GB798635A - Lubricating oil compositions - Google Patents
Lubricating oil compositionsInfo
- Publication number
- GB798635A GB798635A GB18809/56A GB1880956A GB798635A GB 798635 A GB798635 A GB 798635A GB 18809/56 A GB18809/56 A GB 18809/56A GB 1880956 A GB1880956 A GB 1880956A GB 798635 A GB798635 A GB 798635A
- Authority
- GB
- United Kingdom
- Prior art keywords
- amine
- acids
- acid
- carbon atoms
- phosphonic
- 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
Links
Classifications
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M1/00—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
- C10M1/08—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/06—Well-defined aromatic compounds
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
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- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/14—Synthetic waxes, e.g. polythene waxes
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/16—Paraffin waxes; Petrolatum, e.g. slack wax
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- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/17—Fisher Tropsch reaction products
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
- C10M2207/021—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
- C10M2207/021—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/022—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms containing at least two hydroxy groups
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/121—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
- C10M2207/123—Carboxylix 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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- C10M2207/125—Carboxylix 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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- C10M2207/129—Carboxylix 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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- C10M2207/22—Acids obtained from polymerised unsaturated acids
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- C10M2207/281—Esters of (cyclo)aliphatic monocarboxylic acids
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- C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
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- C10M2207/283—Esters of polyhydroxy compounds
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- C10M2207/284—Esters of aromatic monocarboxylic acids
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- C10M2207/285—Esters of aromatic polycarboxylic acids
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- C10M2207/286—Esters of polymerised unsaturated acids
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- C10M2207/287—Partial esters
- C10M2207/289—Partial esters containing free hydroxy groups
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- C10M2207/404—Fatty vegetable or animal oils obtained from genetically modified species
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- C10M2209/082—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type monocarboxylic
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- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
- C10M2219/044—Sulfonic acids, Derivatives thereof, e.g. neutral salts
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- C10M2219/08—Thiols; Sulfides; Polysulfides; Mercaptals
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- C10M2219/082—Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
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- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
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- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
- C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
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- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/10—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
- C10M2219/104—Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
- C10M2219/106—Thiadiazoles
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- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
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- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
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- C10M2223/042—Metal salts thereof
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- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/06—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having phosphorus-to-carbon bonds
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- C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
- C10M2229/02—Unspecified siloxanes; Silicones
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- C10M2229/04—Siloxanes with specific structure
- C10M2229/041—Siloxanes with specific structure containing aliphatic substituents
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- C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
- C10M2229/04—Siloxanes with specific structure
- C10M2229/05—Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon
