US3926820A - Grease compositions - Google Patents
Grease compositions Download PDFInfo
- Publication number
- US3926820A US3926820A US507024A US50702474A US3926820A US 3926820 A US3926820 A US 3926820A US 507024 A US507024 A US 507024A US 50702474 A US50702474 A US 50702474A US 3926820 A US3926820 A US 3926820A
- Authority
- US
- United States
- Prior art keywords
- acid
- salt
- grease composition
- oil
- alkyl
- 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
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
- C10M115/00—Lubricating compositions characterised by the thickener being a non-macromolecular organic compound other than a carboxylic acid or salt thereof
- C10M115/10—Lubricating compositions characterised by the thickener being a non-macromolecular organic compound other than a carboxylic acid or salt thereof containing sulfur
-
- 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
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/06—Metal compounds
- C10M2201/065—Sulfides; Selenides; Tellurides
- C10M2201/066—Molybdenum sulfide
-
- 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
- C10M2201/00—Inorganic compounds or elements as ingredients in lubricant compositions
- C10M2201/10—Compounds containing silicon
- C10M2201/105—Silica
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
- C10M2205/024—Propene
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2205/00—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
- C10M2205/02—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers
- C10M2205/028—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers containing aliphatic monomers having more than four 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
- C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
-
- 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
- C10M2207/281—Esters of (cyclo)aliphatic monocarboxylic 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
- C10M2207/282—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
- C10M2207/283—Esters of polyhydroxy compounds
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/286—Esters of polymerised unsaturated acids
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/28—Esters
- C10M2207/34—Esters having a hydrocarbon substituent of thirty or more carbon atoms, e.g. substituted succinic acid derivatives
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- 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
-
- 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
- C10M2209/02—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
-
- 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
-
- 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
- C10M2211/00—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2211/02—Organic non-macromolecular compounds containing halogen as ingredients in lubricant compositions containing carbon, hydrogen and halogen 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
- C10M2213/00—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
-
- 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
- C10M2213/00—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2213/04—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions obtained from monomers containing carbon, hydrogen, halogen and oxygen
-
- 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
- C10M2213/00—Organic macromolecular compounds containing halogen as ingredients in lubricant compositions
- C10M2213/06—Perfluoro polymers
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/02—Amines, e.g. polyalkylene polyamines; Quaternary amines
- C10M2215/06—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to carbon atoms of six-membered aromatic rings
- C10M2215/064—Di- and triaryl amines
- C10M2215/065—Phenyl-Naphthyl amines
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
- C10M2215/10—Amides of carbonic or haloformic acids
- C10M2215/102—Ureas; Semicarbazides; Allophanates
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2219/00—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
- C10M2219/04—Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
- C10M2219/044—Sulfonic acids, Derivatives thereof, e.g. neutral salts
-
- 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
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
-
- 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
- C10M2223/00—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
- C10M2223/02—Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
- C10M2223/04—Phosphate esters
- C10M2223/042—Metal salts 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
- C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
- C10M2227/02—Esters of silicic 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
- C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
- C10M2227/04—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions having a silicon-to-carbon bond, e.g. organo-silanes
-
- 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
- C10M2227/00—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
- C10M2227/08—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions having metal-to-carbon bonds
- C10M2227/081—Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions having metal-to-carbon bonds with a metal carbon bond belonging to a ring, e.g. ferocene
-
- 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
- C10M2229/00—Organic macromolecular compounds containing atoms of elements not provided for in groups C10M2205/00, C10M2209/00, C10M2213/00, C10M2217/00, C10M2221/00 or C10M2225/00 as ingredients in lubricant compositions
- C10M2229/04—Siloxanes with specific structure
- C10M2229/05—Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon
- C10M2229/051—Siloxanes with specific structure containing atoms other than silicon, hydrogen, oxygen or carbon containing halogen
-
- 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
Definitions
- improved grease compositions comprising a major proportion of an oil of lubricating viscosity and a thickening amount of a salt of a C-alkyl (or alkenyl) succinimidoarylsulfonic acid having from about 14 to about carbon atoms in the alkyl or alkenyl group.
- the presence of these thickening agents results in greases which can effectively perform their function over a wide temperature range and thus represent im provement over natural thickening agents, e.g. animal or plant-derived fatty acid salts or modified clays as heretofore employed.
- a critical requirement of the above-described salts. as thickening agents. is that the C-alkyl or alkenyl succinimidoarylsulfonic acid contains from about 14 to about 30 carbon atoms in the alkyl or alkenyl group. If the alkyl or alkenyl group contains less than 14 carbon atoms. the resulting grease composition is not sufficiently stable to perform satisfactorily under conditions of application. On the other hand. if the alkyl or alkenyl group contains more than about 30 carbon atoms. the resulting thickener becomes excessively soluble in the oil and does not provide sufficient thickening power to obtain an effective grease.
- the triethylamine salt of Cn-docosenylsuccinimidohydroxybenzenesulfonic acid the sodium salt of C-n-docosenysuccinimidohydroxybenzenesulfonic acid, or the lithium salt of C-ndocosenylsuccinimidohydroxybenzenesulfonic acid.
- These salts of C-alkylsuccinimidoarylsulfonic acids may be synthesized by commercially wellknown methods. in oil solution. Many metals may be effectively employed for synthesizing the desired metal salt and particularly include alkali or alkaline earth metal salts represented by lithium. sodium. potassium. rubidium. cesium. calcium, strontium or barium.
