Study of surface-bonded dicationic ionic liquids as stationary phases for hydrophilic interaction chromatography
•Several surface-bonded dicationic ion liquid stationary phases were prepared.•They exhibit typical HILIC retention behavior with ideal chromatographic performance.•The column efficiency could reach as high as 130,000 theoretical plates/m.•The stationary phases displayed HILIC/anion-exchange mix-mod...
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| Veröffentlicht in: | Journal of Chromatography A 2014-02, Vol.1330, p.40-50 |
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| creator | Qiao, Lizhen Li, Hua Shan, Yuanhong Wang, Shuangyuan Shi, Xianzhe Lu, Xin Xu, Guowang |
| description | •Several surface-bonded dicationic ion liquid stationary phases were prepared.•They exhibit typical HILIC retention behavior with ideal chromatographic performance.•The column efficiency could reach as high as 130,000 theoretical plates/m.•The stationary phases displayed HILIC/anion-exchange mix-mode retention mechanism.
In the present study, several geminal dicationic ionic liquids based on 1,4-bis(3-allylimidazolium)butane and 1,8-bis(3-allylimidazolium)octane in combination with different anions bromide and bis(trifluoromethanesulphonyl)imide were prepared and then bonded to the surface of 3-mercaptopropyl modified silica materials through the “thiol-ene” click chemistry as stationary phases for hydrophilic interaction chromatography (HILIC). Compared with their monocationic analogues, the dicationic ionic liquids stationary phases presented effective retention and good selectivity for typical hydrophilic compounds under HILIC mode with the column efficiency as high as 130,000 plates/m. Moreover, the influence of different alkyl chain spacer between dications and combined anions on the retention behavior and selectivity of the dicationic ionic liquids stationary phases under HILIC mode was displayed. The results indicated that the longer linkage chain would decrease the hydrophilicity and retention on the dicationic ionic liquid stationary phase, and while differently combined anions had no difference due to the exchangeability under the common HILIC mobile phase with buffer salt. Finally, the retention mechanism was investigated by evaluating the effect of chromatographic factors on retention, including the water content in the mobile phase, the mobile phase pH and buffer salt concentration. The results showed that the dicationic ionic liquids stationary phases presented a mixed-mode retention behavior with HILIC mechanism and anion exchange. |
| doi_str_mv | 10.1016/j.chroma.2014.01.020 |
| format | Article |
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In the present study, several geminal dicationic ionic liquids based on 1,4-bis(3-allylimidazolium)butane and 1,8-bis(3-allylimidazolium)octane in combination with different anions bromide and bis(trifluoromethanesulphonyl)imide were prepared and then bonded to the surface of 3-mercaptopropyl modified silica materials through the “thiol-ene” click chemistry as stationary phases for hydrophilic interaction chromatography (HILIC). Compared with their monocationic analogues, the dicationic ionic liquids stationary phases presented effective retention and good selectivity for typical hydrophilic compounds under HILIC mode with the column efficiency as high as 130,000 plates/m. Moreover, the influence of different alkyl chain spacer between dications and combined anions on the retention behavior and selectivity of the dicationic ionic liquids stationary phases under HILIC mode was displayed. The results indicated that the longer linkage chain would decrease the hydrophilicity and retention on the dicationic ionic liquid stationary phase, and while differently combined anions had no difference due to the exchangeability under the common HILIC mobile phase with buffer salt. Finally, the retention mechanism was investigated by evaluating the effect of chromatographic factors on retention, including the water content in the mobile phase, the mobile phase pH and buffer salt concentration. The results showed that the dicationic ionic liquids stationary phases presented a mixed-mode retention behavior with HILIC mechanism and anion exchange.