Patent GB-999614-A (GB)
Title: Melamine derivatives their production and use
IPC: C07D/
Filed: 1962-07-02
Abstract: The invention consists of triazines of the general Formula 1 <FORM:0999614/C2/1> wherein A is an n-valent polyamine radical having from n to 20 carbon atoms and a total of from 2 to 5 nitrogen atoms, all of which are acylatable and are separated from each other by at least two carbon atoms, and being selected from the radicals of  (a) saturated chain-linked, saturated cyclic and mixed saturated chain-linked and saturated cyclic polyamines, each free from oxygen and sulphur atoms;  (b) saturated chain-linked aliphatic polyamines which contain oxygen in the chain, and  (c) phenyl-cyclohexylene-phenyl-diamines,  n is a positive integer ranging from 2 to 5, each right-hand moiety in the above formula being linked to one of said acylatable nitrogen atoms of A, each of R1 and R3 represents independently of the other hydrogen atom  a cyclohexyl group, an alkyl or alkenyl group each having maximally 18 carbon atoms,  R2 represents an alkyl or alkenyl group each having maximally 18 carbon atoms,  R4 represents an alkyl or alkenyl group each having maximally 18 carbon atoms, a monocyclic aralkyl radical in which the alkylene bridge has a maximally 4 carbon atoms, a phenyl group which may further be substituted by halogens, alkyl groups having maximally 12 carbon atoms and alkoxy groups having at most 4 carbon atoms or  R1 and R2 taken together, as well as R3 and R4 taken together, possibly with the inclusion of a further hetero atom, can be a saturated heterocyclic ring, the said triazine compound being free from sulphonic acid groups, and a process for their production by reacting a polyamine of the general formula II [A-(H)n]  II wherein A and n have the meanings given above, with cyanuric halide, and a primary and/or secondary amines of the general formulae IIIa and IIIb <FORM:0999614/C2/2> <FORM:0999614/C2/3> wherein R1, R2, R3 and R4 have the meanings given above and whereby the mol. ratio (II): (cyanuric halide): (IIIa and IIIb) is 1:n: 2n, the reaction being performed in steps in any order desired under the usual conditions in the presence of acid -binding agents, to form the corresponding above defined N,N1,N11-substituted melamine compounds. Numerous examples are described of which typical are represented by the formulae <FORM:0999614/C2/4> <FORM:0999614/C2/5> <FORM:0999614/C2/6> <FORM:0999614/C2/7>ALSO:Lubricating compositions and/or hydraulic fluids consist of melamine compounds as hereafter defined or mixtures thereof alone or in admixture with at least one of mineral oils, synthetic ester lubricants, silicone oils, antioxidant, thickeners, agents lowering the solidification point, high pressure additives and anticorrosives, said triazines having the general formula I <FORM:0999614/C4-C5/1> wherein A is an n-valent polyamine radical having from n to 20 carbon atoms and a total of from 2 to 5 nitrogen atoms, all of which are acylatable and are separated from each other by at least two carbon atoms, and being selected from the radicals of (a) saturated chain-linked, saturated cyclic and mixed saturated chain-linked and saturated cyclic polyamines each free from oxygen and sulphur atoms;  (b) saturated chain-linked aliphatic polyamines which contain oxygen in the chain, and  (c) phenyl-cyclohexylene-phenyl-diamines, n is a positive integer ranging from 2 to 5, each right-hand moiety in the above formula being linked to one of said acylatable nitrogen atoms of A, each of  R1 and R3 represents independently of the other hydrogen, a cyclohexyl group, an alkyl or alkenyl group, each having maximally 18 carbon atoms,  R2 represents an alkyl or alkenyl group, each having maximally 18 carbon atoms,  R4 represents an alkyl or alkenyl group, each having maximally 18 carbon atoms, a monocyclic aralkyl radical in which the alkylene bridge has maximally 4 carbon atoms, a phenyl group which may further be substituted by halogens, alkyl groups having maximally 12 carbon atoms and alkoxy groups having at most 4 carbon atoms, or R1 and R2 taken together, as well as R3 and R4 taken together, possibly with the inclusion of a further hetero atom, can be a saturated heterocyclic ring, the said triazine compound being free from sulphonic acid groups.  Antioxidants of the amine and hydroxyamine type are listed. High pressure additives included are phosphates, phosphites. Thickeners referred to include among others soaps, phthalocyanines, bentonite and indigo.  Silicones may also be included.  Numerous melamines are exemplified of which typical are <PICT:0999614/C4-C5/1> In specific examples a composition of copper phthalocyanine and the compound of the first formula above gives a grease; a composition in which iminodibenxyl is used as antioxidant is described.