EP0524783A1 - Verwendung von Schmierölzusammensetzungen - Google Patents
Verwendung von Schmierölzusammensetzungen Download PDFInfo
- Publication number
- EP0524783A1 EP0524783A1 EP92306593A EP92306593A EP0524783A1 EP 0524783 A1 EP0524783 A1 EP 0524783A1 EP 92306593 A EP92306593 A EP 92306593A EP 92306593 A EP92306593 A EP 92306593A EP 0524783 A1 EP0524783 A1 EP 0524783A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- lubricating oil
- weight
- polyether
- units
- oil composition
- 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.)
- Ceased
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- 239000000203 mixture Substances 0.000 title claims abstract description 50
- 239000010687 lubricating oil Substances 0.000 title claims abstract description 28
- 229920000570 polyether Polymers 0.000 claims abstract description 38
- 239000004721 Polyphenylene oxide Substances 0.000 claims abstract description 29
- 239000010689 synthetic lubricating oil Substances 0.000 claims abstract description 17
- 229910003896 H2xO Inorganic materials 0.000 claims abstract description 15
- 239000002480 mineral oil Substances 0.000 claims abstract description 14
- 235000010446 mineral oil Nutrition 0.000 claims abstract description 12
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 11
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 10
- 125000005037 alkyl phenyl group Chemical group 0.000 claims abstract description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 8
- 239000003112 inhibitor Substances 0.000 claims abstract description 7
- -1 oxypropylene units Chemical group 0.000 claims abstract description 7
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 6
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 6
- 229920013639 polyalphaolefin Polymers 0.000 claims abstract description 5
- 229920005862 polyol Polymers 0.000 claims abstract description 5
- 238000012360 testing method Methods 0.000 description 8
- 239000000654 additive Substances 0.000 description 7
- 239000003921 oil Substances 0.000 description 7
- 235000019198 oils Nutrition 0.000 description 7
- 125000002947 alkylene group Chemical group 0.000 description 4
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical group CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 3
- 230000003749 cleanliness Effects 0.000 description 3
- 239000000314 lubricant Substances 0.000 description 3
- 229920001515 polyalkylene glycol Polymers 0.000 description 3
- JKTAIYGNOFSMCE-UHFFFAOYSA-N 2,3-di(nonyl)phenol Chemical compound CCCCCCCCCC1=CC=CC(O)=C1CCCCCCCCC JKTAIYGNOFSMCE-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- 230000000996 additive effect Effects 0.000 description 2
- 239000010775 animal oil Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 230000005764 inhibitory process Effects 0.000 description 2
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 239000004926 polymethyl methacrylate Substances 0.000 description 2
- PDEDQSAFHNADLV-UHFFFAOYSA-M potassium;disodium;dinitrate;nitrite Chemical compound [Na+].[Na+].[K+].[O-]N=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O PDEDQSAFHNADLV-UHFFFAOYSA-M 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 239000008158 vegetable oil Substances 0.000 description 2
- KDUGNDDZXPJVCS-UHFFFAOYSA-N 6-oxo-6-tridecoxyhexanoic acid Chemical compound CCCCCCCCCCCCCOC(=O)CCCCC(O)=O KDUGNDDZXPJVCS-UHFFFAOYSA-N 0.000 description 1
- 125000006539 C12 alkyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- 239000005069 Extreme pressure additive Substances 0.000 description 1
- 229920002367 Polyisobutene Polymers 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 241000722921 Tulipa gesneriana Species 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 150000001336 alkenes Chemical class 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000007866 anti-wear additive Substances 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 235000006708 antioxidants Nutrition 0.000 description 1
- ZFMQKOWCDKKBIF-UHFFFAOYSA-N bis(3,5-difluorophenyl)phosphane Chemical compound FC1=CC(F)=CC(PC=2C=C(F)C=C(F)C=2)=C1 ZFMQKOWCDKKBIF-UHFFFAOYSA-N 0.000 description 1
- 238000001311 chemical methods and process Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- MIMDHDXOBDPUQW-UHFFFAOYSA-N dioctyl decanedioate Chemical compound CCCCCCCCOC(=O)CCCCCCCCC(=O)OCCCCCCCC MIMDHDXOBDPUQW-UHFFFAOYSA-N 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 238000005227 gel permeation chromatography Methods 0.000 description 1
- 229920000578 graft copolymer Polymers 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 239000010705 motor oil Substances 0.000 description 1
- 239000010707 multi-grade lubricating oil Substances 0.000 description 1
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 1
- 150000002924 oxiranes Chemical class 0.000 description 1
- 125000005702 oxyalkylene group Chemical group 0.000 description 1
- 239000010690 paraffinic oil Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
- 150000007519 polyprotic acids Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 239000010802 sludge Substances 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
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
- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- C10M169/04—Mixtures of base-materials and additives
- C10M169/044—Mixtures of base-materials and additives the additives being a mixture of non-macromolecular and macromolecular compounds
