Heterogeneous Catalytic Hydrogenation of Biobased Levulinic and Succinic Acids in Aqueous Solutions
Supported noble‐metal catalysts (Ru, Pd or Pt) and the corresponding Re‐promoted catalysts exhibit a high activity for the hydrogenation of biobased carboxylic acids. Levulinic acid and succinic acid are converted into the lactones or the diols depending on the nature of the catalyst and the reactio...
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Veröffentlicht in: | ChemSusChem 2013-12, Vol.6 (12), p.2388-2395 |
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creator | Corbel-Demailly, Louis Ly, Bao-Khanh Minh, Doan-Pham Tapin, Benoit Especel, Catherine Epron, Florence Cabiac, Amandine Guillon, Emmanuelle Besson, Michèle Pinel, Catherine |
description | Supported noble‐metal catalysts (Ru, Pd or Pt) and the corresponding Re‐promoted catalysts exhibit a high activity for the hydrogenation of biobased carboxylic acids. Levulinic acid and succinic acid are converted into the lactones or the diols depending on the nature of the catalyst and the reaction conditions. The highest selectivity to 1,4‐pentanediol of 82 % is achieved at 140 °C in the presence of the 1.9 % Ru–3.6 % Re/C catalyst.
Switching between diols and lactones: This article focuses mainly on the comparison of the reactivity of two biobased carboxylic acids, namely levulinic acid and succinic acid, in water in the presence of carbon‐supported noble metals. The optimization of the reaction conditions allows to increase the yield and selectivity to diols (butanediol and pentanediol). Thus, it is possible to obtain pentanediol from levulinic acid under milder conditions compared to succinic acid. |
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Switching between diols and lactones: This article focuses mainly on the comparison of the reactivity of two biobased carboxylic acids, namely levulinic acid and succinic acid, in water in the presence of carbon‐supported noble metals. The optimization of the reaction conditions allows to increase the yield and selectivity to diols (butanediol and pentanediol). Thus, it is possible to obtain pentanediol from levulinic acid under milder conditions compared to succinic acid.</description><identifier>ISSN: 1864-5631</identifier><identifier>EISSN: 1864-564X</identifier><identifier>DOI: 10.1002/cssc.201300608</identifier><identifier>PMID: 24039162</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>biomass ; Carbon - chemistry ; carboxylic acids ; Catalysis ; Chemical Sciences ; diols ; Environment and Society ; Environmental Sciences ; heterogeneous catalysis ; Hydrogenation ; Levulinic Acids - chemistry ; Metals, Heavy - chemistry ; Solutions ; Succinates - chemistry</subject><ispartof>ChemSusChem, 2013-12, Vol.6 (12), p.2388-2395</ispartof><rights>Copyright © 2013 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.</rights><rights>Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>Distributed under a Creative Commons Attribution 4.0 International License</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c5488-b3a99d7a23762c526cc91dc98727357620c35a86992a15e3b7a4143712a9acdd3</citedby><cites>FETCH-LOGICAL-c5488-b3a99d7a23762c526cc91dc98727357620c35a86992a15e3b7a4143712a9acdd3</cites><orcidid>0000-0002-6340-3208 ; 0000-0002-4066-6515</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fcssc.201300608$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fcssc.201300608$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>230,315,781,785,886,1418,27929,27930,45579,45580</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/24039162$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink><backlink>$$Uhttps://hal.science/hal-00941355$$DView record in HAL$$Hfree_for_read</backlink></links><search><creatorcontrib>Corbel-Demailly, Louis</creatorcontrib><creatorcontrib>Ly, Bao-Khanh</creatorcontrib><creatorcontrib>Minh, Doan-Pham</creatorcontrib><creatorcontrib>Tapin, Benoit</creatorcontrib><creatorcontrib>Especel, Catherine</creatorcontrib><creatorcontrib>Epron, Florence</creatorcontrib><creatorcontrib>Cabiac, Amandine</creatorcontrib><creatorcontrib>Guillon, Emmanuelle</creatorcontrib><creatorcontrib>Besson, Michèle</creatorcontrib><creatorcontrib>Pinel, Catherine</creatorcontrib><title>Heterogeneous Catalytic Hydrogenation of Biobased Levulinic and Succinic Acids in Aqueous Solutions</title><title>ChemSusChem</title><addtitle>ChemSusChem</addtitle><description>Supported noble‐metal catalysts (Ru, Pd or Pt) and the corresponding Re‐promoted catalysts exhibit a high activity for the hydrogenation of biobased carboxylic acids. Levulinic acid and succinic acid are converted into the lactones or the diols depending on the nature of the catalyst and the reaction conditions. The highest selectivity to 1,4‐pentanediol of 82 % is achieved at 140 °C in the presence of the 1.9 % Ru–3.6 % Re/C catalyst.
