WO1997035946A1 - Additif pour huile de graissage et composition d'huile de graissage - Google Patents

Additif pour huile de graissage et composition d'huile de graissage Download PDF

Info

Publication number
WO1997035946A1
WO1997035946A1 PCT/JP1997/000960 JP9700960W WO9735946A1 WO 1997035946 A1 WO1997035946 A1 WO 1997035946A1 JP 9700960 W JP9700960 W JP 9700960W WO 9735946 A1 WO9735946 A1 WO 9735946A1
Authority
WO
WIPO (PCT)
Prior art keywords
lubricating oil
oil additive
amine
carbon atoms
acid
Prior art date
Application number
PCT/JP1997/000960
Other languages
English (en)
Japanese (ja)
Inventor
Jiro Hashimoto
Shogo Nomoto
Junzo Ito
Yukio Kakimoto
Shigeaki Takashina
Original Assignee
Kao Corporation
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Kao Corporation filed Critical Kao Corporation
Publication of WO1997035946A1 publication Critical patent/WO1997035946A1/fr

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
    • C10M159/00—Lubricating compositions characterised by the additive being of unknown or incompletely defined constitution
    • C10M159/12—Reaction products
    • 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
    • C10M129/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/24—Aldehydes; Ketones
    • 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
    • C10M133/00—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen
    • C10M133/02—Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing nitrogen having a carbon chain of less than 30 atoms
    • C10M133/04—Amines, e.g. polyalkylene polyamines; Quaternary amines
    • C10M133/06—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
    • C10M2207/00—Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/08—Aldehydes; Ketones
    • 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
    • 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
    • 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
    • C10N2040/25—Internal-combustion engines
    • 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
    • C10N2040/25—Internal-combustion engines
    • C10N2040/251—Alcohol fueled engines
    • 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
    • C10N2040/25—Internal-combustion engines
    • C10N2040/255—Gasoline engines
    • 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
    • C10N2040/25—Internal-combustion engines
    • C10N2040/255—Gasoline engines
    • C10N2040/28—Rotary engines

