CN113943596A - Viscosity index improver and preparation method and application thereof - Google Patents

Viscosity index improver and preparation method and application thereof Download PDF

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Publication number
CN113943596A
CN113943596A CN202111215467.4A CN202111215467A CN113943596A CN 113943596 A CN113943596 A CN 113943596A CN 202111215467 A CN202111215467 A CN 202111215467A CN 113943596 A CN113943596 A CN 113943596A
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formula
nitrogen
viscosity index
index improver
compound shown
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桃春生
乔小兵
王清国
蒋惠宇
许扬
闫瑾
李乐
关喜春
王彦冬
李艳慧
王树洋
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FAW Jiefang Automotive Co Ltd
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    • 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
    • C10M149/00Lubricating compositions characterised by the additive being a macromolecular compound containing nitrogen
    • C10M149/02Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M149/04Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an amino group
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    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10Esters
    • C08F220/12Esters of monohydric alcohols or phenols
    • C08F220/16Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C08F220/1818C13or longer chain (meth)acrylate, e.g. stearyl (meth)acrylate
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    • 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
    • C10M149/00Lubricating compositions characterised by the additive being a macromolecular compound containing nitrogen
    • C10M149/02Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M149/06Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to an amido or imido group
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    • 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
    • C10M169/044Mixtures of base-materials and additives the additives being a mixture of non-macromolecular and macromolecular compounds
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    • 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
    • C10M2203/10Petroleum or coal fractions, e.g. tars, solvents, bitumen
    • C10M2203/102Aliphatic fractions
    • C10M2203/1025Aliphatic fractions used as base material
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    • 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/02Hydroxy compounds
    • C10M2207/023Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings
    • C10M2207/026Hydroxy compounds having hydroxy groups bound to carbon atoms of six-membered aromatic rings with tertiary alkyl groups
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    • 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
    • C10M2207/00Organic non-macromolecular hydrocarbon compounds containing hydrogen, carbon and oxygen as ingredients in lubricant compositions
    • C10M2207/10Carboxylix acids; Neutral salts thereof
    • C10M2207/16Naphthenic acids
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    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2209/00Organic macromolecular compounds containing oxygen as ingredients in lubricant compositions
    • C10M2209/02Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • C10M2209/08Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds containing monomers having an unsaturated radical bound to a carboxyl radical, e.g. acrylate type
    • 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
    • C10M2215/086Imides
    • 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
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    • 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
    • C10M2223/047Thioderivatives not containing metallic elements
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    • 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
    • C10M2229/04Siloxanes with specific structure
    • C10M2229/041Siloxanes with specific structure containing aliphatic substituents
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/02Pour-point; Viscosity index
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2030/00Specified physical or chemical properties which is improved by the additive characterising the lubricating composition, e.g. multifunctional additives
    • C10N2030/10Inhibition of oxidation, e.g. anti-oxidants

Abstract

The invention relates to a viscosity index improver and a preparation method and application thereof. The viscosity index improver comprises an acrylate copolymer, wherein the monomer of the acrylate copolymer comprises an acrylate compound shown in a formula (I) and a nitrogen-containing compound shown in a formula (II); when the acrylic ester copolymer is prepared, the mass percentage of the nitrogen-containing compound shown in the formula (II) is 0.1-20% based on the total mass of the acrylic ester compound shown in the formula (I) and the nitrogen-containing compound shown in the formula (II). The viscosity index improver can improve the thermal oxidation stability of the lubricating oil, and can slow down the viscosity increase of the oil product caused by the oxidation of the lubricating oil and the deposition of polar macromolecular substances generated in the oxidation process.

Description

Viscosity index improver and preparation method and application thereof
Technical Field
The invention relates to the technical field of petrochemical industry, in particular to a viscosity index improver and a preparation method and application thereof.
