Sonja Landertshamer, Clemens Schwarzinger
Johannes Kepler University Linz, Austria
Journal of Unsolved Questions, 2, 1, Articles 5-8, 2012 (Received November 8th, accepted December 3rd, published online December 27th 2011)
2,4,6-triamino-1,3,5-triazine (melamine ) was first prepared in 1834 by Liebig. It has already been used for several decades for the production of melamine-formaldehyde resins and has therefore gained industrial importance. Particularly, during the last years new possibilities for the cross-linking of melamine have been developed to replace harmful formaldehyde. The synthesis of epoxy modified melamine derivatives is one possibility for this purpose. 2-Diallylamino-4,6-bis(dimethylamino)-1,3,5-triazine was chosen as difunctional starting material, whereat solubility in organic solvents is enhanced by the use of the N-alkylated product. Epoxidations of the allyl functionalities were carried out using several common epoxidation agents. Partially, conversion took place forming mainly by-products like substituted hydroxyl amines and hydroxy triazine derivatives. Nevertheless, epoxidation of double bonds took place forming different epoxy containing structures, which may be useful starting materials for further conversions.
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