CN114426897B - Gasoline engine lubricating oil composition and preparation method thereof - Google Patents

Gasoline engine lubricating oil composition and preparation method thereof Download PDF

Info

Publication number
CN114426897B
CN114426897B CN202011183942.XA CN202011183942A CN114426897B CN 114426897 B CN114426897 B CN 114426897B CN 202011183942 A CN202011183942 A CN 202011183942A CN 114426897 B CN114426897 B CN 114426897B
Authority
CN
China
Prior art keywords
lubricating oil
oil composition
formula
acid
accounts
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.)
Active
Application number
CN202011183942.XA
Other languages
Chinese (zh)
Other versions
CN114426897A (en
Inventor
徐杰
张耀
王立华
夏青虹
鱼鲲
黄作鑫
段庆华
张峰
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sinopec Research Institute of Petroleum Processing
China Petroleum and Chemical Corp
Original Assignee
Sinopec Research Institute of Petroleum Processing
China Petroleum and Chemical Corp
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 Sinopec Research Institute of Petroleum Processing, China Petroleum and Chemical Corp filed Critical Sinopec Research Institute of Petroleum Processing
Priority to CN202011183942.XA priority Critical patent/CN114426897B/en
Publication of CN114426897A publication Critical patent/CN114426897A/en
Application granted granted Critical
Publication of CN114426897B publication Critical patent/CN114426897B/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M105/00Lubricating compositions characterised by the base-material being a non-macromolecular organic compound
    • C10M105/08Lubricating compositions characterised by the base-material being a non-macromolecular organic compound containing oxygen
    • C10M105/32Esters
    • C10M105/42Complex esters, i.e. compounds containing at least three esterified carboxyl groups and derived from the combination of at least three different types of the following five types of compound: monohydroxy compounds, polyhydroxy compounds, monocarboxylic acids, polycarboxylic acids and hydroxy carboxylic acids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/04Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/08Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M129/00Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen
    • C10M129/02Lubricating compositions characterised by the additive being an organic non-macromolecular compound containing oxygen having a carbon chain of less than 30 atoms
    • C10M129/68Esters
    • C10M129/78Complex esters, i.e. compounds containing at least three esterified carboxyl groups and derived from the combination of at least three different types of the following five types of compound: monohydroxy compounds, polyhydroxy compounds, monocarboxylic acids, polycarboxylic acids, hydroxy carboxylic acids
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M169/00Lubricating 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
    • C10M169/04Mixtures of base-materials and additives
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2203/00Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/02Well-defined aliphatic compounds
    • C10M2203/024Well-defined aliphatic compounds unsaturated
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2203/00Organic non-macromolecular hydrocarbon compounds and hydrocarbon fractions as ingredients in lubricant compositions
    • C10M2203/06Well-defined aromatic compounds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2215/00Organic non-macromolecular compounds containing nitrogen as ingredients in lubricant compositions
    • C10M2215/22Heterocyclic nitrogen compounds
    • C10M2215/223Five-membered rings containing nitrogen and carbon only
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/04Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions containing sulfur-to-oxygen bonds, i.e. sulfones, sulfoxides
    • C10M2219/046Overbasedsulfonic acid salts
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/06Thio-acids; Thiocyanates; Derivatives thereof
    • C10M2219/062Thio-acids; Thiocyanates; Derivatives thereof having carbon-to-sulfur double bonds
    • C10M2219/066Thiocarbamic type compounds
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/08Thiols; Sulfides; Polysulfides; Mercaptals
    • C10M2219/082Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms
    • C10M2219/087Thiols; Sulfides; Polysulfides; Mercaptals containing sulfur atoms bound to acyclic or cycloaliphatic carbon atoms containing hydroxy groups; Derivatives thereof, e.g. sulfurised phenols
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2219/00Organic non-macromolecular compounds containing sulfur, selenium or tellurium as ingredients in lubricant compositions
    • C10M2219/10Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring
    • C10M2219/104Heterocyclic compounds containing sulfur, selenium or tellurium compounds in the ring containing sulfur and carbon with nitrogen or oxygen in the ring
    • C10M2219/106Thiadiazoles
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2223/00Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions
    • C10M2223/02Organic non-macromolecular compounds containing phosphorus as ingredients in lubricant compositions having no phosphorus-to-carbon bonds
    • C10M2223/04Phosphate esters
    • C10M2223/045Metal containing thio derivatives
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2227/00Organic non-macromolecular compounds containing atoms of elements not provided for in groups C10M2203/00, C10M2207/00, C10M2211/00, C10M2215/00, C10M2219/00 or C10M2223/00 as ingredients in lubricant compositions
    • C10M2227/06Organic compounds derived from inorganic acids or metal salts
    • C10M2227/066Organic compounds derived from inorganic acids or metal salts derived from Mo or W
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2229/00Organic 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Health & Medical Sciences (AREA)
  • Emergency Medicine (AREA)
  • Lubricants (AREA)

Abstract

The invention provides a gasoline engine lubricating oil composition and a preparation method thereof. The gasoline engine lubricating oil composition of the present invention comprises: (A) an ester compound; (B) a viscosity index improver; (C) a dispersant; (D) a detergent; (E) zinc dialkyldithiophosphates; (F) thiocarbamates; (G) an organo-molybdenum friction modifier; (H) a metal deactivator; (J) lubricating base oils; wherein the structure of the ester compound is as follows: L-O-L' -O-L (I) wherein each group is defined in the specification. The gasoline engine lubricating oil composition has excellent sediment control capacity and oil sludge dispersion performance, and can meet the requirements of high-performance gasoline engine lubricating oil.

