Mild and highly selective hydrogenation of cyclohexyl acetate to cyclohexanol over Cu() coordinated amino-functionalized poly(ionic liquid)s
A novel, efficient and economical process of cyclohexanol (CHOL) production based on cyclohexene esterification-hydrogenation has become a research hotspot in recent years. Wherein, hydrogenation of cyclohexyl acetate (CHA) derived from the esterification of cyclohexene with acetic acid is a crucial...
Gespeichert in:
| Veröffentlicht in: | Catalysis science & technology 2022-10, Vol.12 (21), p.6416-6426 |
|---|---|
| Hauptverfasser: | , , , , |
| Format: | Artikel |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | 6426 |
|---|---|
| container_issue | 21 |
| container_start_page | 6416 |
| container_title | Catalysis science & technology |
| container_volume | 12 |
| creator | Guang, Binxiong Zhang, Wei Zhang, Yiwei Xiao, Yahui Liu, Yong |
| description | A novel, efficient and economical process of cyclohexanol (CHOL) production based on cyclohexene esterification-hydrogenation has become a research hotspot in recent years. Wherein, hydrogenation of cyclohexyl acetate (CHA) derived from the esterification of cyclohexene with acetic acid is a crucial step. Combining the advantages of metal complexes and heterogeneous catalysts, the robust Cu(
i
) coordinated amino-functionalized poly(ionic liquid)s (PILs-Cu(
i
)) were, in this research, synthesized for use in the mild and highly selective hydrogenation of CHA to CHOL. The results of FT-IR, UV-vis, BET, XPS and SEM-EDS confirmed that the Cu(
i
) was dominant in the PILs-Cu(
i
), and was homogeneously and stably coordinated on the amino-functionalized poly(ionic liquid)s. Benefiting from that, the PILs-Cu(
i
) was endowed with an unprecedented performance in the mild and highly selective hydrogenation of CHA to CHOL. Specifically, 95.6% CHA conversion with 96.6% selectivity of CHOL, and 97.0% selectivity of ethanol was obtained under extremely mild conditions of 80 °C and 2 MPa H
2
. Furthermore, no significant activity loss was observed over the PILs-Cu(
i
) after recycling for at least five times, delivering excellent stability and reusability.
Cu(
i
) coordinated amino-functionalized poly(ionic liquid)s exhibited an unprecedented performance for mild and highly selective hydrogenation of esters. |
| doi_str_mv | 10.1039/d2cy01383e |
| format | Article |
| fullrecord | <record><control><sourceid>proquest_rsc_p</sourceid><recordid>TN_cdi_rsc_primary_d2cy01383e</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>2730275699</sourcerecordid><originalsourceid>FETCH-LOGICAL-c281t-253a47cb9a268917019d39bfe6439b3f319225ab9aec15cc9bd4b89b9c9209083</originalsourceid><addsrcrecordid>eNpFkUtLAzEQx4MoWLQX70LASyus5rGvHGWtD6h40YOnJZtkuynppk12i-tn8EObWqlzmddv_gwzAFxgdIMRZbeSiAFhmlN1BEYExXEUZyk-PsQJPQVj75coWMwwyskIfL9oIyFvJWz0ojED9Moo0emtgs0gnV2olnfattDWUAzC2EZ9DgZyoTreKdjZQ5W31kC7VQ4W_WQKhbVO6jCsgvxKtzaq-1bspLjRX6G4tmaYhFQLaPSm13Lqz8FJzY1X4z9_Bt4fZm_FUzR_fXwu7uaRIDnuIpJQHmeiYpykOcMZwkxSVtUqjYOjNcWMkISHvhI4EYJVMq5yVjHBCGIop2fgaq-7dnbTK9-VS9u7sJgvSUYRyZKUsUBd7ynhrPdO1eXa6RV3Q4lRuTt4eU-Kj9-DzwJ8uYedFwfu_yH0B9sUfzE</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>2730275699</pqid></control><display><type>article</type><title>Mild and highly selective hydrogenation of cyclohexyl acetate to cyclohexanol over Cu() coordinated amino-functionalized poly(ionic liquid)s</title><source>Royal Society Of Chemistry Journals 2008-</source><creator>Guang, Binxiong ; Zhang, Wei ; Zhang, Yiwei ; Xiao, Yahui ; Liu, Yong</creator><creatorcontrib>Guang, Binxiong ; Zhang, Wei ; Zhang, Yiwei ; Xiao, Yahui ; Liu, Yong</creatorcontrib><description>A novel, efficient and economical process of cyclohexanol (CHOL) production based on cyclohexene esterification-hydrogenation has become a research hotspot in recent years. Wherein, hydrogenation of cyclohexyl acetate (CHA) derived from the esterification of cyclohexene with acetic acid is a crucial step. Combining the advantages of metal complexes and heterogeneous catalysts, the robust Cu(
