Patent GB-823086-A (GB)
Title: Lubricating compositions containing cyclo-organo compounds of phosphorus
IPC: C10M137/04
Filed: 1956-07-31
Abstract: A lubricant comprises a major proportion by weight of a lubricating oil as defined below and a minor proportion by weight of a compound of the formula <FORM:0823086/III/1> wherein R1, R2, R3, R4, R5 and R6 and hydrogen atoms or alkyl radicals, Y1 and Y2 are oxygen or sulphur, a is a whole number of value 0 or 1 and Z is hydrogen or an alkyl, cycloaliphatic, aryl, aralkyl, alkoxy alkyl, cyanoalkyl, cyanoaryl or alkylol radical.  The lubricating oil is defined as any lubricating oil which is not a polyhydric alcohol or ether thereof and may be a mineral oil or synthetic oil or mixture thereof. Animal, vegetable, or fish oils or their hydrogenated, polymerized or voltolized products may also be used either alone or in admixture with mineral oils.  The synthetic lubricating oil may be a hydrocarbon oil, simple or complex ester, a halocarbon oil, siloxane, sulphite ester, mercaptol, or formal.  Other additives may also be present, e.g. dyes, pour point depressors, heat thickened fatty oils, sulphurized fatty oils, organo-metallic compounds, metallic or other soaps, sludge dispersers, foam suppressing agents, anti-oxidants, thickeners, viscosity index improvers, oiliness agents, resins, rubber, olefin polymers, voltolized fats, voltolized mineral oils, and/or voltolized waxes and colloidal solids such as graphite or zinc oxide.  Solvents and assisting agents such as esters ketones, alcohols, thioalcohols, amines, aldehydes and halogenated or nitrated compounds may also be employed.  Specified lubricating compositions comprise a mineral lubricating oil containing the following as additives respectively <FORM:0823086/III/2> <FORM:0823086/III/3> <FORM:0823086/III/4> <FORM:0823086/III/5> <FORM:0823086/III/6> and <FORM:0823086/III/7> Specifications 759,334, 762,12 and 786,601, [all in Group IV (b)], are referred to.ALSO:Compounds of the formula <FORM:0823086/IV (a)/1> wherein R1, R2, R3, R4, R5 and R6 are hydrogen atoms or alkyl radicals, Y1 and Y2 are oxygen or sulphur, a is a whole number of value 0 or 1 and Z is hydrogen may be obtained by reacting about 2 moles. of a dihydric compound of the formula <FORM:0823086/IV (a)/2> with 1 mole. of phosphorus pentasulphide or phosphorus pentoxide or mixtures thereof.  The reaction may be carried out at 30 DEG  to 150 DEG  C. and an inert solvent may be present.  They may also be obtained by reacting a dihydric compound of formula (II) with a phosphorus oxyhalide or sulphohalide and then hydrolysing the resulting halogen-containing phosphorus intermediate. Compounds of formula (I) in which Z is alkyl, aryl, cycloaliphatic, aralkyl, alkoxyalkyl, cyanoalkyl, cyano-aryl or alkylol may be obtained by reacting a compound of formula (I) in which Z is hydrogen with an appropriate reactant selected from the following: (1) olefinic and polyolefinic hydrocarbons and substituted olefines, e.g. those containing cyano and alkoxy groups, (2) chloromethyl ethers, and other halogenated compounds, e.g. benzyl chloride, methyl chloride, bromide or iodide, propyl bromide, butyl chloride, octyl bromide, isodecyl bromide and tridecyl bromide, (3) aldehydes of the formula R8CHO, wherein R8 is a hydrogen atom or an alkyl radical, (4) epoxides e.g. an alkylene oxide containing 2 to 6 carbon atoms, (5) organic hydroxy compounds, e.g. monohydric alcohols and phenols which may contain cyano groups, and (6) thioalcohols and thiophenols, e.g. ethyl- or propyl-mercaptan. Reaction with (1) may be effected at about 0 DEG  to 200 DEG  C. and a solvent may be present.  In the reaction with (2) it is preferred to convert the phosphorus-containing starting material to an ammonium or metal salt before reaction with the halogenated p  compound and suitable reaction temperatures are 25 DEG  to 200 DEG  C. Reaction with (3) is generally effected at 0 DEG  to 150 DEG  C., with (4) at 25 DEG  to 150 DEG  C. and with (5) and (6) at 25 DEG  to 200 DEG  C.  The products are used as lubricant additives (see Group III).  Tridecyl chloromethyl ether used as a starting material in one of the examples given is obtained by injecting hydrogen chloride gas into a mixture of a C13 oxo alcohol and paraformaldehyde cooled to 5 DEG  C., the temperature being maintained at 5 DEG  to 30 DEG  C. during the injection.  Specifications 759,334, 762,125 and 786,601 are referred to.