Background
Thermal oxidation stability refers to the performance of a petroleum product in resisting the action of oxygen and heat without permanent change of the property, and is one of the performance indexes of lubricating oil. The oxidation process of the lubricating oil is a series of free radical reaction processes, and the main processes are as follows: the lubricating oil molecules generate free radicals under the action of high temperature and oxygen, the free radicals react with oxygen or other lubricating oil molecules to generate peroxide, and then a complex polar macromolecular substance is generated through a chain branching reaction of the free radicals, and the generated adverse effects mainly comprise: (1) the viscosity of the lubricating oil is increased, so that the fluidity is poor and the lubrication is poor; (2) acidic substances are generated, and corrosion is generated on mechanical devices after long-term accumulation; (3) the polar macromolecular substances aggregate and deposit and adhere to the surface of the device in the form of various deposits such as sludge, carbon deposit, varnish and the like, making it difficult for the lubricating oil to contact parts which actually need to be lubricated. These adverse effects ultimately lead to a reduction in the service life of the oil and thus to an impact on the transmission life.
In the traditional technology, a viscosity index improver is added to improve the oxidation stability and the shear resistance of the lubricating oil. For example, the viscosity increase caused by oil oxidation is controlled by adding a viscosity index improver. However, conventional viscosity index improvers focus on controlling the viscosity increase associated with the oxidation of lubricating oils and rarely concern how to control the deposition of polar macromolecular species generated during the oxidation of lubricating oils. Compared with the problem of viscosity increase caused by lubricating oil oxidation, the negative influence caused by accumulation of sediments generated in the lubricating oil oxidation process is more serious, and a local oil way can be blocked under severe conditions, so that poor local lubrication is caused, and the sealing system fails.
Therefore, in addition to slowing down the viscosity increase of the oil caused by the oxidation of the lubricating oil, how to control the deposition of polar macromolecular substances generated in the oxidation process of the lubricating oil becomes important, and the conventional technology still needs to be improved.
Disclosure of Invention
Based on the viscosity index improver, the invention provides a viscosity index improver and a preparation method and application thereof. The viscosity index improver can improve the thermal oxidation stability of the lubricating oil, and can slow down the viscosity increase of the lubricating oil caused by the oxidation of the lubricating oil and the deposition of polar macromolecular substances generated in the oxidation process.
In one aspect of the invention, the viscosity index improver comprises an acrylate copolymer, wherein the monomers of the acrylate copolymer comprise an acrylate compound shown in a formula (I) and a nitrogen-containing compound shown in a formula (II);
Figure BDA0003310443600000021
wherein R is1And R2Each independently selected from chain alkyl with 1-20 carbon atoms;
X1selected from ester or amide groups, X2Selected from none or NR3R4,R3And R4Each independently selected from H or chain alkyl with 1-10 carbon atoms; and in the nitrogen-containing compound represented by the formula (II)Containing at least one N atom;
Y1and Y2Each independently selected from H or methyl;
when the acrylic ester copolymer is prepared, the mass percent of the nitrogen-containing compound shown in the formula (II) is 0.1-20% based on the total mass of the acrylic ester compound shown in the formula (I) and the nitrogen-containing compound shown in the formula (II).
In some embodiments, the mass percent of the nitrogen-containing compound represented by formula (II) is 0.8-1.6% based on the total mass of the acrylate compound represented by formula (I) and the nitrogen-containing compound represented by formula (II).
In some of these embodiments, the monomer comprises at least two different acrylate compounds of formula (I), wherein at least one of the acrylate compounds of formula (I) has R1R in at least one acrylate compound represented by the formula (I) selected from chain alkyl groups having 1 to 4 carbon atoms1Selected from chain alkyl with 12-20 carbon atoms.
In some of these embodiments, R is based on the total mass of the acrylate compound of formula (I)150 to 65 mass percent of an acrylate compound selected from linear alkyl groups having 12 to 20 carbon atoms and represented by the formula (I)
In some of these embodiments, X2Selected from NR3R4And/or
R3And R4Each independently selected from a C1-5 linear alkyl group.
