EP0109515A2 - Wasserverträgliche Schmiermittelzusammensetzung - Google Patents
Wasserverträgliche Schmiermittelzusammensetzung Download PDFInfo
- Publication number
- EP0109515A2 EP0109515A2 EP83109700A EP83109700A EP0109515A2 EP 0109515 A2 EP0109515 A2 EP 0109515A2 EP 83109700 A EP83109700 A EP 83109700A EP 83109700 A EP83109700 A EP 83109700A EP 0109515 A2 EP0109515 A2 EP 0109515A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- water
- lubricant
- ethylene oxide
- weight
- lubricants
- 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.)
- Withdrawn
Links
- 239000000314 lubricant Substances 0.000 title claims abstract description 35
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims abstract description 26
- 239000000203 mixture Substances 0.000 title description 13
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims abstract description 16
- 229920001577 copolymer Polymers 0.000 claims abstract description 8
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 21
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 claims description 9
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 9
- -1 polyoxyethylene Polymers 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 claims 1
- 125000002947 alkylene group Chemical group 0.000 abstract description 5
- 150000002334 glycols Chemical class 0.000 abstract description 5
- 230000001050 lubricating effect Effects 0.000 abstract description 2
- 229920003169 water-soluble polymer Polymers 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 description 8
- 239000003208 petroleum Substances 0.000 description 7
- 229920000233 poly(alkylene oxides) Polymers 0.000 description 7
- 150000001298 alcohols Chemical class 0.000 description 5
- 125000006353 oxyethylene group Chemical group 0.000 description 5
- 229920001515 polyalkylene glycol Polymers 0.000 description 5
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 4
- 238000005461 lubrication Methods 0.000 description 4
- 239000003963 antioxidant agent Substances 0.000 description 3
- 238000011109 contamination Methods 0.000 description 3
- 238000005260 corrosion Methods 0.000 description 3
- 230000007797 corrosion Effects 0.000 description 3
- 239000012530 fluid Substances 0.000 description 3
- 239000003112 inhibitor Substances 0.000 description 3
- 125000005702 oxyalkylene group Chemical group 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 230000003078 antioxidant effect Effects 0.000 description 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 229920005604 random copolymer Polymers 0.000 description 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 239000005069 Extreme pressure additive Substances 0.000 description 1
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-UHFFFAOYSA-N 0.000 description 1
- 239000000654 additive Substances 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
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 150000008050 dialkyl sulfates Chemical class 0.000 description 1
- DENRZWYUOJLTMF-UHFFFAOYSA-N diethyl sulfate Chemical compound CCOS(=O)(=O)OCC DENRZWYUOJLTMF-UHFFFAOYSA-N 0.000 description 1
- 229940008406 diethyl sulfate Drugs 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 239000003209 petroleum derivative Substances 0.000 description 1
- 239000013520 petroleum-based product Substances 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
Classifications
-
- 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
- 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
-
- 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
- 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
-
- 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
- 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
- C10M2209/104—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing two carbon atoms only
-
- 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
- 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
- C10M2209/107—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of two or more specified different alkylene oxides covered by groups C10M2209/104 - C10M2209/106
-
- 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
- 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
- C10M2209/108—Polyethers, i.e. containing di- or higher polyoxyalkylene groups etherified
-
- 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
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2215/042—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Alkoxylated derivatives thereof
-
- 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
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
- C10M2219/042—Sulfate esters
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2020/00—Specified physical or chemical properties or characteristics, i.e. function, of component of lubricating compositions
- C10N2020/01—Physico-chemical properties
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/02—Bearings
Definitions
- This invention relates to water-tolerant organic lubricants for use in the lubrication of close-fitting moving parts, such as in gear boxes.
- Petroleum-based lubricants are well known.
