US2589973A - Lubricating grease composition - Google Patents
Lubricating grease composition Download PDFInfo
- Publication number
- US2589973A US2589973A US124942A US12494249A US2589973A US 2589973 A US2589973 A US 2589973A US 124942 A US124942 A US 124942A US 12494249 A US12494249 A US 12494249A US 2589973 A US2589973 A US 2589973A
- Authority
- US
- United States
- Prior art keywords
- soap
- acid
- grease
- hydroxy
- soaps
- 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
- 239000004519 grease Substances 0.000 title claims description 35
- 239000000203 mixture Substances 0.000 title claims description 32
- 230000001050 lubricating effect Effects 0.000 title claims description 4
- 239000000344 soap Substances 0.000 claims description 68
- 239000002253 acid Substances 0.000 claims description 46
- 229910052751 metal Inorganic materials 0.000 claims description 16
- 239000002184 metal Substances 0.000 claims description 16
- 239000010687 lubricating oil Substances 0.000 claims description 9
- 150000007933 aliphatic carboxylic acids Chemical class 0.000 claims description 3
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 18
- 229910052744 lithium Inorganic materials 0.000 description 17
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 14
- 239000002585 base Substances 0.000 description 14
- 239000003921 oil Substances 0.000 description 14
- 235000019198 oils Nutrition 0.000 description 14
- 150000007513 acids Chemical class 0.000 description 12
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 11
- 125000004432 carbon atom Chemical group C* 0.000 description 11
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 10
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 9
- 229910052791 calcium Inorganic materials 0.000 description 9
- 239000011575 calcium Substances 0.000 description 9
- 239000002480 mineral oil Substances 0.000 description 9
- 235000010446 mineral oil Nutrition 0.000 description 9
- 239000000047 product Substances 0.000 description 9
- 238000000034 method Methods 0.000 description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 125000002947 alkylene group Chemical group 0.000 description 6
- 238000001816 cooling Methods 0.000 description 6
- 229910052500 inorganic mineral Inorganic materials 0.000 description 6
- 239000011707 mineral Substances 0.000 description 6
- 235000010755 mineral Nutrition 0.000 description 6
- 230000035515 penetration Effects 0.000 description 6
- -1 ricinoleic Chemical class 0.000 description 6
- 125000001931 aliphatic group Chemical group 0.000 description 5
- 229910052784 alkaline earth metal Inorganic materials 0.000 description 5
- AXCZMVOFGPJBDE-UHFFFAOYSA-L calcium dihydroxide Chemical compound [OH-].[OH-].[Ca+2] AXCZMVOFGPJBDE-UHFFFAOYSA-L 0.000 description 5
- 239000000920 calcium hydroxide Substances 0.000 description 5
- 229910001861 calcium hydroxide Inorganic materials 0.000 description 5
- 235000011116 calcium hydroxide Nutrition 0.000 description 5
- 238000010411 cooking Methods 0.000 description 4
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 229910052783 alkali metal Inorganic materials 0.000 description 3
- 150000001340 alkali metals Chemical class 0.000 description 3
- 125000000217 alkyl group Chemical group 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 238000009835 boiling Methods 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 150000001261 hydroxy acids Chemical class 0.000 description 3
- HGPXWXLYXNVULB-UHFFFAOYSA-M lithium stearate Chemical compound [Li+].CCCCCCCCCCCCCCCCCC([O-])=O HGPXWXLYXNVULB-UHFFFAOYSA-M 0.000 description 3
- 239000000314 lubricant Substances 0.000 description 3
- 239000008117 stearic acid Substances 0.000 description 3
- 239000002562 thickening agent Substances 0.000 description 3
- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 2
- ULQISTXYYBZJSJ-UHFFFAOYSA-N 12-hydroxyoctadecanoic acid Chemical compound CCCCCCC(O)CCCCCCCCCCC(O)=O ULQISTXYYBZJSJ-UHFFFAOYSA-N 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
- 235000021355 Stearic acid Nutrition 0.000 description 2
- 239000003513 alkali Substances 0.000 description 2
- 150000001342 alkaline earth metals Chemical class 0.000 description 2
- 150000001336 alkenes Chemical class 0.000 description 2
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 239000002199 base oil Substances 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 239000007795 chemical reaction product Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 239000010696 ester oil Substances 0.000 description 2
- 125000001033 ether group Chemical group 0.000 description 2
- 150000004665 fatty acids Chemical class 0.000 description 2
- 235000021323 fish oil Nutrition 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 229910052739 hydrogen Inorganic materials 0.000 description 2
- 239000001257 hydrogen Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 2
- 238000011065 in-situ storage Methods 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 229910000000 metal hydroxide Inorganic materials 0.000 description 2
- 229910044991 metal oxide Inorganic materials 0.000 description 2
