Extraction and transport of sulfate using macrocyclic squaramide receptors
The selective extraction of the hydrophilic sulfate ion from water is highly challenging because the high free energy of hydration of this ion makes it more difficult to extract than less hydrophilic ions such as chloride and nitrate. Lipophilic macrocyclic squaramide receptors 1 and 2 were synthesi...
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Veröffentlicht in: | Chemical science (Cambridge) 2020, Vol.11 (1), p.21-27 |
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creator | Qin, Lei Vervuurt, Sacha J. N Elmes, Robert B. P Berry, Stuart N Proschogo, Nicholas Jolliffe, Katrina A |
description | The selective extraction of the hydrophilic sulfate ion from water is highly challenging because the high free energy of hydration of this ion makes it more difficult to extract than less hydrophilic ions such as chloride and nitrate. Lipophilic macrocyclic squaramide receptors
1
and
2
were synthesized. Receptor
2
efficiently extracted sulfate from aqueous sodium sulfate solutions into a chloroform phase,
via
exchange with nitrate ions, overcoming the Hofmeister bias. The resulting
2
·SO
4
2−
complex was readily recycled through precipitation of BaSO
4
. Transport of sulfate across a bulk chloroform membrane by
2
was demonstrated across a wide pH range (pH 3.2-9.4) and in the presence of high concentrations of competing anions (chloride, nitrate and dihydrogenphosphate), opening the door to the use of
2
for the selective removal of sulfate from water across a range of applications.
Lipophilic macrocycles efficiently extract sulfate ions from water into chloroform and transport this ion across a bulk liquid membrane in the presence of competing anions (chloride, nitrate and dihydrogenphosphate). |
doi_str_mv | 10.1039/c9sc04786g |
format | Article |
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1
and
2
were synthesized. Receptor
2
efficiently extracted sulfate from aqueous sodium sulfate solutions into a chloroform phase,
via
exchange with nitrate ions, overcoming the Hofmeister bias. The resulting
2
·SO
4
2−
complex was readily recycled through precipitation of BaSO
4
. Transport of sulfate across a bulk chloroform membrane by
2
was demonstrated across a wide pH range (pH 3.2-9.4) and in the presence of high concentrations of competing anions (chloride, nitrate and dihydrogenphosphate), opening the door to the use of
2
for the selective removal of sulfate from water across a range of applications.
Lipophilic macrocycles efficiently extract sulfate ions from water into chloroform and transport this ion across a bulk liquid membrane in the presence of competing anions (chloride, nitrate and dihydrogenphosphate).</description><identifier>ISSN: 2041-6520</identifier><identifier>EISSN: 2041-6539</identifier><identifier>DOI: 10.1039/c9sc04786g</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Barite ; Barium sulfate ; Chlorides ; Chloroform ; Free energy ; Hydrophilicity ; Nitrates ; Receptors ; Sodium sulfate ; Transport</subject><ispartof>Chemical science (Cambridge), 2020, Vol.11 (1), p.21-27</ispartof><rights>Copyright Royal Society of Chemistry 2020</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c424t-dabdb24829399389d3bcb0f7d932905e2f4f5ff7856b0ff1df69d48ac8f60df43</citedby><cites>FETCH-LOGICAL-c424t-dabdb24829399389d3bcb0f7d932905e2f4f5ff7856b0ff1df69d48ac8f60df43</cites><orcidid>0000-0001-7898-903X ; 0000-0002-1677-3329 ; 0000-0003-0108-8609 ; 0000-0003-1100-4544</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,860,4010,27900,27901,27902</link.rule.ids></links><search><creatorcontrib>Qin, Lei</creatorcontrib><creatorcontrib>Vervuurt, Sacha J. N</creatorcontrib><creatorcontrib>Elmes, Robert B. P</creatorcontrib><creatorcontrib>Berry, Stuart N</creatorcontrib><creatorcontrib>Proschogo, Nicholas</creatorcontrib><creatorcontrib>Jolliffe, Katrina A</creatorcontrib><title>Extraction and transport of sulfate using macrocyclic squaramide receptors</title><title>Chemical science (Cambridge)</title><description>The selective extraction of the hydrophilic sulfate ion from water is highly challenging because the high free energy of hydration of this ion makes it more difficult to extract than less hydrophilic ions such as chloride and nitrate. Lipophilic macrocyclic squaramide receptors
1
and
2
were synthesized. Receptor
2
efficiently extracted sulfate from aqueous sodium sulfate solutions into a chloroform phase,
via
exchange with nitrate ions, overcoming the Hofmeister bias. The resulting
2
·SO
4
2−
complex was readily recycled through precipitation of BaSO
4
. Transport of sulfate across a bulk chloroform membrane by
2
was demonstrated across a wide pH range (pH 3.2-9.4) and in the presence of high concentrations of competing anions (chloride, nitrate and dihydrogenphosphate), opening the door to the use of
2
for the selective removal of sulfate from water across a range of applications.