Description

Gasoline engine lubricating oil composition and preparation method thereof
Technical Field
The invention relates to the field of lubricating oil, in particular to a gasoline engine lubricating oil composition and a preparation method thereof.
Background
The requirements of environmental protection and energy conservation promote the development of engine technology and the continuous upgrading and upgrading of gasoline engine oil, the performance requirements of oil products on oxidation resistance, piston deposit control, oil sludge dispersion, low temperature, abrasion resistance, friction reduction and the like are higher and higher, and the highest quality grade of the current gasoline engine oil is SP/GF-6 grade which is released by American Petroleum Institute (API) and International lubricating agent standardization and certification Commission (ILSAC) in 5 months of 2020.
Ester oil is a kind of base oil of synthetic lubricating oil widely used, it is organic ester with predetermined molecular structure produced by various alcohols and acids, its viscosity index is high, it does not contain unstable impurity contained in ordinary mineral oil, its greatest characteristic is that the multiple ester bond (-COOR) in the ester molecule endows the ester molecule with polarity, therefore endows the ester oil with many incomparable properties and application characteristics. For this reason, many base oils and additives of ester structure have been developed in the prior art.
US 6051539 reports the improvement of antioxidant and low temperature properties of vegetable oils by modifying the structure of the fatty side chain in the triglyceride structure of vegetable oils, comprising a two-step reaction: (1) The isomeric fatty acid and methanol or polyol containing branched chain are subjected to esterification reaction to generate branched chain fatty acid methyl ester or polyol ester; (2) The branched fatty acid methyl ester or polyol ester and triglyceride are subjected to transesterification reaction under the action of a catalyst to produce triglyceride partially substituted with branched fatty acids and polyol ester partially substituted with long chain fatty acids.
Although the existing ester base oil and additives can improve the environmental friendliness of the lubricating oil, there is still much room for improvement. With the development of environment-friendly lubricating oil, higher requirements are also put forward on the performance of ester base oil and additives. In view of this, there is still a need in the art for more environmentally friendly base oils and additives with superior properties.
The ester oil is used as base oil to prepare semisynthetic or fully synthetic engine oil, so that the oil has excellent performance and is expected to meet the harsh performance requirements of high-grade gasoline engine oil.
Disclosure of Invention
The invention provides a gasoline engine lubricating oil composition and a preparation method thereof.
The gasoline engine lubricating oil composition of the present invention comprises: (A) an ester compound; (B) a viscosity index improver; (C) a dispersant; (D) a detergent; (E) zinc dialkyldithiophosphates; (F) thiocarbamates; (G) organo-molybdenum friction modifiers; (H) a metal deactivator; (J) lubricating base oils; wherein the structure of the ester compound is as follows:
L-O-L'-O-L (I)
wherein the L' group is C 2~100 Alkylene (preferably C) 2~50 Straight or branched alkylene of (2), more preferably C 2~20 Linear or branched alkylene groups of (a);
wherein each L group is independently selected from the group represented by formula (II),
Figure BDA0002750936510000021
in formula (II), m is an integer of 1 to 10 (preferably an integer of 1 to 6, more preferably an integer of 1 to 5); m + 1R groups, equal to or different from each other, are each independently selected from the group consisting of a single bond, C 1-10 Alkylene (preferably C) 1-5 Straight or branched alkylene, more preferably C 1-3 Straight or branched chain alkylene); r 0 The groups are the same or different from each other and are independently selected from H and C 1-10 Hydrocarbyl (preferably C) 1-5 Straight or branched alkyl, more preferably C 1-3 Straight or branched chain alkyl); m a groups, equal to or different from each other, are each independently selected from the group represented by formula (III), -C = C-, a single bond, a methylene group and an ethylene group, and at least one a group is selected from the group represented by formula (III);
Figure BDA0002750936510000022
in the formula (III), R 0 The group being selected from C 1-17 Hydrocarbyl (preferably C) 1-15 Straight or branched alkyl, more preferably C 1-11 Straight or branched chain alkyl).
Examples of the ester compounds of specific structures of the present invention include:
Figure BDA0002750936510000023
Figure BDA0002750936510000031
according to the present invention, the method for preparing the ester compound comprises the step of reacting a compound represented by formula (α) with a compound represented by formula (β),
HO-L'-OH (α),
Figure BDA0002750936510000032
in formula (. Alpha.), the L' group is C 2~100 Alkylene (preferably C) 2~50 Straight or branched alkylene of (2), more preferably C 2~20 Linear or branched alkylene groups of (a);
in the formula (. Beta.), m is an integer of 1 to 10 (preferably an integer of 1 to 6, more preferably an integer of 1 to 5); m + 1R groups, equal to or different from each other, are each independently selected from the group consisting of a single bond, C 1-10 Alkylene (preferably C) 1-5 Straight or branched alkylene, more preferably C 1-3 Linear or branched alkylene); r 0 The groups are the same or different from each other and are independently selected from H and C 1-10 Hydrocarbyl (preferably C) 1-5 Straight or branched alkyl, more preferably C 1-3 Straight or branched chain alkyl); the Y group is selected from H, F, cl, br and I; m a groups, equal to or different from each other, are each independently selected from the group represented by formula (γ), -C = C-, a single bond, a methylene group and an ethylene group, and at least one a group is selected from the group represented by formula (γ);
Figure BDA0002750936510000033
in the formula (. Gamma.), R 0 ' selected from C 1-17 Hydrocarbyl (preferably C) 1-15 Straight or branched alkyl, more preferably C 1-11 Straight or branched chain alkyl).
According to the invention, the compound of formula (α) may be selected from one or more of the following specific compounds: ethylene glycol, propylene glycol, butylene glycol, pentylene glycol, hexylene glycol, heptylene glycol, octylene glycol, nonylene glycol, decylene glycol, undecylene glycol, dodecylene glycol, tridecyldiol, tetradecyldiol, pentadecyldiol.
According to the invention, alternatively, the compound represented by the formula (. Beta.) can be obtained by reacting a compound represented by the formula (. Delta.) with a compound represented by the formula (. Epsilon.),
Figure BDA0002750936510000041
