GB669947A - Improvements in or relating to lubricating grease compositions - Google Patents
Improvements in or relating to lubricating grease compositionsInfo
- Publication number
- GB669947A GB669947A GB24741/49A GB2474149A GB669947A GB 669947 A GB669947 A GB 669947A GB 24741/49 A GB24741/49 A GB 24741/49A GB 2474149 A GB2474149 A GB 2474149A GB 669947 A GB669947 A GB 669947A
- Authority
- GB
- United Kingdom
- Prior art keywords
- per cent
- oil
- acids
- furfural
- grease
- 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
Links
- 239000004519 grease Substances 0.000 title abstract 12
- 239000000203 mixture Substances 0.000 title abstract 6
- 230000001050 lubricating effect Effects 0.000 title abstract 2
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 abstract 22
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 15
- 239000000344 soap Substances 0.000 abstract 11
- 239000003921 oil Substances 0.000 abstract 10
- 235000019198 oils Nutrition 0.000 abstract 10
- 150000003839 salts Chemical class 0.000 abstract 9
- 239000002253 acid Substances 0.000 abstract 8
- 238000005705 Cannizzaro reaction Methods 0.000 abstract 7
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 abstract 6
- 229910052751 metal Inorganic materials 0.000 abstract 6
- 239000002184 metal Substances 0.000 abstract 6
- 150000007513 acids Chemical class 0.000 abstract 5
- 239000010687 lubricating oil Substances 0.000 abstract 5
- 235000011121 sodium hydroxide Nutrition 0.000 abstract 5
- 150000001299 aldehydes Chemical class 0.000 abstract 4
- 150000003934 aromatic aldehydes Chemical class 0.000 abstract 4
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 abstract 4
- 238000006243 chemical reaction Methods 0.000 abstract 4
- 235000014113 dietary fatty acids Nutrition 0.000 abstract 4
- 229930195729 fatty acid Natural products 0.000 abstract 4
- 239000000194 fatty acid Substances 0.000 abstract 4
- 150000004665 fatty acids Chemical class 0.000 abstract 4
- 229930195733 hydrocarbon Natural products 0.000 abstract 4
- 150000002430 hydrocarbons Chemical class 0.000 abstract 4
- 239000004215 Carbon black (E152) Substances 0.000 abstract 3
- 239000002585 base Substances 0.000 abstract 3
- 150000002148 esters Chemical class 0.000 abstract 3
- 235000021323 fish oil Nutrition 0.000 abstract 3
- 239000002480 mineral oil Substances 0.000 abstract 3
- 235000010446 mineral oil Nutrition 0.000 abstract 3
- 230000003647 oxidation Effects 0.000 abstract 3
- 238000007254 oxidation reaction Methods 0.000 abstract 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 2
- XQVWYOYUZDUNRW-UHFFFAOYSA-N N-Phenyl-1-naphthylamine Chemical compound C=1C=CC2=CC=CC=C2C=1NC1=CC=CC=C1 XQVWYOYUZDUNRW-UHFFFAOYSA-N 0.000 abstract 2
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical group C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 abstract 2
- 239000003513 alkali Substances 0.000 abstract 2
- 239000007864 aqueous solution Substances 0.000 abstract 2
- 239000003795 chemical substances by application Substances 0.000 abstract 2
- 239000003085 diluting agent Substances 0.000 abstract 2
- 238000001035 drying Methods 0.000 abstract 2
- LEQAOMBKQFMDFZ-UHFFFAOYSA-N glyoxal Chemical compound O=CC=O LEQAOMBKQFMDFZ-UHFFFAOYSA-N 0.000 abstract 2
- 229940015043 glyoxal Drugs 0.000 abstract 2
- -1 heterocyclic carboxylic acids Chemical class 0.000 abstract 2
- 125000000623 heterocyclic group Chemical group 0.000 abstract 2
- 239000003112 inhibitor Substances 0.000 abstract 2
- 238000007689 inspection Methods 0.000 abstract 2
- 239000007791 liquid phase Substances 0.000 abstract 2
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 abstract 2
- 238000006722 reduction reaction Methods 0.000 abstract 2
- 238000007670 refining Methods 0.000 abstract 2
- 239000011734 sodium Substances 0.000 abstract 2
- 229910052708 sodium Inorganic materials 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 abstract 1
- FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 abstract 1
- 239000004435 Oxo alcohol Substances 0.000 abstract 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract 1
- 150000001298 alcohols Chemical class 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001553 barium compounds Chemical class 0.000 abstract 1
- 159000000007 calcium salts Chemical class 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 239000004359 castor oil Substances 0.000 abstract 1
- 235000019438 castor oil Nutrition 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000000470 constituent Substances 0.000 abstract 1
- 230000007797 corrosion Effects 0.000 abstract 1
- 238000005260 corrosion Methods 0.000 abstract 1
- 239000003599 detergent Substances 0.000 abstract 1
- VJHINFRRDQUWOJ-UHFFFAOYSA-N dioctyl sebacate Chemical compound CCCCC(CC)COC(=O)CCCCCCCCC(=O)OCC(CC)CCCC VJHINFRRDQUWOJ-UHFFFAOYSA-N 0.000 abstract 1
