Synthesis of 1,2,3-triazole group-containing isomannide-based aromatic new polyurethanes

dc.authorid0000-0003-4965-8754en_US
dc.authorscopusid25230307000en_US
dc.authorwosidJ-6910-2012en_US
dc.contributor.authorBayrak, Fatih
dc.contributor.authorAy, Emriye
dc.contributor.authorOral, Ayhan
dc.contributor.authorKarayıldırım, Tamer
dc.date.accessioned2023-05-25T08:18:01Z
dc.date.available2023-05-25T08:18:01Z
dc.date.issued2022en_US
dc.departmentFakülteler, Fen Fakültesi, Kimya Bölümü
dc.description.abstractTen new carbohydrate-based aromatic polyurethanes have been synthesized using isomannide and/or a new 1,2,3-triazole isomannide derivative, IV, as the diol source in the polymerization reactions. As the isocyanate source, 1,4-phenylene diisocyanate or 2,4-toluene diisocyanate was used. To synthesize compound IV, isomannide was tosylated, the tosyl groups were substituted with azide, the triazole ring was formed by reaction with 2,4-pentane dione and finally carbonyl groups were converted into oximes. The synthesis of copolymers and terpolymers was performed using different proportions of diisocyanate and diol sources in DMF. The structural elucidation of the synthesized compounds and polymers was performed using spectroscopic techniques such as FTIR, 1D- and 2D-NMR and HRMS. The thermal behaviour and molecular weight distribution of polymers were analyzed by thermal gravimetric analysis and gel permeation chromatography, respectively. The surface properties of the polymers were analyzed using scanning electron microscopy. A comparative study on thermal behaviour of the synthesized polymers showed that polymers containing a higher amount of compound IV displayed better thermal stability. The average molecular weights of copolymers were observed to vary from 7,900 (PUR-3) to 21,000 (PUR-4) whereas for terpolymers, values of 19,000 (PUR-5), 5,100 (PUR-6), 22,000 (PUR-8) and 28,000 (PUR-9) were found. The diisocyanate source was found to have more effect on the surface properties of polymers than the diol source: when 2,4-toluene diisocyanate was used in polymer synthesis, the resultant polymers had a spongy morphology with cavities while a polymer matrix containing spheres and platelets was obtained when 1,4-toluene diisocyanate was used.en_US
dc.identifier.citationBayrak, F., Ay, E., Oral, A., Karayıldırım, T., & Ay, K. (2022). Synthesis of 1,2,3-triazole group-containing isomannide-based aromatic new polyurethanes. Iranian Polymer Journal (English Edition), 31(4), 413-423. doi:10.1007/s13726-021-01001-zen_US
dc.identifier.doi10.1007/s13726-021-01001-z
dc.identifier.endpage423en_US
dc.identifier.issn1026-1265
dc.identifier.issn1735-5265
dc.identifier.issue4en_US
dc.identifier.scopus2-s2.0-85120330475
dc.identifier.startpage413en_US
dc.identifier.urihttps://doi.org/10.1007/s13726-021-01001-z
dc.identifier.urihttps://hdl.handle.net/20.500.12428/4205
dc.identifier.volume31en_US
dc.identifier.wosWOS:000724010900001
dc.identifier.wosqualityQ3
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.institutionauthorOral, Ayhan
dc.language.isoen
dc.publisherSpringer Science and Business Media Deutschland GmbHen_US
dc.relation.ispartofIranian Polymer Journal (English Edition)en_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subject1,2,3-Triazoleen_US
dc.subjectAzideen_US
dc.subjectDioximeen_US
dc.subjectIsomannideen_US
dc.subjectPoly(oxime-urethane)en_US
dc.subjectPolyurethaneen_US
dc.titleSynthesis of 1,2,3-triazole group-containing isomannide-based aromatic new polyurethanes
dc.typeArticle

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