in formula (δ), m is an integer between 1 and 10 (preferably an integer between 1 and 6, more preferably an integer between 1 and 5); m + 1R groups, equal to or different from each other, are each independently selected from the group consisting of a single bond, C 1-10 Alkylene (preferably C) 1-5 Straight or branched alkylene, more preferably C 1-3 Linear or branched alkylene); r 0 The groups are the same or different from each other and are independently selected from H and C 1-10 Hydrocarbyl (preferably C) 1-5 Straight or branched alkyl, more preferably C 1-3 Straight or branched chain alkyl); the Y group is selected from H, F, cl, br and I; m a 'groups, equal to or different from each other, are each independently selected from-C = C-, a single bond, a methylene group, an ethylene group, and at least one a' group is-C = C-; in the formula (. Epsilon.), R 0 The group being selected from C 1-17 Hydrocarbyl (preferably C) 1-15 Straight or branched alkyl, more preferably C 1-11 Straight or branched chain alkyl).
According to the invention, the equivalent ratio of the reaction between the compound of formula (δ) (calculated as-C = C-) and the compound of formula (e) (calculated as carboxyl groups) is preferably 0.05 to 20:1, more preferably 0.1 to 10:1; the temperature of the reaction is preferably 0 to 200 ℃, and more preferably 50 to 160 ℃; the reaction time is preferably 0.5 to 72 hours, more preferably 3 to 48 hours.
According to the present invention, a solvent may be added or may not be added, preferably a solvent is added in the reaction of the compound represented by the formula (. Delta.) and the compound represented by the formula (. Epsilon.). The solvent is preferably a hydrocarbon solvent, preferably one or more of alkane, aromatic hydrocarbon and ether, more preferably an alkane solvent, and for example, one or more of hexane, heptane, octane, nonane, decane, cyclohexane, cycloheptane, cyclooctane, cyclononane, cyclodecane, benzene, toluene, xylene, ethylbenzene, propylbenzene, diethyl ether, propyl ether, isopropyl ether and dibutyl ether may be used. The amount of the solvent to be added is not particularly limited, as long as the reaction is promoted to proceed smoothly.
According to the present invention, a catalyst may or may not be added to the reaction of the compound represented by the formula (δ) with the compound represented by the formula (ε). The catalyst can be one or more of inorganic acid, organic acid, solid acid, heteropoly acid, acidic ionic liquid, acidic resin, acidic molecular sieve, metal chloride and metal oxide, for example, sulfuric acid, perchloric acid, alCl can be selected 3 One or more of stannic chloride, n-butyl stannic oxide, dibutyl stannic oxide, p-toluenesulfonic acid, acidic resins, phosphotungstic heteropoly acids, acidic ionic liquids and acidic molecular sieves, preferably one or more of perchloric acid, stannic chloride, n-butyl stannic oxide, p-toluenesulfonic acid, acidic resins and phosphotungstic heteropoly acids. The amount of the catalyst to be added is preferably 0.1 to 10% by mass based on the compound represented by the formula (. Delta.).
According to the invention, the compound represented by the formula (δ) can be selected from one or more of the following specific compounds: eicosenoic acid, oleic acid, linoleic acid, linolenic acid, hexadecenoic acid, tetradecenoic acid, dodecenoic acid, undecenoic acid, decenoic acid, octenoic acid.
According to the invention, the compound of formula (ε) may be selected from one or more of the following specific compounds: formic acid, acetic acid, propionic acid, butyric acid, valeric acid, caproic acid, caprylic acid, pelargonic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, eicosenoic acid, oleic acid, linoleic acid, linolenic acid, hexadecenoic acid, tetradecenoic acid, dodecenoic acid, undecylenic acid, decenoic acid, octenoic acid.
According to the invention, the reaction equivalence ratio between the compound of formula (α) (calculated as OH) and the compound of formula (β) (calculated as Y) is preferably 0.1 to 10:1, more preferably 0.2 to 5:1; the reaction temperature is preferably 70-250 ℃, and more preferably 90-200 ℃; the reaction time is preferably 0.5 to 24 hours, more preferably 2 to 15 hours.
According to the present invention, a solvent may be added or may not be added, preferably a solvent is added in the reaction of the compound represented by the formula (α) and the compound represented by the formula (β). The solvent is preferably a hydrocarbon solvent, preferably one or more of alkane, aromatic hydrocarbon and ether, more preferably an alkane solvent, and for example, one or more of hexane, heptane, octane, nonane, decane, cyclohexane, cycloheptane, cyclooctane, cyclononane, cyclodecane, benzene, toluene, xylene, ethylbenzene, propylbenzene, diethyl ether, propyl ether, isopropyl ether and dibutyl ether may be used. The amount of the solvent to be added is not particularly limited, and is preferably such that the reaction is smoothly progressed. The solvent can also play a role of a water carrying agent so as to promote the smooth proceeding of the reaction.
According to the present invention, a catalyst may or may not be added in the reaction of the compound represented by the formula (α) and the compound represented by the formula (β). The catalyst can be one or more of inorganic acid, organic acid, solid acid, heteropoly acid, acidic ionic liquid, acidic resin, acidic molecular sieve, metal chloride and metal oxide, for example, sulfuric acid, perchloric acid, alCl can be selected 3 One or more of tin chloride, n-butyl tin oxide, dibutyl tin oxide, p-toluenesulfonic acid, acidic resins, phosphotungstic heteropoly acids, acidic ionic liquids and acidic molecular sieves, preferably one or more of sulfuric acid, tin chloride, n-butyl tin oxide, p-toluenesulfonic acid, acidic resins and phosphotungstic heteropoly acids. The amount of the catalyst to be added is preferably 0.1 to 10% by mass based on the compound represented by the formula (. Beta.). The catalyst may be prepared byThe removal method known in the art (for example, a method of alkali washing or water washing) is not particularly limited.
According to the present invention, in the reaction of the compound represented by the formula (α) and the compound represented by the formula (β), the reaction product is preferably washed and purified with a solvent, and the solvent which can be washed is preferably a hydrocarbon solvent. The solvent may be removed by conventional techniques such as drying, evaporation, distillation, and the like.
According to the invention, the ester compound accounts for 0.1-90% (preferably 0.1-50%) of the total mass of the lubricating oil composition; the viscosity index improver accounts for 0.5 to 20 percent (preferably 1 to 15 percent) of the total mass of the lubricating oil composition; the dispersant accounts for 0.5 to 10 percent (preferably 1 to 8 percent) of the total mass of the lubricating oil composition; the detergent accounts for 0.2 to 10 percent (preferably 2 to 8 percent) of the total mass of the lubricating oil composition; the addition amount of the zinc dialkyl dithiophosphate in the lubricating oil composition is 0.1-5% (preferably, the mass fraction of phosphorus element is not more than 0.08%); the thiocarbamate accounts for 0.05-6% (preferably 0.1-4%) of the total mass of the lubricating oil composition; the organic molybdenum friction modifier accounts for 0.01-5% (preferably 0.1-3%) of the total mass of the lubricating oil composition; the metal deactivator accounts for 0.01-0.5% (preferably 0.05-0.2%) of the total mass of the lubricating oil composition; the lubricating base oil accounts for 5-80% (preferably 15-75%) of the total mass of the lubricating oil composition.
