US3860522A - Synthetic lubricants resistant to shear and cold - Google Patents
Synthetic lubricants resistant to shear and cold Download PDFInfo
- Publication number
- US3860522A US3860522A US131796A US13179671A US3860522A US 3860522 A US3860522 A US 3860522A US 131796 A US131796 A US 131796A US 13179671 A US13179671 A US 13179671A US 3860522 A US3860522 A US 3860522A
- Authority
- US
- United States
- Prior art keywords
- oils
- shear
- resistant
- weight
- viscosity
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000000314 lubricant Substances 0.000 title claims abstract description 18
- 150000002148 esters Chemical class 0.000 claims abstract description 29
- 239000000203 mixture Substances 0.000 claims abstract description 23
- -1 aliphatic alcohols Chemical class 0.000 claims abstract description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 11
- 125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims abstract description 7
- 150000001991 dicarboxylic acids Chemical class 0.000 claims abstract description 5
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 13
- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 claims description 10
- 239000002253 acid Substances 0.000 claims description 8
- 229920001519 homopolymer Polymers 0.000 claims description 6
- 229920000642 polymer Polymers 0.000 abstract description 12
- 239000003921 oil Substances 0.000 description 28
- 239000002199 base oil Substances 0.000 description 9
- 238000012360 testing method Methods 0.000 description 7
- 229910052500 inorganic mineral Inorganic materials 0.000 description 6
- 239000011707 mineral Substances 0.000 description 6
- 239000010688 mineral lubricating oil Substances 0.000 description 6
- 239000002480 mineral oil Substances 0.000 description 6
- 239000003599 detergent Substances 0.000 description 5
- 230000001050 lubricating effect Effects 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 239000000654 additive Substances 0.000 description 4
- 239000003112 inhibitor Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- 229920002367 Polyisobutene Polymers 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 239000010696 ester oil Substances 0.000 description 3
- 235000010446 mineral oil Nutrition 0.000 description 3
- 239000012188 paraffin wax Substances 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 2
- 239000010687 lubricating oil Substances 0.000 description 2
- 230000007935 neutral effect Effects 0.000 description 2
- 238000001556 precipitation Methods 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- 238000010008 shearing Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 238000013112 stability test Methods 0.000 description 2
- MBEVSMZJMIQVBG-UHFFFAOYSA-N 2-(hydroxymethyl)guanidine Chemical compound NC(N)=NCO MBEVSMZJMIQVBG-UHFFFAOYSA-N 0.000 description 1
- GZWDQKCNCVNUDV-UHFFFAOYSA-N 2-decylhexanedioic acid Chemical compound CCCCCCCCCCC(C(O)=O)CCCC(O)=O GZWDQKCNCVNUDV-UHFFFAOYSA-N 0.000 description 1
- WJOPGLNUFUXQHU-UHFFFAOYSA-N 2-dodecylhexanedioic acid Chemical compound CCCCCCCCCCCCC(C(O)=O)CCCC(O)=O WJOPGLNUFUXQHU-UHFFFAOYSA-N 0.000 description 1
- KXLUWEYBZBGJRZ-POEOZHCLSA-N Canin Chemical compound O([C@H]12)[C@]1([C@](CC[C@H]1C(=C)C(=O)O[C@@H]11)(C)O)[C@@H]1[C@@]1(C)[C@@H]2O1 KXLUWEYBZBGJRZ-POEOZHCLSA-N 0.000 description 1
- 241000282461 Canis lupus Species 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- GPFVKTQSZOQXLY-UHFFFAOYSA-N Chrysartemin A Natural products CC1(O)C2OC2C34OC3(C)CC5C(CC14)OC(=O)C5=C GPFVKTQSZOQXLY-UHFFFAOYSA-N 0.000 description 1
- VQTUBCCKSQIDNK-UHFFFAOYSA-N Isobutene Chemical group CC(C)=C VQTUBCCKSQIDNK-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical class OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 1
- 150000001279 adipic acids Chemical class 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 230000003466 anti-cipated effect Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000012937 correction Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000013213 extrapolation Methods 0.000 description 1
- 239000000295 fuel oil Substances 0.000 description 1
- 239000012208 gear oil Substances 0.000 description 1
- 239000010720 hydraulic oil Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000003879 lubricant additive Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000010705 motor oil Substances 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920000193 polymethacrylate Polymers 0.000 description 1
- CXMXRPHRNRROMY-UHFFFAOYSA-N sebacic acid Chemical class OC(=O)CCCCCCCCC(O)=O CXMXRPHRNRROMY-UHFFFAOYSA-N 0.000 description 1
