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Primary Amine-Functional Benzoxazine Monomers and Their Use for Amide-Containing Monomeric Benzoxazines

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Author

  • Tarek Agag
  • Carlos Rodriguez Arza
  • Frans Maurer
  • Hatsuo Ishida

Summary, in English

Amino-functional benzoxazine monomers have been successfully prepared. Several routes have been applied to incorporate amino group into benzoxazine structure. These approaches include reduction of the corresponding nitro-functional benzoxazines and deprotection of protected amino-functional benzoxazine monomers. Various approaches that allow primary amine groups to be prepared without damaging the existing benzoxazine groups have been evaluated. Tetrachlorophthalimide and trifluoroacetyl are found to be suitable protecting groups. In addition, a model compound of amide-functional benzoxazines is prepared from primary amine-functional benzoxazine. Fourier transform infrared spectroscopy (FTIR) and H-1 and C-13 nuclear magnetic resonance spectroscopy (NMR) are used to characterize the structure of the monomers. The polymerization behavior of amino-functional monomers and model compound are studied by differential scanning calorimetry (DSC).

Publishing year

2010

Language

English

Pages

2748-2758

Publication/Series

Macromolecules

Volume

43

Issue

6

Document type

Journal article

Publisher

The American Chemical Society (ACS)

Topic

  • Chemical Sciences

Status

Published

ISBN/ISSN/Other

  • ISSN: 0024-9297