- 150000004706 metal oxides Chemical class 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 2
- JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 238000010008 shearing Methods 0.000 description 2
- JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical class OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 description 2
- 229940114072 12-hydroxystearic acid Drugs 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 description 1
- NYXHXTYKMBMJSL-UHFFFAOYSA-N O(O)O.[C] Chemical group O(O)O.[C] NYXHXTYKMBMJSL-UHFFFAOYSA-N 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-N Propionic acid Chemical class CCC(O)=O XBDQKXXYIPTUBI-UHFFFAOYSA-N 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 159000000032 aromatic acids Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 229910052788 barium Inorganic materials 0.000 description 1
- DSAJWYNOEDNPEQ-UHFFFAOYSA-N barium atom Chemical compound [Ba] DSAJWYNOEDNPEQ-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 108010051489 calin Proteins 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- VJHINFRRDQUWOJ-UHFFFAOYSA-N dioctyl sebacate Chemical compound CCCCC(CC)COC(=O)CCCCCCCCC(=O)OCC(CC)CCCC VJHINFRRDQUWOJ-UHFFFAOYSA-N 0.000 description 1
- MJEMIOXXNCZZFK-UHFFFAOYSA-N ethylone Chemical compound CCNC(C)C(=O)C1=CC=C2OCOC2=C1 MJEMIOXXNCZZFK-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000012530 fluid Substances 0.000 description 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical class CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 125000001183 hydrocarbyl group Chemical group 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- JCYWCSGERIELPG-UHFFFAOYSA-N imes Chemical class CC1=CC(C)=CC(C)=C1N1C=CN(C=2C(=CC(C)=CC=2C)C)[C]1 JCYWCSGERIELPG-UHFFFAOYSA-N 0.000 description 1
- 238000005461 lubrication Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000010688 mineral lubricating oil Substances 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 238000007127 saponification reaction Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000007790 scraping Methods 0.000 description 1
- 229940116351 sebacate Drugs 0.000 description 1
- CXMXRPHRNRROMY-UHFFFAOYSA-L sebacate(2-) Chemical compound [O-]C(=O)CCCCCCCCC([O-])=O CXMXRPHRNRROMY-UHFFFAOYSA-L 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 238000010583 slow cooling Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000005480 straight-chain fatty acid group Chemical group 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
- C10M5/00—Solid or semi-solid compositions containing as the essential lubricating ingredient mineral lubricating oils or fatty oils and their use
-
- 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
- C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
- C10M2207/044—Cyclic ethers having four or more ring atoms, e.g. furans, dioxolanes
-
- 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
- C10M2207/10—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
-
- 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
- C10M2207/10—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
-
- 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
- C10M2207/10—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
-
- 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
- C10M2207/10—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
-
- 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
- C10M2207/10—Carboxylix acids; Neutral salts thereof
- 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
-
- 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
- C10M2207/287—Partial esters
- C10M2207/289—Partial esters containing free hydroxy 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
- 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
- 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
- C10M2209/105—Polyethers, i.e. containing di- or higher polyoxyalkylene groups of alkylene oxides containing three 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
- C10M2209/109—Polyethers, i.e. containing di- or higher polyoxyalkylene groups esterified
-
- 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
- C10N2010/00—Metal present as such or in compounds
-
- 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
- C10N2010/00—Metal present as such or in compounds
- C10N2010/02—Groups 1 or 11
-
- 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
- C10N2010/00—Metal present as such or in compounds
- C10N2010/04—Groups 2 or 12
-
- 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
- C10N2010/00—Metal present as such or in compounds
- C10N2010/06—Groups 3 or 13
-
- 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
- C10N2040/12—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
- C10N2050/00—Form in which the lubricant is applied to the material being lubricated
- C10N2050/10—Form in which the lubricant is applied to the material being lubricated semi-solid; greasy
Definitions
- compositions oi-iinproved structural'stabilityicontaining hydrbxfy 'etheracidsoapsl' It rela es else.
