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.
Read more: On the Oxidation of Allylmelamines