Patent GB-588864-A (GB)
Title: Improvements in or relating to lubricating or protective oils having anti-corrosive properties
Filed: 1944-05-24
Abstract: A mineral oil composition, which is not only suitable for lubricating purposes but also protects metal surfaces against corrosion, contains a minor proportion of an oil-soluble compound having a boiling point of at least 140 DEG C. which is obtained by the action of an aldehyde or a ketone on a water-soluble primary or secondary mono-amine having no aromatic nucleus attached directly to nitrogen.  Amines mentioned are methylamine, ethylamine, n-butylamine, 2-ethyl hexylamine, mono- and di-ethanolamine, isopropanolamine, piperidine, morpholine and cyclohexylamine. Specific examples of aldehydes and ketones which may be employed are formaldehyde, acetaldehyde, n-butyraldehyde, oenanthol, benzaldehyde, salicylaldehyde, di-isobutyl ketone, methyl amyl ketone, cyclohexanone, methyl cyclohexanone and acetophenone. Substituted aromatic aldehydes and ketones containing for example alkyl, alkoxy, hydroxyl, nitro or amino substituents, particularly vanillin or m-nitrobenzaldehyde, may be employed. Suitable oil-soluble compounds obtained by the action of the aldehyde or ketone on the amine are spiro-(cyclohexane-1.21-(31-b -hydroxyethyl) oxazolidine) prepared from cyclohexanone and diethanolamine, dimorpholinyl phenyl methane prepared from benzaldehyde and morpholine, dimorpholinyl, o-hydroxyphenyl methane prepared from salicylaldehyde and morpholine, 2-phenyl-3-(b -hydroxyethyl) oxazolidine prepared from benzaldehyde and diethanolamine, 2-(o-hydroxyphenyl)oxazolidine prepared from salicylaldehyde and monoethanolamine, 2-phenyl-2-methyl oxazolidine prepared from acetophenone and monoethanolamine, salicylal-n-butylamine prepared from salicylaldehyde and n-butylamine, vanillal-n-butylamine prepared from vanillin and n-butylamine, dimorpholinyl cyclohexane prepared from cyclohexanone and morpholine, benzal cyclohexylamine prepared from benzaldehyde and cyclohexylamine, benzal-2-ethyl hexylamine prepared from benzaldehyde and 2-ethyl hexylamine, 2.2-diphenyl oxazolindine prepared from benzophenone and monoethanolamine, 2-phenyl oxazolidine, spiro(cyclohexane-1-21-oxazolidine) and dimorpholinyl methane.  The mineral oil composition may also contain extreme pressure additives such as chlorinated paraffin wax or aromatic hydroxy-substituted polysulphides containing a carboxy or ester substituent, antioxidants such as di-(hydroxyaryl)thioether phosphite, pour point depressants and other addition agents employed for specific purposes.  The addition of spiro(cyclohexane-1-21- oxazolidine) or dimorpholinyl phenyl methane to an extreme pressure lubricant containing mineral oil, dibenzyl disulphide and chlorinated wax is described.  It is also stated that the rusting tendency of an extreme pressure lubricant containing mineral oil, mixed di(3-carbomethoxy-4 - hydroxyphenyl)polysulphides, chlorinated paraffin wax, the pour point depressant sold under the Registered Trade Mark "Paraflow" and 1-mercaptobenzothiazole is eliminated by the addition of the oxazolidines, while the rusting tendency of extreme pressure lubricants of similar composition is eliminated by the addition of dimorpholinyl phenyl methane.  Specifications 536,313 and 561,898 are referred to.ALSO:Oil-soluble compounds, having a boiling point of at least 140 DEG  C. and suitable for use as mineral oil additives, are obtained by the action of an aldehyde or a ketone on a water-soluble primary or secondary mono-amine having no aromatic nucleus attached directly to nitrogen.  Amines mentioned are methylamine, ethylamine, n-butylamine, 2-ethylhexylamine, mono- and diethanolamine, isopropanolamine, piperidine, morpholine and cyclohexylamine.  Specific examples of aldehydes and ketones which may be employed are formaldehyde, acetaldehyde, n - butyraldehyde, oe nanthol, benzaldehyde, salicylaldehyde, di-isobutyl ketone, methyl amyl ketone, cyclohexanone, methyl cyclohexanone and acetophenone. Substituted aromatic aldehydes and ketones containing for example alkyl, alkoxy, hydroxyl, nitro or amine substituents, particularly vanillin or m-nitrobenzaldehyde, may be employed.  Suitable oil-soluble compounds obtained by the action of the aldehyde or ketone on the amine are spiro-[cyclohexane-1.21-(31-b -hydroxyethyl) -oxazolidine] prepared from cyclohexanone and diethanolamine, dimorpholinyl phenyl methane prepared from benzaldehyde and morpholine, dimorpholinyl o-hydroxyphenyl methane prepared from salicylaldehyde and morpholine, 2-phenyl-3-(b -hydroxyethyl) oxazolidine prepared from benzaldehyde and diethanolamine, 2-(o-hydroxyphenyl) oxazolidine prepared from salicylaldehyde and monoethanolamine, 2-phenyl-2-methyl oxazolidine prepared from acetophenone and monoethanolamine, salicylaln-butylamine prepared from salicylaldehyd and n-butylamine, vanillal-n-butylamine prepared from vanillin and n-butylamine, dimorpholinyl cyclohexane prepared from cyclohexanone and morpholine, benzal cyclohexylamine prepared from benzaldehyde and cyclohexylamine benzal-2-ethyl hexylamine prepared from benzaldehyde and 2-ethyl hexylamine, 2.2-diphenyl oxazolidine prepared from benzophenone and mono-ethanolamine, 2-phenyl oxazolidine, spiro - (cyclohexane - 1 - 21 - oxazolidine) and dimorpholinyl methane. Specifications 536,313 and 561,898 are referred to.