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
  • C10M1/00—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants
  • C10M1/08—Liquid compositions essentially based on mineral lubricating oils or fatty oils; Their use as lubricants with additives
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F8/00—Chemical modification by after-treatment
  • C08F8/30—Introducing nitrogen atoms or nitrogen-containing groups
  • C08F8/32—Introducing nitrogen atoms or nitrogen-containing groups by reaction with amines
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F2800/00—Copolymer characterised by the proportions of the comonomers expressed
  • C08F2800/20—Copolymer characterised by the proportions of the comonomers expressed as weight or mass percentages
• • C—CHEMISTRY; METALLURGY
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  • 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
• • 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
  • C10M2207/40—Fatty vegetable or animal oils
• • 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
  • C10M2207/40—Fatty vegetable or animal oils
  • C10M2207/402—Castor oils
• • 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
  • C10M2207/40—Fatty vegetable or animal oils
  • C10M2207/404—Fatty vegetable or animal oils obtained from genetically modified species
• • 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
  • C10M2215/04—Amines, e.g. polyalkylene polyamines; Quaternary amines having amino groups bound to acyclic or cycloaliphatic 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
  • C10M2215/00—Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant Compositions
  • C10M2215/26—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
  • C10M2217/00—Organic macromolecular compounds containing nitrogen 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
  • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
  • C10M2217/02—Macromolecular compounds obtained from nitrogen containing monomers 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
  • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
  • C10M2217/04—Macromolecular compounds from nitrogen-containing monomers 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
  • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
  • C10M2217/04—Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
  • C10M2217/042—Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds between the nitrogen-containing monomer and an aldehyde or ketone
• • 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
  • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
  • C10M2217/04—Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
  • C10M2217/043—Mannich bases
• • 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
  • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
  • C10M2217/04—Macromolecular compounds from nitrogen-containing monomers obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
  • C10M2217/046—Polyamines, i.e. macromoleculars obtained by condensation of more than eleven amine monomers
• • 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
  • C10M2217/00—Organic macromolecular compounds containing nitrogen as ingredients in lubricant compositions
  • C10M2217/06—Macromolecular compounds obtained by functionalisation op polymers with a nitrogen containing compound
• • C—CHEMISTRY; METALLURGY
  • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
  • C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
  • 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
  • C10M2219/046—Overbased sulfonic acid 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
  • C10M2223/045—Metal containing thio 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
  • 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
  • C10M2229/02—Unspecified siloxanes; Silicones
• • 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
• • 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
  • C10N2070/00—Specific manufacturing methods for lubricant compositions
  • C10N2070/02—Concentrating of additives

Definitions

• McClain ABSTRACT lecular weight of at least about 10,000 and at least 140 pendant methyl groups per 1,000 chain carbon atoms, with a formaldehyde yielding reactant and a primary or secondary amine or polyamine, said reactants being employed in the molar ratio of from about 1:222 to about 1:20:20, respectively.
• lubricating oils have a tendency to become thin at elevated temperatures while becoming thick at low temperatures, and thus it is generally necessary to add additives to such lubricants which improve their viscosity-temperature relationships.
• a crankcase lubricating oil in a cold engine it is desirable that the oil not become so thick that it is difficult to start the engine; while, when the engine is hot it is necessary that the oil remain sufficiently viscous that an oil film is maintained between the moving parts.
• Neutral and overbased metallo-organic compounds such as the alkaline earth salts of sulfonic acids, and hydrocarbon-P 5 reaction products were among the first addition agents used for this purpose.
• Their in-service drawbacks include the formation of undesirable metal-ash thermal decomposition products.
• Other proposed additives were amine salts, amides, imides and amidines of polybutenyl-substituted polycarboxylic acids.
• 3,368,972 describes as dispersant and/or detergent addition agents for lubricating oils high molecular weight Mannich condensation products from high molecular weight alkyl-substituted hydroxyaromatic compounds, in which the alkyl-substituent has a molecular weight in the range of 600-3,000; an amine and an aldehyde.
• condensation products do not exhibit bi-functional dispersancy and V.l. improving properties.
• the bifunctional additive is prepared by reacting simultaneously, at a temperature of about 250-350F., an oxidized copolymer (as hereinafter defined) of ethylene and propylene with a formaldehyde-yielding reactant, and an aliphatic amine or polyamine, and recovering the resultant reaction product; said reactants being employed in the molar ratio of from 1:212 to about 1:20:20.
