GB634720A - An organic lubricating oil composition - Google Patents

An organic lubricating oil composition

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Publication number
GB634720A
GB634720A GB1265/47A GB126547A GB634720A GB 634720 A GB634720 A GB 634720A GB 1265/47 A GB1265/47 A GB 1265/47A GB 126547 A GB126547 A GB 126547A GB 634720 A GB634720 A GB 634720A
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GB
United Kingdom
Prior art keywords
acid
sulphurized
acids
sulphur
molecule
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
GB1265/47A
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.)
Bataafsche Petroleum Maatschappij NV
Original Assignee
Bataafsche Petroleum Maatschappij NV
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Filing date
Publication date
Application filed by Bataafsche Petroleum Maatschappij NV filed Critical Bataafsche Petroleum Maatschappij NV
Publication of GB634720A publication Critical patent/GB634720A/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
    • C10M1/00Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
    • C10M1/08Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02Hydroxy compounds
    • C10M2207/023Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02Hydroxy compounds
    • C10M2207/023Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/026Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl groups
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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
    • C10M2207/121Carboxylix 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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    • C10M2207/00Organic 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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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • 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
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    • 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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    • C10M2215/02Amines, e.g. polyalkylene polyamines; Quaternary amines
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    • C10M2215/02Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/06Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
    • C10M2215/062Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings containing hydroxy groups bound to the aromatic ring
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    • C10M2215/02Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M2215/06Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
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    • C10M2215/06Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
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    • C10M2215/065Phenyl-Naphthyl amines
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    • C10M2215/06Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
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    • C10M2215/082Amides containing hydroxyl groups; Alkoxylated derivatives
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    • C10M2215/16Nitriles
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    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/02Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds
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    • C10N2050/00Form in which the lubricant is applied to the material being lubricated
    • C10N2050/015Dispersions of solid lubricants
    • C10N2050/02Dispersions of solid lubricants dissolved or suspended in a carrier which subsequently evaporates to leave a lubricant coating

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  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Lubricants (AREA)

Abstract

Organic lubricating oil compositions comprise a mineral lubricating oil, a non-drying fatty oil, a liquid wax, a synthetic lubricating oil or a mixture of such substances and a wear-reducing amount, less than 0.1 per cent by weight, e.g. 0.01-0.05 per cent, of a sulphurized product of an unsaturated fatty acid having at least 8 carbon atoms in the molecule (see Group IV (b)), and, as a corrosion inhibitor, 0.01 to 0.5 per cent by weight of a dicarboxylic acid, a thio-equivalent thereof, a monocarboxylic acid containing a -NO2, -NO, -CN, or aromatic sulphonyl group not more than 3 carbon atoms removed from the carboxylic radical, or a hydroximic acid or mixture of such acids, the acids being in each case insoluble in water and soluble in the organic lubricating oil composition. The corrosion inhibitor may be a relatively high molecular weight dicarboxylic acid with two carboxylic radicals separated by not more than four and preferably by not more than two or three carbon atoms, e.g. an alkyl succinic acid having at least 16, and preferably 20 or more, atoms in the molecule, or alkylated glutaric or adipic acids. The sulphurized product of an unsaturated fatty acid may be a sulphurized product of oleic acid and may be prepared by reacting more than one and preferably less than two gram atoms of sulphur with one gram molecule of the acid, at about 150 DEG to about 300 DEG C. (see Group IV (b)). The composition may contain in addition to the constituents described a minor proportion of an antioxidant such as a poly-alkyl arylhydroxy compound, e.g. di-tertiary-butyl para-cresol. The oxygen in the acid radicals of the corrosion inhibitor of the dicarboxylic acid type may be replaced in whole or in part by sulphur to give such thio equivalents as thiolic (-COSH), thionic (-CSOH) or thionthiolic (-CSSH) acids. When the corrosion inhibitor is a monocarboxylic acid containing a -NO2, -NO, -CN, or aromatic sulphonyl group, the acid should preferably contain a minimum of 12 to 16 carbon atoms in the molecule in addition to any introduced in the added radical, e.g. the acid may be alpha or beta nitro, nitroso, cyano or phenylsulphonyl stearic acid. One or both of the acidic groups may be attached to an aromatic nucleus as in alpha (orthocarboxyl aryloxy) carboxylic acids such as <FORM:0634720/III/1> In corrosion inhibitors of the dicarboxylic acid type the two acidic groups may be joined through an oxygen, sulphide, disulphide or nitrogen linkage, for example in accordance with the general formula <FORM:0634720/III/2> wherein X represents an oxygen, sulphur or nitrogen atom, u and y = 0 or 1, z is a small integer such as 1 or 2, and each R is an organic radical, such as a fatty acid radical. The corrosion inhibitor may also contain ether, amino, sulphide, and disulphide radicals elsewhere in the molecule. The preferred corrosion inhibitors are saturated dicarbocylic acids containing only carbon, hydrogen and oxygen. The sulphurized unsaturated fatty acid may be hypogaeic, elaidic, erucic, brassidic, linoleic or linolenic acid. The unsaturated fatty acids may be sulphurized with sulphur, sulphur mono-chloride, or a phosphorus polysulphide, Tables are given showing the wear, rusting, resistance to displacement by water, oxidation stability and demulsibility of oxidation-inhibited turbine oils containing varying proportions of a saturated alkyl succinic acid and of sulphurized oleic acid, alpha-mercapto stearic acid, and sulphurized sperm oil. The compounded lubricating oils of the invention, when prepared with turbine oil "base stocks" and containing suitable oxidation inhibitors, are said to be especially applicable for use in steam turbines. A list of suitable anti-oxidants is given. These include 2,4,6-trimethyl phenol, pentamethyl phenol, pentaethyl phenol, and di - tertiary - butyl para - cresol. U.S.A. Specification 2,133,734 is referred to. The Specification as open to inspection under Sect. 91 refers also to monocarboxylic acids containing a hydrosulphide radical such as alpha or beta mercapto stearic acid. This subject-matter does not appear in the Specification as accepted.ALSO:Sulphurized fatty acids having at least 8 carbon atoms in the molecule and used as wear-reducing agents in lubricating oils (see Group III), are prepared by reacting more than one and less than two gram-atoms of sulphur with one gram molecule of the acid at about 150-300 DEG C. Examples of fatty acids which may be sulphurized are oleic, hypogaeic, elaidic, erucic, brassidic, linoleic or linolenic acid. In the example, oleic acid is sulphurized by heating the acid for about 3 1/2 -4 hours at about 150 DEG to 180 DEG C. with about 14.6 per cent by weight of sulphur. The product is then purified by heating to about 140-160 DEG C. with 20 to 30 per cent by weight of an acid-activated adsorbtive clay, the clay being then removed by filtration.
GB1265/47A 1946-01-23 1947-01-14 An organic lubricating oil composition Expired GB634720A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US642986A US2459717A (en) 1946-01-23 1946-01-23 Organic lubricant composition

