Zwitterionic Buffering Agent as an Alternative to Improve Carboxylic Acid Extraction Performance with 1-heptanol Solvent

Article Preview

Abstract:

Separation of carboxylic acids by liquid-liquid extraction method using 1-heptanol solvent and the addition of EPPS biological buffer was studied in this research. Liquid-liquid equilibrium (LLE) data on carboxylic acid systems (butyric acid/propionic acid), water, 1- heptanol, biological buffer EPPS at 303.15 K and atmospheric pressure were obtained. Experimental data were correlated well using the NRTL model with the RMSD below 1%. Based on experimental data, the effect of adding EPPS biological buffer can increase extraction performance as indicated by the value of separation factor (S) of butyric acid increasing two times higher, while separation factor values of propionic acid can be increased 4 times higher than the system without EPPS biological buffer. These results can be used as a reference for the design of the extraction column in the carboxylic acid extraction process so that the extraction process can run more efficiently and optimally.

You have full access to the following eBook

Info:

* - Corresponding Author

[1] Reyhanitash E, Brouwer T, Kersten SRA, van der Ham AGJ, Schuur B. Liquid–liquid extraction-based process concepts for recovery of carboxylic acids from aqueous streams evaluated for dilute streams. Chem Eng Res Des 2018;137:510–33.

DOI: 10.1016/j.cherd.2018.07.038

Google Scholar

[2] Djas M, Henczka M. Reactive extraction of carboxylic acids using organic solvents and supercritical fluids: A review. Sep Purif Technol 2018;201:106–19.

DOI: 10.1016/j.seppur.2018.02.010

Google Scholar

[3] Zidwick, M. J., Chen, J.-S., & Rogers P. Organic Acid and Solvent Production: Propionic and Butyric Acids and Ethanol. Prokaryotes Appl Bacteriol Biotechnol 2013;3.

DOI: 10.1007/978-3-642-31331-8_385

Google Scholar

[4] Pandey S, Kamsonlian S, Chomal N, Kumar S. Theoretical and Experimental Studies on Extraction of Carboxylic Acids from Aqueous Solution Using Ionic Liquids. Int J Chem Eng Appl 2018;9:20–5.

DOI: 10.18178/ijcea.2018.9.1.693

Google Scholar

[5] Roy S, Olokede O, Wu H, Holtzapple M. In-situ carboxylic acid separation from mixed-acid fermentation of cellulosic substrates in batch culture. Biomass and Bioenergy 2021;151:106165.

DOI: 10.1016/j.biombioe.2021.106165

Google Scholar

[6] Belova V V., Zakhodyaeva YA, Voshkin AA. Extraction of carboxylic acids with neutral extractants. Theor Found Chem Eng 2017;51:786–94.

DOI: 10.1134/S0040579517050037

Google Scholar

[7] Datta D, Marti ME, Pal D, Kumar S. Equilibrium study on the extraction of levulinic acid from aqueous solution with aliquat 336 dissolved in different diluents: Solvent's polarity effect and column design. J Chem Eng Data 2017;62:3–10.

DOI: 10.1021/acs.jced.6b00164

Google Scholar

[8] Wever H De, Dennewald D. Screening of sorbents for recovery of succinic and itaconic acids from fermentation broths. J Chem Technol Biotechnol 2017;93:385–91.

DOI: 10.1111/febs.12037

Google Scholar

[9] Lalikoʇlu M, Gök A, Gök MK, Aşçl YS. Investigation of Lactic Acid Separation by Layered Double Hydroxide: Equilibrium, Kinetics, and Thermodynamics. J Chem Eng Data 2015;60:3159–65.

DOI: 10.1021/acs.jced.5b00324

Google Scholar

[10] Karp EM, Cywar RM, Manker LP, Saboe PO, Nimlos CT, Salvachúa D, et al. Post-Fermentation Recovery of Biobased Carboxylic Acids. ACS Sustain Chem Eng 2018;6:15273–83.

DOI: 10.1021/acssuschemeng.8b03703

Google Scholar

[11] Abdelhafiz M, Elbeih A, Naeim I. Liquid-Liquid Equilibria Study for a Common Azeotropic Ternary System. Jounal Enviroment Hazards 2020;4:1–6.