• a non-reactive organic solvent or diluent such as, for example, an aromatic hydrocarbon solvent e.g. benzene, xylene, toluene etc., or an aliphatic hydrocarbon solvent, such as hexane, for example.
• a solventor diluent is a low viscosity hydrocarbon oil, such as a solvent-extracted SAE 5W mineral oil.
• SAE 5W mineral oil a solvent-extracted SAE 5W mineral oil.
• copolymer refers to amorphous copolymers derived from essentially ethylene and propylene; however, such copolymers may contain minor amounts, i.e., up to 10 percent, based on the molar amounts of the monomeric ethylene and propylene units in the copolymer, of polymerized units derived from other olefin monomers.
• olefin monomers having a plurality of double bonds may be used, in particular diolefins containing from about 4 to about 25 carbon atoms, e.g., 1,4-butadiene, 1,3- hexadiene, l,4-pentadiene, 2-methyl-1,5-hexadiene, 1,7-octadiene etc.
• Suitable ethylene-propylene copolymers contain from about 30 to about 65, preferably from about 35 to about 45 mole percent propylene, have a number average molecular weight of at least about 20,000, i.e., from about 20,000 to about 200,000 or more, and preferably from about 25,000 to about 40,000, and contain at least 150 pendant methyl groups per 1,000 chain carbon atoms.
• the oxidation can be conducted in the presence of known oxidation catalysts, such as platinum or a platinum group metal, and compounds containing metals such as copper, iron, cobalt, cadmium, manganese,vanadium etc.
• known oxidation catalysts such as platinum or a platinum group metal
• compounds containing metals such as copper, iron, cobalt, cadmium, manganese,vanadium etc.
• the oxidation can be carried out by methods described in US. Pat. Nos. 2,982,728; 3,316,177; 3,153,025; 3,365,499; and 3,544,520.
• the oxidation can be carried out over a wide temperature range, depending upon the oxidizing agent used; for example, with an active oxidizing agent,
• the oxidation can be conducted at sub-atmospheric, atmospheric or super-atmospheric pressures, and in the presence or absence of oxidation catalysts.
• the conditions of temperature, pressure, oxygen content of the oxidizing agent, the rate of introducing the oxidizing agent, the catalyst employed, if any, etc., are correlated and controlled, by those skilled in the art, so as to obtain the desired optimum results.
• the amine reactant used in the preparation of the products of the present invention are primary or secondary aliphatic amines and diamines of the general formula H N(CH ),,NH wherein y is an integer 3 to 10, said amines and diamines containing up to about 10 carbon atoms in the alkyl group, and polyalkylcne polyamines of the general formula wherein A is a divalent alkylene radical of about 2 to about 6 carbon atoms, and x is an integer from I to about 10.
• Suitable amines are: methylamine, dibutylamine, cyclohexylamine, propylamine, decylamine, ethylene diamine, trimethylene diamine, tetramethylene diamine, hexamethylene diamine, diethylene triamine, triethylene tetramine, tetraethylene pentamine, tripropylene tetramine, tetrapropylene pentamine, and other polyalkylene polyamines in which the alkylene groups contain suitably up to about 10 carbon atoms.
• aldehydes suitable for use in accordance with the present invention are aliphatic aldehydes such as, for example, formaldehyde, acetaldehyde, b-hydroxybutyraldehyde.
• formaldehyde or a formaldehyde-yielding compound such as paraformaldehyde and formalin.
• the chemical composition of the reaction product of this invention cannot be characterized with preciseness by chemical structural formula. While it is believed that the oxidation of the copolymer produces predominately ketones, it is known that minor amounts of aldehydes, acids and perhaps esters may also be present. In view of the complex nature of the oxidized reaction product, the precise composition of such product cannot be defined by its chemical structure, but rather must be defined by its method of preparation.
• reaction products of the present invention are effective bifunctional dispersant and V.I. improving additives in oleaginous lubricant compositions when used in amounts of from about 0.1 to about 10 percent.
• suitable lubricating base oils are mineral oils, i.e., petroleum oils, synthetic lubricating oils, such as those obtained by the polymerization of hydrocarbons, and other well-known synthetic lubricating oils, and lubricating oils of animal or vegetable orgin.
