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Issue 3, 2017
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Towards macrocyclic ionic liquids: novel ammonium salts based on tetrasubstituted p-tert-butylthiacalix[4]arenes

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Abstract

Water-insoluble ionic liquids based on p-tert-butylthiacalix[4]arenes tetrasubstituted at the lower rim with amide and quaternary ammonium groups containing alkyl, phenyl, ester, phthalimide, glycine, alanine and glycylglycine groups in cone and 1,3-alternate conformations were synthesized. It was established that macrocycles containing quaternary ammonium fragments with alkyl, phenyl and ester groups at the nitrogen atom in cone conformation melt lower by 8–31 °C than 1,3-alternate stereoisomers. It was shown that the introduction of the bis(trifluoromethylsulfonyl)imide anion as a counterion in the structure of quaternary ammonium salts based on thiacalix[4]arenes led to a substantial decrease in the melting point of the above salts.

Graphical abstract: Towards macrocyclic ionic liquids: novel ammonium salts based on tetrasubstituted p-tert-butylthiacalix[4]arenes

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Article information


Submitted
04 Oct 2016
Accepted
28 Nov 2016
First published
05 Jan 2017

This article is Open Access

RSC Adv., 2017,7, 1671-1686
Article type
Paper

Towards macrocyclic ionic liquids: novel ammonium salts based on tetrasubstituted p-tert-butylthiacalix[4]arenes

Pavel L. Padnya, E. A. Andreyko, P. A. Gorbatova, V. V. Parfenov, I. Kh. Rizvanov and I. I. Stoikov, RSC Adv., 2017, 7, 1671
DOI: 10.1039/C6RA24734B

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