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hal.structure.identifierLaboratoire de Chimie des Polymères Organiques [LCPO]
hal.structure.identifierTeam 1 LCPO : Polymerization Catalyses & Engineering
dc.contributor.authorMEZZASALMA, Leila
hal.structure.identifierInteractions moléculaires et réactivité chimique et photochimique [IMRCP]
dc.contributor.authorHARRISSON, Simon
hal.structure.identifierNutrition, Métabolismes et Cancer [NuMeCan]
dc.contributor.authorSABA, Saad
hal.structure.identifierNutrition, Métabolismes et Cancer [NuMeCan]
dc.contributor.authorLOYER, Pascal
dc.contributor.authorCOULEMBIER, Olivier
hal.structure.identifierLaboratoire de Chimie des Polymères Organiques [LCPO]
hal.structure.identifierTeam 1 LCPO : Polymerization Catalyses & Engineering
dc.contributor.authorTATON, Daniel
dc.date.accessioned2020
dc.date.available2020
dc.date.issued2019
dc.identifier.issn1525-7797
dc.identifier.urihttps://oskar-bordeaux.fr/handle/20.500.12278/19847
dc.description.abstractEnThe development of synthetic strategies to produce statistical copolymers based on l-lactide (l-LA) and ε-caprolactone (CL), denoted as P(LA- stat-CL), remains highly challenging in polymer chemistry. This is due to the differing reactivity of the two monomers during their ring-opening copolymerization (ROcP). Yet, P(LA- stat-CL) materials are highly sought after as they combine the properties of both polylactide (PLA) and poly(ε-caprolactone) (PCL). Here, benzoic acid (BA), a naturally occurring, cheap, readily recyclable, and thermally stable weak acid, is shown to trigger the organocatalyzed ring-opening copolymerization (OROcP) of l-LA and CL under solvent-free conditions at 155 °C, in presence of various alcohols as initiators, with good control over molar masses and dispersities (1.11 < Đ < 1.35) of the resulting copolyesters. Various compositions can be achieved, and the formation of statistical compounds is shown through characterization by H, C, and diffusion ordered spectroscopy NMR spectroscopies and by differential scanning calorimetry, as well as through the determination of reactivity ratios ( r = 0.86, r = 0.86), using the visualization of the sum of squared residuals space method. Furthermore, this BA-OROcP process can be exploited to access metal-free PLA- b-P(LA- stat-CL)- b-PLA triblock copolymers, using a diol as an initiator. Finally, residual traces of BA remaining in P(LA- stat-CL) copolymers (<0.125 mol %) do not show any cytotoxicity toward hepatocyte-like HepaRG cells, demonstrating the safety of this organic catalyst.
dc.language.isoen
dc.publisherAmerican Chemical Society
dc.subject.enbulk
dc.subject.enorganocatalysis
dc.subject.enbenzoic acid
dc.subject.enlactide
dc.subject.encaprolactone
dc.subject.encopolymerization
dc.subject.enstatistical copolymers
dc.title.enBulk Organocatalytic Synthetic Access to Statistical Copolyesters from l-Lactide and ε-Caprolactone Using Benzoic Acid
dc.typeArticle de revue
dc.identifier.doi10.1021/acs.biomac.9b00190
dc.subject.halChimie/Polymères
dc.description.sponsorshipEuropeEuropean Joint Doctorate in Organocatalysis and Sustainable Polymers
bordeaux.journalBiomacromolecules
bordeaux.page1965-1974
bordeaux.volume20
bordeaux.hal.laboratoriesLaboratoire de Chimie des Polymères Organiques (LCPO) - UMR 5629*
bordeaux.issue5
bordeaux.institutionBordeaux INP
bordeaux.institutionUniversité de Bordeaux
bordeaux.peerReviewedoui
hal.identifierhal-02120885
hal.version1
hal.origin.linkhttps://hal.archives-ouvertes.fr//hal-02120885v1
bordeaux.COinSctx_ver=Z39.88-2004&amp;rft_val_fmt=info:ofi/fmt:kev:mtx:journal&amp;rft.jtitle=Biomacromolecules&amp;rft.date=2019&amp;rft.volume=20&amp;rft.issue=5&amp;rft.spage=1965-1974&amp;rft.epage=1965-1974&amp;rft.eissn=1525-7797&amp;rft.issn=1525-7797&amp;rft.au=MEZZASALMA,%20Leila&amp;HARRISSON,%20Simon&amp;SABA,%20Saad&amp;LOYER,%20Pascal&amp;COULEMBIER,%20Olivier&amp;rft.genre=article


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