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Investigation of the Polymerization Behavior and Regioselectivity of Fluorene Diamine‐Based Benzoxazines
Author(s) -
Wang Jun,
He XuanYu,
Liu JunTing,
Liu WenBin,
Yang Lei
Publication year - 2013
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.201200531
Subject(s) - fluorene , polymer chemistry , polymerization , monomer , thermal stability , diamine , phenol , chemistry , glass transition , bisphenol , polymer , regioselectivity , organic chemistry , epoxy , catalysis
A series of fluorene diamine‐based benzoxazine monomers are prepared from the reaction of 9,9‐bis‐(4‐aminophenyl)‐fluorene with paraformaldehyde and unsubstituted or substituted phenols. Unsubstituted and substituted phenol‐based benzoxazines show different polymerization behaviors and give polymers with different thermal properties. The ortho and para positions on the phenol for benzoxazines based on phenol and m ‐cresol could concurrently participate in the crosslinking reaction during thermal ring‐opening polymerization to form Mannich and methylene bridges at high temperature. The glass‐transition temperature and thermal stability of the resulting polymers are much higher than those of other substituted phenol‐based polybenzoxazines and bisphenol fluorene‐based polybenzoxazines.