US2430842A - Lubricant and method of producing same - Google Patents
Lubricant and method of producing same Download PDFInfo
- Publication number
- US2430842A US2430842A US687534A US68753446A US2430842A US 2430842 A US2430842 A US 2430842A US 687534 A US687534 A US 687534A US 68753446 A US68753446 A US 68753446A US 2430842 A US2430842 A US 2430842A
- Authority
- US
- United States
- Prior art keywords
- lubricant
- acid
- reactants
- mixture
- soap
- 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 description 19
- 238000000034 method Methods 0.000 title description 7
- 239000000344 soap Substances 0.000 description 18
- 239000000376 reactant Substances 0.000 description 16
- 239000000203 mixture Substances 0.000 description 14
- 239000002253 acid Substances 0.000 description 13
- 238000010438 heat treatment Methods 0.000 description 13
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 12
- 125000004432 carbon atom Chemical group C* 0.000 description 12
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 11
- 229910052782 aluminium Inorganic materials 0.000 description 11
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 9
- 238000006482 condensation reaction Methods 0.000 description 9
- 238000009833 condensation Methods 0.000 description 8
- 230000005494 condensation Effects 0.000 description 8
- 239000012530 fluid Substances 0.000 description 8
- 230000000977 initiatory effect Effects 0.000 description 8
- 239000012262 resinous product Substances 0.000 description 7
- 235000014113 dietary fatty acids Nutrition 0.000 description 6
- 229930195729 fatty acid Natural products 0.000 description 6
- 239000000194 fatty acid Substances 0.000 description 6
- 150000004665 fatty acids Chemical class 0.000 description 6
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 6
- 238000006116 polymerization reaction Methods 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- CEGOLXSVJUTHNZ-UHFFFAOYSA-K aluminium tristearate Chemical compound [Al+3].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O CEGOLXSVJUTHNZ-UHFFFAOYSA-K 0.000 description 4
- 229940063655 aluminum stearate Drugs 0.000 description 4
- 229920001223 polyethylene glycol Polymers 0.000 description 4
- 239000004519 grease Substances 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 150000007513 acids Chemical class 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- ROBFUDYVXSDBQM-UHFFFAOYSA-N hydroxymalonic acid Chemical compound OC(=O)C(O)C(O)=O ROBFUDYVXSDBQM-UHFFFAOYSA-N 0.000 description 2
- 238000005461 lubrication Methods 0.000 description 2
- BJEPYKJPYRNKOW-UHFFFAOYSA-N malic acid Chemical compound OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 description 2
- 229920000151 polyglycol Polymers 0.000 description 2
- 239000010695 polyglycol Substances 0.000 description 2
- UWHCKJMYHZGTIT-UHFFFAOYSA-N tetraethylene glycol Chemical compound OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 2
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- 241000726103 Atta Species 0.000 description 1
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 description 1
- 239000005639 Lauric acid Substances 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 235000021314 Palmitic acid Nutrition 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 230000008014 freezing Effects 0.000 description 1
- 238000007710 freezing Methods 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 235000021313 oleic acid Nutrition 0.000 description 1
- 239000012169 petroleum derived wax Substances 0.000 description 1
- 235000019381 petroleum wax Nutrition 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000007670 refining Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000012260 resinous material Substances 0.000 description 1
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 description 1
- 229960003656 ricinoleic acid Drugs 0.000 description 1
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G63/00—Macromolecular compounds obtained by reactions forming a carboxylic ester link in the main chain of the macromolecule
- C08G63/02—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds
- C08G63/06—Polyesters derived from hydroxycarboxylic acids or from polycarboxylic acids and polyhydroxy compounds derived from hydroxycarboxylic 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
- C10M7/00—Solid or semi-solid compositions essentially based on lubricating components other than mineral lubricating oils or fatty oils and their use as lubricants; Use as lubricants of single solid or semi-solid substances
-
- 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
- C10M2205/16—Paraffin waxes; Petrolatum, e.g. slack wax
-
- 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
- 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
- C10M2209/102—Polyesters
-
- 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
- C10N2010/06—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
- C10N2050/00—Form in which the lubricant is applied to the material being lubricated
- C10N2050/08—Solids
-
- 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
-
- 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
- C10N2060/00—Chemical after-treatment of the constituents of the lubricating composition
- C10N2060/04—Oxidation, e.g. ozonisation
Definitions
- the present invention relates to lubricants and method of producing same, and relates more particularly to lubricants which are substantially insoluble in hydrocarbons and which are suitable for the lubrication 01 valves, stopcocks, ground joints, and other devices where hydrocarbon-insoluble greases are required.