According to the invention, the viscosity index improver is preferably selected from the group consisting of ethylene propylene copolymers, polymethacrylates, polyalkylmethacrylates, methacrylate copolymers, copolymers of styrene and acrylates, hydrogenated or partially hydrogenated copolymers of styrene/isoprene, hydrogenated or partially hydrogenated copolymers of styrene/butadiene, hydrogenated or partially hydrogenated copolymers of isoprene/butadiene, more preferably hydrogenated styrene diene copolymers, commonly available under the trade designations SV260, SV261 and the like from infinieum.
According to the invention, the dispersant is selected from the group consisting of borated polyisobutylene succinimides and/or polyisobutylene mono-succinimides, preferably a mixture of borated polyisobutylene succinimides and polyisobutylene mono-succinimides, preferably in a mass ratio of 1:0.2 to 5; the number average molecular weight of the Polyisobutylene (PIB) moiety of the borated polyisobutylene succinimide and polyisobutylene mono-succinimide may be in the range of 500 to 4000, preferably 700 to 3000, and most preferably 1000 to 2400. As the dispersant, MX3316 manufactured by Agip Petroli, hitec648 and Hitec7714 manufactured by Afton Corporation, T151B manufactured by southern additive Co., ltd. Free of tin, LZ894 manufactured by Lubrizol Corporation, and the like can be used.
According to the invention, the detergent is selected from one or more of sulphonates and sulphurised alkyl phenates, preferably a mixture of magnesium sulphonates and calcium sulphurised alkyl phenates, preferably a mixture of high-base magnesium sulphonates and medium-base calcium sulphurised alkyl phenates, in a preferred mass ratio between 0.25:1 to 5: 1. As the detergent, T106B, T107, T122 and T121 from New Refeng materials, inc., new materials, inc., new materials, L115A and L115B from Lanzhou additives, inc., LZ6499, LZ6500, LZ6477C and LZ6478 from Lubrizol, E611 from Afton, hitec7637, OLOA219 from Chevron Oronite, C9391 and C9394 from Infineum, etc. can be used.
According to the invention, the alkyl group in the zinc dialkyldithiophosphate is C 2 ~C 12 Alkyl groups of (a); preferably C 2 ~C 8 Including, but not limited to, one or more of ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, n-pentyl, isopentyl, n-hexyl, isohexyl, n-octyl, 2-ethylhexyl, cyclohexyl, and methylcyclopentyl. The zinc dialkyldithiophosphate may be selected from T202 and T203 produced by Wuxi south petroleum additive Co., ltd, T202 and T203 produced by additive plant of Kanzhou petrochemical company, primary-secondary alkyl T204 and secondary alkyl T205, LZ1371 and LZ1375 produced by Lubrizol corporation, C9417, C9425 and C9426 produced by Infineum corporation, hitec7169 and Hitec1656 produced by Afton company.
According to the invention, the alkyl group in the thiocarbamate is an alkyl group containing from 2 to 12 carbon atoms, preferably an alkyl group containing from 2 to 8 carbon atoms, and may be an ethyl group, a n-propyl group, an isopropyl group, a n-butyl group, an isobutyl group, a sec-butyl group, a n-pentyl group, an isopentyl group, a n-hexyl group, an isohexyl group, a n-octyl group, a 2-ethylhexyl group. The thiocarbamate may be T323 available from shin-New Petroleum additives, LLC, or 7723 available from Vanderbilt, inc.
According to the present invention, the organo-molybdenum friction modifier is selected from one or more of the group consisting of molybdenum dialkyldithiophosphates, oxymolybdenum dialkyldithiophosphates, molybdenum dialkyldithiocarbamates, molybdenum xanthates, molybdenum thioxanthates, trinuclear molybdenum-sulfur complexes, molybdenum amine complexes, molybdates, and like oil-soluble organo-molybdenum friction modifiers. The organo-molybdenum friction modifiers have an organo group with a sufficient number of carbon atoms to render the organo-molybdenum soluble or dispersible in the base oil, typically between 6 and 60, preferably between 10 and 50. The organo-molybdenum friction modifier may be selected from Molyvan L, 822, 855, manufactured by Vanderbilt, usa, 515, 525, 710, manufactured by asahi electric company, japan, and the like.
According to the invention, the metal deactivator is selected from one or more of triazole derivatives, thiazole derivatives and thiadiazole derivatives; for example, one or more of benzothiazole, tolyltriazole, octyltriazole, 2-mercaptobenzothiazole, 2, 5-dimercapto-1, 3, 4-thiadiazole, 2-mercapto-5-hydrocarbon-substituted-1, 3, 4-thiadiazole, 2-dimercapto-5-dithio-1, 3, 4-thiadiazole, N, N-dihexylaminomethylene benzotriazole, and 2-mercaptobenzothiadiazole may be used. The metal deactivator may be T551, T561, T706 or the like available from Kantai lubricating oil additives, inc., of Jinzhou.
According to the invention, the lubricating base oil is selected from one or more of API group I, group II, group III, group IV and group V base oils, preferably one or more of API group II, group III and group IV base oils.
Pour point depressant optionally having alkyl group C may be added to the lubricating oil composition of the present invention 2 -C 18 Dialkyl fumarate/vinyl acetate copolymers, polyalkylmethacrylates, and the like, and the commercially available products include T803, VX385 and the like. The addition amount of the pour point depressant is from the prior art, andthere is no particular limitation.
The method for producing a gasoline engine lubricating oil composition of the present invention comprises the step of mixing the components of the lubricating oil composition of any one of the preceding aspects. The mixing temperature is preferably between 40 ℃ and 90 ℃ and the mixing time is preferably between 1 and 6 hours.
The gasoline engine lubricating oil composition has excellent sediment control capacity and oil sludge dispersing performance, and can meet the requirements of high-performance gasoline engine lubricating oil.
Detailed Description
In the context of the present specification, the term "single bond" is sometimes used in the definition of a group. By "single bond", it is meant that the group is absent. For example, assume the formula-CH 2 -A-CH 3 Wherein the group a is defined as being selected from the group consisting of a single bond and a methyl group. In this respect, if A is a single bond, this means that the group A is absent, in which case the formula is correspondingly simplified to-CH 2 -CH 3