</description><identifier>ISSN: 0021-9673</identifier><identifier>EISSN: 1873-3778</identifier><identifier>DOI: 10.1016/j.chroma.2014.01.020</identifier><identifier>PMID: 24484692</identifier><identifier>CODEN: JOCRAM</identifier><language>eng</language><publisher>Amsterdam: Elsevier B.V</publisher><subject>Allyl Compounds - chemistry ; Analytical chemistry ; Anion exchanging ; Anions ; Buffers ; Cations ; Chains ; Chemistry ; Chromatographic methods and physical methods associated with chromatography ; Chromatography ; Chromatography, Liquid - methods ; Click Chemistry ; Dicationic ionic liquid ; Exact sciences and technology ; Hydrogen-Ion Concentration ; Hydrophilic interaction chromatography ; Hydrophobic and Hydrophilic Interactions ; Imidazoles - chemistry ; Ion exchange ; Ion exchangers ; Ionic liquids ; Ionic Liquids - chemistry ; Nucleosides - analysis ; Other chromatographic methods ; Phases ; Selectivity ; Silicon Dioxide ; Stationary phase ; Sulfhydryl Compounds - chemistry ; Water</subject><ispartof>Journal of Chromatography A, 2014-02, Vol.1330, p.40-50</ispartof><rights>2014 Elsevier B.V.</rights><rights>2015 INIST-CNRS</rights><rights>Copyright © 2014 Elsevier B.V. All rights reserved.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c524t-bdb0c7e67e91b3d77b37478aaf4e4ea909cbc198c5759e80fc339d0916bbd6d73</citedby><cites>FETCH-LOGICAL-c524t-bdb0c7e67e91b3d77b37478aaf4e4ea909cbc198c5759e80fc339d0916bbd6d73</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.chroma.2014.01.020$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,27924,27925,45995</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=28292905$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/24484692$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Qiao, Lizhen</creatorcontrib><creatorcontrib>Li, Hua</creatorcontrib><creatorcontrib>Shan, Yuanhong</creatorcontrib><creatorcontrib>Wang, Shuangyuan</creatorcontrib><creatorcontrib>Shi, Xianzhe</creatorcontrib><creatorcontrib>Lu, Xin</creatorcontrib><creatorcontrib>Xu, Guowang</creatorcontrib><title>Study of surface-bonded dicationic ionic liquids as stationary phases for hydrophilic interaction chromatography</title><title>Journal of Chromatography A</title><addtitle>J Chromatogr A</addtitle><description>•Several surface-bonded dicationic ion liquid stationary phases were prepared.•They exhibit typical HILIC retention behavior with ideal chromatographic performance.•The column efficiency could reach as high as 130,000 theoretical plates/m.•The stationary phases displayed HILIC/anion-exchange mix-mode retention mechanism.
In the present study, several geminal dicationic ionic liquids based on 1,4-bis(3-allylimidazolium)butane and 1,8-bis(3-allylimidazolium)octane in combination with different anions bromide and bis(trifluoromethanesulphonyl)imide were prepared and then bonded to the surface of 3-mercaptopropyl modified silica materials through the “thiol-ene” click chemistry as stationary phases for hydrophilic interaction chromatography (HILIC). Compared with their monocationic analogues, the dicationic ionic liquids stationary phases presented effective retention and good selectivity for typical hydrophilic compounds under HILIC mode with the column efficiency as high as 130,000 plates/m. Moreover, the influence of different alkyl chain spacer between dications and combined anions on the retention behavior and selectivity of the dicationic ionic liquids stationary phases under HILIC mode was displayed. The results indicated that the longer linkage chain would decrease the hydrophilicity and retention on the dicationic ionic liquid stationary phase, and while differently combined anions had no difference due to the exchangeability under the common HILIC mobile phase with buffer salt. Finally, the retention mechanism was investigated by evaluating the effect of chromatographic factors on retention, including the water content in the mobile phase, the mobile phase pH and buffer salt concentration. The results showed that the dicationic ionic liquids stationary phases presented a mixed-mode retention behavior with HILIC mechanism and anion exchange.