- Oils employed in the greases of this invention can be mineral or synthetic oils of lubricating viscosity. Suitable mineral oils have a viscosity from about 45 SSU at F. to about 6.000 SSU at 100F. or a viscosity range from about 50 SSU at 2 10F. to about 25 SSU at 210F.
- Synthetic vehicles can be used instead of mineral oils. or in combination therewith.
- Typical synthetics are: polypropylene. polypropylene glycol. trimethylol propane esters. neopentyl and pentaerythritol esters. di(2- ethyl hexyl) sebacate. di(2-ethyl hexyl) adipate. dibutyl phthalate. polyethylene glycol di(2-ethyl) hexoate).
- siloxanes and silicones (polysiloxanes) fluorosilicones.
- alkyl-substituted diphenyl ethers typified by a butyl-substituted bis-(pphenoxy phenyl) ether. and phenoxy phenyl ethers.
- hydrocarbon oils include synthetic hydrocarbon polymers having improved viscosity indices. which polymers are prepared by polymerizing an olefin. or mixture of olefins. having from 5 to 18 carbon atoms per molecule in the presence of an aliphatic halide and a Ziegler-type catalyst.
- compositions contemplated herein can also contain other characterizing materials.
- antioxidants such as phenyl alphanaphthylamine (PAN). corrosion inhibitors. extreme pressure agents. viscosity index agents. and fillers can be used.
- PAN phenyl alphanaphthylamine
- corrosion inhibitors extreme pressure agents. viscosity index agents. and fillers can be used.
- colloidal silica. and molybdenum disulfide Such characterizing materials do not detract from the lubricating value of the compositions of this invention. nor do they detract from the beneficial character of the polymers; rather. the characterizing materials serve to impart their customary properties to the particular compositions in which they are incorporated.
- the greases of this invention can be prepared in accordance with conventional grease manufacturing procedures. as by any mixing technique wherein solid particles are wetted by a fluid.
- an essential characteristic of the above-described salts of the present invention is that these grease thickening agents have relatively short alkyl chains (viz. from about 14 to about 30 carbon atoms) attached to the alpha carbon atom of the succinimide.
- the sulfonic acid portion of the molecule may be monoor polysulfonic. and may contain one or more rings either condensed or simmply attached linearly. and/or may be otherwise substituted (for example with OI-I. CL and the like).
- novel greases of the present invention may be prepared in accordance with conventional grease manufacturing procedures. or by any mixing technique in which solid particles are wet ted by a fluid.
- the manufacture of typical representative greases. in accordance with the invention. is illustrated by the procedures of the following examples.
- Example 2 Sodium-lithium salt thickened grease About 0.17 mole (about 487 g. of the imide-oil solution) of the product from the above described reaction was placed in a small, open, externally-heated reactor which was stirred by counter-rotating blades to insure good mixing. About 0.35 mole (14.8 g.) of Li- OHH O and about 150 ml. of water was added.
- the stirring mixture was heated slowly to about 360F.. then allowed to cool slowly to room temperature (while stirring).
- the product was homogenized by milling twice in a 3-roll mill.
- the ASTM /2 scale penetration (worked 60 strokes) of the product at room temperature was 67.
- 150 g. of the aforementioned neutral oil was added to the product in the previously described reactor.
- the mixture was stirred and heated slowly to about 380F. then stirred while cooling to room temperature.
- the product was homogenized by 2 passes through a Tri-Homo" mill.
- the ASTM /2 scale penetration of this product was 138. (worked 60 strokes). After working 10.000 strokes in a motormatic worker (Arinch holes). the ASTM /2 scale penetration was 149.
- the thickener produced in accordance with the above-described procedure comprised the sodiumlithium salt of C-n-octadecylsuccinimidonaphthalenedisulfonic acid.
- Example 3 A ditriethylamine salt of 2-aminol-phenol4-sulfonic acid was reacted with C-no ctadecylsuccinic anhydride in the aforementioned neutral oil in the manner described in Example 1 above. This imide was then reacted with 1.1 mole Ca(OH) per mole, in the presence of water as described in the reaction of the imide in Example 2 with LiOHH- O.
- the ASTM /2 scale penetration (worked 60 strokes) of the initial product was 93; after the further oil addition the value was 188.
- the product produced in accordance with the abovedescribed procedure comprised the sodium-calcium salt of C-n-octadecylsuccinimidohydroxybenzenesulfonic acid.
- Example 4 Preparation of the lmide About .54 mole (about 210 g) of the triethylamine salt of 2-amino-1-phenol4-sulfonic acid and about 0.55 mole (about 223 g) of C-n-docosenylsuccinic anhydride and about 1300 g (sufficient to make 25% solution) of 500 SSU solvent refined naphthenic neutral oil were mixed in an appropriate reactor under nitrogen. The mixture was stirred and heated at about 150C for l5-20 hours. At this time, the infra-red spectrum showed a strong absorption for imide carbonyl group.
- Example 5 Calcium Salt-thickened Grease About 0. l 6 mole (about 500 g of 25% imide-oil solution) of the product from the above-described reaction was placed in a small, open, externally-heated reactor 4 which was stirred by counter-rotating blades to insure good mixing. About 0.19 mole (15 g of 93%) of Ca- (OH) and about 25 ml of water were added.