- R1 and R2 are aliphatic hydrocarbon groups of 3, to, 12 carbon atoms each, preferably, but not necessarily saturated, R3. is an aliphatic, hydrocarbon group, of 2 to 6. carbon atoms, and m, is an integer of at least 1, preferably 1 to. 2. 0]: l to. 3.
- R1 and R2 arev 6 to 10 carbon atoms h nd the o a q i is car on at R3, contains preferably 2 to 3 carbon atoms.
- I he a ig t us. nta ns. refer b o 16 to 24 ca fbon'atoms, about, being specifically preferred.
- t will be not d that he (De-Rs. rad calin, th s hain mail be r e te 2 to 3 imes.
- e the ether oi 12 hydroxy stearic acid
- e is found to he an especially suitable material for forming the soap, but th entir cla of om lo us sawrated acids, within the limits of chain length mentioned above.
- emcneth sp c fic compound which may be employed are.8-(I -hYG fQXY-E Vh: oxy) -stearic acid, 12- (fit-hydroxy-ethoxy),-stear ic. acid, 12 (e hydroxy-ai-propoxy) ricinoleic.
- Hydroxy. acids for example those. of natural occurrence, such as ricinoleic (hydroxy. stearic). acid, may. be, reacted with an olefin oxide such as. ethylene, oxide or, propylene oxide.
- the reaction maybe, carriedout. without a catalyst, but it is, preferable to use a Eliiedel Crafts. catalyst such asBFs, SnCh, or thelike,
- hydroxy acids both aliphatic and aromatic, appear to, react similarly.
- the former may be said to have the general formula mentioned abQYe.
- the branched chain aliphatic acids of fairly. high. molecular, weight are the ones of interest in gre se m nufactur It is particularly to be noted that the alkylene oxide radical may. occur. only once. or. it may, be repeated twice or more.
- the acids actually produced in practice are a mixture of branchdchain compounds having, respectively, one 'alkylene'e'ther and avatar even more alkylne ether groups. Acids with more than two "such groupsm senesapp ar "tobeprese'nt in very qea'1"'s,' if at all, under the reaction conditions (1 tribes abjove,butiifiderother condition they may appear 'insub ta tia'l prostrtions.
- the invention includes the various reaction products just mentioned and, in particular, greases containing soaps of acids at least with 1 to 2 and in some cases, more alkylene oxide groups.
- reaction products of olefin oxides and hydroxy acids may be written in several ways, including those given above.
- the products may take the formula where R1 and R2 have the same meaning as above and where R3, R4, R and R6, or any of them, may be either hydrogen or a methyl group.
- This alkylene-oxide group ' may occur only once or more than once, e. g., twice or more.
- m is an integer whose value may be 1, 2, 3, or even more, but usually 1 or at most 2.
- branched chain hydroxy ether acids just described may be converted to soaps by using the appropriate metal oxide, hydroxide, or carbonate, as will be obvious to those skilled in the art. 7
- the alkali metal soaps especially the lithium soaps. of such acids, are particularly meritorious, but the calcium, barium and aluminum soaps also may be used, and indeed the metals in general.
