US3759862A - Lubricating oil composition - Google Patents

Lubricating oil composition Download PDF

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US3759862A
US3759862A US00253728A US3759862DA US3759862A US 3759862 A US3759862 A US 3759862A US 00253728 A US00253728 A US 00253728A US 3759862D A US3759862D A US 3759862DA US 3759862 A US3759862 A US 3759862A
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lubricating oil
hphp
ester
viscosity
petroleum
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T Ozeki
Y Fukui
T Kotani
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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
    • C10M2203/00Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/10Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • 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
    • 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
    • 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
    • C10M2205/00Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/02Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
    • C10M2205/026Butene
    • 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
    • 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
    • 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
    • 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
    • C10M2207/024Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings having at least two phenol groups but no condensed ring
    • 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
    • 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
    • C10M2207/027Neutral salts thereof
    • 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
    • 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
    • C10M2207/028Overbased salts thereof
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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
    • 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
    • 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/30Complex esters, i.e. compounds containing at leasst three esterified carboxyl groups and derived from the combination of at least three different types of the following five types of compounds: monohydroxyl compounds, polyhydroxy xompounds, monocarboxylic acids, polycarboxylic acids or hydroxy carboxylic acids
    • 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/30Complex esters, i.e. compounds containing at leasst three esterified carboxyl groups and derived from the combination of at least three different types of the following five types of compounds: monohydroxyl compounds, polyhydroxy xompounds, monocarboxylic acids, polycarboxylic acids or hydroxy carboxylic acids
    • C10M2207/304Complex esters, i.e. compounds containing at leasst three esterified carboxyl groups and derived from the combination of at least three different types of the following five types of compounds: monohydroxyl compounds, polyhydroxy xompounds, monocarboxylic acids, polycarboxylic acids or hydroxy carboxylic acids derived from the combination of monohydroxy compounds, dihydroxy compounds and dicarboxylic acids only and having no free hydroxy or carboxyl groups
    • 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/28Esters
    • C10M2207/34Esters having a hydrocarbon substituent of thirty or more carbon atoms, e.g. substituted succinic acid derivatives
    • 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
    • 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
    • C10M2209/084Acrylate; Methacrylate
    • 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
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/086Imides
    • 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
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/28Amides; Imides
    • 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
    • C10M2217/00Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2217/02Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2217/022Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an amino group
    • C10M2217/023Macromolecular compounds obtained from nitrogen containing monomers by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an amino group the amino group containing an ester bond
    • 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
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/04Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/044Sulfonic acids, Derivatives thereof, e.g. neutral salts
    • 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
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/04Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/046Overbasedsulfonic acid salts
    • 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
    • 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
    • C10M2223/045Metal containing thio derivatives
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2010/00Metal present as such or in compounds
    • C10N2010/04Groups 2 or 12
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/08Hydraulic fluids, e.g. brake-fluids