In some of these embodiments, the nitrogen-containing compound of formula (II) is selected from any one of formulae (II-1) and (II-2):
Figure BDA0003310443600000031
in some of these embodiments, the weight average molecular weight of the acrylate copolymer is 10000 to 20000.
In another aspect of the present invention, a method for preparing a viscosity index improver is provided, which comprises the following steps:
providing monomers, wherein the monomers comprise an acrylate compound shown in a formula (I) and a nitrogen-containing compound shown in a formula (II);
Figure BDA0003310443600000032
wherein R is1And R2Each independently selected from chain alkyl with 1-20 carbon atoms;
X1selected from ester or amide groups, X2Selected from none or NR3R4,R3And R4Each independently selected from H or chain alkyl with 1-10 carbon atoms; and the nitrogen-containing compound contains at least one N atom;
Y1and Y2Each independently selected from H or methyl;
the mass percent of the nitrogen-containing compound shown in the formula (II) is 0.1-20% based on the total mass of the acrylate compound shown in the formula (I) and the nitrogen-containing compound shown in the formula (II);
and carrying out polymerization reaction on the monomer to obtain the viscosity index improver.
The invention also provides lubricating oil which comprises base oil and the viscosity index improver added in the base oil.
In some embodiments, the viscosity index improver comprises 10 to 40 mass percent, based on the total mass of the lubricating oil.
The viscosity index improver comprises an acrylate copolymer, and the monomer of the acrylate copolymer comprises an acrylate compound shown in a formula (I) and a nitrogen-containing compound shown in a formula (II) in a specific ratio. The nitrogen-containing functional groups can be combined with polar oxides formed in the oxidation process of the lubricating oil, so that the further deposition of the polar oxides is prevented, and the effect of slowing down the deposition of polar macromolecular substances generated in the oxidation process of the lubricating oil is achieved. If the content of the nitrogen-containing compound shown in the formula (II) is too low, the obtained acrylic ester copolymer has limited nitrogen-containing functional groups and cannot generate positive effect on the anti-deposition performance of the lubricating oil; and because the nitrogen-containing compound shown in the formula (II) has high polarity and is generally higher than the acrylic ester compound shown in the formula (I), when the nitrogen-containing compound shown in the formula (II) is excessively used, the solubility of the obtained acrylic ester copolymer in oil is influenced, and the viscosity control effect of the acrylic ester copolymer is further influenced. Therefore, the viscosity index improver can improve the thermal oxidation stability of the lubricating oil and simultaneously slow down the viscosity increase of the oil product caused by the oxidation of the lubricating oil and the deposition of polar macromolecular substances generated in the oxidation process by controlling the specific mixture ratio of the acrylate compound shown in the formula (I) and the nitrogen-containing compound shown in the formula (II).
Detailed Description
In order that the invention may be more fully understood, reference will now be made to the following description. The preferred embodiments of the present invention are given in the detailed description. This invention may, however, be embodied in many different forms and should not be construed as limited to the embodiments set forth herein. Rather, these embodiments are provided so that this disclosure will be thorough and complete.
Unless defined otherwise, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which this invention belongs. The terminology used in the description of the invention herein is for the purpose of describing particular embodiments only and is not intended to be limiting of the invention. As used herein, the term "and/or" includes any and all combinations of one or more of the associated listed items.
The term "chain alkane" carbon atoms are all combined by single bonds, and the carbon atoms are not closed to form a ring, and comprises straight-chain alkane and branched-chain alkane; the term "chain alkyl group" means a group obtained by removing 1 hydrogen atom from a carbon atom in a chain alkane compound, and includes straight chain alkyl groups and branched chain alkyl groups.
