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Methyl 10-undecenoate as a raw material for the synthesis of renewable semi-crystalline polyesters and poly(ester-amide)

dc.rights.licenseopen
hal.structure.identifierLaboratoire de Chimie des Polymères Organiques [LCPO]
dc.contributor.authorLEBARBÉ, Thomas
hal.structure.identifierLaboratoire de Chimie des Polymères Organiques [LCPO]
dc.contributor.authorMAISONNEUVE, Lise
hal.structure.identifierLaboratoire de Chimie des Polymères Organiques [LCPO]
dc.contributor.authorNGUYEN, Thi Hang Nga
hal.structure.identifierInstitut des Corps Gras [ITERG]
dc.contributor.authorGADENNE, Benoît
hal.structure.identifierInstitut des Corps Gras [ITERG]
dc.contributor.authorALFOS, Carine
hal.structure.identifierLaboratoire de Chimie des Polymères Organiques [LCPO]
hal.structure.identifierTeam 2 LCPO : Biopolymers & Bio-sourced Polymers
dc.contributor.authorCRAMAIL, Henri
dc.date.accessioned2020
dc.date.available2020
dc.date.issued2012
dc.identifier.issn1759-9954
dc.identifier.urihttps://oskar-bordeaux.fr/handle/20.500.12278/20419
dc.description.abstractEnCastor oil was efficiently used as a raw material for the synthesis of polyesters and poly(ester-amide)s. Aliphatic diols containing monoester, diester, ester-amide, monoamide and diamide linkages were synthesized from methyl 10-undecenoate through transesterification, amidation and thiol-ene reactions. These diols were then reacted with a bio-based methyl diester in the presence of TBD as a transesterification catalyst, yielding polyesters or poly(ester-amide) s with relatively high molar masses. These polyesters were characterized by FTIR, SEC and H-1-NMR spectroscopy and showed good accordance in terms of chemical structure with the theoretical compositions. Most of the polyesters displayed good thermal stability with temperature at 5% weight loss in the range 330-350 degrees C. Due to the fully aliphatic nature, the glass transition temperature of these materials was well below room temperature. However the incorporation of amide functions in the polyester backbone resulted in semi-crystalline materials with melting points ranging from 22 degrees C to 127 degrees C and complex melting behaviors due to polymorphism and melting-crystallization processes. Tensile properties of these polyesters were also investigated revealing a large increase of Young's modulus from 83 to 363 MPa with increasing ratios of amide functions.
dc.language.isoen
dc.publisherRoyal Society of Chemistry - RSC
dc.subject.enAMIDE)S
dc.subject.enACYCLIC DIENE METATHESIS
dc.subject.enFATTY-ACID DERIVATIVES
dc.subject.enVEGETABLE-OILS
dc.subject.enMOLECULAR-WEIGHT
dc.subject.enTHERMOPLASTIC POLYESTER
dc.subject.enRESOURCES
dc.subject.enMONOMERS
dc.subject.enPOLYMER
dc.subject.enCOPOLYMERS
dc.title.enMethyl 10-undecenoate as a raw material for the synthesis of renewable semi-crystalline polyesters and poly(ester-amide)
dc.typeArticle de revue
dc.identifier.doi10.1039/c2py20394d
dc.subject.halChimie/Polymères
bordeaux.journalPolymer Chemistry
bordeaux.page2842-2851
bordeaux.volume3
bordeaux.hal.laboratoriesLaboratoire de Chimie des Polymères Organiques (LCPO) - UMR 5629*
bordeaux.issue10
bordeaux.institutionBordeaux INP
bordeaux.institutionUniversité de Bordeaux
bordeaux.peerReviewedoui
hal.identifierhal-00818421
hal.version1
hal.origin.linkhttps://hal.archives-ouvertes.fr//hal-00818421v1
bordeaux.COinSctx_ver=Z39.88-2004&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.jtitle=Polymer%20Chemistry&rft.date=2012&rft.volume=3&rft.issue=10&rft.spage=2842-2851&rft.epage=2842-2851&rft.eissn=1759-9954&rft.issn=1759-9954&rft.au=LEBARB%C3%89,%20Thomas&MAISONNEUVE,%20Lise&NGUYEN,%20Thi%20Hang%20Nga&GADENNE,%20Beno%C3%AEt&ALFOS,%20Carine&rft.genre=article


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