Google Scholar

[12] Vakili-Nezhaad GR, Mohsen-Nia M, Taghikhani V, Behpoor M, Aghahosseini M. Salting-out effect of NaCl and KCl on the ternary LLE data for the systems of (water + propionic acid + isopropyl methyl ketone) and of (water + propionic acid + isobutyl methyl ketone). J Chem Thermodyn 2004;36:341–8.

DOI: 10.1016/j.jct.2003.11.011

Google Scholar

[13] Wannachod T, Hronec M, Soták T, Fulajtárová K, Pancharoen U, Nootong K. Influence of salt on the solubility and tie-line data for water + formic acid + methyl isobutyl ketone at T = 298.15 K. J Chem Eng Data 2016;61:2433–9.

DOI: 10.1021/acs.jced.6b00109

Google Scholar

[14] Taha M, Khoiroh I, Lee M. Phase Behavior and Molecular Dynamics Simulation Studies of New Aqueous Two-Phase Separation Systems Induced by HEPES Buffer. J Phys Chem B 2013;117:563–82.

DOI: 10.1021/jp305516g

Google Scholar

[15] Altway S, Ramli NB, Maulidia MI, Soeprijanto S, Zuchrillah DR, Tiwikrama AH. Computational study of the acetic acid extraction process from an aqueous solution with the aid of biological buffer. IOP Conf Ser Earth Environ Sci 2022;963:0–10.

DOI: 10.1088/1755-1315/963/1/012044

Google Scholar

[16] Altway S, Taha M, Lee MJ. Phase Separation of Alcohol (1-Propanol, 2-Propanol, or tert-Butanol) from Its Aqueous Solution in the Presence of Biological Buffer MOPS. J Chem Eng Data 2017;62:2509–15.

DOI: 10.1021/acs.jced.6b00954

Google Scholar

[17] Kirkwood JG. Theory of solutions of molecules containing widely separated charges with special application to zwitterions. J Chem Phys 1934;2:351–61. https://doi.org/10.1063/ 1.1749489.

DOI: 10.1063/1.1749489

Google Scholar

[18] Taha M, E Silva FA, Quental M V., Ventura SPM, Freire MG, Coutinho JAP. Good's buffers as a basis for developing self-buffering and biocompatible ionic liquids for biological research. Green Chem 2014;16:3149–59.

DOI: 10.1039/c4gc00328d

Google Scholar

[19] Altway S, Tiwikrama AH, Rahayu SD, Zuchrillah DR, Soeprijanto S, Ramli NB, et al. Liquid-Liquid Equilibria of Butyric Acid, Water, and Methyl Isobutyl Ketone with the Aid of Biological Buffer as a Green Auxiliary Agent. J Chem Eng Data 2023;68:1706–15.

DOI: 10.1021/acs.jced.3c00132

Google Scholar

[20] Wen G, Bai W, Zheng F, Reyes-Labarta JA, Ma Y, Wang Y, et al. Ternary liquid–liquid equilibrium of an azeotropic mixture (hexane + methanol) with different imidazolium-based ionic liquids at T = 298.15 K and 101.325 kPa. Fluid Phase Equilib 2018;461:51–6.

DOI: 10.1016/j.fluid.2018.01.008

Google Scholar

[21] Gilani AG, Gilani HG, Saadat SLS, Nasiri-Touli E, Peer M. Liquid-liquid equilibrium data in aqueous solutions of propionic and butyric acids with 1-heptanol at T=(298.15, 308.15, and 318.15) K. Korean J Chem Eng 2015;33:1408–15.

DOI: 10.1007/s11814-015-0278-5

Google Scholar

[22] Taha, Teng H, Lee M. The buffering-out effect and phase separation in aqueous solutions of EPPS buffer with 1-propanol, 2-propanol, or 2-methyl_2-propanol at T = 298.15 K. J Chem Thermodyn 2012.

DOI: 10.1016/j.jct.2011.10.024

Google Scholar

[23] Rodriguez LEG, Bail A, Castillo RO, Arízaga GGC. Removal and Extraction of Carboxylic Acids and Non-ionic Compounds with Simple Hydroxides and Layered Double Hydroxides. Curr Pharm Des 2019;26:650–63.

DOI: 10.2174/1381612826666191226103623

Google Scholar