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Received September 4, 2008
Accepted September 24, 2008
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Direct preparation of dichloropropanol from glycerol and hydrochloric acid gas in a solvent-free batch reactor: Effect of experimental conditions
Sun Ho Song
Sang Hee Lee
Dong Ryul Park
Heesoo Kim
Sung Yul Woo1
Won Seob Song1
Myong Suk Kwon1
In Kyu Song†
School of Chemical and Biological Engineering, Institute of Chemical Processes, Seoul National University, Shinlim-dong, Kwanak-gu, Seoul 151-744, Korea 1Samsung Fine Chemicals Corporation, Nam-gu, Ulsan 680-090, Korea
inksong@snu.ac.kr
Korean Journal of Chemical Engineering, March 2009, 26(2), 382-386(5), 10.1007/s11814-009-0064-3
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Abstract
Solvent-free direct preparation of dichloropropanol (DCP) from glycerol and hydrochloric acid gas was carried out in a batch reactor with a variation of reaction conditions (agitation speed, reaction time, reaction temperature, and reaction pressure), amount of H3PW12O40 catalyst, and amount of water absorbent (silica gel blue). The reaction was conducted at high agitation speed in order to avoid mass transfer limitation between glycerol and hydrochloric acid gas. In the direct preparation of DCP from glycerol and hydrochloric acid gas, DCP formation was increased with_x000D_
increasing reaction time, reaction temperature, and reaction pressure. Chlorination of glycerol occurred via the following consecutive reaction steps: glycerol→monochloropropanediol (MCPD)→dichloropropanol (DCP)→trichloropropane (TCP). Reaction rate decreased in the order of first-step reaction>second-step reaction>third-step reaction. The presence of H3PW12O40 catalyst and water absorbent (silica gel blue) enhanced the formation of DCP. DCP formation was increased with increasing the amount of H3PW12O40 catalyst and water absorbent (silica gel blue). Strong Bronsted acid site of H3PW12O40 catalyst and water removal from the reaction system favorably served in improving DCP formation.
References
Bak YC, Choi JH, Kim SB, Kang DW, Korean J. Chem. Eng., 13(3), 242 (1996)
Wang ZM, Lee JS, Park JY, Wu CZ, Yuan ZH, Korean J. Chem. Eng., 24(6), 1027 (2007)
Lee KW, Yu JX, Mei JH, Yan L, Kim YW, Chung KW, J. Ind. Eng. Chem., 24, 1027 (2007)
Hong YK, Hong WH, Korean Chem. Eng. Res., 45(5), 424 (2007)
Wang ZM, Lee JS, Park JY, Wu CZ, Yuan ZH, Korean J. Chem. Eng., 25(4), 670 (2008)
Vu KB, Phan TDN, Kim S, Shin EW, Korean Chem. Eng. Res., 46(1), 189 (2008)
Choi JD, Kim DK, Park JY, Rhee YW, Lee JS, Korean Chem. Eng. Res., 46(1), 194 (2008)
Park YM, Lee DW, Kim DK, Lee JS, Lee KY, Catal. Today, 131, 238 (2008)
Goncalves VLC, Pinto BP, Silva JC, Mota CJA, Catal. Today, 133, 673 (2008)
Atia H, Armbruster U, Martin A, J. Catal., 258, 71 (2008)
Lee SH, Park DR, Kim H, Lee J, Jung JC, Woo SY, Song WS, Kwon MS, Song IK, Catal. Commum., 9, 1920 (2008)
Lee SH, Park DR, Kim H, Lee J, Jung JC, Park S, Cho KM, Song IK, React. Kinet. Catal. Lett., 94, 71 (2008)
Lee SH, Song SH, Park DR, Jung JC, Song JH, Woo SY, Song WS, Kwon MS, Song IK, Catal. Commum., 10, 160 (2008)
Nagato N, Mori H, Maki K, Ishioka R, US Patent 4,634,784160 (2008)(1987)
Pandey RK, Kumar R, Catal. Commum., 8, 379 (2007)
Krafft P, Gilbeau P, Gosselin B, Claessens S, PCT Patent WO2005/054167 A1 (2005)
Kubicek P, Sladek P, Buricova I, PCT Patent WO2005/021476 A1 (2005)
Schreck DJ, Kruper Jr. WJ, Varjian RD, Jones ME, Campbell RM, Kearns K, Hook BD, Briggs JR, Hippler JG, PCT Patent WO2006/020234 A1 (2006)
