Extraction Equilibria of Trimellitic and[1,1'-Biphenyl]-2,2'-dicarboxylic Acid with 1-Octanol,50% TBP,and 10% TRPO in Kerosene

›› 2008, Vol. 16 ›› Issue (6): 867-870.

• SEPARATION SCIENCE & ENGINEERING • Previous Articles Next Articles

Extraction Equilibria of Trimellitic and[1,1'-Biphenyl]-2,2'-dicarboxylic Acid with 1-Octanol,50% TBP,and 10% TRPO in Kerosene

ZHOU Zhiyong, QIN Wei, DAI Youyuan

State Key Laboratory of Chemical Engineering, Department of Chemical Engineering, Tsinghua University, Beijing 100084, China

Received:2008-05-26 Revised:2008-09-22 Online:2008-12-28 Published:2008-12-28
Supported by:
Supported by the Science and Technology Foundation of Beijing (GYYKW05070015)

Extraction Equilibria of Trimellitic and[1,1'-Biphenyl]-2,2'-dicarboxylic Acid with 1-Octanol,50% TBP,and 10% TRPO in Kerosene

周智勇, 秦炜, 戴猷元

State Key Laboratory of Chemical Engineering, Department of Chemical Engineering, Tsinghua University, Beijing 100084, China

通讯作者: QIN Wei,E-mail:qinwei@tsinghua.edu.cn
基金资助:
Supported by the Science and Technology Foundation of Beijing (GYYKW05070015)

Abstract

Abstract: To explore the feasibility of extracting aromatic acid products from oxidizing coal,two aromatic acids, trimellitic and[1,1'-biphenyl]-2,2'-dicarboxylic acid,were selected as the solutes,and the extraction equilibrium of the acids were studied with 1-octanol,50% tributyl phosphate(TBP)in kerosene,and 10% trialkylphosphine oxide (TRPO) in kerosene.The results showed that the degree of extraction of [1,1'-biphenyl]-2,2'-dicarboxylic acid was larger than that of trimellitic acid for all of the solvent,and the extraction capacity with TRPO is more effective than the one with TBP.The extraction behavior of aromatic polyacid is different from that of carboxylic acid,and the reactive extraction function of aromatic acids with TBP and TRPO is not as effective as that of carboxylic acid. 1-octanol could be used to remove[1,1'-biphenyl]-2,2'-dicarboxylic acid from the mixture of trimellitic acid and [1,1'-biphenyl]-2,2'-dicarboxylic acid.Because the weak hydrogen bond association exists between ——OH in 1-octanol and ——COOH in aromatic acid,the extractive selectivity of [1,1'-biphenyl]-2,2'-dicarboxylic to trimellitic acid depends on the stoichiometric ratio.

Key words: trimellitic acid, [1,1'-biphenyl]-2,2'-dicarboxylic acid, extraction equilibrium, 1-octanol, TBP and TRPO

摘要： To explore the feasibility of extracting aromatic acid products from oxidizing coal,two aromatic acids, trimellitic and[1,1'-biphenyl]-2,2'-dicarboxylic acid,were selected as the solutes,and the extraction equilibrium of the acids were studied with 1-octanol,50% tributyl phosphate(TBP)in kerosene,and 10% trialkylphosphine oxide (TRPO) in kerosene.The results showed that the degree of extraction of [1,1'-biphenyl]-2,2'-dicarboxylic acid was larger than that of trimellitic acid for all of the solvent,and the extraction capacity with TRPO is more effective than the one with TBP.The extraction behavior of aromatic polyacid is different from that of carboxylic acid,and the reactive extraction function of aromatic acids with TBP and TRPO is not as effective as that of carboxylic acid. 1-octanol could be used to remove[1,1'-biphenyl]-2,2'-dicarboxylic acid from the mixture of trimellitic acid and [1,1'-biphenyl]-2,2'-dicarboxylic acid.Because the weak hydrogen bond association exists between ——OH in 1-octanol and ——COOH in aromatic acid,the extractive selectivity of [1,1'-biphenyl]-2,2'-dicarboxylic to trimellitic acid depends on the stoichiometric ratio.

关键词: trimellitic acid, [1,1'-biphenyl]-2,2'-dicarboxylic acid, extraction equilibrium, 1-octanol, TBP and TRPO

ZHOU Zhiyong, QIN Wei, DAI Youyuan. Extraction Equilibria of Trimellitic and[1,1'-Biphenyl]-2,2'-dicarboxylic Acid with 1-Octanol,50% TBP,and 10% TRPO in Kerosene[J]. , 2008, 16(6): 867-870.

