Concise synthesis and characterization of unsymmetric 1,3-benzoxazines by tandem reactions

Muhammad Imran, Baris Kiskan*, Yusuf Yagci

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

46 Citations (Scopus)

Abstract

A new synthetic protocol for the preparation of unsymmetric 1,3-bisbenzoxazines using the combination of three-step synthesis and classical one-step benzoxazine synthesis strategies is described. For this purpose, 4-hydroxyphenylaminomethyl phenol (HPAMP) is synthesized as the intermediate and reacted with two different aliphatic amines to yield the desired unsymmetric bisbenzoxazines. The structures of the intermediates and products are confirmed by FT-IR and 1H NMR spectral analysis. Curing behaviors of the bisbenzoxazines are studied by differential scanning calorimetry (DSC).

Original languageEnglish
Pages (from-to)4966-4969
Number of pages4
JournalTetrahedron Letters
Volume54
Issue number36
DOIs
Publication statusPublished - 4 Sept 2013

Funding

The authors thank Istanbul Technical University Research Fund and M.I. thanks TUBITAK (The Scientific and Technical Research Council of Turkey) for the post-doctoral fellowship support.

FundersFunder number
Istanbul Technical University Research Fund
TUBITAK
Türkiye Bilimsel ve Teknolojik Araştirma Kurumu

    Keywords

    • Curing
    • Polybenzoxazine
    • Ring-opening polymerization
    • Thermosetting
    • Unsymmetric benzoxazine

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