- These" soaps may be mixed with each other and/or may be used in admixture with conventional soaps, e. g., the alkali or alkaline earth metal, or aluminum soaps of straight chain fatty acids.
- conventional soaps and/or soaps of low molecular weight such as alkali or alkaline earth metal acetates, acrylates, propionates, furoates, and the like, may also be included in the ingredients.
- the combination of low molecular weight salts with soaps of higher molecular weight is often advantageous, as is now well-known in the art.
- Soaps of the type characterizing the present invention may be used (alone or in combination with other andconventional thickeners, as mentioned above) to prepare greases of mineral lubricating oils, synthetic oils, or mixtures thereof.
- the following detailed examples show lithium and calcium soaps used in various oils and combinations of oils, but the invention clearly is not limited to the lithium and/ or calcium base greases or to the specific lubricants claimed.
- the im'provement in stability and other characteristics of lithium soap greases is noteworthy, and this is a preferred product.
- the proportions of ingredients used may be varied within usual limits, although it should be noted-that somewhat smaller quantities of the branched chain hydroxy ether acid soaps of this invention may be required in some case to thicken .
- a grease to a givenconsistencythan is required of conventional soaps.
- the newsoaps may be used alone or they may be combined with conventional soaps.
- the hydroxy ether acid soap preferably should comprise at least one-third of the total soap.
- a grease composition of the present invention will comprise at least 1%, up to a maximum of about 40% by weight, of hydroxy ether acid soap, with a total soap content of 3 to Preferred ranges are 6 to 20% total soap, which preferably includes not less than 2% of the hydroxy ether acid soap and at least 4% of additional thickener, the latter being either the same or some conventional soap.
- lithium soap greases In the specific case of lithium soap greases, the use of about 8 to 12% total soap is particularly preferred, at least one-third of which soap is of hydroxy ether acid. Where firm consistency is desired with minimum soap consumption (the lithium soaps being relatively expensive) a combination of about equal parts of conventional lithium soap (e. g., lithium stearate) and the hydroxy ether acid soap is particularly desirable. In the case of calcium greases, somewhat higher quantities, e. g., 20% or more of soap, appear to be preferable.
- the present invention includes notonly a new composition but an improved process of preparing a composition having excellent properties of stability resistance to moisture, and the like.
- a grease is prepared, preferably by adding 1 to 40 parts by weight of the branched chain hydroxy ether acid (containing one or more alkylene oxide groups) to 10 to 96 parts by weight of mineral base lubricating oil. The mixture of oil and acid is next heated moderately with stirring to a temperature between 100 and 200 F., for example F. At this point, an aqueous solution of a saponifying agent, such as lithium hydroxide, sodium hydroxide, calcium hydroxide, or the like, is added in suitable quantity to neutralize the acid. An aqueous solution of lithium or calcium hydroxide, for example, is added at the temperature of about 150 F.
- the mixture is next heated to a temperature of at least 212 F., and preferably a little higher, to dehydrate the grease andthereafter the temperature is further raised to cook the grease and form a grease structure.
- the cooking temperature is between 300 and-500 F., about 400 F. being preferred.
- the product is continuously stirred, preferably with a mechanical stirrer.
- the grease After cooking, the grease is cooled in thin layers, either in a close. clearance mechanical cooler or by pouring into thin layers in cooling pans or drum chilling. Thereafter, the product is homogenized and packaged.
- a grease having extremely good temperature characteristics for example, a grease to be used both at very low and very high temperatures as in the lubrication of airplane instruments
- a synthetic oil such as di-2eethylhexyl sebacate or the tri-ethylene glycol ester of 2-ethylhexanoic acid, or other related branched chain esters having outstanding temperature viscosity characteristics.
- a synthetic oil such as di-2eethylhexyl sebacate or the tri-ethylene glycol ester of 2-ethylhexanoic acid, or other related branched chain esters having outstanding temperature viscosity characteristics.
- the proportions of mineral oil andester oil may be varied, but preferably at least 10% of the composition should be of mineral base oil.