- water-soluble poly (alkylene oxide) polymers are known for use as thickeners in aqueous hydraulic fluids. See, for example, U.S. Pat. Nos. 2,602,780 and 2,768,141. While such aqueous hydraulic fluids have certain desirable properties, such as non-flammability, good temperature stability and relatively low cost, their lubrication characteristics are often inferior to those of petroleum-based products. Efforts have often been made to improve the lubrication properties of water-soluble organic materials by the use of various additives. See, for example, co-pending U.S. Ser. No. 221,503, filed December 30, 1980. Water insoluble poly(alkylene oxide) polymers have also been known for some years as gear box lubricants but, like petroleum-based lubricants, they do not perform satisfactorily when contaminated with water.
- lubricants involve requirements for the lubricity of petroleum products, but yet require a high level of tolerance for water as an impurity since the uses unavoidably expose the lubricant to contamination by water.
- a small amount of water e.g., 5% or less, by weight, and even as little as about 900 ppm in some high-pressure uses, causes severe detrimental effects, such as viscosity change and substantial loss of load-carrying ability of petroleum lubricants.
- An effective lubricant capable of dissolving a substantial amount of water without sacrificing significant levels of important properties would clearly be very desirable.
- the polyoxyalkylene glycols useful in this invention are the water-soluble reaction products of an alkanol having up to 4 carbon atoms with ethylene oxide or mixtures of ethylene oxide and higher alkylene oxide.
- concentration of the ethylene oxide moiety can be as much as 100% of the total alkylene oxide content.
- the lower limit of ethylene oxide is that concentration which renders the polyoxyalkylene glycol soluble in water, usually about 20% by weight.
- this invention provides a lubricant for close-fitting, moving parts which comprises a water-soluble polyoxyalkylene glycol capable of dissolving 20% or more, by weight of the solution, of ambient water without losing more than about 40% of its water-free viscosity and without significant loss of its load-carrying ability, as measured by the "Falex" test, ASTM D-3704.
- this invention provides a method for lubrication of close-fitting, moving parts exposed to ambient moisture comprising using as the lubricant for such moving parts the polyoxyalkylene glycols disclosed herein.
- the lubricants of this invention are particularly suitable for moving parts subject to close tolerances, high shear and high pressure, such as occur in gear boxes.
- Poly(alkylene oxide) polymers useful in this invention are those which are water-soluble and thus are capable of themselves dissolving a substantial quantity of water.
- these polymers will contain oxyethylene groups or both oxyethylene groups and higher oxyalkylene groups, such as oxypropylene and oxybutylene groups, either in random or block distribution in their molecules, and will have average molecular weights from 400 to 40,000, or even higher.
- the average molecular weight ranges from 400 to 4,000.
- the amount of oxyethylene groups in the molecule is such that the poly(alkylene oxide) polymers are soluble in water at ordinary temperatures, and the amount of oxypropylene or higher oxyalkylene groups is such that the poly(alkylene oxide) remains liquid at ordinary temperatures up to an average molecular weight of 40,000 and higher.
- the oxypropylene/oxyethylene ratio may vary from zero to about unity.
- the ethylene oxide content will be at least about 20% by weight of the polymer.
- poly(alkylene oxide) polymers may be made by processes well known in the art by reacting ethylene oxide or mixtures of ethylene oxide and propylene oxide or higher alkylene oxide with a compound, known as a "starter,” having at least one active hydrogen atom up to as many as six such active hydrogen atoms including, for example, water, monohydroxylic alcohols such as ethanol and propanol, dihydroxylic alcohols such as ethylene glycol, trihydroxylic alcohols such as glycerine and trimethylolpropane, tetrahydroxylic alcohols such as pentaerythritol, hexahydroxylic alcohols such as sorbitol, and mono- or poly- functional amines such as butylamine and ethylene diamine.
- starter having at least one active hydrogen atom up to as many as six such active hydrogen atoms including, for example, water, monohydroxylic alcohols such as ethanol and propanol, dihydroxylic alcohols such as ethylene glycol, trihydroxylic alcohols such as
- the poly(alkylene oxide) products of such reaction will have linear or branched oxyethylene or oxyethylene-higher oxyalkylene chains and such chains will terminate with hydroxyl groups. Some or all of these hydroxyl groups may be etherified by reaction with a dialkyl sulfate such as diethyl sulfate.