- 150000003330 sebacic acids Chemical class 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000010723 turbine oil 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
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/10—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide
- C07C51/14—Preparation of carboxylic acids or their salts, halides or anhydrides by reaction with carbon monoxide on a carbon-to-carbon unsaturated bond in organic compounds
-
- 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
- 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
-
- 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
- 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
- C10M2205/026—Butene
-
- 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
- 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
-
- 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
- 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
-
- 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
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/08—Resistance to extreme temperature
-
- 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
-
- 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
- C10N2040/08—Hydraulic fluids, e.g. brake-fluids
-
- 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
- C10N2040/12—Gas-turbines
-
- 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
- C10N2040/12—Gas-turbines
- C10N2040/13—Aircraft turbines
-
- 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
- C10N2040/135—Steam engines or turbines
Definitions
- This invention relates to shear-resistant and coldresistant synthetic lubricants.
- the pour point may be lowered by the addition of pour point depressants, the viscosities in the range between the turbidity point and pour remain higher than anticipated for the liquid phase due to the precipitation of crystallizable paraffin components; distinct differences may be observed between the low-temperature viscosity calculated by extrapolation of viscosity measurements made at higher temperatures by the method described in German Standard Specification DIN 51563 and the lowtemperature viscosity as actually measured. This increased viscosity greatly restricts the range of application of these oils.
- Lubricants based on dicarboxylates for example non-substituted or alkyl-substituted adipates and sebacates, have been known in the art for a number of years. The combined use of ester oils and mineral oils for lubricating purpose has also been known for many years.
- liquid polymers of butenes or isobutylene are unduly volatile compared with mineral oils of the same viscosity and their flash point characteristic is unsatisfactory.
- the said polymer oils have a viscosity/temperature characteristic which is approximately the same as that of mineral oils.
- esters of branchedchain dicarboxylic acids of from 16 to 22 carbon atoms and aliphatic alcohols of less than 6 carbon atoms with polymers of butenes having a molecular weight of from 1,200 to 4,500, the ester portion being from 10 to 95% by weight and the polymer portion being from-90 to 5% by weight.
- Esters which-may be used in the present invention are, in particular, esters of heptadecanodioic acid with propanol, n-butanol or isobutanol or mixtures of these butanols.
- Other suitable esters are those of alkylsubstituted adipic or sebacic acids of from 16 to 22 carbon atoms, for example decyladipic acid, dodecyladipic acid, octylsebacic acid, dibutylsebacic acid and dihexylsebacic acid with ethanol, propanol or butanol as the alcohol component.
- Polymers which may be used according to the invention in admixture with the said esters are those having a molecular weight of from 1,200 to 4,500 as measured by the Staudinger method. They are light to heavy oils having viscosity/temperature characteristics similar to those of minerallubricating oils.
- the polymers are prepared by known methods and may, if desired, be hydrogenated before blending with the esters.
- Particularly suitable mixtures for use in the present invention are those of from 45 to by weight of ester with from 55 to 20% by weight of a polymer having a molecular weight of from 2,500 to 4,000 and mixtures of from 20 to 50% by weight of ester with from 80 to 50% by weight of a polymer having a molecular weight of from 1,200 to 3,000.
- the low-temperature viscosities are unfavorably influenced, i.e. raised, by the precipitation of paraffin from the mineral oil portion.
- the measured viscosities do not satisfy the viscosity/temperature relationship given in German Standard Specification DIN 51563. This restricts the range of utility of the oils at low temperatures.