Lipophilic macrocycles efficiently extract sulfate ions from water into chloroform and transport this ion across a bulk liquid membrane in the presence of competing anions (chloride, nitrate and dihydrogenphosphate).</description><subject>Barite</subject><subject>Barium sulfate</subject><subject>Chlorides</subject><subject>Chloroform</subject><subject>Free energy</subject><subject>Hydrophilicity</subject><subject>Nitrates</subject><subject>Receptors</subject><subject>Sodium sulfate</subject><subject>Transport</subject><issn>2041-6520</issn><issn>2041-6539</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2020</creationdate><recordtype>article</recordtype><recordid>eNpFkEtLxDAQgIMouKx78S4EvAnVvNomRynrqix4UM8lzWPp0jbdJAX33xutrHOZBx8zwwfANUb3GFHxoERQiJW82J2BBUEMZ0VOxfmpJugSrELYoxSU4pyUC_C6_opeqti6AcpBw9QMYXQ-QmdhmDoro4FTaIcd7KXyTh1V1yoYDpP0sm-1gd4oM0bnwxW4sLILZvWXl-Dzaf1RPWfbt81L9bjNFCMsZlo2uiGME0GFoFxo2qgG2VILSgTKDbHM5taWPC_S2GJtC6EZl4rbAmnL6BLczntH7w6TCbHeu8kP6WRNKCkFwoiTRN3NVHo6BG9sPfq2l_5YY1T_6Kor8V796tok-GaGfVAn7l8n_QYeUWft</recordid><startdate>2020</startdate><enddate>2020</enddate><creator>Qin, Lei</creator><creator>Vervuurt, Sacha J. N</creator><creator>Elmes, Robert B. P</creator><creator>Berry, Stuart N</creator><creator>Proschogo, Nicholas</creator><creator>Jolliffe, Katrina A</creator><general>Royal Society of Chemistry</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><orcidid>https://orcid.org/0000-0001-7898-903X</orcidid><orcidid>https://orcid.org/0000-0002-1677-3329</orcidid><orcidid>https://orcid.org/0000-0003-0108-8609</orcidid><orcidid>https://orcid.org/0000-0003-1100-4544</orcidid></search><sort><creationdate>2020</creationdate><title>Extraction and transport of sulfate using macrocyclic squaramide receptors</title><author>Qin, Lei ; Vervuurt, Sacha J. N ; Elmes, Robert B. P ; Berry, Stuart N ; Proschogo, Nicholas ; Jolliffe, Katrina A</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c424t-dabdb24829399389d3bcb0f7d932905e2f4f5ff7856b0ff1df69d48ac8f60df43</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2020</creationdate><topic>Barite</topic><topic>Barium sulfate</topic><topic>Chlorides</topic><topic>Chloroform</topic><topic>Free energy</topic><topic>Hydrophilicity</topic><topic>Nitrates</topic><topic>Receptors</topic><topic>Sodium sulfate</topic><topic>Transport</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Qin, Lei</creatorcontrib><creatorcontrib>Vervuurt, Sacha J. N</creatorcontrib><creatorcontrib>Elmes, Robert B. P</creatorcontrib><creatorcontrib>Berry, Stuart N</creatorcontrib><creatorcontrib>Proschogo, Nicholas</creatorcontrib><creatorcontrib>Jolliffe, Katrina A</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Chemical science (Cambridge)</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Qin, Lei</au><au>Vervuurt, Sacha J. N</au><au>Elmes, Robert B. P</au><au>Berry, Stuart N</au><au>Proschogo, Nicholas</au><au>Jolliffe, Katrina A</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Extraction and transport of sulfate using macrocyclic squaramide receptors</atitle><jtitle>Chemical science (Cambridge)</jtitle><date>2020</date><risdate>2020</risdate><volume>11</volume><issue>1</issue><spage>21</spage><epage>27</epage><pages>21-27</pages><issn>2041-6520</issn><eissn>2041-6539</eissn><abstract>The selective extraction of the hydrophilic sulfate ion from water is highly challenging because the high free energy of hydration of this ion makes it more difficult to extract than less hydrophilic ions such as chloride and nitrate. Lipophilic macrocyclic squaramide receptors
1
and
2
were synthesized. Receptor
2
efficiently extracted sulfate from aqueous sodium sulfate solutions into a chloroform phase,
via
exchange with nitrate ions, overcoming the Hofmeister bias. The resulting
2
·SO
4
2−
complex was readily recycled through precipitation of BaSO
4
. Transport of sulfate across a bulk chloroform membrane by
2
was demonstrated across a wide pH range (pH 3.2-9.4) and in the presence of high concentrations of competing anions (chloride, nitrate and dihydrogenphosphate), opening the door to the use of
2
for the selective removal of sulfate from water across a range of applications.
Lipophilic macrocycles efficiently extract sulfate ions from water into chloroform and transport this ion across a bulk liquid membrane in the presence of competing anions (chloride, nitrate and dihydrogenphosphate).</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/c9sc04786g</doi><tpages>7</tpages><orcidid>https://orcid.org/0000-0001-7898-903X</orcidid><orcidid>https://orcid.org/0000-0002-1677-3329</orcidid><orcidid>https://orcid.org/0000-0003-0108-8609</orcidid><orcidid>https://orcid.org/0000-0003-1100-4544</orcidid><oa>free_for_read</oa></addata></record> |
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source | DOAJ Directory of Open Access Journals; EZB-FREE-00999 freely available EZB journals; PubMed Central; PubMed Central Open Access |
subjects | Barite Barium sulfate Chlorides Chloroform Free energy Hydrophilicity Nitrates Receptors Sodium sulfate Transport |
title | Extraction and transport of sulfate using macrocyclic squaramide receptors |
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