Kinetic parameters using an immobilized tetrahexylammonium chloride catalyst in glycidyl methacrylate reaction with carbon dioxide

Sang-Wook Park; Byoung-Sik Choi; Dae-Won Park; Seong-Soo Kim; Jae-Wook Lee

Korean Journal of Chemical Engineering, Vol.24, No.6, 953-959, November, 2007

DOI10.1007/s11814-007-0104-9 Export Citation

Kinetic parameters using an immobilized tetrahexylammonium chloride catalyst in glycidyl methacrylate reaction with carbon dioxide

Sang-Wook Park^†, Byoung-Sik Choi, Dae-Won Park , Seong-Soo Kim¹, and Jae-Wook Lee²

Division of Chemical Engineering, Pusan National University, Busan 609-735, Korea
¹School of Environmental Science, Catholic University, Busan 609-757, Korea
²Department of Chemical Engineering, Sogang University, Seoul 121-742, Korea

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A soluble copolymer-supported catalyst containing pendant tetrahexylammonium chloride was synthesized by the radical copolymerization of p-chloromethylated styrene with styrene followed by the addition reaction of the resulting copolymer with trihexylamine. Initial absorption rate of carbon dioxide into glycidyl methacrylate (GMA) solutions containing the catalyst was measured in a semi-batch stirred tank with a plane gas-liquid interface at 101.3 kPa. The reaction rate constants of the elementary reaction between carbon dioxide and GMA were evaluated from analysis of the mass transfer mechanism accompanied by the elementary reactions based on film theory. Solvents such as toluene, N-methyl-2-pirrolidinone, and dimethyl sulfoxide influenced the reaction rate constants. Furthermore, this catalyst was compared to monomeric tetrahexylammonium chloride under the same reaction conditions.

Keywords:Immobilized Tetrahexylammonium Chloride;Absorption;Carbon Dioxide;Glycidyl Methacrylate

[References]

Aresta M, Carbon dioxide recovery and utilization, Kluwer Academic Publishers, London (2003)
Weissermel K, Arpe H, Industrial organic chemistry, Wiley-VCH, Weinheim, New York (1997)
Peppel WJ, Ind. Eng. Chem., 50, 767 (1958)
Rokicki G, Makromol. Chem., 186, 331 (1985)
Aida T, Inoue S, J. Am. Chem. Soc., 105, 1304 (1983)
Nishikubo Y, Kato T, Sugimoto S, Tomoi M, Ishigaki S, Macromolecules, 23, 3406 (1990)
Kihara N, Endo T, Macromolecules, 25, 4824 (1992)
Nishikubo T, Kameyama A, Yamashida J, Tomoi M, Fukuda W, J. Polym. Sci. A: Polym. Chem., 31, 939 (1993)
Nishikubo T, Kameyama A, Yamashita J, Fukumitsu T, Maejima C, Tomoi M, J. Polym. Sci. A: Polym. Chem., 33(7), 1011 (1995)
Starks CM, Liotta CL, Halpern M, Phase transfer catalysis, Chapman & Hall, New York (1984)
Daraiswany LK, Sharma MM, Heterogeneous reaction: analysis, example and reactor design, John Wiley & Sons, New York (1980)
Park SW, Park DW, Kim TY, Park MY, Oh KJ, Catal. Today, 98(4), 493 (2004)
Park SW, Choi BS, Park DW, Kim SS, J. Ind. Eng. Chem., 11(4), 527 (2005)
Park SW, Lee JW, Stud. Surf. Sci. Catal., 159, 345 (2006)
Park SW, Choi BS, Lee BD, Park DW, Kim SS, Sep. Sci. Technol., 41(5), 829 (2006)
Gomez-Diaz D, Mejuto JC, Navaza JM, Chem. Eng. Sci., 61(8), 2330 (2006)
Yu BS, Jeong ES, Kim KH, Park DW, Park SW, Lee JW, React. Kinet. Catal. Lett., 84(1), 175 (2005)
Kennard ML, Meisen A, J. Chem. Eng. Data, 29, 309 (1984)
Danckwerts PV, Gas-liquid reaction, McGraw-Hill Book Company, New York (1970)
Park SW, Kim KW, Sohn IJ, Kaseger CF, Sep. Purif. Technol., 19(1-2), 43 (2000)
Herbrandson HF, Neufeld FB, J. Org. Chem., 31, 1140 (1996)
Brandrup J, Immergut EH, Polymer handbook, Second Ed., John Wiley & Sons, New York (1975)
Morrison RT, Boyd RN, Organic chemistry, Fourth Ed, Allyn and Bacon, Inc, Toronto (1983)

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[3] Peppel WJ, Ind. Eng. Chem., 50, 767 (1958)

[4] Rokicki G, Makromol. Chem., 186, 331 (1985)

[5] Aida T, Inoue S, J. Am. Chem. Soc., 105, 1304 (1983)

[6] Nishikubo Y, Kato T, Sugimoto S, Tomoi M, Ishigaki S, Macromolecules, 23, 3406 (1990)

[7] Kihara N, Endo T, Macromolecules, 25, 4824 (1992)

[8] Nishikubo T, Kameyama A, Yamashida J, Tomoi M, Fukuda W, J. Polym. Sci. A: Polym. Chem., 31, 939 (1993)

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[10] Starks CM, Liotta CL, Halpern M, Phase transfer catalysis, Chapman & Hall, New York (1984)

[11] Daraiswany LK, Sharma MM, Heterogeneous reaction: analysis, example and reactor design, John Wiley & Sons, New York (1980)

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[13] Park SW, Choi BS, Park DW, Kim SS, J. Ind. Eng. Chem., 11(4), 527 (2005)

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[19] Danckwerts PV, Gas-liquid reaction, McGraw-Hill Book Company, New York (1970)

[20] Park SW, Kim KW, Sohn IJ, Kaseger CF, Sep. Purif. Technol., 19(1-2), 43 (2000)

[21] Herbrandson HF, Neufeld FB, J. Org. Chem., 31, 1140 (1996)

[22] Brandrup J, Immergut EH, Polymer handbook, Second Ed., John Wiley & Sons, New York (1975)

[23] Morrison RT, Boyd RN, Organic chemistry, Fourth Ed, Allyn and Bacon, Inc, Toronto (1983)