• Concentrates of a suitable oil base containing more than 10, i.e., from about 10 percent to about percent or more, of the additive of the present invention, alone or in combination with other well-known additives, can be used for blending with lubricating oils in proportions desired for particular conditions or use to give a finished product containing from about 0.1 to about 10 percent of bifunctional additive of this invention.
• EXAMPLE 1 Part A Preparation of the Copolymer An amorphous ethylene-propylene copolymer was prepared by solution polymerization using a Ziegler- Natta type catalyst, vanadium oxytrichloride solution in combination with an ethylaluminum sesquichloride solution. Dry n-heptane (1200 ml.) was saturated at 86F. and 30 p.s.i.g. with a gas mixture consisting of 50 mole percent ethylene, 35 mole percent propylene and 15 mole percent hydrogen. The gas mixture was introduced at the rate of 100 liters per hour, circulated through the heptane, and then passed out of the system.
• the recovered opolymer had a number average molecular weight (M,,) of 28,000 (determined by vapor pressure osmometry); 159 pendant methyl groups per 1000 chain carbon atoms (determined by infrared spectroscopy), and an inherent viscosity of 2.28 dl/g. (measured in decalin at 135C. and 0.1 g./100 ml.).
• Part B Oxidation of the Copolymer A solution of 70 grams ofthe copolymer, obtained in Part A, above, in 1000 grams of heptane was heated to 250F. while blowing with nitrogen to remove the heptane. 280 grams ofa SAE 5W mineral oil was gradually added as the heptane was removed, and the viscous oil copolymer mixture brought to 430F. with vigorous stirring. Blowing with nitrogen was discontinued at this point, to allow atmospheric oxygen to diffuse into the reaction vessel. After 0.5 hour, thermal and oxidative degradations reduced the viscosity of the mixture such that vigorous stirring could be maintained at the optimum oxidation temperature of 310F. Heating with stirring was continued at such temperature for a total of 2.5 hours. Conversion, as measured by silica gel chromatography, was 100 percent.
• the resultant condensation product was then heated at 300F., with nitrogen blowing, for one hour to remove the benzene solvent.
• the activity of the solventfree product was adjusted to 13 percent by the addition of the SAE 5W oil.
• the recovered condensation product was crystal clear, had a color of 6.70 (ASTM color scale), and contained 0.06 percent nitrogen and 0.1 percent oxygen.
• Part B Condensati0n Product of Oxidized Copolymer with Aldehyde and Amine
• Oxidation of the copolymer was effected by heating the above mixture to 400F., and removing the nitrogen blanket so as to diffuse air into the reaction vessel. Stirring, at this point, was increased to effect sufficient splashing of the viscous liquid to insure intimate airliquid contact. After 0.5 hour of reaction in this manner, oxidation of the copolymer and attendant degradation had begun to take place, resulting in a viscosity decrease in the reaction medium. Agitation and reaction temperature were gradually decreased while maintaining the desired gas-liquid contact, until a temperature of 310F. was reached. This reaction temperature maintains a desired balance between a convenient oxidation rate, and undesirable excessive polymer degradation.
• Part B Condensation Product of the Oxidized Copolymer with Aldehyde and Amine To 885 grams of the oxidized copolymer product, obtained in Part A, above, were added 900 grams benzene, and the temperature of the solution brought to 120F. under a nitrogen blanket, the nitrogen being introduced at the rate of 1.0 CFH. Powdered, anhydrous paraformaldehyde (0.62 grams, 0.0207 mole) was added in one lot, and the temperature increased to 140F. over a 0.5 hour period. Then molten anhydrous hexamethylene diamine (2.4 grams, 0.02107 mole) was added in one lot, and the resultant mixture rapidly brought to the reflux temperature of benzene (176F.). Molar ratios of the reactants were 1:4:4, respectively.
• the oil-soluble condensation product prepared by the process comprising, reacting simultaneously at a temperature of from about 250F. to about 350F. (1) an oxidized high molecular weight amorphous copolymer of essentially ethylene and propylene, said copolymer having a number average molecular weight of at least about 10,000 and at least pendant methyl groups per 1,000 chain carbon atoms, (2) a formaldehyde-yielding reactant and (3) a primary or secondary aliphatic amine selected from the group consisting of an alkyl amine having from about 2 to about 12 carbon atoms, an aliphatic diamine of the general formula H N(CH ),,NH wherein y is an integer of from about 3 to about 10, and a polyalkylene polyamine ofthe general formula wherein A is a divalent alkylene radical of from about 2 to 6 carbon atoms, and x is an integer of from 1 to about 10, wherein said reactants are used in the respective reactant molar ratio of from about 112:2 to about 1:
• copolymer comprises essentially ethylene, from about 30 to about 65 mole percent propylene, and up to about 20 mole percent of a third olefinic monomer selected from the group having the general formula RCHH wherein R is an aliphatic or cycloaliphatic radical of from 2 to about 20 carbon atoms, and diolefinic monomers having from about 4 to about 25 carbon atoms.
