EP0438709A1 - Huiles pour moteurs contenant des phénols alcoxylés - Google Patents
Huiles pour moteurs contenant des phénols alcoxylés Download PDFInfo
- Publication number
- EP0438709A1 EP0438709A1 EP90124070A EP90124070A EP0438709A1 EP 0438709 A1 EP0438709 A1 EP 0438709A1 EP 90124070 A EP90124070 A EP 90124070A EP 90124070 A EP90124070 A EP 90124070A EP 0438709 A1 EP0438709 A1 EP 0438709A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- oxide
- bisphenol
- motor
- butylene oxide
- motor oil
- 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.)
- Granted
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- 239000010705 motor oil Substances 0.000 title claims abstract description 19
- 150000002989 phenols Chemical class 0.000 title description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 claims abstract description 22
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims abstract description 13
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims abstract description 13
- 239000002199 base oil Substances 0.000 claims abstract description 8
- 239000000203 mixture Substances 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 229930185605 Bisphenol Natural products 0.000 claims description 3
- 239000000654 additive Substances 0.000 claims description 3
- 125000000217 alkyl group Chemical group 0.000 claims description 3
- 239000003921 oil Substances 0.000 claims description 2
- -1 dicarboxylic acid ester Chemical class 0.000 claims 1
- 150000002148 esters Chemical class 0.000 claims 1
- 239000002480 mineral oil Substances 0.000 claims 1
- 235000010446 mineral oil Nutrition 0.000 claims 1
- 229920013639 polyalphaolefin Polymers 0.000 claims 1
- 230000003749 cleanliness Effects 0.000 abstract description 5
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 229920000570 polyether Polymers 0.000 description 17
- 239000004721 Polyphenylene oxide Substances 0.000 description 14
- RBACIKXCRWGCBB-UHFFFAOYSA-N 1,2-Epoxybutane Chemical compound CCC1CO1 RBACIKXCRWGCBB-UHFFFAOYSA-N 0.000 description 10
- UZVAZDQMPUOHKP-UHFFFAOYSA-N 2-(7-methyloctyl)phenol Chemical compound CC(C)CCCCCCC1=CC=CC=C1O UZVAZDQMPUOHKP-UHFFFAOYSA-N 0.000 description 6
- 125000002947 alkylene group Chemical group 0.000 description 6
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 5
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 3
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical compound CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 3
- 239000008186 active pharmaceutical agent Substances 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- CYEJMVLDXAUOPN-UHFFFAOYSA-N 2-dodecylphenol Chemical compound CCCCCCCCCCCCC1=CC=CC=C1O CYEJMVLDXAUOPN-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 239000010711 gasoline engine oil Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 230000001050 lubricating effect Effects 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 230000007704 transition Effects 0.000 description 1
- WMYJOZQKDZZHAC-UHFFFAOYSA-H trizinc;dioxido-sulfanylidene-sulfido-$l^{5}-phosphane Chemical class [Zn+2].[Zn+2].[Zn+2].[O-]P([O-])([S-])=S.[O-]P([O-])([S-])=S WMYJOZQKDZZHAC-UHFFFAOYSA-H 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- C10M145/00—Lubricating compositions characterised by the additive being a macromolecular compound containing oxygen
- C10M145/18—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M145/24—Polyethers
- C10M145/26—Polyoxyalkylenes
- C10M145/36—Polyoxyalkylenes etherified
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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
- C10M101/00—Lubricating compositions characterised by the base-material being a mineral or fatty oil
- C10M101/02—Petroleum fractions
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- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- 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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- 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
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- 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
- C10M169/041—Mixtures of base-materials and additives the additives being macromolecular compounds only
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- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/1006—Petroleum or coal fractions, e.g. tars, solvents, bitumen used as base material
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- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- 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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- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- 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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- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- 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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- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/108—Residual fractions, e.g. bright stocks
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- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
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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
