Hydroxyl functional polybenzoxazine precursor as a versatile platform for post-polymer modifications

Betul Hanbeyoglu, Baris Kiskan, Yusuf Yagci*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

51 Citations (Scopus)

Abstract

A new postmodification approach for the benzoxazine based thermosets is described. The approach involves attachment of hydroxyl functional groups to the main-chain polybenzoxazine precursors through monomer synthesis method. Hydroxyl functional polybenzoxazine precursor was successfully synthesized by using appropriate combinations of hexamethylene diamine with hydroxy functional diamine, namely 1,3-diaminopropan-2-ol in conjunction with bisphenol A and paraformaldehyde, and characterized. Modification reactions were performed by simple esterification reactions of hydroxyl groups with 2-bromopropanoyl chloride and methacryloyl chloride to yield ATRP macroinitiator and methacrylate containing polybenzoxazine precursors, respectively. ATRP macroinitiator was used to obtain polystyrene grafted polybenzoxazine precursors and photopolymerization of methacrylate groups was carried out successfully. The benzoxazine groups present in the all structures were shown to readily undergo thermally activated ring-opening polymerization in the absence of an added catalyst forming cross-linked networks. The thermal stability of the cured polymers was investigated and compared to that of a classical polybenzoxazine precursor.

Original languageEnglish
Pages (from-to)8434-8440
Number of pages7
JournalMacromolecules
Volume46
Issue number21
DOIs
Publication statusPublished - 12 Nov 2013

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