i
) coordinated amino-functionalized poly(ionic liquid)s (PILs-Cu(
i
)) were, in this research, synthesized for use in the mild and highly selective hydrogenation of CHA to CHOL. The results of FT-IR, UV-vis, BET, XPS and SEM-EDS confirmed that the Cu(
i
) was dominant in the PILs-Cu(
i
), and was homogeneously and stably coordinated on the amino-functionalized poly(ionic liquid)s. Benefiting from that, the PILs-Cu(
i
) was endowed with an unprecedented performance in the mild and highly selective hydrogenation of CHA to CHOL. Specifically, 95.6% CHA conversion with 96.6% selectivity of CHOL, and 97.0% selectivity of ethanol was obtained under extremely mild conditions of 80 °C and 2 MPa H
2
. Furthermore, no significant activity loss was observed over the PILs-Cu(
i
) after recycling for at least five times, delivering excellent stability and reusability.
Cu(
i
) coordinated amino-functionalized poly(ionic liquid)s exhibited an unprecedented performance for mild and highly selective hydrogenation of esters.</description><identifier>ISSN: 2044-4753</identifier><identifier>EISSN: 2044-4761</identifier><identifier>DOI: 10.1039/d2cy01383e</identifier><language>eng</language><publisher>Cambridge: Royal Society of Chemistry</publisher><subject>Acetic acid ; Coordination compounds ; Cyclohexene ; Esterification ; Ethanol ; Hydrogenation ; Ionic liquids ; Ions ; Selectivity ; X ray photoelectron spectroscopy</subject><ispartof>Catalysis science & technology, 2022-10, Vol.12 (21), p.6416-6426</ispartof><rights>Copyright Royal Society of Chemistry 2022</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c281t-253a47cb9a268917019d39bfe6439b3f319225ab9aec15cc9bd4b89b9c9209083</citedby><cites>FETCH-LOGICAL-c281t-253a47cb9a268917019d39bfe6439b3f319225ab9aec15cc9bd4b89b9c9209083</cites><orcidid>0000-0001-6037-4926 ; 0000-0002-5919-6314</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids></links><search><creatorcontrib>Guang, Binxiong</creatorcontrib><creatorcontrib>Zhang, Wei</creatorcontrib><creatorcontrib>Zhang, Yiwei</creatorcontrib><creatorcontrib>Xiao, Yahui</creatorcontrib><creatorcontrib>Liu, Yong</creatorcontrib><title>Mild and highly selective hydrogenation of cyclohexyl acetate to cyclohexanol over Cu() coordinated amino-functionalized poly(ionic liquid)s</title><title>Catalysis science & technology</title><description>A novel, efficient and economical process of cyclohexanol (CHOL) production based on cyclohexene esterification-hydrogenation has become a research hotspot in recent years. Wherein, hydrogenation of cyclohexyl acetate (CHA) derived from the esterification of cyclohexene with acetic acid is a crucial step. Combining the advantages of metal complexes and heterogeneous catalysts, the robust Cu(
i
) coordinated amino-functionalized poly(ionic liquid)s (PILs-Cu(
i
)) were, in this research, synthesized for use in the mild and highly selective hydrogenation of CHA to CHOL. The results of FT-IR, UV-vis, BET, XPS and SEM-EDS confirmed that the Cu(
i
) was dominant in the PILs-Cu(
i
), and was homogeneously and stably coordinated on the amino-functionalized poly(ionic liquid)s. Benefiting from that, the PILs-Cu(
i
) was endowed with an unprecedented performance in the mild and highly selective hydrogenation of CHA to CHOL. Specifically, 95.6% CHA conversion with 96.6% selectivity of CHOL, and 97.0% selectivity of ethanol was obtained under extremely mild conditions of 80 °C and 2 MPa H
2
. Furthermore, no significant activity loss was observed over the PILs-Cu(
i
) after recycling for at least five times, delivering excellent stability and reusability.
