Tri-n-octylamine (TOA) was employed as extractant, and n-octanol, dichloromethane, ethyl acetate, methyl-iso-butyl ketone (MIBK), n-hexane and cyclohexane were used as diluents for the extraction of 3-hydroxypropionic acid (3-HP) from its dilute aqueous solution. The effects of diluents on extraction was explained. The influences of temperature, aqueous pH, phase ratio and volume fraction of TOA on the equilibrium distribution coefficient were investigated. The structure of organic phase loaded with 3-HP was studied by IR spectrometer and the mechanism of complexation extraction was explored and proposed. The results showed that n-octanol exhibited best extractability among the tested diluents, with a distribution coefficient of 4.46. Backward extraction was performed with sodium hydroxide aqueous solutions, and a backward extraction rate of 99.6% was obtained.
Yifan ZHU Yingbo LI Xiangfeng LIANG Mo XIAN Huizhou LIU
. Complexation Extraction of 3-Hydroxypropionic Acid from Its Dilute Solution[J]. The Chinese Journal of Process Engineering, 2017
, 17(6)
: 1176
-1181
.
DOI: 10.12034/j.issn.1009-606X.217158
[1] 张鸿达,刘成,高卫华,等. 微生物发酵法生产3-羟基丙酸的研究进展 [J]. 化工进展, 2007, 26(1): 33-36.
Zhang H D, Liu C, Gao W H, et al. Progress of Producing 3-HP by Microbial Fermentation [J]. Chem. Ind. Eng. Prog., 2007, 26(1): 33-36.
[2] 程嫚,罗晖,常雁红,等. 微生物产3-羟基丙酸研究进展 [J]. 化学与生物工程, 2012, 29(11): 9-17.
Cheng M, Luo H, Chang Y H, et al. Research Progress of Producing 3-Hydroxypropionic Acid by Microorganisms [J]. Chemistry and Bioengineering, 2012, 29(11): 9-17.
[3] 徐晨,管国锋,万辉,等. 络合萃取法分离极性有机物稀溶液的研究进展 [J]. 南京工业大学学报, 2004, 26(3): 105-110.
Xu C, Guan G F, Wan H, et al. Devolopment of Complexing Extraction for Polar Organic Diluents Separation [J]. J. Nanjing. Univ. Technol., 2004, 26(3): 105-110.
[4] Moussa M, Burge G, Chemarin F, et al. Reactive Extraction of 3-Hydroxypropionic Acid from Model Aqueous Solutions and Real Bioconversion Media. Comparison with Its Isomer 2-Hydroxypropionic (lactic) Acid [J]. J. Chem. Technol. Biotechnol., 2016, 91(8): 2276-2285.
[5] Shan X C, Qin W, Wang S, et al. Dependence of Extraction Equilibrium on Apparent Basicity of Extractant [J]. Ind. Eng. Chem. Res., 2006, 45(26): 9075-9079.
[6] 柴金岭. 伯胺N1923萃取乳酸的研究 [J]. 山东科学, 1999, 12(3): 26-28.
Chai J L. Extraction of Lactic Acid with Primary Amine N1923 [J]. Shandong Kexue, 1999, 12(3): 26-28.
[7] Uslu H, Bayat C, Gokmen S, et al. Reactive Extraction and LSER Model Consideration of Lactic Acid with Tripropylamine+Organic Solvent Systems from Aqueous Solution at Room Temperature [J]. Desalination, 2009, 249(2): 694-698.
[8] Li Y B, Liu F, Luo H Y, et al. Hydrolytic Kinetics of Piceid and Its Importance for the Production of Resveratrol [J]. Process Biochem., 2016, 51(10): 1699-1705.
[9] Marcus Y. The Properties of Organic Liquids That are Relevant to Their Use as Solvating Solvents [J]. Chem. Soc. Rev., 1993, 22(6): 409-416.
[10] Juang R S, Huang R H. Equilibrium Studies on Reactive Extraction of Lactic Acid with an Amine Extractant [J]. Chem. Eng. J., 1997, 65(1): 47-53.
[11] Yang S T, White S A, Hsu S T. Extraction of Carboxylic Acids with Tertiary and Quaternary Amines: Effect of pH [J]. Ind. Eng. Chem. Res., 1991, 30(6): 1335-1342.
[12] Maisuria J L, Hossain M M. Equilibrium Studies of the Extraction and Re-extraction of Lactic Acid [J]. J. Chem. Eng. Data, 2007, 52(3): 665-670.
[13] Lux S, Siebenhofer M. Investigation of Liquid-liquid Phase Equilibria for Reactive Extraction of Lactic Acid with Organophosphorus Solvents [J]. J. Chem. Technol. Biotechnol., 2013, 88(3): 462-467.
[14] Bressler E, Braun S. Separation Mechanisms of Citric and Itaconic Acids by Water-immiscible Amines [J]. J. Chem. Technol. Biotechnol., 1999, 74(9): 891-896.
[15] Li Z Y, Qin W, Wang M, et al. Equilibrium of Extraction of Succinic, Malic, Maleic and Fumaric Acids with Trioctylamine [J]. Chinese J. Chem. Eng., 2002, 10(3): 281-285.
[16] 文梅,杨义燕,戴猷元,等. 三辛胺萃取有机羧酸的机理(?)三辛胺-醋酸体系 [J]. 化工学报, 1998, 49(3): 303-309.
Wen M, Yang Y Y, Dai Y Y, et al. Mechanism of Extraction for Carboxylic Acid with Tri-n-octylamine (?) Acetic Acid-TOA System [J]. Huagong Xuebao (Chin. Ed.), 1998, 49(3): 303-309.
[17] Tamada J A, Kertes A S, King C J. Extraction of Carboxylic-acids with Amine Extractant. 1. Equilibrium and Law of Mass-action Modeling [J]. Ind. Eng. Chem. Res., 1990, 29(7): 1319-1326.
[18] Kang H K, Zhou X H, Dong L C, et al. Synergetic Extraction of Phytic Acid from HCl Extract of Rapeseed Meal with Alamine 336 and n-Octanol Dissolved in Sulfonated Kerosene [J]. Ind. Eng. Chem. Res., 2011, 50(14): 8658-8664.