Patent GB-778305-A (GB)
Title: An improved gasoline composition
IPC: C10L1/26
Filed: 1954-10-20
Abstract: Acyclic amino alkylene amides containing an aliphatic radical of 2-4 carbon atoms may be prepared by condensing a fatty acid containing 12-18 carbon atoms or a salt or ester thereof with N - aliphatic substituted alkylene polyamines so that 1 mol. of water is eliminated.  Fatty acids referred to are lauric, myristic, palmitic, stearic, linoleic and oleic acids, and polyamines specified are polyalkylene polyamines or the N-(alkylene oxide) derivatives of alkylene diamines.  The alkylene group may be an ethylene, propylene or butylene group.  The amides may be an isomeric mixture of compounds of the formul : <FORM:0778305/IV(b)/1> <FORM:0778305/IV(b)/2> where R is an acylic radical of 11-17 carbon atoms, A is alkylene, and R1 is an aliphatic radical of 2-4 carbon atoms, preferably containing a terminal -OH or -NH2 group.  In the example, aminoethylethanolamine, methyl oleate and benzene are heated until methanol formation is complete and the amide reaction product solvent washed.  The linear isomer may be separated from the crude product by recrystallization.  Acyclic amino alkylene amides are also prepared by hydrolysing 1-(hydroxyethyl) - 2 - heptadecenyl imidazoline, 1 - (aminoethyl) - 2 - heptadecenyl - imidazoline or 1-(hydroxyethyl) - 2 - heptadecyl imidazoline.  Salts of the above amides with organic or inorganic acids, e.g. bicarbonates, phosphorus salts, benzoates, acetates and monolauryl succinates are referred to. In the example the bicarbonates of the amides derived from the reaction of oleic acid and aminoethylethanolamine or from the hydrolysis of 1 - (hydroxyethyl)-2-heptadecyl imidazoline are prepared by saturating a solution of the amide in toluene with Co2.ALSO:A gasoline composition which reduces deposits formed in the induction system of a spark-ignition engine comprises a hydrocarbon base fuel boiling in the gasoline boiling range and a small proportion of an oil-soluble acyclic amino alkylene amide containing an aliphatic radical of 2-4 carbon atoms, or a salt thereof.  The amide may have the formula <FORM:0778305/III/1> where RA is an acylic hydrocarbon radical having 11-17 carbon atoms, A is an alkylene radical preferably containing 2-4 carbon atoms, and one R1 is hydrogen and the other an aliphatic radical containing 2-4 carbon atoms and preferably containing a terminal OH or NH2 group.  The acid from which the amide is derived may be a fatty acid, e.g. lauric, myristic, palmitic, stearic, linoleic and oleic acids.  Salts of the amide with organic or inorganic acids, e.g. bicarbonates, phosphorus salts, benzoates, acetates and monolauryl succinates may be used. Gasoline compositions are described containing the amide derived from the reaction of oleic acid and aminoethylethanolamine, or the bicarbonate salt thereof; the amide formed by the hydrolysis of 1 - (hydroxyethyl) - 2 - heptadecenyl - imidazoline - 2, of 1 - (aminoethyl) - 2 - heptadecenyl - imidazoline - 2; or the amide formed by hydrolysis of 1 - (hydroxyethyl) - 2 heptadecyl - imidazoline - 2 or the bicarbonate salt thereof.  These compositions are compared with a gasoline composition cnnotaining aminoethylethanolamine oleate.  From 0.0003 to 0.1 per cent of the amide or from 0.0003-1.5 per cent of the salt may be added to the fuel.  A concentrate of the additive in a hydrocarbon solvent, e.g. an aromatic solvent, may be prepared for addition to the fuel.  The gasoline used may be a leaded gasoline.  From 0.05 to 0.5 per cent of a non-volatile oil such as a mineral lubricating oil distillate or a petroleum spray oil may be added to the compositions.