Synthesis and characterization of oligo-2-hydroxy-1-naphthaldehyde and its Schiff base oligomers

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dc.authoridKaya, İsmet / 0000-0002-9813-2962
dc.authoridŞenol, Dilek / 0000-0001-7854-0419
dc.contributor.authorKaya, İsmet
dc.contributor.authorŞenol, Dilek
dc.date.accessioned2025-01-27T20:48:02Z
dc.date.available2025-01-27T20:48:02Z
dc.date.issued2003
dc.departmentÇanakkale Onsekiz Mart Üniversitesi
dc.description.abstractIn this study, oligo-2-hydroxy-1-naphthaldehyde (OHNA) was synthesized from the oxidative polycondensation of 2-hydroxy-1-naphthaldehyde (HNA) with air oxygen, NaOCl and H2O2 in an aqueous alkaline medium at 50-95degreesC. We determined the products and the oxidative polycondensation reaction conditions of HNA with oxidants such as air oxygen, NaOCl, and H2O2. In these reactions, H2O2 was more active than air oxygen and NaOCl and their optimum reaction conditions were studied. The products were characterized by H-1-NMR, FTIR, UV-visible, and elemental analysis. The respective number-average molecular weight, mass-average molecular weight, and polydispersity index values of OHNA and its Schiff base oligomers (compounds 1, 2, and 3) were found to be 500 g mol(-1), 1880 g mol(-1), and 3.75 for OHNA; 670 mol(-1), 2490 mol(-1), and 3.71 for compound 1; 390 g mol(-1), 1080 g mol(-1) and 2.77 for compound 2; and 320 g mol(-1), 670 g mol(-1), and 1.85 for compound 3. At the optimum reaction conditions, the yields of the reaction products were found to be 77.0% O-2, 78.0% H2O2, and 75.4% NaOCl. About 80% of the HNA was converted into OHNA. In addition, new Schiff based oligomers were synthesized from the condensation reaction of OHNA with p-aminophenol, triethyleneglycol bis(4-aminophenyl ether), and aniline and their structures and properties were determined. Thermogravimetric and dynamic thermal analyses showed OHNA and its Schiff base oligomers to be stable against thermooxidative decomposition. The weight losses of OHNA and its Schiff base oligomer compounds 1, 2, and 3 were found to be 5% at 175, 225, 190, and 230degreesC, respectively; 50% at 900, 590, 650, and 620degreesC, respectively; and 60, 80, 85, and 82%, respectively, at 1000degreesC. (C) 2003 Wiley Periodicals, lnc.
dc.identifier.doi10.1002/app.12674
dc.identifier.endpage450
dc.identifier.issn0021-8995
dc.identifier.issue2
dc.identifier.scopus2-s2.0-0042287725
dc.identifier.scopusqualityQ2
dc.identifier.startpage442
dc.identifier.urihttps://doi.org/10.1002/app.12674
dc.identifier.urihttps://hdl.handle.net/20.500.12428/25119
dc.identifier.volume90
dc.identifier.wosWOS:000184829800014
dc.identifier.wosqualityQ2
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
dc.publisherJohn Wiley & Sons Inc
dc.relation.ispartofJournal of Applied Polymer Science
dc.relation.publicationcategoryinfo:eu-repo/semantics/openAccess
dc.rightsinfo:eu-repo/semantics/openAccess
dc.snmzKA_WoS_20250125
dc.subjectoligo-2-hydroxy-1-naphthaldehyde
dc.subjectoxidative polycondensation
dc.subjectSchiff base oligomer
dc.titleSynthesis and characterization of oligo-2-hydroxy-1-naphthaldehyde and its Schiff base oligomers
dc.typeArticle

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