</description><subject>Allyl Compounds - chemistry</subject><subject>Analytical chemistry</subject><subject>Anion exchanging</subject><subject>Anions</subject><subject>Buffers</subject><subject>Cations</subject><subject>Chains</subject><subject>Chemistry</subject><subject>Chromatographic methods and physical methods associated with chromatography</subject><subject>Chromatography</subject><subject>Chromatography, Liquid - methods</subject><subject>Click Chemistry</subject><subject>Dicationic ionic liquid</subject><subject>Exact sciences and technology</subject><subject>Hydrogen-Ion Concentration</subject><subject>Hydrophilic interaction chromatography</subject><subject>Hydrophobic and Hydrophilic Interactions</subject><subject>Imidazoles - chemistry</subject><subject>Ion exchange</subject><subject>Ion exchangers</subject><subject>Ionic liquids</subject><subject>Ionic Liquids - chemistry</subject><subject>Nucleosides - analysis</subject><subject>Other chromatographic methods</subject><subject>Phases</subject><subject>Selectivity</subject><subject>Silicon Dioxide</subject><subject>Stationary phase</subject><subject>Sulfhydryl Compounds - chemistry</subject><subject>Water</subject><issn>0021-9673</issn><issn>1873-3778</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2014</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkU1v1DAQhi0EokvhHyDkC1IvCWPHieMLEqooRarEoeVs-WNCvMrGqZ0g7b8nSxa4lcvMYZ53vl5C3jIoGbDmw750fYoHU3JgogRWAodnZMdaWRWVlO1zsgPgrFCNrC7Iq5z3AEyC5C_JBReiFY3iOzLdz4s_0tjRvKTOOCxsHD166oMzc4hjcHSLQ3hcgs_UZJrn3yWTjnTqTcZMu5hof_QpTn0YTpJxxmTciaLbmnP8kczUH1-TF50ZMr4550vy_ebzw_Vtcffty9frT3eFq7mYC-stOImNRMVs5aW0lRSyNaYTKNAoUM46plpXy1phC52rKuVBscZa33hZXZKrre-U4uOCedaHkB0OgxkxLlmzFkAIxqX6P9pUNTC1DlhRsaEuxZwTdnpK4bA-QjPQJ1v0Xm_36pMtGphebVll784TFntA_1f0x4cVeH8GTHZm6JIZXcj_uJYrrqBeuY8bh-vrfgZMOruAo0MfErpZ-xie3uQXu6ivfg</recordid><startdate>20140221</startdate><enddate>20140221</enddate><creator>Qiao, Lizhen</creator><creator>Li, Hua</creator><creator>Shan, Yuanhong</creator><creator>Wang, Shuangyuan</creator><creator>Shi, Xianzhe</creator><creator>Lu, Xin</creator><creator>Xu, Guowang</creator><general>Elsevier B.V</general><general>Elsevier</general><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QH</scope><scope>7UA</scope><scope>C1K</scope><scope>F1W</scope><scope>H97</scope><scope>L.G</scope><scope>7U5</scope><scope>8FD</scope><scope>L7M</scope></search><sort><creationdate>20140221</creationdate><title>Study of surface-bonded dicationic ionic liquids as stationary phases for hydrophilic interaction chromatography</title><author>Qiao, Lizhen ; Li, Hua ; Shan, Yuanhong ; Wang, Shuangyuan ; Shi, Xianzhe ; Lu, Xin ; Xu, Guowang</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c524t-bdb0c7e67e91b3d77b37478aaf4e4ea909cbc198c5759e80fc339d0916bbd6d73</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2014</creationdate><topic>Allyl Compounds - chemistry</topic><topic>Analytical chemistry</topic><topic>Anion exchanging</topic><topic>Anions</topic><topic>Buffers</topic><topic>Cations</topic><topic>Chains</topic><topic>Chemistry</topic><topic>Chromatographic methods and physical methods associated with chromatography</topic><topic>Chromatography</topic><topic>Chromatography, Liquid - methods</topic><topic>Click Chemistry</topic><topic>Dicationic ionic liquid</topic><topic>Exact sciences and technology</topic><topic>Hydrogen-Ion Concentration</topic><topic>Hydrophilic interaction chromatography</topic><topic>Hydrophobic and Hydrophilic Interactions</topic><topic>Imidazoles - chemistry</topic><topic>Ion exchange</topic><topic>Ion exchangers</topic><topic>Ionic liquids</topic><topic>Ionic Liquids - chemistry</topic><topic>Nucleosides - analysis</topic><topic>Other chromatographic methods</topic><topic>Phases</topic><topic>Selectivity</topic><topic>Silicon Dioxide</topic><topic>Stationary phase</topic><topic>Sulfhydryl Compounds - chemistry</topic><topic>Water</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Qiao, Lizhen</creatorcontrib><creatorcontrib>Li, Hua</creatorcontrib><creatorcontrib>Shan, Yuanhong</creatorcontrib><creatorcontrib>Wang, Shuangyuan</creatorcontrib><creatorcontrib>Shi, Xianzhe</creatorcontrib><creatorcontrib>Lu, Xin</creatorcontrib><creatorcontrib>Xu, Guowang</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Aqualine</collection><collection>Water