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Issue 22, 2014
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Structure–function study of tertiary amines as switchable polarity solvents

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Abstract

A series of tertiary amines have been screened for their function as switchable polarity solvents (SPS). The relative ratios of tertiary amine and carbonate species as well as maximum possible concentration were determined through quantitative 1H and 13C NMR spectroscopy. The viscosities of the polar SPS solutions were measured and ranged from near water in dilute systems through to gel formation at high concentrations. The van't Hoff indices for SPS solutions were measured through freezing point depression studies as a proxy for osmotic pressures. A new form of SPS with an amine : carbonate ratio significantly greater than unity has been identified. Tertiary amines that function as SPS at ambient pressures appear to be limited to molecules with fewer than 12 carbons. The N,N-dimethyl-n-alkylamine structure has been identified as important to the function of an SPS.

Graphical abstract: Structure–function study of tertiary amines as switchable polarity solvents

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Publication details

The article was received on 17 Dec 2013, accepted on 31 Jan 2014 and first published on 03 Feb 2014


Article type: Paper
DOI: 10.1039/C3RA47724J
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RSC Adv., 2014,4, 11039-11049

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    Structure–function study of tertiary amines as switchable polarity solvents

    A. D. Wilson and F. F. Stewart, RSC Adv., 2014, 4, 11039
    DOI: 10.1039/C3RA47724J

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