- esters The stability of esters is impaired when they are blended with a mineral base oil. This is shown in stability tests using the test strip apparatus by Wolf..For example, a di-n-butyl heptadecanodicarboxylate achieves the high relating of 8.5 when tested in this apparatus without any additive, whilst the rating achieved by a conventional rn'ineral base oil without any additive is 5.0. A mixture of the ester with the same base oil (with no further additive) in a ratio of 1:1 also achieves a value of 5.0. The better stability of the ester oil is lost when the latter is mixed with a mineral base oil.
- dicarboxylates with polymers of butenes according to the present invention multi-grade oils are provided which are completely stable to shear and which satisfy the V/T relationship given in German Standard Specification DIN 51 563 down to very low temperatures, e.g. 40C.
- the mixtures of the invention show superior aging stability to comparable lubricants containing mineral oil.
- the comparative oil B is also a 10W/30 multi-grade oil which canin tioivev riTn'iidditi on tothe 11mm lubricating oil, 23% of di-n-butyl heptadecanodicar-. boxylate as oil component.
- the amount of V.I. improver added is 3% and that of the detergent/inhibitor combination is 6%.
- the viscosity index is 134.
- the oil of the invention as described in this Example also possesses absolute stability to shear. Testing of the shear resistance by the method of forcing the oil A stability test using the test strip apparatus gave the 0 following results:
- the oil of the invention as described in Example 1 has the rating 8.5. This rating is excellent for an oil not containing any additives for improving the detergent/- dispersant characteristic.
- the rating of commerical HD oils of the test strip apparatus is between 8.0 and 10.0, whilst mineral base oils achieve ratings of approximately 5. 1f the esters are not mixed with poly(isobutylene) as proposed by the invention but with a conventional mineral base oil, the rating achieved is much the same as that of the mineral base oil alone.
- EXAMPLE 2 50 parts of di-n-butyl heptadecanodicarboxylate are mixed with 50 parts of poly(isobutylene) having a molecular weight of 3,200. The mixture has the properties of a 20W/50 multi-grade oil having excellent cold viscosities and shear resistance:
- the comparative oil A tested under the same conditions, shows a distinct loss of viscosity and reduction of the viscosity index:
- a comparable commercial 20W/50 oil prepared by mixing a mineral base oil with a V.1. improver and a detergent/inhibitor combination has the following data:
- oils produced by mixing esters and polylisobutylene) as proposed by the invention may be used as such for lubricating purpose; or conventional lubricant additives may be added, such as those for improving the detergent characteristic, the attrition characteristic, the resistance to oxidation and the pressure resistance, to extend the range of application of the oils.
- conventional lubricant additives may be added, such as those for improving the detergent characteristic, the attrition characteristic, the resistance to oxidation and the pressure resistance, to extend the range of application of the oils.
- V.l. improvers is not necessary.
- the lubricants of the invention may be advantageously used in a variety of lubricating applications.
- oils may be used as engine oils, gear oils, and
- Shear-resistant and cold-resistant synthetic lubri cants consisting essentially of a mixture of. esters of branched-chain dicarboxylic acids of from 16 to 22 carbon atoms and aliphatic alcohols of less than 6 carbon atoms with homopolymers of butenes having a molecular weight of 2,500 to 4,000, said esters being 45 to by weight of said mixture and said homopolymers being 55 to 20% by weight of said mixture.
- Shear-resistant and cold-resistant synthetic lubricants consisting essentially of a mixture of esters of branched-chain dicarboxylic acids of from 16 to 22 carbon atoms and aliphatic alcohols of less than 6 carbon atoms with homopolymers of butenes having a molecular weight of 1,200 to 3,000, said esters being 20 to 50% by weight said mixture and said homopolymers being 80 to 50% by weight of said mixture.
- ester component is the ester of heptadecanodioic acid with n-butanol, isobutanol or mixtures thereof.
