Synthesis of furfural from xylose, xylan, and biomass using AlCl3·6H2O in biphasic media via xylose isomerization to xylulose.
Identifieur interne : 002899 ( Main/Exploration ); précédent : 002898; suivant : 002900Synthesis of furfural from xylose, xylan, and biomass using AlCl3·6H2O in biphasic media via xylose isomerization to xylulose.
Auteurs : Yu Yang [République populaire de Chine] ; Chang-Wei Hu ; Mahdi M. Abu-OmarSource :
- ChemSusChem [ 1864-564X ] ; 2012.
Descripteurs français
- KwdFr :
- Biomasse (MeSH), Chlorure d'aluminium (MeSH), Chlorures (composition chimique), Composés de l'aluminium (composition chimique), Furfural (composition chimique), Furfural (synthèse chimique), Isomérie (MeSH), Lignine (composition chimique), Techniques de chimie synthétique (méthodes), Xylanes (composition chimique), Xylocétose (composition chimique), Xylose (composition chimique).
- MESH :
- composition chimique : Chlorures, Composés de l'aluminium, Furfural, Lignine, Xylanes, Xylocétose, Xylose.
- méthodes : Techniques de chimie synthétique.
- synthèse chimique : Furfural.
- Biomasse, Chlorure d'aluminium, Isomérie.
English descriptors
- KwdEn :
- MESH :
- chemical , chemical synthesis : Furaldehyde.
- chemical , chemistry : Aluminum Compounds, Chlorides, Furaldehyde, Lignin, Xylans, Xylose, Xylulose.
- chemical : Aluminum Chloride.
- methods : Chemistry Techniques, Synthetic.
- Biomass, Isomerism.
Abstract
Furfural was prepared in high yields (75 %) from the reaction of xylose in a water-tetrahydrofuran biphasic medium containing AlCl(3)·6H2O and NaCl under microwave heating at 140 °C. The reaction profile revealed the formation of xylulose as an intermediate en route to the dehydration product (furfural). The reaction under these conditions reached completion in 45 min. The aqueous phase containing AlCl(3)·6H(2)O and NaCl could be recycled multiple times (>5) without any loss of activity or selectivity for furfural. Extension of this biphasic reaction system to include xylan as the starting material afforded furfural in 64 % yield. The use of corn stover, pinewood, switchgrass, and poplar gave furfural in 55, 38, 56, and 64 % yield, respectively, at 160 °C. Even though AlCl(3)·6H(2)O did not affect the conversion of crystalline cellulose, moderate yields of the by-product 5-hydroxymethylfurfural (HMF) were noted. The highest HMF yield of 42 % was obtained from pinewood. The coproduction of HMF and furfural from biomass was attributed to the weakening of the cellulose network in the biomass, as a result of hemicellulose hydrolysis. The multifunctional capacity of AlCl(3)·6H(2)O (hemicellulose hydrolysis, xylose isomerization, and xylulose dehydration) in combination with its ease of recyclability make it an attractive candidate/catalyst for the selective synthesis of furfural from various biomass feedstocks.