The term "chain alkyl group having 1 to 20 carbon atoms" or "chain alkyl group having 1 to 10 carbon atoms" refers to the number of carbon atoms contained in the chain alkyl group. For example, the "C1-20 chain alkyl group" refers to a chain alkyl group containing 1-20 carbon atoms, and non-limiting examples thereof include methyl, ethyl, n-propyl, isopropyl, n-butyl, sec-butyl, tert-butyl, isobutyl, 2-ethylbutyl, 3-dimethylbutyl, n-pentyl, isopentyl, neopentyl, tert-pentyl, cyclopentyl, 1-methylpentyl, 3-methylpentyl, 2-ethylpentyl, 4-methyl-2-pentyl, n-hexyl, 1-methylhexyl, 2-ethylhexyl, 2-butylhexyl, cyclohexyl, 4-methylcyclohexyl, 4-tert-butylcyclohexyl, n-heptyl, 1-methylheptyl, 2-dimethylheptyl, 2-ethylheptyl, 2-butylheptyl, etc, N-octyl, t-octyl, 2-ethyloctyl, 2-butyloctyl, 2-hexyloctyl, 3, 7-dimethyloctyl, cyclooctyl, n-nonyl, n-decyl, adamantyl, 2-ethyldecyl, 2-butyldecyl, 2-hexyldecyl, 2-octyldecyl, n-undecyl, n-dodecyl, 2-ethyldodecyl, 2-butyldodecyl, 2-hexyldodecyl, 2-octyldodecyl, n-tridecyl, n-tetradecyl, n-pentadecyl, n-hexadecyl, 2-ethylhexadecyl, 2-butylhexadecyl, 2-hexylhexadecyl, 2-octylhexadecyl, n-heptadecyl, n-octadecyl, n-nonadecyl, n-eicosyl and the like.
The traditional viscosity index improver focuses on controlling the viscosity increase caused by the oxidation of lubricating oil, and rarely relates to the problem of controlling the deposition of polar macromolecular substances generated in the oxidation process of the lubricating oil. Compared with the problem of viscosity increase caused by lubricating oil oxidation, the negative influence caused by accumulation of sediments generated in the lubricating oil oxidation process is more serious, and a local oil way can be blocked under severe conditions, so that poor local lubrication is caused, and the sealing system fails.
After a large amount of experimental researches, the technical personnel of the invention find that: the viscosity index improver obtained by polymerizing the acrylate compound shown in the formula (I) and the nitrogen-containing compound shown in the formula (II) as monomers can improve the thermal oxidation stability of the lubricating oil. The skilled person in the present invention theorizes that the possible reasons are: the nitrogen-containing functional groups can be combined with polar oxides formed in the oxidation process of the lubricating oil with high polarity through the nitrogen-containing functional groups, so that the further deposition of the polar oxides is prevented, and the effect of slowing down the deposition of polar macromolecular substances generated in the oxidation process of the lubricating oil is achieved. Through further experimental investigation, technicians of the invention obtain the viscosity index improver of the invention.
The specific technical scheme is as follows.
The invention provides a viscosity index improver which comprises an acrylate copolymer, wherein monomers of the acrylate copolymer comprise an acrylate compound shown in a formula (I) and a nitrogen-containing compound shown in a formula (II);
Figure BDA0003310443600000061
wherein R is1And R2Each independently selected from chain alkyl with 1-20 carbon atoms;
X1selected from ester or amide groups, X2Selected from none or NR3R4,R3And R4Each independently selected from H or chain alkyl with 1-10 carbon atoms; and the nitrogen-containing compound shown in the formula (II) contains at least one N atom;
Y1and Y2Each independently selected from H or methyl;
when the acrylic ester copolymer is prepared, the mass percentage of the nitrogen-containing compound shown in the formula (II) is 0.1-20% based on the total mass of the acrylic ester compound shown in the formula (I) and the nitrogen-containing compound shown in the formula (II).
