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Synthesis of a lignin polymer model consisting of only phenolic beta-O-4 linkages and testing its reactivity under alkaline conditions

dc.rights.licenseopen
hal.structure.identifierUnité des Sciences du bois et des biopolymères [Us2b]
dc.contributor.authorMEGIATTO, Jackson D. Jr.
hal.structure.identifierLaboratoire de Chimie des Polymères Organiques [LCPO]
dc.contributor.authorCAZEILS, Emmanuel
hal.structure.identifierLaboratoire de Chimie des Polymères Organiques [LCPO]
hal.structure.identifierTeam 2 LCPO : Biopolymers & Bio-sourced Polymers
dc.contributor.authorGRELIER, Stéphane
hal.structure.identifierLaboratoire de Chimie des Polymères Organiques [LCPO]
dc.contributor.authorGARDRAT, Christian
hal.structure.identifierLaboratoire de Chimie des Polymères Organiques [LCPO]
hal.structure.identifierTeam 2 LCPO : Biopolymers & Bio-sourced Polymers
dc.contributor.authorHAM-PICHAVANT, Frédérique
hal.structure.identifierLaboratoire de Chimie des Polymères Organiques [LCPO]
dc.contributor.authorCASTELLAN, Alain
dc.date.accessioned2020
dc.date.available2020
dc.date.issued2009
dc.identifier.issn0018-3830
dc.identifier.urihttps://oskar-bordeaux.fr/handle/20.500.12278/20382
dc.description.abstractEnA trimeric beta-O-4 lignin model bearing a styrene unit was polymerized in the presence of azobisisobutyronitrile as an initiator of free radical polymerization. The polymer analysis achieved by size exclusion chromatography (SEC), H-1, C-13, P-31 NMR, matrix-assisted laser desorption ionization combined with time-of-flight mass spectrometry (MALDI-ToF MS), differential scanning calorimetry, and thermogravimetry indicated its well-defined structure with good thermal stability at temperatures usually applied for alkaline pulping. SEC analysis proved a high degree of polymerization despite the size of the phenolic beta-O-4 units in the polymer structure. MALDI-ToF spectrometry indicated that the polymer is composed of phenolic beta-O-4 elements only. The chemical reactivity under alkaline conditions of the polymer was studied by both HPLC and P-31 NMR. These two methods revealed two main concurrent processes, which include an oxidation of the phenol part followed by C-alpha-C-beta bond cleavage, and formation of a quinone methide followed by its beta-O-4 bond cleavage.
dc.language.isoen
dc.publisherDe Gruyter
dc.subject.enalkaline reactivity
dc.subject.enlignin model
dc.subject.enphenolic beta-O-4 unit
dc.subject.enpolymer
dc.subject.ensynthesis
dc.title.enSynthesis of a lignin polymer model consisting of only phenolic beta-O-4 linkages and testing its reactivity under alkaline conditions
dc.typeArticle de revue
dc.identifier.doi10.1515/HF.2009.056
dc.subject.halChimie/Polymères
bordeaux.journalHolzforschung
bordeaux.page681-689
bordeaux.volume63
bordeaux.hal.laboratoriesLaboratoire de Chimie des Polymères Organiques (LCPO) - UMR 5629*
bordeaux.issue6
bordeaux.institutionBordeaux INP
bordeaux.institutionUniversité de Bordeaux
bordeaux.peerReviewedoui
hal.identifierhal-00944917
hal.version1
hal.origin.linkhttps://hal.archives-ouvertes.fr//hal-00944917v1
bordeaux.COinSctx_ver=Z39.88-2004&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.jtitle=Holzforschung&rft.date=2009&rft.volume=63&rft.issue=6&rft.spage=681-689&rft.epage=681-689&rft.eissn=0018-3830&rft.issn=0018-3830&rft.au=MEGIATTO,%20Jackson%20D.%20Jr.&CAZEILS,%20Emmanuel&GRELIER,%20St%C3%A9phane&GARDRAT,%20Christian&HAM-PICHAVANT,%20Fr%C3%A9d%C3%A9rique&rft.genre=article


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