- conventional lithium. base greases. pre pared by forming: the lithium. soap. of stearic acid, hydrogenated fishoil acids, and the. like; in lubricating oil are structurally unstable. to l'ong'andsevere mechanical working. Thisinstae bility is readilyshown by workingthe.- grease. inthe standard ASTM? grease worker for about. 1000 strokes.
- the conventional lithium soap. greases break down into a semi-fluid product under this treatment.
- Example I 10.00% hydroxy' ether acid of; invention. of molecular weight. about; 363 (derived from. ethyl-- one oxide, treatment of- IZ-hydroxy stearic 1.23%. ItiOH-HiO 68.77% di-z -ethylhexyl. sebaoate 20.00%- reflned coastal type. mineral oil, of: 37
- the hydroxy ether acid evidently was. a mi ture of products containing a single ethylene oxide radical and two, or possibly more, ethylene oxide radicals in series. It was added to the cold mineral oil: andcharged to a fire heated grease kettle. The mixture was next warmed to 150 F. while agitating. Th lithium hydroxide, dissolved in boiling water, was next added to neutralize the acid and form the soap in mineral oil. After the mass was dehydrated (225 F.), the ester constituent. was added and the grease further heated to 400 F. The hot molten grease was then poured onto a drum chiller for quick cooling; The molten grease oncooling' was collected by scraping from thecrease kettle. on passing: through. a. Qorncll; homogenizer The; product- Qt: stable struts ture and had a texture.
- Free alkalinity (as LiQH).% 0.1.0.. ASTM worked penetration 77- Penetrationaiter work g. 1.. ..0.00.st.1:Qke
- Example 90 .00% mineral. oil. in. Example The combined? soaps werev dispersed in. the mineral oil: at 4.20 E: and; c oled. By either rapid; cooling" h nla ers n cooling-- pans) or slow cooling, anexeellent smooth grease was obtained.
- Klan acid derived by treating l z-hydroxy stear-ic acid with ethylene oxide andhaving a molecular Weight of 363was employed.
- the following greases were prepared.
- Example VI 20.00% hydroxy-ether acid 2.30% hydrated lime 77.30% naphthenic-type oil of about 100 S. U. S. viscosity at 100 F., and 40 S. U. S. at 210 F.
- Example VII 20.00% hydrofol acids 54 (hydrogenated fish oil acids) Stearic acid could be used instead.
- Example VI 3.00% hydrated lime 77.00% mineral oil as in Example VI Prepared similar to above Example VI.
- A'lubri'cating grease composition consisting" essentially of a lubricating oil thickened to a grease consistency with 3 to 40% of soap of allphatic carboxylic acid, at least one-third of said soap being 'a metal soap of branched chain hydroxy aliphatic acid of 18 to 23' carbon atoms, the hydroxy group being on a side chain and the acid radical containing at least one C2. to C3 alkylene ether group in a side chain.
- a lubricating grease composition consisting essentially of a lubricating oil thickened; to agrease consistency with a metal soap of aliphatic carboxylic acid, said thickener comprising at least one-third part by weight of a metal soap of a hydroxy ether acid having the general formula Rs I'M e -0E (I: R5 in a1- HRz'oooH wherein R3, R4, R5, and Re are each selected from the class consisting of methyl groups and hydrogen and wherein R1 and R2 are each alkyl groups of 3 to 12 carbon atoms, totaling 14 to 18 carbon atoms.
- composition according to claim 3 wherein said oil comprises a synthetic ester oil
- composition according to claim 3 wherein said soap of hydroxy ether acid is an alkali metal soap Y 7.
- a lubricating grease composition consistin essentially of a lubricating oil thickened to a grease consistency with about 8 to'12 by weight, based on'the total composition, of soap" of :aliphatic carboxylic acid which includes at'least' one-third part of lithium soap of an acidhaving the general formula u I 5-3 m-bn-RJ-do. onwherein R1 and R2 are alkyl groups of 6 to 10 carbon atoms each, totaling 14 to 18 carbon atoms, n is 2, and m is an integer of 1 to 3.
