Reactive Extraction of Nicotinic Acid with Trialkylamine in n-Octanol

Chinese Journal of Chemical Engineering ›› 2012, Vol. 20 ›› Issue (5): 843-848.

Reactive Extraction of Nicotinic Acid with Trialkylamine in n-Octanol

李德亮, 于飞, 常志显

Institute of Environmental and Analytical Sciences, College of Chemistry and Chemical Engineering, Henan University, Kaifeng 475004, China

收稿日期:2011-03-22 修回日期:2011-09-15 出版日期:2012-10-28 发布日期:2012-11-06
通讯作者: LI Deliang,E-mail:lideliang@henu.edu.cn
基金资助:
Supported by the Ministry of Education of Henan Province in China (2011A610004)

Reactive Extraction of Nicotinic Acid with Trialkylamine in n-Octanol

LI Deliang, YU Fei, CHANG Zhixian

Institute of Environmental and Analytical Sciences, College of Chemistry and Chemical Engineering, Henan University, Kaifeng 475004, China

Received:2011-03-22 Revised:2011-09-15 Online:2012-10-28 Published:2012-11-06
Supported by:
Supported by the Ministry of Education of Henan Province in China (2011A610004)

摘要/Abstract

摘要： The distributions of nicotinic acid (NA) between water and trialkylamine (N235) dissolved in n-octanol was studied. The complexes of N235 and NA were investigated by Fourier transformation infrared spectrometry to deduce the reaction mechanism. It was found that N235/n-octanol was an efficient extractant for extracting nicotinic acid. The favorable operation conditions were equilibrium aqueous pH 4.2 to 5.5 and initial N235 concentration<0.42 mol·L^-1. The reaction processes included the reaction between neutral N235 and neutral NA and the reaction between protonated N235 and anionic NA. Based on the mass action law and some assumptions, an expression for distribution coefficient D was proposed. The apparent extraction equilibrium constants were calculated by fitting the experimental data and the results were satisfactory.

关键词: nicotinic acid, reactive extraction, trialkylamine, proton-transfer

Abstract: The distributions of nicotinic acid (NA) between water and trialkylamine (N235) dissolved in n-octanol was studied. The complexes of N235 and NA were investigated by Fourier transformation infrared spectrometry to deduce the reaction mechanism. It was found that N235/n-octanol was an efficient extractant for extracting nicotinic acid. The favorable operation conditions were equilibrium aqueous pH 4.2 to 5.5 and initial N235 concentration<0.42 mol·L^-1. The reaction processes included the reaction between neutral N235 and neutral NA and the reaction between protonated N235 and anionic NA. Based on the mass action law and some assumptions, an expression for distribution coefficient D was proposed. The apparent extraction equilibrium constants were calculated by fitting the experimental data and the results were satisfactory.

Key words: nicotinic acid, reactive extraction, trialkylamine, proton-transfer

李德亮, 于飞, 常志显. Reactive Extraction of Nicotinic Acid with Trialkylamine in n-Octanol[J]. Chinese Journal of Chemical Engineering, 2012, 20(5): 843-848.

LI Deliang, YU Fei, CHANG Zhixian. Reactive Extraction of Nicotinic Acid with Trialkylamine in n-Octanol[J]. Chin.J.Chem.Eng., 2012, 20(5): 843-848.

