Patent GB-666210-A (GB)
Title: Improvements in lubricating oil
Filed: 1948-02-05
Abstract: In connection with lubricating compositions, (see Group III), containing organo-metallic compounds, the following details of the preparation of organo-metallic compounds and their intermediates are given:  Chloromercuri - 3,4 - diamylthiophene.  One mol. of 3,4-diidothiophene is reacted with two mols. of n-amyl lithium in a benzene solution under a nitrogen atmosphere and in the presence of cuprous oxide.  The resultant 3,4-diamylthiophene is converted to the chloromercury derivative by treatment with mercuric chloride in the presence of sodium acetate and alcohol.  Mercury chlorophenylthienyl.-Lithium is reacted with p-chloro-iodobenzene and the p-chloro-phenyllithium thus produced is reacted with chloromercuric thiophene in benzene solution and under an atmosphere of nitrogen to give the mercury chlorophenyl thienyl.  Di - (p - methyl - o - mercapto - phenyl) - thallium chloride.-Two mols. of p-bromo-toluene are heated with one mol. of S2Cl2 in presence of powdered iron to give p-bromo-toluene disulphide.  This is converted to bromo-magnesium toluene disulphide by warming in ether solution with magnesium turnings in the presence of iodine and ethyl iodide, and the bromo-magnesium compound is in turn converted to mono-chloro-thallium toluene disulphide by treatment with thallium trichloride.  The monochloro-thallium compound is hydrogenated in presence of cobalt trisulphide to give the di-(p-methyl-o-mercapto-phenyl)-thallium chloride.  Lead dichlorophenyl sulphide.-Two mols. of p-chloroido benzene are heated with one mol. of sulphur chloride in the presence of iron to give di-(chloroiodophenyl) sulphide.-A benzene solution of this substance is heated with lead-sodium alloy to convert it to lead dichlorophenyl sulphide.  Diphenylchlorobismuthine disulphonic acid.-This is prepared by sulphonating diphenylbismuthine chloride with chlorosulphonic acid.  The sulphonation is carried out in isopropyl ether solution under a nitrogen atmosphere.ALSO:A lubricating oil composition comprises a major proportion of a hydrocarbon oil and a minor proportion of one or more organo-metallic compounds containing halogen and sulphur and having at least one direct carbon to metal bond forming at least part of the linkage between sulphur and halogen.  The term "organometallic compound" includes within its scope organic compounds containing a metal or a metalloid, for example, magnesium, zinc, cadmium, mercury, boron, aluminium, thallium, silicon, tin, lead, arsenic, bismuth, antimony, tellurium and selenium.  According to the proportion added, the organo-metallic compound may act to increase the film strength, load-carrying properties or oiliness of the hydrocarbon oil or may act as an anti-corrosive agent or anti-sludging agent.  Specific organo-metallic compounds mentioned are chloromercuri-3, 4-diamylthiophene, mercury chlorophenyl thienyl, di (p-methyl-o-mercapto-phenyl) thallium chloride, lead dichlorophenyl sulphide, diphenyl chlorobismuthine disulphonic acid, dithienyl chloroarsine.  Examples are given of mineral lubricating oil compositions containing diphenyl chlorobismuthine disulphonic acid, dithienyl chloroarsine or mercury chlorophenyl thienyl.  The Specification as open to inspection under Sect. 91 refers generally to a hydrocarbon oil composition containing a small amount of an organo-metallic compound and the various organo-metallic compounds mentioned in U.S.A. Specification 2,334,566 are listed.  This subject-matter does not appear in the Specification as accepted.