Switching between diols and lactones: This article focuses mainly on the comparison of the reactivity of two biobased carboxylic acids, namely levulinic acid and succinic acid, in water in the presence of carbon‐supported noble metals. The optimization of the reaction conditions allows to increase the yield and selectivity to diols (butanediol and pentanediol). Thus, it is possible to obtain pentanediol from levulinic acid under milder conditions compared to succinic acid.</description><subject>biomass</subject><subject>Carbon - chemistry</subject><subject>carboxylic acids</subject><subject>Catalysis</subject><subject>Chemical Sciences</subject><subject>diols</subject><subject>Environment and Society</subject><subject>Environmental Sciences</subject><subject>heterogeneous catalysis</subject><subject>Hydrogenation</subject><subject>Levulinic Acids - chemistry</subject><subject>Metals, Heavy - chemistry</subject><subject>Solutions</subject><subject>Succinates - chemistry</subject><issn>1864-5631</issn><issn>1864-564X</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkc9v0zAcxS0EYmNw5YgicRmHFP-I7fjYRWxBqrZDQeVmfWu74JHGW5yM9b_HaUaEuHCy_fR5z1_7IfSW4AXBmH40MZoFxYRhLHD5DJ2SUhQ5F8W35_OekRP0KsbbEVFCvEQntMBMEUFPkald77rw3bUuDDGroIfm0HuT1Qd7lKH3oc3CLrvwYQvR2WzlHobGt4mB1mbrwZjjYWm8jZlvs-X9cMxah2YYzfE1erGDJro3T-sZ-nr56UtV56ubq8_VcpUbXpRlvmWglJVAmRTUcCqMUcQaVUoqGU8aNoxDKZSiQLhjWwkFKZgkFBQYa9kZ-jDl_oBG33V-D91BB_C6Xq70qGGsCsI4fyCJPZ_Yuy6keWOv9z4a1zRw_AhNCiGxYJSUCX3_D3obhq5NLxkpQSRRSiRqMVGmCzF2bjdPQLAeq9JjVXquKhnePcUO272zM_6nmwSoCfjlG3f4T5yu1uvq7_B88vrYu8fZC91PLSSTXG-ur3S6SFabeqM37DejWq2D</recordid><startdate>201312</startdate><enddate>201312</enddate><creator>Corbel-Demailly, Louis</creator><creator>Ly, Bao-Khanh</creator><creator>Minh, Doan-Pham</creator><creator>Tapin, Benoit</creator><creator>Especel, Catherine</creator><creator>Epron, Florence</creator><creator>Cabiac, Amandine</creator><creator>Guillon, Emmanuelle</creator><creator>Besson, Michèle</creator><creator>Pinel, Catherine</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley Subscription Services, Inc</general><general>ChemPubSoc Europe/Wiley</general><scope>BSCLL</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>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>K9.</scope><scope>7X8</scope><scope>1XC</scope><orcidid>https://orcid.org/0000-0002-6340-3208</orcidid><orcidid>https://orcid.org/0000-0002-4066-6515</orcidid></search><sort><creationdate>201312</creationdate><title>Heterogeneous Catalytic Hydrogenation of Biobased Levulinic and Succinic Acids in Aqueous Solutions</title><author>Corbel-Demailly, Louis ; Ly, Bao-Khanh ; Minh, Doan-Pham ; Tapin, Benoit ; Especel, Catherine ; Epron, Florence ; Cabiac, Amandine ; Guillon, Emmanuelle ; Besson, Michèle ; Pinel, Catherine</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c5488-b3a99d7a23762c526cc91dc98727357620c35a86992a15e3b7a4143712a9acdd3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>biomass</topic><topic>Carbon - chemistry</topic><topic>carboxylic acids</topic><topic>Catalysis</topic><topic>Chemical Sciences</topic><topic>diols</topic><topic>Environment and Society</topic><topic>Environmental Sciences</topic><topic>heterogeneous