参考文献

1 King,C.J.,"Separation process based upon reversible chemical complexation",Handbook of Separation Process Technology,Rousseau,R.W.,ed.,John Wiley& Sons,New York,760-774 (1987).
2 Li,Z.Y.,Qin,W.,Dai,Y.Y.,"Extraction equilibria behavior of monocarboxylic acids by trioctylamine (I) extraction equilibria",J.Chem.Ind.Eng.(China),55 (1),54-58 (2004).
3 Li,Z.Y.,Qin,W.,Dai,Y.Y.,"Extraction equilibria behavior of monocarboxylic acids by trioctylamine (II) apparent extraction equilibrium constant and correlation",J.Chem.Ind.Eng.(China),55 (1),59-64 (2004).
4 Tang,K.W.,Miao J.B.,Zhou,T.,Liu,Y.B.,"Equilibrium studies on liquid-liquid reactive extraction of phenylsuccinic acid enantiomers using hydrophilic β-CD derivatives extractants",Chin.J.Chem.Eng.,19 (3),397-403 (2011).
5 Li,Z.Y.,Qin,W.,Dai,Y.Y.,"Liquid-liquid equilibria of acetic,propionic,butyric,and valeric acids with trioctylamine as extractant",J.Chem.Eng.Data,47 (2),843-848 (2002).
6 Wasewar,K.L.,Heesink,A.B.M.,Versteeg,G.F.,Pangarkar,V.G.,"Reactive extraction of lactic acid using alamine 336 in MIBK: equilibria and kinetics",J.Biotechnol.,97 (1),59-68 (2002).
7 Wang,K.,Chang,Z.,Ma,Y.,Lei,C.,Jin,S.,Wu,Y.,Mahmood,I.,Hua,C.,Liu,H.,"Equilibrium study on reactive extraction of propionic acid with N1923 in different diluents",Fluid Phase Equilibr.,278 (1-2),103-108 (2009).
8 Keshav,A.,Wasewar,K.L.,Chand,S.,"Extraction of propionic acid with tri-n-octyl amine in different diluents",Sep.Purif.Technol.,63 (1),179-183 (2008).
9 Zhou,Z.Y.,Qin,W.,Dai,Y.Y.,"Extraction equilibria of trimellitic and [1,1'-biphenyl]-2,2'-dicarboxylic acid with 1-octanol,50% TBP,and 10% TRPO in kerosene",Chin.J.Chem.Eng.,16 (6),867-870 (2008).
10 Keshav,A.,Chand,S.,Wasewar,K.L.,"Recovery of propionic acid from aqueous phase by reactive extraction using quarternary amine (Aliquat 336) in various diluents",Chem.Eng.J.,152 (1),95-102 (2009).
11 Matsumoto,M.,Otono,T.,Kondo,K.,"Synergistic extraction of organic acids with tri-n-octylamine and tri-n-butylphosphate",Sep.Purif.Technol.,24 (1-2),337-342 (2001).
12 Shan,X.C.,Qin,W.,Dai,Y.Y.,"Relative basicity of trioctylamine to carboxylic acid in selected organic diluents",Chin.J.Chem.Eng.,13 (6),747-750 (2005).
13 Nikhade,B.P.,Pangarkar,V.G.,"Equilibria and kinetics of extraction of citric acid from aqueous solutions in Alamine 336-cyclohexanone system",Sep.Sci.Technol.,40 (12),2539-2554 (2005).
14 Su,H.J.,Xu,L.L.,Dai,Y.Y.,"Extraction of organic amines from dilute solution based on chemical complexation",J.Chem.Ind.Eng.(China),48 (6),713-720 (1997).
15 Gong,X.C.,Lü,Y.C.,Luo,G.S.,"Distribution coefficient of caprolactam and methyl caprolactam using benzene or toluene as extractants: Experiments and prediction",Chin.J.Chem.Eng.,15 (4),463-467 (2007).
16 Tanase,D.,Anicuta,G.S.,Octavian,F.,"Reactive extraction of phenols using sulfuric acid salts of trioctylamine",Chem.Eng.Sci.,54 (10),1559-1563 (1999).
17 Cascaval,D.,Oniscu,C.,Galaction,A.I.,"Selective separation of amino acids by reactive extraction",Biochem.Eng.J.,7 (3),171-176 (2001).
18 Scarpello,J.T.,Stuckey,D.C.,"The reactive extraction of phenylalanine with Aliquat 336: buffer co-extraction equilibrium and mass transfer kinetics",Biotechnol.Bioeng.,69 (5),469-477 (2000).
19 Liu,Y.S.,Dai,Y.Y.,Wang,J.D.,"Distribution behavior of L-phenylalanine by extraction with di(2-ethylhexyl) phosphoric acid",Sep.Sci.Technol.,34 (11),2165-2176 (1999).
20 Liu,Y.S.,Dai,Y.Y.,Wang,J.D.,"Distribution behavior of L-tryptophane by extraction with di(2-ethylhexyl) phosphoric acid",Sep.Sci.Technol.,35 (9),1439-1454 (2000).
21 Cui,J.H.,Li,D.L.,"Reactive extraction of o-aminophenol with di(2-ethylhexyl) phosphoric acid in different diluents",J.Chem.Eng.Data.,52 (3),671-675 (2007).
22 Chang,Z.X.,Zhang,L.,Li,D.L.,"Studies on reactive extraction of meta-aminophenol using trialkylphosphine oxide",Sep.Sci.Technol.,42 (9),2009-2019 (2007).
23 Qin,W.,Li,D.L.,Dai,Y.Y.,"Liquid-liquid equilibria of p-aminophenol between water and trialkylamine,trialkylphosphine oxide and di(2-ethylhexyl)phosphoric acid in heptane",J.Chem.Eng.Data.,48 (6),1606-1609 (2003).
24 Liu,Y.S.,Dai,Y.Y.,"Distribution behavior of aminobenzoic acids by extraction with di(2-ethylhexyl) phosphoric acid and trioctylamine",Sep.Sci.Technol.,36 (15),3473-3485 (2001).
25 Qin,W.,Li,Z.Y.,Wang,M.,Dai,Y.Y.,"Extraction behavior and wastewater treatment of amino sulfonic acid with Alamine 336",Chin.J.Chem.Eng.,12 (1),137-142 (2004).
26 Li,D.L.,Cui,J.H.,Chang,Z.X.,Yu,P.H.,Zhang,Z.J.,"Reactive extraction of iso-nicotinic acid with trialkylamine in different diluents",J.Chem.Eng.Data.,54 (3),795-800 (2009).
27 Senol,A.,"Extraction equilibria of nicotinic acid using Alamine 336 and conventional solvents: effect of diluent",Chem.Eng.J.,83 (3),155-163 (2001).
28 Senol,A.,"Extraction equilibria of nicotinic acid using Alamine 300/diluent and conventional solvent systems",Turk J.Chem.,26 (1),77-88 (2002).
29 Kumar,S.,Wasewar,K.L.,Babu,B.V.,"Intensification of nicotinic acid separation using organophosphorous solvating extractants by reactive extraction",Chem.Eng.Technol.,31 (11),1584-1590 (2008).
30 Kumar,S.,Babu,B.V.,"Extraction of pyridine-3-carboxylic acid using 1-dioctylphosphor (TOPO) with different diluents: equilibrium studies",J.Chem.Eng.Data,54 (9),2669-2677 (2009).
31 Cascaval,D.,Blaga,A.C.,Camarut,M.,Galaction,A.I.,"Comparative study on reactive extraction of nicotinic acid with amberlite LA-2 and D2EHPA",Sep.Sci.Technol.,42 (2),389-401 (2007).
32 Tamata,J.A,Kertes,A.S,King,C.J.,"Extraction of carboxylic acids with amine extractants.1.Equilibria and law of mass action modeling",Ind.Eng.Chem.Res.,29 (7),1319-1326 (1990).
33 Dean,J.A.,Lang's Handbook of Chemistry,McGraw-Hill,New York (1985).