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- C10M101/00—Lubricating compositions characterised by the base-material being a mineral or fatty oil
- C10M101/02—Petroleum fractions
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- C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
- C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
- C10M105/32—Esters
- C10M105/36—Esters of polycarboxylic acids
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- C10M105/00—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
- C10M105/08—Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
- C10M105/32—Esters
- C10M105/38—Esters of polyhydroxy compounds
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- C10M107/00—Lubricating compositions characterised by the base-material being a macromolecular compound
- C10M107/02—Hydrocarbon polymers; Hydrocarbon polymers modified by oxidation
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- C10M107/00—Lubricating compositions characterised by the base-material being a macromolecular compound
- C10M107/20—Lubricating compositions characterised by the base-material being a macromolecular compound containing oxygen
- C10M107/30—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M107/32—Condensation polymers of aldehydes or ketones; Polyesters; Polyethers
- C10M107/34—Polyoxyalkylenes
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- C10M111/00—Lubrication compositions characterised by the base-material being a mixture of two or more compounds covered by more than one of the main groups C10M101/00 - C10M109/00, each of these compounds being essential
- C10M111/04—Lubrication compositions characterised by the base-material being a mixture of two or more compounds covered by more than one of the main groups C10M101/00 - C10M109/00, each of these compounds being essential at least one of them being a macromolecular organic compound
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- C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
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- C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M133/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
- C10M133/08—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups
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- C10M145/18—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M145/24—Polyethers
- C10M145/26—Polyoxyalkylenes
- C10M145/34—Polyoxyalkylenes of two or more specified different types
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- C10M145/36—Polyoxyalkylenes etherified
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- C10M2203/1006—Petroleum or coal fractions, e.g. tars, solvents, bitumen used as base material
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- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/102—Aliphatic fractions
- C10M2203/1025—Aliphatic fractions used as base material
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- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/104—Aromatic fractions
- C10M2203/1045—Aromatic fractions used as base material
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- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/106—Naphthenic fractions
- C10M2203/1065—Naphthenic fractions used as base material
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- C10M2203/108—Residual fractions, e.g. bright stocks
- C10M2203/1085—Residual fractions, e.g. bright stocks used as base material
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- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
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- C10M2205/026—Butene
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- C10M2207/28—Esters
- C10M2207/281—Esters of (cyclo)aliphatic monocarboxylic acids
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Definitions
- the present invention relates to the use of lubricating oil compositions as inlet-valve deposit inhibitors, in particular the use of compositions comprising polyethers.
- Multigrade lubricating oils for use in automotive engines comprise several components, in particular viscosity index improvers; these viscosity index improvers modify the viscometric properties of the lubricating oil; however, the problem with such additives is that they increase the deposits on the inlet valves of the engine and thereby impair the efficiency of the engine.
- EP 246612 describes a lubricating oil based upon a mixture of mineral oil and a polyether. Whilst the description indicates that the polyether is freely soluble in the mineral oil, only compositions in which 5 to 60% by weight of the polyether is present are taught as being advantageous.
- the polyether is one having the general formula R[(C n H 2n O) x (C m H 2m O) y H] z where R is a moiety derived from an organic starter, n is 2 to 4, m is 6 to 40, x and y are integers, z is 1 to 8 and the content of (C m H 2m O) groups in the polyether is 15 to 60% by weight.
- EP 0355977 discloses an industrial or automobile lubricating oil, for use, eg as automotive or industrial gear lubricants, two-stroke engine lubricants, which comprises (a) 0 to 40% by weight of mineral oil(s) and (b) 100 to 60% by weight of a polyether having the general formula RX[(C x H 2x O) n (C y H 2y O) p H] m wherein R is C9 to C30 alkyl or alkylphenyl, X is O, S or N, x is 2 to 4, y is 6 to 30, m is 1 or 2 and n and p are such that the polyether contains between 1 and 35% by weight of (C y H 2y O) units and between 35 and 80% by weight of (C x H 2x O) units.
