Valorization of Lignin to Simple Phenolic Compounds over Tungsten Carbide: Impact of Lignin Structure.
Identifieur interne : 001130 ( Main/Exploration ); précédent : 001129; suivant : 001131Valorization of Lignin to Simple Phenolic Compounds over Tungsten Carbide: Impact of Lignin Structure.
Auteurs : Haiwei Guo ; Bo Zhang ; Zaojuan Qi ; Changzhi Li ; Jianwei Ji [République populaire de Chine] ; Tao Dai ; Aiqin Wang ; Tao ZhangSource :
- ChemSusChem [ 1864-564X ] ; 2017.
Descripteurs français
- KwdFr :
- Catalyse (MeSH), Charbon de bois (composition chimique), Composés du tungstène (composition chimique), Concentration en ions d'hydrogène (MeSH), Lignine (composition chimique), Masse moléculaire (MeSH), Phénols (composition chimique), Polymérisation (MeSH), Solvants (composition chimique), Zea mays (composition chimique).
- MESH :
- composition chimique : Charbon de bois, Composés du tungstène, Lignine, Phénols, Solvants, Zea mays.
- Catalyse, Concentration en ions d'hydrogène, Masse moléculaire, Polymérisation.
English descriptors
- KwdEn :
- MESH :
- chemical , chemistry : Charcoal, Lignin, Phenols, Solvents, Tungsten Compounds.
- chemistry : Zea mays.
- Catalysis, Hydrogen-Ion Concentration, Molecular Weight, Polymerization.
Abstract
Lignins isolated from representative hardwood, softwood, and grass materials were effectively hydrocracked to aromatics catalyzed by tungsten carbide over activated carbon (W2 C/AC). The effects of botanical species and fractionation methods on lignin structure and the activity of W2 C/AC were studied in detail. Gas permeation chromatography (GPC), FTIR, elemental analysis, and 2 D HSQC NMR showed that all the extracted samples shared the basic skeleton of lignin, whereas the fractionation method significantly affected the structure. The organosolv process provided lignin with a structure more similar to the native lignin, which was labile to be depolymerized by W2 C/AC. Softwood lignins (i.e., spruce and pine) possessed higher molecular weights than hardwood lignins (i.e., poplar and basswood); whereas corn stalk lignin that has noncanonical subunits and exhibited the lowest molecular weight owing to its shorter growth period. β-O-4 bonds were the major linkages in all lignin samples, whereas softwood lignins contained more resistant linkages of β-5 and less β-β than corn stalk and hardwood lignins; as a result, lowest hydrocracking efficiency was obtained in softwood lignins, followed by corn stalk and hardwood lignins. 2 D HSQC NMR spectra of lignin and the liquid oil as well as the solid residue showed that W2 C/AC exhibited high activity not only in β-O-4 cleavage, but also in deconstruction of other ether linkages between aromatic units, so that high yield of liquid oil was obtained from lignin.
DOI: 10.1002/cssc.201601326
PubMed: 27863130
Affiliations:
Links toward previous steps (curation, corpus...)
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R.</wicri:noCountry></affiliation></author></titleStmt><publicationStmt><idno type="wicri:source">PubMed</idno><date when="2017">2017</date><idno type="RBID">pubmed:27863130</idno><idno type="pmid">27863130</idno><idno type="doi">10.1002/cssc.201601326</idno><idno type="wicri:Area/Main/Corpus">001554</idno><idno type="wicri:explorRef" wicri:stream="Main" wicri:step="Corpus" wicri:corpus="PubMed">001554</idno><idno type="wicri:Area/Main/Curation">001554</idno><idno type="wicri:explorRef" wicri:stream="Main" wicri:step="Curation">001554</idno><idno type="wicri:Area/Main/Exploration">001554</idno></publicationStmt><sourceDesc><biblStruct><analytic><title xml:lang="en">Valorization of Lignin to Simple Phenolic Compounds over Tungsten Carbide: Impact of Lignin Structure.</title><author><name sortKey="Guo, Haiwei" sort="Guo, Haiwei" uniqKey="Guo H" first="Haiwei" last="Guo">Haiwei Guo</name><affiliation><nlm:affiliation>State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, 116023, P. R. China.</nlm:affiliation><wicri:noCountry code="subField">P. R.</wicri:noCountry></affiliation><affiliation><nlm:affiliation>University of Chinese Academy of Sciences, Beijing, 100049, P. R. China.