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Synthesis and properties of novel 4,4′‐biphenylene‐bridged flame‐retardant cyanate ester resin
Author(s) -
Zhang Zhongyun,
Yu Ruobing,
Wang Fan,
Wang Jialiang,
Jiao Yangsheng
Publication year - 2011
Publication title -
journal of applied polymer science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.575
H-Index - 166
eISSN - 1097-4628
pISSN - 0021-8995
DOI - 10.1002/app.34391
Subject(s) - cyanate ester , limiting oxygen index , polymer chemistry , materials science , moiety , thermal stability , differential scanning calorimetry , thermogravimetric analysis , char , bisphenol a , bisphenol , nuclear chemistry , chemistry , composite material , organic chemistry , pyrolysis , physics , epoxy , thermodynamics
The bisphenol‐containing 4,4′‐biphenylene moiety was prepared by the reaction of 4,4′‐ bis (methoxymethyl) biphenyl with phenol in the presence of p ‐toluenesulfonic acid. The bisphenol was end‐capped with the cyanate moiety by reacting with cyanogen chloride and triethylamine in dichloromethane. Their structures were confirmed by Fourier transform infrared spectroscopy, 1 H‐NMR, and elemental analysis. Thermal behaviors of cured resin were studied by differential scanning calorimetry, dynamic mechanical analysis, and TGA. The flame retardancy of cured resin was evaluated by limiting oxygen index (LOI) and vertical burning test (UL‐94 test). Because of the incorporation of rigid 4,4′‐biphenylene moiety, the cyanate ester (CE) resin shows good thermal stability ( T g is 256°C, the 5% degradation temperature is 442°C, and char yield at 800°C is 64.4%). The LOI value of the CE resin is 42.5, and the UL‐94 rating reaches V‐0. Moreover, the CE resin shows excellent dielectric property (dielectric constant, 2.94 at 1 GHz and loss dissipation factor, 0.0037 at 1 GHz) and water resistance (1.08% immersed at boiling water for 100 h). © 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 2011