Amino Acid-derived Protic Ionic Liquids: Physicochemical Properties and Behaviour as Amphiphile Self-assembly Media
Jiayi Wang A B , Tamar L. Greaves B , Danielle F. Kennedy B , Asoka Weerawardena B , Gonghua Song A and Calum J. Drummond B C
+ Author Affiliations
- Author Affiliations
A Shanghai Key Laboratory of Chemical Biology, School of Pharmacy,East China University of Science and Technology,Shanghai 200237, PR China.
B CSIRO Materials Science and Engineering (CMSE), Bag 33, Clayton,Vic. 3169, Australia.
C Corresponding author. Email: calum.drummond@csiro.au
Australian Journal of Chemistry 64(2) 180-189 https://doi.org/10.1071/CH10314
Submitted: 26 August 2010 Accepted: 5 January 2011 Published: 15 February 2011
Abstract
The thermal phase transitions and physicochemical properties of a series of 21 amino acid-derived protic ionic liquids and four protic molten salts have been investigated. Structure–property comparisons for this series were investigated for alkyl- and cyclic amino acid cations, and ethoxy and methoxy groups on the cation, combined with nitrate or various carboxylate-containing anions. All the protic fused salts were found to be ‘fragile’. Most of the protic fused salts exhibited a glass transition, with the transition temperatures ranging from –90° to –42°C. Viscosities and conductivities ranged from 0.03 to 15.46 Pa s and 0.02 to 2.20 mS cm–1 at 25°C respectively. The protic ionic liquids alanine methyl ester glycolate, proline methyl ester nitrate, and proline methyl ester glycolate were found to be capable of supporting amphiphile self-assembly. Lamellar or hexagonal liquid crystalline phases were observed with the cationic surfactant hexadecyltrimethylammonium bromide and the non-ionic surfactant Myverol 18–99K.
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