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Computational study on radical-mediated thiol-epoxy reactions

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dc.contributor.authorKAHRAMAN, MEMET VEZİR
dc.contributor.authorsNallbani B. G., Kahraman M. V., Degirmenci I.
dc.date.accessioned2023-09-25T10:43:10Z
dc.date.available2023-09-25T10:43:10Z
dc.date.issued2023-09-01
dc.description.abstractRadical-mediated thiol-epoxy reactions were elucidated for analyzing the overlap problem of the thiol–ene/thiol–epoxy systems using computational approaches. Nine epoxy model molecules were evaluated to mimic the chemical structures and reactivity of some industrial epoxy molecules. Modeling reaction mechanisms was conducted through density functional theory (DFT) calculations using the M06-2X/6-31+G(d,p) level at 1.0 atm and 298.15 K. An analog thiol–ene mechanism was proposed for radical-mediated thiol–epoxide reactions. Unlike the thiol–ene reactions, the addition reaction to epoxides is relatively slow (rate constants <10–4 M–1 s–1). However, the chain transfer, which paves the way for the overlapping of dual curing systems, is quite fast (rate constants >101 M–1 s–1). High stability of thiyl radicals, epoxy ring strain, and the instability of formed alkoxy radical from addition reaction were emphasized as the main driving forces for the reaction energetics and kinetics. Control of temperature and using certain thiols are strongly recommended to avoid curing step overlap based on the findings in this study.
dc.identifier.citationNallbani B. G., Kahraman M. V., Degirmenci I., "Computational Study on Radical-Mediated Thiol-Epoxy Reactions", JOURNAL OF PHYSICAL CHEMISTRY A, cilt.1, sa.2, ss.1-16, 2023
dc.identifier.doi10.1021/acs.jpca.3c03234
dc.identifier.endpage16
dc.identifier.issn1089-5639
dc.identifier.issue2
dc.identifier.startpage1
dc.identifier.urihttps://hdl.handle.net/11424/293635
dc.identifier.volume1
dc.language.isoeng
dc.relation.ispartofJOURNAL OF PHYSICAL CHEMISTRY A
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.subjectTemel Bilimler
dc.subjectNatural Sciences
dc.subjectTemel Bilimler (SCI)
dc.subjectDoğa Bilimleri Genel
dc.subjectÇOK DİSİPLİNLİ BİLİMLER
dc.subjectNatural Sciences (SCI)
dc.subjectNATURAL SCIENCES, GENERAL
dc.subjectMULTIDISCIPLINARY SCIENCES
dc.subjectMultidisipliner
dc.subjectMultidisciplinary
dc.subjectAddition reactions
dc.subjectMolecular modeling
dc.subjectMolecules
dc.subjectOrganic polymers
dc.subjectThiols
dc.titleComputational study on radical-mediated thiol-epoxy reactions
dc.typearticle
dspace.entity.typePublication
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relation.isAuthorOfPublicationbeb3ce4a-547d-471f-87b2-a200e5d62311
relation.isAuthorOfPublication.latestForDiscoverybeb3ce4a-547d-471f-87b2-a200e5d62311

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