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Fatty acid-based (bis) 6-membered cyclic carbonates as efficient isocyanate free poly(hydroxyurethane) precursors

dc.rights.licenseopen
hal.structure.identifierLaboratoire de Chimie des Polymères Organiques [LCPO]
dc.contributor.authorMAISONNEUVE, Lise
hal.structure.identifierLaboratoire de Chimie des Polymères Organiques [LCPO]
dc.contributor.authorWIROTIUS, Anne-Laure
hal.structure.identifierInstitut des Corps Gras [ITERG]
dc.contributor.authorALFOS, Carine
hal.structure.identifierLaboratoire de Chimie des Polymères Organiques [LCPO]
dc.contributor.authorGRAU, Etienne
IDREF: 187909261
hal.structure.identifierLaboratoire de Chimie des Polymères Organiques [LCPO]
dc.contributor.authorCRAMAIL, Henri
dc.date.accessioned2020
dc.date.available2020
dc.date.issued2014
dc.identifier.issn1759-9954
dc.identifier.urihttps://oskar-bordeaux.fr/handle/20.500.12278/19781
dc.description.abstractEn(Bis) 6-membered cyclic carbonates were prepared from methyl 10-undecenoate, which is produced from ricinoleic acid, a main constituent of castor oil. Kinetic studies on these new fatty acid-based 6-membered cyclic carbonates revealed that they are much more reactive than their homologs, 5-membered ones (30 times). Poly(hydroxyurethane)s (PHUs) were then synthesized from these bis 6-membered cyclic carbonates at a temperature as low as room temperature and in the solvent or bulk. Unexpectedly, chemical gels were obtained. The latter were the consequence of side reactions of carbonate ring-opening with the hydroxyl groups of the formed poly(hydroxyurethane)s. Quenching with a large excess of hexylamine enabled the breaking-up of the gel with the formation of urea linkages.
dc.language.isoen
dc.publisherRoyal Society of Chemistry - RSC
dc.subject.en1 3-DIOXAN-2-ONE
dc.subject.enAMINE
dc.subject.enSELECTIVITY
dc.subject.enMONOMERS
dc.subject.enREACTIVITY
dc.subject.enPOLYADDITION
dc.subject.enPOLYHYDROXYURETHANES
dc.subject.enPOLYURETHANES
dc.subject.enMODEL REACTION
dc.subject.enDIMETHYL CARBONATE
dc.title.enFatty acid-based (bis) 6-membered cyclic carbonates as efficient isocyanate free poly(hydroxyurethane) precursors
dc.typeArticle de revue
dc.identifier.doi10.1039/c4py00922c
dc.subject.halChimie/Polymères
bordeaux.journalPolymer Chemistry
bordeaux.page6142-6147
bordeaux.volume5
bordeaux.hal.laboratoriesLaboratoire de Chimie des Polymères Organiques (LCPO) - UMR 5629*
bordeaux.issue21
bordeaux.institutionBordeaux INP
bordeaux.institutionUniversité de Bordeaux
bordeaux.peerReviewedoui
hal.identifierhal-01366250
hal.version1
hal.origin.linkhttps://hal.archives-ouvertes.fr//hal-01366250v1
bordeaux.COinSctx_ver=Z39.88-2004&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.jtitle=Polymer%20Chemistry&rft.date=2014&rft.volume=5&rft.issue=21&rft.spage=6142-6147&rft.epage=6142-6147&rft.eissn=1759-9954&rft.issn=1759-9954&rft.au=MAISONNEUVE,%20Lise&WIROTIUS,%20Anne-Laure&ALFOS,%20Carine&GRAU,%20Etienne&CRAMAIL,%20Henri&rft.genre=article


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