A solvent having switchable hydrophilicity

被引:296
作者
Jessop, Philip G. [1 ]
Phan, Lam [1 ]
Carrier, Andrew [1 ]
Robinson, Shona [1 ]
Duerr, Christoph J. [1 ]
Harjani, Jitendra R. [1 ]
机构
[1] Queens Univ, Dept Chem, Kingston, ON K7L 3N6, Canada
基金
加拿大自然科学与工程研究理事会;
关键词
ROOM-TEMPERATURE; CARBON-DIOXIDE; CHEMISTRY; AMIDINES;
D O I
10.1039/b926885e
中图分类号
O6 [化学];
学科分类号
070301 [无机化学];
摘要
A new kind of switchable solvent, a switchable-hydrophilicity solvent, is hydrophobic and has very low miscibility with water when in air but is hydrophilic and has complete miscibility with water when under an atmosphere of CO(2). We report here the first example of such a solvent, N,N,N'-tributylpentanamidine. Solvents such as these could be used for the extraction of low-polarity organic products, such as vegetable oils, followed by the removal of the solvent from the product by carbonated water. Carbonated water is able to extract the solvent from the product because the CO(2) converts the solvent to its hydrophilic form. The solvent can then be separated from the carbonated water upon removal of the CO(2), because this removal triggers the conversion of the solvent back to its hydrophobic, water-immiscible form. Importantly, distillation is not required for removal of the solvent from the product.
引用
收藏
页码:809 / 814
页数:6
相关论文
共 17 条
[1]
Organic liquid CO2 capture agents with high gravimetric CO2 capacity [J].
Heldebrant, David J. ;
Yonker, Clement R. ;
Jessop, Philip G. ;
Phan, Lam .
ENERGY & ENVIRONMENTAL SCIENCE, 2008, 1 (04) :487-493
[2]
Green chemistry - Reversible nonpolar-to-polar solvent [J].
Jessop, PG ;
Heldebrant, DJ ;
Li, XW ;
Eckert, CA ;
Liotta, CL .
NATURE, 2005, 436 (7054) :1102-1102
[3]
KALFF J, 2002, LIMNOLOGY, pCH14
[4]
Switchable surfactants [J].
Liu, Yingxin ;
Jessop, Philip G. ;
Cunningham, Michael ;
Eckert, Charles A. ;
Liotta, Charles L. .
SCIENCE, 2006, 313 (5789) :958-960
[5]
CO2 absorption by aqueous NH3 solutions:: speciation of ammonium carbamate, bicarbonate and carbonate by a 13C NMR [J].
Mani, Fabrizio ;
Peruzzini, Maurizio ;
Stoppioni, Piero .
GREEN CHEMISTRY, 2006, 8 (11) :995-1000
[6]
MUSTAKAS GC, 1980, HDB SOY OIL PROCESSI, P49
[7]
Switchable-polarity solvents prepared with a single liquid component [J].
Phan, Lam ;
Andreatta, Jeremy R. ;
Horvey, Loel K. ;
Edie, Colin F. ;
Luco, Aimee-Lee ;
Mirchandani, Anish ;
Darensbourg, Donald J. ;
Jessop, Philip G. .
JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (01) :127-132
[8]
Switchable solvents consisting of amidine/alcohol or guanidine/alcohol mixtures [J].
Phan, Lam ;
Chiu, Daniel ;
Heldebrant, David J. ;
Huttenhower, Hillary ;
John, Ejae ;
Li, Xiaowang ;
Pollet, Pamela ;
Wang, Ruiyao ;
Eckert, Charles A. ;
Liotta, Charles L. ;
Jessop, Philip G. .
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH, 2008, 47 (03) :539-545
[9]
Soybean oil extraction and separation using switchable or expanded solvents [J].
Phan, Lam ;
Brown, Heather ;
White, James ;
Hodgson, Allan ;
Jessop, Philip G. .
GREEN CHEMISTRY, 2009, 11 (01) :53-59