- alkylene oxide homopolymers and copolymers can also be used, provided that such mixtures are water-soluble.
- the preferred polymers are copolymers of ethylene oxide and propylene oxide. In order to be rendered water-soluble, such copolymers will ordinarily contain at least about 20% by weight ethylene oxide.
- the most preferred copolymers are those containing about 50% ethylene oxide and about 50% propylene oxide and having viscosities ranging 21-1100 mm 2 /s 38°C from 100 SUS to 5,000 SUS at 100°F.
- Useful copolymers meeting these criteria include those sold by Union Carbide Corporation under the trademark UCON fluids, as the series 50 HB.
- viscosity one of the primary criteria for specifying lubricants, especially gear lubricants, for which this invention is particularly suited, is viscosity.
- the viscosity requirements are stated, at a given temperature, in terms of a test known in the industry as ASTM D-2270.
- viscosity is often expressed in "SUS" units, stated at 100°F. It has been found that the-viscosity specifications for any given use can be met either by selecting a polyalkylene glycol inherently having the required viscosity, or by mixing two or more polyalkylene glycols having different viscosities.
- Useful polyalkylene glycols will have SUS viscosities at 38°C 21 mm 2 /s 100°F ranging from 100 to . 90,002, and 1100 mm 2 /s preferably from 15 0 and 5,000 SUS units.
- lubricants of this invention can be formulated, within the skill of the art, to include corrosion inhibitors, antioxidants, viscosity control agents, extreme pressure additives, anti-wear additives, freezing point depressants, pH conditioners, anti-foaming agents, and the like.
- a polyalkylene glycol lubricant mixture was prepared containing the following, in parts by weight:
- Glycols I and II are butanol - started, random copolymers containing about 50% by weight ethylene oxide and about 50% by weight propylene oxide and 430 36,5 mm 2 /s having nominal viscosities of 2000 and 176, respectively, as determined by ASTM D-2270. This mixture was divided into a control and 6 samples to which were added various amounts of deionized 38°C water. SUS viscosity was measured at 100°F, with the following results: Although the viscosity did decrease upon addition of large amounts of water, it will be seen that the viscosity with as much as 20% water is still quite serviceable.
- Example 1 The compositions of Example 1 were subjected to a procedure known as a "Falex" test (ASTM D-3233) to measure their load-carrying capacity. The results were as follows: It will be seen from Table II that load-bearing ability, as evidenced by psi load to break, is retained throughout a broad range of pressure, even for materials containing as much as 20% water (Sample G).
- a polyalkylene glycol lubricant mixture was prepared containing the following, in parts by weight:
- the lubricant mixture of Example 3 was used to replace the normal petroleum lubricant in the gear box of a "Lightnin'" mixer which tends to absorb a substantial quantity of ambient moisture through "breathers.”
- Typical petroleum oil service life in this gear box is three months or less, at which time the lubricant is changed because its performance has been substantially degraded by water contamination.
- the lubricant of ) Example 3 showed no degration after four months of service even though water content had risen to 2-3% by weight. After eight months of service, performance remained normal.
- the lubricant mixture of Example 3 was used to replace the petroleum lubricant in a gear box in a can drawing system subject to extensive contamination by water.
- the lubricant of this invention operated well for several weeks, thereby substantially out-performing petroleum-based lubricants. When it did fail, it was found to have a water content of more than 30%. It was also observed that the operating temperature of this gear 40°C 65,5°C box dropped to 105°F from 150°F, thus evidencing the excellent lubricating qualities of this composition.
