GB626251A - Improvements in or relating to mineral lubricating oil compositions - Google Patents

Improvements in or relating to mineral lubricating oil compositions

Info

Publication number
GB626251A
GB626251A GB17233/47A GB1723347A GB626251A GB 626251 A GB626251 A GB 626251A GB 17233/47 A GB17233/47 A GB 17233/47A GB 1723347 A GB1723347 A GB 1723347A GB 626251 A GB626251 A GB 626251A
Authority
GB
United Kingdom
Prior art keywords
alkyl
phenol
phenols
salts
acids
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB17233/47A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Shell Refining and Marketing Co Ltd
Original Assignee
Shell Refining and Marketing Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Shell Refining and Marketing Co Ltd filed Critical Shell Refining and Marketing Co Ltd
Priority to GB17233/47A priority Critical patent/GB626251A/en
Priority to FR968565D priority patent/FR968565A/en
Publication of GB626251A publication Critical patent/GB626251A/en
Expired legal-status Critical Current

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    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M141/00Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential
    • C10M141/10Lubricating compositions characterised by the additive being a mixture of two or more compounds covered by more than one of the main groups C10M125/00 - C10M139/00, each of these compounds being essential at least one of them being an organic phosphorus-containing compound
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    • C10M129/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
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    • C10M129/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/04Hydroxy compounds
    • C10M129/10Hydroxy compounds having hydroxy groups bound to a carbon atom of a six-membered aromatic ring
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    • C10M129/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/26Carboxylic acids; Salts thereof
    • C10M129/48Carboxylic acids; Salts thereof having carboxyl groups bound to a carbon atom of a six-membered aromatic ring
    • C10M129/54Carboxylic acids; Salts thereof having carboxyl groups bound to a carbon atom of a six-membered aromatic ring containing hydroxy groups
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    • C10M135/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
    • C10M135/08Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium containing a sulfur-to-oxygen bond
    • C10M135/10Sulfonic acids or derivatives thereof
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    • C10M135/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing sulfur, selenium or tellurium
    • C10M135/20Thiols; Sulfides; Polysulfides
    • C10M135/28Thiols; Sulfides; Polysulfides containing sulfur atoms bound to a carbon atom of a six-membered aromatic ring
    • C10M135/30Thiols; Sulfides; Polysulfides containing sulfur atoms bound to a carbon atom of a six-membered aromatic ring containing hydroxy groups; Derivatives thereof
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    • C10M137/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing phosphorus having no phosphorus-to-carbon bond
    • C10M137/04Phosphate esters
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    • C10M2207/02Hydroxy compounds
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    • C10M2207/04Ethers; Acetals; Ortho-esters; Ortho-carbonates
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    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/12Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/121Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
    • C10M2207/123Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms polycarboxylic
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    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/12Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/125Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/12Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
    • C10M2207/129Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of thirty or more carbon atoms
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    • C10M2207/14Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
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    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/14Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/144Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings containing hydroxy groups
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    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/14Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/146Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings having carboxyl groups bound to carbon atoms of six-membeered aromatic rings having a hydrocarbon substituent of thirty or more carbon atoms
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    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/08Thiols; Sulfides; Polysulfides; Mercaptals
    • C10M2219/082Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
    • C10M2219/087Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof, e.g. sulfurised phenols
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    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/08Thiols; Sulfides; Polysulfides; Mercaptals
    • C10M2219/082Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
    • C10M2219/087Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof, e.g. sulfurised phenols
    • C10M2219/088Neutral salts
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    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/08Thiols; Sulfides; Polysulfides; Mercaptals
    • C10M2219/082Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
    • C10M2219/087Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof, e.g. sulfurised phenols
    • C10M2219/089Overbased salts
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    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04Phosphate esters
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    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04Phosphate esters
    • C10M2223/042Metal salts thereof
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    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
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    • C10M2223/045Metal containing thio derivatives
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    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
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    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/12Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions obtained by phosphorisation of organic compounds, e.g. with PxSy, PxSyHal or PxOy
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    • C10M2227/00Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
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    • C10N2010/00Metal present as such or in compounds
    • C10N2010/16Groups 8, 9, or 10