In the context of the present specification, the expression "number + valence + group" or the like refers to a group obtained by removing the number of hydrogen atoms represented by the number from the basic structure (such as a chain, a ring, a combination thereof, or the like) to which the group corresponds, and preferably refers to a group obtained by removing the number of hydrogen atoms represented by the number from a carbon atom (preferably a saturated carbon atom and/or a non-identical carbon atom) contained in the structure. For example, "3-valent straight or branched alkyl" refers to a group obtained by removing 3 hydrogen atoms from a straight or branched alkane (i.e., the base chain to which the straight or branched alkyl corresponds), and "2-valent straight or branched heteroalkyl" refers to a group obtained by removing 2 hydrogen atoms from a straight or branched heteroalkane (preferably from a carbon atom contained in the heteroalkane, or further, from a non-identical carbon atom). For example, the 2-valent propyl group can be-CH 2 -CH 2 -CH 2 -*、
Figure BDA0002750936510000081
The 3-valent propyl group may be
Figure BDA0002750936510000082
The 4-valent propyl group may be
Figure BDA0002750936510000083
Wherein represents a binding end in the group that may be bonded to other groups.
The present invention is further illustrated by the following specific examples, but is not limited thereto.
Example 1: preparation of isomerate A
The reaction was carried out in a high pressure autoclave equipped with a vent, stirrer, thermocouple and a thermocouple. 565g of oleic acid was gradually pumped into a reaction vessel containing 1000g of acetic acid and 10g of 70% perchloric acid, reacted at 70 ℃ for 24 hours, heating was stopped, the reaction was completed, the remaining acetic acid was removed by distillation, cooled to room temperature, washed with alkali, washed with water and the organic phase with potassium dihydrogen phosphate having a pH =3.7 three times, dried over anhydrous sodium sulfate, filtered, and the unreacted oleic acid was removed by molecular distillation to obtain acetic acid-oleic acid addition product, i.e., an isomeric acid a, the structure of which is shown below.
Figure BDA0002750936510000091
Example 2: preparation of ester Compound A-1
171g of isoacid A, 15.5g of ethylene glycol, 1.3g of concentrated sulfuric acid catalyst and a water carrying agent (petroleum ether at the temperature of 90-120 ℃) are added into a 500mL three-neck glass flask, the mixture is heated to the reflux temperature, and a water separator is utilized to collect H generated in the reaction process 2 And O, stopping the reaction until the actual water yield is the same as the theoretical value. And (3) washing the crude product with alkali to remove the catalyst, washing with water to neutrality, and removing the reaction solvent to obtain the ester compound A-1.
Example 3: preparation of ester Compound A-2
171g of isoacid A, 30g of hexanediol, 2g of concentrated sulfuric acid catalyst and a water carrying agent (petroleum ether at 90-120 ℃) are added into a 500mL three-neck glass flask, heated to the reflux temperature, and the product produced in the reaction process is collected by a water separatorRaw H 2 And O, stopping the reaction until the actual water yield is the same as the theoretical value. And (3) washing the crude product with alkali to remove the catalyst, washing with water to neutrality, and removing the reaction solvent to obtain the ester compound A-2.
Comparative example 1: preparation of ester Compound D-1
The preparation method of the D-1 is the same as that of the A-1 except that the isomeric acid A is replaced by the equimolar oleic acid, and the ester compound D-1 is obtained.
Comparative example 2: preparation of ester Compound D-2
The preparation method of D-2 is the same as that of A-1 except that the ethylene glycol is replaced by the glycerol with the same mole, and the ester compound D-2 is obtained.
Example 4: preparation of isomeric acid B
The method comprises the following steps of filling 10g of HCl-washed strong-acid ion exchange resin in a fixed bed reactor, controlling the temperature of the reactor at 60 ℃, preheating weighed hexadecenoic acid and caproic acid (molar ratio of 1 to 20) to the same temperature, and pumping the preheated hexadecenoic acid and caproic acid into the reactor, wherein the space velocity is 0.4h -1 Collecting effluent product, removing residual caproic acid by primary distillation, and further removing unreacted hexadecenoic acid by molecular distillation to obtain caproic acid-hexadecenoic acid addition product isomeric acid B, the structure of which is shown in the following.
Figure BDA0002750936510000101
Example 5: preparation of ester Compound B-1
370g of isoacid B, 90g of decanediol, 3g of concentrated sulfuric acid catalyst and a water carrying agent (petroleum ether at 90-120 ℃) are added into a 1000mL three-neck glass flask, the mixture is heated to reflux temperature, and a water separator is utilized to collect H generated in the reaction process 2 And O, stopping the reaction until the actual water yield is the same as the theoretical value. And (3) washing the crude product with alkali to remove the catalyst, washing with water to neutrality, and removing the reaction solvent to obtain the ester compound B-1.
Example 6: preparation of ester Compound B-2
370g of isoacid B, 45g of butanediol and 3g of concentrated sulfuric acid catalyst and a water carrying agent (petroleum ether at the temperature of between 90 and 120℃)) Adding the mixture into a 1000mL three-neck glass flask, heating the mixture to the reflux temperature, and collecting H generated in the reaction process by using a water separator 2 And O, stopping the reaction until the actual water yield is the same as the theoretical value. And (3) washing the crude product with alkali to remove the catalyst, washing with water to neutrality, and removing the reaction solvent to obtain the ester compound B-2.
Comparative example 3: preparation of ester Compound D-3
The preparation method of the D-3 is the same as that of the B-2 except that the isovaleric acid B is replaced by the palmitic acid with the same mole, and the ester compound D-3 is obtained.
The physicochemical properties of the ester compounds A-1, A-2, D-1, D-2, B-1, B-2 and D-3 are considered, the determination methods are GB/T265 petroleum product kinematic viscosity determination method and dynamic viscometer algorithm, GB/T1995 petroleum product viscosity index calculation method, GB/T3535 petroleum product pour point determination method and SH/T0074 gasoline engine oil thin layer oxygen absorption oxidation stability test method, and the determination results are shown in Table 1.
TABLE 1
Figure BDA0002750936510000102
Example 7: preparation of the Iso acid C
The reaction was carried out in a high pressure autoclave equipped with a vent, stirrer and thermocouple. Pumping 280g of linoleic acid into a reaction kettle filled with 600g of acetic acid and 5g of perchloric acid with the concentration of 70%, reacting at 70 ℃ for 18 hours, stopping heating, finishing the reaction, removing residual acetic acid by distillation, cooling to room temperature, washing with alkali, washing with water, washing an organic phase with potassium dihydrogen phosphate with the pH =3.7 for three times, drying with anhydrous sodium sulfate, filtering, and finally removing unreacted linoleic acid by molecular distillation to obtain an acetic acid-linoleic acid addition product, namely an isomerized acid C, wherein the structure is shown as the following.
Figure BDA0002750936510000111
Example 8: preparation of ester Compound C-1
