Synthesis and characterization of new poly(azomethine-urethane) and polyphenol derivatives obtained from 3,4-dihydroxy benzaldehyde and hexamethylene diisocyanate


KAYA İ., Kamaci M.

POLIMERY, cilt.56, sa.10, ss.721-733, 2011 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 56 Sayı: 10
  • Basım Tarihi: 2011
  • Doi Numarası: 10.14314/polimery.2011.723
  • Dergi Adı: POLIMERY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.721-733
  • Çanakkale Onsekiz Mart Üniversitesi Adresli: Evet

Özet

Oligophenol based poly(azomethine-urethane)s (PAMUs) including azomethine linkages were synthesized in three steps. At the first step, polyurethane (PUR) was synthesized in the copolymerization reaction of 3,4-dihydroxy benzaldehyde with hexamethylene diisocyanate (HDI) under the argon atmosphere. At the second step, the PAMUs were obtained by graft copolymerization of the preformed FUR with aminophenol (2-aminophenol, 3-aminophenol, or 4-aminophenol). At the last step, the obtained PAMUs were converted to their polyphenol derivatives via oxidative polycondensation reaction. The structures of the obtained compounds were confirmed by FT-IR, UV-vis, H-1 NMR, and C-13 NMR techniques. The molecular weight distribution parameters of the synthesized compounds were determined with the size exclusion chromatography (SEC). The synthesized compounds were also characterized by solubility tests, TGA, DTA, and DSC. Fluorescence measurements were carried out in various concentrated dimethylformamide solutions to determine the optimum concentrations to obtain the maximal fluorescence intensities.