Abstract

Lubricating compositions comprise a mineral lubricating oil, a minor proportion, e.g. 0.1 to 5.0 per cent by weight, of a polyvalent metal salt or salts of an aromatic hydroxy carboxylic acid, and one or more alkyl or alkenyl phenols which are soluble in the lubricating oil and which contain at least one alkyl or alkenyl group of at least eight carbon atoms. The proportion of the substituted phenol present is sufficient to enhance the physical stability of the solution of the salt in the oil and/or the solubility of the salt. The proportion of the phenol present in the composition may be from one tenth to ten times the proportion of the salt. The salt may be a calcium or zinc salt of a branched chain alkyl salicylic acid and the alkyl or alkenyl phenol may be the phenol from which the aromatic hydroxy carboxylate has been derived, [see Group IV (b)]. The alkyl phenol may be para tertiary octyl phenol obtainable by the alkylation of phenol with dimerised isobutene or may be metapentadecenyl phenol. The salts may be derived from mixed alkyl aromatic hydroxy carboxylic acids containing eight to eighteen carbon atoms in the alkyl substituent. The composition may contain, in addition to the oil, salts and phenols, a pour point depressor, a thickener, an oxidation inhibitor, a sludge disperser, an oiliness agent, a viscosity index improver, an anti-corrosion agent and/or an extreme pressure additive. In an example a mineral lubricating oil is mixed with the calcium salts of alkylated salicylic acids containing alkyl substituents of from 8 to 18 carbon atoms (obtained by the alkylation of phenol with cracked wax alkenes and conversion to the salicylic acids) to give a calcium content of 2 per cent by weight of the mixture, which is in the form of a slurry. 10 per cent by weight (based on the quantity of calcium salt present) of commercial p-tertiary octyl phenol (obtained by the alkylation of phenol with dimerised isobutene) is stirred into the slurry at 65 DEG C., giving a clear solution which yields no deposit on prolonged standing. Suitable alkyl and alkenyl phenols are said to include the mineral oil soluble octyl, octenyl, nonyl, decyl, undecyl, dodecyl, tetradecyl, pentadecenyl, hexadecyl and octadecyl phenol. The phenols may be prepared by the di- or tri-alkylation of phenols with alkenes, alkyl halides, alcohols or ethers, or by the mono-alkylation of a cresol, a xylenol, carvacrol or cardanol. Other nuclear substituents, e.g. halogen, alkoxy, alkyl mercapto, p and alkyl amino groups may be present in the phenol, provided they do not increase its water-solubility. The phenols may be cardanol, anacardol, and urushiol in the purified state or as mixtures present in the distillate and distillate residues of oils extracted from the anacardium genus, for example cashew nut oil. The mineral oil forming the major constituent of the lubricating composition may be derived from crude petroleum of any base and may be acid, clay, or solvent refined. The salts of aromatic hydroxy carboxylic acids may be either normal or basic salts or mixtures thereof, and the salt metals may be the alkaline earth metals, aluminium, beryllium, cobalt, nickel, zinc and tin. The acid radicals of the salts may be derived from octyl, nonyl, decyl, dodecyl, tetradecyl, pentadecenyl or hexadecyl salicylic acid, from octyl or decyl parahydroxy benzoic acids, or from alkyl substituted naphthoic acids. The classes of other additives which may be used in conjunction with the salts and phenols of the invention include olefin polymers, metal or amine soaps of fatty acids, naphthenic acids or naphthasulphonic acids, organic phosphates, phosphites, thiophosphites or thiophosphates, metal phenate or alcoholates, metal salts of the condensation products of alkyl phenols and formaldehyde, or of alkyl phenol sulphides, sulphurised mineral or fatty oils, sulphurised olefines, sulphurised unsaturated carboxylic acids, high molecular weight polycarboxylic acids such as are obtained by the condensation of long chain alkenes with maleic anhydride, reaction products of aliphatic acids with phosphorus pentasulphide, halogen-containing compounds such as chlorinated paraffin wax and dichlorostearates, alicyclic alcohols or esters, and organo - silicon compounds. Specifications 536,827 and 586,461 are referred to.ALSO:Mixtures of polyvalent metal salts of aromatic hydroxy carboxylic acids and oil soluble alkyl or alkenyl phenols in which the alkyl or alkenyl groups contain at least eight carbon atoms are prepared by alkylating phenol and partially converting the alkyl phenols so formed into salts of hydroxy carboxylic acids. In the example a mixture of alkyl salicylic acids is made by alkylating phenol with a mixture of alkenes containing 8 to 18 carbon atoms in the molecule and converting the alkyl phenols so formed into the alkyl salicylic acids, about 25 per cent by weight of the alkyl phenols being left unconverted. The alkyl salicylic acids are then converted into their calcium or zinc salts. The mixtures of salts and phenols may be used as additives in lubricating oils (see Group III). Specifications 536,827 [Group III], and 586,461 are referred to.
GB17233/47A 1947-06-30 1947-06-30 Improvements in or relating to mineral lubricating oil compositions Expired GB626251A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
GB17233/47A GB626251A (en) 1947-06-30 1947-06-30 Improvements in or relating to mineral lubricating oil compositions
FR968565D FR968565A (en) 1947-06-30 1948-06-30 Lubricants based on mineral oil

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB17233/47A GB626251A (en) 1947-06-30 1947-06-30 Improvements in or relating to mineral lubricating oil compositions

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GB626251A true GB626251A (en) 1949-07-12

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GB (1) GB626251A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2584025A1 (en) 2011-10-21 2013-04-24 Infineum International Limited Lubricating oil composition

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
NL85589C (en) * 1951-03-29
GB845624A (en) * 1957-12-31 1960-08-24 Exxon Research Engineering Co Lubricating compositions containing di-alkali metal salts of hydroxy benzoic acids

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2584025A1 (en) 2011-10-21 2013-04-24 Infineum International Limited Lubricating oil composition

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