EP2066769A2 - Urea grease composition - Google Patents
Urea grease compositionInfo
- Publication number
- EP2066769A2 EP2066769A2 EP07820450A EP07820450A EP2066769A2 EP 2066769 A2 EP2066769 A2 EP 2066769A2 EP 07820450 A EP07820450 A EP 07820450A EP 07820450 A EP07820450 A EP 07820450A EP 2066769 A2 EP2066769 A2 EP 2066769A2
- Authority
- EP
- European Patent Office
- Prior art keywords
- nhconhr
- group
- nhconh
- grease
- diphenylmethane
- 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.)
- Ceased
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
- C10M115/08—Lubricating compositions characterised by the thickener being a non-macromolecular organic compound other than a carboxylic acid or salt thereof containing nitrogen
-
- 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
- C10M169/00—Lubricating compositions characterised by containing as components a mixture of at least two types of ingredient selected from base-materials, thickeners or additives, covered by the preceding groups, each of these compounds being essential
- C10M169/06—Mixtures of thickeners and additives
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2203/00—Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
- C10M2203/10—Petroleum or coal fractions, e.g. tars, solvents, bitumen
- C10M2203/1006—Petroleum or coal fractions, e.g. tars, solvents, bitumen used as base material
-
- 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
- C10M2205/0206—Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions containing acyclic monomers used as base material
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10M—LUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
- C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
- C10M2207/04—Ethers; Acetals; Ortho-esters; Ortho-carbonates
- C10M2207/0406—Ethers; Acetals; Ortho-esters; Ortho-carbonates used as base material
-
- 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
-
- 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
- C10M2215/1026—Ureas; Semicarbazides; Allophanates used as thickening material
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/08—Resistance to extreme temperature
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2030/00—Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
- C10N2030/76—Reduction of noise, shudder, or vibrations
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10N—INDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
- C10N2040/00—Specified use or application for which the lubricating composition is intended
- C10N2040/02—Bearings
-
- 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—Semi-solids; greasy
Definitions
- This invention relates to novel urea grease compositions which excel in noise performance, have a long life at high temperatures and, further, also provide the basic performance of grease such as shear stability and heat resistance, as well as appropriate oil separation properties.
- noise countermeasures are indispensable in equipment such as cleaners, washing machines, refrigerator compressors, air-conditioner compressors and fans, electric fans and fan heaters, dryers, exhaust fans and air purifiers.
- Low-noise greases which have superior noise performance are actively used in the bearing greases used in the rotating parts of these appliances.
- long life at the higher temperatures has become a very strong requirement, depending on the type of appliance.
- Greases which use urea compounds having superior noise performance as a thickener and which have long life are extremely effective and the development of better products is anticipated.
- the basic performance of bearing grease such as shear stability (leakage resistance) , stability at high temperatures and appropriate oil separation properties will be indispensable .
- the requirement for silence has become stronger year by year.
- Requirements for noise reduction in individual parts thereof are extremely severe.
- the requirement for high- quality greases with excellent noise performance for use in bearings has become stronger each year.
- long life at higher temperatures has become a very strong requirement.
- Japanese Laid-open Patent 1-139696 (1989) describes a thickener comprising a mixture of the diurea compounds (i) and (ii) below as shown by the following general formulas :
- R 31 NHCONHR 32 NHCONHR 33
- R 34 NHCONHR 35 NHCONHR 36 (where R 32 is a diphenylmethane group, R 31 and R 33 are each straight -chain or branched saturated alkyl groups having 8 carbons, R 35 is a tolylene group or a bitolylene group, and R 34 and R 36 are each alkyl -substituted aromatic groups or halogen- substituted aromatic groups) .
- Japanese Laid-open Patent 2-77494 (1990) describes a thickener comprising a mixture of the above-mentioned diurea compounds (i) and (ii) where, in the above- mentioned general formulas (i) and (ii) , R 32 is a bitolylene group, R 31 and R 33 each represent a straight - chain or branched saturated alkyl groups or unsaturated alkyl groups having 18 carbons, R 35 is a diphenylmethane group, and R 34 and R 36 are each straight -chain or branched saturated alkyl groups having 8 carbons .