- the lubricants of the" present invention are produced by condensing an aliphatic hydroxy polycarboxylic acid containing not more than 6 carbon atoms per molecule with analiphatic polyhydroxy compound such as a glycol or polyglycol, and incorporating in the reactant mixture subsequent'to the initiation of the condensation reaction, a small amount of an aluminum soap of a higher fatty acid, 1. e., from about 1% to 10% by weight of an aluminum soap of a fatty acid v containing from 12 to 18 carbon atoms per a suitable quantity of an aluminum soap is added to the mixture and the heating is continued until the soap is dissolved or uniformly dispersed and the desired extent, whereupon the entire mixture is cooled and there is obtained a lubricant of desired consistency.
- Such lubricant may vary in 2 the soap should not be added to the reaction mixture after the desired condensation has been eilected, since the additional period of heating required to incorporate the soap will cause overcondensation or over-polymerization with the resultant'formation of too viscous or even solid resins.
- the amount of aluminum soap may vary between 1% and 10% by weight of the resinous component.
- Amounts of soap greater than about 10% gives a non-uniform, grainy product unsuitable as a lubricant, therefore, it is necessary to restrict the quantity of the condensation reaction has been carried to consistency, ranging from a viscous liquidv to a tacky grease, depending upon a variety of factors such as the ratio of hydroxy polycarboxylic acid to glycol, the temperature and duration of heating, and the quantity of aluminum soap added.
- glycol will be in excess of the hydroxy polycarboxylic acid, for example, 1 to 2 moles of glycol or polyglycol to-1 mole of hydroxy polycarboxylic acid.
- the temperature for effecting condensation of the reactants may range from 150 C. to 200 0., good results being obtained at 175 C. to 185 C.
- the duration of the heating will depend upon the temperature employed and the degree of condensation required. Heating from 30 to 90 minutes usually aflfects'the" desired condensation with the production of fluid or plastic resinous materials which are esteriflcation or polymerization products of considerable molecular weight. In producing the lubricant, it
- aliphatic hydroxy polycarboxylic acids suitable for use in accordance with this invention may be exemplified by hydroxymalonic acid,
- inventions include the aluminum salts or soaps of lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, lineolic acid, ricinoleic acid,
- the degree of condensation or polymerization was tested periodically by removing a few drops of the hot mixture and allowing them to fall upon'a cold surface, thereupon observing the fluidity oi the mixture.
- Final consistency of 3 the product was determined by noting the behavior of the cold lubricant when rubbed between the fingers. The consistency could be varied, within limits, by controlling the degreeof condensation or polymerization, as well as the amount of the aluminum soap added.
- a grease, as prepared above, was found eminently suitable for the lubrication of valves, stopcocks, and ground joints, since it possessed a good consistency and a high initial resistance to flow, thereby avoiding plugging of valve or stopcock bores, and did not cause sticking or freezing" of valves, stopcocks, or ground joints when such devices were subjected to moderately high temperatures.
- a method of producing a lubricant which consists essentially in heating a mixture of 1 mol of an aliphatic hydroxy polycarboxylic acid of notmore than 6 carbon atoms with 1 to 2 mols of a glycol at 150 C. to 200 C. to condense said reactants to a fluid resinous product, and incorporating with said reactants from 1% to by weight of an aluminum soap of a higher fatty acid containing 12 to 18 carbon atoms subsequent to the initiation of the condensation reaction but prior to the completion thereof.
- a method of producing a lubricant which consists essentially in heating a mixture of 1 mol of an aliphatic hydroxy polycarboxylic acid of not more than 6 carbon atoms with 1 to 2 moles of a polygylcol at 150 C. to 200 C. to condense said reactance to a fluid resinous product, and incorporating with said reactants from 1% to 10% by weight of an aluminum soap of a higher fatty acid of from 12 to 18 carbon atoms subsequent to the initiation of the condensation reaction but prior to the completion thereof.