- ester component is the ester of heptadecanodioic acid with n-butanol, isobutanol or mixtures thereof.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- General Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Lubricants (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19702017744 DE2017744A1 (de) | 1970-04-14 | 1970-04-14 | Scher- und kältefeste synthetische Schmiermittel |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3860522A true US3860522A (en) | 1975-01-14 |
Family
ID=5768013
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US131796A Expired - Lifetime US3860522A (en) | 1970-04-14 | 1971-04-06 | Synthetic lubricants resistant to shear and cold |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US3860522A (enExample) |
| BE (1) | BE765657A (enExample) |
| DE (1) | DE2017744A1 (enExample) |
| FR (1) | FR2086060B1 (enExample) |
| GB (1) | GB1333882A (enExample) |
Cited By (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4175047A (en) * | 1978-09-25 | 1979-11-20 | Mobil Oil Corporation | Synthetic ester and hydrogenated olefin oligomer lubricant and method of reducing fuel consumption therewith |
| US4175046A (en) * | 1978-09-20 | 1979-11-20 | Mobil Oil Corporation | Synthetic lubricant |
| US4253981A (en) * | 1979-07-05 | 1981-03-03 | Morton-Norwich Products, Inc. | Viscous lubricant composition comprising mixed esters and a silicone oil |
| US4601840A (en) * | 1985-06-21 | 1986-07-22 | National Distillers And Chemical Corp. | Mist lubrication process |
| US4859352A (en) * | 1988-02-29 | 1989-08-22 | Amoco Corporation | Low temperature high performance grease |
| US4879054A (en) * | 1988-02-29 | 1989-11-07 | Amoco Corporation | Process for producing low temperature high performance grease |
| US5133888A (en) * | 1990-09-28 | 1992-07-28 | Amoco Corporation | Cruise missile engine bearing grease |
| US5180865A (en) * | 1991-12-06 | 1993-01-19 | Pennzoil Products Company | Base oil for shear stable multi-viscosity lubricants and lubricants therefrom |
| WO1994022990A1 (en) * | 1993-04-01 | 1994-10-13 | Ethyl Corporation | Gear oil compositions |
| US5436379A (en) * | 1994-01-14 | 1995-07-25 | Pennzoil Products Company | Base oil for shear stable multi-viscosity lubricants and lubricants therefrom |
| US5756430A (en) * | 1996-03-18 | 1998-05-26 | Exxon Chemical Patents Inc | Mist oil lubricant |
| US5854185A (en) * | 1994-03-31 | 1998-12-29 | Shell Oil Company | Lubricant mixtures and grease compositions based thereon |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0453114B1 (en) * | 1990-03-31 | 1995-05-24 | Tonen Corporation | Hydraulic fluids for automobile suspensions |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2610948A (en) * | 1950-03-23 | 1952-09-16 | Standard Oil Dev Co | Lubricating compositions |
| US2746925A (en) * | 1951-09-27 | 1956-05-22 | Exxon Research Engineering Co | Lubricants and additives therefor |
| US2891084A (en) * | 1959-06-16 | Method of preparing same | ||
| US3098042A (en) * | 1957-01-17 | 1963-07-16 | Exxon Research Engineering Co | Lubricants containing polybutene-1 |
| US3271311A (en) * | 1963-10-08 | 1966-09-06 | Exxon Research Engineering Co | Lubricant |
| US3329613A (en) * | 1962-09-29 | 1967-07-04 | Basf Ag | Lubricating-oil additive |
-
1970
- 1970-04-14 DE DE19702017744 patent/DE2017744A1/de active Pending
-
1971
- 1971-04-06 US US131796A patent/US3860522A/en not_active Expired - Lifetime
- 1971-04-13 BE BE765657A patent/BE765657A/xx unknown
- 1971-04-14 FR FR7113120A patent/FR2086060B1/fr not_active Expired
- 1971-04-19 GB GB2673771*A patent/GB1333882A/en not_active Expired
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2891084A (en) * | 1959-06-16 | Method of preparing same | ||
| US2610948A (en) * | 1950-03-23 | 1952-09-16 | Standard Oil Dev Co | Lubricating compositions |
| US2746925A (en) * | 1951-09-27 | 1956-05-22 | Exxon Research Engineering Co | Lubricants and additives therefor |
