Biomimetic design of protic lipidic ionic liquids with enhanced fluidity. (25th July 2016)

• Record Type: Journal Article
• Authors: O'Brien, Richard A.; Zayas, Manuel Sanchez; Nestor, Stephen T.; Gaitor, Jamie C.; Paul, Lauran M.; Edhegard, Forrest A.; Minkowicz, Samuel; Sykora, Richard E.; Sheng, Yinghong; Michael, Scott F.; Isern, Sharon; Mirjafari, Arsalan
• Is Part Of: New journal of chemistry. Volume 40:Number 9(2016:Sep.)
• Page Start: 7795
• Page End: 7803
• Publication Date: 2016-07-25
• Subjects: Chemistry -- Periodicals; Chimie -- Périodiques; 540
• DOI: 10.1039/c6nj00657d
• Languages: English
• ISSNs: 1144-0546

Abstract

Abstract : Synthesis of low-melting protic ionic liquids with C16 –C20 side chains via the S -alkylation of the methimazole ring. Abstract : We demonstrate herein a facile synthesis of a series of highly-ordered low-melting protic ionic liquids with linear C16 –C20 side chains identical to natural fatty acids, which were produced by the S -alkylation of the 2-mercapto-1-methylimidazole (methimazole) ring. There is considerable structural latitude possible when designing highly lipophilic protic ionic liquids that exhibit low T m values due to the cumulative disruptive effects of thioether and unsaturation on their packing efficiency. Their bulk thermophysical properties, hydrophobicity and cytotoxicity were also determined.