Definitions

  • the present invention relates to a lubricating oil additive having an excellent cleaning effect, a lubricating oil composition, a method for improving a lubricating oil, and a method for extending a life of a lubricating oil using the lubricating oil additive.
  • succinic acid imide is considered to mean the product of the reaction of an alkenyl S-substituted succinic acid or anhydride with a polyamine.
  • dispersants such as copolymers of methacrylic acid esters and nitrogen-containing basic monomers described in US Pat. No. 2,737,496 are used. Disclosure of invention-
  • an object of the present invention is to provide a new lubricating oil additive which is effective in a smaller amount and has excellent cleaning performance.
  • Another object of the present invention is to provide a lubricating oil composition containing the lubricating oil additive.
  • Still another object of the present invention is to provide a method for improving the lubricating oil cleaning effect using the lubricating oil additive.
  • Still another object of the present invention is to provide a method for extending the life of a lubricating oil using the lubricating oil additive.
  • the present inventors have conducted intensive studies to solve the above-mentioned problems, and as a result, have found that a reaction product of an aliphatic amine having at least one hydrocarbon group having 8 or more carbon atoms and a carbonyl compound is a conventional ashless They found that they had better cleaning performance than the fittings, and completed the present invention.
  • the gist of the present invention is:
  • a lubricating oil additive characterized by containing an amine compound obtained by reacting an aliphatic amine having at least one hydrocarbon group having 8 or more carbon atoms with a carbonyl compound;
  • the aliphatic amine has the following formula (I)
  • R is a linear hydrocarbon group having 8 to 24 carbon atoms
  • R 2 is H or 8 to 24 carbon atoms.
  • A represents an ethylene group or a propylene group, and p represents an integer of 0 to 4.
  • a lubricating oil composition comprising 0.001 to 20% by weight of an amine compound contained in the lubricating oil additive according to any one of (1) to (9).
  • the amount of the amine compound contained in the lubricating oil additive is 0.001 to 2
  • the method described in (13), which is 0 weight, is described below.
  • FIG. 1 is a diagram schematically showing an apparatus for a hot tube test performed in Examples.
  • 1 indicates a glass tube
  • 2 indicates a heating unit. Best form for carrying out the invention
  • lubricating oil additive of the present invention and a lubricating oil composition containing the lubricating oil additive, particularly an engine oil composition, will be described in detail.
  • a lipoprotective amine having at least one hydrocarbon group having 8 or more carbon atoms (hereinafter referred to as a raw material amine) and a carbonyl compound are used.
  • the reaction is performed under the following conditions.
  • the reaction temperature is preferably in the range of the melting point of the starting amine to about 200 ° C., more preferably 50 to 150. If the temperature is higher than 200, decomposition of the starting amine tends to occur, which is not preferable. Conversely, if the melting point is lower than the melting point, the starting amine is in a solid state, and it is difficult to perform a uniform reaction.
  • the carbonyl compound used in the present invention can be used in the above reaction in the form of an aqueous solution. However, if the carbonyl compound is liquid at room temperature, it can be used as it is. Since the reaction in the present invention is an exothermic reaction, it is necessary to easily control the temperature. Either the starting amine or the carbonyl compound is used for a certain period of time, for example, preferably 0.1 to 5 hours. It is advantageous to drip. For example, the reaction may be carried out by dropping the carbonyl compound or its aqueous solution little by little into the raw material amine melt maintained at a predetermined temperature, or the raw material amine may be dropped into the carbonyl compound.
  • the heat-dissolved raw material amine and carbonyl compound can be simultaneously sent to a reactor kept at a predetermined temperature to continuously react.
  • the reaction residence time is set at 0.1 in order to complete the reaction. Adjust the feed rate so that it takes ⁇ 5 hours.
  • the mixture is further aged for about 1 to 5 hours to complete the reaction.
  • the ripening temperature may be the same as the dropping temperature or higher.
  • dehydration is preferably performed to remove water in the reaction mixture. This is because if moisture remains in the product, moisture may gradually separate during storage and become uneven, which is not desirable.
  • the dehydration may be performed at a temperature of 100 or more, or may be performed at a temperature of 100 or less after decompression. In a continuous process, dehydration can be achieved by feeding the reaction mixture to a still kept at such a temperature and pressure.
  • aldehyde having 1 to 21 carbon atoms examples include formaldehyde, acetoaldehyde, glyoxal, propanal, n-butyraldehyde, isobutyl aldehyde, pentanal, hexanal, ethyl butyraldehyde, heptanal, octanol, and 3 , 5,5-trimethylhexanal, decanal, pendecanal, dodecanal, tridecanal, tetradecanal, penducanane, hexadecanal, aliphatic aldehydes such as heptadecanal, octadecanaal, furfural, benzaldehyde, 2 —Methylbenzaldehyde and the like.
  • Paraformaldehyde can be used instead of formaldehyde.
  • ketones having 3 to 21 carbon atoms include acetone, methylethyl ketone, getyl ketone, 1-pentanone, methylpropyl ketone, 2-hexanone, 3-hexanone, methylisobutyl ketone, and 1-ketone.
  • Examples thereof include aliphatic ketones such as canon, pentadecanone, xadecanone and heptane decanone.
  • the starting amine used in the present invention is an aliphatic amine having at least one hydrocarbon group having 8 or more carbon atoms.
  • the number of carbon atoms of the hydrocarbon group is preferably from 12 to 24.
