Patent GB-800752-A (GB)
Title: Meta-sulphides of polyhalogenated phenols
IPC: C23F11/16
Filed: 1956-05-17
Abstract: Phenol m-sulphides of the formula <FORM:0800752/III/1> wherein X, X2, X3, X4, X5 and X6 are halogen atoms or alkyl radicals, Y1 and Y2 are hydrogen or halogen atoms or alkyl radicals, the number of alkyl radicals at most equals the number of halogen atoms, and Z is 1 or 2, are incorporated in mineral oils to produce lubricants and cutting oils.  Compounds mentioned are 3,31-dihydroxy-2,4,5,6,21,4151,61 - octachlorodiphenyldisulph-ide, 3,31 - dihydroxy - 2,4,5,6,21,41,51,61 - octabromodiphenyldisulphide, 3,31 - dihydroxy -2,5,6,21,51,61 - hexachloro - 4,41 - dibromodiphenyldisulphide, 3,31 - dihydroxy - 2,4,5,-21,41,51 - hexachloro - 6,61 - dimethyl - diphenyl-disulphide, 3,31 - dihydroxy - 2,5,6,21,51,61 - hexachloro - 4,41 - dimethyl - diphenyldisulphide, 3,31 - dihydroxy - 2,4,6,21,41,61 - hexachloro-5,51 - dimethyl - diphenyldisulphide, 3,31 - dihydroxy - 2,4,6,21,41,61 - hexachloro - diphenyl disulphide, 3,31 - dihydroxy - 2,4,6,21,41,61 - hexabromo - diphenyldisulphide, 3,31 - dihydroxy - 2,4,21,41 - tetrachloro - 6,61 - difluoro - diphenyldisulphide, 3,31 - dihydroxy - 2,6,21,61-tetrachloro - 4,41 - dibromo - diphenyldisulphide, 3,31 - dihydroxy - 2,4,21,41 - tetrachloro - 6,61 - dimethyl - diphenyldisulphide, 3,31 - dihydroxy - 4,6,41,61 - tetrachloro - 2,21 - diethyl - diphenyl-disulphide, 3,31 - dihydroxy - 2,4,21,41 - tetra chloro - 6,61 - dibutyl - diphenyldisulphide, 3,31-dihydroxy - 2,4,21,41 - tetrabromo - 6,61 - diphenyldisulphide and the corresponding monosulphides.  The lubricants or cutting oils may also incorporate phosphinic acids, their acid or neutral esters or salts with organic bases.ALSO:The invention comprises metasulphides of the general formula <FORM:0800752/IV (b)/1> wherein the X's stand for halogen or alkyl and the Y's for halogen, alkyl or hydrogen, the number of alkyl radicals at most equalling the number of halogens, and Z=1 or 2; and a method for preparing them by the action of sulphur in presence of sulphonating acids, on the required polyhalogen or polyhalogen alkyl phenols.  In examples, 2:4:6-trichlorophenol, 2:4:6 - tribromophenol, 2:3:4:6 - tetrachlorophenol, and technical trichlorocresol give on treatment with sulphur and fuming sulphuric acid sulphuric acid monohydrate or chlorsulphonic acid, 3:31 - dihydroxy - 2:4:6 - 21:41:61 - hexachloro - diphenyl - sulphide, with some of the corresponding hexabromo compound, mainly 3:31 - dihydroxy - 2:4:6 - 21:41:61 - hexachloro - diphenyl - sulphide, with some of the disulphide, and the corresponding 2:4:5:6-21:41:51:61 - octachloro compounds and a product, mainly 3:31 - dihydroxy-2:4:5:21:41:51:61 - hexachloro - 6:61 - dimethyl - diphenyl disulphide.  The products are made into oil additive compositions.  Other products specified include the hydroxy octobromo-diphenyl sulphide, some the chloro-bromo, some chlorofluoro products and alkyl substituted products.  Other starting materials include 2:3:4-trichlor - 6 - bromophenol, and 2:6 - dichloro - 4 - fluorophenol, 2,6 - dichloro - 6 - ethyl - phenol, 2,6 - dichloro - 4 - methyl - phenol, 2,3,6 - trichloro - 4 - methyl - phenol, 2,4,5 - trichloro - 6 - methyl-phenol and 2,6-dichloro-4-butyl phenols.