- a method of producing a lubricant which consists essentially in heating a mixture of 1 mol of an aliphatic hydroxy polycarboxylic acid of not more than 6 carbon atoms with 1 to 2 moles of a polyethylene glycol at 150 C. to 200 C. to condense said reactants to a fluid resinous product, and incorporating with said reactants from 1% to 10% by weight of aluminum stearate subsequent to the initiation of the condensation reaction but prior to the completion thereof.
- a method of producing a lubricant which consists essentially in heating a mixture of 1 mol of citric acid with 1.5 moles of tetraethylene glycol at 180 C. to 185 C. to condense said reactants to a fluid resinous product, and incorporating with said reactants from 1% to 10% by weightof aluminum stearate subsequent to the initiation of the condensation reaction but prior to the completion thereof.
- a lubricant produced by heating a mixture of 1 mole of an aliphatic hydroxy polycarboxylic acid of not more than 6 carbon atoms with 1 to 2 moles of a glycol at 150 C. to 200 C. to condense said reactants to a fluid resinous product, and incorporating with said reactants from 1% to 10% by weight of an aluminum soap of a fatty acid containing 12 to 18 carbon atoms subsequent to the initiation of the condensation reaction but prior to the completion thereof.
- I 7. A lubricant produced by heating a mixture of 1 mole of an aliphatic hydrow polycarboxylic acid of not more than 6 carbon atoms with 1 to 2 moles of a polyethylene glycol at 150 C. to 200 C. to condense said reactants to a fluid resinous product, and incorporating with said reactants from 1% to 10% by weight of aluminum stearate subsequent to the initiation of the condensation *reaction but prior to the completion thereof.
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Lubricants (AREA)
Description
re atta Nov. 11, 1941 2,430,842 LUBRICANT AND METHOD OF PRODUCING SAME William S. Young, Philadelphia, Pa... assignor to The Atlantic Refining Company, Philadelphia, Pa., a corporation of Pennsylvania No Drawing. Application July 31, 1946, 1 Serial No. 687,534
8 Claims. (Cl. 252-.-37).
The present invention relates to lubricants and method of producing same, and relates more particularly to lubricants which are substantially insoluble in hydrocarbons and which are suitable for the lubrication 01 valves, stopcocks, ground joints, and other devices where hydrocarbon-insoluble greases are required. A
The lubricants of the" present invention are produced by condensing an aliphatic hydroxy polycarboxylic acid containing not more than 6 carbon atoms per molecule with analiphatic polyhydroxy compound such as a glycol or polyglycol, and incorporating in the reactant mixture subsequent'to the initiation of the condensation reaction, a small amount of an aluminum soap of a higher fatty acid, 1. e., from about 1% to 10% by weight of an aluminum soap of a fatty acid v containing from 12 to 18 carbon atoms per a suitable quantity of an aluminum soap is added to the mixture and the heating is continued until the soap is dissolved or uniformly dispersed and the desired extent, whereupon the entire mixture is cooled and there is obtained a lubricant of desired consistency. Such lubricant may vary in 2 the soap should not be added to the reaction mixture after the desired condensation has been eilected, since the additional period of heating required to incorporate the soap will cause overcondensation or over-polymerization with the resultant'formation of too viscous or even solid resins. Depending upon the consistency desired in the final lubricant, the amount of aluminum soap may vary between 1% and 10% by weight of the resinous component. Amounts of soap greater than about 10% gives a non-uniform, grainy product unsuitable as a lubricant, therefore, it is necessary to restrict the quantity of the condensation reaction has been carried to consistency, ranging from a viscous liquidv to a tacky grease, depending upon a variety of factors such as the ratio of hydroxy polycarboxylic acid to glycol, the temperature and duration of heating, and the quantity of aluminum soap added. In general the; glycol will be in excess of the hydroxy polycarboxylic acid, for example, 1 to 2 moles of glycol or polyglycol to-1 mole of hydroxy polycarboxylic acid. The temperature for effecting condensation of the reactants may range from 150 C. to 200 0., good results being obtained at 175 C. to 185 C. The duration of the heating will depend upon the temperature employed and the degree of condensation required. Heating from 30 to 90 minutes usually aflfects'the" desired condensation with the production of fluid or plastic resinous materials which are esteriflcation or polymerization products of considerable molecular weight. In producing the lubricant, it
' has been found that the aluminum soap must be added after the condensation reaction has been soap to that which is uniformly compatible with the resinous component.