catalysis</topic><topic>Hydrogenation</topic><topic>Levulinic Acids - chemistry</topic><topic>Metals, Heavy - chemistry</topic><topic>Solutions</topic><topic>Succinates - chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Corbel-Demailly, Louis</creatorcontrib><creatorcontrib>Ly, Bao-Khanh</creatorcontrib><creatorcontrib>Minh, Doan-Pham</creatorcontrib><creatorcontrib>Tapin, Benoit</creatorcontrib><creatorcontrib>Especel, Catherine</creatorcontrib><creatorcontrib>Epron, Florence</creatorcontrib><creatorcontrib>Cabiac, Amandine</creatorcontrib><creatorcontrib>Guillon, Emmanuelle</creatorcontrib><creatorcontrib>Besson, Michèle</creatorcontrib><creatorcontrib>Pinel, Catherine</creatorcontrib><collection>Istex</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>MEDLINE - Academic</collection><collection>Hyper Article en Ligne (HAL)</collection><jtitle>ChemSusChem</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Corbel-Demailly, Louis</au><au>Ly, Bao-Khanh</au><au>Minh, Doan-Pham</au><au>Tapin, Benoit</au><au>Especel, Catherine</au><au>Epron, Florence</au><au>Cabiac, Amandine</au><au>Guillon, Emmanuelle</au><au>Besson, Michèle</au><au>Pinel, Catherine</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Heterogeneous Catalytic Hydrogenation of Biobased Levulinic and Succinic Acids in Aqueous Solutions</atitle><jtitle>ChemSusChem</jtitle><addtitle>ChemSusChem</addtitle><date>2013-12</date><risdate>2013</risdate><volume>6</volume><issue>12</issue><spage>2388</spage><epage>2395</epage><pages>2388-2395</pages><issn>1864-5631</issn><eissn>1864-564X</eissn><abstract>Supported noble‐metal catalysts (Ru, Pd or Pt) and the corresponding Re‐promoted catalysts exhibit a high activity for the hydrogenation of biobased carboxylic acids. Levulinic acid and succinic acid are converted into the lactones or the diols depending on the nature of the catalyst and the reaction conditions. The highest selectivity to 1,4‐pentanediol of 82 % is achieved at 140 °C in the presence of the 1.9 % Ru–3.6 % Re/C catalyst.
Switching between diols and lactones: This article focuses mainly on the comparison of the reactivity of two biobased carboxylic acids, namely levulinic acid and succinic acid, in water in the presence of carbon‐supported noble metals. The optimization of the reaction conditions allows to increase the yield and selectivity to diols (butanediol and pentanediol). Thus, it is possible to obtain pentanediol from levulinic acid under milder conditions compared to succinic acid.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><pmid>24039162</pmid><doi>10.1002/cssc.201300608</doi><tpages>8</tpages><orcidid>https://orcid.org/0000-0002-6340-3208</orcidid><orcidid>https://orcid.org/0000-0002-4066-6515</orcidid></addata></record> |
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subjects | biomass Carbon - chemistry carboxylic acids Catalysis Chemical Sciences diols Environment and Society Environmental Sciences heterogeneous catalysis Hydrogenation Levulinic Acids - chemistry Metals, Heavy - chemistry Solutions Succinates - chemistry |
title | Heterogeneous Catalytic Hydrogenation of Biobased Levulinic and Succinic Acids in Aqueous Solutions |
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