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, vol.56, no.10, pp.721-733, 2011 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 56 Issue: 10
  • Publication Date: 2011
  • Doi Number: 10.14314/polimery.2011.723
  • Journal Name: POLIMERY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.721-733
  • Çanakkale Onsekiz Mart University Affiliated: Yes


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.