  • an aliphatic amine for example, the general formula (I)
  • R! Is a straight-chain hydrocarbon group having 8 to 24 carbon atoms
  • R 2 is H or a straight-chain hydrocarbon group having 8 to 24 carbon atoms
  • A is an ethylene group or a propylene group
  • p is 0 to Represents an integer of 4.
  • monoamines such as decylamine, laurylamine, myristylamine, cetylamine, stearylamine, oleylamine, tallowamine, and hydrogenated tallowamine, and those obtained by reacting with acrylonitrile and hydrogenating them.
  • Diamines for example, N-aminopropyl decylamine, N-aminobutyral laurylamine, N-aminopropylmyristylamine, N-aminopropylcetylamine, N-aminobromostearylamine, N-aminobutyl pill tallowalkylamine And so on.
  • triamines and tetramines in which amino nitrogen is introduced by repeating the same steps can be exemplified.
  • triamines such as N-decyldipropylene triamine, N-lauryl dipropylene triamine, N-myristyl dipropylene triamine, N-cetyl dipropylene triamine, N-stearyl dipropylene triamine, and N-tallow alkyl dipropylene triamine
  • tetramines such as N-lauryltripropylenetetramine, N-myristyltripropylenetetramine, N-cetyltripropylenetetramine, N-stearyltripropylenetetraamine and N-tallowalkyltripropylenetetramine.
  • these may be subjected to a hydrogenation treatment by a conventional method after the reaction with the carbonyl compound to saturate the unsaturated portion.
  • R in the aliphatic amine represented by the one-branch type, preferred is R, and Z or R 2 have a carbon number of 10 to 24, more preferably R, and no or R 2 have a carbon number of 12 to 22, more preferably And R 1 and R 2 or R 2 having 16 to 18 carbon atoms can be exemplified. Most preferred are aliphatic monoalkyl monoamines having 16 to 18 carbon atoms.
  • the reaction between an aliphatic amine having at least one hydrocarbon group having 8 or more carbon atoms and a carbonyl compound is considered to be a nucleophilic addition reaction of an amine nitrogen to a carbonyl carbon and a dehydration reaction to be carried out therewith. .
  • the molar ratio of the carbonyl compound to the starting amine is usually about 0.7 to about 2 times, preferably 0.7 to 1.7 times, for aldehyde having 2 to 21 carbon atoms among aldehydes. It is 5 times mol. If it is less than about 0.7 mole, the production rate of the amine compound is reduced, and the cleaning effect per unit amount of the lubricating oil additive is reduced. This is because there is no increase in the production rate of the compound. The same applies when a ketone having 3 to 21 carbon atoms is used as the carbonyl compound.
  • the carbonyl compound is formaldehyde
  • a formaldehyde monomer reacts with two amino groups to form dimers, trimers, tetramers, etc. of aliphatic amines.
  • the charged molar ratio is usually 0.1 to 10 times, preferably about 0.3 to about 5 times, more preferably 0.5 to 2 times, particularly preferably 0.5 to 1.0 times. It is 2 times mole.
  • Multimeric compounds formed by the reaction of aliphatic amines with formaldehyde are dimerized, trimerized, and substituted by aliphatic molecules linked by methylene bonds between nitrogen atoms between molecules. It is tetramerized, and especially dimerized or trimerized is considered to be the main component. These multimeric amine compounds are particularly excellent in the desired cleanliness of the present invention.
  • amine number refers to a value obtained by converting the amount of hydrochloric acid that neutralizes the total amount of primary amine, secondary amine and triple amine in 1 g of a sample into mg of hydrogen hydroxide. Specifically, it refers to a value obtained by dissolving a sample in ethanol 2 Om1 and titrating with 0.2 N alcoholic HC1.
  • the primary and secondary amines are reduced and the tertiary amine is significantly increased due to the binding of the amine nitrogen by a methylene group.
  • the nitrogen atom Schiff-basified in the reaction of the primary amine with the aldehyde has a very low basicity, which appears as a decrease in the total amine value of the product.
  • the Schiff basified nitrogen atom may be hydrogenated to reduce it to 2-amine.
  • the main reactions are estimated as follows.
  • the molecular weight was increased only by the addition of n-butyraldehyde, the increase in tertiary amine was small, and dimerization or trimerization due to condensation between molecules hardly occurred. And the obtained product was liquid.
  • the reaction is estimated as follows.
  • R tallow alkyl
  • an organic acid may be added to the product.
  • the organic acid a carboxylic acid having 1 to 22 carbon atoms is preferable.
  • carboxylic acid for example, carboxylic acid, acetic acid, propionic acid, butyric acid, isobutyric acid, pentanoic acid, 2-methylbutanoic acid, 3-methylbutanoic acid, trimethylacetic acid, caproic acid,
  • heptanoic acid caprylic acid, pelargonic acid, 2-ethylhexanoic acid, pendecylic acid, lauric acid, myristic acid, amino acid, noremitic acid, stearic acid, hydroxystearic acid, arachidic acid, behenic acid, etc.
  • Aliphatic monocarboxylic acids oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, dimer acid, etc .; and benzoic acid, Salinic acid, ⁇ -hydroxybenzoic acid, toluic acid, amino benzoic acid, sulfobenzoic acid, gallic acid, digallic Acid, off sulfonyl acetic acid, mandelic acid, phenylene Aromatic l Ss carboxylic acid such as acrylic acid, phthalic acid, trimellitic acid, pyromellitic acid, tannic acid and the like can be mentioned. The addition amount of these organic acids is 0.01 to 10 mol per 1 mol of the amine compound.
  • the lubricating oil additive of the present invention can provide excellent purification even when the amine compound obtained as described above is used alone, but when used in combination with an existing ashless detergent / dispersant and / or a metal-based detergent. Further, excellent cleanliness can be obtained.
  • the weight ratio of the amine compound of the present invention to the ashless detergent / dispersant and / or the metal-based cleaning agent is 10 to 0.01, preferably 3 to 0.05, so that high cleanability can be obtained. A lubricating oil additive is obtained.