- the stirring mixture was heated to 350F. then allowed to cool to room temperature.
- the product was homogenized by milling twice in a Tri-l-lomo mill. After cooling to room temperature the ASTM /2 scale penetration (worked 60 strokes) of the product was 89. About 285 g. of above described neutraloil was added to the product in the previousy-described reactor.
- the mixture was stirred and heated to 350F., then cooled to room temperature. After milling twice in a Tri- Homo" mill, the ASTM A: scale penetration of the producct (worked 60 strokes) was 1 14.
- the thickener produced in accordance with the above-described procedure comprised the calcium salt of C-n-docosenylsuccinimidohydroxybenzenesulfonic acid.
- Example 6 Sodium Salt-thickened Grease About 0.16 mole (about 500 g of 25% imideoil solution) of the product of Example 4 above, was placed in the reactor described in Example 5. About 0.352 mole 14.4 g of 98%) NaOH and 25 ml of water were added. The stirring mixture was heated to 350F. then cooled to room temperature and milled twice in a Tri-Homo mill. After cooling to room temperature the ASTM /2 scale penetration (worked 60 strokes) of the product was 160.
- the thickener produced in accordance with the above-described procedure comprised the sodium salt of C-n-docosenylsuccinimidohydroxybenzenesulfonic acid.
- Example 7 Lithium Salt-thickened Grease I About 0.16 mole (about 500 g of 25% imide-oil solution) of the product from Example 4 above, was placed in the reactor described in Example 5. About 0.352 mole (14.9 g) LiOl-l and 25 ml of water were added. The stirring mixture was heated to 350F, then cooled to room temperature and milled twice in a Tri-Homo mill. After cooling to room temperature the ASTM /2 scale penetration was 100.
- the thickener produced in accordance with the above-described procedure comprised the lithium salt of C-n-docosenysuccinimidohydroxybenzenesulfonic acid.
- Example 8 Preparation of the Imide Above 0.54 mole (about 230 g) of the triethylamine salt of 7-amino- 1 3-naphthalene disulfonic acid. monosodium salt and about 0.55 mole (about 231 g) of a C-polybutenylsuccinic anhydride (mole wt. 420) and about 1380 g (sufficient to make about 25% solution) of the neutral oil of Example 1 were mixed in an appropriate reactor under nitrogen. The mixture was stirred and heated at about l50180C for 15-20 hours then allowed to cool to room temperature.
- Example 9 Calcium Salt-thickened Grease About 0.15 mole (about 500 g of 25% imide-oil dispersion) of the product from the above reaction (Example 8) wasplaced in the reactor. About 0.083 mole of Ca( OH) (6.64 g of 93%) and 5 ml of water were added. The stirring mixture was heated at 200F for about /2 hour, then to 350F. The mixture was cooled to room temperature. The ASTM /2 scale penetration (worked 60 strokes) was 159.
- the thickener produced in accordance with the above-described procedure comprised the calcium sodium salt of C- polybutenylsuccinimidonaphthalenedisulfonic acid.
- Example Preparation of the Imide About 0.54 mole (230 g) of the triethylamine salt of 7-amino-l, 3-napthalene disulfonic acid monosodium salt and about 0.55 mole (223 g) of n-docosenylsuccinic anhydride and about 1360 g of the neutral oil of Example 1 were mixed in an appropriate reactor under nitrogen. The mixture was stirred and heated at about 150C for to hours. The infra-red spectrum of the cooled reaction mixture showed a strong absorption for an imide carbonyl group.
- the thickener produced in accordance with the above-described procedure comprised the triethylamine-sodium salt of C-n-docosenylsuccinimidonapthalenedisulfide acid.
- Example 1 Lithium Salt-thickened Grease About 0.15 mole of the above product (Example 10) (500 g of imide-oil solution) was placed in the reactor. About 0.15 mole (6.5 g) of LiOI-LH O and about 10 ml of water were added. The stirring mixture was heated to 210F 110 for about 20 minutes there to 365F. The cooled mixture was milled once through a Tri-l-lomo mill. The ASTM /2 scale penetration (worked 60 times) was 110.
- Example 12 Calcium Salt-thickened Grease About 0.15 moles (about 500 g of 25% imide-oil solution) of the product from the above reaction (Example 10) above was placed in the reactor described in Example 5. About 0.076 mole (6.1 g of 93%) Ca(OI-l) and about 10 ml of water were added.
- the stirring mixture was heated to 420F, cooled and then milled twice through a Tri-Homo mill. After cooling to room temperature, the /2 scale ASTM penetration (worked 60 strokes) was 101.
- the thickener produced in accordance with above example comprises the calcium-sodium salt of C-n-docosenylsuccinimidonapthalenedisulfonic acid.
- Example 13 Amine-Sodium-lmide; one-step preparation About 1360 g of the above-described neutral oil was placed in an appropriate reactor under nitrogen. To this was added a mixture of 0.538 mole 189 g based on titration of acid groups) of 7Amino-l, 3-naphthalenedisulfonic acid, monosodium salt, 250 ml water and 80 ml of triethylamine. The stirred mixture was heated slowly to about 150 to 160C to remove the water and excess triethylamine. The mixture was cooled slightly. About 0.55 mole (about 223 g) of ndocosenylsuccinic anhydride was added. The mixture was stirred and heated at about 150C for about 15 to 20 hours. The mixture was cooled to room temperature. The infrared spectrum of the product showed a strong absorption for imide carbonyl group.