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US42801182A | 1982-09-29 | 1982-09-29 | |
| US428011 | 2006-06-30 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EP0109515A2 true EP0109515A2 (de) | 1984-05-30 |
| EP0109515A3 EP0109515A3 (de) | 1985-12-27 |
Family
ID=23697202
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP83109700A Withdrawn EP0109515A3 (de) | 1982-09-29 | 1983-09-28 | Wasserverträgliche Schmiermittelzusammensetzung |
Country Status (6)
| Country | Link |
|---|---|
| EP (1) | EP0109515A3 (de) |
| JP (1) | JPS5981397A (de) |
| AU (1) | AU1974683A (de) |
| BR (1) | BR8305240A (de) |
| CA (1) | CA1227185A (de) |
| ZA (1) | ZA837250B (de) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0332698A4 (de) * | 1987-08-27 | 1989-09-11 | Toa Nenryo Kogyo Kk | Getriebeölzusammensetzung. |
| EP0376236A1 (de) * | 1988-12-29 | 1990-07-04 | BASF Aktiengesellschaft | Verwendung von Addukten von 1,2-Butylenoxid an Aminen als Schmierstoffe und Schmierstoffe, diese Addukte enthaltend |
| EP0415626A1 (de) * | 1989-08-29 | 1991-03-06 | Imperial Chemical Industries Plc | Schmierung und Schmiermittel |
| EP0612834A1 (de) * | 1992-12-29 | 1994-08-31 | Castrol Limited | Schmiermittel |
| US20100009877A1 (en) * | 2007-01-17 | 2010-01-14 | Greaves Martin R | Lubricant compositions and methods of making same |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4852932A (en) * | 1986-11-14 | 1989-08-01 | Kajima Press Industry Co., Ltd. | Container device used in a vehicle |
| DE10253405A1 (de) | 2001-11-22 | 2003-06-18 | Nifco Inc | Auszugvorrichtung |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2733272A (en) * | 1950-10-27 | 1956-01-31 | Trihydroxy polyoxyalkylene ethers | |
| FR1448210A (fr) * | 1965-06-22 | 1966-08-05 | Kuhlmann Ets | Compositions lubrifiantes et liquides de transfert conservant leurs propriétés en présence d'eau |
| JPS5039227B2 (de) * | 1971-08-13 | 1975-12-15 | ||
| JPS5714696A (en) * | 1980-07-01 | 1982-01-25 | Cosmo Co Ltd | Flame retardant lubricating oil |
-
1983
- 1983-09-02 CA CA000436011A patent/CA1227185A/en not_active Expired
- 1983-09-26 BR BR8305240A patent/BR8305240A/pt unknown
- 1983-09-28 ZA ZA837250A patent/ZA837250B/xx unknown
- 1983-09-28 EP EP83109700A patent/EP0109515A3/de not_active Withdrawn
- 1983-09-28 JP JP58178375A patent/JPS5981397A/ja active Pending
- 1983-09-29 AU AU19746/83A patent/AU1974683A/en not_active Abandoned
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0332698A4 (de) * | 1987-08-27 | 1989-09-11 | Toa Nenryo Kogyo Kk | Getriebeölzusammensetzung. |
| EP0376236A1 (de) * | 1988-12-29 | 1990-07-04 | BASF Aktiengesellschaft | Verwendung von Addukten von 1,2-Butylenoxid an Aminen als Schmierstoffe und Schmierstoffe, diese Addukte enthaltend |
| US5053154A (en) * | 1988-12-29 | 1991-10-01 | Knut Oppenlaender | Use of adducts of 1,2-butylene oxide with h-azidic organic compounds as lubricants, and lubricants containing these adducts |
| EP0415626A1 (de) * | 1989-08-29 | 1991-03-06 | Imperial Chemical Industries Plc | Schmierung und Schmiermittel |
| EP0612834A1 (de) * | 1992-12-29 | 1994-08-31 | Castrol Limited | Schmiermittel |
| US5580845A (en) * | 1992-12-29 | 1996-12-03 | Castrol Limited | Lubricant |
| US20100009877A1 (en) * | 2007-01-17 | 2010-01-14 | Greaves Martin R | Lubricant compositions and methods of making same |
| US8247501B2 (en) | 2007-01-17 | 2012-08-21 | Dow Global Technologies Llc | Lubricant compositions and methods of making same |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5981397A (ja) | 1984-05-11 |
| CA1227185A (en) | 1987-09-22 |
| AU1974683A (en) | 1984-04-05 |
| ZA837250B (en) | 1984-05-30 |
| EP0109515A3 (de) | 1985-12-27 |
| BR8305240A (pt) | 1984-05-02 |
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