| US3098042A (en) * | 1957-01-17 | 1963-07-16 | Exxon Research Engineering Co | Lubricants containing polybutene-1 |
| US3329613A (en) * | 1962-09-29 | 1967-07-04 | Basf Ag | Lubricating-oil additive |
| US3271311A (en) * | 1963-10-08 | 1966-09-06 | Exxon Research Engineering Co | Lubricant |
Cited By (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4175046A (en) * | 1978-09-20 | 1979-11-20 | Mobil Oil Corporation | Synthetic lubricant |
| US4175047A (en) * | 1978-09-25 | 1979-11-20 | Mobil Oil Corporation | Synthetic ester and hydrogenated olefin oligomer lubricant and method of reducing fuel consumption therewith |
| US4253981A (en) * | 1979-07-05 | 1981-03-03 | Morton-Norwich Products, Inc. | Viscous lubricant composition comprising mixed esters and a silicone oil |
| US4601840A (en) * | 1985-06-21 | 1986-07-22 | National Distillers And Chemical Corp. | Mist lubrication process |
| US4859352A (en) * | 1988-02-29 | 1989-08-22 | Amoco Corporation | Low temperature high performance grease |
| US4879054A (en) * | 1988-02-29 | 1989-11-07 | Amoco Corporation | Process for producing low temperature high performance grease |
| US5133888A (en) * | 1990-09-28 | 1992-07-28 | Amoco Corporation | Cruise missile engine bearing grease |
| US5180865A (en) * | 1991-12-06 | 1993-01-19 | Pennzoil Products Company | Base oil for shear stable multi-viscosity lubricants and lubricants therefrom |
| WO1994022990A1 (en) * | 1993-04-01 | 1994-10-13 | Ethyl Corporation | Gear oil compositions |
| US5571445A (en) * | 1993-04-01 | 1996-11-05 | Ethyl Corporation | Gear oil compositions |
| US5436379A (en) * | 1994-01-14 | 1995-07-25 | Pennzoil Products Company | Base oil for shear stable multi-viscosity lubricants and lubricants therefrom |
| US5854185A (en) * | 1994-03-31 | 1998-12-29 | Shell Oil Company | Lubricant mixtures and grease compositions based thereon |
| US5756430A (en) * | 1996-03-18 | 1998-05-26 | Exxon Chemical Patents Inc | Mist oil lubricant |
Also Published As
| Publication number | Publication date |
|---|---|
| DE2017744A1 (de) | 1971-10-28 |
| BE765657A (fr) | 1971-10-13 |
| FR2086060B1 (enExample) | 1975-07-04 |
| GB1333882A (en) | 1973-10-17 |
| FR2086060A1 (enExample) | 1971-12-31 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US3564044A (en) | Liquid esters of neoalkylpolyols and mixtures of gem and straight chain or alkanoic neo acids | |
| US2091627A (en) | Composition of matter and process | |
| US4175046A (en) | Synthetic lubricant | |
| US3274107A (en) | Lubricant composition containing a sulfide | |
| GB565333A (en) | Improvements relating to high temperature lubrication | |
| US2830956A (en) | Hydraulic power transmission fluids | |
| DE2017744A1 (de) | Scher- und kältefeste synthetische Schmiermittel | |
| US2923682A (en) | Lubricating compositions containing mixed salts | |
| US3492229A (en) | Functional fluid compositions | |
| US2336195A (en) | Lubricating composition | |
| US2411150A (en) | Oil blend | |
| US3298951A (en) | Stabilized polybutene composition | |
| US3048542A (en) | Lubricating compositions | |
| US2264353A (en) | Lubricant | |
| JPS5975997A (ja) | トランスミツシヨン用合成潤滑剤組成物 | |
| US2491028A (en) | Lubricating grease compositions | |
| US2550760A (en) | Hydraulic fluid compositions | |
| KR960705900A (ko) | 고온에서 작동하는 압축기를 냉각시키기 위한, 무기 오일과 혼화성이 있는 폴리올 에스테르 윤활제(polyol ester lubricants. especially those compatible with mineral oils. for refrigerating compressors operating at high temperatures) | |
| US3759862A (en) | Lubricating oil composition | |
| US3681247A (en) | Lubricant composition | |
| US3634240A (en) | Rust inhibitors comprising lithium salts | |
| EP0203494B1 (en) | Lubricating oil for use in flon atmosphere | |
| US3481873A (en) | Lubricant and method for lubricating a piston engine | |
| US2438468A (en) | Oil composition | |
| US3459660A (en) | Lubricating oil composition |