Phosphonium ionic liquids: design, synthesis and evaluation of biodegradability

被引:114
作者
Atefi, Farzad [1 ]
Teresa Garcia, M. [2 ]
Singer, Robert D. [3 ]
Scammells, Peter J. [1 ]
机构
[1] Monash Univ, Monash Inst Pharmaceut Sci, Parkville, Vic 3052, Australia
[2] CSIC, IQAC, Dept Surfactant Technol, Madrid 08034, Spain
[3] St Marys Univ, Dept Chem, Halifax, NS B3H 3C3, Canada
基金
澳大利亚研究理事会;
关键词
FRIEDEL-CRAFTS ACYLATION; TERMINAL ALKYNES; IMIDAZOLIUM; SILYLSTANNATION; IDENTIFICATION; ELECTROLYTES; EXTRACTION; TOXICITY; PRODUCTS; SOLVENTS;
D O I
10.1039/b913057h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The biodegradability of a range of phosphonium ionic liquids (ILs) was assessed using the CO2 headspace test (ISO 14593). Tetraalkylphosphonium cations in which one of the alkyl substituents contained ester, ether, alcohol or alkene functionality in order to promote biodegradation were targeted. These cations were paired with halide, triflimide and octylsulfate anions. In contrast to previously studied dialkylimidazolium and alkylpridinium ILs with incorporated ester moieties and octylsulfate anions, the phosphonium ILs showed relatively low levels of biodegradability.
引用
收藏
页码:1595 / 1604
页数:10
相关论文
共 49 条
[1]  
ALESSANDRINI F, 2006, ECS T, V1, P67
[2]   Designing small molecules for biodegradability [J].
Boethling, R. S. ;
Sommer, Elizabeth ;
DiFiore, David .
CHEMICAL REVIEWS, 2007, 107 (06) :2207-2227
[3]   Biodegradable ionic liquids: Selected synthetic applications [J].
Bouquillon, Sandrine ;
Courant, Thomas ;
Dean, Darrell ;
Gathergood, Nicholas ;
Morrissey, Saibh ;
Pegot, Bruce ;
Scammells, Peter J. ;
Singer, Robert D. .
AUSTRALIAN JOURNAL OF CHEMISTRY, 2007, 60 (11) :843-847
[4]   Industrial preparation of phosphonium ionic liquids [J].
Bradaric, CJ ;
Downard, A ;
Kennedy, C ;
Robertson, AJ ;
Zhou, YH .
GREEN CHEMISTRY, 2003, 5 (02) :143-152
[5]   Biodegradability of imidazolium and pyridinium ionic liquids by an activated sludge microbial community [J].
Docherty, Kathryn M. ;
Dixon, JaNeille K. ;
Kulpa, Charles F., Jr. .
BIODEGRADATION, 2007, 18 (04) :481-493
[6]   Ionic liquid (molten salt) phase organometallic catalysis [J].
Dupont, J ;
de Souza, RF ;
Suarez, PAZ .
CHEMICAL REVIEWS, 2002, 102 (10) :3667-3691
[7]  
Earle M., 2008, Ionic Liquids in Synthesis, V1, P292
[8]   Ionic liquids. Green solvents for the future [J].
Earle, MJ ;
Seddon, KR .
PURE AND APPLIED CHEMISTRY, 2000, 72 (07) :1391-1398
[9]   Biodegradable ionic liquids - Part II. Effect of the anion and toxicology [J].
Garcia, MT ;
Gathergood, N ;
Scammells, PJ .
GREEN CHEMISTRY, 2005, 7 (01) :9-14
[10]   Fate and effect of monoalkyl quaternary ammonium surfactants in the aquatic environment [J].
García, MT ;
Ribosa, I ;
Guindulain, T ;
Sánchez-Leal, J ;
Vives-Rego, J .
ENVIRONMENTAL POLLUTION, 2001, 111 (01) :169-175