</nlm:affiliation><wicri:noCountry code="subField">P. R.</wicri:noCountry></affiliation></author><author><name sortKey="Zhang, Bo" sort="Zhang, Bo" uniqKey="Zhang B" first="Bo" last="Zhang">Bo Zhang</name><affiliation><nlm:affiliation>State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, 116023, P. R. China.</nlm:affiliation><wicri:noCountry code="subField">P. R.</wicri:noCountry></affiliation></author><author><name sortKey="Qi, Zaojuan" sort="Qi, Zaojuan" uniqKey="Qi Z" first="Zaojuan" last="Qi">Zaojuan Qi</name><affiliation><nlm:affiliation>State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, 116023, P. R. China.</nlm:affiliation><wicri:noCountry code="subField">P. R.</wicri:noCountry></affiliation><affiliation><nlm:affiliation>College of Chemistry, Xiangtan University, Xiangtan, Hunan, 411105, P. R. China.</nlm:affiliation><wicri:noCountry code="subField">P. R.</wicri:noCountry></affiliation></author><author><name sortKey="Li, Changzhi" sort="Li, Changzhi" uniqKey="Li C" first="Changzhi" last="Li">Changzhi Li</name><affiliation><nlm:affiliation>State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, 116023, P. R. China.</nlm:affiliation><wicri:noCountry code="subField">P. R.</wicri:noCountry></affiliation></author><author><name sortKey="Ji, Jianwei" sort="Ji, Jianwei" uniqKey="Ji J" first="Jianwei" last="Ji">Jianwei Ji</name><affiliation><nlm:affiliation>State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, 116023, P. R. China.</nlm:affiliation><wicri:noCountry code="subField">P. R.</wicri:noCountry></affiliation><affiliation wicri:level="1"><nlm:affiliation>Shaanxi Key Laboratory of Catalysis, School of Chemistry and Environment Science, Shaanxi Sci-tech University, Hanzhong, 723001, P. R. China.</nlm:affiliation><country xml:lang="fr" wicri:curation="lc">République populaire de Chine</country><wicri:regionArea>Shaanxi Key Laboratory of Catalysis, School of Chemistry and Environment Science, Shaanxi Sci-tech University, Hanzhong, 723001</wicri:regionArea><wicri:noRegion>723001</wicri:noRegion></affiliation></author><author><name sortKey="Dai, Tao" sort="Dai, Tao" uniqKey="Dai T" first="Tao" last="Dai">Tao Dai</name><affiliation><nlm:affiliation>State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, 116023, P. R. China.</nlm:affiliation><wicri:noCountry code="subField">P. R.</wicri:noCountry></affiliation><affiliation><nlm:affiliation>University of Chinese Academy of Sciences, Beijing, 100049, P. R. China.</nlm:affiliation><wicri:noCountry code="subField">P. R.</wicri:noCountry></affiliation></author><author><name sortKey="Wang, Aiqin" sort="Wang, Aiqin" uniqKey="Wang A" first="Aiqin" last="Wang">Aiqin Wang</name><affiliation><nlm:affiliation>State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, 116023, P. R. China.</nlm:affiliation><wicri:noCountry code="subField">P. R.</wicri:noCountry></affiliation></author><author><name sortKey="Zhang, Tao" sort="Zhang, Tao" uniqKey="Zhang T" first="Tao" last="Zhang">Tao Zhang</name><affiliation><nlm:affiliation>State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, 116023, P. R. China.</nlm:affiliation><wicri:noCountry code="subField">P. R.</wicri:noCountry></affiliation></author></analytic><series><title level="j">ChemSusChem</title><idno type="eISSN">1864-564X</idno><imprint><date when="2017" type="published">2017</date></imprint></series></biblStruct></sourceDesc></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Catalysis (MeSH)</term><term>Charcoal (chemistry)</term><term>Hydrogen-Ion Concentration (MeSH)</term><term>Lignin (chemistry)</term><term>Molecular Weight (MeSH)</term><term>Phenols (chemistry)</term><term>Polymerization (MeSH)</term><term>Solvents (chemistry)</term><term>Tungsten Compounds (chemistry)</term><term>Zea mays (chemistry)</term></keywords><keywords scheme="KwdFr" xml:lang="fr"><term>Catalyse (MeSH)</term><term>Charbon de bois (composition chimique)</term><term>Composés du tungstène (composition chimique)</term><term>Concentration en ions d'hydrogène (MeSH)</term><term>Lignine (composition chimique)</term><term>Masse moléculaire (MeSH)</term><term>Phénols (composition chimique)</term><term>Polymérisation (MeSH)</term><term>Solvants (composition chimique)</term><term>Zea mays (composition chimique)</term></keywords><keywords scheme="MESH" type="chemical" qualifier="chemistry" xml:lang="en"><term>Charcoal</term><term>Lignin</term><term>Phenols</term><term>Solvents</term><term>Tungsten Compounds</term></keywords><keywords scheme="MESH" qualifier="chemistry" xml:lang="en"><term>Zea mays</term></keywords><keywords scheme="MESH" qualifier="composition chimique" xml:lang="fr"><term>Charbon de bois</term><term>Composés du tungstène</term><term>Lignine</term><term>Phénols</term><term>Solvants</term><term>Zea mays</term></keywords><keywords scheme="MESH" xml:lang="en"><term>Catalysis</term><term>Hydrogen-Ion Concentration</term><term>Molecular Weight</term><term>Polymerization</term></keywords><keywords scheme="MESH" xml:lang="fr"><term>Catalyse</term><term>Concentration en ions d'hydrogène</term><term>Masse moléculaire</term><term>Polymérisation</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">Lignins isolated from representative hardwood, softwood, and grass materials were effectively hydrocracked to aromatics catalyzed by tungsten carbide over activated carbon (W<sub>2</sub> C/AC). The effects of botanical species and fractionation methods on lignin structure and the activity of W<sub>2</sub> C/AC were studied in detail. Gas permeation chromatography (GPC), FTIR, elemental analysis, and 2 D HSQC NMR showed that all the extracted samples shared the basic skeleton of lignin, whereas the fractionation method significantly affected the structure. The organosolv process provided lignin with a structure more similar to the native lignin, which was labile to be depolymerized by W<sub>2</sub> C/AC. Softwood lignins (i.e., spruce and pine) possessed higher molecular weights than hardwood lignins (i.e., poplar and basswood); whereas corn stalk lignin that has noncanonical subunits and exhibited the lowest molecular weight owing to its shorter growth period. β-O-4 bonds were the major linkages in all lignin samples, whereas softwood lignins contained more resistant linkages of β-5 and less β-β than corn stalk and hardwood lignins; as a result, lowest hydrocracking efficiency was obtained in softwood lignins, followed by corn stalk and hardwood lignins. 2 D HSQC NMR spectra of lignin and the liquid oil as well as the solid residue showed that W<sub>2</sub> C/AC exhibited high activity not only in β-O-4 cleavage, but also in deconstruction of other ether linkages between aromatic units, so that high yield of liquid oil was obtained from lignin.</div></front></TEI><pubmed><MedlineCitation Status="MEDLINE" Owner="NLM"><PMID Version="1">27863130</PMID><DateCompleted><Year>2017</Year><Month>06</Month><Day>19</Day></DateCompleted><DateRevised><Year>2018</Year><Month>07</Month><Day>07</Day></DateRevised><Article PubModel="Print-Electronic"><Journal><ISSN IssnType="Electronic">1864-564X</ISSN><JournalIssue CitedMedium="Internet"><Volume>10</Volume><Issue>3</Issue><PubDate><Year>2017</Year><Month>02</Month><Day>08</Day></PubDate></JournalIssue><Title>ChemSusChem</Title><ISOAbbreviation>ChemSusChem</ISOAbbreviation></Journal><ArticleTitle>Valorization of Lignin to Simple Phenolic Compounds over Tungsten Carbide: Impact of Lignin Structure.</ArticleTitle><Pagination><MedlinePgn>523-532</MedlinePgn></Pagination><ELocationID EIdType="doi" ValidYN="Y">10.1002/cssc.201601326</ELocationID><Abstract><AbstractText>Lignins isolated from representative hardwood, softwood, and grass materials were effectively hydrocracked to aromatics catalyzed by tungsten carbide over activated carbon (W<sub>2</sub> C/AC). The effects of botanical species and fractionation methods on lignin structure and the activity of W<sub>2</sub> C/AC were studied in detail. Gas permeation chromatography (GPC), FTIR, elemental analysis, and 2 D HSQC NMR showed that all the extracted samples shared the basic skeleton of lignin, whereas the fractionation method significantly affected the structure. The organosolv process provided lignin with a structure