Patent GB-981644-A (GB)
Title: Sulfur and chlorine containing reaction products and applications thereof
IPC: C08L23/02
Filed: 1962-12-06
Abstract: Sulphurized chlorophenols are prepared by the action of sulphur dichloride on monoalkyl phenols substituted in the ortho-position to the hydroxyl group with an alkyl group of 1-12 carbon atoms, at least one mol., preferably 1.1-1.5 mols., of sulphur dichloride being used per mol. of phenol.  The reaction may be effected at 0-100 DEG  C., preferably at 40-65 DEG  C., preferably in a solvent.  Examples are given of the manufacture of products from 2-tert.-butylphenol, methods of purifying the products being indicated.  Other phenols which may be treated are 2-n-hexylphenol, 2-n-butylphenol, 2-sec.-butylphenol, 2 - (31 - heptyl)phenol, 2 - n-propylphenol, 2 - isopropylphenyl, 2 - n - amylphenol, 2 - isobutylphenol, 2 - n - octylphenol, 2 - (31 - octyl)phenol, 2 - tert. - amylphenol, 2 - (21 - heptyl)phenol, 2 - (21 - hexyl)phenol and 2 - tert. - octylphenol. The products are useful as antioxidants.ALSO:As antioxidants, use is made of sulphurized chlorophenols prepared by the action of sulphur dichloride on monoalkyl phenols substituted in the ortho-position to the hydroxyl group with an alkyl group of 1-12 carbon atoms, at least one mol., preferably 1.1-1.5 mols., of sulphur dichloride being used per mol. of phenol. Examples are given of the manufacture of products from 2-tert.-butylphenol.  Other phenols which may be treated are 2-n-hexylphenol, 2 - n - butylphenol, 2 - sec. - butylphenol, 2 - (31-heptyl) phenol, 2 - n - propylphenol, 2 - isopropylphenol, 2 - n - amylphenol, 2 - isobutylphenol, 2 - n - octylphenol, 2 - (31 - octyl)-phenol, 2 - tert. - amylphenol, 2 - (21 - heptyl)-phenol, 2-(21-hexyl)phenol and 2-tert.-octylphenol. The products may be applied to the treatment of olefine polymers and natural or synthetic rubber.  The proportions of stabilizer may be up to 5%.ALSO:As antioxidants, use is made of sulphurized chlorophenols prepared by the action of sulphur dichloride on monoalkyl phenols substituted in the ortho-position to the hydroxyl group with an alkyl group of 1-12 carbon atoms, at least one mol., preferably 1.1-1.5 mols., of sulphur dichloride being used per mol. of phenol.  The products may be applied to the treatment of lubricating oils and greases; hydrocarbon fuels; hydraulic fluids; fats and fatty oils such as linseed, codliver, castor, soybean, rapeseed, coconut, olive, palm, corn, sesame, peanut and babassu oils, lard and beef tallow; soaps; and petroleum waxes.  Examples of the treatment of lubricating oils are given.  The hydrocarbon fuels may contain organo-lead anti-knock agents and either cyclopentadienyl manganese tricarbonyl or cyclopentadienyl nickel nitrosyl. They may also contain halogen-scavengers and manganese pentacarbonyl.  Concentrates of the anti-oxidants in hydrocarbon fuel compositions may be prepared. Examples of hydrocarbon fuel compositions are given.  The hydraulic fluids may contain organic compounds of aluminium, calcium, lithium, barium, strontium or magnesium, e.g. alkaline-earth metal salts of phenyl-substituted long-chain fatty acids or of the capryl or octyl esters of salicylic acid or of petroleum sulphonic acids or of alkyl-substituted phenol sulphides, the aluminium and alkaline-earth metal salts of cetylphenol, metal salts of wax-substituted phenol derivatives, and reaction products of alkylphenols or alkylphenol sulphides and alkaline-earth metal oxides or hydroxides.  The proportion of stabilizer may be up to 5%.