DOI: 10.1002/cssc.201100688
PubMed: 22315196
Affiliations:
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Abu-Omar</name></author></titleStmt><publicationStmt><idno type="wicri:source">PubMed</idno><date when="2012">2012</date><idno type="RBID">pubmed:22315196</idno><idno type="pmid">22315196</idno><idno type="doi">10.1002/cssc.201100688</idno><idno type="wicri:Area/Main/Corpus">002B39</idno><idno type="wicri:explorRef" wicri:stream="Main" wicri:step="Corpus" wicri:corpus="PubMed">002B39</idno><idno type="wicri:Area/Main/Curation">002B39</idno><idno type="wicri:explorRef" wicri:stream="Main" wicri:step="Curation">002B39</idno><idno type="wicri:Area/Main/Exploration">002B39</idno></publicationStmt><sourceDesc><biblStruct><analytic><title xml:lang="en">Synthesis of furfural from xylose, xylan, and biomass using AlCl3·6H2O in biphasic media via xylose isomerization to xylulose.</title><author><name sortKey="Yang, Yu" sort="Yang, Yu" uniqKey="Yang Y" first="Yu" last="Yang">Yu Yang</name><affiliation wicri:level="1"><nlm:affiliation>Key Laboratory of Green Chemistry and Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu, Sichuan, PR China.</nlm:affiliation><country xml:lang="fr">République populaire de Chine</country><wicri:regionArea>Key Laboratory of Green Chemistry and Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu, Sichuan</wicri:regionArea><wicri:noRegion>Sichuan</wicri:noRegion></affiliation></author><author><name sortKey="Hu, Chang Wei" sort="Hu, Chang Wei" uniqKey="Hu C" first="Chang-Wei" last="Hu">Chang-Wei Hu</name></author><author><name sortKey="Abu Omar, Mahdi M" sort="Abu Omar, Mahdi M" uniqKey="Abu Omar M" first="Mahdi M" last="Abu-Omar">Mahdi M. Abu-Omar</name></author></analytic><series><title level="j">ChemSusChem</title><idno type="eISSN">1864-564X</idno><imprint><date when="2012" type="published">2012</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Aluminum Chloride (MeSH)</term><term>Aluminum Compounds (chemistry)</term><term>Biomass (MeSH)</term><term>Chemistry Techniques, Synthetic (methods)</term><term>Chlorides (chemistry)</term><term>Furaldehyde (chemical synthesis)</term><term>Furaldehyde (chemistry)</term><term>Isomerism (MeSH)</term><term>Lignin (chemistry)</term><term>Xylans (chemistry)</term><term>Xylose (chemistry)</term><term>Xylulose (chemistry)</term></keywords><keywords scheme="KwdFr" xml:lang="fr"><term>Biomasse (MeSH)</term><term>Chlorure d'aluminium (MeSH)</term><term>Chlorures (composition chimique)</term><term>Composés de l'aluminium (composition chimique)</term><term>Furfural (composition chimique)</term><term>Furfural (synthèse chimique)</term><term>Isomérie (MeSH)</term><term>Lignine (composition chimique)</term><term>Techniques de chimie synthétique (méthodes)</term><term>Xylanes (composition chimique)</term><term>Xylocétose (composition chimique)</term><term>Xylose (composition chimique)</term></keywords><keywords scheme="MESH" type="chemical" qualifier="chemical synthesis" xml:lang="en"><term>Furaldehyde</term></keywords><keywords scheme="MESH" type="chemical" qualifier="chemistry" xml:lang="en"><term>Aluminum Compounds</term><term>Chlorides</term><term>Furaldehyde</term><term>Lignin</term><term>Xylans</term><term>Xylose</term><term>Xylulose</term></keywords><keywords scheme="MESH" type="chemical" xml:lang="en"><term>Aluminum Chloride</term></keywords><keywords scheme="MESH" qualifier="composition chimique" xml:lang="fr"><term>Chlorures</term><term>Composés de l'aluminium</term><term>Furfural</term><term>Lignine</term><term>Xylanes</term><term>Xylocétose</term><term>Xylose</term></keywords><keywords scheme="MESH" qualifier="methods" xml:lang="en"><term>Chemistry Techniques, Synthetic</term></keywords><keywords scheme="MESH" qualifier="méthodes" xml:lang="fr"><term>Techniques de chimie synthétique</term></keywords><keywords scheme="MESH" qualifier="synthèse chimique" xml:lang="fr"><term>Furfural</term></keywords><keywords scheme="MESH" xml:lang="en"><term>Biomass</term><term>Isomerism</term></keywords><keywords scheme="MESH" xml:lang="fr"><term>Biomasse</term><term>Chlorure