Patent GB-1075121-A (GB)
Title: Carboxylie acids and dispersants derived therefrom
IPC: C10L1/18
Filed: 1964-11-20
Abstract: An oleaginous composition comprises a major proportion by weight of an oil and 0.002% to 10% by weight of an amide formed by reacting an aliphatic polyamine (including N,N - di - (2 - aminoethyl) - ethylenediamine) or an N-aminoalkylpiperazine with the reaction product of a 600 to 3000 average molecular weight halogenated polymer of a C2 to C5 monoolefine with an alpha, beta-unsaturated monocarboxylic acid having 3 to 8 carbon atoms, or an ester thereof. Acids specified are acrylic, methacrylic, crotonic, isocrotonic, tiglic, angelic and sorbic acids.  A lubricating oil composition may contain 0.1 to 5.0% by weight of the amide, and a fuel composition a major proportion by weight of a jet fuel or gasolin and 0.001 to 1.0% by weight of the amide or a major proportion by weight of a middle distillate fuel and 0.002 to 2% by weight of the amide.  Additional ingredients specified are zinc di (C3 to C8) alkyl dithiophosphate, tricresyl phosphate, phenyl alpha naphthylamine, t-octylphenol sulphide, 4,41 - methylene - bis - (2,6 - di - t-butylphenol), polymethacrylates, polyisobutylene, alkyl fumarate-vinyl acetate copolymers, a terpolymer of mixed C9-C12 fumarates, vinyl acetate, and N-vinyl pyrrolidone, a terpolymer of mixed tallow fumarates and C8 oxo fumarates, vinyl acetate, and maleic anhydride, alkaline earth metal salts of alkylated phenol or phenol sulphides, alkaline earth metal sulphonates, and dispersions of barium or calcium carbonate in mineral oil containing a phosphosulphurized polyolefine.  The lubricating oil may be a mineral oil or a synthetic oil such as a synthetic hydrocarbon oil, di-2-ethyl hexyl sebacate, a carbonate or phosphate ester, a halogenated hydrocarbon, a polysilicone, a polyglycol, a C13 oxo acid diester of tetraethylene glycol, or a complex ester formed by reacting 1 mole of sebacic acid with 2 moles of tetraethylene glycol and 2 moles of 2-ethylhexanoic acid.ALSO:High molecular weight monocarboxylic acids are prepared by reacting a polymer of a C2 to C5 monoolefine having an average molecular weight of 600 to 3000 with an alpha, beta-unsaturated monocarboxylic acid having 3 to 8 carbon atoms. The product may then be reacted with an aliphatic polyamine to produce an oil-soluble additive for oleaginous compositions. The polymer of the monoolefine is first halogenated with chlorine or bromine to give 1 to 2 atoms of halogen per olefine polymer molecule, and is then condensed with the unsaturated acid using 1 to 2 moles of the unsaturated acid per mole of said polymer. Alternately these two steps may be carried out simultaneously. When treatment with an aliphatic polyamine is carried out, the molar proportion of polyamine to high molecular weight acid used is in the range 1 : 1 to 1 : 5, and the reaction conditions are such that an amide of the acid is formed.  Alpha, beta-unsaturated monocarboxylic acids mentioned are acrylic, methacrylic, crotonic, isocrotonic, tiglic, angelic and sorbic acids.  The esters of such acids may also be used.  The aliphatic polyamine may be an alkylene polyamine NH2(CH2)n-[NH(CH2)n]m -NH2 where n is 2 or 3 and m is a number from 0 to 10; an N-aminoalkylpiperazine of formula <FORM:1075121/C3/1> where n is 1, 2 or 3 and R is hydrogen or an aminoalkyl radical containing 1 to 3 carbon atoms; or N,N - di - (2 - aminoethyl)ethylenediamine or mixtures thereof may be used. The products may be used as lubricating oil additives.