- the thickener produced in accordance with the abovedescribed procedure comprised the triethylamine sodium salt of Cn'docosenylsuccinimidonaphthalenedisulfonic acid.
- a grease composition comprising a major proportion of an oil of lubricating viscosity and a thickening amount of a salt of a C-alkyl or alkenyl succinimidoarylsulfonic acid having from about 14 to about 30 carbon atoms in the alkyl or alkenyl group.
- a grease composition as defined in claim 1 wherein said acid is a C-alkyl or alkenyl succinimido benzenesulfonic acid.
- a grease composition as defined in claim 1 wherein said acid is a C-alkyl or alkenyl succinimidonaphthalenesulfonic acid.
- a grease composition as defined in claim 1 wherein said salt is the sodium-lithium salt of C-noctadecylsuccinimidonaphthalenedisulfonic acid.
- a grease composition as defined in claim 1 wherein said salt is the sodium-calcium salt of C-noctadecylsuccinimidohydroxybenzenesulfonic acid.
- a grease composition as defined in claim 1 wherein said salt is the triethylamine-sodium salt of C-n-docosenylsuccinimidonaphthalenesulfonic acid.
- a grease composition as defined in claim 1 wherein said salt is the sodium salt of C-n-docosenylsuccinimidohydroxybenzenesulfonic acid.
- a grease composition as defined in claim 1 wherein said salt is the lithium salt of C-n-docosenylsuccinimidohydroxybenzenesulfonic 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)
Abstract
Grease compositions are provided comprising a major proportion of an oil of lubricating viscosity and a thickening amount of a salt of a C-alkyl or alkenyl succinimidoarylsulfonic acid having from about 14 to about 30 carbon atoms in the alkyl or alkenyl group.
Description
United States Patent Dickert, Jr. et al.
[ Dec. 16, 1975 1 GREASE COMPOSITIONS [75] Inventors: Joseph .1. Dickert, Jr., Lower Makefield Township, Pa.; El-Ahmadi I. Heiba, Princeton, NJ.
[73] Assignee: Mobil Oil Corporation, New York,
[22] Filed: Sept. 23, 1974 [21] Appl. No.2 507,024
[52] US. Cl. 252/33 [51] Int. Cl. ClOM I/40; ClOM 3/34; ClOM 5/22; ClOM 7/38 [58] Field of Search 252/33 [56] References Cited UNITED STATES PATENTS 3,189,544 6/1965 Ratner et a1. 252/33 3,219,666 11/1965 Norman et a1... 252/515 A 3,401.117 9/1968 Schiff 252/33 3,725,434 4/1973 SCOtchford et a1. 1. 252/475 Primary Examiner-Delbeit E. Gantz Assistant Examiner1 Vaughn Attorney, Agent, or Firm-Char1es A. Huggett; Raymond W. Barclay; Benjamin 1. Kaufman [5 7 ABSTRACT 12 Claims, No Drawings GREASE COMPOSITIONS BACKGROUND OF THE INVENTION 1. Field of the Invention This invention relates to grease compositions and relates more particularly to grease compositions containing. as thickening agents salts of C-alkyl or alkenyl succinimdoaryl-sulfonic acids.
2. Description of the Prior Art The prior art has heretofore provided grease formulations containing various types of thickening agents. particularly greases thickened with animal or plantderived fatty acid salts or with modified clays. It is found. however. that reliance on natural products is not always expedient and also that such thickening agents often fail to provide the complete range of thickening desired in commercial greases where the grease must undergo widely varying temperature changes during the course of operating conditions.
SUMMARY OF THE INVENTION In accordance with the present invention. there are provided improved grease compositions comprising a major proportion of an oil of lubricating viscosity and a thickening amount of a salt of a C-alkyl (or alkenyl) succinimidoarylsulfonic acid having from about 14 to about carbon atoms in the alkyl or alkenyl group. The presence of these thickening agents results in greases which can effectively perform their function over a wide temperature range and thus represent im provement over natural thickening agents, e.g. animal or plant-derived fatty acid salts or modified clays as heretofore employed.
A critical requirement of the above-described salts. as thickening agents. is that the C-alkyl or alkenyl succinimidoarylsulfonic acid contains from about 14 to about 30 carbon atoms in the alkyl or alkenyl group. If the alkyl or alkenyl group contains less than 14 carbon atoms. the resulting grease composition is not sufficiently stable to perform satisfactorily under conditions of application. On the other hand. if the alkyl or alkenyl group contains more than about 30 carbon atoms. the resulting thickener becomes excessively soluble in the oil and does not provide sufficient thickening power to obtain an effective grease.
Within the aforementioned limitations. various salts of C-alkyl or alkenyl succinimidoarylsulfonic acids, containing from about 14 to about 30 carbon atoms in the alkyl or alkenyl group may be effectively employed as thickening agents. Thus the salts may include salts of C-alkyl or alkenyl succinimidobenzenesulfonic acids or C-alkyl or alkenyl succinimidonaphthalenesulfonic acids. the sodium-lithium salt of C-n-octadecylsuccinimidonaphthalenedisulfonic acids. the sodium-cal cium salt of C-noctadecylsuccinimidohydroxybenzensulfonic acid. the triethylamine salt of Cn-docosenylsuccinimidohydroxybenzenesulfonic acid. the sodium salt of C-n-docosenysuccinimidohydroxybenzenesulfonic acid, or the lithium salt of C-ndocosenylsuccinimidohydroxybenzenesulfonic acid.