- Japanese Laid-open Patent 6-17080 (1994) discloses a thickener comprising a mixture of the diurea compounds (i) and (ii) where, in the above-mentioned general formulas (i) and (ii) , R 32 represents a tolylene group, R 31 and R 33 are each straight-chain or branched saturated alkyl groups or unsaturated alkyl groups having from 16 to 18 carbons, R 35 is a diphenylmethane group, and R 34 and R 36 are each straight-chain or branched saturated alkyl groups having 8 carbons .
- References relating to noise properties include Japanese Laid-open Patent 3-28299 (1991) .
- This document describes a grease composition where, incorporated as a thickener with a base oil containing an alkyldiphenyl ether oil as an essential constituent, is a diurea compound where, in the above-mentioned general formula (i) , R 32 is an aromatic hydrocarbon group having from 6 to 15 carbons, R 31 and R 33 are straight-chain alkyl groups having from 8 to 18 carbons, and the proportion occupied by said alkyl groups having 8 carbons in R 31 and R 33 is from 60 to 100% by mol .
- Japanese Laid-open Patent 2-80493 (1990) (Page 6, Table 2) describes a composition for use in tapered roller bearings where from 0.5 to 5% by weight of oxidation-modified polyolefin and/or acid-modified polyolefin is added to and mixed with a urea grease.
- Table 2 there shows urea thickeners using octylamine having 8 carbons, stearylamine (octadecylamine) having 18 carbons and MDI (diphenylmethane-4 , 4 ' -diisocyanate) as raw materials, and it is demonstrated that the thickeners exhibited excellent effects such as mechanical stability, wet shear stability and pressure transferability .
- Japanese Laid-open Patent 3-243696 (1991) describes a diurea compound where, in the above-described general formula (i) , R 32 is a 3 , 3 ' -dimethyl-4 , 4 ' -biphenylene group and R 31 and R 33 are a mixture of an alkyl group having from 8 to 18 carbons and an oleyl group.
- R 32 is a 3 , 3 ' -dimethyl-4 , 4 ' -biphenylene group
- R 31 and R 33 are a mixture of an alkyl group having from 8 to 18 carbons and an oleyl group.
- Japanese Laid-open Patent 58-185693 ' (1983) describes an improved diurea-type grease in which the diurea-type grease is made to contain one or two or more of an alkenyl succinimide, a metal salt of an alkylbenzene sulphonic acid and a metal salt of petroleum sulphonic acid. It mentions that for the diurea-type grease it is possible to use diisocyanates and monoamines and that, for the monoamines, aliphatic amines such as stearylamine, and oleylamine and aromatic amines such as eyelohexylamine can typically be used. It discloses that this grease has extremely good noise properties in comparison with greases of the prior art.
- Patent 2-4895 (1990) describes a production method for a urea grease in which noise properties have been improved by adding an isocyanate and an amine to a base oil, effecting a reaction at a temperature of from 60 to 120 0 C, performing a dispersion treatment on the resultant mixture of urea compound and base oil by using a kneading apparatus, and then heating up to between 160 and 180 0 C at a rate of temperature rise of from 0.5 to 2°C/min.
- Japanese Laid-open Patent 3-190996 (1991) describes a production method for a grease with excellent noise properties in which a base oil in which an isocyanate has been dissolved or dispersed and a base oil in which an amine has been dissolved or dispersed are pressurised in a reaction vessel, allowing them to react by impinging and mixing with each other or allowing them to react by increasing the pressure and introducing them to rotating mixing paddles.
- Japanese Laid-open Patent 3-231993 (1991) describes a production method for a low-noise urea grease comprised of a first process in which a mixture of from 2 to 30% by weight of a urea compound where, in the above- mentioned general formula (i) , R 31 and R 33 are saturated alkyl groups having from 8 to 18 carbons and R 32 is a tolylene group, a diphenylmethane group or a dimethyl biphenylene group, and from 98 to 70% by weight of a base oil are heated to between 170 and 230 0 C to cause the urea compound to be completely dissolved in the base oil, and a second process in which, after the first process, cooling is effected at a rate of at least 5°C/min.
- Patent Documents 1 to 10 is there any description which specifically suggests the urea grease composition of this invention.
- tolylene diisocyanate (TDI) or 3 , 3 ' -dimethyl -4 , 4 ' -biphenylene diisocyanate (TODI) are used in order to offer urea greases with excellent noise properties.
- examples are given for production methods in which two or more different kinds of grease are mixed after a reaction process using a kneading apparatus or a high-pressure kettle so that there is no aggregation of the urea compound, and then heating and dissolving the greases.