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- C10N2040/08—Hydraulic fluids, e.g. brake-fluids
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- C10N2040/00—Specified use or application for which the lubricating composition is intended
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- C10N2040/00—Specified use or application for which the lubricating composition is intended
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- C10N2040/22—Metal working with essential removal of material, e.g. cutting, grinding or drilling
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- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/30—Refrigerators lubricants or compressors lubricants
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- C10N2040/32—Wires, ropes or cables lubricants
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- C10N2040/40—Generators or electric motors in oil or gas winning field
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- C10N2040/44—Super vacuum or supercritical use
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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
Partial or full salts of branched chain primary or secondary aliphatic or cycloaliphatic amines having at least 8 carbon atoms and organic phosphorus acids of general formula: <FORM:0798635/IV (b)/1> where R is a hydrocarbon or halohydrocarbon radical, X is a non-metallic element of Group VIb of the Periodic Table, and y is H, XH, or R are referred to for use as lubricant additives (see Group III). C8-36 amines are preferred, extensive lists being given including 1,1,3,3-tetramethyl butyl amine, isoheptyl diethyl carbinylamine, di-(2-ethyl hexyl) amine, dibromo-dioctadecylamine, butyl ricinoleylamine, dicyclopentylamine, benzyl 2-ethyl hexyl amine, allyl octyl amine, N-n-dodecyl diethylene triamine, N-2-ethyl hexyl N-hexadecyl triethylene tetramine, and N,N1-diallyl trimethylene diamine. Many examples are given of paraffinic and alicyclic hydrocarbon-, chlorohydrocarbon-, bromohydrocarbon-, and chlorobromohydrocarbon - substituted phosphinic, thiophosphinic, phosphonic, thiophosphonic, and selenophosphonic acids which may be used to form the amine salts. The salts have the general formul : <FORM:0798635/IV (b)/2> where A is the amine and R1 is R or H. They may be prepared by reacting the selected amine and acid in a solvent or in the presence of water under suitable conditions such as mixing at room temperature, stirring or heating. They may be purified by recrystallization. A long list of preferred salts includes salts of trifluoromethane phosphonic acid and trichloromethane dithiophosphonic acid. The preparation is described of compounds of the formula: <FORM:0798635/IV (b)/3> by the reaction at 50 DEG C. of 1 mol. of trichloromethane phosphonic acid and 2 mols. of A3, 1 mol. of A3 and 2 mols. of A1 respectively. A3 is a mixture of t-alkyl (C18-24) primary amines and A1 a mixture of t-alkyl (C12-15) primary amines. In examples the above amines are incorporated in lubricating oil compositions, the amine and acid being added to the oil separately. Specifications 505,016, [Group IV], 634,720, 637,389 and 689,872 are referred to.ALSO:A lubricating oil composition comprises a major proportion of a lubricating oil and minor proportions of (a) salt of a branched-chain primary or secondary aliphatic or cycloaliphatic amine having at least 8 carbon atoms and an organic phosphorus acid of the general formula <FORM:0798635/III/1> where R is a hydrocarbon or halohydrocarbon radical, X is a non-metallic element of Group VI (b) of the Periodic Table and Y is H, XH, or R; and (b) a partial ester of a polyhydric alcohol and an organic carboxylic or sulphonic acid. The lubricating oil is preferably a mineral or sulphurized mineral oil but synthetic oils may also be used, e.g. polymerized olefins, alkylated aromatics, polyalkyl silicone polymers, hydrogen sulphide adducts of unsaturated ethers and thioethers and esters such as di-(2-ethyl hexyl) sebacate. The amine used in component (a) preferably contains from 8 to 36 carbon atoms, extensive lists of branchedchain primary and secondary amines being given, including dibromodioctadecyl amine and diricinoleyl amine. Many examples are given of hydrocarbon, chloro-hydrocarbon and bromohydrocarbon substituted phosphinic, thiophosphinic, phosphonic, thio-phosphonic and seleno-phosphonic acids which may be used to form the amine salts which have the general formul <FORM:0798635/III/2> where A is the amine and R1 is R or H. A solubilizing agent may be associated with the amine salt, examples being oil-soluble aliphatic alcohols and/or thiols which may be straight or branched chain, saturated or unsaturated, and which contain at least 6 carbon atoms and the fatty alcohols and their thiol analogues. The polyhydric alcohols used to form the esters of (b) may be water-soluble alkane polyols of from 2 to 6 carbon atoms, e.g. propylene glycol and mannitol; ether alcohols, e.g. triethylene glycol and hexitans such as mannitans which may be etherified with alkylene oxides or glycols; or sugars. The acids used to form the esters include saturated or unsaturated aliphatic