The viscosity index improver comprises an acrylate copolymer, and the monomer of the acrylate copolymer comprises an acrylate compound shown in a formula (I) and a nitrogen-containing compound shown in a formula (II) in a specific ratio. The nitrogen-containing functional groups can be combined with polar oxides formed in the oxidation process of the lubricating oil, so that the further deposition of the polar oxides is prevented, and the effect of slowing down the deposition of polar macromolecular substances generated in the oxidation process of the lubricating oil is achieved. If the content of the nitrogen-containing compound shown in the formula (II) is too low, the obtained acrylic ester copolymer has limited nitrogen-containing functional groups and cannot generate positive effect on the anti-deposition performance of the lubricating oil; and because the nitrogen-containing compound shown in the formula (II) has high polarity and is generally higher than the acrylic ester compound shown in the formula (I), when the nitrogen-containing compound shown in the formula (II) is excessively used, the solubility of the obtained acrylic ester copolymer in oil is influenced, and the viscosity control effect of the acrylic ester copolymer is further influenced. Therefore, the viscosity index improver can improve the thermal oxidation stability of the lubricating oil and simultaneously slow down the viscosity increase of the oil product caused by the oxidation of the lubricating oil and the deposition of polar macromolecular substances generated in the oxidation process by controlling the specific mixture ratio of the acrylate compound shown in the formula (I) and the nitrogen-containing compound shown in the formula (II).
Further, when the length of the chain alkyl group in the acrylate compound represented by the formula (I) and the nitrogen-containing compound represented by the formula (ii) in the tacky acrylate copolymer is low, that is, the number of carbon atoms in the chain alkyl group is small, the mass fraction of the nitrogen-containing functional group in the molecule is relatively high, and at this time, the mass fraction of the nitrogen-containing compound represented by the formula (ii) can be kept in a relatively low percentage range. When the lengths of the chain alkyl in the acrylate compound shown in the formula (I) and the nitrogen-containing compound shown in the formula (II) in the viscosity index improver are higher, namely the number of carbon atoms of the chain alkyl is more, the non-polarity of the molecules of the viscosity index improver is correspondingly improved, so that the solubility of the obtained acrylate copolymer in oil is favorably maintained, and the solubility is reflected in the higher viscosity index and the better low-temperature characteristic of the finished lubricating oil; the mass percentage of the nitrogen-containing compound represented by the formula (II) is kept in the upper percentage range.
Preferably, the mass percentage of the nitrogen-containing compound represented by the formula (II) is 0.8 to 1.6% based on the total mass of the acrylate compound represented by the formula (I) and the nitrogen-containing compound represented by the formula (II).
In some embodiments, the monomer comprises at least two different acrylate compounds of formula (I), wherein at least one of the acrylate compounds of formula (I) has R1R in at least one acrylate compound represented by the formula (I) selected from chain alkyl groups having 1 to 4 carbon atoms1Selected from chain alkyl with 12-20 carbon atoms.
Further, R is based on the total mass of the acrylate compound represented by the formula (I)150 to 65 mass percent of an acrylate compound represented by the formula (I) and selected from linear alkyl groups having 12 to 20 carbon atoms.
Therefore, the viscosity index improver is more matched with the polarity of the base oil, and the viscosity index improver with better solubility can be obtained.
In some of these embodiments, X2Selected from NR3R4
Further, R3And R4Each independently selected from a C1-5 linear alkyl group.
In some of these embodiments, R3And R4The same is selected from chain alkyl with 1-5 carbon atoms. Specifically, R3And R4Are all methyl.
In some of these embodiments, the nitrogen-containing compound of formula (II) is selected from any one of formulae (II-1) and (II-2):
Figure BDA0003310443600000081
examples of nitrogen-containing compounds of formula (II) above include, but are not limited to: dimethylaminoethyl methacrylate, dimethylaminoethyl acrylate, dimethylaminopropyl methacrylate, dimethylaminopropyl acrylate, diethylaminopentyl methacrylate, diethylaminopentyl acrylate, dibutylaminohexadecyl methacrylate, dimethylaminopropyl methacrylamide, dimethylaminopropyl acrylamide, diethylaminopropyl methacrylamide, diethylaminopropyl acrylamide, dimethylaminopentyl methacrylamide, dimethylaminopentyl acrylamide, diethylaminopentyl methacrylamide, and dimethylaminocetyl hexadecyl methacrylamide.
