Afficher la notice abrégée

Poly(arylene vinylene) Synthesis via a Precursor Step-Growth Polymerization Route Involving the Ramberg–Bäcklund Reaction as a Key Post-Chemical Modification Step

dc.rights.licenseopen
hal.structure.identifierLaboratoire de Chimie des Polymères Organiques [LCPO]
hal.structure.identifierInstitut des Sciences Moléculaires [ISM]
dc.contributor.authorARAVINDU, Kunche
hal.structure.identifierLaboratoire de Chimie des polymères organiques [LCPO]
hal.structure.identifierTeam 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies
dc.contributor.authorCLOUTET, Eric
IDREF: 151048681
hal.structure.identifierLaboratoire de Chimie des Polymères Organiques [LCPO]
hal.structure.identifierTeam 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies
dc.contributor.authorBROCHON, Cyril
hal.structure.identifierLaboratoire de Chimie des polymères organiques [LCPO]
hal.structure.identifierTeam 4 LCPO : Polymer Materials for Electronic, Energy, Information and Communication Technologies
dc.contributor.authorHADZIIOANNOU, Georges
hal.structure.identifierLaboratoire de Chimie des Polymères Organiques [LCPO]
hal.structure.identifierTeam 1 LCPO : Polymerization Catalyses & Engineering
dc.contributor.authorVIGNOLLE, Joan
hal.structure.identifierInstitut des Sciences Moléculaires [ISM]
dc.contributor.authorROBERT, Frédéric
hal.structure.identifierLaboratoire de Chimie des polymères organiques [LCPO]
hal.structure.identifierTeam 1 LCPO : Polymerization Catalyses & Engineering
dc.contributor.authorTATON, Daniel
hal.structure.identifierInstitut des Sciences Moléculaires [ISM]
dc.contributor.authorLANDAIS, Yannick
dc.date.accessioned2020
dc.date.available2020
dc.date.issued2018
dc.identifier.issn0024-9297
dc.identifier.urihttps://oskar-bordeaux.fr/handle/20.500.12278/20025
dc.description.abstractEnThe synthesis of conjugated copolymers based on poly(fluorene vinylene) [PFV] and poly(fluorene vinylene-co-carbazole vinylene) [PFVCV] was achieved via a previously unexplored precursor three-step synthetic route involving the Ramberg-Bäcklund reaction. The resulting -conjugated (co)polymers proved highly soluble in common organic solvents, such as DCM, THF, or CHCl3. The solution step-growth polymerization between 2,7-bis(bromomethyl)-9,9'-dihexyl-9H-fluorene [F-Br] and 2,7-bis(mercaptomethyl)-9,9'-dihexyl-9H-fluorene [F-SH] was carried out under basic conditions at 100 °C in a mixture of MeOH and THF. The resulting polysulfides were then subjected to an oxidation reaction using m-CPBA, which was followed by the Ramberg-Bäcklund reaction in the presence of CF2Br2/Al2O3-KOH, thus achieving the desired PFV. Similarly, PFVCV could be synthesized through the same three-step sequence employing, in this case, 2,7-bis(mercaptomethyl)-9-(tridecan-7-yl)-9H-carbazole (C-SH) and F-Br. Conjugated polymers with apparent molecular weights up to 15 kg.mol-1 and exhibiting promising optical features were obtained following this convenient synthetic strategy.
dc.language.isoen
dc.publisherAmerican Chemical Society
dc.subject.enRamberg-Bäcklund reaction
dc.subject.enPoly(fluorene vinylene)
dc.subject.enPoly(fluorene vinylene-co-carbazole vinylene)
dc.subject.enStep-growth polymerization
dc.subject.enπ-Conjugated polymers
dc.title.enPoly(arylene vinylene) Synthesis via a Precursor Step-Growth Polymerization Route Involving the Ramberg–Bäcklund Reaction as a Key Post-Chemical Modification Step
dc.typeArticle de revue
dc.identifier.doi10.1021/acs.macromol.8b00676
dc.subject.halChimie/Polymères
bordeaux.journalMacromolecules
bordeaux.page5852 - 5862
bordeaux.volume51
bordeaux.hal.laboratoriesLaboratoire de Chimie des Polymères Organiques (LCPO) - UMR 5629*
bordeaux.issue15
bordeaux.institutionBordeaux INP
bordeaux.institutionUniversité de Bordeaux
bordeaux.peerReviewedoui
hal.identifierhal-01858135
hal.version1
hal.origin.linkhttps://hal.archives-ouvertes.fr//hal-01858135v1
bordeaux.COinSctx_ver=Z39.88-2004&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.jtitle=Macromolecules&rft.date=2018&rft.volume=51&rft.issue=15&rft.spage=5852%20-%205862&rft.epage=5852%20-%205862&rft.eissn=0024-9297&rft.issn=0024-9297&rft.au=ARAVINDU,%20Kunche&CLOUTET,%20Eric&BROCHON,%20Cyril&HADZIIOANNOU,%20Georges&VIGNOLLE,%20Joan&rft.genre=article


Fichier(s) constituant ce document

FichiersTailleFormatVue

Il n'y a pas de fichiers associés à ce document.

Ce document figure dans la(les) collection(s) suivante(s)

Afficher la notice abrégée