Hydroxyalkylation of barbituric acid. III. Product analysis and reaction pathway |
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Authors: | Anna Ślączka Jacek Lubczak |
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Affiliation: | Department of Organic Chemistry, Rzeszów University of Technology, Al. Powstańców Warszawy 6, 35‐959 Rzeszów, Poland |
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Abstract: | Polyetherols containing a thermally stable pyrimidine ring were obtained upon the reaction of hydroxymethyl derivatives of barbituric acid with an excess of ethylene or propylene oxide. The reaction was monitored by 1H‐NMR and IR spectroscopy for the systems with variable starting molar ratios of reagents. We found that formaldehyde rearranged from N‐hydroxymethyl and oxymethylene bridges into the end of the polyetherol chain during the reaction. Simultaneously, the O‐hydroxymethyl groups underwent blocking by oxirane. The structures of the polyetherols was deduced on the basis of the course of the reaction and the analytical data. © 2009 Wiley Periodicals, Inc. J Appl Polym Sci, 2009 |
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Keywords: | addition polymerization FTIR heteroatom‐containing polymers NMR oligomers |
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