The aliphatic hydroxy polycarboxylic acids suitable for use in accordance with this invention may be exemplified by hydroxymalonic acid,
hydroxysuccinic acid, tartaric acid, citric acid,
invention include the aluminum salts or soaps of lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, lineolic acid, ricinoleic acid,
oxidized petroleum wax acids, and the like.
The present invention may be illustrated by the following example, which, however, is not to be construed as limiting the scope thereof.
1 mole of citric acid and 1.5 moles of tetraethylene glycol were mixed and heated at C.- C. for /2 hour, the mixture being continuously stirred during the heating. At this time, the vigorous evolution of gas which initially took place had largely subsided, and 8% by weight or aluminum stearate was slowly added, .with stirring, until the soap was dissolved. The. hot mixture was then rapidly cooled to about 100 C. and dewatered by evacuation. The product was then cooled to room temperature and was ready for use as a lubricant, such product being a tacky grease substantially insoluble in paraflinic or aromatic hydrocarbon solvents. During the condensation or polymerization of the initial reactants, the degree of condensation or polymerization was tested periodically by removing a few drops of the hot mixture and allowing them to fall upon'a cold surface, thereupon observing the fluidity oi the mixture. Final consistency of 3 the product was determined by noting the behavior of the cold lubricant when rubbed between the fingers. The consistency could be varied, within limits, by controlling the degreeof condensation or polymerization, as well as the amount of the aluminum soap added.
A grease, as prepared above, was found eminently suitable for the lubrication of valves, stopcocks, and ground joints, since it possessed a good consistency and a high initial resistance to flow, thereby avoiding plugging of valve or stopcock bores, and did not cause sticking or freezing" of valves, stopcocks, or ground joints when such devices were subjected to moderately high temperatures.
I claim:
1. A method of producing a lubricant, which consists essentially in heating a mixture of 1 mol of an aliphatic hydroxy polycarboxylic acid of notmore than 6 carbon atoms with 1 to 2 mols of a glycol at 150 C. to 200 C. to condense said reactants to a fluid resinous product, and incorporating with said reactants from 1% to by weight of an aluminum soap of a higher fatty acid containing 12 to 18 carbon atoms subsequent to the initiation of the condensation reaction but prior to the completion thereof.
2. A method of producing a lubricant, which consists essentially in heating a mixture of 1 mol of an aliphatic hydroxy polycarboxylic acid of not more than 6 carbon atoms with 1 to 2 moles of a polygylcol at 150 C. to 200 C. to condense said reactance to a fluid resinous product, and incorporating with said reactants from 1% to 10% by weight of an aluminum soap of a higher fatty acid of from 12 to 18 carbon atoms subsequent to the initiation of the condensation reaction but prior to the completion thereof.
3. A method of producing a lubricant, which consists essentially in heating a mixture of 1 mol of an aliphatic hydroxy polycarboxylic acid of not more than 6 carbon atoms with 1 to 2 moles of a polyethylene glycol at 150 C. to 200 C. to condense said reactants to a fluid resinous product, and incorporating with said reactants from 1% to 10% by weight of aluminum stearate subsequent to the initiation of the condensation reaction but prior to the completion thereof.
4. A method of producing a lubricant, which consists essentially in heating a mixture of 1 mol of citric acid with 1.5 moles of tetraethylene glycol at 180 C. to 185 C. to condense said reactants to a fluid resinous product, and incorporating with said reactants from 1% to 10% by weightof aluminum stearate subsequent to the initiation of the condensation reaction but prior to the completion thereof.
