Patent GB-1003811-A (GB)
Title: Novel amido-esters, their preparation and employment
IPC: C09G1/12
Filed: 1962-12-20
Abstract: Carbon transfer inks, especially magnetic transfer inks and those of the hot melt type, and polishing compositions contain synthetic waxes of the general formula <FORM:1003811/C4-C5/1> wherein R1 represents a C16-C22 alkyl group, R2 represents a C2-C8 alkylene group, and R3 and R4, which may be the same or different, each represents a hydrogen atom or a C1-C22 alkyl group. Generally, the inks contain 30 to 50 weight per cent of synthetic wax, 10 to 50% of paraffin ink oil, about 2 to 20% of carbon blacks, and, optionally, up to 30% of toners and other additives. In the examples, transfer inks comprising paraffin ink oil (25.8 gms.), carbon black (8.4 gms.), nigrosine oleate toner (3 gms.) and 25.8 gms. of N-methyl docosyl succinamate, docosyl glutamanate, N-methyl-N-butyl docosyl succinamate, N-diethyldocosyl succinamate or a 1 : 1 mixture of docosyl succinamate and N-ethyl docosyl succinamate are described.  A typical polishing formulation in paste or suspension form consists of a silicone, one or more waxes, including one or more of the above general formula, and a solvent and a specified automobile paste wax consists of 37 parts by weight of N-stearyl docosyl succinamate, 24 parts of paraffin wax, 139 parts of coal tar naphtha and 2 parts of phenylpolysiloxane.ALSO:The invention comprises amido-esters of the general formula <FORM:1003811/C2/1> wherein R1 represents a C16-C22 alkyl group, R2 represents a C2-C8 alkylene group, and R3 and R4, which may be the same or different, each represents a hydrogen atom or a C1-C22 alkyl group. These amido-esters may be prepared from acid-esters of the general formula <FORM:1003811/C2/2> by (a) conversion to the corresponding acyl chloride, preferably by treatment with an inorganic chloride, and subsequent reaction of thio acyl chloride with an amine of the general formula HNR3R4; or (b) treatment with dicyclohexylcarbodiimide in the presence of an amine HNR3R4.  When phosphorus pentachloride is employed as the inorganic chloride it is preferably added to a suspension of the acid-ester in anhydrous diethyl ether at - 10 DEG  C. and when thionyl chloride is employed it is preferably mixed with the acid-ester and the mixture so formed heated at 30 DEG  to 40 DEG  C. to produce the acyl chloride.  Other specified inorganic chlorides are phosphorus trichloride and sulphuryl chloride.  The amido-esters of the invention may be purified by distillation in vacuo or recrystallisation from an appropriate solvent and may be used as a synthetic wax in carbon transfer inks and polishing compositions.ALSO:Standard carbon paper backing is coated with a carbon transfer ink, especially a magnetic transfer ink or one of the hot melt type, containing a synthetic wax of the general formula <FORM:1003811/D1-D2/1> wherein R1 represents a C16-C22 alkyl group, R2 represents a C2-C8 alkylene group, and R3 and R4, which may be the same or different, each represents a hydrogen atom or a C1-C22 alkyl group. Generally the inks contain 30 to 50 weight per cent of synthetic wax, 10 to 50% of paraffin ink oil, about 2 to 20% of carbon blacks, and, optionally, up to 30% of toners and other additives. In the examples transfer inks comprising paraffin ink oil (25.8 gms), carbon blacks (8.4 gms), nigrosine oleate toner (3 gms) and 25.8 gms of N-methyl docosyl succinamate, docosyl glutaramate, N-methyl-N-butyl docosyl succinamate, N-diethyl docosyl succinamate or a 1 : 1 mixture of docosyl succinamate and N-ethyl docosyl succinamate are coated on to carbon paper backings.