  • the ashless purifying dispersant referred to here is commonly used in lubricating oils such as benzene oil, etc., and is hydroxybenzyl obtained by reacting boribene, phenol, formaldehyde, and polyamine by imidized succinic acid and Mannich reaction. And polymethacrylate into which a local monomer is introduced.
  • succinic acid imid eg, described in US Pat. No. 3,172,892.
  • the metal-based cleaning agent is not particularly limited as long as it is conventionally used as a lubricant additive for engines.
  • petroleum sulfonic acid (petroleum sulfonate-based metal cleaning agent), Neutral salt or alkaline earth which is an alkaline earth metal salt of an organic acid such as synthetic sulfonic acid, alkyl phenol sulfide polymer (F xate-based metal cleaning agent), alkyl salicylic acid (Sarinlate-based metal cleaning agent), etc.
  • An overbased compound containing a carbonate of a metal class is exemplified.
  • the lubricating oil composition of the present invention is readily prepared by mixing the lubricating oil additive of the present invention into a suitable lubricating oil or lubricating oil composition.
  • lubricating oils useful as base oils in the present invention are natural oils which can be naphthenic base oils, paraffinic base oils and mixed base oils and synthetic oils. Other than that, hydrocarbons can be obtained from coal sources, and such as alkylene polymers, carboxylic esters, etc. One derived from synthetic compounds.
  • Other lubricating oil additives may also be used in the lubricating oil compositions of the present invention. Examples of such additives include viscosity index improvers, antiwear agents, antioxidants, oil agents, fire inhibitors, extreme pressure additives, pour point depressants, dispersants, overbased metal-based cleaners Agents, dyes and other additives commonly used in lubricating oils.
  • the amide compound contained in the lubricating oil additive of the present invention is usually 0.01 to 20% by weight, preferably 0.1 to 10% by weight. % By weight.
  • the content is 0.1 to 10% by weight, preferably 0.2 to 5% by weight. Taking engine oil as an example, this makes it possible to obtain a highly pure oil by adding only a small amount of the lubricating oil additive of the present invention to a poorly clean grade oil.
  • the lubricating oil additive of the present invention can be used to improve the lubricating oil purification effect, but the present invention also provides such a method for improving the lubricating oil purification effect. .
  • the life of the lubricating oil can be extended by improving the cleaning effect of the lubricating oil.
  • the present invention further provides a method for extending the life of a lubricating oil. These methods are carried out by adding the lubricating oil additive of the present invention to a lubricating oil in an amount sufficient to improve the cleaning effect of the lubricating oil or in an amount sufficient to extend the life of the lubricating oil. .
  • the amount of the amine compound contained in the lubricating oil additive as described above is preferably 0.01 to 20% by weight, and 0.1 to 10% by weight. i% is more preferred. In particular, in the case of engine oil, 0.1 to 10% by weight is preferable, and 0.2 to 5% by weight is more preferable.
  • the present invention will be described in more detail with reference to Production Examples, Examples and Comparative Examples, but the present invention is not limited to these Examples and the like.
  • Comparative product 3 Tetrapropenylphenol 1 mol Formaldehyde 0.5 mol Reactant of methylentriamine 1 mol (Mannich base)
  • the panel coking test was performed at a specified temperature using a panel coking tester (manufactured by Riso Co., Ltd.). This is a test in which a sample oil is splashed onto a heated aluminum panel with a splasher for a specified period of time, and the cleanliness of the oil is evaluated based on the weight increase of the panel before and after the test.
  • the conditions of the panel caulking test are as follows.
  • Test time 3 hours
  • the cleanliness of the sample oil was evaluated using the apparatus shown in Fig. 1. That is, the sample oil and air were inserted into a glass tube heated to a certain temperature, and the adhesion state of the dirt component due to the deterioration of the lubricating oil was observed and evaluated as a lacquer score.
  • Air insertion amount 1 O m L Zm i n
  • Heating section temperature 280 0 Evaluation method
  • the glass tube after the 16-hour test is given a rating of 1 to 10 by comparing it with the specified standard color.
  • Evaluation point 5 The glass tube was in a moderately dirty state and turned pale yellow.
  • Evaluation point 10 The glass tube is the least contaminated and almost the same as the original glass tube
  • Ashless Purifying Dispersant Commercially available Rukiru (Polyptenyl)] ⁇ Imitic acid '(bis type) is used.
  • Extreme pressure lubricant Commercially available alkyl ( ⁇ element 8 ply 7-type)
  • Use zinc dithiophospho ⁇ -base c base oil Commercial natural ⁇
  • Use rough mineral oil 120cSt / 40'C
  • the lubricating oil compositions of Examples 11 to 20 have a composition that is preferable as a gasoline engine oil
  • the lubricating oil compositions of Examples 21 to 30 have a composition that is preferable as a diesel engine oil. is there.
  • succinic acid imide is often used to emphasize the ability to disperse dirt
  • metal-based cleaning agents with a high base number are used to emphasize the ability to neutralize acids. Is frequently used. From the results in Tables 6 and 7, it is understood that the amine compound of the present invention exerts an excellent purification effect as an additive for gasoline engine oil and diesel engine oil.
  • the use of the amine compound of the present invention can significantly improve the lubricating oil cleaning effect, and is expected to prolong the life of the lubricating oil.
  • the cleaning performance of the lubricating oil can be remarkably improved, and the life can be further extended. Further, the amount of the ashless purification dispersant conventionally used can be greatly reduced.