- This invention provides a urea grease composition which excels in noise performance, has long life at high temperatures and, further, also provides the basic performance of grease such as shear stability and heat resistance, as well as appropriate oil separation properties .
- the inventors have discovered that by limiting themselves to urea grease compositions incorporating certain specified urea thickening agents within the structural components of the urea, the result is an excellent urea grease composition which excels in noise performance, has long life at high temperatures and, further, also provides the basic performance of grease such as shear stability and heat resistance, as well as appropriate oil separation properties. They have thus arrived at this invention.
- this invention provides a urea grease composition comprising: a diurea compound as shown by the General Formula (A) below:
- R 11 and R 13 are groups selected from the group consisting of hydrocarbon groups having from 6 to 20 carbons, at least one of R 11 and R 13 is a dodecyl group and R 12 is a diphenylmethane group
- B General Formula
- R 21 and R 23 are groups selected from the group consisting of hydrocarbon groups having from 6 to 20 carbons, at least one of R 21 and R 23 is an oleyl group, and R 22 is a diphenylmethane group
- the proportion occupied by the dodecyl group in R 11 and R 13 in the above-mentioned General Formula (A) is from 2 to 70% by mol and/or the proportion occupied by the oleyl group (s) in R 21 and R 23 in the above-mentioned General Formula (B) is from 5 to 70% by mol .
- a hydrocarbon group having from 6 to 20 carbons other than the dodecyl group (s) in R 11 and R 13 in the above-mentioned General Formula (A) and/or a hydrocarbon group having from 6 to 20 carbons other than the oleyl group (s) in R 21 and R 23 in the above-mentioned General Formula (B) is an octyl group . - S -
- the proportion occupied by the dodecyl group in R 11 or R 13 in the above- mentioned General Formula (A) is from 3 to 55% by mol
- the proportion occupied by the oleyl group (s) in R 21 and R 23 in the above-mentioned General Formula (B) is from 5 to 55% by mol
- the proportion occupied by the octyl group (s) in R 11 , R 13 , R 21 , and R 23 is from 10 to 90% by mol .
- this invention provides a urea grease composition
- a urea grease composition comprising: diurea compounds as shown by the general formulas:
- this invention provides a urea grease composition comprising: diurea compounds as shown by the general formulas :
- R 2 is a diphenyl methane group
- R 1 is a hydrocarbon group having an octyl group as its main constituent
- R 3 is a hydrocarbon group having from 14 to 20 carbons and containing at least 20% by mol of oleyl group
- R 4 is a hydrocarbon group having a dodecyl group as its main constituent
- urea grease composition comprising:
- diurea compounds being diurea compounds selected from the group comprising
- this invention provides a urea grease composition comprising: a diurea compound as shown by the general formula:
- R 2 is a diphenyl methane group
- R 1 is a hydrocarbon group having an octyl group as its main constituent
- R 3 is a hydrocarbon group having from 14 to 20 carbons and containing at least 20% by mol of oleyl group
- R 4 is a hydrocarbon group having a dodecyl group as its main constituent
- this invention provides a urea grease composition
- a urea grease composition comprising: diurea compounds as shown by the general formulas:
- R 2 is a diphenyl methane group
- R 1 is a hydrocarbon group having an octyl group as its main constituent
- R 3 is a hydrocarbon group having from 14 to 20 carbons and containing at least 20% by mol of oleyl group
- R 4 is a hydrocarbon group having a dodecyl group as its main constituent
- this invention provides a urea grease composition
- a urea grease composition comprising:
- diurea compounds being diurea compounds selected from the group comprising
- the compounds corresponding to the above-mentioned OCN-R 12 -NCO and 0CN-R 22 -NC0 are both diphenylmethane-4 , 4 • - diisocyanate .
- R 11 and R 13 are used, and in order to introduce R 21 and R 23 in compounds of the aforementioned General Formula (B) , R 21 NH 2 and R 23 NH 2 are used.
- the dodecyl group and in particular n-dodecyl group in either of the aforementioned R 11 and R 13 imparts heat resistance to the urea grease and, by its presence, can extend the life of the urea grease at high temperatures.
- both R 11 and R 13 are dodecyl groups, the noise performance is poor even though the heat resistance is good. Therefore, if either one of R 11 and R 13 is made a dodecyl group, the other may be a hydrocarbon group of from 6 to 20 carbons, and preferably an oleyl group or an octyl group.
