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Perfluorocyclobutane aromatic ether polymers. III. Synthesis and thermal stability of a thermoset polymer containing triphenylphosphine oxide
Author(s) -
Babb David A.,
Boone Harold W.,
Smith Dennis W.,
Rudolf Philip W.
Publication year - 1998
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/(sici)1097-4628(19980906)69:10<2005::aid-app12>3.0.co;2-0
Subject(s) - phosphine oxide , polymer chemistry , monomer , thermosetting polymer , thermal stability , polymer , thermal decomposition , ether , chemistry , materials science , phosphine , organic chemistry , catalysis
The preparation of a novel triaryl phosphine oxide thermoset polymer containing the perfluorocyclobutane linkage is described. The synthetic methodology involves the formation of a Grignard reagent from 4‐bromotrifluorovinyloxybenzene and reaction with phosphorous trichloride to form the triaryl phosphine trifluorovinyl ether monomer. Oxidation of the phosphine monomer with hydrogen peroxide in ethanol provides quantitative conversion of the phosphine to the phosphine oxide. Analysis of the thermal decomposition of the resulting polymer in both nitrogen and air indicates improvement in thermal and thermal/oxidative stability with respect to the previously reported polymer prepared from 1,1,1‐tris(4‐trifluorovinyloxy)phenyl ethane. Differences in thermal and thermal/oxidative performance still exist, indicating that oxidative processes contribute to the polymer decomposition in air. © 1998 John Wiley & Sons, Inc. J Appl Polym Sci 69: 2005–2012, 1998