Resources Abstracts</collection><collection>Environmental Sciences and Pollution Management</collection><collection>ASFA: Aquatic Sciences and Fisheries Abstracts</collection><collection>Aquatic Science & Fisheries Abstracts (ASFA) 3: Aquatic Pollution & Environmental Quality</collection><collection>Aquatic Science & Fisheries Abstracts (ASFA) Professional</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>Technology Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><jtitle>Journal of Chromatography A</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Qiao, Lizhen</au><au>Li, Hua</au><au>Shan, Yuanhong</au><au>Wang, Shuangyuan</au><au>Shi, Xianzhe</au><au>Lu, Xin</au><au>Xu, Guowang</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Study of surface-bonded dicationic ionic liquids as stationary phases for hydrophilic interaction chromatography</atitle><jtitle>Journal of Chromatography A</jtitle><addtitle>J Chromatogr A</addtitle><date>2014-02-21</date><risdate>2014</risdate><volume>1330</volume><spage>40</spage><epage>50</epage><pages>40-50</pages><issn>0021-9673</issn><eissn>1873-3778</eissn><coden>JOCRAM</coden><abstract>•Several surface-bonded dicationic ion liquid stationary phases were prepared.•They exhibit typical HILIC retention behavior with ideal chromatographic performance.•The column efficiency could reach as high as 130,000 theoretical plates/m.•The stationary phases displayed HILIC/anion-exchange mix-mode retention mechanism.
In the present study, several geminal dicationic ionic liquids based on 1,4-bis(3-allylimidazolium)butane and 1,8-bis(3-allylimidazolium)octane in combination with different anions bromide and bis(trifluoromethanesulphonyl)imide were prepared and then bonded to the surface of 3-mercaptopropyl modified silica materials through the “thiol-ene” click chemistry as stationary phases for hydrophilic interaction chromatography (HILIC). Compared with their monocationic analogues, the dicationic ionic liquids stationary phases presented effective retention and good selectivity for typical hydrophilic compounds under HILIC mode with the column efficiency as high as 130,000 plates/m. Moreover, the influence of different alkyl chain spacer between dications and combined anions on the retention behavior and selectivity of the dicationic ionic liquids stationary phases under HILIC mode was displayed. The results indicated that the longer linkage chain would decrease the hydrophilicity and retention on the dicationic ionic liquid stationary phase, and while differently combined anions had no difference due to the exchangeability under the common HILIC mobile phase with buffer salt. Finally, the retention mechanism was investigated by evaluating the effect of chromatographic factors on retention, including the water content in the mobile phase, the mobile phase pH and buffer salt concentration. The results showed that the dicationic ionic liquids stationary phases presented a mixed-mode retention behavior with HILIC mechanism and anion exchange.</abstract><cop>Amsterdam</cop><pub>Elsevier B.V</pub><pmid>24484692</pmid><doi>10.1016/j.chroma.2014.01.020</doi><tpages>11</tpages></addata></record> |
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| subjects | Allyl Compounds - chemistry Analytical chemistry Anion exchanging Anions Buffers Cations Chains Chemistry Chromatographic methods and physical methods associated with chromatography Chromatography Chromatography, Liquid - methods Click Chemistry Dicationic ionic liquid Exact sciences and technology Hydrogen-Ion Concentration Hydrophilic interaction chromatography Hydrophobic and Hydrophilic Interactions Imidazoles - chemistry Ion exchange Ion exchangers Ionic liquids Ionic Liquids - chemistry Nucleosides - analysis Other chromatographic methods Phases Selectivity Silicon Dioxide Stationary phase Sulfhydryl Compounds - chemistry Water |
| title | Study of surface-bonded dicationic ionic liquids as stationary phases for hydrophilic interaction chromatography |
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