Definitions

  • This invention relates to lubricating oil compositions obtained by blending a synthetic lubricating oil of a fatty acid ester type with a petroleum lubricating oil and if necessary, further such additives as those which impart antioxidant property, wear resistance and detergency to the resulting blend.
  • the above-mentioned synthetic lubricating oil of a saturated fatty acid ester type is a complex-ester of 3-hydroxy-2,2-dimethylpropyl 2,2- dimethylhydracrylate (which is also called as hydroxy pivalyl hydroxypivalate and will be herein abbreviated as HPHP) with a saturated fatty acid or acids.
  • the HPHP ester used in the present invention is a complex-ester or complex-esters between one or more kinds of straight or branched saturated fatty acids having 4 to 10 carbon atoms and a divalent alcohol, HPHP.
  • the HPHP ester includes those in which the same kind of the acid is reacted with HPHP, those in which different kinds of the acid are reacted with HPHP, and mixtures thereof.
  • R and R are the same kind or different kinds of alkyl groups of C -C,
  • HPHP esters prepared from various kinds of aliphatic monocarboxylic acids are shown in Table 1.
  • R; and R are same or different Alkyl part of saturated fatty Kinematic viscosity acids used in the Specific Flash Pour (cst.) at- Synthetic preparation of gravity, point, point, Viscosity lubricant HPHP ester 15/4 0. 0. C. 37.78 C. 98.89 0. index HPHP-4.-.
  • Il-OaH1 1.010 190 60 9. 62 2. 38 63 HPHP-6".
  • n-(igaa (557) 0. 927 268 10 22. 30 4.
  • HPHP ester useful in the lubricant composition of the present invention has three ester bonds in a molecule as shown above and the following characteristic properties:
  • This ester has a low volatility, a high flash point and a low pour point. Its viscosity-temperature characteristic is excellent as in other diester synthetic lubricating oils such as sebacate esters and adipate esters, and viscosity index increases with the increase of carbon atoms of the saturated fatty acid component of HPHP ester. Further, since the fl-carbon atom of the alcohol component of HPHP ester is not combined with hydrogen, the thermal stability of HPHP ester is exceedingly high. By the comparison with synthetic lubricating oils of diester class or compound esters with polyols such as neopentyl glycol and trimethylol propane, it has been found that HPHP ester has superior thermal stability.
  • the lubricating oil composition having incorporated therein a HPHP ester is superior in thermal stability and wear resistance. It is necessary, as is well-known, to add zinc-type antioxidant such as zinc dialkyldithiophosphate to gasoline or diesel-engine oil in order to impart antiwear property.
  • zinc-type antioxidant such as zinc dialkyldithiophosphate
  • the HPHP ester used in the present invention is superior to the additive effect of antioxidant, and hence the lubricating oil composition in which the HPHP ester is incorporated in the base stocks of petroleum lubricating oil showed also superior results.
  • the lubricating oil compositions of the present invention showed total acid value and viscosity increase, both repressed at a low value, respectively, and low evaporation loss, as compared with petroleum lubricating oils. Also, with regard to sludge deposition which is often encountered in the long time test of petroleum lubricating oils (72 hours, C.), there was no sludge deposition in case of the oil having incorporated therein HPHP ester. Accordingly, it can be pointed out here also that the incorporation of HPHP ester into a petroleum lubricating oil according to the present invention, brings about the advantage in the saving of the amount of a detergent, dispersing agent to be added.
  • various kinds of viscosity index improvers such as polyalkyl methacrylates having as the alkyl, e.g. C -C polyalkyl methacrylates having detergent and dispersing properties in addition to viscosity index improving property, e.g. copolymers of alkyl methacrylate having as the alkyl, e.g. C -C with diethylaminoethyl methacrylate, polybutene, etc., can be added to the lubricating oil composition of a solvent-purified petroleum lubricating oil and HPHP ester or esters.
  • polyalkyl methacrylates having as the alkyl e.g. C -C polyalkyl methacrylates having detergent and dispersing properties in addition to viscosity index improving property
  • copolymers of alkyl methacrylate having as the alkyl e.g. C -C with diethylaminoethyl methacrylate, polybutene, etc
  • the amount of the improvers to be added is preferably in the range of 120% by volume based on the volume of the lubricating oil composition.
  • antioxidants such as zinc dialkyl dithiophosphates, e.g. zinc di-n-butyl-dithiophosphate, phenolic compounds, e.g. bisphenol, etc. can be added to the lubricating oil composition.
