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Triazine-containing benzoxazine and its high-performance polymer

Authors

  • Dengxia Wang,

    1. Key Laboratory for Special Functional Aggregated Materials of Ministry of Education, School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, People's Republic of China
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  • Bin Li,

    1. Petrochemical Research Institute of Lanzhou Petrochemical Company, China National Petroleum Corporation, Lanzhou 730060, People's Republic of China
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  • Yaoheng Zhang,

    1. Petrochemical Research Institute of Lanzhou Petrochemical Company, China National Petroleum Corporation, Lanzhou 730060, People's Republic of China
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  • Zaijun Lu

    Corresponding author
    1. Key Laboratory for Special Functional Aggregated Materials of Ministry of Education, School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, People's Republic of China
    • Key Laboratory for Special Functional Aggregated Materials of Ministry of Education, School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, People's Republic of China
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Abstract

A new synthetic route was designed to significantly increase the content of triazine structure in benzoxazine resin. 2,4,6-Tri(4-hydroxylphenyl)-13,5-s-triazine (TP) was synthesized by cyclotrimerization of 4-cyanolphenol and then benzoxazine monomer-containing triazine [2,4,6-tri(3-phenyl-3,4-dihydro-2H-1,3-benzoxazin-6-yl)-1,3,5-s-triazine (BZ-ta)] was synthesized via Mannich reaction from TP. Finally, the cross-linked polymer P(BZ-ta) was produced by thermal polymerization of BZ-ta. BZ-ta was characterized by nuclear magnetic resonance spectroscopy (NMR), fourier transform infrared spectroscopy (FTIR), mass spectrum, elemental analysis, and viscosity measurement. Curing behavior of BZ-ta was studied by differential scanning calorimetry, FTIR, and gel permeation chromatography. The structure and properties of P(BZ-ta) were investigated by powder X-ray diffraction, dynamic mechanical analysis, and thermogravimetric analysis. The results showed that the P(BZ-ta) had high glass temperature (Tg = 322°C), excellent thermal oxidation stability (5 and 10% weight loss temperatures in air up to 403 and 453°C, respectively), high char yield (64%, 800°C in nitrogen), and high flame-retardance (limiting oxygen index, 39.7). © 2012 Wiley Periodicals, Inc. J. Appl. Polym. Sci., 2013

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