- Specific examples of raw materials which supply dodecyl groups preferably include straight-chain primary dodecylamines .
- a urea thickening agent comprising a mixture of a dodecylamine and oleylamine or octylamine with diphenylmethane-4 , 4 ' -diisocyanate has excellent thermal stability and grease compositions using this are not apt to change at high temperatures, so that the effect on extending life is extremely large.
- the dodecyl group may occupy from 2 to 70% by mol, and preferably from 4 to 50% by mol, in respect of the total molar number of R 11 and R 13 in the aforementioned General Formula (A) .
- At least one of the aforementioned R 21 and R 23 is an oleyl group and in particular an n-oleyl group.
- the presence of the oleyl group not only imparts excellent noise performance to the urea grease composition, but the adsorption properties of the urea grease composition in respect of the metal surfaces which form the sliding portions of machine parts become better, and so the lubricating properties are further improved.
- the oleyl group may occupy from 5 to 70% by mol, and preferably from 8 to 55% by mol, in R 21 and R 23 in the aforementioned General Formula (B) .
- (A) and (B) which are characteristic of this invention may be used in the proportion such that they occupy from 20 to 100% by mol of the total thickening agent.
- the thickening agents comprising diurea compounds as shown by the aforementioned General Formulas (A) , (B) and (a) to (e) may preferably be incorporated in the amount of from 2 to 30% by weight relative to the mineral oils or synthetic oils or mixtures thereof which form the lubricating oil. If the diurea compound which is the thickening agent is less than 2% by weight relative to the mineral oils or synthetic oils or mixtures thereof which form the lubricating oil, the thickening effect becomes too small and the grease may become too soft, with the risk, for example, of leakage. ,If it exceeds 30% by weight, the grease may become too hard and its flow resistance increase, so that sufficient lubricating effect is not obtained in that the friction torque increases and ability to penetrate decreases.
- lubricating base oils in this invention those generally used as lubricating oils and base oils for greases may be used. They are not specially limited, but as examples mention may be made of mineral oils and/or synthetic oils and plant oils. Specific examples of synthetic oils are GTL-derived base oils (produced by the Fischer-Tropsch process) , polyolefins such as ⁇ - olefin oligomers and polybutenes, polyalkylene glycols such as polyethylene glycol and polypropylene glycol, diesters such as di-2-ethylhexylsebacate and di-2- ethylhexyladipate, polyol esters such as trimethylolpropane ester and pentaerythritol ester, perfluoroalkyl ethers, silicone oils and polyphenyl ethers, and as typical examples of plant oils mention may be made of castor oil and rapeseed oil. Examples may be given of using these base oils
- additives such as antioxidants and rust preventatives, oiliness agents and extreme-pressure additives, as well as anti-wear agents and solid lubricants or metal deactivators and polymers.
- anti-oxidants include 2 , 6-di-tertiary-butyl- 4-methylphenol, 2 , 6-di-tertiary-butyl-para-cresol , P, P 1 - dioctyldiphenylamine, N-phenyl- ⁇ -naphthylamine and phenothiazines .
- Rust preventatives include paraffin oxide, metal 'salts of carboxylic acids, metal salts of sulphonic acids, carboxylic acid esters, sulphonic acid esters, salicylic acid esters, succinic acid esters, sorbitan esters and various amine salts.
- Oiliness agents and extreme-pressure additives as well as anti-wear agents include sulphurised zinc dialkyl dithiophosphates , sulphurised zinc diallyl dithiophosphates, sulphurised zinc dialkyl dithiocarbamates, sulphurised zinc diallyl dithiocarbamates, sulphurised molybdenum dialkyl dithiophosphates, sulphurised molybdenum diallyl dithiophosphates, sulphurised molybdenum dialkyl dithiocarbamates, sulphurised molybdenum diallyl dithiocarbamates, organic molybdenum complexes, sulphurised olefins, triphenylphosphates, triphenylphosphorothionates, tricresylphosphates, other phosphate esters and sulphurised fats and oils.
- Solid lubricants include molybdenum disulphide, graphite, boron
- Metal deactivators include N, N 1 - disalicylidene-1, 2-diaminopropane, benzotriazole, benzoimidazole, benzothiazole and thiadiazole.
- polymers mention may be made of polybutenes, polyisobutenes, polyisobutylenes, polyisoprenes and polymethacrylates .