81g of the isoacid C,Adding 12g of hexanediol, 1.4g of concentrated sulfuric acid catalyst and a water carrying agent (petroleum ether at 90-120 ℃) into a 500mL three-neck glass flask, heating to reflux temperature, and collecting H generated in the reaction process by using a water separator 2 And O, stopping the reaction until the actual water yield is the same as the theoretical value. And (3) washing the crude product with alkali to remove the catalyst, washing with water to neutrality, and removing the reaction solvent to obtain the ester compound C-1.
Comparative example 4: preparation of ester Compound D-4
The preparation method of the D-4 is the same as that of the C-1 except that the isoacid C is replaced by linoleic acid with the same mole, and the ester compound D-4 is obtained.
Example 9: preparation of the isomeric acids E
The method comprises the following steps of filling 10g of HCl-washed strong-acid ion exchange resin in a fixed bed reactor, controlling the temperature of the reactor at 65 ℃, preheating weighed linoleic acid, caproic acid and butyric acid (molar ratio of 1 to 5) -1 And collecting effluent products, removing residual caproic acid and butyric acid through preliminary distillation, and further removing unreacted linoleic acid through molecular distillation to obtain an addition product of caproic acid and butyric acid-oleic acid, namely an isomerized acid E, wherein the structure of the addition product is shown as follows.
Figure BDA0002750936510000112
Example 10: preparation of ester Compound E-1
242g of isoacid E, 44g of decanediol, 4.5g of concentrated sulfuric acid catalyst and a water carrying agent (petroleum ether at 90-120 ℃) are added into a 500mL three-neck glass flask, heated to the reflux temperature, and a water separator is used for collecting H generated in the reaction process 2 And O, stopping the reaction until the actual water yield is the same as the theoretical value. And (3) washing the crude product with alkali to remove the catalyst, washing with water to neutrality, and removing the reaction solvent to obtain the ester compound E-1.
Example 11: preparation of ester Compound E-2
242g of isoacid E, 22.5g of butanediol, 4.4g of concentrated sulfuric acid catalyst and a water carrying agent (petroleum ether at 90-120 ℃) are added into a 1000mL three-neck glass flask and heatedCollecting H generated in the reaction process by using a water separator till the reflux temperature 2 And O, stopping the reaction until the actual water yield is the same as the theoretical value. And (3) washing the crude product with alkali to remove the catalyst, washing with water to neutrality, and removing the reaction solvent to obtain the ester compound E-2.
The physical and chemical properties of the ester compounds C-1, D-4, E-1 and E-2 are examined, and the measurement results are shown in Table 2.
TABLE 2
Figure BDA0002750936510000121
Examples 12-18 and comparative examples 5-8 of gasoline Engine lubricating oil compositions
The formulation compositions of examples 12-16 and comparative examples 5-6 of gasoline engine lubricating oil compositions are shown in Table 3. The components are respectively added into a mixing container according to the proportion, heated to 45-80 ℃, stirred for 1-2 hours, and the gasoline engine lubricating oil composition with the viscosity grade of 5W-30 and the phosphorus content of 0.06-0.08% is prepared.
The formulations of examples 17, 18 and comparative examples 7, 8 of the gasoline engine lubricating oil compositions are shown in Table 4, and gasoline engine lubricating oil compositions having a viscosity grade of 10W-30 and a phosphorus content of 0.06% -0.08% were prepared.
The main additives and the sources of the base oils used in the examples and comparative examples are shown in table 5.
TABLE 3
Figure BDA0002750936510000131
TABLE 4
Figure BDA0002750936510000141
TABLE 5
Name code Source
Hydrogenated styrene-isoprene Binder SV260 Infineum Corp
Boronized polyisobutylene succinimide MX3316 Agip Petroli Inc
Polyisobutylene monobutyldiimide T151B Wuxi South Petroleum Additive Co.,Ltd.
High base number magnesium sulfonate Hitec7637 (TBN 400) Afton Co Ltd
Middle base number sulfurized calcium alkyl phenolate T121 (TBN 152) New materials of Xinxiangruifeng GmbH
Zinc butyloctyl dithiophosphate T202 Wuxi South Petroleum Additive Co.,Ltd.
Dialkyl dithio-carbamate T323 JINZHOU XINXING PETROLEUM ADDITIVE Co.,Ltd.
Molybdate Molyvan 855 Vanderbilt Corp
Thiadiazole T561 Jinzhou provinceKangtai lubricating oil additives Co Ltd
Class III 4 China Petroleum & Chemical Corporation
Class III 6 China Petroleum & Chemical Corporation
Class II 10 China Petroleum & Chemical Corporation
The deposit control capability of the oil product is inspected by a coke forming plate test, the equipment adopted by the coke forming plate test is a 25B-19N type coke forming plate instrument produced by Meitech company in Japan, and the test is a process for simulating the working conditions of the lubricating oil circulation of an engine crankcase and a cylinder sleeve piston ring so as to lead the tested oil product to be continuously oxidized by heat to form coke. The test time is 1h, the oil temperature is 100 ℃, the plate temperature is 320 ℃, and the lower the coke weight of the coke forming plate test is, the better the deposit control of the oil product is.
And evaluating the oil sludge dispersion performance of the oil product by adopting a spot test, adding 0.5g of oil sludge into 3.5g of test oil, performing ultrasonic treatment for 2min to disperse and mix the oil sludge, placing a test sample in an oven for aging at 150 ℃ for 4h, then dropping the aged mixed liquid on filter paper, and measuring the diameter of an oil spot diffusion ring and the diameter of an oil ring after 24h, wherein the ratio of the diameter to the diameter of the oil spot diffusion ring is a dispersion index and is used as a parameter index for evaluating the dispersion performance of the oil sludge, and the larger the dispersion index is, the better the oil sludge dispersion is.
The results of the coke-forming test and the spotting test are shown in Table 6, and it can be seen from Table 6 that the lubricating oil composition of the present invention has excellent deposit-controlling ability and sludge-dispersing property.
TABLE 6
Oil sample Coke weight/mg in coke forming plate test Oil sludge dispersion index
Example 12 18.5 0.82
Example 13 12.8 0.85
Example 14 19.0 0.83
Example 15 21.8 0.81
Example 16 27.3 0.81
Example 17 29.5 0.79
Example 18 28.3 0.80
Comparative example 5 46.2 0.65
Comparative example 6 35.9 0.75
Comparative example 7 34.6 0.72
Comparative example 8 35.3 0.69
The above embodiments are only used to illustrate the technical solutions of the embodiments of the present disclosure, and not to limit them; although the present invention has been described in detail with reference to the foregoing embodiments, it should be understood by those of ordinary skill in the art that: the technical solutions described in the foregoing embodiments may still be modified, or some technical features may be equivalently replaced; and such modifications or substitutions do not depart from the spirit and scope of the corresponding technical solutions of the embodiments of the present disclosure.

