Selective removal of alkynes from diene mixtures using ether-functionalized Cu(i)-containing ionic liquids as extractants
Cu(i)-Containing room temperature ionic liquids (Cu-EnA), prepared from CuCl and ether-functionalized ionic liquids (ILs) bearing a methanesulfonate anion (EnA, n = 1, 2 or 3), were thermally stable and highly effective for the removal of alkynes such as isopropenylacetylene (IPA) and 2-butyne (2-BT...
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| Veröffentlicht in: | Physical chemistry chemical physics : PCCP 2017, Vol.19 (3), p.2168-2174 |
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| container_title | Physical chemistry chemical physics : PCCP |
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| creator | Kim, Young Jin Lee, Hyun Ji Ahn, Yohan Zhang, Shuyao Lee, Je Seung Cheong, Minserk Kim, Hoon Sik |
| description | Cu(i)-Containing room temperature ionic liquids (Cu-EnA), prepared from CuCl and ether-functionalized ionic liquids (ILs) bearing a methanesulfonate anion (EnA, n = 1, 2 or 3), were thermally stable and highly effective for the removal of alkynes such as isopropenylacetylene (IPA) and 2-butyne (2-BT) contained in dienes like isoprene (2-methyl-1,3-butadiene). Cu-EnA were found to reversibly and selectively interact with IPA and 2-BT, thereby enabling the regeneration of Cu-EnA. Fast atom bombardment (FAB)-mass spectral and computational results imply that EnA consists of an ether-functionalized imidazolium cation and a methanesulfonate-coordinated Cu(i) anion such as [CuCl(CH
SO
)]
([CuClA]
) or [Cu(CH
SO
)
]
([CuA
]
). Computational studies demonstrate that the preferential extraction of IPA and 2-BT to isoprene by Cu-EnA originated from the difference in the strength of the hydrogen bonding and π-complexation. |
| doi_str_mv | 10.1039/c6cp06844h |
| format | Article |
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SO
)]
([CuClA]
) or [Cu(CH
SO
)
]
([CuA
]
). Computational studies demonstrate that the preferential extraction of IPA and 2-BT to isoprene by Cu-EnA originated from the difference in the strength of the hydrogen bonding and π-complexation.</description><identifier>ISSN: 1463-9076</identifier><identifier>EISSN: 1463-9084</identifier><identifier>DOI: 10.1039/c6cp06844h</identifier><identifier>PMID: 28045142</identifier><language>eng</language><publisher>England</publisher><subject>Alkynes ; Anions ; Computation ; Dienes ; Hydrogen bonding ; Ionic liquids ; Isoprene ; Spectra</subject><ispartof>Physical chemistry chemical physics : PCCP, 2017, Vol.19 (3), p.2168-2174</ispartof><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c357t-5adf6b5cfeeff8397ddb2e42979d6b4010a2af7264c01f5eecfc746cf3cd21e33</citedby><cites>FETCH-LOGICAL-c357t-5adf6b5cfeeff8397ddb2e42979d6b4010a2af7264c01f5eecfc746cf3cd21e33</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,776,780,4010,27900,27901,27902</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/28045142$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Kim, Young Jin</creatorcontrib><creatorcontrib>Lee, Hyun Ji</creatorcontrib><creatorcontrib>Ahn, Yohan</creatorcontrib><creatorcontrib>Zhang, Shuyao</creatorcontrib><creatorcontrib>Lee, Je Seung</creatorcontrib><creatorcontrib>Cheong, Minserk</creatorcontrib><creatorcontrib>Kim, Hoon Sik</creatorcontrib><title>Selective removal of alkynes from diene mixtures using ether-functionalized Cu(i)-containing ionic liquids as extractants</title><title>Physical chemistry chemical physics : PCCP</title><addtitle>Phys Chem Chem Phys</addtitle><description>Cu(i)-Containing room temperature ionic liquids (Cu-EnA), prepared from CuCl and ether-functionalized ionic liquids (ILs) bearing a methanesulfonate anion (EnA, n = 1, 2 or 3), were thermally stable and highly effective for the removal of alkynes such as isopropenylacetylene (IPA) and 2-butyne (2-BT) contained in dienes like isoprene (2-methyl-1,3-butadiene). Cu-EnA were found to reversibly and selectively interact with IPA and 2-BT, thereby enabling the regeneration of Cu-EnA. Fast atom bombardment (FAB)-mass spectral and computational results imply that EnA consists of an ether-functionalized imidazolium cation and a methanesulfonate-coordinated Cu(i) anion such as [CuCl(CH
SO
)]
([CuClA]
) or [Cu(CH
SO
)
]
([CuA
]