- Isocyanate A is diphenylmethane-4 , 4 ' -diisocyanate, the molecular weight being 250.26.
- Isocyanate B is tolylene diisocyanate, the molecular weight being 174.16.
- Amine A is a straight-chain primary amine of average molecular weight 128.7 where the main constituent (at least 90%) is a saturated alkyl group of 8 carbons (industrial octylamine) ;
- Amine B is a straight-chain primary amine of average molecular weight 255.0 where the main constituent (at least 70%) is an unsaturated alkyl group of 18 carbons (industrial oleylamine) ;
- Amine C is a straight -chain primary amine of average molecular weight 184.6 where the main constituent (at least 90%) is a saturated alkyl group of 12 carbons (industrial dodecylamine) .
- the kinetic viscosity at 100 0 C of the mineral oil shown in the examples and comparative examples is 10.12 mm 2 /s
- synthetic oil A refers to a poly- ⁇ - olefin oil
- the kinetic viscosity being 12.70 mm 2 /s at 100 0 C
- synthetic oil B refers to an alkyldiphenyl ether oil, the kinetic viscosity being 12.69 mm 2 /s at 100 0 C.
- a, b, c, d and e in the thickener mol% columns given in Tables 1 to 4 each denote urea compounds that can be expressed by:
- R 2 is a diphenylmethane group
- R 1 is a hydrocarbon group of from 6 to 10 carbons having an octyl group as its main constituent
- R 3 is a hydrocarbon group having from 14 to 20 carbons and containing at least 20% by mol of oleyl group
- R 4 is a hydrocarbon group having an n-dodecyl group as its main constituent
- a and b in the thickener mol% column for the comparative examples given in Table 5 denote the above- mentioned compounds given for the examples of Tables 1 to 4, and f, g, h, i and j in the thickener mol% columns for the examples given in Tables 1 to 4 each denote urea compounds that can be expressed by:
- R 5 is a tolylene group
- R 1 is a hydrocarbon group of from 6 to 10 carbons having an octyl group as its main constituent
- R 3 is a hydrocarbon group having from 14 to 20 carbons and containing at least 20% by mol of oleyl group
- R 4 is a hydrocarbon group having an n-dodecyl group as its main constituent
- Oil separation JIS K2220 Method B, conditions being 100 0 C and 24 hours. 4. Noise test: Measured by the method of Japanese
- Greases of this invention were obtained by synthesising urea compounds, the thickening agents, in lubricating base oil using the proportions shown in Tables 1 and 2, and by blending in additives.
- Example 1
- Lubricating base oil and isocyanate A which was constituent A (diphenylmethane-4 , 4 ' -diisocyanate) were fed into a closed prototype grease kettle apparatus, and this was heated, while agitating, to 60 0 C. Amine A
- Lubricating base oil and isocyanate A which was constituent A (diphenylmethane-4 , 4 ' -diisocyanate) were fed into a closed prototype grease kettle apparatus, and this was heated, while agitating, to 60 0 C.
- Amine A (industrial octylamine) which was constituent Bl and which had been mixed in lubricating base oil was added and reacted with constituent A.
- Urea compound 'a' as shown by the formula
- Lubricating base oil and isocyanate A which was constituent A (diphenylmethane-4 , 4 ' -diisocyanate) were fed into a closed prototype grease kettle apparatus, and this was heated, while agitating, to 6O 0 C.
- Amine A
- Example 4 Lubricating base oil and isocyanate A which was constituent A (diphenylmethane-4 , 4 ' -diisocyanate) were fed into a closed prototype grease kettle apparatus, and this was heating, while agitating, to 6O 0 C. Amine A (industrial octylamine) which was constituent Bl and which had been mixed in lubricating base oil was added and reacted with constituent A. Urea compound 'a' as shown by the formula
- Lubricating base oil and isocyanate A which was constituent A (diphenylmethane-4 , 4 ' -diisocyanate) were fed into a closed prototype grease kettle apparatus, and this was heated, while agitating, to 60 0 C.
- Amine A (industrial octylamine) which was constituent Bl and which had been mixed in lubricating base oil was added and reacted with constituent A.
- Urea compound 'a 1 as shown by the formula
- lubricating base oil and isocyanate A which was constituent A (diphenylmethane-4 , 4 ' -diisocyanate) were fed into a closed prototype grease kettle apparatus, and this was heated, while agitating, to 60 0 C.
