GB498046A - Improved mineral oil compositions - Google Patents

Improved mineral oil compositions

Info

Publication number
GB498046A
GB498046A GB18963/37A GB1896337A GB498046A GB 498046 A GB498046 A GB 498046A GB 18963/37 A GB18963/37 A GB 18963/37A GB 1896337 A GB1896337 A GB 1896337A GB 498046 A GB498046 A GB 498046A
Authority
GB
United Kingdom
Prior art keywords
alkyl
oils
compounds
diphenol
test
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
GB18963/37A
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.)
Standard Oil Development Co
Original Assignee
Standard Oil Development Co
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 Standard Oil Development Co filed Critical Standard Oil Development Co
Publication of GB498046A publication Critical patent/GB498046A/en
Expired legal-status Critical Current

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    • CCHEMISTRY; METALLURGY
    • 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
    • CCHEMISTRY; METALLURGY
    • 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
    • C10M2201/00Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/04Elements
    • C10M2201/041Carbon; Graphite; Carbon black
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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
    • C10M2201/00Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/04Elements
    • C10M2201/041Carbon; Graphite; Carbon black
    • C10M2201/042Carbon; Graphite; Carbon black halogenated, i.e. graphite fluoride
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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
    • C10M2201/00Inorganic compounds or elements as ingredients in lubricant compositions
    • C10M2201/06Metal compounds
    • C10M2201/062Oxides; Hydroxides; Carbonates or bicarbonates
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    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2203/00Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10Petroleum or coal fractions, e.g. tars, solvents, bitumen
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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
    • C10M2203/00Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/102Aliphatic fractions
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    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2203/00Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/104Aromatic fractions
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    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2203/00Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/106Naphthenic fractions
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    • C10M2203/00Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/108Residual fractions, e.g. bright stocks
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    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2205/00Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
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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
    • C10M2205/00Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/14Synthetic waxes, e.g. polythene waxes
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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
    • C10M2205/00Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/16Paraffin waxes; Petrolatum, e.g. slack wax
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    • C10M2205/00Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/17Fisher Tropsch reaction products
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    • C10M2205/00Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/20Natural rubber; Natural resins
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    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • 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
    • C10M2207/125Carboxylix 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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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/281Esters of (cyclo)aliphatic monocarboxylic acids
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/282Esters of (cyclo)aliphatic oolycarboxylic acids
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/283Esters of polyhydroxy compounds
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    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/286Esters of polymerised unsaturated acids
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/40Fatty vegetable or animal oils
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    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/40Fatty vegetable or animal oils
    • C10M2207/404Fatty vegetable or animal oils obtained from genetically modified species
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    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/02Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/08Macromolecular 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
    • C10M2209/082Macromolecular 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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    • C10M2219/00Organic 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
    • C10M2219/024Sulfur-containing compounds obtained by sulfurisation with sulfur or sulfur-containing compounds of esters, e.g. fats
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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
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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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    • C10M2221/00Organic macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2221/02Macromolecular compounds obtained by reactions of monomers involving only carbon-to-carbon unsaturated bonds

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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)
  • Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)

Abstract

Lubricating-oils are rendered stable to the high temperatures of internal-combustion engines by dissolving therein alkyl diphenol polysulphides, -diselenides or -ditellurides or polymers of diaryl sulphides -selenides, or -tellurides in which each aryl radicle contains an OH group. Di-tertiary amyl diphenol disulphide dissolved in a 0,2 per cent concentration in a highly refined S.A.E.20 petroleum lubricating oil of V.I.90 improves the oil as demonstrated by the Sligh test, the cone test, the lead tolerance test and the rate of oxidation. Compounds of the general formula <FORM:0498046/III/1> in which R represents an alkyl group of preferably 2-8 carbon p atoms, R1 and R11 represent the same alkyl groups as R or other alkyl groups or H, y represents an integer of 1-6 and n and n1 represent an integer 2-4 are included. The compounds may be added alone or in company with dyes, soaps, pour point depressants, sludge dispersers, oxidation inhibitors, thickeners, V.I. improvers, oiliness agents, resins, rubbers, fatty oils, sulphurized or thickened fatty oils, extreme pressure lubricants, organo-metallic compounds, bright stocks, volotized fats, mineral oils or waxes, or colloidal solids such as graphite and zinc oxide. The alkyl diphenol polysulphides may be prepared by reacting alkyl phenols with S2Cl2 in the presence of an alkyl halide as diluent, e.g. C2H4Cl2. Alkyl phenols suitable for the reaction are obtained by condensing phenols with olefines with 2-8 C atoms, such as the olefines obtained by cracking petroleum oils or waxes. Specifications 463,763 and 466,075 are referred to.ALSO:Lubricating-oils are rendered stable to the high temperatures of internal-combustion engines by dissolving therein alkyl diphenol polysulphides, -diselenides or -ditellurides, or polymers of diaryl sulphides, -selenides or tellurides, in which each aryl radicle contains an OH group. Di-tertiary amyl diphenol disulphide dissolved in a 0,2 per cent concentration in a highly refined S.A.E. 20 petroleum lubricating oil of V.I. 90, improves the oil as demonstrated by the Sligh test, the cone test, the lead tolerance test and the rate of oxidation. Compounds of the general formula <FORM:0498046/IV/1> in which R represents an alkyl group of preferably 2-8 C atoms, R1 and R11 represent the same alkyl group as R or other alkyl groups, or H, y represents an integer of 1-6 and n and n1 represent an integer 2-4, are included. The compounds may be added alone or in company with dyes, soaps, pour point depressants, sludge dispersers, oxidation inhibitors, thickeners, V.I. improvers, oiliness agents, resins, rubbers, fatty oils, sulphurized or thickened fatty oils, extreme pressure lubricants, organo-metallic compounds, &c. The alkyl diphenyl polysulphides may be prepared by reacting alkyl phenols with S2Cl2 in the presence of an alkyl halide as diluent, e.g. C2H4Cl2. Alkyl phenols suitable for the reaction are obtained by condensing phenols with olefines with 2-8 C atoms, such as the olefines obtained by cracking petroleum oils or waxes. Specifications 463,763 and 466,075, [both in Group III], are referred to.
GB18963/37A 1936-08-01 1937-07-08 Improved mineral oil compositions Expired GB498046A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US93764A US2174248A (en) 1936-08-01 1936-08-01 Stabilized lubricating composition