- 239000010696 ester oil Substances 0.000 abstract 1
- 238000001704 evaporation Methods 0.000 abstract 1
- 230000008020 evaporation Effects 0.000 abstract 1
- 238000000605 extraction Methods 0.000 abstract 1
- 239000010685 fatty oil Substances 0.000 abstract 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 150000002398 hexadecan-1-ols Chemical class 0.000 abstract 1
- 150000001261 hydroxy acids Chemical class 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- 229910052744 lithium Inorganic materials 0.000 abstract 1
- 229910052749 magnesium Inorganic materials 0.000 abstract 1
- 239000011777 magnesium Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 239000000463 material Substances 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
- 235000010755 mineral Nutrition 0.000 abstract 1
- 239000010688 mineral lubricating oil Substances 0.000 abstract 1
- 230000003472 neutralizing effect Effects 0.000 abstract 1
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([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])[H] 0.000 abstract 1
- 239000004014 plasticizer Substances 0.000 abstract 1
- 239000010695 polyglycol Chemical class 0.000 abstract 1
- 229920000151 polyglycol Chemical class 0.000 abstract 1
- 239000011591 potassium Substances 0.000 abstract 1
- 229910052700 potassium Inorganic materials 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 229920002545 silicone oil Chemical class 0.000 abstract 1
- HDCRDACZYDHUQX-UHFFFAOYSA-M sodium;furan-2-carboxylate Chemical compound [Na+].[O-]C(=O)C1=CC=CO1 HDCRDACZYDHUQX-UHFFFAOYSA-M 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 238000003756 stirring Methods 0.000 abstract 1
- 229910052712 strontium Inorganic materials 0.000 abstract 1
- CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 abstract 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 abstract 1
- 229930192474 thiophene Natural products 0.000 abstract 1
- QERYCTSHXKAMIS-UHFFFAOYSA-N thiophene-2-carboxylic acid Chemical class OC(=O)C1=CC=CS1 QERYCTSHXKAMIS-UHFFFAOYSA-N 0.000 abstract 1
- JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical class OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 abstract 1
- 235000015112 vegetable and seed oil Nutrition 0.000 abstract 1
- 239000008158 vegetable oil Substances 0.000 abstract 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
- C10M5/00—Solid or semi-solid compositions containing as the essential lubricating ingredient mineral lubricating oils or fatty oils and their use
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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
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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
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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
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
- C10M2207/021—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
- C10M2207/021—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/022—Hydroxy compounds having hydroxy groups bound to acyclic or cycloaliphatic carbon atoms containing at least two hydroxy groups
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/02—Hydroxy compounds
- C10M2207/023—Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
- C10M2207/027—Neutral salts thereof
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- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
- C10M2207/044—Cyclic ethers having four or more ring atoms, e.g. furans, dioxolanes
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- C10M2207/121—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
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- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/121—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
- C10M2207/122—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms monocarboxylic
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- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/121—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms
- C10M2207/124—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of seven or less carbon atoms containing hydroxy groups; Ethers thereof
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- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/125—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of eight up to twenty-nine carbon atoms, i.e. fatty acids
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- C10M2207/12—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms
- C10M2207/129—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to acyclic or cycloaliphatic carbon atoms having hydrocarbon chains of thirty or more carbon atoms