  • the amount of the antioxidants to be added is preferably in the range of 0.02-2% by volume based on the volume of the lubricating oil composition.
  • detergent and dispersing agents such as sulfonate compounds, phenate compounds, e.g. over-based Ca or Ba petroleum sulfonate or phenate, non-ash detergent and dispersing agents e.g. succinic imide, the above-mentioned polyalkyl methacrylate having detergent and dispersing properties in addition to viscosity index improving property, can be added to the lubricating oil compositions.
  • the amount of detergent and dispersing agents to be added is preferably in the range of 0.l-10% by volume based on the volume of the lubricating oil composition.
  • the superiority of the oil having HPHP ester type synthetic lubricating oil incorporated therein to petroleum lubricating oils will be illustrated by the following examples containing engine tests.
  • Example 1 By using as base stocks of petroleum lubricating oils, solvent-refined neutral oils --90, 200, 300 and 400, and adding thereto HPHP-85 ester and various additives such as a viscosity improver, a detergent, disperging agent, an antioxidant, etc., multi-grade motor oils were prepared as shown in Table 2. As seen from Table 2, when the viscosities of the formulated oils are same, it is possible to extend the selection range of viscosity of petroleum base stock and to use a higher viscosity base stock by increasing the mixing ratio of the synthetic lubricating oil, and also possible at the same time to reduce the amount of viscosity index improver to be mixed. Control in Table 2 shows the case of conventional lubricating oil in which no HPHP ester was added.
  • Example 3 Lubricating oil compositions obtained by mixing HPHP esters with a solvent-refined base stock of petroleum lubricating oil in a fixed mixing ratio were subjected to an oxidation stability test according to the testing method of HS K-2514 at a testing temperature of l65.5 C. for 48 hours by using well-polished iron pieces and copper pieces. 250 m1. of each oil to be tested was charged in a test vessel which was then immersed in an oil bath maintained at a fixed temperature. Stirring glass rod was inserted into the test vessel and the oil to be tested was stirred at a high revolving speed of 1300 rpm.
  • Neutral oil cst 8 30 (6. 7) 65. (9. 1) 80.0 (6.2) 62. 3 (7. 8) 74. (5. 7) 60. 0 (7.0) 82. 3 (5. 2) HPHP-85 9. 1 27. 3 8. 7 26. 7 8.5 24. 0 Polymethacrylate 2 5. 4 3. 2 7. 7 7. 2 11.0 10. 0 11. 7 Over-based Ca petroleum sulfonate- 3. 5 3. 5 3. 4 3. 6 5.0 5.0 5. 0 Zinc di-n-butyl-dithiophosphate 1.0 1.0 0.2 0.2 1. 0 1. 0 1. 0 Properties of lubricating oil:
  • Viscoplex a trademark of product prepared by Rolim & Haas Co. Ltd. which is a copolymer of polydiethylaminoethyl methacrylate (20%) and polyalkyl methacrylate (80%) (alkyl: CL'ClK).
  • Example 4 positions prepared by mixing solvent-refined neutral oils A solvent-refined neutral oil 200 and a HPHP ester were mixed in a volume ratio of 70 to 30. The mixture was subjected to a panel coking test according to Federal Test Method Std. No. 79la-3462.
  • the lubricating oil in which synthetic lubricating oil was mixed showed less coke formation and superior detergency as compared with the petroleum lubricating oil alone.
  • a compound ester such as HPHP ester showed better result than a diester such as sebacate.
  • the testing conditions were as follows:
  • Petter-W1 engine water cooled single cylinder 4 stroke engine
  • Example 5 Fuel consumption: 113 sec/50 ml., Cooling temperature: C., Oil temperature:
  • Hot spot heater temperature 200 C.
  • Lubricating oil compositions which comprise lubrieating amounts of a solvent-refined petroleum lubricating oil and a complex-ester or complex-esters of S-hydroxy- 2,2-dimethy1propyl 2,2-dimethylhydracrylate with at least one straight or branched alkanoic monocarboxylic acid having 4-18 carbon atoms.
  • Lubricating oil compositions according to claim 1 wherein a viscosity index improver is incorporated therein in an amount of 1-20% by volume based on the volume of the lubricating oil compositions.
  • Lubricating oil compositions according to claim 2, wherein said viscosity index improver is selected from the group consisting of polyalkyl methacrylate having as the alkyl, C C copolymers of alkyl methacrylate having as the alkyl, (lg-C with diethylaminoethyl methacrylate, and polybutene.
  • Lubricating oil composition according to claim 1 wherein an antioxidant is incorporated therein in an amount of 0.02-2% by volume based on the volume of the lubricating oil compositions.
  • antioxidant is selected from zinc dialkyl dithiophosphates and bisphenoL l DIDA (diisodecyl adipate).
  • Lubricating oil compositions according to claim 1 wherein a detergent and dispersing agent is incorporated therein in an amount of 01-10% by volume based on the volume of the lubricating oil compositions.