5. A lubricant produced by heating a mixture of 1 mole of an aliphatic hydroxy polycarboxylic acid of not more than 6 carbon atoms with 1 to 2 moles of a glycol at 150 C. to 200 C. to condense said reactants to a fluid resinous product, and incorporating with said reactants from 1% to 10% by weight of an aluminum soap of a fatty acid containing 12 to 18 carbon atoms subsequent to the initiation of the condensation reaction but prior to the completion thereof.
6. A lubricant produced by heating a mixture of 1 mole of an aliphatic hydroxy polycarboxylic acid of not more than 6 carbon atoms with 1 to 2 moles of a polygylcol at 150 C. to 200 C. to condense said reactants to a fluid resinous product, and incorporating with said reactants from 1% to 10% by weight of an aluminum soap of a fatty acid containing from 12 to 18 carbon atoms subsequent to the initiation of the condensation reaction but prior to the completion thereof. I 7. A lubricant produced by heating a mixture of 1 mole of an aliphatic hydrow polycarboxylic acid of not more than 6 carbon atoms with 1 to 2 moles of a polyethylene glycol at 150 C. to 200 C. to condense said reactants to a fluid resinous product, and incorporating with said reactants from 1% to 10% by weight of aluminum stearate subsequent to the initiation of the condensation *reaction but prior to the completion thereof.
RIiFERENCES CITED The following references are of record in the flle of this patent:
UNITED STATES PATENTS Number Name Date 2,394,909 Gleason Feb. 12, 1946 2,198,851 Wiezevich Apr. 30, 1940 2,152,683 Eichwald Apr. 4, 1939 2,147,647 Gleason Feb. 21, 1939
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US687534A US2430842A (en) | 1946-07-31 | 1946-07-31 | Lubricant and method of producing same |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US687534A US2430842A (en) | 1946-07-31 | 1946-07-31 | Lubricant and method of producing same |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US2430842A true US2430842A (en) | 1947-11-11 |
Family
ID=24760790
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US687534A Expired - Lifetime US2430842A (en) | 1946-07-31 | 1946-07-31 | Lubricant and method of producing same |
Country Status (1)
| Country | Link |
|---|---|
| US (1) | US2430842A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2755250A (en) * | 1955-03-28 | 1956-07-17 | Shell Dev | Extreme pressure lubricant |
| US2782166A (en) * | 1949-05-07 | 1957-02-19 | Exxon Research Engineering Co | Ester base lubricating greases |
| WO2017207234A1 (en) * | 2016-06-03 | 2017-12-07 | Croda International Plc | Lubricant composition |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2147647A (en) * | 1934-10-25 | 1939-02-21 | Standard Oil Dev Co | Lubricant |
| US2198851A (en) * | 1936-11-06 | 1940-04-30 | Standard Oil Dev Co | Compounded lubricating oil |
| US2394909A (en) * | 1942-12-31 | 1946-02-12 | Standard Oil Dev Co | Lubricating oil composition |
-
1946
- 1946-07-31 US US687534A patent/US2430842A/en not_active Expired - Lifetime
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2147647A (en) * | 1934-10-25 | 1939-02-21 | Standard Oil Dev Co | Lubricant |
| US2198851A (en) * | 1936-11-06 | 1940-04-30 | Standard Oil Dev Co | Compounded lubricating oil |
| US2394909A (en) * | 1942-12-31 | 1946-02-12 | Standard Oil Dev Co | Lubricating oil composition |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2782166A (en) * | 1949-05-07 | 1957-02-19 | Exxon Research Engineering Co | Ester base lubricating greases |
| US2755250A (en) * | 1955-03-28 | 1956-07-17 | Shell Dev | Extreme pressure lubricant |
| WO2017207234A1 (en) * | 2016-06-03 | 2017-12-07 | Croda International Plc | Lubricant composition |
| CN109196080A (en) * | 2016-06-03 | 2019-01-11 | 禾大国际股份公开有限公司 | Lubricant compositions |
| CN109196080B (en) * | 2016-06-03 | 2022-05-03 | 禾大国际股份公开有限公司 | Lubricant composition |
| US11697783B2 (en) | 2016-06-03 | 2023-07-11 | Equus Uk Topco Ltd | Lubricant composition |
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