- the polyether preferably has a molecular weight in the range 600 to 4000 and a viscosity in the range 32-460 mPa.s at 40°C.
- a lubricating oil composition as an inlet-valve deposit inhibitor characterised in that the lubricating oil composition comprises a polyether of the formula RX[(C x H 2x O) n (C y H 2y O) p H] m wherein R is either an alkyl or alkylphenyl group having from 7 to 30 carbon atoms, X is selected from 0,S or N, or RX together represent H, x is an integer from 2 to 4, y is an integer from 6 to 30, m is 1 when X is O or S or when RX together represents H, or m is 2 when x is N, and n and p are such that the polyether contains between 0 and 40% by weight of (C y H 2y O) units and between 35 and 80% by weight of (C x H 2x O) units.
- RX is either an alkyl or alkylphenyl group having from 7 to 30 carbon atoms
- X is selected from 0,S or N, or RX together represent H
- polyethers as defined above can be prepared as described in European Published Application EP 0355977.
- compositions of the present invention overcome the problems of the prior art by improving inlet valve deposit inhibition of automotive engines in which the compositions are used. Furthermore, the viscometric properties of the compositions are superior to those of the prior art compositions.
- R this is suitably an alkyl or alkylphenyl group having from 7 to 30 carbon atoms.
- R is an alkyl group it is preferably a C10 to C24 alkyl group, such as might be obtained from a corresponding fatty acid alcohol, thiol or amine. Most preferred are alkyl groups having 12 to 18 carbon atoms.
- R is alkylphenyl
- R preferably has from 9 to 30 carbon atoms with phenyl groups substituted with one or more C6 to C12 alkyl groups being most preferred, preferably two, for example dinonyl phenol.
- the polyether is comprised of one or two independent oxyalkylene backbones of formula [(C x H 2x O) n (C y H 2y 0) p H].
- Such backbones are created by alkoxylating a starter molecule of formula RX(H) m with one or more alkylene oxides so that the backbone(s) formed comprise blocks of units of a given type.
- the alkoxylation process can be carried out using a mixture of alkylene oxides in which case the backbones formed will comprise a random distribution of the units.
- C x H 2x 0 and C y H 2y 0 For each of the two types of alkylene oxide, C x H 2x 0 and C y H 2y 0, one or more different alkylene oxides can be used.
- the only constraint is that in the final polyether, the total number of units having the formula C x H 2x 0 should comprise between 35 and 80, preferably between 45 and 65% by weight and the total number of units having the formula C y H 2y O should comprise 0 to 40, preferably 1 to 30% by weight.
- the polyethers described above suitably have a weight molecular weight as measured by Gel Permeation Chromatography using polystyrene standards, in the range 400 to 4000, preferably 700 to 3000, more preferably from 800 to 2,500. They are also characterised by having a viscosity in the range 32 to 460 mPas at 40°C.
- the polyether has the formula defined above with n being in the range 5 to 30 and p being in the range 1 to 4.
- the lubricating oil compositions of the present invention may consist essentially of a polyether as defined hereinabove; optionally the lubricating oil composition may further comprise an animal, vegetable or mineral oil or a synthetic lubricating oil, preferably a mineral oil or a synthetic lubricating oil.
- a preferred combination is a polyether as defined hereinabove and a synthetic lubricating oil.
- Suitable mineral oils include naphthenic and paraffinic oils.
- Synthetic lubricating oils are synthesised by a chemical process as distinct from naturally occurring oils such as animal, vegetable or mineral oils.
- the term "synthetic lubricating oil” is a term well-known in the art. Suitable synthetic lubricating oils include polyesters such as pentaerythritol tetraesters, and polyol esters, diesters of dibasic acids or polyesters of polybasic acids such as dioctyl adipate, dioctyl sebacate and tridecyladipate, polymeric hydrocarbons such as liquid polyisobutenes and polyalphaolefins.
- the term synthetic lubricating oils will not encompass the polyethers as defined hereinabove.
- compositions of the present invention must be compatible and the compositions must be storage stable, preferably for at least 1 year. Through routine testing the man skilled in the art would be able to formulate such compositions such that the above criteria are met.
