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

Williams, Neil J.; Seipp, Charles A.; Garrabrant, Kathleen A.; Custelcean, Radu; Holguin, Erick; Keum, Jong K.; Ellis, Ross J.; Moyer, Bruce A.

doi:10.1039/c8cc05115a

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

Journal Article · Mon Aug 20 00:00:00 EDT 2018 · ChemComm

DOI:https://doi.org/10.1039/c8cc05115a· OSTI ID:1468178

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Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States); The Univ. of Tennessee, Knoxville, TN (United States)
Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States); The Univ. of Texas at Austin, Austin, TX (United States)
Oak Ridge National Lab. (ORNL), Oak Ridge, TN (United States)

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.

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Research Organization:: Oak Ridge National Laboratory (ORNL), Oak Ridge, TN (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES)

Grant/Contract Number:: AC05-00OR22725

OSTI ID:: 1468178

Alternate ID(s):: OSTI ID: 1465223

Journal Information:: ChemComm, Vol. 54, Issue 72; ISSN 1359-7345

Publisher:: Royal Society of ChemistryCopyright Statement

Country of Publication:: United States

Language:: English

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Cited by: 25 works

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Selective binding of (thio)sulfate and phosphate in water by quaternary ammonium functionalized oligo-ureas Huang, Zhe; Jia, Chuandong; Wu, Biao Chemical Communications, Vol. 55, Issue 12 https://doi.org/10.1039/c8cc09550g	journal	January 2019
Probing the existence of uranyl trisulfate structures in the AMEX solvent extraction process Sukhbaatar, Tamir; Duvail, Magali; Dumas, Thomas Chemical Communications, Vol. 55, Issue 53 https://doi.org/10.1039/c9cc02651g	journal	January 2019
Ion-pair induced supramolecular assembly formation for selective extraction and sensing of potassium sulfate Jagleniec, Damian; Dobrzycki, Łukasz; Karbarz, Marcin Chemical Science, Vol. 10, Issue 41 https://doi.org/10.1039/c9sc02923k	journal	January 2019
Extraction and transport of sulfate using macrocyclic squaramide receptors Qin, Lei; Vervuurt, Sacha J. N.; Elmes, Robert B. P. Chemical Science, Vol. 11, Issue 1 https://doi.org/10.1039/c9sc04786g	journal	January 2020

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