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

Additif pour huile de graissage comprenant un composé aminé préparé en faisant réagir une amine aliphatique possédant au moins un groupe hydrocarbure ayant huit atomes de carbone ou davantage avec un composé carbonylé. Un autre additif pour huile de graissage comprend le composé aminé ci-dessus plus un dispersant sans cendres et/ou un détergent métallique. Une composition d'huile de graissage comprend les additifs ci-dessus. L'emploi des additifs ou de la composition améliore sensiblement la détergence des huiles de graissage, ce qui permet d'en prolonger la durée de vie utile. En outre, on peut réduire sensiblement la quantité de dispersant sans cendres employée.
PCT/JP1997/000960 1996-03-27 1997-03-21 Additif pour huile de graissage et composition d'huile de graissage WO1997035946A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP8099078A JPH09263781A (ja) 1996-03-27 1996-03-27 潤滑油添加剤及び潤滑油組成物
JP8/99078 1996-03-27

Publications (1)

Publication Number Publication Date
WO1997035946A1 true WO1997035946A1 (fr) 1997-10-02

Family

ID=14237893

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP1997/000960 WO1997035946A1 (fr) 1996-03-27 1997-03-21 Additif pour huile de graissage et composition d'huile de graissage

Country Status (2)

Country Link
JP (1) JPH09263781A (fr)
WO (1) WO1997035946A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RU2633733C1 (ru) * 2016-07-04 2017-10-17 Федеральное государственное бюджетное научное учреждение "Всероссийский научно-исследовательский институт использования техники и нефтепродуктов в сельском хозяйстве" (ФГБНУ ВНИИТиН) Способ безразборной очистки дизельного двигателя внутреннего сгорания
RU2730770C1 (ru) * 2019-11-19 2020-08-25 Федеральное государственное бюджетное научное учреждение "Всероссийский научно-исследовательский институт использования техники и нефтепродуктов в сельском хозяйстве" (ФГБНУ ВНИИТиН) Способ безразборной очистки дизельного двигателя внутреннего сгорания

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS50106880A (fr) * 1973-12-26 1975-08-22
JPS58145790A (ja) * 1982-01-04 1983-08-30 モ−ビル　オイル　コ−ポレ−ション アリ−ルアミン−アルデヒド潤滑性酸化防止剤
JPS59189195A (ja) * 1983-04-12 1984-10-26 Nippon Oil Co Ltd 金属不活性化剤含有組成物

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS50106880A (fr) * 1973-12-26 1975-08-22
JPS58145790A (ja) * 1982-01-04 1983-08-30 モ−ビル　オイル　コ−ポレ−ション アリ−ルアミン−アルデヒド潤滑性酸化防止剤
JPS59189195A (ja) * 1983-04-12 1984-10-26 Nippon Oil Co Ltd 金属不活性化剤含有組成物