Claims (12)

1. A gasoline engine lubricating oil composition comprising: (A) an ester compound; (B) a viscosity index improver; (C) a dispersant; (D) a detergent; (E) zinc dialkyldithiophosphates; (F) thiocarbamates; (G) organo-molybdenum friction modifiers; (H) a metal deactivator; (J) lubricating base oils;
the preparation method of the ester compound comprises the step of reacting the compound shown as the formula (alpha) with the compound shown as the formula (beta),
HO-L'-OH (α),
Figure FDA0003983117890000011
the compound represented by the formula (. Beta.) is obtained by reacting a compound represented by the formula (. Delta.) with a compound represented by the formula (. Epsilon.),
Figure FDA0003983117890000012
R′ 0 -COOH (ε)
the compound shown in the formula (alpha) is decanediol, the compound shown in the formula (delta) is hexadecenoic acid, and the compound shown in the formula (epsilon) is caproic acid;
the viscosity index improver is selected from ethylene propylene copolymer, polymethacrylate, polyalkylmethacrylate, methacrylate copolymer, copolymer of styrene and acrylate, hydrogenated or partially hydrogenated copolymer of styrene/isoprene, hydrogenated or partially hydrogenated copolymer of styrene/butadiene, hydrogenated or partially hydrogenated copolymer of isoprene/butadiene; the dispersant is selected from borated polyisobutylene succinimide and/or polyisobutylene mono-succinimide; the detergent is selected from one or more of sulphonate and sulfurized alkylphenate; the alkyl in the zinc dialkyl dithiophosphate is C 2 ~C 12 Alkyl groups of (a); the alkyl group in the thiocarbamate is an alkyl group containing 2 to 12 carbon atoms; the organic molybdenum friction modifier is selected from one or more of molybdenum dialkyl dithiophosphate, molybdenum dialkyl dithiocarbamate, molybdenum xanthate, molybdenum thioxanthate, trinuclear molybdenum-sulfur complex, molybdenum amine complex, and molybdate ester; the metal deactivator is selected from one or more of triazole derivatives, thiazole derivatives and thiadiazole derivatives; the lubricating base oil is selected from one or more of API group I, II, III, IV and V base oils.
2. The lubricating oil composition according to claim 1, wherein the molar ratio of the reaction between the compound represented by the formula (δ) and the compound represented by the formula (ε) is 0.1 to 10:1; the reaction temperature is 50-160 ℃; the reaction time is 3 to 48 hours.
3. Lubricating oil composition according to claim 1, wherein a catalyst is added to the reaction of the compound of formula (δ) with the compound of formula (e), said catalyst being one or more of an inorganic acid, an organic acid, a solid acid, a heteropolyacid, an acidic ionic liquid, an acidic resin, an acidic molecular sieve, a metal chloride and a metal oxide.
4. Lubricating oil composition according to claim 1, characterized in that a catalyst is added in the reaction of the compound of formula (δ) with the compound of formula (ε), the catalyst being sulfuric acid, perchloric acid, alCl 3 One or more of tin chloride, n-butyl tin oxide, dibutyl tin oxide, p-toluenesulfonic acid, acidic resins, phosphotungstic heteropoly acids, acidic ionic liquids and acidic molecular sieves.
5. The lubricating oil composition according to claim 1, wherein the molar ratio of the reaction between the compound represented by the formula (α) and the compound represented by the formula (β) is from 0.1 to 10:1; the reaction temperature is 70-250 ℃; the reaction time is 0.5 to 24 hours.
6. The lubricating oil composition according to claim 1, wherein the molar ratio of the reaction between the compound represented by the formula (α) and the compound represented by the formula (β) is from 0.2 to 5:1; the reaction temperature is 90-200 ℃; the reaction time is 2 to 15 hours.
7. The lubricating oil composition according to claim 1, wherein a catalyst is added in the reaction of the compound represented by the formula (α) and the compound represented by the formula (β), and the catalyst is one or more of an inorganic acid, an organic acid, a solid acid, a heteropoly acid, an acidic ionic liquid, an acidic resin, an acidic molecular sieve, a metal chloride and a metal oxide.
8. The lubricating oil composition as claimed in claim 1, wherein the compound represented by the formula (α) and the compound represented by the formula (β) are present in the oil compositionAdding a catalyst in the reaction of the compound, wherein the catalyst is sulfuric acid, perchloric acid and AlCl 3 One or more of tin chloride, n-butyl tin oxide, dibutyl tin oxide, p-toluenesulfonic acid, acidic resins, phosphotungstic heteropoly acids, acidic ionic liquids and acidic molecular sieves.
9. Lubricating oil composition according to any one of claims 1 to 8, characterized in that the ester compound accounts for 0.1% to 90% of the total mass of the lubricating oil composition; the viscosity index improver accounts for 0.5 to 20 percent of the total mass of the lubricating oil composition; the dispersant accounts for 0.5 to 10 percent of the total mass of the lubricating oil composition; the detergent accounts for 0.2 to 10 percent of the total mass of the lubricating oil composition; the adding amount of the zinc dialkyl dithiophosphate in the lubricating oil composition is 0.1 to 5 percent; the thiocarbamate accounts for 0.05-6% of the total mass of the lubricating oil composition; the organic molybdenum friction modifier accounts for 0.01-5% of the total mass of the lubricating oil composition; the metal deactivator accounts for 0.01 to 0.5 percent of the total mass of the lubricating oil composition; the lubricating base oil accounts for 5-80% of the total mass of the lubricating oil composition.
10. The lubricating oil composition according to claim 9, wherein the ester compound accounts for 0.1-50% of the total mass of the lubricating oil composition; the viscosity index improver accounts for 1-15% of the total mass of the lubricating oil composition; the dispersant accounts for 1 to 8 percent of the total mass of the lubricating oil composition; the detergent accounts for 2-8% of the total mass of the lubricating oil composition; the mass fraction of phosphorus element in the zinc dialkyl dithiophosphate in the lubricating oil composition is not more than 0.08%; the thiocarbamate accounts for 0.1-4% of the total mass of the lubricating oil composition; the organic molybdenum friction modifier accounts for 0.1-3% of the total mass of the lubricating oil composition; the metal deactivator accounts for 0.05-0.2% of the total mass of the lubricating oil composition; the lubricating base oil accounts for 15-75% of the total mass of the lubricating oil composition.
11. The lubricating oil composition of claim 1, wherein a pour point depressant is added to the lubricating oil composition.
12. A method of preparing a lubricating oil composition as claimed in any one of claims 1 to 11, comprising the step of mixing the components.
CN202011183942.XA 2020-10-29 2020-10-29 Gasoline engine lubricating oil composition and preparation method thereof Active CN114426897B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CN202011183942.XA CN114426897B (en) 2020-10-29 2020-10-29 Gasoline engine lubricating oil composition and preparation method thereof