The acrylate compounds of formula (I) are exemplified herein and include, but are not limited to: methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, butyl acrylate, butyl methacrylate, lauryl acrylate, lauryl methacrylate, 2-ethylhexyl acrylate, 2-ethylhexyl methacrylate, isooctyl acrylate, isooctyl methacrylate, tetradecyl acrylate, hexadecyl methacrylate, hexadecyl acrylate, octadecyl methacrylate, and octadecyl acrylate.
In some embodiments, the weight average molecular weight of the acrylate copolymer is 10000-20000 g/mol.
In some embodiments, the viscosity index improver further comprises a diluent, and the dosage of the diluent is 2%
The invention provides a preparation method of a viscosity index improver, which comprises the following steps of S100-S200.
Step S100, providing monomers, wherein the monomers comprise an acrylate compound shown in a formula (I) and a nitrogen-containing compound shown in a formula (II);
Figure BDA0003310443600000091
wherein R is1And R2Each independently selected from chain alkyl with 1-20 carbon atoms;
X1selected from ester or amide groups, X2Selected from the group consisting ofNR3R4,R3And R4Each independently selected from H or chain alkyl with 1-10 carbon atoms; and the nitrogen-containing compound contains at least one N atom;
Y1and Y2Each independently selected from H or methyl;
the mass percent of the nitrogen-containing compound shown in the formula (II) is 0.1-20% based on the total mass of the acrylate compound shown in the formula (I) and the nitrogen-containing compound shown in the formula (II).
Preferably, the mass percentage of the nitrogen-containing compound represented by the formula (II) is 0.8 to 1.6% based on the total mass of the acrylate compound represented by the formula (I) and the nitrogen-containing compound represented by the formula (II).
And step S200, carrying out polymerization reaction on the monomer to obtain the viscosity index improver.
In some of these embodiments, the polymerization is random or block.
Further, an embodiment of the present invention provides a lubricating oil comprising a base oil and the viscosity index improver as described above added to the base oil.
The lubricating oil has good thermal oxidation stability, and can control the viscosity increase of oil products caused by oxidation and the deposition of polar macromolecular substances generated in the oxidation process in the use process.
It will be understood that the lubricating oil includes oils such as engine oil, gear oil or grease, depending on the intended use.
In some of these embodiments, the viscosity index improver is present in an amount of 10 to 40% by mass, based on the total mass of the lubricating oil.
In some embodiments, the lubricating oil further comprises an auxiliary agent.
Classes of adjuvants include, but are not limited to: extreme pressure antiwear agent, metal corrosion inhibitor, antioxidant, detergent, dispersant, pour point depressant and antifoaming agent.
Specifically, the extreme pressure antiwear agent is thiophosphate amine salt, the metal corrosion inhibitor is N, N' -bis-salicylidene-1, 2-propane diamine or benzotriazole fatty amine derivative, the antioxidant is 2, 6-di-tert-butyl-p-cresol, the detergent is magnesium petroleum sulfonate or calcium naphthenate, the dispersant is succinimide, the pour point depressant is poly-alpha-olefin or polymethacrylate KS300, and the antifoaming agent is dimethyl silicon or tolyl silicone oil.
In some embodiments, the mass percent of the auxiliary agent is 3-15% based on the total mass of the lubricating oil.
In some of these embodiments, the base oil is present in an amount of 45 to 87 percent by mass, based on the total mass of the lubricating oil.
In the present invention, there is no particular requirement on the type of the base oil, and the base oil may be any base oil commonly used in the art, including at least one of base oils of first type, second type, third type and fourth type.
While the present invention will be described with respect to particular embodiments, it is to be understood that the invention is not limited to the disclosed embodiments, but is intended to cover by the appended claims the scope of the invention, and that certain changes in the embodiments of the invention will be suggested to those skilled in the art and are intended to be covered by the appended claims.
The following are specific examples.