- Additives such as viscosity-index improvers, pour point depressants, detergent additives, anti-wear additives, extreme pressure additives, anti-oxidants, anti-corrosion and anti-foam agents etc may optionally be added to the compositions.
- additives are comprised in the lubricating oil compositions of the present invention, such additives must be compatible in the composition and the compositions must be storage stable, preferably for at least 1 year. It is not necessary for all the components of the compositions to be independently compatible with one another so long as they are compatible in the final composition. Through routine testing the man skilled in the art woud be able to formulate such compositions such that the above criteria are met.
- compositions of the present invention comprises polyether as defined hereinabove, and a synthetic lubricating oil
- the ratio of polyether to synthetic lubricating oil is in the range 10:1 to 1:10, preferably 5:1 to 1:5.
- the sum of the polyether and synthetic lubricating oil should be at least 10%, by weight of total weight of the composition, preferably greater than 30%, more preferably greater than 50%.
- Example 1 (according to the invention) Comparative Test 2 (Parts by Weight) (Parts by Weight) Hitec 164 Polyalphaolefin (ex Ethyl) 50 50 Hitec 166 Polyalphaolefin (ex Ethyl) 25 25 Priolube 3932 (Polyol Ester) (ex Unichema) 10 25 Oil Soluble Polyalkylene Glycol 1769 15 VI Improver (Olefin Graft Copolymer of Polymethylmethacrylate) 10 8 Additive Package (ADX 11414 ex Adibis) 11 11 11
- Example 1 The compositions of Example 1, Comparative Test 2 and a standard monograde lubricant were all tested using the Ford Pinto Inlet Valve Merit Rating Engine Test.
- the test uses a standard fuel to assess the build up of deposits on the inlet valves derived from oil leaking down the valve stems.
- the following lubricating oil composition was prepared: Parts 180 BHK (Hydrocracked Mineral Oil ex BP) 45 Priolube 3932 (Polyol Ester) (ex Unichema) 45 Oil Soluble Polyalkylene Glycol 1769 10 VI Improver (Polymethylmethacrylate) 4.8 SG/CD Additive Package 12.8
- Example 3 The composition of Example 3 was tested in the M102E Engine Cleanliness (Sludge and Wear) test.
- the multigrade CEC reference mineral oil RL 140 was used as a comparison. The results are given in Table I.
- Table I Example 3 RL 140 Engine Cleanliness (maximum rating 10) 9.24 8.1 Average Cam Wear (microns) 57 70 Average Tappet Wear (microns) 3.6 2.7 Average Inlet Valve Rating (maximum rating 10 per valve) 8.63 8.5
- Example 3 was also compared to a commercially available 10W-40 SG/CD lubricant based upon mineral oil and hydrocracked mineral oil. These results are given in Table II. Table II Example 3 Reference Oil Average Total Deposit per Valve (mg) 115 271 Average Tulip Deposit per Valve (mg) 95 214 Oil Consumption (g) 300 350
- the Oil Soluble Polyalkylene Glycol 1769 was prepared as described in EP 355 977 and comprises 14% by weight dinonyl phenol, 73.1% propylene oxide, 12.9% C16 alpha olefin epoxide, the glycol has a viscosity at 100°C of 25.8 cSt, at 40°C of 191.0 cSt and a visocisty index of 172.