周智勇, 秦炜, 戴猷元. Extraction Equilibria of Trimellitic and[1,1'-Biphenyl]-2,2'-dicarboxylic Acid with 1-Octanol,50% TBP,and 10% TRPO in Kerosene[J]. , 2008, 16(6): 867-870.

References

1 Smith, R.C., Tomarelli, R.C., Howard, H.C., “Oxidation of carbonaceous materials to organic acids by oxygen at elevated pressure”, J. Am. Chem. Soc., 61, 2398-2402(1939).
2 Oshika, T., Okuwaki, A., “Formation of aromatic carboxylic-acids from coal-tar pitch by 2-step oxidation with oxygen in water and in alkaline-solution”, Fuel, 73, 77-81(1994).
3 Mae, K., Shindo, H., Miura, K., “A new two-step oxidative degradation method for producing valuable chemicals from low rank coals under mild conditions”, Energ. Fuel, 15, 611-617(2001).
4 Franke, N.W., Klebler, M.W., Rouf, C.H., Savich, J.R., Howard, H.C., “Water-soluble polycarboxylic acids by oxidation of coal”, Ind. Eng. Chem., 44, 2784-2792(1952).
5 Parkin, F.G., Fugassi, I.P., Howard, H.C., “Conversion of coal to simple compounds”, Ind. Eng. Chem., 47, 1586-1592(1955).
6 Okuwaki, A., Sutoh, N., Furuya, H., Amano, A., Okabe, T., “Production of oxalate by the oxidation of coal with oxygen in a concentrated sodium hydroxide solution”, Ind. Eng. Chem. Prod. Res. Dev., 23, 648-651(1984).
7 Kunio Kawamura, Akitsugu Okuwaki, “Separation of aromatic carboxylic acids using quaternary ammonium salts on reversed-phase HPLC(II) Application for the analysis of Loy Yang coal oxidation products”, Sep. Sci. Technol., 41, 723-732(2006).
8 Yang, Y.Y., Yang, T.X., Dai, Y.Y., “Extraction mechanism of phenol with tributyl phosphate(TBP)”, Environ. Chem., 14, 410-416(1995).
9 Mei, F., Qin, W., Dai, Y.Y., “Extraction equilibria of benzoic acid with tributyl phosphate in kerosene and 1-octanol”, J. Chem. Eng. Data, 47, 941-943(2002).
10 Fu, Y., Qin, W., Dai, Y.Y., “Extraction behavior of propionic acid by chemical association”, J. Tsinghua Univ.(Sci. & Tech.), 42(S1), 15-18(2002).
11 Fu, Y., “Extraction behavior of carboxylic acids with closed pK a values”, Master Thesis, Tsinghua University, Beijing(2001).
12 Shan, X.C., Qin, W., Dai, Y.Y., “Determination of basicity of lewis basic extractant mixture”, Chem. J. Chinese U., 28, 1104-1106(2007).
13 Dean, J.A., Lange's Handbook of Chemistry, 15th ed., McGrawHill Book Co., Inc., New York(1999).
14 Shan, X.C., Qin, W., Wang, S., Dai, Y.Y., “Dependence of extraction equilibrium on apparent basicity of extractant”, Ind. Eng. Chem. Res., 45, 9075-9079(2006).

[1]	Yuji Sasaki, Naoki Matsuo, Tatsuya Oshima, Yoshinari Baba. Selective extraction of In(III), Ga(III) and Zn(II) using a novel extractant with phenylphosphinic acid [J]. , 2016, 24(2): 232-236.
[2]	LÜ Yangcheng, LIN Quan, LUO Guangsheng, DAI Youyuan. Solubility of Emodin in Alcohols [J]. , 2009, 17(2): 251-253.
[3]	JIA Qingzhu, MA Peisheng, MA Shaona, WANG Chang. Solid-liquid equilibria of Benzoic acid derivatives in 1-octanol [J]. , 2007, 15(5): 710-714.
[4]	WU Zhichun, WANG Gang, ZHAO Jin, CHEN Jiayong. Extraction Equilibrium of Lincomycin with Long-Chain Alcohols [J]. , 1998, 6(4): 366-371.

Extraction Equilibria of Trimellitic and[1,1'-Biphenyl]-2,2'-dicarboxylic Acid with 1-Octanol,50% TBP,and 10% TRPO in Kerosene

Extraction Equilibria of Trimellitic and[1,1'-Biphenyl]-2,2'-dicarboxylic Acid with 1-Octanol,50% TBP,and 10% TRPO in Kerosene

PDF (PC)

Knowledge

Abstract

Cite this article

share this article

References

Related Articles 4

Recommended Articles

Metrics

Comments