Patent GB-748430-A (GB)
Title: Hydrocarbon oil compositions and processes for preparing the same
Inventor: TRAUTMAN CHARLES EDWARD
IPC: C07F5/04
Filed: 1953-11-07
Abstract: Orthoboric acid triesters having the general formula (RO)3B, wherein R is an organic radicle in which at least 2 carbon atoms are joined to the carbon atom attached to the oxygen, are employed as ingredients in hydrocarbon oil compositions (see Group III).  Example of these esters include the triesters of orthoboric acid with phenols, tertiary alcohols and secondary alcohols, for example tri - (p - tert. - butyl - phenyl) borate, tri - tert.-butyl borate, tricyclohexyl borate and tribornyl borate.  Examples of secondary alcohols from which the esters may be prepared are diisopropyl carbinol, diethyl carbinol, methyl isobutyl carbinol, diisobutyl carbinol and 3,9-diethyl-6-hydroxytridecane.  The esters may be prepared by refluxing orthoboric acid with the alcohol and removing water by means of a water trap.  Benzene or toluene may be added and the latter facilitates the removal of the water by azeotropic distillation.  In the examples, trialkyl esters of orthoboric acid are prepared from pentanol-3, diisopropyl carbinol, methyl isobutyl carbinol, 3.9-diethyl-6-hydroxytridecane and diisobutyl carbinol.ALSO:A hydrocarbon oil composition resistant to oxidation and sludge formation comprises a major proportion of hydrocarbon oil and a minor proportion of (a) an anti-oxidant which is a phenol substituted with one or more organic radicles and (b) an orthoboric acid triester of general formula (RO)3B wherein R is an organic radicle in which at least 2 carbon atoms are joined to the carbon atom attached to the oxygen.  The hydrocarbon oil may be a mineral oil, a shale oil or a synthetic oil obtained, for example, from the Fischer-Tropsch synthesis and the hydrocarbon oil composition may be employed as a transformer oil, switch oil, insulating oil, lubricating oil or turbine oil.  Specified examples of ingredient (a) are various alkylated phenols, various bis (hydroxy alkyl phenyl) alkanes, butylated hydroxyanisole, alpha-naphthol and 2, 6-di-tertiary-butyl-4-phenylphenol, though it is stated that the phenols may contain organically - substituted amino-radicles. Specified examples of ingredient (b) are triesters of orthoboric acid with phenols, tertiary alcohols and secondary alcohols.  The hydrocarbon oil composition may also contain oiliness and extreme pressure agents (such as aromatic chlorine-containing compounds, chlorinated paraffins, and sulphurized fatty oils and high molecular weight ketones and esters), viscosity index improvers (such as high molecular weight polymers of isobutylene and the polymers of methacrylic esters), pourpoint depressants (such as chlorinated wax-naphthalene and chlorinated wax-phenol-organic acid condensation products), detergents (such as nickel naphthenate, metal salts of ethylhexyl salicylate and metal salts of alkyl-substituted phenol sulphides) and foam inhibitors (such as organo-silicon oxide or organo-silicol condensation products). In the examples, mineral oil compositions are described which contain 2, 6-di-tert.-butyl-4-methyl-phenol and either tri (methyl isobutyl carbinyl) borate or tri (diisobutyl carbinyl) borate. For com-parison purposes, similar compositions are described from which either the phenol or the borate is omitted.