Patent GB-1121578-A (GB)
Title: Reaction products of high molecular weight hydrocarbon succinic acid compounds, amines and heavy metal compounds
Inventor: LESUER WILLIAM MONROE
IPC: C10L1/12
Filed: 1966-11-30
Abstract: Oil-soluble metal complexes suitable as lubricating oil additives are prepared by forming a non-acidic, acylated nitrogen intermediate by reacting a substantially saturated hydrocarbon substituted succinic acid, anhydride or halide having at least 50 carbon atoms in the substituent with at least 1 equivalent of an alkylene amine and reacting the intermediate with at least 0.1 equivalent of a complex-forming metal compound selected from nitrates, nitrites, halides, carboxylates, phosphates, phosphites, sulphates, sulphites, carbonates, borates and oxides of cadmium, tin, and metals of atomic numbers 24 to 30.  The hydrocarbon substituent is preferably derived from an olefin polymer or copolymer, and many suitable polymers, alkylene amines and metal compounds are listed. Examples describe the preparation of intermediates from maleic anhydride, chlorinated polyisobutene and (1 and 8) diethylene triamine, (2, 6 and 7) ethylene diamine, (3 and 4) triethylene tetramine, (5, 9, 13, 14, 15 and 17) tetraethylene pentamine, (16), 1,2-dipropylene triamine, (18) an acrolein/ammonia condensate, (19) a cyanoethylated polyethylene polyamine, (20) N-aminopropyl morpholine, (21) dipropylene triamine, (22) a diisobutylene substituted polyethylene polyamine, (23) di(polypropoxy)cocoamine and (24) menthane diamine; and from maleic anhydride reacted with (10) chlorinated polypropylene, (11) chlorinated isobutene/styrene copolymer and (12) chlorinated isobutene/isoprene copolymer, and tetra-ethylene pentamine. Complexes are formed from the intermediates and nickel nitrate, nickel dichloride, cupric benzoate, zinc dihydrogen phosphate, zinc dichloride, cupric phosphate, cupric acetate, cupric chloride, ferrous chloride, ferrous sulphate, chromic oxide, cadmium dichloride, cadmium oxide, stannous chloride, stannous fluoride, cobalt dichloride, cobalt nitrate, zinc borate and manganese dichloride.ALSO:Lubricating compositions comprise oils and metal complexes prepared by reacting a substantially saturated hydrocarbon substituted succinic acid, anhydride or halide having at least 50 carbon atoms in the hydrocarbon substituent with at least one equivalent of an alkylene amine to form a non-acidic, acylated nitrogen intermediate, and reacting the intermediate with at least 0.1 equivalent of a complex-forming metal compound selected from nitrates, nitrites, halides' carboxylates, phosphates, phosphites, sulphates, sulphites, carbonates, borates and oxides of cadmium, tin, and metals of atomic number 24 to 30.  The oil may be an animal, vegetable or mineral oil, or may be synthetic, e.g. didodecyl adipate or di-2-ethylhexyl adipate.  The substituent in the succinic compound may be derived from substantially saturated petroleum fractions or from polymers or copolymers of olefins many of which are listed. The compositions may also contain conventional additives, particularly alkali and alkaline earth metal salts of sulphonic, carboxylic and organic phosphorus thio acids and epoxide adducts thereof.  Many examples are given describing the preparation of complexes from nickel nitrate, nickel dichloride, cupric benzoate, zinc dihydrogen phosphate, zinc dichloride, cupric phosphate, cupric acetate, cupric chloride, ferrous chloride, ferrous sulphate, chromic oxide, cadmium dichloride, cadmium oxide, stannous chloride, stannous fluoride, cobalt dichloride, cobalt nitrate, zinc borate and manganese dichloride, and intermediates prepared by reacting maleic anhydride with chlorinated polyisobutylene, chlorinated polypropylene, chlorinated isobutylene / styrene copolymer or chlorinated isobutylene/isoprene copolymer, and ethylene diamine, diethylene triamine, triethylene tetramine, tetraethylene pentamine, 1,2-dipropylene triamine, an acrolein/ammonia condensate, a cyanoethylated polyethylene polyamine, di(polypropoxy)cocoamine or menthane diamine; and the addition of the resulting complexes to mineral lubricating oils containing conventional additives such as barium salts of di-n-nonylphosphorodithioic acid, zinc salts of di-cyclohexyl- and di-isobutyl-phosphorodithioic acids, zinc salts of the phosphorodithioic acid reaction product of phosphorus pentasulphide, p-butylphenol and n-pentyl alcohol, calcium dihexylphosphorodithioate, zinc di-n-octylphosphorodithioate, barium mahogany sulphonate, zinc di-isopropyl- and di-n-decyl-phosphorodithioates, barium didodecylbenzene sulphonate, barium salt of a hydrolysed, phosphosulphurized polyisobutene, zinc di-cyclohexylphosphorodithioate treated with ethylene oxide, sulphurized sperm oil, polyalkyl methacrylates, polyalkyl siloxanes, zinc di-nonylphosphorodithioate treated with 1,2-hexene oxide, sulphurized methyl ester of tall oil acids, polybutene, lard oil, didodecyl phosphite, calcium mahogany sulphonate, barium salt of a hydrolysed, phosphosulphurized polypropylene, a decyl methacrylate/diethylaminoethyl acrylate, chlorinated paraffin wax, dibutyl tetrasulphide, sulphurized dipentene, oleyl amide, zinc salts of phosphorodithioic acids derived from phosphorus pentasulphide, n-butyl alcohol and dodecyl alcohol, the product obtained by carbonating a mixture of sperm oil, octylphenol and barium carbonate, zinc di(isobutylphenyl)-phosphoro-dithioate, phosphosulphurized terpentine, 4,41 - methylene bis (2,6 - di - t. -butylphenol) and phenylethyl dicyclohexylphosphorodithioate.