Insights into the Synthesis and Properties of Deep Eutectic Solvents Based on Cholinium Chloride and Carboxylic Acids

被引:738
作者
Florindo, C. [1 ]
Oliveira, F. S. [1 ]
Rebelo, L. P. N. [1 ]
Fernandes, Ana M. [2 ]
Marrucho, I. M. [1 ]
机构
[1] Univ Nova Lisboa, Inst Tecnol Quim & Biol Antonio Xavier, P-2780901 Oeiras, Portugal
[2] Univ Aveiro, QOPNA, Dept Quim, P-3810193 Aveiro, Portugal
关键词
Deep eutectic solvents; Cholinium chloride; Carboxylic acids; Thermophysical properties; TEMPERATURE MIXTURES LTTMS; IONIC LIQUIDS; PHYSICAL-PROPERTIES; AMMONIUM; EXTRACTION; SOLUBILITY; BIODIESEL; DENSITIES; GLYCEROL; MEDIA;
D O I
10.1021/sc500439w
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Recently, many studies concerning the environmental impact of ionic liquids (ILs) have shown that despite their unique properties and clear advantages in an ever wide range of applications and processes, ILs are not intrinsically green. In a search for biodegradable and low toxicity, a new type of as has been developed, the deep eutectic solvents (DESs). In this context, the aim of this work is to provide accurate densities, viscosities, and refractive indices for DESs prepared using cholinium chloride as the hydrogen bond acceptor and several carboxylic acids (levulinic, glutaric, malonic, oxalic, and glycolic) as the hydrogen bond donors. The impact of two different synthetic methodologies, heating and grinding, in the thermophysical properties of the prepared DESs was assessed. The obtained DESs were analyzed using NMR spectroscopy, FTIR, and electrospray ionization mass spectrometry in order to check their structures and purities. Thermophysical properties, densities, viscosities, and refractive indices were rationalized in terms of the chemical structure of the prepared DESs. The effect of the presence of water in the thermophysical properties of the compounds was also evaluated. Finally, comparisons between the DESs and the corresponding ILs are presented.
引用
收藏
页码:2416 / 2425
页数:10
相关论文
共 46 条
[1]   Extraction of glycerol from biodiesel into a eutectic based ionic liquid [J].
Abbott, Andrew P. ;
Cullis, Paul M. ;
Gibson, Manda J. ;
Harris, Robert C. ;
Raven, Emma .
GREEN CHEMISTRY, 2007, 9 (08) :868-872
[2]   Application of hole theory to define ionic liquids by their transport properties [J].
Abbott, Andrew P. ;
Harris, Robert C. ;
Ryder, Karl S. .
JOURNAL OF PHYSICAL CHEMISTRY B, 2007, 111 (18) :4910-4913
[3]   Electropolishing of stainless steels in a choline chloride based ionic liquid: an electrochemical study with surface characterisation using SEM and atomic force microscopy [J].
Abbott, Andrew P. ;
Capper, Glen ;
McKenzie, Katy J. ;
Glidle, Andrew ;
Ryder, Karl S. .
PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2006, 8 (36) :4214-4221
[4]   Glycerol eutectics as sustainable solvent systems [J].
Abbott, Andrew P. ;
Harris, Robert C. ;
Ryder, Karl S. ;
D'Agostino, Carmine ;
Gladden, Lynn F. ;
Mantle, Mick D. .
GREEN CHEMISTRY, 2011, 13 (01) :82-90
[5]   Preparation of novel, moisture-stable, Lewis-acidic ionic liquids containing quaternary ammonium salts with functional side chains [J].
Abbott, AP ;
Capper, G ;
Davies, DL ;
Munro, HL ;
Rasheed, RK ;
Tambyrajah, V .
CHEMICAL COMMUNICATIONS, 2001, (19) :2010-2011
[6]   Selective extraction of metals from mixed oxide matrixes using choline-based ionic liquids [J].
Abbott, AP ;
Capper, G ;
Davies, DL ;
Rasheed, RK ;
Shikotra, P .
INORGANIC CHEMISTRY, 2005, 44 (19) :6497-6499
[7]   Deep eutectic solvents formed between choline chloride and carboxylic acids: Versatile alternatives to ionic liquids [J].
Abbott, AP ;
Boothby, D ;
Capper, G ;
Davies, DL ;
Rasheed, RK .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (29) :9142-9147
[8]   Novel solvent properties of choline chloride/urea mixtures [J].
Abbott, AP ;
Capper, G ;
Davies, DL ;
Rasheed, RK ;
Tambyrajah, V .
CHEMICAL COMMUNICATIONS, 2003, (01) :70-71
[9]   Design of improved deep eutectic solvents using hole theory [J].
Abbott, AR ;
Capper, G ;
Gray, S .
CHEMPHYSCHEM, 2006, 7 (04) :803-806
[10]   Solubility of Sodium Salts in Ammonium-Based Deep Eutectic Solvents [J].
Bagh, Fatemeh Saadat Ghareh ;
Mjalli, Farouq S. ;
Hashim, Mohd Ali ;
Hadj-Kali, Mohamed Kamel Omar ;
AlNashef, Inas M. .
JOURNAL OF CHEMICAL AND ENGINEERING DATA, 2013, 58 (08) :2154-2162