B. Kiskan, Y. Yagcı
May 1, 2007
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Journal
Journal of Polymer Science Part A
Abstract
A new monomer, 4-methyl-9-p-tolyl-9,10-dihydrochromeno[8,7-e][1,3]oxazin-2(8H)-one, possessing both benzoxazine and coumarin rings in its structure was synthesized by the reaction of 4-methyl-7-hydroxycoumarin, paraformaldehyde, and p-toluidine in methanol at 40 °C and characterized with spectral analysis. Upon photolysis around 300 nm, this monomer underwent dimerization via the [2πs+2πs] cycloaddition reaction. Photodimerization reactions were investigated with UV and 1H NMR spectroscopy measurements. The thermal ring-opening reaction of the benzoxazine ring was demonstrated with differential scanning calorimetry measurements. The thermal behavior of the cured product was also investigated with thermogravimetric analysis. © 2007 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 45: 1670–1676, 2007