These salts of C-alkylsuccinimidoarylsulfonic acids may be synthesized by commercially wellknown methods. in oil solution. Many metals may be effectively employed for synthesizing the desired metal salt and particularly include alkali or alkaline earth metal salts represented by lithium. sodium. potassium. rubidium. cesium. calcium, strontium or barium.
Oils employed in the greases of this invention can be mineral or synthetic oils of lubricating viscosity. Suitable mineral oils have a viscosity from about 45 SSU at F. to about 6.000 SSU at 100F. or a viscosity range from about 50 SSU at 2 10F. to about 25 SSU at 210F.
Synthetic vehicles can be used instead of mineral oils. or in combination therewith. Typical synthetics are: polypropylene. polypropylene glycol. trimethylol propane esters. neopentyl and pentaerythritol esters. di(2- ethyl hexyl) sebacate. di(2-ethyl hexyl) adipate. dibutyl phthalate. polyethylene glycol di(2-ethyl) hexoate). fluorocarbons perfluoroalkyl-polyethers. silicate esters. silanes. esters of phosphorus-containing acids. liquid ureas. ferrocene derivatives. hydrogenated mineral oils. chain type polyphenyl ethers. siloxanes. and silicones (polysiloxanes) fluorosilicones. alkyl-substituted diphenyl ethers typified by a butyl-substituted bis-(pphenoxy phenyl) ether. and phenoxy phenyl ethers.
Other hydrocarbon oils include synthetic hydrocarbon polymers having improved viscosity indices. which polymers are prepared by polymerizing an olefin. or mixture of olefins. having from 5 to 18 carbon atoms per molecule in the presence of an aliphatic halide and a Ziegler-type catalyst.
It is to be understood. however. that the compositions contemplated herein can also contain other characterizing materials. For example. antioxidants such as phenyl alphanaphthylamine (PAN). corrosion inhibitors. extreme pressure agents. viscosity index agents. and fillers can be used. Among such materials are colloidal silica. and molybdenum disulfide. Such characterizing materials do not detract from the lubricating value of the compositions of this invention. nor do they detract from the beneficial character of the polymers; rather. the characterizing materials serve to impart their customary properties to the particular compositions in which they are incorporated.
The greases of this invention can be prepared in accordance with conventional grease manufacturing procedures. as by any mixing technique wherein solid particles are wetted by a fluid.
An essential characteristic of the above-described salts of the present invention is that these grease thickening agents have relatively short alkyl chains (viz. from about 14 to about 30 carbon atoms) attached to the alpha carbon atom of the succinimide. The sulfonic acid portion of the molecule may be monoor polysulfonic. and may contain one or more rings either condensed or simmply attached linearly. and/or may be otherwise substituted (for example with OI-I. CL and the like).
The novel greases of the present invention. as hereinbefore indicated. may be prepared in accordance with conventional grease manufacturing procedures. or by any mixing technique in which solid particles are wet ted by a fluid. The manufacture of typical representative greases. in accordance with the invention. is illustrated by the procedures of the following examples.
DESCRIPTION OF SPECIFIC EMBODIMENTS Example 1 Preparation of the Imide About 0.3l mole (about g.) of the triethylaminesodium salt of 7-amino-l. 3-naphthalene disulfonic acid. about 0.33 mole (about 1 l8 g.) of C-n-octadecylsuccinic anhydride and about 727 g. (sufficient to make about a 25% solution) of500 SSU solvent refined naphthenic neutral oil were mixed in an appropriate reactor under nitrogen. The mixture was stirred and heated at about 160C for -20 hours; at this time the infra-red spectrum showed a strong absorption for imide carbonyl group. The cooled product was mixed vigorously to insure homogeneity.
Example 2 Sodium-lithium salt thickened grease About 0.17 mole (about 487 g. of the imide-oil solution) of the product from the above described reaction was placed in a small, open, externally-heated reactor which was stirred by counter-rotating blades to insure good mixing. About 0.35 mole (14.8 g.) of Li- OHH O and about 150 ml. of water was added.
The stirring mixture was heated slowly to about 360F.. then allowed to cool slowly to room temperature (while stirring). The product was homogenized by milling twice in a 3-roll mill. The ASTM /2 scale penetration (worked 60 strokes) of the product at room temperature was 67. 150 g. of the aforementioned neutral oil was added to the product in the previously described reactor. The mixture was stirred and heated slowly to about 380F. then stirred while cooling to room temperature. The product was homogenized by 2 passes through a Tri-Homo" mill. The ASTM /2 scale penetration of this product was 138. (worked 60 strokes). After working 10.000 strokes in a motormatic worker (Arinch holes). the ASTM /2 scale penetration was 149. The thickener produced in accordance with the above-described procedure comprised the sodiumlithium salt of C-n-octadecylsuccinimidonaphthalenedisulfonic acid.
Example 3 A ditriethylamine salt of 2-aminol-phenol4-sulfonic acid was reacted with C-no ctadecylsuccinic anhydride in the aforementioned neutral oil in the manner described in Example 1 above. This imide was then reacted with 1.1 mole Ca(OH) per mole, in the presence of water as described in the reaction of the imide in Example 2 with LiOHH- O. The ASTM /2 scale penetration (worked 60 strokes) of the initial product was 93; after the further oil addition the value was 188. The product produced in accordance with the abovedescribed procedure comprised the sodium-calcium salt of C-n-octadecylsuccinimidohydroxybenzenesulfonic acid.
