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Preparation of phosphorous‐containing poly(epichlorohydrin) and polyurethane from a novel synthesis route
Author(s) -
Wu Chuan Shao,
Liu Ying Ling,
Chiu Yie Shun
Publication year - 2002
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.10765
Subject(s) - epichlorohydrin , thermogravimetric analysis , polymer chemistry , polyurethane , fourier transform infrared spectroscopy , materials science , polymer , epoxy , nuclear chemistry , chemistry , organic chemistry , chemical engineering , composite material , engineering
Phosphorylation of poly(epichlorohydrin) (PECH) was successfully performed via reacting the PH bond of 9,10‐dihydro‐oxa‐10‐phosphaphenanthrene‐10‐oxide (DOPO) with the pendent chloromethyl groups of PECH. From this reaction, phosphorus‐containing PECH with hydroxyl terminal groups was obtained. This compound was further reacted with toluene‐2,4‐diisocyanate to form a phosphorous‐containing polyurethane. The performance of the phosphorylation reaction and the structure of the resulting polymers were characterized by Fourier transform infrared spectroscopy, phosphorous‐31 nuclear magnetic resonance ( 31 P NMR) spectroscopy, and elemental analysis. The phosphorylated PECH and polyurethane were characterized by thermogravimetric analysis (TGA), which showed weight loss retardation behavior under air at high temperature at >500 °C and high char yield at 700 °C. Both of the synthesized polymers are potentially useful as multifunctional modifiers for epoxy resins and for improving the toughness and flame retardancy of the resins. © 2002 Wiley Periodicals, Inc. J Appl Polym Sci 85: 2254–2259, 2002