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Synthesis and Characterization of Structurally Uniform Model Oligomers of Polybenzoxazine

Ishida, Hatsuo ; Krus, Carole M

Macromolecules, 1998-04, Vol.31 (8), p.2409-2418 [Periódico revisado por pares]

Washington, DC: American Chemical Society

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  • Título:
    Synthesis and Characterization of Structurally Uniform Model Oligomers of Polybenzoxazine
  • Autor: Ishida, Hatsuo ; Krus, Carole M
  • Assuntos: Applied sciences ; Exact sciences and technology ; Model compounds ; Organic polymers ; Physicochemistry of polymers
  • É parte de: Macromolecules, 1998-04, Vol.31 (8), p.2409-2418
  • Notas: istex:67C5CEEAFF5558ED05035A6CEEDFCB5D90D7D803
    ark:/67375/TPS-7H6F09S8-0
    ObjectType-Article-2
    SourceType-Scholarly Journals-1
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    content type line 23
  • Descrição: The controlled synthesis of a series of polybenzoxazine model oligomers is described. A synthetic strategy is developed in which bromine is used as an ortho position blocking group allowing a stepwise synthesis of structurally uniform compounds. Debromination and subsequent hydrogenation is achieved in high yields by using activated Raney nickel catalyst in a methanol/aqueous base reaction medium. An effective hydrogenation procedure that does not require the addition of hydrogen gas is described. Polybenzoxazine oligomers as large as the model tetramer are synthesized. Applications for these strategies and procedures toward the synthesis of a variety of polybenzoxazine structures are described. Model oligomeric compounds of polybenzoxazines have been characterized by Fourier transform infrared spectroscopy (FT-IR), UV−visible spectroscopy, nuclear magnetic resonance spectroscopy (NMR), high performance liquid chromatography (HPLC), and size exclusion chromatography (SEC). Those oligomers used are the dimer, trimer, and tetramer of a monofunctional benzoxazine resin. Additional model compounds have also been synthesized. They are 2,6-bis(dimethylaminomethyl)-4-methylphenol and 2,6-bis(N-ethyl-N-methylaminomethyl)-4-methylphenol, which were used as model compounds to aid infrared band assignments.
  • Editor: Washington, DC: American Chemical Society
  • Idioma: Inglês
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