1H NMR Study of (Hydroxymethyl)melamine Rearrangement in DMSO Solutions

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(Hydroxymethyl)melamines (HMMs) are readily obtained by dissolving melamine in formalin at pH 8-9. They are widely used as precursors of melamine-form-aldehyde resins belonging to an important group of plastics. There are nine HMM isomers possible, with six hydrogen atoms in amino groups of melamine available for substitution. In aqueous solution they form an equilibrium mixture the composition of which was the subject of both theoretical and experimental studies. Each bis-, tris-, and tetrakis(hydroxymethyl)melamine consists of two constituent isomers. The isomers differ in the way the hydroxy-methyl groups are distributed among amino groups.

Keywords: (Hydroxymethyl)melamines; DMSO solution; Formaldehyde; Intramolecular rearrangement; Melamine; NMR analysis

Document Type: Short Communication

DOI: http://dx.doi.org/10.1366/0003702963906069

Affiliations: Faculty of Chemistry, Rzeszów University of Technology, 35-959 Rzeszów, Poland

Publication date: April 1, 1996

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