Abstract
Terephthalic acid is generally produced via oxidation of p-xylene. In this process, a large quantity of residue is produced containing cobalt, manganese, and bromine catalysts as well as by-products such as benzoic acid. Our purpose is to totally recover this residue. Extraction by water has been used as an efficient method to recover catalyst from this residue. In this study, the best condition for extraction was obtained at water/residue dilution ratio of 6 : 1, extraction temperature of 45°C and extraction time of 40 min. Efficiency of catalyst recovery was 92 wt % at these conditions. The catalyst containing extracted solution can be reused in the oxidation process after being concentrated by an evaporator. The benzoic acid content of the residue is also recovered by recrystallization. The best condition for recrystallization was achieved at water/residue dilution ratio of 4: 1 and dissolution and crystallization temperatures of 95 and 25°C, respectively. Recovery efficiency and purity of benzoic acid were 85 and 97 wt %, respectively, at these conditions. The recovered benzoic acid can be used in many applications. Once catalysts and benzoic acid were recovered from residue, whatever remained was terephthalic acid which was recovered by up to 98 wt % with a purity of 95% and can be recycled to the purity unit.
Similar content being viewed by others
References
Suresh, A.K., Sharma, M.M., and Sridhar, T., Ind. Eng. Chem. Res., 2000, vol. 39, pp. 3958–3997.
Park, C. and Sheehan, J.R., Kirk-Othmer’s Encyclopedia of Chemical Technology, 4th ed. vol. 18, New York: John Wiley and Sons, 1996, pp. 991–1043.
Burri, D.R., Jun, K.W., Yoo, J.S., Lee, C.W., and Park, S.E., Catal. Lett., 2002, vol. 81, pp. 169–173.
Raghavendrchar, P. and Ramachandran, S., Ind. Eng. Chem. Res., vol. 31, 1992 pp. 453–462.
Partenheimer, W., Catal. Today, 1995, vol. 23, pp. 69–158.
Cincotti, A. Orru, R., and Cao, G., Catal. Today, 1999, vol. 52, pp. 331–347.
Chavan, S.A., Halligudi, S.B., Srinivas, D., and Ratnasamy, P., J. Mol. Catal. A, 2000, vol. 161, pp. 49–64.
Cornils, B. and Herrmann, W.A., Applied Homogeneous Catalysis with Organometallic Ccompounds, Weinheim: Wiley-VCH, 2nd ed., vol. 1, pp. 443–467.
Saha, B. and Espenson, J.H., J. Mol. Catal., 2007, vol. 271, pp. 1–5.
Ullmann, F. and Bohnet, M., Ullmann’s Encyclopedia of Industrial Chemistry, Weinheim: Wiley-VCH, 1995, vol. A26, pp. 193–197.
Tomas, R.A.F., Bordado, J.C.M., and Gomes, J.F.P., Chem. Rev., 2013, vol. 113, pp. 7421–7469.
Allen, N.S., Edge, M., Daniels, J., and Royall, D., Polym. Degrad. Stabil., 1998, vol. 62, pp. 373–383.
Sheehan, J.R., Ullmann’s Encyclopedia of Industrial Organic Chemicals, vol. 8, Weinheim: Wiley-VCH, 1999, pp. 4573–4591.
Pernicone, N., Cerboni, M., Prelazzi, G., Pinna, F., Fagherazzi, G., Catal. Today, 1998, vol. 44, pp. 129–135.
Michel, R.E. and Kegelman, M.R., Catalyst Recovery, USA Patent 4910175, 1990.
Jeffery, C.L. and Whiston, K., Catalyst Recovery, Europe Patent, 0921856, 1999.
Shigeyasu, M., Takeo Ozaki, and Kusano, N., Method of Recovering Heavy Metal Bromides and Hydrobromic Acid Catalysts for Liquid-Phase Oxidation, USA Patent 3959449, 1976.
Bartlett, A.J., Europe Patent 0946300, 2003; Process for the recovery of Co/Mn from ash.
Lin, R., Gibson, E. and Parker, R., USA Patent 7569722 2009; Process for Removal of Benzoic Acid from an Oxidizer Purge Stream.
Corry, A.R., Mcgregor, G., and Royall, D.J., Europe Patent 0181127, 1991; Recovery of Metal Catalyst Residues and Other Useful Products from Terephthalic Acid Production.
Nunshi, P., Muthukumaru, S.P., and Srinivasa, R.G.S., Anal. Methods, 2010, no. 2, pp. 382–386.
Ullmann, F. and Bohnet, M., Ullmann’s Encyclopedia of Industrial Chemistry, Weinheim: Wiley-VCH, 1995, pp. 555–559.
Author information
Authors and Affiliations
Additional information
The text was submitted by the authors in English.
Rights and permissions
About this article
Cite this article
Rezaei, V., Sajadi, S.A.A. A strategy for total recovery of residue from terephthalic acid production process. Russ J Appl Chem 88, 1201–1206 (2015). https://doi.org/10.1134/S1070427215070150
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S1070427215070150