Publications (1)

Publication Number Publication Date
GB498046A true GB498046A (en) 1939-01-03

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ID=22240582

Family Applications (1)

Application Number Title Priority Date Filing Date
GB18963/37A Expired GB498046A (en) 1936-08-01 1937-07-08 Improved mineral oil compositions

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US (1) US2174248A (en)
DE (1) DE908175C (en)
GB (1) GB498046A (en)
NL (1) NL52401C (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2451037A (en) * 1941-05-13 1948-10-12 Texas Co Lubricating oil
US3240705A (en) * 1963-04-15 1966-03-15 Ethyl Corp Polythiobis

Families Citing this family (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2445939A (en) * 1941-10-31 1948-07-27 American Cyanamid Co Metal salts of acyl phenol monosulfides
US2415833A (en) * 1942-01-01 1947-02-18 Standard Oil Dev Co Lubricant
US2507111A (en) * 1946-07-05 1950-05-09 Standard Oil Dev Co Condensation product of stearoyl phenol with sulfur dichloride
US2521870A (en) * 1946-10-22 1950-09-12 Standard Oil Co Disproportionation of organic disulfides
FR954723A (en) * 1946-10-28 1950-01-05
US2506416A (en) * 1946-10-29 1950-05-02 Allied Chem & Dye Corp Manufacture of thiophenols
US2610968A (en) * 1946-12-20 1952-09-16 Velsicol Corp Production of organo-thiyl compounds
US2510894A (en) * 1946-12-20 1950-06-06 Velsicol Corp Production of organo-thiyl compounds
US2610967A (en) * 1946-12-20 1952-09-16 Velsicol Corp Production of organo-thiyl compounds
US2472552A (en) * 1947-06-12 1949-06-07 Gulf Oil Corp Addition agents for mineral oil lubricants
US2472517A (en) * 1947-06-20 1949-06-07 Gulf Oil Corp Addition agents for mineral oil lubricants
US2472518A (en) * 1947-07-08 1949-06-07 Gulf Oil Corp Addition agents for mineral oil lubricants
US2562800A (en) * 1947-12-18 1951-07-31 Standard Oil Dev Co Lubricant composition of mineral oil containing a condensation product of aliphatic-aromatic ketone and a sulfur chloride
US2692835A (en) * 1950-06-07 1954-10-26 Gulf Research Development Co Paraffin wax compositions
US3250712A (en) * 1959-07-24 1966-05-10 Ethyl Corp Sulfur-containing phenolic compounds
NL262826A (en) * 1960-03-28
US3248284A (en) * 1964-06-30 1966-04-26 Pennsalt Chemicals Corp Method for control of powdery mildew
US4384967A (en) * 1981-07-29 1983-05-24 Chevron Research Company Lubricant composition containing an alkali metal borate and a sulfur-containing polyhydroxy compound
US5236608A (en) * 1987-10-08 1993-08-17 Exxon Chemical Patents Inc. Alkyl phenol-sulfur condensates as fuel and lubricating oil additives
US4976882A (en) * 1987-10-08 1990-12-11 Exxon Chemical Patents, Inc. Alkyl phenol-sulfur condensates as fuel and lubricating oil additives
US4946610A (en) * 1989-08-03 1990-08-07 Ethyl Petroleum Additives, Inc. Sulfur-bridged phenolic antioxidants
US5262508A (en) * 1990-10-10 1993-11-16 Exxon Chemical Patents Inc. Process for preparing alkyl phenol-sulfur condensate lubricating oil additives

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2451037A (en) * 1941-05-13 1948-10-12 Texas Co Lubricating oil
US3240705A (en) * 1963-04-15 1966-03-15 Ethyl Corp Polythiobis

Also Published As

Publication number Publication date
NL52401C (en)
DE908175C (en) 1954-04-01
US2174248A (en) 1939-09-26

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