Patent EP-2743262-A1 (EP)
Inventor: DICKE RENÉ
IPC: C07D251/70
Filed: 2012-12-11
Abstract: 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 
- R 1  and R 2  mean independently from each other Q 1  or a moiety of the formula R3-N-R 4  or R 5 -N-R 6  bound with its central nitrogen atom to the triazine ring of the structure of formula (I), whereat 
- Q 1  means H, hydroxyl, a linear or branched C 1 -C 30 -alkyl or a cyclic substituent in form of a C 5 -C 20 -cycloalkyl, a C 5 -C 20 -aryl, a C 1 -C 20 -alkylsubstituted C 5 -C 20 -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 
 
- R 3 , R 4 , R 5  and R 6  mean independently from each other H, linear or branched C 1 -C 20 -alkyl, C 5 -C 20 -cyclo alkyl, C 5 -C 20 -aryl, C 1 -C 20 -alkylsubstituted C 5 -C 20 -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) 
 
         (R 7 R 8 )NH 
 
wherein R 7  and R 8  are linear or branched C 1 -C 20 -alkyl, C 5 -C 20 -cycloalkyl, or C 1 -C 20 -alkylsubstituted C 5 -C 20 -aryl or cyclic amines, or wherein R 7  and R 8  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 R 7  and R 8  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) 
 
         (R 9 R 10 ) 2 NH 2   + ] n X n-   
 
wherein R 9  and R 10  are H, linear or branched C 1 -C 20 -alkyl, C 5 -C 20 -cycloalkyl, or C 1 -C 20 -alkylsubstituted C 5 -C 20 -aryl or cyclic amines or wherein R 9  and R 10  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 R 9  and R 10  can be the same or different, 
wherein R 7 , R 8 ,R 9  and R 10  can be the same or different, for the case that R 9  and R 10  are not H 
wherein X n-  is an anion of an organic or inorganic acid, and 
wherein n ≥1, in particular 1, 2, 3 or 4.