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- Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Engineering & Computer Science (AREA)
- Lubricants (AREA)
Applications Claiming Priority (4)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB919115911A GB9115911D0 (en) | 1991-07-23 | 1991-07-23 | Use of lubricating oil compositions |
GB9115911 | 1991-07-23 | ||
GB919115912A GB9115912D0 (en) | 1991-07-23 | 1991-07-23 | Lubricants |
GB9115912 | 1991-07-23 |
Publications (1)
Publication Number | Publication Date |
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EP0524783A1 true EP0524783A1 (de) | 1993-01-27 |
Family
ID=26299281
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP92306593A Ceased EP0524783A1 (de) | 1991-07-23 | 1992-07-17 | Verwendung von Schmierölzusammensetzungen |
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EP (1) | EP0524783A1 (de) |
Cited By (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0551760A2 (de) * | 1992-01-10 | 1993-07-21 | Oceanfloor Limited | Polyetherphosphatester |
EP0692669A1 (de) * | 1993-07-02 | 1996-01-17 | Hydro-Quebec | Beim Auswalzen von Lithiumbändern zu dünnen Folien zu verwendende Schmiermittelzusätze |
FR2762005A1 (fr) * | 1997-04-11 | 1998-10-16 | Chevron Res & Tech | Utilisation de surfactants de bas poids moleculaires comme agents ameliorant la filtrabilite dans des lubrifiants hydrauliques |
WO2000023544A1 (en) * | 1998-10-16 | 2000-04-27 | Castrol Limited | An engine oil comprising a polyalkylene glycol used in a direct injection engine |
EP1000674A3 (de) * | 1994-07-12 | 2000-11-29 | Hydro-Quebec | Herstellungsverfahren einer Metalldünnschicht aus einem Alkallimetall oder einer Alkallimetalllegierung durch Walzven eines Metallband in Gegenwart einer Schmiermittelzusammensetzung |
EP1247858A1 (de) * | 2001-04-02 | 2002-10-09 | TonenGeneral Sekiyu K.K. | Schmierölzusammensetzung für Brennkraftmaschinen |
WO2013003405A1 (en) | 2011-06-30 | 2013-01-03 | Exxonmobil Research And Engineering Company | Lubricating compositions containing polyalkylene glycol mono ethers |
WO2013003392A1 (en) | 2011-06-30 | 2013-01-03 | Exxonmobil Research And Engineering Company | Method of improving pour point of lubricating compositions containing polyalkylene glycol mono ethers |
WO2013003394A1 (en) | 2011-06-30 | 2013-01-03 | Exxonmobil Research And Engineering Company | Lubricating compositions containing polyetheramines |
WO2013010851A1 (en) * | 2011-07-21 | 2013-01-24 | Shell Internationale Research Maatschappij B.V. | Two-phase lubricating oil composition |
EP2633012A2 (de) * | 2010-10-29 | 2013-09-04 | Chevron Oronite Company LLC | Schmierölzusammensetzungen |
US8586520B2 (en) | 2011-06-30 | 2013-11-19 | Exxonmobil Research And Engineering Company | Method of improving pour point of lubricating compositions containing polyalkylene glycol mono ethers |
US8969271B2 (en) | 2009-07-23 | 2015-03-03 | Dow Global Technologies Llc | Polyakylene glycols useful as lubricant additives for groups I-IV hydrocarbon oils |
US9850447B2 (en) | 2013-05-23 | 2017-12-26 | Dow Global Technologies Llc | Polyalkylene glycols useful as lubricant additives for hydrocarbon base oils |
JPWO2019160123A1 (ja) * | 2018-02-16 | 2021-02-04 | 出光興産株式会社 | 潤滑油組成物 |
CN115443325A (zh) * | 2020-04-27 | 2022-12-06 | 克鲁勃润滑剂慕尼黑两合欧洲公司 | 润滑剂组合物及其用途 |
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EP0460957A2 (de) * | 1990-06-07 | 1991-12-11 | Tonen Corporation | Zusätze für Benzinzusammensetzung |
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WO1985001956A1 (en) * | 1983-10-31 | 1985-05-09 | Chevron Research Company | Deposit control additives - hydroxy polyether polyamines |
US4877416A (en) * | 1987-11-18 | 1989-10-31 | Chevron Research Company | Synergistic fuel compositions |
EP0355977A1 (de) * | 1988-07-21 | 1990-02-28 | BP Chemicals Limited | Polyetherschmiermittel |
US5006130A (en) * | 1989-06-28 | 1991-04-09 | Shell Oil Company | Gasoline composition for reducing intake valve deposits in port fuel injected engines |