- C10M2205/0206—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers used as base material
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/281—Esters of (cyclo)aliphatic monocarboxylic acids
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
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- C10M2207/282—Esters of (cyclo)aliphatic oolycarboxylic acids
- C10M2207/2825—Esters of (cyclo)aliphatic oolycarboxylic acids used as base material
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
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- C10M2207/283—Esters of polyhydroxy compounds
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/283—Esters of polyhydroxy compounds
- C10M2207/2835—Esters of polyhydroxy compounds used as base material
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- C10M2207/285—Esters of aromatic polycarboxylic acids
- C10M2207/2855—Esters of aromatic polycarboxylic acids used as base material
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/286—Esters of polymerised unsaturated acids
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/34—Esters having a hydrocarbon substituent of thirty or more carbon atoms, e.g. substituted succinic acid derivatives
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- C10M2209/00—Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
- C10M2209/106—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing four carbon atoms only
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- C10M2209/10—Macromolecular compoundss obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C10M2209/103—Polyethers, i.e. containing di- or higher polyoxyalkylene groups
- C10M2209/108—Polyethers, i.e. containing di- or higher polyoxyalkylene groups etherified
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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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- C10N2040/255—Gasoline engines
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- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/25—Internal-combustion engines
- C10N2040/255—Gasoline engines
- C10N2040/28—Rotary engines
Definitions
- the invention relates to engine oils containing phenol-started oil-soluble polyethers to improve the piston cleanliness of motor vehicle engines.
- Modern lubricants are subject to increasing demands with regard to reducing wear, longer running times, reduced deposits, engine cleanliness and low-temperature properties. Since there are quantitative limits to the use of additives, the amount of ash formers (detergents) for gasoline engine oils must not exceed certain values, the proportion of wear protection (zinc dithiophosphates) is limited due to the three-way catalysts and dirt dispersers can attack the rubber sealing elements if the dose is too high. Attempts have been made to improve the performance of the motor oil by using new base oils. It was therefore the object of the invention to provide new engine oil components which bring about a significantly increased performance compared to the prior art.
- R 2 O is derived from a mixture of butylene oxide and propylene oxide with a maximum of 80% by weight of propylene oxide and preferably from butylene oxide alone.
- the phenol component is alkylated with 1 or 2 alkyl radicals having 6 to 24, preferably 9 to 12 carbon atoms or consists of a bisphenol.
- the phenol alkoxylates mentioned are obtained in a manner known per se by alkoxylation of the phenols with butylene oxide or mixtures of butylene oxide and propylene oxide with alkali.
- Butylene oxide alone in amounts of 5 to 25 mol / phenol group is particularly preferred.
- Dodecylphenol, nonylphenol and bisphenol A are particularly suitable as alkylphenols.
- Preparation example (general) Reaction of alkylphenol or bisphenol A with alkylene oxides
- 0.1% by weight of KOH, finely pulverized, based on the entire batch are distributed in the alkylphenol with stirring and heated to 130 ° C. at 200 mbar. Remaining traces of water are removed.
- the autoclave is then closed and alkylene oxide is metered in so that a pressure of 6 bar is not exceeded.
- Different alkylene oxides can be metered in simultaneously or in succession, so that statistical polyethers or blocks are formed with more or less sharp transitions. After the alkylene oxides have run in, the pressure drops to 2 to 3 bar in the course of 3 to 10 h.
- the mixture is cooled to 80 ° C. and relaxed via a membrane valve and evacuated to 20 to 30 mbar. After maintaining the reduced pressure for about 1 h, equivalent amounts of acidic ion exchanger are then added to remove potassium and the mixture is filtered.
- Motor oils are liquids, based on selected base oils, to which additives are added to achieve special properties in the motor. These are e.g. Engine cleanliness, reduced deposits, high temperature resistance, reduced wear and longer running time (cf. Aral oil guide, 10th edition 1989.1, pp. 23-30, and 1989.2, pp. 4-9).
- alkylphenoxylates to be used according to the invention are added to motor oils, especially those based on hydrocarbons, in amounts of up to 10%, in particular 1 to 8% by weight.