Example 4 Preparation of the lmide About .54 mole (about 210 g) of the triethylamine salt of 2-amino-1-phenol4-sulfonic acid and about 0.55 mole (about 223 g) of C-n-docosenylsuccinic anhydride and about 1300 g (sufficient to make 25% solution) of 500 SSU solvent refined naphthenic neutral oil were mixed in an appropriate reactor under nitrogen. The mixture was stirred and heated at about 150C for l5-20 hours. At this time, the infra-red spectrum showed a strong absorption for imide carbonyl group.
Example 5 Calcium Salt-thickened Grease About 0. l 6 mole (about 500 g of 25% imide-oil solution) of the product from the above-described reaction was placed in a small, open, externally-heated reactor 4 which was stirred by counter-rotating blades to insure good mixing. About 0.19 mole (15 g of 93%) of Ca- (OH) and about 25 ml of water were added.
The stirring mixture was heated to 350F. then allowed to cool to room temperature. The product was homogenized by milling twice in a Tri-l-lomo mill. After cooling to room temperature the ASTM /2 scale penetration (worked 60 strokes) of the product was 89. About 285 g. of above described neutraloil was added to the product in the previousy-described reactor. The mixture was stirred and heated to 350F., then cooled to room temperature. After milling twice in a Tri- Homo" mill, the ASTM A: scale penetration of the producct (worked 60 strokes) was 1 14. The thickener produced in accordance with the above-described procedure comprised the calcium salt of C-n-docosenylsuccinimidohydroxybenzenesulfonic acid.
Example 6 Sodium Salt-thickened Grease About 0.16 mole (about 500 g of 25% imideoil solution) of the product of Example 4 above, was placed in the reactor described in Example 5. About 0.352 mole 14.4 g of 98%) NaOH and 25 ml of water were added. The stirring mixture was heated to 350F. then cooled to room temperature and milled twice in a Tri-Homo mill. After cooling to room temperature the ASTM /2 scale penetration (worked 60 strokes) of the product was 160. The thickener produced in accordance with the above-described procedure comprised the sodium salt of C-n-docosenylsuccinimidohydroxybenzenesulfonic acid.
Example 7 Lithium Salt-thickened Grease I About 0.16 mole (about 500 g of 25% imide-oil solution) of the product from Example 4 above, was placed in the reactor described in Example 5. About 0.352 mole (14.9 g) LiOl-l and 25 ml of water were added. The stirring mixture was heated to 350F, then cooled to room temperature and milled twice in a Tri-Homo mill. After cooling to room temperature the ASTM /2 scale penetration was 100. The thickener produced in accordance with the above-described procedure comprised the lithium salt of C-n-docosenysuccinimidohydroxybenzenesulfonic acid.
Example 8 Preparation of the Imide Above 0.54 mole (about 230 g) of the triethylamine salt of 7-amino- 1 3-naphthalene disulfonic acid. monosodium salt and about 0.55 mole (about 231 g) of a C-polybutenylsuccinic anhydride (mole wt. 420) and about 1380 g (sufficient to make about 25% solution) of the neutral oil of Example 1 were mixed in an appropriate reactor under nitrogen. The mixture was stirred and heated at about l50180C for 15-20 hours then allowed to cool to room temperature.
Example 9 Calcium Salt-thickened Grease About 0.15 mole (about 500 g of 25% imide-oil dispersion) of the product from the above reaction (Example 8) wasplaced in the reactor. About 0.083 mole of Ca( OH) (6.64 g of 93%) and 5 ml of water were added. The stirring mixture was heated at 200F for about /2 hour, then to 350F. The mixture was cooled to room temperature. The ASTM /2 scale penetration (worked 60 strokes) was 159. The thickener produced in accordance with the above-described procedure comprised the calcium sodium salt of C- polybutenylsuccinimidonaphthalenedisulfonic acid.
Example Preparation of the Imide About 0.54 mole (230 g) of the triethylamine salt of 7-amino-l, 3-napthalene disulfonic acid monosodium salt and about 0.55 mole (223 g) of n-docosenylsuccinic anhydride and about 1360 g of the neutral oil of Example 1 were mixed in an appropriate reactor under nitrogen. The mixture was stirred and heated at about 150C for to hours. The infra-red spectrum of the cooled reaction mixture showed a strong absorption for an imide carbonyl group. The thickener produced in accordance with the above-described procedure comprised the triethylamine-sodium salt of C-n-docosenylsuccinimidonapthalenedisulfide acid.
Example 1 1 Lithium Salt-thickened Grease About 0.15 mole of the above product (Example 10) (500 g of imide-oil solution) was placed in the reactor. About 0.15 mole (6.5 g) of LiOI-LH O and about 10 ml of water were added. The stirring mixture was heated to 210F 110 for about 20 minutes there to 365F. The cooled mixture was milled once through a Tri-l-lomo mill. The ASTM /2 scale penetration (worked 60 times) was 110.
Example 12 Calcium Salt-thickened Grease About 0.15 moles (about 500 g of 25% imide-oil solution) of the product from the above reaction (Example 10) above was placed in the reactor described in Example 5. About 0.076 mole (6.1 g of 93%) Ca(OI-l) and about 10 ml of water were added.