Cu(
i
) coordinated amino-functionalized poly(ionic liquid)s exhibited an unprecedented performance for mild and highly selective hydrogenation of esters.</description><subject>Acetic acid</subject><subject>Coordination compounds</subject><subject>Cyclohexene</subject><subject>Esterification</subject><subject>Ethanol</subject><subject>Hydrogenation</subject><subject>Ionic liquids</subject><subject>Ions</subject><subject>Selectivity</subject><subject>X ray photoelectron spectroscopy</subject><issn>2044-4753</issn><issn>2044-4761</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNpFkUtLAzEQx4MoWLQX70LASyus5rGvHGWtD6h40YOnJZtkuynppk12i-tn8EObWqlzmddv_gwzAFxgdIMRZbeSiAFhmlN1BEYExXEUZyk-PsQJPQVj75coWMwwyskIfL9oIyFvJWz0ojED9Moo0emtgs0gnV2olnfattDWUAzC2EZ9DgZyoTreKdjZQ5W31kC7VQ4W_WQKhbVO6jCsgvxKtzaq-1bspLjRX6G4tmaYhFQLaPSm13Lqz8FJzY1X4z9_Bt4fZm_FUzR_fXwu7uaRIDnuIpJQHmeiYpykOcMZwkxSVtUqjYOjNcWMkISHvhI4EYJVMq5yVjHBCGIop2fgaq-7dnbTK9-VS9u7sJgvSUYRyZKUsUBd7ynhrPdO1eXa6RV3Q4lRuTt4eU-Kj9-DzwJ8uYedFwfu_yH0B9sUfzE</recordid><startdate>20221031</startdate><enddate>20221031</enddate><creator>Guang, Binxiong</creator><creator>Zhang, Wei</creator><creator>Zhang, Yiwei</creator><creator>Xiao, Yahui</creator><creator>Liu, Yong</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/0000-0001-6037-4926</orcidid><orcidid>https://orcid.org/0000-0002-5919-6314</orcidid></search><sort><creationdate>20221031</creationdate><title>Mild and highly selective hydrogenation of cyclohexyl acetate to cyclohexanol over Cu() coordinated amino-functionalized poly(ionic liquid)s</title><author>Guang, Binxiong ; Zhang, Wei ; Zhang, Yiwei ; Xiao, Yahui ; Liu, Yong</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c281t-253a47cb9a268917019d39bfe6439b3f319225ab9aec15cc9bd4b89b9c9209083</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Acetic acid</topic><topic>Coordination compounds</topic><topic>Cyclohexene</topic><topic>Esterification</topic><topic>Ethanol</topic><topic>Hydrogenation</topic><topic>Ionic liquids</topic><topic>Ions</topic><topic>Selectivity</topic><topic>X ray photoelectron spectroscopy</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Guang, Binxiong</creatorcontrib><creatorcontrib>Zhang, Wei</creatorcontrib><creatorcontrib>Zhang, Yiwei</creatorcontrib><creatorcontrib>Xiao, Yahui</creatorcontrib><creatorcontrib>Liu, Yong</creatorcontrib><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Catalysis science & technology</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Guang, Binxiong</au><au>Zhang, Wei</au><au>Zhang, Yiwei</au><au>Xiao, Yahui</au><au>Liu, Yong</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Mild and highly selective hydrogenation of cyclohexyl acetate to cyclohexanol over Cu() coordinated amino-functionalized poly(ionic liquid)s</atitle><jtitle>Catalysis science & technology</jtitle><date>2022-10-31</date><risdate>2022</risdate><volume>12</volume><issue>21</issue><spage>6416</spage><epage>6426</epage><pages>6416-6426</pages><issn>2044-4753</issn><eissn>2044-4761</eissn><abstract>A novel, efficient and economical process of cyclohexanol (CHOL) production based on cyclohexene esterification-hydrogenation has become a research hotspot in recent years. Wherein, hydrogenation of cyclohexyl acetate (CHA) derived from the esterification of cyclohexene with acetic acid is a crucial step. Combining the advantages of metal complexes and heterogeneous catalysts, the robust Cu(