• the copolymer comprises essentially and about 38-42 mole percent propylene, said copolymer having a number average molecular weight of from about 25,000 to about 35,000, and from about 160 to about 170 pendant methyl groups per 1,000 chain carbon atoms, said formaldehyde-yielding reactant is paraformaldehyde, and said aliphatic diamine'is hexamethylene diamine, said reactants being employed in the molar ratio of about l:l4.5:l4.5, respectively.
• a lubricant composition comprising a major proportion of a normally liquid oleaginous lubricant, and from about 0.1 to about percent of the oil-soluble condensation product defined in claim 1.
• a lubricant composition comprising a major proportion of a normally liquid oleaginous lubricant, and from about 0.1 to about 10 percent of the oil-soluble condensation product defined in claim 2.
• a lubricant composition comprising, a major proportion of a normally liquid oleaginous lubricant, and from about 0.1 to about 10 percent of the oil-soluble condensation product defined in claim 3.
• a lubricant composition comprising, a major proportion of a normally liquid oleaginous lubricant, and from about 0.1 to about 10 percent of the oil-soluble condensation defined in claim 4.
• a lubricant composition comprising, a major proportion of a normally liquid oleaginous lubricant, and from about 0.1 to about 10 percent of the oil-soluble condensation product defined in claim 6.
• An addition agent concentrate for lubricating oils comprising a lubricating oil containing from about 10 to about percent of the oil-soluble condensation product defined in claim 1.

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• Chemical & Material Sciences (AREA)
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• Chemical Kinetics & Catalysis (AREA)
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• Organic Chemistry (AREA)
• Engineering & Computer Science (AREA)
• Health & Medical Sciences (AREA)
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• Polymers & Plastics (AREA)
• Lubricants (AREA)
• Compositions Of Macromolecular Compounds (AREA)

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• 1972
  • 1972-08-08 US US278719A patent/US3872019A/en not_active Expired - Lifetime
• 1973
  • 1973-07-17 ZA ZA734861A patent/ZA734861B/xx unknown
  • 1973-07-27 AU AU58610/73A patent/AU473566B2/en not_active Expired
  • 1973-07-28 BG BG024215A patent/BG21864A3/xx unknown
  • 1973-07-28 BG BG029303A patent/BG25522A3/xx unknown
  • 1973-08-01 CA CA177,872A patent/CA1012672A/en not_active Expired
  • 1973-08-03 DE DE2339510A patent/DE2339510C2/de not_active Expired
  • 1973-08-03 FR FR7328568A patent/FR2195652B1/fr not_active Expired
  • 1973-08-06 JP JP48087680A patent/JPS5945036B2/ja not_active Expired
  • 1973-08-06 IT IT51864/73A patent/IT990157B/it active
  • 1973-08-06 DD DD176277*A patent/DD109662A5/xx unknown
  • 1973-08-06 YU YU2135/73A patent/YU35371B/xx unknown
  • 1973-08-06 DD DD172751A patent/DD108548A5/xx unknown
  • 1973-08-07 HU HU73SA2517A patent/HU174376B/hu unknown
  • 1973-08-07 RO RO7375739A patent/RO70133A/ro unknown
  • 1973-08-07 BE BE134321A patent/BE803316A/xx not_active IP Right Cessation
  • 1973-08-07 SU SU731958013A patent/SU633487A3/ru active
  • 1973-08-07 PL PL1973164548A patent/PL89361B1/pl unknown
  • 1973-08-08 NL NLAANVRAGE7310932,A patent/NL180109B/xx not_active IP Right Cessation
  • 1973-08-08 GB GB3760473A patent/GB1425089A/en not_active Expired
  • 1973-08-08 CS CS5613A patent/CS169845B2/cs unknown
  • 1973-08-08 CS CS931*[A patent/CS169846B2/cs unknown
• 1980
  • 1980-10-23 JP JP14885980A patent/JPS5681396A/ja active Pending

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