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Imide-yne click polymerization: a new and versatile tool for the toolbox of X-yne click polymerization

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dc.contributor.authorÇAKMAKÇI, EMRAH
dc.contributor.authorsAslanturk O., Sagdic G., ÇAKMAKÇI E., Durmaz H., Günay U. S.
dc.date.accessioned2024-10-31T14:33:39Z
dc.date.available2024-10-31T14:33:39Z
dc.date.issued2024-01-01
dc.description.abstractThe Michael reaction, a cornerstone in organic chemistry, continues to revolutionize the field with its unparalleled versatility in forming carbon-carbon, carbon-oxygen, carbon-nitrogen, and carbon-sulfur bonds, paving the way for groundbreaking advancements in complex molecule and macromolecule construction. In this study, imide-yne reaction was employed at the macromolecular level for the first time to prepare linear poly(imide ester)s. A wide range of bisimides and dipropiolates were reacted through imide-yne click polymerization in the presence of 1,4-diazabicyclo[2.2.2] octane (DABCO) at room temperature. The polymerizations proceed in an anti-Markovnikov fashion, yielding the E-isomer as the major product. Polymers were obtained in high yields and their molecular weights were found to be in the range of 5.64-12.67 kDa. The remaining unreacted double bonds in the linear polymers were found to undergo further functionalization with thiols using a strong organocatalyst 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD), which was also supported by a model study. Post-polymerization modification study prompted us to prepare imide-yne monomers that can react with dithiols to synthesize poly(imide thioether)s through nucleophilic thiol-ene click reaction using TBD as the catalyst. The obtained polymers displayed a wide range of glass transition temperatures and thermal stability. Thus, it can be said that the proposed method enables the synthesis of new polyimide-based structures with tailorable thermal properties. It is believed that the proposed strategy will make a significant contribution to expanding the versatility of active alkyne chemistry at the macromolecular level.
dc.identifier.citationAslanturk O., Sagdic G., ÇAKMAKÇI E., Durmaz H., Günay U. S., "Imide-yne click polymerization: a new and versatile tool for the toolbox of X-yne click polymerization", Polymer Chemistry, 2024
dc.identifier.doi10.1039/d4py00918e
dc.identifier.issn1759-9954
dc.identifier.urihttps://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85205728920&origin=inward
dc.identifier.urihttps://hdl.handle.net/11424/298183
dc.language.isoeng
dc.relation.ispartofPolymer Chemistry
dc.rightsinfo:eu-repo/semantics/openAccess
dc.subjectBiyomedikal Mühendisliği
dc.subjectYaşam Bilimleri
dc.subjectMoleküler Biyoloji ve Genetik
dc.subjectSitogenetik
dc.subjectKimya
dc.subjectBiyokimya
dc.subjectBiyoinorganik Kimya
dc.subjectFizikokimya
dc.subjectPolimer Karakterizasyonu
dc.subjectTemel Bilimler
dc.subjectMühendislik ve Teknoloji
dc.subjectBiomedical Engineering
dc.subjectLife Sciences
dc.subjectMolecular Biology and Genetics
dc.subjectCytogenetic
dc.subjectChemistry
dc.subjectBiochemistry
dc.subjectBioinorganic Chemistry
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.subjectYaşam Bilimleri (Life)
dc.subjectMühendislik
dc.subjectMoleküler Biyoloji Ve Genetik
dc.subjectMühendislik Biyomedikal
dc.subjectPolimer Bilimi
dc.subjectKimya Organik
dc.subjectBiyokimya Ve Moleküler Biyoloji
dc.subjectEngineering Computing & Technology (Eng)
dc.subjectNatural Sciences (Sci)
dc.subjectLife Sciences (Life)
dc.subjectEngineering
dc.subjectMolecular Biology & Genetics
dc.subjectEngineering Biomedical
dc.subjectPolymer Science
dc.subjectChemistry Organic
dc.subjectBiochemistry & Molecular Biology
dc.subjectBiyomühendislik
dc.subjectFizik Bilimleri
dc.subjectPolimerler ve Plastikler
dc.subjectOrganik Kimya
dc.subjectBioengineering
dc.subjectPhysical Sciences
dc.subjectPolymers and Plastics
dc.subjectOrganic Chemistry
dc.titleImide-yne click polymerization: a new and versatile tool for the toolbox of X-yne click polymerization
dc.typearticle
dspace.entity.typePublication
local.avesis.idb10974e7-d888-4d54-b5c6-8d2a6253903f
local.indexed.atSCOPUS
relation.isAuthorOfPublication332869cd-e8a9-40ac-b678-cf5b01c6a6dc
relation.isAuthorOfPublication.latestForDiscovery332869cd-e8a9-40ac-b678-cf5b01c6a6dc

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