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 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 Brönsted acid site of H3PW12O40 catalyst and water removal from the reaction system favorably served in improving DCP formation.
Article PDF
Similar content being viewed by others
Avoid common mistakes on your manuscript.
References
Y. C. Bak, J. H. Choi, S. B. Kim and D.W. Kang, Korean J. Chem. Eng., 13, 242 (1996).
Z. M. Wang, J. S. Lee, J.Y. Park, C. Z. Wu and Z. H. Yuan, Korean J. Chem. Eng., 24, 1027 (2007).
K.W. Lee, J. X. Yu, J. H. Mei, L. Yan, Y.W. Kim and K.W. Chung, J. Ind. Eng. Chem., 24, 1027 (2007).
Y. K. Hong and W. H. Hong, Korean Chem. Eng. Res., 45, 424 (2007).
Z. M. Wang, J. S. Lee, J.Y. Park, C. Z. Wu and Z. H. Yuan, Korean J. Chem. Eng., 25, 670 (2008).
K. B. Vu, T. D. N. Phan, S. Kim and E.W. Shin, Korean Chem. Eng. Res., 46, 189 (2008).
J.-D. Choi, D.-K. Kim, J.-Y. Park, Y.-W. Lee and J.-S. Lee, Korean Chem. Eng. Res., 46, 194 (2008).
Y.-M. Park, D.-W. Lee, D.-K. Kim, J.-S. Lee and K.-Y. Lee, Catal. Today, 131, 238 (2008).
V. L. C. Gonçalves, B. P. Pinto, J. C. Silva and C. J. A. Mota, Catal. Today, 133, 673 (2008).
H. Atia, U. Armbruster and A. Martin, J. Catal., 258, 71 (2008).
S.H. Lee, D. R. Park, H. Kim, J. Lee, J. C. Jung, S.Y. Woo, W. S. Song, M. S. Kwon and I. K. Song, Catal. Commum., 9, 1920 (2008).
S.H. Lee, D. R. Park, H. Kim, J. Lee, J. C. Jung, S. Park, K.M. Cho and I. K. Song, React. Kinet. Catal. Lett., 94, 71 (2008).
S. H. Lee, S. H. Song, D. R. Park, J. C. Jung, J. H. Song, S.Y. Woo, W. S. Song, M. S. Kwon and I. K. Song, Catal. Commum., 10, 160 (2008).
N. Nagato, H. Mori, K. Maki and R. Ishioka, US Patent 4,634,784160 (2008)(1987).
R. K. Pandey and R. Kumar, Catal. Commum., 8, 379 (2007).
P. Krafft, P. Gilbeau, B. Gosselin and S. Claessens, PCT Patent WO2005/054167 A1 (2005).
P. Kubicek, P. Sladek and I. Buricova, PCT Patent WO2005/021476 A1 (2005).
D. J. Schreck, W. J. Kruper Jr., R. D. Varjian, M. E. Jones, R. M. Campbell, K. Kearns, B. D. Hook, J. R. Briggs and J.G. Hippler, PCT Patent WO2006/020234 A1 (2006).
I.K. Song, S. H. Moon and W.Y. Lee, Korean J. Chem. Eng., 8, 33 (1991).
M. Misono, Korean J. Chem. Eng., 14, 427 (1997).
W.Y. Lee, I. K. Song, J. K. Lee, G. I. Park and S. S. Lim, Korean J. Chem. Eng., 14, 432 (1997).
J. S. Choi, I. K. Song and W.Y. Lee, Korean J. Chem. Eng., 17, 280 (2000).
R. Wang, Korean J. Chem. Eng., 20, 659 (2003).
M. H. Youn, D. R. Park, J. C. Jung, H. Kim, M. A. Barteau and I. K. Song, Korean J. Chem. Eng., 24, 51 (2007).
K.W. La, H. Kim, J. C. Jung, J. Lee, D. R. Park, S. H. Lee and I. K. Song, Korean J. Chem. Eng., 25, 710 (2008).
H. Kim, J. C. Jung, D. R. Park, J. Lee, K. M. Cho, S. Park, S.H. Lee and I. K. Song, Korean J. Chem. Eng., 25, 231 (2008).
I. K. Song and M. A. Barteau, Korean J. Chem. Eng., 19, 567 (2002).
I. K. Song and M. A. Barteau, J. Mol. Catal. A, 182, 175 (2002).
M.A. Barteau, J. E. Lyons and I. K. Song, J. Catal., 216, 236 (2003).
I.K. Song, H. S. Kim and M.-S. Chun, Korean J. Chem. Eng., 20, 844 (2003).
I. K. Song and M. A. Barteau, J. Mol. Catal. A, 212, 229 (2004).
I. V. Kozhevnikov, Catal. Rev. Sci. Eng., 37, 311 (1995).
C. L. Hill and C. M. Prosser-McCartha, Coord. Chem. Rev., 143, 407 (1995).
T. Okuhara, N. Mizuno and M. Misono, Adv. Catal., 41, 113 (1996).
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Song, S.H., Lee, S.H., Park, D.R. et al. Direct preparation of dichloropropanol from glycerol and hydrochloric acid gas in a solvent-free batch reactor: Effect of experimental conditions. Korean J. Chem. Eng. 26, 382–386 (2009). https://doi.org/10.1007/s11814-009-0064-3
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s11814-009-0064-3