- composition according to claimiZ-wherei'n the metal of the soap is an alkali metal.
- composition according to claim 2 wherein the metal of the soap is an alkaline earth metal.
- Composition according?to-iclainrrztwhereiir the metal of the soap comprises calcium,-'
- composition according toclaim 3 wherein thehydroxy ether acid has the formula c lmcmon F 0 cngcnmtnqcnm ooon" 15.
- the process of preparing a stable metal base grease which comprises-adding; toflO parts by weight of a branched chain hydroxy ether carbon atoms each and R; is an alkyl group of saturated aliphatic acid of 17 to 23 carbon atoms and having the hydroxy group on a side chain, to 10 to 96 parts of mineral base lubricating oil, heating to a temperature of 100 to 200 F., adding an aqueous solution of a metal base to saponify said acid in situ in said oil, heating to a temperature of at least 212 F. to dehydrate, adding a synthetic ester oil, further cooking to a temperature of 300 to 500 F. to form a grease structure, and cooling in thin layers.
- composition as in claim 8 wherein the lubricating oil comprises a substantial proportion of di-2 ethylhexyl sebacate.
- composition as in claim 8, wherein the lubricating oil comprises a substantial proportion of tri-ethylene glycol ester of 2-ethylhexanoic acid.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
NL73467D NL73467C (en, 2012) | 1949-11-01 | ||
US124942A US2589973A (en) | 1949-11-01 | 1949-11-01 | Lubricating grease composition |
GB183/50A GB683962A (en) | 1949-11-01 | 1950-01-04 | Lubricating grease composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US124942A US2589973A (en) | 1949-11-01 | 1949-11-01 | Lubricating grease composition |
Publications (1)
Publication Number | Publication Date |
---|---|
US2589973A true US2589973A (en) | 1952-03-18 |
Family
ID=22417528
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US124942A Expired - Lifetime US2589973A (en) | 1949-11-01 | 1949-11-01 | Lubricating grease composition |
Country Status (3)
Country | Link |
---|---|
US (1) | US2589973A (en, 2012) |
GB (1) | GB683962A (en, 2012) |
NL (1) | NL73467C (en, 2012) |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2721844A (en) * | 1951-12-07 | 1955-10-25 | Texas Co | Lithium soap-synthetic base instrument grease |
US2768139A (en) * | 1952-10-20 | 1956-10-23 | Exxon Research Engineering Co | Lubricating greases from oxo glycols |
US2799656A (en) * | 1953-06-23 | 1957-07-16 | Exxon Research Engineering Co | Novel complex lubricating grease composition |
US2801972A (en) * | 1952-12-01 | 1957-08-06 | Exxon Research Engineering Co | Manufacture of lubricating greases by alkali fusion of ether alcohols |
US3036970A (en) * | 1959-12-04 | 1962-05-29 | Exxon Research Engineering Co | Grease compositions containing soaps of alkoxy and alkyl mercapto hydroxy fatty acids |
US3100193A (en) * | 1960-08-24 | 1963-08-06 | Standard Oil Co | Grease composition |
Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2435829A (en) * | 1944-11-13 | 1948-02-10 | J B Williams Company | Alpha-hydroxy-ether of fatty acid soap |
US2435828A (en) * | 1944-09-27 | 1948-02-10 | J B Williams Company | Alpha-hydroxy-ether of fatty acid |
US2436347A (en) * | 1944-12-30 | 1948-02-17 | Standard Oil Dev Co | Grease compositions |
US2450221A (en) * | 1945-08-21 | 1948-09-28 | Texas Co | Shear-resistant grease |
US2457640A (en) * | 1945-11-09 | 1948-12-28 | Rohm & Haas | Hydroxycarboxylic acid |
GB615188A (en) * | 1945-08-22 | 1949-01-03 | Carbide & Carbon Chem Corp | Lubricating grease compositions |
