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Title: Structure-Function Study of Tertiary Amines as Switchable Polarity Solvents

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.

Authors:
;
Publication Date:
Research Org.:
Idaho National Laboratory (INL)
Sponsoring Org.:
USDOE
OSTI Identifier:
1126747
Report Number(s):
INL/JOU-13-30370
Journal ID: ISSN 2046--2069
DOE Contract Number:  
DE-AC07-05ID14517
Resource Type:
Journal Article
Journal Name:
RSC Advances
Additional Journal Information:
Journal Volume: 4; Journal Issue: 22; Journal ID: ISSN 2046--2069
Country of Publication:
United States
Language:
English
Subject:
03 NATURAL GAS; 04 OIL SHALES AND TAR SANDS; 09 BIOMASS FUELS; 15 GEOTHERMAL ENERGY; 20 FOSSIL-FUELED POWER PLANTS; 25 ENERGY STORAGE; 30 DIRECT ENERGY CONVERSION; 36 MATERIALS SCIENCE; 37 INORGANIC, ORGANIC, PHYSICAL AND ANALYTICAL CHEMISTRY; Materials Science; Water Treatment

Citation Formats

Aaron D. Wilson, and Frederick F. Stewart. Structure-Function Study of Tertiary Amines as Switchable Polarity Solvents. United States: N. p., 2014. Web. doi:10.1039/c3ra47724j.
Aaron D. Wilson, & Frederick F. Stewart. Structure-Function Study of Tertiary Amines as Switchable Polarity Solvents. United States. doi:10.1039/c3ra47724j.
Aaron D. Wilson, and Frederick F. Stewart. Sat . "Structure-Function Study of Tertiary Amines as Switchable Polarity Solvents". United States. doi:10.1039/c3ra47724j.
@article{osti_1126747,
title = {Structure-Function Study of Tertiary Amines as Switchable Polarity Solvents},
author = {Aaron D. Wilson and Frederick F. Stewart},
abstractNote = {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.},
doi = {10.1039/c3ra47724j},
journal = {RSC Advances},
issn = {2046--2069},
number = 22,
volume = 4,
place = {United States},
year = {2014},
month = {2}
}