Journal
POLYMER
Volume 42, Issue 7, Pages 3115-3125Publisher
ELSEVIER SCI LTD
DOI: 10.1016/S0032-3861(00)00498-5
Keywords
polybenzoxazine; benzoxazine; thermosetting resin; regioselectivity; polymerization
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The reaction site of the ring-opening polymerization in monofunctional aromatic amine-based benzoxazines has been investigated through systematic manipulation of the monomer chemistry. Selective protection or activation of sites on the arylamine ring towards electrophilic aromatic substitution has allowed a series of materials to be developed, which contain varying amounts of phenolic Mannich base bridges, arylamine Mannich base bridges, and methylene bridges. Electron-donating alkyl substituent groups at one or both meta positions on the arylamine ring facilitate ring opening/degradation at lower temperatures. This opening of rings in a step other than the polymerization reaction greatly increases the numbers of methylene linkages. Confirmation of the reaction sites was obtained via H-1 and C-13 NMR spectroscopy of oligomeric species. (C) 2001 Elsevier Science Ltd. All rights reserved.
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