Patent GB-816090-A (GB)
Title: Gasoline compositions
IPC: C10L1/222
Filed: 1957-06-14
Abstract: A gasoline with improved anti-stalling characteristics contains 0.004-1.0 per cent, by weight, of a carboxylic acid salt of an hydroxy aliphatic amine, the amine being represented either by the formul  RaN(R1OH)b where R is an aliphatic radical of from 1-20 carbon atoms (or is composed of a plurality of such radicals); R1 is a -CH2CH2- or -CH2-C(CH3)H- radical; a is 0 to 2 and b is 1 to 3, the sums of a and b always being 3, or by the formula <FORM:0816090/III/1> where R, R1 are defined above and a is 0 to 1; b is 1 to 2; the sum of a and b is 2, and n is 1 to 2.  The carboxylic acid is preferably salicylic or naphthenic acid to give the single or double carboxylic acid aliphatic hydroxy amine salt but other suitable acids are those occurring in tall oil, castor oil, rape seed oil or from the oxidation of petroleum, acetic, propionic, butyric, valeric, caprylic, lauric, myristic, palmitic, stearic, oleic, linoleic, dimer of linoleic, hyenic and psyllic acids or benzoic, phthalic and other aromatic acids.  The salt product may be a mono- or diacid salt of an aliphatic hydroxy diamine, or a mono- or di-aliphatic hydroxy amine salt of a dicarboxylic acid, or a mixture of such salts.  The reaction may be carried out in a solvent medium, e.g. petroleum naphtha, which can be wholly or partially retained to form a concentrated solution of the salt for addition to the gasoline.  Preparation of suitable amines is effected by the reaction of ethylene oxide or propylene oxide with amino compounds having at least one hydrogen atom attached to an amino nitrogen, including ammonia, primary and secondary aliphatic amines and diamines, for example (1) primary or secondary aliphatic monoamines, including methyl amine, propyl amine, butyl amine, tertiary butyl amine, di-butyl amine, cyclohexyl amine, octyl amine, di-octyl amine, tertiary octyl, primary amine, decyl amine, di-dodecyl amine, tetradecyl amine, hexadecyl amine, octadecyl amine, di-octadecyl amine, octadecenyl amine and dehydro-abietyl amine or mixtures of these amines; (2) diamines including ethylene diamine, where R is hydrogen, and the following where R is an aliphatic group: N - methyl - 1,3 - trimethylene diamine, N - ethyl - 1,3 - trimethylene diamine, N - hexyl - 1,3 - trimethylene diamine, N - octyl - 1,3 - trimethylene diamine, N - decyl - 1,3 - trimethyene diamine, N-dodecyl-1,3-trimethylene diamine, N - tetradecyl - 1,3 - trimethylene diamine, N - hexadecyl - 1,3 - trimethylene diamine, N - octadecyl - 1,3 - trimethylene diamine, N - octadecenyl - 1,3 - trimethylene diamine, N - dehydroabietyl - 1,3 - trimethylene diamine or mixtures of these diamines. Examples of the additives for various gasolines are triethanolamine oleate; mono- and disalicylate salts of the mixture of aliphatic hydroxy diamines containing (a) 2 per cent tetradecyl diamine, 24 per cent hexadecyldiamine, 28 per cent octadecyl diamine and 46 per cent octadecenyl diamine; mono- and dinaphthenate salts of the mixture of aliphatic hydroxy diamines as above; the mono-trichloro-acetate salt of the aliphatic hydroxy mono amines containing (6) 8 per cent octyl, 9 per cent decyl-, 47 per cent dodecyl-, 18 per cent tetradecyl-, 8 per cent hexadecyl-, 5 per cent octadecyl- and 5 per cent octadecenylamines; the mono-salicylate salt of the aliphatic hydroxy mono-amine containing mixture (b); the mono - naphthenate salt of N,N,N1,N1-tetrakis - (2 - hydroxy - propyl) - ethylene diamine; the mono- and di-naphthenate salt of the aliphatic hydroxy amine containing composition (b) above; the mono-glycolate salt of the aliphatic hydroxy diamine containing composition (a) above.