Effect of methyl position on the dynamic mechanical and shape‐memory properties of cresol‐based polybenzoxazines

ABSTRACT Three difunctional benzoxazines were synthesized from cresol isomers (o‐, m‐, and p‐methylphenols), 1,3‐bis(3‐aminopropyl)‐1,1,3,3‐tetramethyldisiloxane, and formaldehyde. The ring‐opening polymerization temperature decreases in the order of ortho‐, para‐, and meta‐positions of methyl group...

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Published in:Journal of applied polymer science 2017-11, Vol.134 (42), p.n/a
Main Authors: Liu, Yanfang, Song, Shuning, Su, Xuehui, Wang, Aiqing, Shen, Shanshan, Li, Cuiyun
Format: Article
Language:English
Subjects:
Bend tests
Benzoxazines
Formaldehyde
glass transition
Glass transition temperature
Isomers
Materials science
Monomers
Polybenzoxazines
Polymers
Ring opening polymerization
Shape memory
stimuli‐sensitive polymers
structure–property relationships
Temperature
thermal properties
thermosets
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Summary:ABSTRACT Three difunctional benzoxazines were synthesized from cresol isomers (o‐, m‐, and p‐methylphenols), 1,3‐bis(3‐aminopropyl)‐1,1,3,3‐tetramethyldisiloxane, and formaldehyde. The ring‐opening polymerization temperature decreases in the order of ortho‐, para‐, and meta‐positions of methyl group for the benzoxazine monomers, whereas the glass transition temperature increases in the order of ortho‐, para‐, and meta‐positions of methyl group for the resultant polybenzoxazines. In addition, the polybenzoxazines exhibit one‐way dual‐shape‐memory behavior in response to changes in temperature, and the shape‐memory effects are evaluated by tensile and bending tests with a temperature program based on glass transition temperature. The o‐ and p‐cresol‐based polybenzoxazines exhibit higher shape‐memory performance than their m‐cresol‐based analogue/counterpart. © 2017 Wiley Periodicals, Inc. J. Appl. Polym. Sci. 2017, 134, 45443.
ISSN:0021-8995
1097-4628
DOI:10.1002/app.45443