EP0460957A2 (de) * | 1990-06-07 | 1991-12-11 | Tonen Corporation | Zusätze für Benzinzusammensetzung |
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Cited By (28)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0551760A2 (de) * | 1992-01-10 | 1993-07-21 | Oceanfloor Limited | Polyetherphosphatester |
EP0551760A3 (en) * | 1992-01-10 | 1993-12-08 | Oceanfloor Ltd | Polyether phosphate esters |
US5414103A (en) * | 1992-01-10 | 1995-05-09 | Oceanfloor Limited | Polyether phosphate esters |
EP0692669A1 (de) * | 1993-07-02 | 1996-01-17 | Hydro-Quebec | Beim Auswalzen von Lithiumbändern zu dünnen Folien zu verwendende Schmiermittelzusätze |
EP1000674A3 (de) * | 1994-07-12 | 2000-11-29 | Hydro-Quebec | Herstellungsverfahren einer Metalldünnschicht aus einem Alkallimetall oder einer Alkallimetalllegierung durch Walzven eines Metallband in Gegenwart einer Schmiermittelzusammensetzung |
FR2762005A1 (fr) * | 1997-04-11 | 1998-10-16 | Chevron Res & Tech | Utilisation de surfactants de bas poids moleculaires comme agents ameliorant la filtrabilite dans des lubrifiants hydrauliques |
WO1998046708A1 (fr) * | 1997-04-11 | 1998-10-22 | Chevron Chemical S.A. | Utilisation de surfactants de bas poids moleculaires comme agents ameliorant la filtrabilite dans des lubrifiants hydrauliques |
WO2000023544A1 (en) * | 1998-10-16 | 2000-04-27 | Castrol Limited | An engine oil comprising a polyalkylene glycol used in a direct injection engine |
EP1247858A1 (de) * | 2001-04-02 | 2002-10-09 | TonenGeneral Sekiyu K.K. | Schmierölzusammensetzung für Brennkraftmaschinen |
US6750185B2 (en) | 2001-04-02 | 2004-06-15 | Tonengeneral Sekiyu K.K. | Lubricating oil composition for internal combustion engines |
AU783903B2 (en) * | 2001-04-02 | 2005-12-22 | Tonengeneral Sekiyu K.K. | Lubricating oil composition for internal combustion engines |
US8969271B2 (en) | 2009-07-23 | 2015-03-03 | Dow Global Technologies Llc | Polyakylene glycols useful as lubricant additives for groups I-IV hydrocarbon oils |
EP2633012A4 (de) * | 2010-10-29 | 2014-07-23 | Chevron Oronite Co | Schmierölzusammensetzungen |
EP2633012A2 (de) * | 2010-10-29 | 2013-09-04 | Chevron Oronite Company LLC | Schmierölzusammensetzungen |
WO2013003405A1 (en) | 2011-06-30 | 2013-01-03 | Exxonmobil Research And Engineering Company | Lubricating compositions containing polyalkylene glycol mono ethers |
WO2013003392A1 (en) | 2011-06-30 | 2013-01-03 | Exxonmobil Research And Engineering Company | Method of improving pour point of lubricating compositions containing polyalkylene glycol mono ethers |
WO2013003394A1 (en) | 2011-06-30 | 2013-01-03 | Exxonmobil Research And Engineering Company | Lubricating compositions containing polyetheramines |
US8586520B2 (en) | 2011-06-30 | 2013-11-19 | Exxonmobil Research And Engineering Company | Method of improving pour point of lubricating compositions containing polyalkylene glycol mono ethers |
WO2013010851A1 (en) * | 2011-07-21 | 2013-01-24 | Shell Internationale Research Maatschappij B.V. | Two-phase lubricating oil composition |
CN103703112A (zh) * | 2011-07-21 | 2014-04-02 | 国际壳牌研究有限公司 | 两相润滑油组合物 |
CN103703112B (zh) * | 2011-07-21 | 2016-01-13 | 国际壳牌研究有限公司 | 两相润滑油组合物 |
RU2608736C2 (ru) * | 2011-07-21 | 2017-01-23 | Шелл Интернэшнл Рисерч Маатсхаппий Б.В. | Двухфазная композиция смазочного масла |
US9550956B2 (en) | 2011-07-21 | 2017-01-24 | Shell Oil Company | Two-phase lubricating oil composition |
US9850447B2 (en) | 2013-05-23 | 2017-12-26 | Dow Global Technologies Llc | Polyalkylene glycols useful as lubricant additives for hydrocarbon base oils |
JPWO2019160123A1 (ja) * | 2018-02-16 | 2021-02-04 | 出光興産株式会社 | 潤滑油組成物 |
EP3754000A4 (de) * | 2018-02-16 | 2021-09-29 | Idemitsu Kosan Co., Ltd. | Schmierölzusammensetzung |
CN115443325A (zh) * | 2020-04-27 | 2022-12-06 | 克鲁勃润滑剂慕尼黑两合欧洲公司 | 润滑剂组合物及其用途 |
CN115443325B (zh) * | 2020-04-27 | 2024-07-09 | 克鲁勃润滑剂慕尼黑两合欧洲公司 | 润滑剂组合物及其用途 |
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