[1]	Zhixian Chang, Xiangfeng Zhou, Huihua Bai, Deliang Li, Ling Zhang. Intensified reactive extraction of 4-hydroxypyridine with di(2-ethylhexyl) phosphoric acid in 1-octanol by using tributyl phosphate[J]. 中国化学工程学报, 2023, 54(2): 199-205.
[2]	Yishan Zhou, Hao Qin, Hongye Cheng, Lifang Chen, Bingjian Zhang, Zhiwen Qi. Reactive extraction for synthesizing long chain ester butyl hexanoate intensified by deep eutectic solvent[J]. 中国化学工程学报, 2021, 36(8): 120-127.
[3]	Xutao Hu, Hao Qin, Biao Hu, Hongye Cheng, Lifang Chen, Zhiwen Qi. A rate-based method for dynamic analysis and optimal design of reactive extraction: n-Hexyl acetate esterification as an example[J]. 中国化学工程学报, 2020, 28(1): 76-83.
[4]	Dongfang Zhao, Guanghui Liu, Jian Sun, Lisheng Wang. Enthalpy of phase transition of isonicotinic acid[J]. , 2017, 25(7): 971-975.
[5]	朱礼洋, 段五华, 徐景明, 朱永. Kinetics of Reactive Extraction of Nd from Nd₂O₃ with TBP-HNO₃ Complex in Supercritical Carbon Dioxide[J]. , 2009, 17(2): 214-218.
[6]	LI Deliang(李德亮), LIU Xiaoqiang(刘小强) and CUI Jiehu(崔节虎). Reactive Extraction of o-Aminophenol Using Trialkylphosphine Oxide[J]. , 2006, 14(1): 46-50.
[7]	秦炜, 李振宇, 汪敏, 戴猷元. 三烷基胺萃取氨基磺酸及其废水的特性研究[J]. , 2004, 12(1): 137-142.

Reactive Extraction of Nicotinic Acid with Trialkylamine in n-Octanol

Reactive Extraction of Nicotinic Acid with Trialkylamine in n-Octanol

PDF (PC)

可视化

摘要/Abstract

引用本文

使用本文

参考文献

相关文章 7

编辑推荐

Metrics

本文评价