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GB634720A true GB634720A (en) 1950-03-29

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GB1265/47A Expired GB634720A (en) 1946-01-23 1947-01-14 An organic lubricating oil composition

Country Status (5)

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US (1) US2459717A (en)
DE (1) DE843458C (en)
FR (1) FR944320A (en)
GB (1) GB634720A (en)
NL (1) NL63961C (en)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2688595A (en) * 1949-11-23 1954-09-07 Standard Oil Co Lubricants
NL82067C (en) * 1950-11-30
US2730499A (en) * 1951-08-01 1956-01-10 Exxon Research Engineering Co Lubricants for heavy journal bearings operating at elevated temperatures
US2681891A (en) * 1951-11-27 1954-06-22 Texas Co Hydraulic transmission fluid
FR1050806A (en) * 1952-02-13 1954-01-11 Renault Lubricants for heavily loaded components
BE519671A (en) * 1952-05-06
GB779698A (en) * 1952-12-10 1957-07-24 Exxon Research Engineering Co Lubricant
US2962443A (en) * 1955-08-31 1960-11-29 Lubrizol Corp Steam turbine lubricant
US2890170A (en) * 1956-09-06 1959-06-09 Dow Corning Organosiloxane greases
US2971915A (en) * 1957-02-11 1961-02-14 Shell Oil Co Lubricating oil compositions
NL233837A (en) * 1957-12-02
US3274113A (en) * 1963-08-28 1966-09-20 Sun Oil Co Oxidation resistant hydraulic oil
US5726130A (en) * 1994-05-24 1998-03-10 Idemitsu Kosan Co., Ltd. Cutting or grinding oil composition

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2371142A (en) * 1945-03-13 Anticoerosive
US1974299A (en) * 1932-02-03 1934-09-18 Tide Water Oil Company Lubricating compound and process of making the same
US2279688A (en) * 1940-12-24 1942-04-14 Shell Dev Corrosion preventive
US2334158A (en) * 1941-09-29 1943-11-09 Shell Dev Rust-preventive composition
US2398202A (en) * 1943-02-08 1946-04-09 Shell Dev Anticorrosive

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DE843458C (en) 1952-07-10
US2459717A (en) 1949-01-18
FR944320A (en) 1949-04-01
NL63961C (en)

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