- a representative engine oil blend contains, for example, the following essential components 80 to 95 wt .-% base oil components 0.5 to 2.5% by weight viscosity index improver (100%) 1.5 to 10% by weight of ashless dispersants 1.5 to 8 wt% detergent 20.5 to 6% by weight wear protection 1 to 8% by weight of the phenoxylates to be added according to the invention
- the alkylphenoxylates to be used according to the invention have a significantly higher temperature stability (DTG) than conventional alkoxylates.
- the temperature stability with very good lubricating performance of the alkylphenoxylates to be used according to the invention is particularly evident in the test in the engine of motor vehicles.
- a motor oil of the higher performance class API SF / CD was chosen as the basis for the test, to which 5% alkylphenoxylate was added in each case.
- the engine suitability was tested. It was surprisingly found that the motor oils with 5% of the alkylphenoxylates to be used according to the invention with performance ratings of up to 79 points (i.e. very good ratings) were significantly higher than the starting engine oil API SF / CD with 67 or 69 (table).
- Alkoxylates eg started with tridekanol and 1-butene oxide as alkylene oxide did not improve the engine test results.
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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)
- Fats And Perfumes (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT90124070T ATE88496T1 (de) | 1990-01-16 | 1990-12-13 | Motorenoel mit einem gehalt an phenolalkoxylaten. |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE4001043 | 1990-01-16 | ||
| DE4001043A DE4001043A1 (de) | 1990-01-16 | 1990-01-16 | Motorenoel mit einem gehalt an phenolalkoxylaten |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0438709A1 true EP0438709A1 (fr) | 1991-07-31 |
| EP0438709B1 EP0438709B1 (fr) | 1993-04-21 |
Family
ID=6398148
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP90124070A Expired - Lifetime EP0438709B1 (fr) | 1990-01-16 | 1990-12-13 | Huiles pour moteurs contenant des phénols alcoxylés |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP0438709B1 (fr) |
| AT (1) | ATE88496T1 (fr) |
| CA (1) | CA2034144C (fr) |
| DE (2) | DE4001043A1 (fr) |
| ES (1) | ES2042180T3 (fr) |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000023544A1 (fr) * | 1998-10-16 | 2000-04-27 | Castrol Limited | Huile de moteur comprenant un polyalkyleneglycol et utilisee dans un moteur a injection directe |
| WO2000052117A1 (fr) * | 1999-03-04 | 2000-09-08 | Rohmax Additives Gmbh | Composition d'huile de moteur a tendance reduite a la formation de depots |
| WO2008002598A3 (fr) * | 2006-06-27 | 2008-05-15 | Exxonmobil Res & Eng Co | Huiles de base lubrifiantes comprenant un éther phénolique synthétique et huiles lubrifiantes comprenant de telles huiles de base lubrifiantes mélangées à des huiles de co-base et/ou à des additifs |
| JP2013500358A (ja) * | 2009-07-23 | 2013-01-07 | ダウ グローバル テクノロジーズ エルエルシー | グループi〜ivの炭化水素油のための潤滑添加剤として有用なポリアルキレングリコール |
| WO2013164449A1 (fr) | 2012-05-04 | 2013-11-07 | Total Marketing Services | Composition lubrifiante pour moteur |
| WO2013164457A1 (fr) | 2012-05-04 | 2013-11-07 | Total Marketing Services | Composition lubrifiante pour moteur |