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CN202011183942.XA CN114426897B (en) 2020-10-29 2020-10-29 Gasoline engine lubricating oil composition and preparation method thereof

Publications (2)

Publication Number Publication Date
CN114426897A CN114426897A (en) 2022-05-03
CN114426897B true CN114426897B (en) 2023-03-10

Family

ID=81309049

Family Applications (1)

Application Number Title Priority Date Filing Date
CN202011183942.XA Active CN114426897B (en) 2020-10-29 2020-10-29 Gasoline engine lubricating oil composition and preparation method thereof

Country Status (1)

Country Link
CN (1) CN114426897B (en)

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010123492A1 (en) * 2009-04-21 2010-10-28 Dow Global Technologies Inc. Double esters and lubricants thereof
CN105254493A (en) * 2014-07-08 2016-01-20 Sk新技术株式会社 Estolide compound and method for preparing the same
CN111040843A (en) * 2018-10-15 2020-04-21 中国石油化工股份有限公司 Gasoline engine oil composition and preparation method thereof
CN111088091A (en) * 2018-10-23 2020-05-01 中国石油化工股份有限公司 Gasoline engine oil composition and preparation method thereof

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7678746B2 (en) * 2003-10-30 2010-03-16 The Lubrizol Corporation Lubricating compositions containing sulphonates and phenates
US10125337B2 (en) * 2015-11-16 2018-11-13 Trent University Branched diesters and methods of making and using the same

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010123492A1 (en) * 2009-04-21 2010-10-28 Dow Global Technologies Inc. Double esters and lubricants thereof
CN105254493A (en) * 2014-07-08 2016-01-20 Sk新技术株式会社 Estolide compound and method for preparing the same
CN111040843A (en) * 2018-10-15 2020-04-21 中国石油化工股份有限公司 Gasoline engine oil composition and preparation method thereof
CN111088091A (en) * 2018-10-23 2020-05-01 中国石油化工股份有限公司 Gasoline engine oil composition and preparation method thereof

Also Published As

Publication number Publication date
CN114426897A (en) 2022-05-03

Similar Documents

Publication Publication Date Title
CA2838465C (en) Estolide compositions exhibiting high oxidative stability
AU2012271126A1 (en) Estolide compositions exhibiting high oxidative stability
CN111088101B (en) Gasoline engine oil composition and preparation method thereof
EP3310885B1 (en) Multifunctional molybdenum containing compounds, method of making and using, and lubricating oil compositions containing same
CN105602677B (en) Hydraulic oil composition
CN1802427B (en) Lubricant compositions containing an overbased amorphous alkaline earth metal salt as a metal protectant
CN107974328B (en) Lubricating oil composition and method for improving wear resistance and friction reduction performance of lubricating oil
CN114426897B (en) Gasoline engine lubricating oil composition and preparation method thereof
EP2914573B1 (en) Friction modifiers and a method of making the same
KR101432636B1 (en) Isosorbide fatty acid ester compound containing succinic acid or maleic acid, preparation method thereof and oil comprising the same
JP2012224653A (en) Lubricating base oil
CN114426896B (en) Lubricating oil composition for diesel engine and preparation method thereof
CN113512451B (en) Lubricating oil composition for internal combustion engine and preparation method thereof
CN114426899B (en) Lubricating oil composition for diesel engine and preparation method thereof
CN113249161B (en) Gasoline engine lubricating oil composition and preparation method thereof
CN107974327B (en) Lubricating oil composition and method for improving antirust performance of lubricating oil
KR101827503B1 (en) Dicarboxylic acid derivatives containing dialkyldithiophosphate group and antiwear additives and lubricant compositions comprising the same
CN114507555B (en) Biodegradable flame-retardant hydraulic oil composition
CN112707819B (en) Ester compound and preparation method and application thereof
KR20240045662A (en) Ester based compound having a low traction coefficient, lubricating base oil comprising thereof, and lubricant composition comprising thereof
EP2796447B1 (en) New compounds containing sulfide bridges, method for their manufacture and use thereof
US11566200B2 (en) Polyalkylene glycol lubricant compositions
EP2914705B1 (en) Friction modifiers and a method of making the same
CN117384695A (en) Lubricating oil composition for gasoline engine
CN117917466A (en) Lubricating oil composition for hybrid automobile engine and preparation method thereof

Legal Events

Date Code Title Description
PB01 Publication
PB01 Publication
SE01 Entry into force of request for substantive examination
SE01 Entry into force of request for substantive examination
GR01 Patent grant
GR01 Patent grant