- Amine A (industrial octylamine) which was constituent Bl and which had been mixed in lubricating base oil was added and reacted with constituent A.
- Urea compound 'a' as shown by the formula
- Lubricating base oil and isocyanate A which was constituent A (diphenylmethane-4, 4 ' -diisocyanate) were fed into a closed prototype grease kettle apparatus, and this was heated, while agitating, to 6O 0 C.
- Amine A (industrial octylamine) which was constituent Bl and which had been mixed in lubricating base oil was added and reacted with constituent A.
- Urea compound 'a' as shown by the formula
- Example 9 After maintaining the temperature for 30 minutes, cooling began, and at 125 0 C during the cooling process, 1.0% by mass, as an extraneous proportion, of octyldiphenylamine, which is an anti-oxidant , was added to the grease. After allowing further cooling to 80 0 C, the grease was treated in a three-roll mill to give the grease of Example 8.
- Example 9
- Lubricating base oil and isocyanate A which was constituent A (diphenylmethane-4 , 4 ' -diisocyanate) were fed into a closed prototype grease kettle apparatus, and this was heated, while agitating, to 60 0 C.
- Amine A (industrial octylamine) and amine B (industrial oleylamine) which had been mixed and dissolved in lubricating base oil in advance were added from a hopper and reacted with isocyanate A.
- Urea compound 'c' as shown by the formula
- Lubricating base oil and isocyanate A (diphenylmethane-4 , 4 ' -diisocyanate) were fed into a closed prototype grease kettle apparatus, and this was heated, while agitating, to 6O 0 C.
- Amine A (industrial octylamine) and amine B (industrial oleylamine) which had been mixed in lubricating base oil were added from a hopper and reacted with isocyanate A.
- Urea compound 'c' as shown by the formula
- lubricating base oil and isocyanate A (diphenylmethane- 4 , 4 ' -diisocyanate) were fed into a closed prototype grease kettle apparatus, and this was heated, while agitating, to 6O 0 C.
- Amine A (industrial octylamine) and amine B (industrial oleylamine) which had been mixed in lubricating base oil was added from a hopper and reacted with the isocyanate A.
- Urea compound 'c' as shown by the formula (octyl) -NHCONH- (diphenylmethane) -NHCONH- (oleyl) was obtained.
- Lubricating base oil and isocyanate A (diphenylmethane-4 , 4 ' -diisocyanate) were fed into a closed prototype grease kettle apparatus, and this was heated, while agitating, to 60 0 C.
- Amine A (industrial octylamine) and amine B (industrial oleylamine) which had been mixed in lubricating base oil were added from a hopper and reacted with isocyanate A.
- Urea compound 'c' as shown by the formula
- Lubricating base oil and isocyanate A (diphenylmethane-4, 4 ' -diisocyanate) were fed into a closed prototype grease kettle apparatus, and this was heated, while agitating, to 60 0 C.
- Amine A (industrial octylamine) and amine B (industrial oleylamine) which had been mixed in lubricating base oil were added from a hopper and reacted with isocyanate A.
- Urea compound 'c' as shown by the formula
- Example 14 After quickly restarting heating, the temperature was raised to 170 0 C and that temperature was maintained for approximately 30 minutes to complete the reaction. After maintaining the temperature for 30 minutes, cooling began, and at 125 0 C during the cooling process, 1.0% by mass, as an extraneous proportion, of octyldiphenylamine, which is an anti-oxidant , was added to the grease. After allowing further cooling to 8O 0 C, the grease was treated in a three-roll mill to give the grease of Example 13.
- Example 14 Example 14
- Lubricating base oil and isocyanate A (diphenylmethane-4 , 4 ' -diisocyanate) were fed into a closed prototype grease kettle apparatus, and this was heated, while agitating, to 6O 0 C.
- Amine A (industrial octylamine) and amine B (industrial oleylamine) which had been mixed in lubricating base oil were added from a hopper and reacted with isocyanate A.
- Urea compound 'c' as shown by the formula
- Lubricating base oil and isocyanate A (diphenylmethane-4 , 4 ' -diisocyanate) which was constituent A were fed into a closed prototype grease kettle apparatus, and this was heated, while agitating, to 60 0 C.
- Amine A (industrial octylamine) which had been mixed in lubricating base oil was added and reacted with isocyanate A.
