Synthesis, Characterization, and Thermal Properties of Alkyl-Functional Naphthoxazines

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UYAR T., HACALOĞLU J., Ishida H.

JOURNAL OF APPLIED POLYMER SCIENCE, vol.127, no.4, pp.3114-3123, 2013 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 127 Issue: 4
  • Publication Date: 2013
  • Doi Number: 10.1002/app.37692
  • Journal Name: JOURNAL OF APPLIED POLYMER SCIENCE
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.3114-3123
  • Middle East Technical University Affiliated: Yes

Abstract

A series of alkyl-functional naphthoxazine resins having various alkyl chain lengths from C1 to C18 are synthesized with a high yield and high purity by the reactions of 1,5-dihydroxynaphthalene, formaldehyde, and aliphatic amines. The proposed chemical structures of the naphthoxazines are confirmed by high-resolution mass spectrometry, H-1 nuclear magnetic resonance spectroscopy, Fourier transform infrared spectroscopy, and pyrolysis mass spectrometry studies. The alkyl-functional naphthoxazines have shown low polymerization temperature characteristics where polymerization of these monomers is achieved in the range of 150-170 degrees C yielding cross-linked polynaphthoxazines. The low-temperature polymerization characteristics and the associated thermal degradation behaviors are studied. (C) 2012 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 127: 3114-3123, 2013