mono- or polycarboxylic acids, cycloaliphatic carboxylic acids, aromatic carboxylic acids, aromatic sulphonic acids and higher alkane sulphonic acids. Optional ingredients mentioned are fatty acids of at least 12 carbon atoms, esters of these acids and waxes, and derivatives obtained from them by sulphurization, halogenation and/or polymerization, e.g. sulphurized and sulphochlorinated fats and fatty oils; anti-oxidants, e.g. alkyl phenols; corrosion inhibitors, e.g. mercaptobenzothiazole, nitrites, and 9 to 11 carbon fatty acids; and anti-form agents, e.g. silicone polymers, organic phosphates and aliphatic alcohols. A composition typical of several examples comprises: sulphurized oleic acid, glycerol mono-oleate, trichloromethane phosphonic acid, a commercial mixture of 12-15 carbon branchedchain primary amines and SAE 90 mineral oil. Specifications 505,016 [Group IV], 634,720, 637,389 and 689,872, [Group IV (b)], are referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US516784A US2882228A (en) | 1955-06-20 | 1955-06-20 | Metal working lubricants |
Publications (1)
Publication Number | Publication Date |
---|---|
GB798635A true GB798635A (en) | 1958-07-23 |
Family
ID=24057075
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB18809/56A Expired GB798635A (en) | 1955-06-20 | 1956-06-18 | Lubricating oil compositions |
Country Status (6)
Country | Link |
---|---|
US (1) | US2882228A (en) |
BE (1) | BE548812A (en) |
DE (1) | DE1015169B (en) |
FR (1) | FR1154532A (en) |
GB (1) | GB798635A (en) |
NL (2) | NL102996C (en) |
Families Citing this family (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NL243555A (en) * | 1958-09-22 | |||
DE1160967B (en) * | 1960-06-15 | 1964-01-09 | Shell Int Research | lubricant |
US3185728A (en) * | 1960-06-20 | 1965-05-25 | Texaco Inc | Ethylene diamine salts of thiophosphonic acids |
US3143506A (en) * | 1960-06-20 | 1964-08-04 | Texaco Inc | Lubricants containing amine salts |
US3243452A (en) * | 1962-06-28 | 1966-03-29 | Olin Mathieson | Bis (hydroxydiarylphosphine) decaboranes |
US3499923A (en) * | 1965-09-07 | 1970-03-10 | Universal Oil Prod Co | Polychloroalkylphosphonic acid salts |
US3635823A (en) * | 1966-11-04 | 1972-01-18 | Universal Oil Prod Co | Synergistic composition and use thereof |
US3793199A (en) * | 1970-06-08 | 1974-02-19 | Texaco Inc | Friction reducing agent for lubricants |
US3984599A (en) * | 1973-10-30 | 1976-10-05 | Exxon Research And Engineering Company | Lubricant coating compositions for use in metal drawing operations |
US4252660A (en) * | 1979-11-23 | 1981-02-24 | Mobil Oil Corporation | Reaction products of organophosphorus halides with inorganic thiocyanates as load-carrying additives in lubricating oil compositions |
US4615818A (en) * | 1985-03-15 | 1986-10-07 | The Lubrizol Corporation | Hydrogen sulfide stabilized oil-soluble sulfurized organic compositions |
US5092908A (en) * | 1990-06-28 | 1992-03-03 | Exxon Research And Engineering Company | Composition for improving cold flow properties of middle distillates (OP-3571) |
JPH08209172A (en) * | 1994-11-15 | 1996-08-13 | Lubrizol Corp:The | Lubricant and fluid containing thiocarbomate and phosphonate |
CA2195702C (en) * | 1996-01-31 | 2005-11-22 | Sumanth Addagarla | Lubricant composition suitable for direct fuel injected, crankcase-scavenged two-stroke cycle engines |
AU2002367816A1 (en) * | 2001-08-14 | 2003-10-08 | United Soy Bean Board | Soy-based methyl ester high performance metal working fluids |
US7439212B2 (en) | 2001-09-05 | 2008-10-21 | United Soybean Board | Soybean oil based metalworking fluids |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA471213A (en) * | 1951-01-30 | F. Schiermeier Knapel | Corrosion inhibiting compositions | |
US1463092A (en) * | 1921-07-07 | 1923-07-24 | Technical Res Works Ltd | Lubricant and process of preparing same |
US2249800A (en) * | 1936-04-24 | 1941-07-22 | Du Pont | Hydraulic fluid |
US2531801A (en) * | 1946-06-21 | 1950-11-28 | Monsanto Chemicals | Lubricating oil composition |
US2515115A (en) * | 1947-10-29 | 1950-07-11 | Standard Oil Dev Co | Nonfoaming compositions |
US2479424A (en) * | 1947-12-03 | 1949-08-16 | Standard Oil Dev Co | Rust inhibiting lubricants |
US2587545A (en) * | 1949-04-14 | 1952-02-26 | Standard Oil Dev Co | Rust-preventing lubricant |
GB709903A (en) * | 1950-04-06 | 1954-06-02 | Standard Oil Dev Co | Lubricating oil composition |
US2683691A (en) * | 1951-08-18 | 1954-07-13 | Shell Dev | Extreme pressure lubricants |
-
0
- BE BE548812D patent/BE548812A/xx unknown
- NL NL208213D patent/NL208213A/xx unknown
- NL NL102996D patent/NL102996C/xx active
-
1955
- 1955-06-20 US US516784A patent/US2882228A/en not_active Expired - Lifetime
-
1956
- 1956-06-18 FR FR1154532D patent/FR1154532A/en not_active Expired
- 1956-06-18 DE DEN12365A patent/DE1015169B/en active Pending
- 1956-06-18 GB GB18809/56A patent/GB798635A/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
NL208213A (en) | |
NL102996C (en) | |
FR1154532A (en) | 1958-04-11 |
BE548812A (en) | |
US2882228A (en) | 1959-04-14 |
DE1015169B (en) | 1957-09-05 |
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