US2475589A (en) * | 1947-04-18 | 1949-07-12 | Shell Dev | Lubricating grease composition |
-
0
- NL NL73467D patent/NL73467C/xx active
-
1949
- 1949-11-01 US US124942A patent/US2589973A/en not_active Expired - Lifetime
-
1950
- 1950-01-04 GB GB183/50A patent/GB683962A/en not_active Expired
Patent Citations (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2435828A (en) * | 1944-09-27 | 1948-02-10 | J B Williams Company | Alpha-hydroxy-ether of fatty acid |
US2435829A (en) * | 1944-11-13 | 1948-02-10 | J B Williams Company | Alpha-hydroxy-ether of fatty acid soap |
US2436347A (en) * | 1944-12-30 | 1948-02-17 | Standard Oil Dev Co | Grease compositions |
US2450221A (en) * | 1945-08-21 | 1948-09-28 | Texas Co | Shear-resistant grease |
GB615188A (en) * | 1945-08-22 | 1949-01-03 | Carbide & Carbon Chem Corp | Lubricating grease compositions |
US2457640A (en) * | 1945-11-09 | 1948-12-28 | Rohm & Haas | Hydroxycarboxylic acid |
US2475589A (en) * | 1947-04-18 | 1949-07-12 | Shell Dev | Lubricating grease composition |
Cited By (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2721844A (en) * | 1951-12-07 | 1955-10-25 | Texas Co | Lithium soap-synthetic base instrument grease |
US2768139A (en) * | 1952-10-20 | 1956-10-23 | Exxon Research Engineering Co | Lubricating greases from oxo glycols |
US2801972A (en) * | 1952-12-01 | 1957-08-06 | Exxon Research Engineering Co | Manufacture of lubricating greases by alkali fusion of ether alcohols |
US2799656A (en) * | 1953-06-23 | 1957-07-16 | Exxon Research Engineering Co | Novel complex lubricating grease composition |
US3036970A (en) * | 1959-12-04 | 1962-05-29 | Exxon Research Engineering Co | Grease compositions containing soaps of alkoxy and alkyl mercapto hydroxy fatty acids |
US3100193A (en) * | 1960-08-24 | 1963-08-06 | Standard Oil Co | Grease composition |
Also Published As
Publication number | Publication date |
---|---|
GB683962A (en) | 1952-12-10 |
NL73467C (en, 2012) |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US2607735A (en) | Alkaline earth metal soap greases | |
US2468098A (en) | Grease composition | |
US2455892A (en) | Lubricating greases and method of making the same | |
US2468099A (en) | High-temperature grease | |
US2712527A (en) | Improved lubricating greases containing dihydroxy stearic acid soap | |
US2589973A (en) | Lubricating grease composition | |
US2274675A (en) | Lubricant containing lithium salts | |
US2451895A (en) | Synthetic grease | |
US2516136A (en) | Lubricating grease compositions | |
US2618599A (en) | High melting point calcium grease of low soap content | |
US2641577A (en) | Lithium-calcium lubricating grease composition | |
GB601346A (en) | Improvements in or relating to lithium base lubricating grease compositions and method of preparing the same | |
US2877181A (en) | Stabilized calcium fatty acid base grease | |
US2575286A (en) | Lubricating grease composition | |
US2332247A (en) | Lubricant | |
US2576032A (en) | Lubricating grease | |
US2908645A (en) | Blended lithium calcium base grease | |
US2822331A (en) | Anhydrous calcium 12-hydroxy stearate grease | |
US2508741A (en) | Lubricating grease composition | |
US2576031A (en) | Lubricating grease containing soaps of tall oil | |
US2353830A (en) | Air pump lubricant | |
US3001938A (en) | Lubricants containing salts of organic-substituted phosphorus - containing acids | |
US2553422A (en) | Sulfonate grease | |
US3125523A (en) | Lubricating greases containing salts of | |
US2613182A (en) | Keto-acid soap greases |