Biodegradable pyridinium ionic liquids: design, synthesis and evaluation

被引:139
作者
Harjani, Jitendra R. [1 ]
Singer, Robert D. [2 ]
Garciac, M. Teresa
Scammells, Peter J. [1 ]
机构
[1] Monash Univ, Monash Inst Pharmaceut Sci, Parkville, Vic 3052, Australia
[2] St Marys Univ, Dept Chem, Halifax, NS B3H 3C3, Canada
基金
澳大利亚研究理事会;
关键词
DIELS-ALDER-REACTIONS; SIDE-CHAINS; SOLVENTS; TOXICITY; GREEN; IMIDAZOLIUM; CATALYSTS; MEDIA; CYCLOADDITIONS; ACCELERATION;
D O I
10.1039/b811814k
中图分类号
O6 [化学];
学科分类号
070301 [无机化学];
摘要
A range of ionic liquids (ILs) with a pyridinium cation were synthesised and their biodegradability was evaluated using the CO2 Headspace test (ISO 14593). ILs bearing an ester side chain moiety were prepared from either pyridine or nicotinic acid and showed high levels of biodegradation under aerobic conditions and can be classified as 'readily biodegradable'. In contrast, pyridinium ILs with alkyl side chains showed significantly lower levels of biodegradability in the same test. The utility of the biodegradable IL 6c as a reaction solvent for the Diels-Alder reaction was also investigated.
引用
收藏
页码:83 / 90
页数:8
相关论文
共 54 条
[1]
Quaternary ammonium zinc- or tin-containing ionic liquids: water insensitive, recyclable catalysts for Diels-Alder reactions [J].
Abbott, AP ;
Capper, G ;
Davies, DL ;
Rasheed, RH ;
Tambyrajah, V .
GREEN CHEMISTRY, 2002, 4 (01) :24-26
[2]
Clean and green ... but are they mean? [J].
Adam, D .
NATURE, 2000, 407 (6807) :938-940
[3]
Designing small molecules for biodegradability [J].
Boethling, R. S. ;
Sommer, Elizabeth ;
DiFiore, David .
CHEMICAL REVIEWS, 2007, 107 (06) :2207-2227
[4]
Boethling R.S., 1994, CATIONIC SURFACTANTS, V53, P95
[5]
Boethling RS, 1996, ACS SYM SER, V640, P156
[6]
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
[7]
Sonochemical cycloadditions in ionic liquids.: Lessons from model cases involving common dienes and carbonyl dienophiles [J].
Bravo, Jose Luis ;
Lopez, Ignacio ;
Cintas, Pedro ;
Silvero, Guadalupe ;
Arevalo, Maria Jose .
ULTRASONICS SONOCHEMISTRY, 2006, 13 (05) :408-414
[8]
Reactivity of ionic liquids [J].
Chowdhury, Shahana ;
Mohan, Ram S. ;
Scott, Janet L. .
TETRAHEDRON, 2007, 63 (11) :2363-2389
[9]
From curiosities to commodities: ionic liquids begin the transition [J].
Davis, JH ;
Fox, PA .
CHEMICAL COMMUNICATIONS, 2003, (11) :1209-1212
[10]
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