2827-47-6Relevant articles and documents
N-Methylmelamines: Synthesis, Characterization, and Physical Properties
List, Manuela,Puchinger, Helmut,Gabriel, Herbert,Monkowius, Uwe,Schwarzinger, Clemens
, p. 4066 - 4075 (2016/06/09)
N-Methylmelamines have recently gained importance as valuable compounds for manufacturing modified melamine formaldehyde resins and other polymer building blocks. A great advantage of these polymers is the reduction of the carcinogenic formaldehyde. Selecting the polymerization processes (e.g., substance polymerization, polymerization in solution) and controlling the polymerization reaction and properties of these novel materials requires knowledge of the properties of the individual melamine derivatives used as new building blocks. All possible permutations of N-methylmelamines were prepared, and reaction progress was monitored by GC/MS. 2,4,6-Tris(dimethylamino)-1,3,5-triazine was prepared to complete the series; this is, however, also a possible byproduct in various synthesis routes. The reaction conditions were optimized to obtain high yields of each derivative with the highest possible purity. The substances were characterized by NMR and IR spectroscopy, mass spectrometry, elemental analysis, and single-crystal X-ray diffraction. In addition, physical properties, such as solubility, melting points, and pKb values, were determined. The number of amino-, methylamino-, and dimethylamino groups has a significant effect on these properties. In summary, we found that by increasing the number of amino- and methylamino groups, solubility and pKb increase. With increasing number of amino groups, the compounds tend to form hydrogen bonds, and thus, the melting point shifts to higher temperature ranges where they start to decompose.
Method for Obtaining a Triazine Compound with at least one Tertiary Amino Group
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Page/Page column, (2014/07/07)
The present invention relates to a method for obtaining a triazine compound with at least one tertiary amino group comprising the steps of a) providing at least one triazine compound of the general formulae (I) wherein - R1 and R2 mean independently from each other Q1 or a moiety of the formula R3-N-R4 or R5-N-R6 bound with its central nitrogen atom to the triazine ring of the structure of formula (I), whereat - Q1 means H, hydroxyl, a linear or branched C1-C30-alkyl or a cyclic substituent in form of a C5-C20-cycloalkyl, a C5-C20-aryl, a C1-C20-alkylsubstituted C5-C20-aryl, wherein in each case one or multiple carbon atoms can be substituted by one or multiple oxygen atoms, sulphur atoms, substituted nitrogen atoms and/or by one or multiple groups of the type - C(O)O-,-OC(O)-,-C(O)- and/or -OC(O)O-, and/or can be functionalized by one or multiple hydroxyl groups and/or mercapto groups - R3, R4, R5 and R6 mean independently from each other H, linear or branched C1-C20-alkyl, C5-C20-cyclo alkyl, C5-C20-aryl, C1-C20-alkylsubstituted C5-C20-aryl, wherein in each case one or multiple carbon atoms can be substituted by one or multiple oxygen atoms, sulphur atoms and/or substituted nitrogen atoms and/or by one or multiple groups of the type -C(O)O-, -OC(O)-, -C(O)- and/or -OC(O)O-, and/or can be functionalized by one or multiple hydroxyl groups and/or mercapto groups; or an amide of a carboxylic acid or an imide of a cyclic dicarboxylic acid, and b) reacting said aminotriazine of the general formulae (I) with at least one secondary amine of the general formulae (II) ???????? (R7R8)NH wherein R7 and R8 are linear or branched C1-C20-alkyl, C5-C20-cycloalkyl, or C1-C20-alkylsubstituted C5-C20-aryl or cyclic amines, or wherein R7 and R8 together form an alkyl ring, wherein in each case one or multiple carbon atoms can be substituted by one or multiple oxygen atoms, sulphur atoms and/or substituted nitrogen atoms and/or by one or multiple groups of the type -C(O)O-, -OC(O)-, -C(O)- and/or -OC(O) O- and/or can be functionalized by one or multiple hydroxyl groups and/or mercapto groups, and wherein R7 and R8 can be the same or different; c) wherein the reaction takes place in the presence of at least one compound of the general formulae (III) ???????? (R9R10)2NH2+]nXn- wherein R9 and R10 are H, linear or branched C1-C20-alkyl, C5-C20-cycloalkyl, or C1-C20-alkylsubstituted C5-C20-aryl or cyclic amines or wherein R9 and R10 together form an alkyl ring, wherein in each case one or multiple carbon atoms can be substituted by one or multiple oxygen atoms, sulphur atoms and/or substituted nitrogen atoms and/or by one or multiple groups of the type -C(O)O-, -OC(O)-, -C(O)- and/or -OC(O) O- and/or can be functionalized by one or multiple hydroxyl groups and/or mercapto groups, wherein R9 and R10 can be the same or different, wherein R7, R8,R9 and R10 can be the same or different, for the case that R9 and R10 are not H wherein Xn- is an anion of an organic or inorganic acid, and wherein n ≥1, in particular 1, 2, 3 or 4.
Reaction of disubstituted cyanamides with formamides under high pressure
Shibuya, Isao,Oishi, Akihiro,Yasumoto, Masahiko
, p. 1659 - 1662 (2007/10/03)
High pressure-assisted co-cyclization of disubstituted cyanamides with formamide or monosubstituted formamides gave 2-amino- or 2-monosubstituted amino-4,6-bis(disubstituted amino)-1,3,5-triazines in one pot.