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- C10M2207/141—Carboxylix acids; Neutral salts thereof having carboxyl groups bound to carbon atoms of six-membered aromatic rings monocarboxylic
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- C10M2207/10—Carboxylix acids; Neutral salts thereof
- C10M2207/24—Epoxidised acids; Ester derivatives thereof
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- C10M2207/281—Esters of (cyclo)aliphatic monocarboxylic acids
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Abstract
Salts of heterocyclic carboxylic acids are prepared by the Cannizzaro reaction from the corresponding aldehydes and strong alkali. The so-formed salts may be incorporated in lubricating grease compositions (see Group III). If desired, the reaction may be carried out in the presence of a hydrocarbon oil diluent, which oil may be the same as that to serve as the liquid phase of the grease. Furfural is preferred, but aldehydes from thiophene and alkyl substituted homologues of furfural may also be used. In an example (IX) furfural is reacted in a grease kettle with caustic soda in about its own amount of mineral oil as the first stage of a grease manufacture. The Specification as open to inspection under Sect. 91, refers also to the use of benzaldehyde and other aromatic aldehydes, glyoxal and formaldehyde as suitable for simultaneous oxidation and reduction as in the Cannizzaro reaction. Chloro- and nitro-ring-substituted aromatic aldehydes may also be used, as well as thioaldehydes. This subject-matter does not appear in the Specification as accepted.ALSO:Lubricating oil is thickened to a grease with a metal soap of a fatty acid having from 12 to 22 carbon atoms in the molecule and from 2 to 20 per cent by weight, based on the total composition, of a metal salt of a heterocyclic carboxylic acid. The lubricating oil may be a mineral base lubricating oil of viscosity from 35 to 1,000 S.S.U. at 210 DEG F. (preferably 35-200 S.S.U. at 210 DEG F.). Vegetable oils, e.g. castor oil, and synthetic oils may also be used, for instance ester oils, such as di-2-ethylhexyl sebacate and glycollates, or the esters from oxo-alcohols and dibasic acids, or fluorinated hydrocarbons, polyglycols, and silicone oils. Suitable heterocyclic acids are furoic acid and its alkyl-substituted homologues and the thiophene carboxylic acids. The metal salt and metal soap may be compounds of the same metal. Sodium, lithium and calcium salts and soaps are preferred, but potassium, strontium, magnesium and barium compounds may be employed. If desired, the metal salt of the heterocyclic acid may be prepared from the corresponding aldehyde by the Cannizzaro reaction, e.g. sodium furoate from furfural. This reaction may be controlled by a diluent such as a hydrocarbon oil, which may be the same as that to serve as the liquid phase of the grease. Any undesirable reaction products such as water may be removed by evaporation, but the alcohol produced in the reaction may be allowed to remain in the grease, where it may be esterified with the fatty acids subsequently added, or left unchanged. The alcohol may also be polymerised. At the same time, or preferably subsequently, the soap may be formed by adding the C12-C20 acids to the Cannizzaro reaction mixture and p neutralising with a base. Instead of adding furfural to a hydrocarbon oil as such, the reaction may be carried out on the raffinate from the furfural extraction of mineral lubricating oil base stocks (which raffinate contains a minor proportion of furfural) the amount of furfural being adjusted if necessary to between 2 and 20 per cent. The raffinate from refining of drying oils (which contains non-drying oils) or the furfural-containing effluent from a solvent refining of fatty oils or fatty acids may also be employed. The relative proportions of the soap and salt may be between 1 and 4 mols of soap to between 1 and 4 mols of salt. It is preferred that these proportions should be more nearly equal, 1 to 2 mols of soap being used with 1 to 1.5 mols of salt. In general the amount of soap is from 3 to 30 per cent by weight. The soap may be made from hydrogenated fish oil acids, but unsaturated or hydroxy acids of similar molecular weight may be used. Detergent materials (e.g. sodium toluene-C12-alkylate sulphonates), oxidation inhibitors (phenyl-alpha-naphthylamine), corrosion inhibitors, extreme pressure agents, and/or tackiness agents may also be added. If the Cannizzaro reaction is not used, alcohols such as oleyl and cetyl alcohols may be added to react with an excess of the C12-C20 acids forming the soap to give ester plasticizers, the amount of ester being from 0.01 to 5 per cent of the total composition. In an example a grease is prepared using 15 per cent (by weight of the total composition) of hydrogenated fish oil acids, 6 per cent of furoic acid, 