng. 16(1), 82-86
9 Park, D. H., G. G. Lim, G. T. Jeong, K. Y. Byun, I. H. Kim, K. Y. Lee and H. S. Kim (2003), Hydrogel synthesis using glycosyl methacrylate and acrylate - I. A study on chemo-enzymatic synthesis of sorbitan acrylate, Kor. J. Biotechnol. Bioeng. 18(3), 222-228
10 Soumanou, M. M., U. T. Bornscheuer and R. D. Schmid (1998), Two-step enzymatic reaction for the synthesis of pure structured triglycerides, J. Am. Oil Chem. Soc. 75, 703-710
11 Choo, D. J. (1985), Contact lens material, Polymer(Korea) 9(4), 253-260