Y. Mitsuda, T. Fujikawa, T. Uno
Jan 30, 2003
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0
Influential Citations
4
Citations
Journal
Macromolecules
Abstract
Spontaneous reactions of 1-(2,2-dimethyl-1,3-dioxane-4,6-dione-5-ylidene)-4-(dicyanomethylene)-2,5-cyclohexadiene (QM 1) with p-methoxystyrene (MeOSt) were investigated in chloroform at room temperature at different monomer feed ratios. Reaction products obtained as hexane-insoluble and hexane-soluble fractions were characterized by elemental analysis and IR, 1H NMR, and 13C NMR spectroscopies. The hexane-insoluble products were to be copolymers of 7-(4-methoxyphenyl)-8,8-dicyanoquinodimethane (QM 2) with small amounts (3−6 mol %) of the QM 1, and the reaction product in the hexane-soluble fractions was to be the one-to-one adduct (Cycloadduct) of methylene Meldrum's acid (MM) with MeOSt. It was found that in the spontaneous reaction of the QM 1 with MeOSt a side reaction involving a metathesis process took place to form new two products, QM 2 and MM, and the former polymerized and the latter underwent the cycloaddition reaction with MeOSt. The formation of the Cycloadduct was also confirmed by a model re...