d'aluminium</term><term>Isomérie</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">Furfural was prepared in high yields (75 %) from the reaction of xylose in a water-tetrahydrofuran biphasic medium containing AlCl(3)·6H2O and NaCl under microwave heating at 140 °C. The reaction profile revealed the formation of xylulose as an intermediate en route to the dehydration product (furfural). The reaction under these conditions reached completion in 45 min. The aqueous phase containing AlCl(3)·6H(2)O and NaCl could be recycled multiple times (>5) without any loss of activity or selectivity for furfural. Extension of this biphasic reaction system to include xylan as the starting material afforded furfural in 64 % yield. The use of corn stover, pinewood, switchgrass, and poplar gave furfural in 55, 38, 56, and 64 % yield, respectively, at 160 °C. Even though AlCl(3)·6H(2)O did not affect the conversion of crystalline cellulose, moderate yields of the by-product 5-hydroxymethylfurfural (HMF) were noted. The highest HMF yield of 42 % was obtained from pinewood. The coproduction of HMF and furfural from biomass was attributed to the weakening of the cellulose network in the biomass, as a result of hemicellulose hydrolysis. The multifunctional capacity of AlCl(3)·6H(2)O (hemicellulose hydrolysis, xylose isomerization, and xylulose dehydration) in combination with its ease of recyclability make it an attractive candidate/catalyst for the selective synthesis of furfural from various biomass feedstocks.</div></front></TEI><pubmed><MedlineCitation Status="MEDLINE" Owner="NLM"><PMID Version="1">22315196</PMID><DateCompleted><Year>2012</Year><Month>06</Month><Day>18</Day></DateCompleted><DateRevised><Year>2018</Year><Month>12</Month><Day>01</Day></DateRevised><Article PubModel="Print-Electronic"><Journal><ISSN IssnType="Electronic">1864-564X</ISSN><JournalIssue CitedMedium="Internet"><Volume>5</Volume><Issue>2</Issue><PubDate><Year>2012</Year><Month>Feb</Month><Day>13</Day></PubDate></JournalIssue><Title>ChemSusChem</Title><ISOAbbreviation>ChemSusChem</ISOAbbreviation></Journal><ArticleTitle>Synthesis of furfural from xylose, xylan, and biomass using AlCl3·6H2O in biphasic media via xylose isomerization to xylulose.</ArticleTitle><Pagination><MedlinePgn>405-10</MedlinePgn></Pagination><ELocationID EIdType="doi" ValidYN="Y">10.1002/cssc.201100688</ELocationID><Abstract><AbstractText>Furfural was prepared in high yields (75 %) from the reaction of xylose in a water-tetrahydrofuran biphasic medium containing AlCl(3)·6H2O and NaCl under microwave heating at 140 °C. The reaction profile revealed the formation of xylulose as an intermediate en route to the dehydration product (furfural). The reaction under these conditions reached completion in 45 min. The aqueous phase containing AlCl(3)·6H(2)O and NaCl could be recycled multiple times (>5) without any loss of activity or selectivity for furfural. Extension of this biphasic reaction system to include xylan as the starting material afforded furfural in 64 % yield. The use of corn stover, pinewood, switchgrass, and poplar gave furfural in 55, 38, 56, and 64 % yield, respectively, at 160 °C. Even though AlCl(3)·6H(2)O did not affect the conversion of crystalline cellulose, moderate yields of the by-product 5-hydroxymethylfurfural (HMF) were noted. The highest HMF yield of 42 % was obtained from pinewood. The coproduction of HMF and furfural from biomass was attributed to the weakening of the cellulose network in the biomass, as a result of hemicellulose hydrolysis. The multifunctional capacity of AlCl(3)·6H(2)O (hemicellulose hydrolysis, xylose isomerization, and xylulose dehydration) in combination with its ease of recyclability make it an attractive candidate/catalyst for the selective synthesis of furfural from various biomass feedstocks.</AbstractText><CopyrightInformation>Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.</CopyrightInformation></Abstract><AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Yang</LastName><ForeName>Yu</ForeName><Initials>Y</Initials><AffiliationInfo><Affiliation>Key Laboratory of Green Chemistry and Technology, Ministry of Education, College of Chemistry, Sichuan University, Chengdu, Sichuan, PR China.