SONG IK, MOON SH, LEE WY, Korean J. Chem. Eng., 8(1), 33 (1991)
Misono M, Korean J. Chem. Eng., 14(6), 427 (1997)
Lee WY, Song IK, Lee JK, Park GI, Lim SS, Korean J. Chem. Eng., 14(6), 432 (1997)
Choi JS, Song IK, Lee WY, Korean J. Chem. Eng., 17(3), 280 (2000)
Wang R, Korean J. Chem. Eng., 20(4), 659 (2003)
Youn MH, Park DR, Jung JC, Kim H, Barteau MA, Song IK, Korean J. Chem. Eng., 24(1), 51 (2007)
La KW, Kim H, Jung JC, Lee J, Park DR, Lee SH, Song IK, Korean J. Chem. Eng., 25(4), 710 (2008)
Kim H, Jung JC, Park DR, Lee J, Cho KM, Park S, Lee SH, Song IK, Korean J. Chem. Eng., 25(2), 231 (2008)
Song IK, Barteau MA, Korean J. Chem. Eng., 19(4), 567 (2002)
Lim SS, Park GI, Song IK, Lee WY, J. Mol. Catal. A-Chem., 182(1), 175 (2002)
Barteau MA, Lyons JE, Song IK, J. Catal., 216(1-2), 236 (2003)
Song IK, Kim HS, Chun MS, Korean J. Chem. Eng., 20(5), 844 (2003)
Song IK, Barteau MA, J. Mol. Catal. A-Chem., 212(1-2), 229 (2004)
Kozhevnikov IV, Catal. Rev.-Sci. Eng., 37(2), 311 (1995)
Hill CL, Prosser-McCartha CM, Coord. Chem. Rev., 143, 407 (1995)
Okuhara T, Mizuno N, Misono M, Adv. Catal., 41, 113 (1996)
Wang ZM, Lee JS, Park JY, Wu CZ, Yuan ZH, Korean J. Chem. Eng., 24(6), 1027 (2007)
Lee KW, Yu JX, Mei JH, Yan L, Kim YW, Chung KW, J. Ind. Eng. Chem., 24, 1027 (2007)
Hong YK, Hong WH, Korean Chem. Eng. Res., 45(5), 424 (2007)
Wang ZM, Lee JS, Park JY, Wu CZ, Yuan ZH, Korean J. Chem. Eng., 25(4), 670 (2008)
Vu KB, Phan TDN, Kim S, Shin EW, Korean Chem. Eng. Res., 46(1), 189 (2008)
Choi JD, Kim DK, Park JY, Rhee YW, Lee JS, Korean Chem. Eng. Res., 46(1), 194 (2008)
Park YM, Lee DW, Kim DK, Lee JS, Lee KY, Catal. Today, 131, 238 (2008)
Goncalves VLC, Pinto BP, Silva JC, Mota CJA, Catal. Today, 133, 673 (2008)
Atia H, Armbruster U, Martin A, J. Catal., 258, 71 (2008)
Lee SH, Park DR, Kim H, Lee J, Jung JC, Woo SY, Song WS, Kwon MS, Song IK, Catal. Commum., 9, 1920 (2008)
Lee SH, Park DR, Kim H, Lee J, Jung JC, Park S, Cho KM, Song IK, React. Kinet. Catal. Lett., 94, 71 (2008)
Lee SH, Song SH, Park DR, Jung JC, Song JH, Woo SY, Song WS, Kwon MS, Song IK, Catal. Commum., 10, 160 (2008)
Nagato N, Mori H, Maki K, Ishioka R, US Patent 4,634,784160 (2008)(1987)
Pandey RK, Kumar R, Catal. Commum., 8, 379 (2007)
Krafft P, Gilbeau P, Gosselin B, Claessens S, PCT Patent WO2005/054167 A1 (2005)
Kubicek P, Sladek P, Buricova I, PCT Patent WO2005/021476 A1 (2005)
Schreck DJ, Kruper Jr. WJ, Varjian RD, Jones ME, Campbell RM, Kearns K, Hook BD, Briggs JR, Hippler JG, PCT Patent WO2006/020234 A1 (2006)
SONG IK, MOON SH, LEE WY, Korean J. Chem. Eng., 8(1), 33 (1991)
Misono M, Korean J. Chem. Eng., 14(6), 427 (1997)
Lee WY, Song IK, Lee JK, Park GI, Lim SS, Korean J. Chem. Eng., 14(6), 432 (1997)
Choi JS, Song IK, Lee WY, Korean J. Chem. Eng., 17(3), 280 (2000)
Wang R, Korean J. Chem. Eng., 20(4), 659 (2003)
Youn MH, Park DR, Jung JC, Kim H, Barteau MA, Song IK, Korean J. Chem. Eng., 24(1), 51 (2007)
La KW, Kim H, Jung JC, Lee J, Park DR, Lee SH, Song IK, Korean J. Chem. Eng., 25(4), 710 (2008)
Kim H, Jung JC, Park DR, Lee J, Cho KM, Park S, Lee SH, Song IK, Korean J. Chem. Eng., 25(2), 231 (2008)
Song IK, Barteau MA, Korean J. Chem. Eng., 19(4), 567 (2002)
Lim SS, Park GI, Song IK, Lee WY, J. Mol. Catal. A-Chem., 182(1), 175 (2002)
Barteau MA, Lyons JE, Song IK, J. Catal., 216(1-2), 236 (2003)
Song IK, Kim HS, Chun MS, Korean J. Chem. Eng., 20(5), 844 (2003)
Song IK, Barteau MA, J. Mol. Catal. A-Chem., 212(1-2), 229 (2004)
Kozhevnikov IV, Catal. Rev.-Sci. Eng., 37(2), 311 (1995)
Hill CL, Prosser-McCartha CM, Coord. Chem. Rev., 143, 407 (1995)
Okuhara T, Mizuno N, Misono M, Adv. Catal., 41, 113 (1996)