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New biobased epoxy hardeners: Thiol-ene addition on oligobutadiene

dc.rights.licenseopen
hal.structure.identifierInstitut Charles Gerhardt Montpellier - Institut de Chimie Moléculaire et des Matériaux de Montpellier [ICGM ICMMM]
dc.contributor.authorAUVERGNE, Rémi
hal.structure.identifierInstitut Charles Gerhardt Montpellier - Institut de Chimie Moléculaire et des Matériaux de Montpellier [ICGM ICMMM]
dc.contributor.authorDESROCHES, Myriam
hal.structure.identifierInstitut Charles Gerhardt Montpellier - Institut de Chimie Moléculaire et des Matériaux de Montpellier [ICGM ICMMM]
dc.contributor.authorCLERC, Sébastien
hal.structure.identifierLaboratoire de Chimie des Polymères Organiques [LCPO]
hal.structure.identifierTeam 1 LCPO : Polymerization Catalyses & Engineering
dc.contributor.authorCARLOTTI, Stéphane
hal.structure.identifierInstitut Charles Gerhardt Montpellier - Institut de Chimie Moléculaire et des Matériaux de Montpellier [ICGM ICMMM]
dc.contributor.authorCAILLOL, Sylvain
hal.structure.identifierInstitut Charles Gerhardt Montpellier - Institut de Chimie Moléculaire et des Matériaux de Montpellier [ICGM ICMMM]
dc.contributor.authorBOUTEVIN, Bernard
dc.date.accessioned2020
dc.date.available2020
dc.date.issued2012
dc.identifier.issn1381-5148
dc.identifier.urihttps://oskar-bordeaux.fr/handle/20.500.12278/20452
dc.description.abstractEnWe report the synthesis and characterization of oligobutadienes functionalized with primary amine groups and theirs use as hardeners for epoxy resins. The functionalization of polybutadiene (with 59% of 1,2 double bonds) was carried out by the addition of 2-amino-3-mercaptopropanoic acid (cysteamine) in different ratios through thiol-ene coupling. The thiol-ene addition was performed in tetrahydrofurane solvent with 2,2'-azobis(2-methylpropionitrile) as radical initiator at 70 degrees C. The ratio polymer/cysteamine was varied in order to obtain several number of amine functions per polymer chain and to compare the reactivity of thiol onto 1,2 and 1,4 double bonds of polybutadiene. The different characterizations of synthesized polymeric amines allowed us to identify the quantities of amine groups grafted onto 1,2 and 1,4 double bonds, the cyclization side reactions of 1,2 double bonds and the unreacted 1,2 and 1,4 double bonds. These polymeric amines were mixed with epoxy resins (BADGE) and led to materials with glass transition temperatures between 20 degrees C and 60 degrees C depending on the polymeric amines functionalities. The thermal properties of synthesized resins are similar to the ones measured on epoxy resins obtained with commercial hardeners (cycloaliphatic amine and 1,10-diaminodecane).
dc.language.isoen
dc.publisherElsevier
dc.subject.enPolymers functionalization
dc.subject.enPolymeric amines
dc.subject.enHardeners
dc.subject.enEpoxy resins
dc.subject.enThiol-ene
dc.title.enNew biobased epoxy hardeners: Thiol-ene addition on oligobutadiene
dc.typeArticle de revue
dc.identifier.doi10.1016/j.reactfunctpolym.2012.03.001
dc.subject.halChimie/Polymères
bordeaux.journalReactive and Functional Polymers
bordeaux.page393-401
bordeaux.volume72
bordeaux.hal.laboratoriesLaboratoire de Chimie des Polymères Organiques (LCPO) - UMR 5629*
bordeaux.issue6
bordeaux.institutionBordeaux INP
bordeaux.institutionUniversité de Bordeaux
bordeaux.peerReviewedoui
hal.identifierhal-00803789
hal.version1
hal.origin.linkhttps://hal.archives-ouvertes.fr//hal-00803789v1
bordeaux.COinSctx_ver=Z39.88-2004&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.jtitle=Reactive%20and%20Functional%20Polymers&rft.date=2012&rft.volume=72&rft.issue=6&rft.spage=393-401&rft.epage=393-401&rft.eissn=1381-5148&rft.issn=1381-5148&rft.au=AUVERGNE,%20R%C3%A9mi&DESROCHES,%20Myriam&CLERC,%20S%C3%A9bastien&CARLOTTI,%20St%C3%A9phane&CAILLOL,%20Sylvain&rft.genre=article


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