Patent GB-903066-A (GB)
Title: Novel anti-oxidants and organic composition containing them
IPC: C08G79/02
Filed: 1961-02-24
Abstract: A composition comprises a natural or synthetic lubricating oil and a salt or complex of a polymeric nitrogen-containing compound and a thioalkyl phosphonic acid or monoester thereof.  Specified thio compounds are decyl or dodecyl mercaptomethylphosphonic acid, the aminobutyl ester of decyl or dodecyl mercapto methyl, phosphonic acid and elkylmercapto methyl phosphonic acid while specified polymers are those of vinyl pyridine, vinyl picoline, vinyl quinoline, vinyl pyrrolidone, para-aminostyrene, the copolymer of stearyl methacrylate and 2methyl-5-vinyl pyridine, the terpolymer of stearyl and lauryl methacrylates and 2-methyl-5-vinyl pyridine, the tetrapolymer of stearyl, lauryl and methyl or (butyl) methacrylates and 2-methyl-5vinyl pyridine and similar compounds using 5-ethyl-2-vinyl-pyridine, the copolymer of lauryl methacrylate and N-vinyl pyrrolidone, copolymers of lauryl methacrylate and diethyl aminoethyl methacrylate and the copolymer of allylamine and stearyl methacrylate.  Specified oils are transformer oils, turbine oils, mineral lubricating oils, cutting and quenching fluids, also gasoline and jet fuels.  A small amount (e.g. 0,01 to 2%) of a phenolic anti-oxidant compound such as mono or bis phenols is also preferably present; the 2,4,6-trialkyl phenols containing two tertiary alkyl groups in the 2,4 or 2,6 pyridine are preferred, e.g. 2,4-detertbutyl-6-methylphenol, 2,6-ditert-butyl-4-methylphenol, 2,6-ditert butyl-4-methylolphenol and 4,41-methylene bis (2,6-dibutyl phenol).  Other agents such as metal detergents (metal-organic sulphonates), anti-wear agents (metal thiocarbamates), viscosity-index improvers, pour point depressants and extreme pressure agents (organic sulphides) may also be present. Specifications 726,785, 760,544, 808,664, 818,254 and 842,016 are referred to.ALSO:The invention comprises a salt or complex of a polymeric nitrogen-containing compound with a thioalkylphosphoric acid or a monoester thereof.  Specified nitrogen-containing compounds are polymers of vinyl pyridine, vinyl picoline, vinyl quinoline, vinyl pyrrolidone, p-amino styrene, and the copolymer of stearyl methacrylate and 2-methyl-5-vinyl pyridine, terpolymer of stearyl and lauryl methacrylates and 2-methyl-5-vinyl pyridine, tetrapolymer of stearyl, lauryl and methyl (or butyl) methacrylates and 2-methyl-5-vinyl pyridine, and similar compounds using 5-ethyl-2-vinyl pyridine; copolymers of lauryl methacrylate and N-vinyl pyrrolidone copolymers of lauryl methacrylate and diethylaminoethylmethacrylate and the copolymer of allyl amine and stearyl methacrylate.  Specified acids and esters are chloromethylphosphonic acid, mono or dibutyl, mono or di-2-ethylhexyl, mono or dilauryl, mono or diphenyl, mono or di-cyclohexyl, and mono or dibenzyl, chloromethylphosphonate, dibutyl or diphenyl chloromethyldithiophosphonate, dibutyl chloromethyltrithiophosphonic acid, sodium and potassium salts of monobutyl or monodecyl chloromethylphosphonic acid, chloroethylphosphonic acid, and butyl-1-chloroethylphosphonic acid all of which have been reacted with mercaptans or mercaptides to give the required acids or esters, e.g. a decyl or dodecyl mercapto methyl phosphonic acid, the aminobutyl ester of decyl or dodecyl mercapto methyl phosphonic acid, or ethyl mercapto methyl phosphonic acid. The polymer may be dissolved in an organic solvent and the thio compound added with agitation, or added as a solution, e.g. in benzene or xylene; the solvent may be removed to leave the desired salt.  The products may be used as antioxidants, especially for oils. Specifications 726,785, 760,544, 808,664, 818,254 and 842,010 are referred to.