). Computational studies demonstrate that the preferential extraction of IPA and 2-BT to isoprene by Cu-EnA originated from the difference in the strength of the hydrogen bonding and π-complexation.</description><subject>Alkynes</subject><subject>Anions</subject><subject>Computation</subject><subject>Dienes</subject><subject>Hydrogen bonding</subject><subject>Ionic liquids</subject><subject>Isoprene</subject><subject>Spectra</subject><issn>1463-9076</issn><issn>1463-9084</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2017</creationdate><recordtype>article</recordtype><recordid>eNqFkctOwzAQRS0E4lHY8AHIS0AK-BUnWaKIl1QJJGAdufYYDIlTbAe1fD0pj25ZzWjumbs5CB1SckYJr8611HMiSyFeNtAuFZJnFSnF5nov5A7ai_GVEEJzyrfRDiuJyKlgu2j5AC3o5D4AB-j6D9Xi3mLVvi09RGxD32HjwAPu3CINYbwN0flnDOkFQmYHP_72XrXuEwyuh2N3kuneJ-X8ihojp3Hr3gdnIlYRwyIFpZPyKe6jLavaCAe_c4Keri4f65tsend9W19MM83zImW5MlbOcm0BrC15VRgzYyBYVVRGzgShRDFlCyaFJtTmANrqQkhtuTaMAucTdPzTOw_9-wAxNZ2LGtpWeeiH2NCKCEZ5VVb_o2WeEymZJCN6-oPq0McYwDbz4DoVlg0lzcpKU8v6_tvKzQgf_fYOsw7MGv3TwL8A1FKKtw</recordid><startdate>2017</startdate><enddate>2017</enddate><creator>Kim, Young Jin</creator><creator>Lee, Hyun Ji</creator><creator>Ahn, Yohan</creator><creator>Zhang, Shuyao</creator><creator>Lee, Je Seung</creator><creator>Cheong, Minserk</creator><creator>Kim, Hoon Sik</creator><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7X8</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope></search><sort><creationdate>2017</creationdate><title>Selective removal of alkynes from diene mixtures using ether-functionalized Cu(i)-containing ionic liquids as extractants</title><author>Kim, Young Jin ; Lee, Hyun Ji ; Ahn, Yohan ; Zhang, Shuyao ; Lee, Je Seung ; Cheong, Minserk ; Kim, Hoon Sik</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c357t-5adf6b5cfeeff8397ddb2e42979d6b4010a2af7264c01f5eecfc746cf3cd21e33</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2017</creationdate><topic>Alkynes</topic><topic>Anions</topic><topic>Computation</topic><topic>Dienes</topic><topic>Hydrogen bonding</topic><topic>Ionic liquids</topic><topic>Isoprene</topic><topic>Spectra</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kim, Young Jin</creatorcontrib><creatorcontrib>Lee, Hyun Ji</creatorcontrib><creatorcontrib>Ahn, Yohan</creatorcontrib><creatorcontrib>Zhang, Shuyao</creatorcontrib><creatorcontrib>Lee, Je Seung</creatorcontrib><creatorcontrib>Cheong, Minserk</creatorcontrib><creatorcontrib>Kim, Hoon Sik</creatorcontrib><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Physical chemistry chemical physics : PCCP</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kim, Young Jin</au><au>Lee, Hyun Ji</au><au>Ahn, Yohan</au><au>Zhang, Shuyao</au><au>Lee, Je Seung</au><au>Cheong, Minserk</au><au>Kim, Hoon Sik</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Selective removal of alkynes from diene mixtures using ether-functionalized Cu(i)-containing ionic liquids as extractants</atitle><jtitle>Physical chemistry chemical physics : PCCP</jtitle><addtitle>Phys Chem Chem Phys</addtitle><date>2017</date><risdate>2017</risdate><volume>19</volume><issue>3</issue><spage>2168</spage><epage>2174</epage><pages>2168-2174</pages><issn>1463-9076</issn><eissn>1463-9084</eissn><abstract>Cu(i)-Containing room temperature ionic liquids (Cu-EnA), prepared from CuCl and ether-functionalized ionic liquids (ILs) bearing a methanesulfonate anion (EnA, n = 1, 2 or 3), were thermally stable and highly effective for the removal of alkynes such as isopropenylacetylene (IPA) and 2-butyne (2-BT) contained in dienes like isoprene (2-methyl-1,3-butadiene). Cu-EnA were found to reversibly and selectively interact with IPA and 2-BT, thereby enabling the regeneration of Cu-EnA. Fast atom bombardment (FAB)-mass spectral and computational results imply that EnA consists of an ether-functionalized imidazolium cation and a methanesulfonate-coordinated Cu(i) anion such as [CuCl(CH
SO
)]
([CuClA]
) or [Cu(CH
SO
)
]
([CuA
]
). Computational studies demonstrate that the preferential extraction of IPA and 2-BT to isoprene by Cu-EnA originated from the difference in the strength of the hydrogen bonding and π-complexation.</abstract><cop>England</cop><pmid>28045142</pmid><doi>10.1039/c6cp06844h</doi><tpages>7</tpages></addata></record> |
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| source | Royal Society Of Chemistry Journals 2008-; Alma/SFX Local Collection |
| subjects | Alkynes Anions Computation Dienes Hydrogen bonding Ionic liquids Isoprene Spectra |
| title | Selective removal of alkynes from diene mixtures using ether-functionalized Cu(i)-containing ionic liquids as extractants |
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