DETAILED DESCRIPTION OF EMBODIMENT (S) OF INVENTION
Example 1
(1) The lubricating oil consists of the following components in percentage by mass:
85.3% base oil: 500N base oil of the second category; 10.5% viscosity index improver; and the balance of auxiliary agents: the lubricant comprises 2 percent of thiophosphate amine salt of extreme pressure antiwear agent, 0.5 percent of benzotriazole fatty amine derivative of metal corrosion inhibitor, 0.8 percent of antioxidant 2, 6-di-tert-butylphenol, 0.2 percent of detergent calcium naphthenate, 0.2 percent of dispersant succinimide, 0.25 percent of pour point depressant which is polymethacrylate KS300 and 0.25 percent of antifoaming agent tolyl silicone oil.
The preparation process of the viscosity index improver comprises the following steps:
1. respectively taking octadecyl methacrylate, butyl methacrylate and dimethylaminoethyl methacrylate, and mixing the raw materials in a mass ratio of 80: 10: 10, and adding a solvent tetrahydrofuran to obtain a mixed monomer, wherein the solvent tetrahydrofuran accounts for 2% of the total mass of the mixed monomer.
2. One third of the mixed monomer was charged to a round bottom flask equipped with a mechanical stirrer, condenser, thermocouple, addition funnel, and nitrogen inlet. The round bottom flask was purged with nitrogen before the chemicals were added. The reaction mixture is heated to 100-110 ℃ to initiate the polymerization reaction. The temperature of the reactants was monitored and when the temperature reached 120 ℃ the addition of the remaining mixed monomers to the round bottom flask via the addition funnel was started over 1h while maintaining the reaction temperature at 110 ℃. + -. 10 ℃. After the addition, the mixture is stirred and reacted for 1 hour at the temperature of 110-120 ℃, then initiator dilauryl peroxide accounting for 0.6 wt% of the mixture is added into the mixture, the mixture is continuously stirred and reacted for 2 hours, and finally tetrahydrofuran is added for dilution and is uniformly stirred, so that the viscosity index improver is obtained. The viscosity index improver has a weight average molecular weight distribution of 5000 to 1500000, as measured.
(2) Performing performance test on the lubricating oil provided in the step (1):
1. referring to SH/T0755 & 2005 & lt & gt evaluation method for thermal oxidation stability of manual transmission oil and rear axle oil (L-60-1 method), the lubricating oil in the embodiment is subjected to thermal oxidation stability tests, including kinematic viscosity increase rate test, pentane insoluble detection, toluene insoluble detection, paint film/carbon deposit detection and oil sludge detection.
Example 2
Example 2 is essentially the same as example 1, except that: the preparation process of the viscosity index improver comprises the following steps: octadecyl methacrylate, butyl methacrylate and dimethylaminoethyl methacrylate, which are mixed according to the mass ratio of 90: 5: and 5, mixing.
The other steps and process parameters were the same as in example 1.
Example 3
Example 3 is essentially the same as example 1, except that: the preparation process of the viscosity index improver comprises the following steps: octadecyl methacrylate, butyl methacrylate and dimethylaminoethyl methacrylate, wherein the weight ratio of octadecyl methacrylate to butyl methacrylate to dimethylaminoethyl methacrylate is 70: 10: 20 and mixing.
The other steps and process parameters were the same as in example 1.
Example 4
Example 4 is essentially the same as example 1, except that: the preparation process of the viscosity index improver comprises the following steps: octadecyl methacrylate, butyl methacrylate and dimethylaminoethyl methacrylate, according to the mass ratio of 95: 2.5: 2.5 mixing.
The other steps and process parameters were the same as in example 1.
Example 5
Example 5 is essentially the same as example 1, except that: the preparation process of the viscosity index improver comprises the following steps: octadecyl methacrylate, butyl methacrylate and dimethylaminoethyl methacrylate, according to the mass ratio of 99.5: 0.25: 0.25 mixing.
The other steps and process parameters were the same as in example 1.
Example 6
Example 6 is essentially the same as example 1, except that: the preparation process of the viscosity index improver comprises the following steps: the dimethylaminoethyl methacrylate is replaced by dimethylaminopropyl methacrylamide of equal mass.