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Hu</LastName><ForeName>Chang-Wei</ForeName><Initials>CW</Initials></Author><Author ValidYN="Y"><LastName>Abu-Omar</LastName><ForeName>Mahdi M</ForeName><Initials>MM</Initials></Author></AuthorList><Language>eng</Language><PublicationTypeList><PublicationType UI="D016428">Journal Article</PublicationType><PublicationType UI="D013485">Research Support, Non-U.S. Gov't</PublicationType><PublicationType UI="D013486">Research Support, U.S. Gov't, Non-P.H.S.</PublicationType></PublicationTypeList><ArticleDate DateType="Electronic"><Year>2012</Year><Month>02</Month><Day>07</Day></ArticleDate></Article><MedlineJournalInfo><Country>Germany</Country><MedlineTA>ChemSusChem</MedlineTA><NlmUniqueID>101319536</NlmUniqueID><ISSNLinking>1864-5631</ISSNLinking></MedlineJournalInfo><ChemicalList><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D017607">Aluminum Compounds</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D002712">Chlorides</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D014990">Xylans</NameOfSubstance></Chemical><Chemical><RegistryNumber>11132-73-3</RegistryNumber><NameOfSubstance UI="C036909">lignocellulose</NameOfSubstance></Chemical><Chemical><RegistryNumber>3CYT62D3GA</RegistryNumber><NameOfSubstance UI="D000077410">Aluminum Chloride</NameOfSubstance></Chemical><Chemical><RegistryNumber>5962-29-8</RegistryNumber><NameOfSubstance UI="D014996">Xylulose</NameOfSubstance></Chemical><Chemical><RegistryNumber>9005-53-2</RegistryNumber><NameOfSubstance UI="D008031">Lignin</NameOfSubstance></Chemical><Chemical><RegistryNumber>A1TA934AKO</RegistryNumber><NameOfSubstance UI="D014994">Xylose</NameOfSubstance></Chemical><Chemical><RegistryNumber>DJ1HGI319P</RegistryNumber><NameOfSubstance UI="D005662">Furaldehyde</NameOfSubstance></Chemical></ChemicalList><CitationSubset>IM</CitationSubset><MeshHeadingList><MeshHeading><DescriptorName UI="D000077410" MajorTopicYN="N">Aluminum Chloride</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D017607" MajorTopicYN="N">Aluminum Compounds</DescriptorName><QualifierName UI="Q000737" MajorTopicYN="Y">chemistry</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D018533" MajorTopicYN="Y">Biomass</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D060326" MajorTopicYN="N">Chemistry Techniques, Synthetic</DescriptorName><QualifierName UI="Q000379" 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UI="Q000737" MajorTopicYN="Y">chemistry</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D014996" MajorTopicYN="N">Xylulose</DescriptorName><QualifierName UI="Q000737" MajorTopicYN="Y">chemistry</QualifierName></MeshHeading></MeshHeadingList></MedlineCitation><PubmedData><History><PubMedPubDate PubStatus="received"><Year>2011</Year><Month>11</Month><Day>02</Day></PubMedPubDate><PubMedPubDate PubStatus="entrez"><Year>2012</Year><Month>2</Month><Day>9</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="pubmed"><Year>2012</Year><Month>2</Month><Day>9</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="medline"><Year>2012</Year><Month>6</Month><Day>19</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate></History><PublicationStatus>ppublish</PublicationStatus><ArticleIdList><ArticleId IdType="pubmed">22315196</ArticleId><ArticleId IdType="doi">10.1002/cssc.201100688</ArticleId></ArticleIdList></PubmedData></pubmed><affiliations><list><country><li>République populaire de Chine</li></country></list><tree><noCountry><name sortKey="Abu Omar, Mahdi M" sort="Abu Omar, Mahdi M" uniqKey="Abu Omar M" first="Mahdi M" last="Abu-Omar">Mahdi M. Abu-Omar</name><name sortKey="Hu, Chang Wei" sort="Hu, Chang Wei" uniqKey="Hu C" first="Chang-Wei" last="Hu">Chang-Wei Hu</name></noCountry><country name="République populaire de Chine"><noRegion><name sortKey="Yang, Yu" sort="Yang, Yu" uniqKey="Yang Y" first="Yu" last="Yang">Yu Yang</name></noRegion></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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