more similar to the native lignin, which was labile to be depolymerized by W<sub>2</sub> C/AC. Softwood lignins (i.e., spruce and pine) possessed higher molecular weights than hardwood lignins (i.e., poplar and basswood); whereas corn stalk lignin that has noncanonical subunits and exhibited the lowest molecular weight owing to its shorter growth period. β-O-4 bonds were the major linkages in all lignin samples, whereas softwood lignins contained more resistant linkages of β-5 and less β-β than corn stalk and hardwood lignins; as a result, lowest hydrocracking efficiency was obtained in softwood lignins, followed by corn stalk and hardwood lignins. 2 D HSQC NMR spectra of lignin and the liquid oil as well as the solid residue showed that W<sub>2</sub> C/AC exhibited high activity not only in β-O-4 cleavage, but also in deconstruction of other ether linkages between aromatic units, so that high yield of liquid oil was obtained from lignin.</AbstractText><CopyrightInformation>© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.</CopyrightInformation></Abstract><AuthorList CompleteYN="Y"><Author ValidYN="Y"><LastName>Guo</LastName><ForeName>Haiwei</ForeName><Initials>H</Initials><AffiliationInfo><Affiliation>State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, 116023, P. R. China.</Affiliation></AffiliationInfo><AffiliationInfo><Affiliation>University of Chinese Academy of Sciences, Beijing, 100049, P. R. China.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Zhang</LastName><ForeName>Bo</ForeName><Initials>B</Initials><AffiliationInfo><Affiliation>State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, 116023, P. R. China.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Qi</LastName><ForeName>Zaojuan</ForeName><Initials>Z</Initials><AffiliationInfo><Affiliation>State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, 116023, P. R. China.</Affiliation></AffiliationInfo><AffiliationInfo><Affiliation>College of Chemistry, Xiangtan University, Xiangtan, Hunan, 411105, P. R. China.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Li</LastName><ForeName>Changzhi</ForeName><Initials>C</Initials><AffiliationInfo><Affiliation>State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, 116023, P. R. China.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Ji</LastName><ForeName>Jianwei</ForeName><Initials>J</Initials><AffiliationInfo><Affiliation>State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, 116023, P. R. China.</Affiliation></AffiliationInfo><AffiliationInfo><Affiliation>Shaanxi Key Laboratory of Catalysis, School of Chemistry and Environment Science, Shaanxi Sci-tech University, Hanzhong, 723001, P. R. China.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Dai</LastName><ForeName>Tao</ForeName><Initials>T</Initials><AffiliationInfo><Affiliation>State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, 116023, P. R. China.</Affiliation></AffiliationInfo><AffiliationInfo><Affiliation>University of Chinese Academy of Sciences, Beijing, 100049, P. R. China.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Wang</LastName><ForeName>Aiqin</ForeName><Initials>A</Initials><AffiliationInfo><Affiliation>State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, 116023, P. R. China.</Affiliation></AffiliationInfo></Author><Author ValidYN="Y"><LastName>Zhang</LastName><ForeName>Tao</ForeName><Initials>T</Initials><AffiliationInfo><Affiliation>State Key Laboratory of Catalysis, Dalian Institute of Chemical Physics, Chinese Academy of Sciences, Dalian, 116023, P. R. China.