| WO2014189712A1 (fr) * | 2013-05-23 | 2014-11-27 | Dow Global Technologies Llc | Polymères de polyoxybutylène solubles dans l'huile en tant que modificateurs de frottement pour des lubrifiants |
| US10752858B2 (en) | 2012-11-16 | 2020-08-25 | Total Marketing Services | Lubricant composition |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2968011B1 (fr) * | 2010-11-26 | 2014-02-21 | Total Raffinage Marketing | Composition lubrifiante pour moteur |
| WO2014189711A1 (fr) | 2013-05-23 | 2014-11-27 | Dow Global Technologies Llc | Polyalkylène glycols utilisables comme additifs pour lubrifiants dans des huiles de base hydrocarbonées |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3328284A (en) * | 1965-01-06 | 1967-06-27 | Petrolite Corp | Oxyalkylate-sulfonate hydrocarbon inhibitor |
| US3696048A (en) * | 1970-04-06 | 1972-10-03 | Universal Oil Prod Co | Corrosion inhibiting composition and use thereof |
| US3789003A (en) * | 1971-08-25 | 1974-01-29 | Texaco Inc | Solubilizing process |
| GB2003920A (en) * | 1977-08-12 | 1979-03-21 | Kao Corp | Composition for lubricating treatment of synthetic fibres |
| EP0246612A2 (fr) * | 1986-05-20 | 1987-11-25 | Dai-Ichi Kogyo Seiyaku Co., Ltd. | Composition d'huile lubrifiante |
| EP0376236A1 (fr) * | 1988-12-29 | 1990-07-04 | BASF Aktiengesellschaft | Utilisation de produits de réaction du 1,2-butylène oxyde avec des amines comme lubrifiants et lubrifiants contenant ces produits |
-
1990
- 1990-01-16 DE DE4001043A patent/DE4001043A1/de not_active Withdrawn
- 1990-12-13 DE DE9090124070T patent/DE59001259D1/de not_active Expired - Lifetime
- 1990-12-13 EP EP90124070A patent/EP0438709B1/fr not_active Expired - Lifetime
- 1990-12-13 ES ES199090124070T patent/ES2042180T3/es not_active Expired - Lifetime
- 1990-12-13 AT AT90124070T patent/ATE88496T1/de not_active IP Right Cessation
-
1991
- 1991-01-15 CA CA002034144A patent/CA2034144C/fr not_active Expired - Fee Related
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3328284A (en) * | 1965-01-06 | 1967-06-27 | Petrolite Corp | Oxyalkylate-sulfonate hydrocarbon inhibitor |
| US3696048A (en) * | 1970-04-06 | 1972-10-03 | Universal Oil Prod Co | Corrosion inhibiting composition and use thereof |
| US3789003A (en) * | 1971-08-25 | 1974-01-29 | Texaco Inc | Solubilizing process |
| GB2003920A (en) * | 1977-08-12 | 1979-03-21 | Kao Corp | Composition for lubricating treatment of synthetic fibres |
| EP0246612A2 (fr) * | 1986-05-20 | 1987-11-25 | Dai-Ichi Kogyo Seiyaku Co., Ltd. | Composition d'huile lubrifiante |
| EP0376236A1 (fr) * | 1988-12-29 | 1990-07-04 | BASF Aktiengesellschaft | Utilisation de produits de réaction du 1,2-butylène oxyde avec des amines comme lubrifiants et lubrifiants contenant ces produits |
Cited By (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000023544A1 (fr) * | 1998-10-16 | 2000-04-27 | Castrol Limited | Huile de moteur comprenant un polyalkyleneglycol et utilisee dans un moteur a injection directe |
| WO2000052117A1 (fr) * | 1999-03-04 | 2000-09-08 | Rohmax Additives Gmbh | Composition d'huile de moteur a tendance reduite a la formation de depots |