i
) coordinated amino-functionalized poly(ionic liquid)s (PILs-Cu(
i
)) were, in this research, synthesized for use in the mild and highly selective hydrogenation of CHA to CHOL. The results of FT-IR, UV-vis, BET, XPS and SEM-EDS confirmed that the Cu(
i
) was dominant in the PILs-Cu(
i
), and was homogeneously and stably coordinated on the amino-functionalized poly(ionic liquid)s. Benefiting from that, the PILs-Cu(
i
) was endowed with an unprecedented performance in the mild and highly selective hydrogenation of CHA to CHOL. Specifically, 95.6% CHA conversion with 96.6% selectivity of CHOL, and 97.0% selectivity of ethanol was obtained under extremely mild conditions of 80 °C and 2 MPa H
2
. Furthermore, no significant activity loss was observed over the PILs-Cu(
i
) after recycling for at least five times, delivering excellent stability and reusability.
Cu(
i
) coordinated amino-functionalized poly(ionic liquid)s exhibited an unprecedented performance for mild and highly selective hydrogenation of esters.</abstract><cop>Cambridge</cop><pub>Royal Society of Chemistry</pub><doi>10.1039/d2cy01383e</doi><tpages>11</tpages><orcidid>https://orcid.org/0000-0001-6037-4926</orcidid><orcidid>https://orcid.org/0000-0002-5919-6314</orcidid></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 2044-4753 |
| ispartof | Catalysis science & technology, 2022-10, Vol.12 (21), p.6416-6426 |
| issn | 2044-4753 2044-4761 |
| language | eng |
| recordid | cdi_rsc_primary_d2cy01383e |
| source | Royal Society Of Chemistry Journals 2008- |
| subjects | Acetic acid Coordination compounds Cyclohexene Esterification Ethanol Hydrogenation Ionic liquids Ions Selectivity X ray photoelectron spectroscopy |
| title | Mild and highly selective hydrogenation of cyclohexyl acetate to cyclohexanol over Cu() coordinated amino-functionalized poly(ionic liquid)s |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-07T13%3A10%3A56IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_rsc_p&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Mild%20and%20highly%20selective%20hydrogenation%20of%20cyclohexyl%20acetate%20to%20cyclohexanol%20over%20Cu()%20coordinated%20amino-functionalized%20poly(ionic%20liquid)s&rft.jtitle=Catalysis%20science%20&%20technology&rft.au=Guang,%20Binxiong&rft.date=2022-10-31&rft.volume=12&rft.issue=21&rft.spage=6416&rft.epage=6426&rft.pages=6416-6426&rft.issn=2044-4753&rft.eissn=2044-4761&rft_id=info:doi/10.1039/d2cy01383e&rft_dat=%3Cproquest_rsc_p%3E2730275699%3C/proquest_rsc_p%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=2730275699&rft_id=info:pmid/&rfr_iscdi=true |