</Affiliation></AffiliationInfo></Author></AuthorList><Language>eng</Language><PublicationTypeList><PublicationType UI="D016428">Journal Article</PublicationType><PublicationType UI="D013485">Research Support, Non-U.S. Gov't</PublicationType></PublicationTypeList><ArticleDate DateType="Electronic"><Year>2016</Year><Month>12</Month><Day>16</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="D010636">Phenols</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D012997">Solvents</NameOfSubstance></Chemical><Chemical><RegistryNumber>0</RegistryNumber><NameOfSubstance UI="D017973">Tungsten Compounds</NameOfSubstance></Chemical><Chemical><RegistryNumber>11130-73-7</RegistryNumber><NameOfSubstance UI="C002802">tungsten carbide</NameOfSubstance></Chemical><Chemical><RegistryNumber>16291-96-6</RegistryNumber><NameOfSubstance UI="D002606">Charcoal</NameOfSubstance></Chemical><Chemical><RegistryNumber>9005-53-2</RegistryNumber><NameOfSubstance UI="D008031">Lignin</NameOfSubstance></Chemical></ChemicalList><CitationSubset>IM</CitationSubset><MeshHeadingList><MeshHeading><DescriptorName UI="D002384" MajorTopicYN="N">Catalysis</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D002606" MajorTopicYN="N">Charcoal</DescriptorName><QualifierName UI="Q000737" MajorTopicYN="N">chemistry</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D006863" MajorTopicYN="N">Hydrogen-Ion Concentration</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D008031" MajorTopicYN="N">Lignin</DescriptorName><QualifierName UI="Q000737" MajorTopicYN="Y">chemistry</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D008970" MajorTopicYN="N">Molecular Weight</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D010636" MajorTopicYN="N">Phenols</DescriptorName><QualifierName UI="Q000737" MajorTopicYN="Y">chemistry</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D058105" MajorTopicYN="N">Polymerization</DescriptorName></MeshHeading><MeshHeading><DescriptorName UI="D012997" MajorTopicYN="N">Solvents</DescriptorName><QualifierName UI="Q000737" MajorTopicYN="N">chemistry</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D017973" MajorTopicYN="N">Tungsten Compounds</DescriptorName><QualifierName UI="Q000737" MajorTopicYN="Y">chemistry</QualifierName></MeshHeading><MeshHeading><DescriptorName UI="D003313" MajorTopicYN="N">Zea mays</DescriptorName><QualifierName UI="Q000737" MajorTopicYN="N">chemistry</QualifierName></MeshHeading></MeshHeadingList><KeywordList Owner="NOTNLM"><Keyword MajorTopicYN="Y">aromatics</Keyword><Keyword MajorTopicYN="Y">biomass</Keyword><Keyword MajorTopicYN="Y">lignin</Keyword><Keyword MajorTopicYN="Y">methanol</Keyword><Keyword MajorTopicYN="Y">tungsten carbide</Keyword></KeywordList></MedlineCitation><PubmedData><History><PubMedPubDate PubStatus="received"><Year>2016</Year><Month>09</Month><Day>22</Day></PubMedPubDate><PubMedPubDate PubStatus="revised"><Year>2016</Year><Month>10</Month><Day>24</Day></PubMedPubDate><PubMedPubDate PubStatus="pubmed"><Year>2016</Year><Month>11</Month><Day>20</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="medline"><Year>2017</Year><Month>6</Month><Day>20</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate><PubMedPubDate PubStatus="entrez"><Year>2016</Year><Month>11</Month><Day>19</Day><Hour>6</Hour><Minute>0</Minute></PubMedPubDate></History><PublicationStatus>ppublish</PublicationStatus><ArticleIdList><ArticleId IdType="pubmed">27863130</ArticleId><ArticleId IdType="doi">10.1002/cssc.201601326</ArticleId></ArticleIdList></PubmedData></pubmed><affiliations><list><country><li>République populaire de Chine</li></country></list><tree><noCountry><name sortKey="Dai, Tao" sort="Dai, Tao" uniqKey="Dai T" first="Tao" last="Dai">Tao Dai</name><name sortKey="Guo, Haiwei" sort="Guo, Haiwei" uniqKey="Guo H" first="Haiwei" last="Guo">Haiwei Guo</name><name sortKey="Li, Changzhi" sort="Li, Changzhi" uniqKey="Li C" first="Changzhi" last="Li">Changzhi Li</name><name sortKey="Qi, Zaojuan" sort="Qi, Zaojuan" uniqKey="Qi Z" first="Zaojuan" last="Qi">Zaojuan Qi</name><name sortKey="Wang, Aiqin" sort="Wang, Aiqin" uniqKey="Wang A" first="Aiqin" last="Wang">Aiqin Wang</name><name sortKey="Zhang, Bo" sort="Zhang, Bo" uniqKey="Zhang B" first="Bo" last="Zhang">Bo Zhang</name><name sortKey="Zhang, Tao" sort="Zhang, Tao" uniqKey="Zhang T" first="Tao" last="Zhang">Tao Zhang</name></noCountry><country name="République populaire de Chine"><noRegion><name sortKey="Ji, Jianwei" sort="Ji, Jianwei" uniqKey="Ji J" first="Jianwei" last="Ji">Jianwei Ji</name></noRegion></country></tree></affiliations></record>Pour manipuler ce document sous Unix (Dilib)
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