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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)
US00253728A 1971-09-30 1972-05-16 Lubricating oil composition Expired - Lifetime US3759862A (en)

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JP46076645A JPS5111122B2 (de) 1971-09-30 1971-09-30

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US (1) US3759862A (de)
JP (1) JPS5111122B2 (de)
AU (1) AU464782B2 (de)
BE (1) BE785555A (de)
CA (1) CA959822A (de)
CH (1) CH583773A5 (de)
DE (1) DE2225758C3 (de)
FR (1) FR2154416B1 (de)
GB (1) GB1358628A (de)
IT (1) IT965811B (de)
NL (1) NL7208507A (de)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4452996A (en) * 1982-02-13 1984-06-05 Nippon Kayaku Kabushiki Kaisha Di(meth)acrylate esters of hydroxypivalyl hydroxypivalate ε-caprolactone condensates
US5209827A (en) * 1990-10-29 1993-05-11 Eastman Kodak Company Process for the purification of hydroxypivalyl hydroxypivalate
US5374366A (en) * 1992-04-15 1994-12-20 Sanken Chemical Co., Ltd. Synthetic lubricating oil
US5593957A (en) * 1993-06-30 1997-01-14 Nof Corporation Synthetic lubricating oil containing an ester and working fluid composition for refrigerating machine containing same
CN108264955A (zh) * 2016-12-30 2018-07-10 中国石油天然气股份有限公司 一种高压柱塞泵液压油添加剂组合物

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA1137463A (en) * 1978-12-18 1982-12-14 Thomas V. Liston Mileage-improving lubricating oil
JP2529655B2 (ja) * 1991-11-08 1996-08-28 三建化工株式会社 合成潤滑油
JP2529656B2 (ja) * 1991-11-08 1996-08-28 三建化工株式会社 合成潤滑油

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4452996A (en) * 1982-02-13 1984-06-05 Nippon Kayaku Kabushiki Kaisha Di(meth)acrylate esters of hydroxypivalyl hydroxypivalate ε-caprolactone condensates
US5209827A (en) * 1990-10-29 1993-05-11 Eastman Kodak Company Process for the purification of hydroxypivalyl hydroxypivalate
US5374366A (en) * 1992-04-15 1994-12-20 Sanken Chemical Co., Ltd. Synthetic lubricating oil
US5593957A (en) * 1993-06-30 1997-01-14 Nof Corporation Synthetic lubricating oil containing an ester and working fluid composition for refrigerating machine containing same
CN108264955A (zh) * 2016-12-30 2018-07-10 中国石油天然气股份有限公司 一种高压柱塞泵液压油添加剂组合物

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NL7208507A (de) 1973-04-03
GB1358628A (en) 1974-07-03
FR2154416A1 (de) 1973-05-11
DE2225758C3 (de) 1974-10-03
AU4249172A (en) 1973-11-22
AU464782B2 (en) 1975-09-04
CH583773A5 (de) 1977-01-14
IT965811B (it) 1974-02-11
DE2225758A1 (de) 1973-04-12
BE785555A (fr) 1972-10-16
FR2154416B1 (de) 1975-03-07
DE2225758B2 (de) 1973-12-06
JPS4843003A (de) 1973-06-22
JPS5111122B2 (de) 1976-04-09
CA959822A (en) 1974-12-24

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