A kinetic model for glycerol chlorination in the presence of acetic acid catalyst

Zheng-Hong Luo; Xiao-Zi You; Hua-Rong Li

Korean Journal of Chemical Engineering, Vol.27, No.1, 66-72, January, 2010

DOI10.1007/s11814-009-0329-x Export Citation

A kinetic model for glycerol chlorination in the presence of acetic acid catalyst

Zheng-Hong Luo^†, Xiao-Zi You, and Hua-Rong Li

Department of Chemical and Biochemical Engineering, College of Chemistry and Chemical Engineering, Xiamen University, Xiamen 361005, China

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A kinetic model for the chlorination of glycerol with hydrochloric acid in the use of acetic acid as catalyst is presented in this study. The model is based on a comprehensive chlorination mechanism, taking the formation of 1,3-dichloro-2-propanol and 2,3-dichloro-1-propanol into account while ignoring the formation of any intermediate in the chlorination system. Simulations were carried out under different chlorination conditions to calculate the concentrations of the main chemical species in the reaction system. The validity of the model was examined via a comparison of the calculated data with the experimental data on the chlorination of glycerol with hydrochloric acid at 363-393 K. The results show the model is capable of describing the chlorination performance with good agreement with experimental data.

Keywords:Glycerol;1,3-Dichloro-2-propanol;Chlorination Kinetics;Mechanism Model

[References]

Horsley HL, Encyclopedia of chemical technology, 3th ed., Wiley, Hoboken, NJ, 595 (1965)
Ma L, Zhu JW, Yuan XQ, Yue Q, Chem. Eng. Res. Des., 85(A12), 1580 (2007)
Carra S, Santacesarla E, Morbldlll M, Ind. Eng. Chem. Process Des. Dev., 18, 424 (1979)
Wang LL, Liu YM, Xie W, Zhang HJ, Wu HH, Jiang YW, He MY, Wu P, J. Catal., 246(1), 205 (2007)
Lee SH, Park DR, Kim H, Lee J, Jung JC, Woo SY, Song WS, Kwon MS, Song IK, Catal. Com., 9, 1920 (2008)
Xie WL, Peng H, Chen LG, Appl. Catal. A: Gen., 300(1), 67 (2006)
Macleod CS, Harvey AP, Lee AF, Wilson K, Chem. Eng. J., 165, 63 (2008)
Krafft P, Gilbeau P, Balthasart D, Crude glycerol-based product, process for its purification and its use in the manufacture of dichloropropanol, PCT Patent WO/2007/144335 (2007)
Gilbeau P, Krafft P, Producing chlorinated organic compounds e.g. dichloropropanol involves using glycerol obtained from renewable raw materials, as a starting product, FR Patent FR2868419 (2005)
Krafft P, Gilbeau P, Gosselin B, Claessens S, Process for producing dichloropropanol from glycerol, the glycerol coming eventually from the conversion of animal fats in the manufacture of biodiesel, PCT Patent WO2005/054167 A1 (2005)
Kubicek P, Sladek P, Buricova I, Method of preparing dichloroproanols from glycerine, PCT Patent WO2005/021476 A1 (2005)
Schreck DJ, Kruper WJ, Varjian RD, Jones ME, Campbell RM, Kearns K, Hook BD, Briggs JR, Hippler JG, Conversion of a multihydroxylated-aliphatic hydrocarbon or ester thereof to a chlorohydrin, PCT Patent WO2006/020234 A1 (2006)
Krafft P, Franck C, Andolenko ID, Veyrac R, Process for the manufacture of dichloropropanol by chlorination of glycerol, PCT Patent WO/2007/054505 (2007)
Luo ZH, You XZ, Li HR, Ind. Eng. Chem. Res., 48(1), 446 (2009)
Tesser R, Santacesaria E, Di Serio M, Di Nuzzi G, Fiandra V, Ind. Eng. Chem. Res., 46(20), 6456 (2007)
Carra S, Santacesarla E, Morbldlll M, Ind. Eng. Chem. Process Des. Dev., 18, 428 (1979)

[Referenced By]

[1] Horsley HL, Encyclopedia of chemical technology, 3th ed., Wiley, Hoboken, NJ, 595 (1965)

[2] Ma L, Zhu JW, Yuan XQ, Yue Q, Chem. Eng. Res. Des., 85(A12), 1580 (2007)

[3] Carra S, Santacesarla E, Morbldlll M, Ind. Eng. Chem. Process Des. Dev., 18, 424 (1979)

[4] Wang LL, Liu YM, Xie W, Zhang HJ, Wu HH, Jiang YW, He MY, Wu P, J. Catal., 246(1), 205 (2007)

[5] Lee SH, Park DR, Kim H, Lee J, Jung JC, Woo SY, Song WS, Kwon MS, Song IK, Catal. Com., 9, 1920 (2008)

[6] Xie WL, Peng H, Chen LG, Appl. Catal. A: Gen., 300(1), 67 (2006)

[7] Macleod CS, Harvey AP, Lee AF, Wilson K, Chem. Eng. J., 165, 63 (2008)

[8] Krafft P, Gilbeau P, Balthasart D, Crude glycerol-based product, process for its purification and its use in the manufacture of dichloropropanol, PCT Patent WO/2007/144335 (2007)

[9] Gilbeau P, Krafft P, Producing chlorinated organic compounds e.g. dichloropropanol involves using glycerol obtained from renewable raw materials, as a starting product, FR Patent FR2868419 (2005)

[10] Krafft P, Gilbeau P, Gosselin B, Claessens S, Process for producing dichloropropanol from glycerol, the glycerol coming eventually from the conversion of animal fats in the manufacture of biodiesel, PCT Patent WO2005/054167 A1 (2005)

[11] Kubicek P, Sladek P, Buricova I, Method of preparing dichloroproanols from glycerine, PCT Patent WO2005/021476 A1 (2005)

[12] Schreck DJ, Kruper WJ, Varjian RD, Jones ME, Campbell RM, Kearns K, Hook BD, Briggs JR, Hippler JG, Conversion of a multihydroxylated-aliphatic hydrocarbon or ester thereof to a chlorohydrin, PCT Patent WO2006/020234 A1 (2006)

[13] Krafft P, Franck C, Andolenko ID, Veyrac R, Process for the manufacture of dichloropropanol by chlorination of glycerol, PCT Patent WO/2007/054505 (2007)

[14] Luo ZH, You XZ, Li HR, Ind. Eng. Chem. Res., 48(1), 446 (2009)

[15] Tesser R, Santacesaria E, Di Serio M, Di Nuzzi G, Fiandra V, Ind. Eng. Chem. Res., 46(20), 6456 (2007)

[16] Carra S, Santacesarla E, Morbldlll M, Ind. Eng. Chem. Process Des. Dev., 18, 428 (1979)