The stirring mixture was heated to 420F, cooled and then milled twice through a Tri-Homo mill. After cooling to room temperature, the /2 scale ASTM penetration (worked 60 strokes) was 101. The thickener produced in accordance with above example comprises the calcium-sodium salt of C-n-docosenylsuccinimidonapthalenedisulfonic acid.
Example 13 Amine-Sodium-lmide; one-step preparation About 1360 g of the above-described neutral oil was placed in an appropriate reactor under nitrogen. To this was added a mixture of 0.538 mole 189 g based on titration of acid groups) of 7Amino-l, 3-naphthalenedisulfonic acid, monosodium salt, 250 ml water and 80 ml of triethylamine. The stirred mixture was heated slowly to about 150 to 160C to remove the water and excess triethylamine. The mixture was cooled slightly. About 0.55 mole (about 223 g) of ndocosenylsuccinic anhydride was added. The mixture was stirred and heated at about 150C for about 15 to 20 hours. The mixture was cooled to room temperature. The infrared spectrum of the product showed a strong absorption for imide carbonyl group.
A sample of this product was milled twice in a 3-roll mill. The ASTM /2 scale penetration was 113. The thickener produced in accordance with the abovedescribed procedure comprised the triethylamine sodium salt of Cn'docosenylsuccinimidonaphthalenedisulfonic acid.
The above results illustrate the improved properties realized from grease compositions containing the above-described salts as thickening agents. While the invention has been described with reference to preferred compositions and components therefor. it will be understood, by those skilled in the art. that departures from the preferred embodiments can be effectively made and are within the scope of the preceding specification.
We claim:
I. A grease composition comprising a major proportion of an oil of lubricating viscosity and a thickening amount of a salt of a C-alkyl or alkenyl succinimidoarylsulfonic acid having from about 14 to about 30 carbon atoms in the alkyl or alkenyl group.
2. A grease composition as defined in claim 1 wherein said acid is a C-alkyl or alkenyl succinimido benzenesulfonic acid.
3. A grease composition as defined in claim 1 wherein said acid is a C-alkyl or alkenyl succinimidonaphthalenesulfonic acid.
4. A grease composition as defined in claim 1 wherein said salt is the sodium-lithium salt of C-noctadecylsuccinimidonaphthalenedisulfonic acid.
5. A grease composition as defined in claim 1 wherein said salt is the sodium-calcium salt of C-noctadecylsuccinimidohydroxybenzenesulfonic acid.
6. A grease composition as defined in claim 1 wherein said salt is the triethylamine-sodium salt of C-n-docosenylsuccinimidonaphthalenesulfonic acid.
7. A grease composition as defined in claim 1 wherein said salt is the sodium salt of C-n-docosenylsuccinimidohydroxybenzenesulfonic acid.
8. A grease composition as defined in claim 1 wherein said salt is the lithium salt of C-n-docosenylsuccinimidohydroxybenzenesulfonic acid.
9. A grease composition as defined in claim 1 wherein the oil lubricating viscosity is a mineral lubricating oil.
10. A grease composition as defined in claim 1 wherein the oil of lubricating viscosity is a synthetic lubricating oil.
11. A grease composition as defined in claim 1 wherein the oil of lubricating viscosity has a viscosity range from about 45 SSU at F. to about 6,000 SSU at 100F.
12. A grease composition as defined in claim 1 wherein the oil of lubricating viscosity has a viscosity range from about 50 SSU at 210F. to about 250 SSU at 210F.
Claims (12)
1. A GREASE COMPOSITION COMPRISING A KAJOR PROPORTION OF AN OIL OF LUBRICATING VISCOSITY AND A THICKENING AMOUNT OF A SALT OF A C-ALKYL OR ALKENYL SUCCINIMIDOARYLSULFONIC ACID HAVING FROM ABOUT 14 TO ABOUT 30 CARBON ATOMS IN THE ALKYL OR ALKENYL GROUP.
2. A grease composition as defined in claim 1 wherein said acid is a C-alkyl or alkenyl succinimidobenzenesulfonic acid.
3. A grease composition as defined in claim 1 wherein said acid is a C-alkyl or alkenyl succinimidonaphthalenesulfonic acid.
4. A grease composition as defined in claim 1 wherein said salt is the sodium-lithium salt of C-n-octadecylsuccinimidonaphthalenedisulfonic acid.
5. A grease composition as defined in claim 1 wherein said salt is the sodium-calcium salt of C-n-octadecylsuccinimidohydroxybenzenesulfonic acid.
6. A grease composition as defined in claim 1 wherein said salt is the triethylamine-sodium salt of C-n-docosenylsuccinimidonaphthalenesulfonic acid.
7. A grease composition as defined in claim 1 wherein said salt is the sodium salt of C-n-docosenylsuccinimidohydroxybenzenesulfonic acid.
8. A grease composition as defined in claim 1 wherein said salt is the lithium salt of C-n-docosenylsuccinimidohydroxybenzenesulfonic acid.
9. A grease composition as defined in claim 1 wherein the oil lubricating viscosity is a mineral lubricating oil.
10. A grease composition as defined in claim 1 wherein the oil of lubricating viscosity is a synthetic lubricating oil.
11. A grease composition as defined in claim 1 wherein the oil of lubricating viscosity has a viscosity range from about 45 SSU at 100*F. to about 6,000 SSU at 100F.
