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Eugenol-DOPO: A bio-based phosphorous-containing monomer for thiol-ene photocurable thermosets

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dc.contributor.authorÇAKMAKÇI, EMRAH
dc.contributor.authorsÖzükanar Ö., ÇAKMAKÇI E., Sagdic G., Günay U. S., Durmaz H., Kumbaracı İ. V.
dc.date.accessioned2023-03-28T07:13:23Z
dc.date.available2023-03-28T07:13:23Z
dc.date.issued2023-01-01
dc.description.abstractThe adverse health and environmental effects of petroleum-based materials have become a driving force for the fabrication of bio-based monomers. In this study, we synthesized a novel bio-based reactive phosphorus-containing; eugenol-DOPO, which was prepared in one step by the reaction of 9,10-dihydro-9-oxa-10-phosphaphenanthrene-10-oxide (DOPO) and eugenol via Atherton–Todd reaction. Moreover, a diallyl compound was also prepared by using eugenol and piperazine. All monomers were characterized by nuclear magnetic resonance (NMR), mass, and Fourier-transform infrared (FTIR) spectroscopies. Thiol-ene photocured polysulfide thermoset networks were prepared by using these newly synthesized bio-based monomers. Thermal and thermomechanical properties of the thermosets were measured. Photo-crosslinked networks displayed over 88% gel content values. The thermal stability of the networks as well as the resulting char yields were improved as the percentage of eugenol-DOPO was increased in the formulations. The presence of N and P played a synergistic effect and the limiting oxygen index (LOI) values for the thermoset materials were enhanced. We believe eugenol-DOPO is not only a good alternative monomer for the preparation of thermally stable photocurable thermosets, but it is also a suitable bio-based additive for other polymers as well. Graphical Abstract: [Figure not available: see fulltext.].
dc.identifier.citationÖzükanar Ö., ÇAKMAKÇI E., Sagdic G., Günay U. S., Durmaz H., Kumbaracı İ. V., "Eugenol-DOPO: A Bio-Based Phosphorous-Containing Monomer for Thiol-ene Photocurable Thermosets", Journal of Polymers and the Environment, 2023
dc.identifier.doi10.1007/s10924-023-02813-1
dc.identifier.issn1566-2543
dc.identifier.urihttps://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85149904794&origin=inward
dc.identifier.urihttps://hdl.handle.net/11424/287956
dc.language.isoeng
dc.relation.ispartofJournal of Polymers and the Environment
dc.rightsinfo:eu-repo/semantics/openAccess
dc.subjectKimya
dc.subjectFizikokimya
dc.subjectPolimer Karakterizasyonu
dc.subjectTemel Bilimler
dc.subjectMühendislik ve Teknoloji
dc.subjectChemistry
dc.subjectPhysical Chemistry
dc.subjectCharacterization of Polymers
dc.subjectNatural Sciences
dc.subjectEngineering and Technology
dc.subjectMühendislik, Bilişim ve Teknoloji (ENG)
dc.subjectTemel Bilimler (SCI)
dc.subjectMühendislik
dc.subjectMalzeme Bilimi
dc.subjectMÜHENDİSLİK, ÇEVRE
dc.subjectPOLİMER BİLİMİ
dc.subjectMALZEME BİLİMİ, ÇOKDİSİPLİNLİ
dc.subjectEngineering, Computing & Technology (ENG)
dc.subjectNatural Sciences (SCI)
dc.subjectENGINEERING
dc.subjectMATERIALS SCIENCE
dc.subjectCHEMISTRY
dc.subjectENGINEERING, ENVIRONMENTAL
dc.subjectPOLYMER SCIENCE
dc.subjectMATERIALS SCIENCE, MULTIDISCIPLINARY
dc.subjectÇevre Mühendisliği
dc.subjectFizik Bilimleri
dc.subjectPolimerler ve Plastikler
dc.subjectMalzeme Kimyası
dc.subjectEnvironmental Engineering
dc.subjectPhysical Sciences
dc.subjectPolymers and Plastics
dc.subjectMaterials Chemistry
dc.subjectDOPO
dc.subjectEugenol
dc.subjectPiperazine
dc.subjectThermoset
dc.subjectThiol-ene
dc.titleEugenol-DOPO: A bio-based phosphorous-containing monomer for thiol-ene photocurable thermosets
dc.typearticle
dspace.entity.typePublication
local.avesis.id58423927-d25c-4ce5-86cb-cae17ae3f6e7
local.indexed.atSCOPUS
relation.isAuthorOfPublication332869cd-e8a9-40ac-b678-cf5b01c6a6dc
relation.isAuthorOfPublication.latestForDiscovery332869cd-e8a9-40ac-b678-cf5b01c6a6dc

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