| US6458750B1 (en) | 1999-03-04 | 2002-10-01 | Rohmax Additives Gmbh | Engine oil composition with reduced deposit-formation tendency |
| JP2002538266A (ja) * | 1999-03-04 | 2002-11-12 | ローマックス アディティヴス ゲゼルシャフト ミット ベシュレンクテル ハフツング | 低い沈積物形成傾向を有するエンジンオイル組成物 |
| WO2008002598A3 (fr) * | 2006-06-27 | 2008-05-15 | Exxonmobil Res & Eng Co | Huiles de base lubrifiantes comprenant un éther phénolique synthétique et huiles lubrifiantes comprenant de telles huiles de base lubrifiantes mélangées à des huiles de co-base et/ou à des additifs |
| JP2013500358A (ja) * | 2009-07-23 | 2013-01-07 | ダウ グローバル テクノロジーズ エルエルシー | グループi〜ivの炭化水素油のための潤滑添加剤として有用なポリアルキレングリコール |
| EP2456845B2 (fr) † | 2009-07-23 | 2020-03-25 | Dow Global Technologies LLC | Polyalkylène glycols utiles comme additifs lubrifiants pour des huiles hydrocarbonées des groupes i-iv |
| EP2456845B1 (fr) * | 2009-07-23 | 2017-03-29 | Dow Global Technologies LLC | Polyalkylène glycols utiles comme additifs lubrifiants pour des huiles hydrocarbonées des groupes i-iv |
| KR20150020534A (ko) * | 2012-05-04 | 2015-02-26 | 토탈 마케팅 서비스 | 엔진 윤활유 조성물 |
| RU2635569C2 (ru) * | 2012-05-04 | 2017-11-14 | Тотал Маркетинг Сервисез | Смазочная композиция для двигателя |
| CN111607451A (zh) * | 2012-05-04 | 2020-09-01 | 道达尔销售服务公司 | 发动机润滑剂组合物 |
| KR20150015455A (ko) * | 2012-05-04 | 2015-02-10 | 토탈 마케팅 서비스 | 엔진용 윤활 조성물 |
| FR2990213A1 (fr) * | 2012-05-04 | 2013-11-08 | Total Raffinage Marketing | Composition lubrifiante pour moteur |
| JP2015516006A (ja) * | 2012-05-04 | 2015-06-04 | トータル・マーケティング・サービシーズ | エンジン用潤滑剤組成物 |
| JP2015516007A (ja) * | 2012-05-04 | 2015-06-04 | トータル・マーケティング・サービシーズ | エンジン用潤滑剤組成物 |
| KR102125478B1 (ko) | 2012-05-04 | 2020-07-08 | 토탈 마케팅 서비스 | 엔진용 윤활 조성물 |
| WO2013164457A1 (fr) | 2012-05-04 | 2013-11-07 | Total Marketing Services | Composition lubrifiante pour moteur |
| FR2990215A1 (fr) * | 2012-05-04 | 2013-11-08 | Total Raffinage Marketing | Composition lubrifiante pour moteur |
| RU2638542C2 (ru) * | 2012-05-04 | 2017-12-14 | Тотал Маркетинг Сервисез | Смазочная композиция для двигателя |
| US10604717B2 (en) | 2012-05-04 | 2020-03-31 | Total Marketing Services | Lubricant composition for an engine |
| WO2013164449A1 (fr) | 2012-05-04 | 2013-11-07 | Total Marketing Services | Composition lubrifiante pour moteur |
| US10752858B2 (en) | 2012-11-16 | 2020-08-25 | Total Marketing Services | Lubricant composition |
| CN105209583B (zh) * | 2013-05-23 | 2018-05-04 | 陶氏环球技术有限责任公司 | 作为润滑剂的摩擦改进剂的油溶性聚氧化丁烯聚合物 |
| US9914895B2 (en) | 2013-05-23 | 2018-03-13 | Dow Global Technologies Llc | Oil soluble polyoxybutylene polymers as friction modifiers for lubricants |
| CN105209583A (zh) * | 2013-05-23 | 2015-12-30 | 陶氏环球技术有限责任公司 | 作为润滑剂的摩擦改进剂的油溶性聚氧化丁烯聚合物 |
| WO2014189712A1 (fr) * | 2013-05-23 | 2014-11-27 | Dow Global Technologies Llc | Polymères de polyoxybutylène solubles dans l'huile en tant que modificateurs de frottement pour des lubrifiants |
Also Published As
| Publication number | Publication date |
|---|---|
| DE4001043A1 (de) | 1991-07-18 |
| CA2034144A1 (fr) | 1991-07-17 |
| ES2042180T3 (es) | 1993-12-01 |
| EP0438709B1 (fr) | 1993-04-21 |
| DE59001259D1 (de) | 1993-05-27 |
| CA2034144C (fr) | 1999-06-08 |
| ATE88496T1 (de) | 1993-05-15 |
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