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Title: Surprisingly selective sulfate extraction by a simple monofunctional di(imino)guanidinium micelle-forming anion receptor

Abstract

Here, we report a novel di(imino)guanidinium anion extractant with unparalleled selectivity for sulfate in a liquid–liquid separation system. In addition to a 4.4 order-of-magnitude enhancement in affinity compared to a standard benchmark, our alkylated di(imino)guanidinium receptor is economically synthesized and features good compatibility with application-relevant aliphatic solvents. Small-angle X-ray scattering results reveal the formation of reverse-micelles, which together with the significant organic-phase water content challenge traditional notions of selectivity in extraction of superhydrophilic anions.

Authors:
ORCiD logo [1]; ORCiD logo [2]; ORCiD logo [3]; ORCiD logo [3]; ORCiD logo [3]; ORCiD logo [3]; ORCiD logo [3]; ORCiD logo [3]
  1. Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States); The Univ. of Tennessee, Knoxville, TN (United States)
  2. Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States); The Univ. of Texas at Austin, Austin, TX (United States)
  3. Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)
Publication Date:
Research Org.:
Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States)
Sponsoring Org.:
USDOE Office of Science (SC), Basic Energy Sciences (BES)
OSTI Identifier:
1468178
Alternate Identifier(s):
OSTI ID: 1465223
Grant/Contract Number:  
AC05-00OR22725
Resource Type:
Accepted Manuscript
Journal Name:
ChemComm
Additional Journal Information:
Journal Volume: 54; Journal Issue: 72; Journal ID: ISSN 1359-7345
Publisher:
Royal Society of Chemistry
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY

Citation Formats

Williams, Neil J., Seipp, Charles A., Garrabrant, Kathleen A., Custelcean, Radu, Holguin, Erick, Keum, Jong K., Ellis, Ross J., and Moyer, Bruce A. Surprisingly selective sulfate extraction by a simple monofunctional di(imino)guanidinium micelle-forming anion receptor. United States: N. p., 2018. Web. doi:10.1039/c8cc05115a.
Williams, Neil J., Seipp, Charles A., Garrabrant, Kathleen A., Custelcean, Radu, Holguin, Erick, Keum, Jong K., Ellis, Ross J., & Moyer, Bruce A. Surprisingly selective sulfate extraction by a simple monofunctional di(imino)guanidinium micelle-forming anion receptor. United States. https://doi.org/10.1039/c8cc05115a
Williams, Neil J., Seipp, Charles A., Garrabrant, Kathleen A., Custelcean, Radu, Holguin, Erick, Keum, Jong K., Ellis, Ross J., and Moyer, Bruce A. Mon . "Surprisingly selective sulfate extraction by a simple monofunctional di(imino)guanidinium micelle-forming anion receptor". United States. https://doi.org/10.1039/c8cc05115a. https://www.osti.gov/servlets/purl/1468178.
@article{osti_1468178,
title = {Surprisingly selective sulfate extraction by a simple monofunctional di(imino)guanidinium micelle-forming anion receptor},
author = {Williams, Neil J. and Seipp, Charles A. and Garrabrant, Kathleen A. and Custelcean, Radu and Holguin, Erick and Keum, Jong K. and Ellis, Ross J. and Moyer, Bruce A.},
abstractNote = {Here, we report a novel di(imino)guanidinium anion extractant with unparalleled selectivity for sulfate in a liquid–liquid separation system. In addition to a 4.4 order-of-magnitude enhancement in affinity compared to a standard benchmark, our alkylated di(imino)guanidinium receptor is economically synthesized and features good compatibility with application-relevant aliphatic solvents. Small-angle X-ray scattering results reveal the formation of reverse-micelles, which together with the significant organic-phase water content challenge traditional notions of selectivity in extraction of superhydrophilic anions.},
doi = {10.1039/c8cc05115a},
journal = {ChemComm},
number = 72,
volume = 54,
place = {United States},
year = {Mon Aug 20 00:00:00 EDT 2018},
month = {Mon Aug 20 00:00:00 EDT 2018}
}

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