Application of [hmim][BF4] ionic liquid in reversed-phase simulated moving bed for the separation of 3- and 4-hydroxybenzoic acid

Thai-Hoang Le; Ju Weon Lee; Jeung Kun Kim; Yoon-Mo Koo

Korean Journal of Chemical Engineering, Vol.26, No.5, 1334-1340, September, 2009

DOI10.1007/s11814-009-0210-y Export Citation

Application of [hmim][BF4] ionic liquid in reversed-phase simulated moving bed for the separation of 3- and 4-hydroxybenzoic acid

Thai-Hoang Le¹, Ju Weon Lee^{2, 3}, Jeung Kun Kim³, and Yoon-Mo Koo^{1, 3, †}

¹Department of Biological Engineering, Inha University, 253 Yonghyun-dong, Nam-gu, Incheon, Korea
²Department of Chemical Engineering, Inha University, 253 Yonghyun-dong, Nam-gu, Incheon, Korea
³Center for Advanced Bioseparation Technology, Inha University, 253 Yonghyun-dong, Nam-gu, Incheon, Korea

E-mail:

In reversed-phase liquid chromatography (RP-LC), the separation of ionized compounds at neutral pH of the mobile phase is ineffective because these compounds easily become ionized and too hydrophilic to adsorb on the hydrophobic C18 stationary phase. The common method to separate ionized compounds in RP-LC is the usage of the ion pairing agent and the control of pH in the mobile phase. In this work, [hmim][BF4] ionic liquid was adopted as a mobile phase additive in reversed-phase simulated moving bed chromatography (RP-SMB) to overcome the problem mentioned above. The results showed that when 1.5 ml/l [hmim][BF4] was added to mobile phase, 3-hydroxy benzoic acid (3-HBA) and 4-hydroxy benzoic acid (4-HBA) were separated at neutral pH in the RP-SMB. In particular, purities of 3-HBA and 4-HBA products were 97.62% and 100%, respectively, and had a good agreement with simulation results.

Keywords:Ionic Liquid;Ionized Compounds;Mobile Phase Additive;Reversed-phase;Simulated Moving Bed;Continuous Chromatography

[References]

Neue UD, Phoebe CH, Tran KV, Cheng YF, Lu Z, J. Chromatogr. A, 925, 49 (2001)
Heinisch S, Rocca JL, J. Chromatogr. A, 1048, 183 (2004)
Hagiwara R, Ito Y, J. Fluorine Chem., 105, 221 (2000)
Will Pitner, Ionic liquids. Properties and applications, Ionic Liquid Workshop, Merck KGaA (2004)
Earle MJ, Seddon RK, Pure Appl. Chem., 72, 1391 (2000)
Gorman J, Science News, 160, 156 (2001)
Pandey S, Anal. Chim. Acta, 556, 38 (2006)
Berthod A, Carda-Broch S, MCFA Annals, 3 (2002)
He L, Zhang W, Zhao L, Liu X, Jiang S, J. Chromatogr. A, 1007, 39 (2003)
Xiaohua X, Liang Z, Xia L, Shengxiang J, Anal. Chim. Acta, 519, 207 (2004)
Kaliszan R, Marszall MP, Markuszewski MJ, Baczek T, Pernak J, J. Chromatogr. A, 1030, 263 (2004)
Ruiz-Angel MJ, Carda-Broch S, Berthod A, J. Chromatogr. A, 1119, 326 (2005)
Hashem H, Jira T, J. Chromatogr. A, 1133, 69 (2006)
Horvath CS, Melander W, Molnar L, Molnar, Anal. Chem., 49, 2295 (1977)
Dai J, Carr WP, J. Chromatogr. A, 1072, 169 (2005)
Broughton DB, Gerhold CG, US Patent, 2,985,589 (1961)
Juza M, Mazzotti M, Morbidelli M, TIBTECH, 18, 108 (2000)
Lee HJ, Xie Y, Koo YM, Wang NHL, Biotechnol. Prog., 20(1), 179 (2004)
Molnar Z, Nagya M, Aranyi A, Hanak L, Argyelan J, Pencz I, Szanya T, J. Chromatogr. A, 1075, 77 (2005)
Guiochon G, Fundamentals of preparative and nonlinear chromatography, Academic Press, University of Tennessee (1994)
Mazzotti M, Storti G, Morbidelli M, J. Chromatogr. A, 769, 3 (1997)
Lough WJ, Wainer IW, High performance liquid chromatography fundamental principles and practice, Blackie Academic and Professional, London (1995)

[Related Articles]

[1] Neue UD, Phoebe CH, Tran KV, Cheng YF, Lu Z, J. Chromatogr. A, 925, 49 (2001)

[2] Heinisch S, Rocca JL, J. Chromatogr. A, 1048, 183 (2004)

[3] Hagiwara R, Ito Y, J. Fluorine Chem., 105, 221 (2000)

[4] Will Pitner, Ionic liquids. Properties and applications, Ionic Liquid Workshop, Merck KGaA (2004)

[5] Earle MJ, Seddon RK, Pure Appl. Chem., 72, 1391 (2000)

[6] Gorman J, Science News, 160, 156 (2001)

[7] Pandey S, Anal. Chim. Acta, 556, 38 (2006)

[8] Berthod A, Carda-Broch S, MCFA Annals, 3 (2002)

[9] He L, Zhang W, Zhao L, Liu X, Jiang S, J. Chromatogr. A, 1007, 39 (2003)

[10] Xiaohua X, Liang Z, Xia L, Shengxiang J, Anal. Chim. Acta, 519, 207 (2004)

[11] Kaliszan R, Marszall MP, Markuszewski MJ, Baczek T, Pernak J, J. Chromatogr. A, 1030, 263 (2004)

[12] Ruiz-Angel MJ, Carda-Broch S, Berthod A, J. Chromatogr. A, 1119, 326 (2005)

[13] Hashem H, Jira T, J. Chromatogr. A, 1133, 69 (2006)

[14] Horvath CS, Melander W, Molnar L, Molnar, Anal. Chem., 49, 2295 (1977)

[15] Dai J, Carr WP, J. Chromatogr. A, 1072, 169 (2005)

[16] Broughton DB, Gerhold CG, US Patent, 2,985,589 (1961)

[17] Juza M, Mazzotti M, Morbidelli M, TIBTECH, 18, 108 (2000)

[18] Lee HJ, Xie Y, Koo YM, Wang NHL, Biotechnol. Prog., 20(1), 179 (2004)

[19] Molnar Z, Nagya M, Aranyi A, Hanak L, Argyelan J, Pencz I, Szanya T, J. Chromatogr. A, 1075, 77 (2005)

[20] Guiochon G, Fundamentals of preparative and nonlinear chromatography, Academic Press, University of Tennessee (1994)

[21] Mazzotti M, Storti G, Morbidelli M, J. Chromatogr. A, 769, 3 (1997)

[22] Lough WJ, Wainer IW, High performance liquid chromatography fundamental principles and practice, Blackie Academic and Professional, London (1995)