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High‐Performance Polybenzoxazine Derived from Polyfunctional Benzoxazine Composed of an Oligonuclear Phenolic Compound Having a 4,4′‐Dimethylenebiphenyl Linker
Author(s) -
Kawauchi Takehiro,
Osawa Tsubasa,
Matsumura Shunichiro,
Mori Takuto,
Furukawa Nobuyuki,
Ishikawa Kazunori,
Iwasaki Koju,
Takeichi Tsutomu
Publication year - 2019
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.201800317
Subject(s) - thermogravimetric analysis , thermal stability , thermosetting polymer , glass transition , dynamic mechanical analysis , materials science , monomer , polymer chemistry , curing (chemistry) , aniline , ultimate tensile strength , polymer , composite material , chemistry , organic chemistry
A novel polyfunctional benzoxazine monomer, OP‐a , is synthesized from aniline, formaldehyde, and an oligonuclear phenolic compound (OP) with a 4,4′‐dimethylenebiphenyl group as the phenol linker. After thermal curing of OP‐a up to 240 °C, a brown‐colored, transparent polybenzoxazine ( POP‐a ) film is obtained. The mechanical and thermal properties of the POP‐a film are investigated by tensile test, dynamic mechanical analysis (DMA), and thermogravimetric analysis (TGA). The POP‐a film is extremely tough compared with a typical polybenzoxazine ( PB‐a ) film. The elongation at break of the POP‐a film is 7.6%, which is surprisingly large for the highly cross‐linked thermoset. The high cross‐link density is suggested from the very high storage modulus (over 1 GPa) above the glass transition temperature ( T g ) observed by DMA. The T g of POP‐a is also improved significantly to T g = 223 °C, which is approximately 50 °C higher than that of PB‐a . Moreover, TGA reveals that the thermal stability of POP‐a is also enhanced.