- Urea compound 'a' as shown by the formula
- Example 16 With the blending proportions shown in Table 4, lubricating base oil and isocyanate A (diphenylmethane- 4 , 4 ' -diisocyanate) which was constituent A were fed into a closed prototype grease kettle apparatus, and this was heated, while agitating, to 6O 0 C. Amine A (industrial octylamine) which had been mixed in lubricating base oil was added and reacted with isocyanate A. Urea compound 'a' as shown by the formula (octyl) -NHCONH- (diphenylmethane) -NHCONH- (octyl) was obtained. The contents rose to approximately 80 0 C through the heat of the reaction.
- isocyanate A diphenylmethane- 4 , 4 ' -diisocyanate
- Lubricating base oil a mixture of a mineral oil and synthetic oil A
- isocyanate A diphenylmethane-4 , 4 '- diisocyanate
- Amine A industrial octylamine
- isocyanate A Urea compound 'a' as shown by the formula
- Example 18 After maintaining the temperature for 30 minutes, cooling began, and at 125 0 C during the cooling process, 1.0% by mass, as an extraneous proportion, of octyldiphenylamine, which is an anti -oxidant , was added to the grease. After allowing further cooling to 8O 0 C, the grease was treated in a three-roll mill to give the grease of Example 17.
- Example 18
- Lubricating base oil synthetic oil B
- isocyanate A diphenylmethane-4 , 4 ' -diisocyanate
- Amine A industrial octylamine
- isocyanate A Urea compound 'a' as shown by the formula (octyl) -NHCONH- (diphenylmethane) -NHCONH- (octyl) was obtained.
- the contents rose to approximately 80 0 C through the heat of the reaction.
- lubricating base oil and isocyanate A (diphenylmethane- 4,4 ' -diisocyanate) were fed into a closed prototype grease kettle apparatus, and this was heated, while agitating, to 60 0 C.
- Amine A (industrial octylamine) which had been mixed in lubricating base oil was added from a hopper and reacted with isocyanate A.
- Urea compound 'a' as shown by the formula (octyl) -NHCONH- (diphenylmethane) -NHCONH- (octyl) was obtained. The contents rose to approximately 8O 0 C through the heat of the reaction.
- Lubricating base oil and isocyanate B (tolylenediisocyanate) were fed into a closed prototype grease kettle apparatus, and this was heated, while agitating, to 6O 0 C.
- Amine A (industrial octylamine) which had been mixed in lubricating base oil was added from a hopper and reacted with isocyanate B.
- Urea compound 'g' as shown by the formula
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- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Organic Chemistry (AREA)
- Lubricants (AREA)
- Fats And Perfumes (AREA)
Abstract
Description
Claims
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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JP2006256330A JP4976795B2 (en) | 2006-09-21 | 2006-09-21 | Urea grease composition |
PCT/EP2007/060023 WO2008034892A2 (en) | 2006-09-21 | 2007-09-21 | Urea grease composition |
Publications (1)
Publication Number | Publication Date |
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EP2066769A2 true EP2066769A2 (en) | 2009-06-10 |
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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EP07820450A Ceased EP2066769A2 (en) | 2006-09-21 | 2007-09-21 | Urea grease composition |
Country Status (10)
Country | Link |
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US (1) | US20100029526A1 (en) |
EP (1) | EP2066769A2 (en) |
JP (1) | JP4976795B2 (en) |
KR (1) | KR101438853B1 (en) |
CN (1) | CN101541933B (en) |
AR (1) | AR062906A1 (en) |
BR (1) | BRPI0717042A2 (en) |
RU (1) | RU2451719C2 (en) |
TW (1) | TW200831661A (en) |
WO (1) | WO2008034892A2 (en) |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP5346491B2 (en) * | 2008-05-16 | 2013-11-20 | Ntn株式会社 | Grease for high speed bearings |
