The effect of the end group, molecular weight and size on the solubility of compounds in supercritical carbon dioxide

被引:20
作者
Chang, Fei [3 ]
Jin, Jing [1 ,2 ]
Zhang, Ning [1 ,2 ]
Wang, Gang [3 ]
Yang, Hai-Jian [1 ,2 ]
机构
[1] S Cent Univ Nationalities, Coll Chem & Mat Sci, State Ethn Affairs Commiss, Key Lab Catalysis & Mat Sci, Wuhan 430074, Hubei Province, Peoples R China
[2] S Cent Univ Nationalities, Coll Chem & Mat Sci, State Ethn Affairs Commiss, Minist Educ,Key Lab Analyt Chem, Wuhan 430074, Hubei Province, Peoples R China
[3] Univ Shanghai Sci & Technol, Sch Environm & Architecture, Shanghai 200093, Peoples R China
基金
中国国家自然科学基金;
关键词
End group; Molecular weight and size; Carbonyl; Solubility; Supercritical CO2; DIGLYCOLIC ACID-ESTERS; CO2; HYDROCARBONS; EXTRACTION; PRESSURES; POLYMERS; METALS;
D O I
10.1016/j.fluid.2011.12.018
中图分类号
O414.1 [热力学];
学科分类号
摘要
End groups of bis(2-hydroxyethyl)ether (compound 1) and tetraethylene glycol (compound 2) were modified with methyl malonyl chloride to produce two new compounds: malonic acid 2-[2-(2-methoxycarbonyl-acetoxy)-ethoxy]-ethyl ester methyl ester (compound 3) and Malonic acid 2-(2-{2-[2-(2-methoxycarbonyl-acetoxy)-ethoxy]-ethoxy}-ethoxy)-ethyl ester methyl ester (compound 4). And then the solubility of compounds 1-4 were investigated and compared in supercritical carbon dioxide (scCO(2)) at a temperature range of 313-363K and in the pressure range of 9.2-25.7 MPa. The effect of the end group, molecular weight and size for the solubility of the compounds were discussed. In addition, the tested solubility data were calculated and correlated with a semiempirical model at different pressures and temperatures, which showed satisfactory agreement with each other and the average absolute relative deviation was in the range of 2.61% and 33.25%. The Chrastil model also showed satisfactory agreement with each other and the average absolute relative deviation was in the range of 1.69% and 11.53%. (C) 2011 Elsevier B.V. All rights reserved.
引用
收藏
页码:36 / 42
页数:7
相关论文
共 21 条
[1]   Solubilities of 2,2'-bipyridine and 4,4'-dimethyl-2,2'-bipyridine in supercritical carbon dioxide [J].
Bai, Yu ;
Yang, Hai-Jian ;
Quan, Can ;
Guo, Cun-Yue .
JOURNAL OF CHEMICAL AND ENGINEERING DATA, 2007, 52 (05) :2074-2076
[2]   Supercritical and near-critical CO2 in green chemical synthesis and processing [J].
Beckman, EJ .
JOURNAL OF SUPERCRITICAL FLUIDS, 2004, 28 (2-3) :121-191
[3]   Novel CO2-soluble pyridine derivatives and the extraction of heavy metals into Sc-CO2 [J].
Chang, Fei ;
Kim, Hakwon ;
Joo, Bokyoung ;
Park, Kwangheon ;
Kim, Hongdoo .
JOURNAL OF SUPERCRITICAL FLUIDS, 2008, 45 (01) :43-50
[4]   SOLUBILITY OF SOLIDS AND LIQUIDS IN SUPERCRITICAL GASES [J].
CHRASTIL, J .
JOURNAL OF PHYSICAL CHEMISTRY, 1982, 86 (15) :3016-3021
[5]   Practical approaches to green solvents [J].
DeSimone, JM .
SCIENCE, 2002, 297 (5582) :799-803
[6]   Phase behavior of polymers containing ether groups in carbon dioxide [J].
Drohmann, C ;
Beckman, EJ .
JOURNAL OF SUPERCRITICAL FLUIDS, 2002, 22 (02) :103-110
[7]   Organic solvent-free process for the synthesis of propylene carbonate from supercritical carbon dioxide and propylene oxide catalyzed by insoluble ion exchange resins [J].
Du, Y ;
Cai, F ;
Kong, DL ;
He, LN .
GREEN CHEMISTRY, 2005, 7 (07) :518-523
[8]   Supercritical carbon dioxide extraction of metals from aqueous solutions: a review [J].
Erkey, C .
JOURNAL OF SUPERCRITICAL FLUIDS, 2000, 17 (03) :259-287
[9]   Toward the development of "CO2-philic" hydrocarbons.: 1.: Use of side-chain functionalization to lower the miscibility pressure of polydimethylsiloxanes in CO2 [J].
Fink, R ;
Hancu, D ;
Valentine, R ;
Beckman, EJ .
JOURNAL OF PHYSICAL CHEMISTRY B, 1999, 103 (31) :6441-6444
[10]   Ternary solubility of mixed cholesteryl esters in supercritical carbon dioxide [J].
Huang, Zhen ;
Feng, Mei ;
Guo, Yuhua ;
Su, Junfeng ;
Teng, Lijun ;
Liu, Tieyan ;
Chiew, Yee C. .
FLUID PHASE EQUILIBRIA, 2008, 272 (1-2) :8-17