5 per cent of sodium hydroxide and 74 per cent low cold test lubricating oil of 50 S.S.U. viscosity at 210 DEG F. The acids together with about one-third of the mineral oil are charged into a grease kettle and heated. The caustic soda is added as a 30 per cent aqueous solution and the temperature raised to dry out the mixed soap and salt. The remainder of the oil is added slowly with stirring, the final temperature being 480 DEG F. A further example (IX) describes the application of the Cannizzaro reaction using 10 per cent (by weight of the total composition) of furfural, 5.4 per cent sodium hydroxide, 15.0 per cent hydrogenated fish oil acids and 68.6 per cent naphtheric lubricating oil of 55 S.S.U. viscosity at 210 DEG F. The furfural, about an equal amount of the oil and about 60 per cent of the alkali as a 33.3 per cent aqueous solution are reacted in a grease kettle. After about 2 hours the fatty acids and about one-third of the mineral oil are added, the kettle heated to 150-160 DEG F. and the remainder of the caustic soda added while the temperature is raised to 350 DEG F. The remainder of the oil is then added slowly and the temperature raised to 450 DEG F. to evaporate water and other volatile constituents. The heating is discontinued, phenyl-alpha-naphthylamine added and the grease cooled while being stirred. The Specification as open to inspection under Sect. 91, refers also to the use of benzaldehyde and other aromatic aldehydes, glyoxal and formaldehyde as suitable aldehydes for simultaneous oxidation and reduction as in the Cannizzaro reaction. Chloro- and nitro-ring-substituted aromatic aldehydes may also be used, as well as thioaldehydes. This subject-matter does not appear in the Specification as accepted.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US57565A US2516136A (en) | 1948-10-30 | 1948-10-30 | Lubricating grease compositions |
| US86586A US2576031A (en) | 1948-10-30 | 1949-04-09 | Lubricating grease containing soaps of tall oil |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB669947A true GB669947A (en) | 1952-04-09 |
Family
ID=26736629
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB24741/49A Expired GB669947A (en) | 1948-10-30 | 1949-09-27 | Improvements in or relating to lubricating grease compositions |
| GB7576/50A Expired GB684697A (en) | 1948-10-30 | 1950-03-27 | Lubricating grease containing soaps of tall oil |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB7576/50A Expired GB684697A (en) | 1948-10-30 | 1950-03-27 | Lubricating grease containing soaps of tall oil |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US2576031A (en) |
| DE (1) | DE845228C (en) |
| FR (1) | FR998260A (en) |
| GB (2) | GB669947A (en) |
| NL (3) | NL75829C (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2790770A (en) * | 1957-04-30 | Grease composition | ||
| US2801974A (en) * | 1952-12-22 | 1957-08-06 | Exxon Research Engineering Co | Grease process utilizing the alkali fusion products of cyclic alcohols |
| US2834732A (en) * | 1954-11-29 | 1958-05-13 | Standard Oil Co | Extreme pressure lubricant |
| US2946748A (en) * | 1956-05-08 | 1960-07-26 | Swift & Co | Liquid hydrocarbon gels and uses thereof |
| US3252906A (en) * | 1963-06-07 | 1966-05-24 | Standard Oil Co | Grease |
| US11760952B2 (en) | 2021-01-12 | 2023-09-19 | Ingevity South Carolina, Llc | Lubricant thickener systems from modified tall oil fatty acids, lubricating compositions, and associated methods |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2182137A (en) * | 1937-02-01 | 1939-12-05 | Shell Dev | Soda soap grease |
| GB583303A (en) * | 1944-10-17 | 1946-12-13 | Bataafsche Petroleum | Improvements in or relating to the manufacture of lithium base greases |
| US2514286A (en) * | 1947-12-31 | 1950-07-04 | Standard Oil Dev Co | Lubricating grease and method of preparing same |
| US2516137A (en) * | 1948-10-30 | 1950-07-25 | Standard Oil Dev Co | High-temperature lubricating greases |
| US2516136A (en) * | 1948-10-30 | 1950-07-25 | Standard Oil Dev Co | Lubricating grease compositions |
-
0
- NL NL149599D patent/NL149599C/xx active
- NL NL73227D patent/NL73227C/xx active
- NL NL75829D patent/NL75829C/xx active
-
1949
- 1949-04-09 US US86586A patent/US2576031A/en not_active Expired - Lifetime
- 1949-09-27 GB GB24741/49A patent/GB669947A/en not_active Expired
- 1949-10-27 FR FR998260D patent/FR998260A/en not_active Expired
- 1949-11-01 DE DEST150A patent/DE845228C/en not_active Expired
-
1950
- 1950-03-27 GB GB7576/50A patent/GB684697A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| US2576031A (en) | 1951-11-20 |
| GB684697A (en) | 1952-12-24 |
| NL149599C (en) | |
| NL73227C (en) | |
| NL75829C (en) | |
| FR998260A (en) | 1952-01-16 |
| DE845228C (en) | 1952-07-31 |
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