JP5410704B2 (en) * | 2008-08-01 | 2014-02-05 | パナソニック株式会社 | Grease composition for mounting machine, and guide device and mounting machine containing the same |
KR101704383B1 (en) * | 2009-08-18 | 2017-02-08 | 쉘 인터내셔날 리써취 마트샤피지 비.브이. | Lubricating grease compositions |
KR101312942B1 (en) * | 2010-07-09 | 2013-10-14 | (주)감로파인케미칼 | Urea Grease Composition for Constant Velocity Joints |
EP2749631A4 (en) * | 2011-08-26 | 2014-07-23 | Nsk Ltd | Grease composition and rolling device |
JP5826626B2 (en) * | 2011-12-22 | 2015-12-02 | 昭和シェル石油株式会社 | Grease composition |
CN103571598B (en) * | 2012-07-30 | 2015-07-29 | 中国石油化工股份有限公司 | A kind of Calcium naphthenate base two polyurea grease and preparation method thereof |
BR112015017754A2 (en) * | 2013-02-08 | 2017-07-11 | Shell Int Research | process for preparing a urea lubricant |
US10240103B2 (en) | 2013-03-14 | 2019-03-26 | Idemitsu Kosan Co., Ltd. | Grease composition for bearing |
JP7072518B2 (en) * | 2016-11-16 | 2022-05-20 | 出光興産株式会社 | Grease composition for equipment equipped with automatic lubrication system and its manufacturing method |
RU2669944C1 (en) * | 2017-11-28 | 2018-10-17 | Публичное акционерное общество "КАМАЗ" | Anti-wear composition for lubricating oils |
WO2023199911A1 (en) * | 2022-04-11 | 2023-10-19 | 協同油脂株式会社 | Grease composition |
Family Cites Families (10)
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JPS60231796A (en) * | 1984-05-02 | 1985-11-18 | Showa Shell Sekiyu Kk | Urea grease composition |
RU1623187C (en) * | 1989-03-30 | 1995-06-09 | Научно-исследовательский институт нефтепереработки "МАСМА" | Lubricant grease |
JPH0747753B2 (en) * | 1990-02-08 | 1995-05-24 | 株式会社日本▲砿▼油 | Method for producing low noise urea grease composition |
JPH03243696A (en) * | 1990-02-22 | 1991-10-30 | Nippon Kouyu:Kk | Low-noise urea grease composition |
JP3429950B2 (en) * | 1996-04-26 | 2003-07-28 | Ntn株式会社 | Grease composition for constant velocity joints |
RU2160766C1 (en) * | 2000-03-02 | 2000-12-20 | Общество с ограниченной ответственностью "Фирма ПРИС" | Viscous lubricant |
US6667281B2 (en) * | 2000-10-06 | 2003-12-23 | Nippon Oil Corporation | Grease composition |
JP4405202B2 (en) * | 2002-12-10 | 2010-01-27 | 昭和シェル石油株式会社 | Urea grease composition |
CN1723268B (en) * | 2002-12-10 | 2010-11-24 | 国际壳牌研究有限公司 | Urea grease composition |
JP4272930B2 (en) | 2003-06-18 | 2009-06-03 | 昭和シェル石油株式会社 | Urea grease composition for constant velocity joints |
-
2006
- 2006-09-21 JP JP2006256330A patent/JP4976795B2/en active Active
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2007
- 2007-09-19 AR ARP070104141A patent/AR062906A1/en unknown
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- 2007-09-21 US US12/442,259 patent/US20100029526A1/en not_active Abandoned
- 2007-09-21 KR KR1020097007935A patent/KR101438853B1/en active IP Right Grant
- 2007-09-21 CN CN2007800401857A patent/CN101541933B/en active Active
- 2007-09-21 BR BRPI0717042-4A2A patent/BRPI0717042A2/en not_active Application Discontinuation
- 2007-09-21 EP EP07820450A patent/EP2066769A2/en not_active Ceased
- 2007-09-21 WO PCT/EP2007/060023 patent/WO2008034892A2/en active Application Filing
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Publication number | Publication date |
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CN101541933B (en) | 2013-07-24 |
WO2008034892A2 (en) | 2008-03-27 |
JP4976795B2 (en) | 2012-07-18 |
CN101541933A (en) | 2009-09-23 |
KR20090058025A (en) | 2009-06-08 |
AR062906A1 (en) | 2008-12-17 |
BRPI0717042A2 (en) | 2013-10-01 |
RU2451719C2 (en) | 2012-05-27 |
US20100029526A1 (en) | 2010-02-04 |
KR101438853B1 (en) | 2014-09-05 |
WO2008034892A8 (en) | 2009-08-27 |
TW200831661A (en) | 2008-08-01 |
WO2008034892A3 (en) | 2008-05-15 |
RU2009114834A (en) | 2010-10-27 |
JP2008074978A (en) | 2008-04-03 |
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