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
RU2633733C1 (ru) * 2016-07-04 2017-10-17 Федеральное государственное бюджетное научное учреждение "Всероссийский научно-исследовательский институт использования техники и нефтепродуктов в сельском хозяйстве" (ФГБНУ ВНИИТиН) Способ безразборной очистки дизельного двигателя внутреннего сгорания
RU2730770C1 (ru) * 2019-11-19 2020-08-25 Федеральное государственное бюджетное научное учреждение "Всероссийский научно-исследовательский институт использования техники и нефтепродуктов в сельском хозяйстве" (ФГБНУ ВНИИТиН) Способ безразборной очистки дизельного двигателя внутреннего сгорания

Also Published As

Publication number Publication date
JPH09263781A (ja) 1997-10-07

Similar Documents

Publication Publication Date Title
US4859210A (en) Motor fuel or lubricant composition containing polybutyl or polyisobutyl derivatives
US4832702A (en) Polybutyl-and polyisobutylamines, their preparation, and fuel compositions containing these
CA2277469C (fr) Calixarenes salicycliques et leur utilisation comme additifs pour lubrifiants
EP0902824B1 (fr) Additifs pour carburants
RU2458108C2 (ru) Композиция смазочного масла
JPH09183993A (ja) アルキルフェノールとアルデヒドとの縮合生成物、およびそれらの誘導体
RU2337116C2 (ru) Полиалкенаминовая композиция, предназначенная в качестве присадки для топлива или смазочного материала, способ ее получения, состав топлива, состав смазочного материала и набор присадок, содержащий композицию, и применение композиции в качестве присадки для топливных составов или составов смазочных материалов
JPH10158323A (ja) 炭化水素燃料用洗浄剤
CN1222930A (zh) 燃料油组合物
JPS60500960A (ja) アルキルフェノールおよびアミノフェノールの組成物
US4743391A (en) Method for oxidatively degrading an olefinic polymer
JP2011529517A (ja) 液体燃料組成物
WO2002059240A2 (fr) Produits de condensation de base de mannich hydroxy aromatiques et utilisation de ceux-ci comme dispersants de suies dans des compositions d'huile lubrifiante
EP1489105A2 (fr) Procédé de réaction thermique entre polymères hautement réactifs et énophiles
US8425629B2 (en) Alkylated hydroxyaromatic compound from conventional and high vinylidene polyisobutylenes and compositions and processes thereof
EP1489107B1 (fr) Procédé pour la fabrication d'agents d'acylation de polyalkenyls, huile lubrifiante et additif pour huiles lubrifiantes
US20020066225A1 (en) Process of preparation of novel mannich bases from hydrogenated and distilled cashew nut shell liquid (CNSL) for use as additive in liquid hydrocarbon fuels
WO1997035946A1 (fr) Additif pour huile de graissage et composition d'huile de graissage
WO2019189887A1 (fr) Agent de dispersion pour huile lubrifiante, son procédé de production et composition d'huile lubrifiante
JPH03504376A (ja) 実質上直鎖のピンホイールアルキルフェニルポリ（オキシプロピレン）アミノカルバメートを含有する、潤滑油組成物及び燃料組成物
PL236413B1 (pl) Wielofunkcyjny dodatek detergentowy do energooszczędnych benzyn silnikowych
CN102264875B (zh) 无氮沉积物控制燃料添加剂
JPH06508644A (ja) 機能性ポリマーの製造における改良
JP2865344B2 (ja) 実質上直鎖のピンホイールアルキルフェニルポリ（オキシプロピレン）アミノカルバメートを含有する、潤滑油組成物及び燃料組成物
US5750640A (en) Oil-soluble reaction products of polyenes

Legal Events

Date Code Title Description
AK Designated states

Kind code of ref document: A1

Designated state(s): US

AL Designated countries for regional patents

Kind code of ref document: A1

Designated state(s): AT BE CH DE DK ES FI FR GB GR IE IT LU MC NL PT SE

DFPE Request for preliminary examination filed prior to expiration of 19th month from priority date (pct application filed before 20040101)
121 Ep: the epo has been informed by wipo that ep was designated in this application
122 Ep: pct application non-entry in european phase