Mechanistic Pathways for the Polymerization of Methylol-Functional Benzoxazine Monomers

Autor: Hatsuo Ishida, João M. Maia, Mohamed Baqar, Rongzhi Huang, Syed Qutubuddin, Tarek Agag
Rok vydání: 2012
Předmět:
Zdroj: Macromolecules. 45:8119-8125
ISSN: 1520-5835
0024-9297
DOI: 10.1021/ma301963d
Popis: The polymerization mechanism of methylol-functional benzoxazine monomers is reported using a series of monofunctional benzoxazine monomers synthesized via a condensation reaction of ortho-, meta-, or para-methylol–phenol, aniline, and paraformaldehyde following the traditional route of benzoxazine synthesis. A phenol/aniline-type monofunctional benzoxazine monomer has been synthesized as a control. The structures of the synthesized monomers have been confirmed by 1H NMR and FT-IR. The polymerization behavior of methylol monomers is studied by DSC and shows an exothermic peak associated with condensation reaction of methylol groups and ring-opening polymerization of benzoxazine at a lower temperature range than the control monomer. The presence of methylol group accelerates the ring-opening polymerization to give the ascending order of para-, meta-, and ortho-positions in comparison to the unfunctionalized monomer. Furthermore, rheological measurements show that the position of methylol group relative to b...
Databáze: OpenAIRE