12. A grease composition as defined in claim 1 wherein the oil of lubricating viscosity has a viscosity range from about 50 SSU at 210*F. to about 250 SSU at 210*F.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US507024A US3926820A (en) | 1974-09-23 | 1974-09-23 | Grease compositions |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US507024A US3926820A (en) | 1974-09-23 | 1974-09-23 | Grease compositions |
Publications (1)
Publication Number | Publication Date |
---|---|
US3926820A true US3926820A (en) | 1975-12-16 |
Family
ID=24016973
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US507024A Expired - Lifetime US3926820A (en) | 1974-09-23 | 1974-09-23 | Grease compositions |
Country Status (1)
Country | Link |
---|---|
US (1) | US3926820A (en) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4053425A (en) * | 1973-08-24 | 1977-10-11 | Mobil Oil Corporation | Succinimides of amino aromatic sulfonic acid salts |
US4177192A (en) * | 1973-08-24 | 1979-12-04 | Mobil Oil Corporation | Succinimides of amino aromatic sulfonic acid salts |
WO1986002942A1 (en) * | 1984-11-07 | 1986-05-22 | The Lubrizol Corporation | Aqueous systems containing amino sulfonic acid derivatives of carboxylic acids |
US5656582A (en) * | 1993-11-11 | 1997-08-12 | Nsk Limited | Rust preventive lubricating oil |
Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3189544A (en) * | 1962-12-19 | 1965-06-15 | Shell Oil Co | Non-ash-containing lubricating oil composition |
US3219666A (en) * | 1959-03-30 | 1965-11-23 | Derivatives of succinic acids and nitrogen compounds | |
US3401117A (en) * | 1966-11-03 | 1968-09-10 | Phillips Petroleum Co | Reaction products of metal petroleum sulfonate, maleic anhydride and an amine as lubricant additives |
US3725434A (en) * | 1965-01-08 | 1973-04-03 | Castrol Ltd | Reaction products of a polyalkylene amine sulfonic acid and an alkenyl succinic acid or anhydride |
-
1974
- 1974-09-23 US US507024A patent/US3926820A/en not_active Expired - Lifetime
Patent Citations (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3219666A (en) * | 1959-03-30 | 1965-11-23 | Derivatives of succinic acids and nitrogen compounds | |
US3189544A (en) * | 1962-12-19 | 1965-06-15 | Shell Oil Co | Non-ash-containing lubricating oil composition |
US3725434A (en) * | 1965-01-08 | 1973-04-03 | Castrol Ltd | Reaction products of a polyalkylene amine sulfonic acid and an alkenyl succinic acid or anhydride |
US3401117A (en) * | 1966-11-03 | 1968-09-10 | Phillips Petroleum Co | Reaction products of metal petroleum sulfonate, maleic anhydride and an amine as lubricant additives |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4053425A (en) * | 1973-08-24 | 1977-10-11 | Mobil Oil Corporation | Succinimides of amino aromatic sulfonic acid salts |
US4177192A (en) * | 1973-08-24 | 1979-12-04 | Mobil Oil Corporation | Succinimides of amino aromatic sulfonic acid salts |
WO1986002942A1 (en) * | 1984-11-07 | 1986-05-22 | The Lubrizol Corporation | Aqueous systems containing amino sulfonic acid derivatives of carboxylic acids |
US4618450A (en) * | 1984-11-07 | 1986-10-21 | The Lubrizol Corporation | Aqueous systems containing amino sulfonic acid derivatives of carboxylic acids |
US5656582A (en) * | 1993-11-11 | 1997-08-12 | Nsk Limited | Rust preventive lubricating oil |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US3471404A (en) | Lubricating compositions containing polysulfurized olefin | |
US3697499A (en) | Polysulfurized olefins | |
US4107058A (en) | Pressure grease composition | |
US2967151A (en) | Utilization of phosphoric acid in the preparation of greases | |
US3174931A (en) | Grease compositions | |
US3878117A (en) | Novel benzothiazyl disulfides, their preparation and use as lubricant additives | |
US2964475A (en) | Lubricants containing metal carboxylate and metal phosphate | |
US3926820A (en) | Grease compositions | |
US3248325A (en) | Lubricating composition | |
US2991244A (en) | Lubricating compositions containing phosphonic acid salts | |
US3125525A (en) | Lubricating greases containing borate | |
US2854408A (en) | Lubricating grease compositions containing aliphatic sulfonic acid soap | |
US3160657A (en) | Alkali metal-amine salt of halohydrocarbylphosphonic acid | |
JPH0128080B2 (en) | ||
US2957826A (en) | Grease composition thickened with a metal n-substituted carbamate | |
US3125524A (en) | Lubricating greases containing salts of | |
US2405482A (en) | Chemical products and process of preparing same | |
US2801974A (en) | Grease process utilizing the alkali fusion products of cyclic alcohols | |
US3125523A (en) | Lubricating greases containing salts of | |
US2226420A (en) | Extreme pressure lubricant | |
US2620301A (en) | Grease compositions | |
US2852466A (en) | Grease compositions wherein the thickener comprises a metal salt of an nu-acylaminoorganocarboxylic acid | |
US3330777A (en) | Stabilization of organic substances | |
US2720491A (en) | Extreme pressure lubricant | |
US5585335A (en) | Imide and pyrrolidone grease thickeners with terephthalate complexing agent |