Patent GB-640530-A (GB)
Title: Improvements in or relating to lubricating compositions
IPC: C10M133/32
Filed: 1947-10-28
Abstract: Trihalomethyl derivatives suitable for use in lubricating oils and greases (see Group III), comprise 1 : 1 : 1 - trichloro - 4 - (41 - chlorophenyl)-but-2-en-4-one (made by condensing one molecule of chloral with 1 mol. of p-chloroacetophenone and dehydrating the resulting trichloromethyl - 4 - chlorophenacyl - carbinol by treatment with concentrated sulphuric acid); 2 - trichloromethyl - 4 - phenyl - 5 - keto - 1 : 3 - dioxolane (made by reacting chloral hydrate with mandelic acid in the presence of concentrated sulphuric acid); 2-trichloromethyl-4 - keto - 6 : 8 - di - isopropyl - 1 : 3 - benzo - dioxane (made by condensing chloral hydrate with 2-carboxy-4.6-di-isopropyl phenol in presence of concentrated sulphuric acid); 2 : 2 : 2-trichloroethyl - secondary - decyl - phthalate (made by esterifying secondary decyl hydrogen phthalate with trichlorethanol using hydrogen chloride as a catalyst); and acyl esters of trichloracetic or tribromacetic acid such as the 4-chloro-phenyl ester (made by reacting a phenol, e.g. 4-chlorophenol with an acid halide of the acid, e.g. trichloracetyl chloride).ALSO:Lubricants having extreme pressure properties comprise mineral lubricating oils or lubricating greases and small proportions, e.g. 0.3-1.0 per cent by weight, of one or more organic compounds free from water-solubilizing substituents such as carboxylic and sulphonic acid groups and containing (1) a trihalomethyl radical, (2) an aromatic radical and (3) a group consisting of one or more carbon atoms and optionally hydrogen atoms and of one or more oxygen, sulphur, nitrogen or phosphorus atoms arranged in an open chain relationship or in a hetero-ring structure, and serving as a link between the aforesaid radicals (1) and (2). The linking groups may be carbonyl, thiocarbonyl, carboxyl, thiocarboxyl, dithiocarboxyl, substituted amino and substituted phosphite ester (e.g. =CH.O.P(OC2H5)2) groups.  The aromatic group preferably consists of a benzene or naphtalene radical which may be unsubstituted or substituted in one or more positions by alkyl, aryl, halogen, nitro, alkoxy, acylamino or ester groups. The additive may be 2 : 4-di-(trichloromethyl) - 6 - nitro - 1 : 3 - benzodioxane, diethyl-(1-phenyl-2:2:2-trichloroethyl)-phosphite, 1 : 1 : 1 -trichloro-2: 2-bis-(phenylamino)-ethane, 1 : 1 : 1 -trichloro-4-(41-chlorophenyl)-but-2-en-4-one, 1 : 1 : 1 -trichloro-2: 2-bis-(4)-methylphenylamino) ethane, 2-trichloromethyl-4-phenyl - 5 - keto - 1 : 3 - dioxolane, 1 : 1 : 1 -trichloro-2: 2-bis-(41-chlorophenylamino) ethane, 2-trichloromethyl-4-keto-6:8-di-isopropyl-1 : 3-benzodioxane, 2 : 2 : 2-trichloroethyl-secondary-decyl-phthalate or aryl esters of trichloroacetic or tribromacetic acid such as the 4-chlorophenyl ester.  Methods of preparation are given regarding some of the above compounds (see Group IV (b)).  The additives are dissolved in the lubricating oil or dispersed therein to form a stable suspension. Results are given of tests in machines of the load carrying and wear resisting capacities of lubricating oils containing various proportions of seven of the additives.  In addition to the trihalomethyl derivatives, other additives may be included in the compositions and examples of such other types of additives are given.