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Remarkable improvement of thermal stability of main‐chain benzoxazine oligomer by incorporating o ‐norbornene as terminal functionality
Author(s) -
Zhang Kan,
Qiu Jiaming,
Li Songjun,
Shang Zhikun,
Wang Jinyun
Publication year - 2017
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.45408
Subject(s) - oligomer , norbornene , polymer chemistry , polymerization , differential scanning calorimetry , thermal stability , materials science , gel permeation chromatography , fourier transform infrared spectroscopy , polymer , chemistry , chemical engineering , organic chemistry , composite material , physics , engineering , thermodynamics
A new main‐chain benzoxazine oligomer with o ‐norbornene functionality as end groups has been designed and synthesized. As compared to traditional main‐chain type benzoxazine polymers, this benzoxazine oligomer with o ‐norbornene terminal functionality can undergo further crosslinking polymerization after general ring‐opening polymerization of oxazine rings. Another main‐chain benzoxazine oligomer has also been designed based on the reaction of bisphenol‐A, 4,4′‐diaminodiphenylmethane, paraformaldehyde, and phenol for comparison. The structure of the synthesized oligomers is confirmed by 1 H nuclear magnetic resonance spectroscopy and Fourier transform infrared spectroscopy (FTIR). The molecular weight has been determined by using gel permeation chromatography (GPC). The benzoxazine oligomer containing o ‐norbornene functionality can polymerize with multiple polymerization mechanisms rather than the single mechanism common to traditional 1,3‐benzoxazine resins. The polymerization mechanisms are monitored by in situ FTIR and differential scanning calorimetry (DSC). Moreover, the thermoset derived from the benzoxazine oligomer containing o ‐norbornene functionality exhibits high thermal stability with the transition temperature of 360 °C and a high T d 5 of 404 °C. © 2017 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2017 , 134 , 45408.