The other steps and process parameters were the same as in example 1.
Example 7
Example 7 is essentially the same as example 1 except that: octadecyl methacrylate, butyl methacrylate and dimethylaminoethyl methacrylate, wherein the weight ratio of octadecyl methacrylate to butyl methacrylate to dimethylaminoethyl methacrylate is 40: 55: 5.
the other steps and process parameters were the same as in example 1.
Comparative example 1
Commercially available oil 1: 85W-90GL-5 heavy-duty vehicle gear oil.
Comparative example 2
Commercially available oil 2: 80W-90GL-5 heavy-duty vehicle gear oil.
Comparative example 3
Comparative example 3 is substantially the same as example 1 except that: octadecyl methacrylate, butyl methacrylate and dimethylaminoethyl methacrylate, according to the mass ratio of 65: 10: 25.
the other steps and process parameters were the same as in example 1.
Comparative example 4
Comparative example 4 is substantially the same as example 1 except that: octadecyl methacrylate, butyl methacrylate and dimethylaminoethyl methacrylate, which are mixed according to the mass ratio of 90: 10.
the other steps and process parameters were the same as in example 1.
TABLE 1
Figure BDA0003310443600000131
The technical features of the embodiments described above may be arbitrarily combined, and for the sake of brevity, all possible combinations of the technical features in the embodiments described above are not described, but should be considered as being within the scope of the present specification as long as there is no contradiction between the combinations of the technical features.
The above-mentioned embodiments only express several embodiments of the present invention, and the description thereof is more specific and detailed, but not construed as limiting the scope of the invention. It should be noted that, for a person skilled in the art, several variations and modifications can be made without departing from the inventive concept, which falls within the scope of the present invention. Therefore, the protection scope of the present patent shall be subject to the appended claims.

Claims (10)

1. The viscosity index improver is characterized by comprising an acrylate copolymer, wherein the monomer of the acrylate copolymer comprises an acrylate compound shown as a formula (I) and a nitrogen-containing compound shown as a formula (II);
Figure FDA0003310443590000011
wherein R is1And R2Each independently selected from chain alkyl with 1-20 carbon atoms;
X1selected from ester or amide groups, X2Selected from none or NR3R4,R3And R4Each independently selected from H or chain alkyl with 1-10 carbon atoms; the nitrogen-containing compound shown in the formula (II) contains at least one N atom;
Y1and Y2Each independently selected from H or methyl;
when the acrylic ester copolymer is prepared, the mass percent of the nitrogen-containing compound shown in the formula (II) is 0.1-20% based on the total mass of the acrylic ester compound shown in the formula (I) and the nitrogen-containing compound shown in the formula (II).
2. The viscosity index improver according to claim 1, wherein the mass percentage of the nitrogen-containing compound represented by the formula (ii) is 0.8 to 1.6% based on the total mass of the acrylate compound represented by the formula (I) and the nitrogen-containing compound represented by the formula (ii).
3. The viscosity index improver of claim 1 wherein the monomer comprises at least two different acrylate compounds of formula (I), wherein at least one of the acrylate compounds of formula (I) has R1R in at least one acrylate compound represented by the formula (I) selected from chain alkyl groups having 1 to 4 carbon atoms1Selected from chain alkyl with 12-20 carbon atoms.
4. The viscosity index improver according to claim 3, wherein R is based on the total mass of the acrylate compound represented by the formula (I)1An acrylate compound selected from linear alkyl groups having 12 to 20 carbon atoms and represented by the formula (I)The mass percentage of the component (A) is 50-65%.
5. The viscosity index improver according to any one of claims 1 to 4, wherein X is2Selected from NR3R4And/or
R3And R4Each independently selected from a C1-5 linear alkyl group.
6. The viscosity index improver according to claim 5, wherein the nitrogen-containing compound represented by the formula (II) is selected from any one of the formulae (II-1) and (II-2):
Figure FDA0003310443590000021
7. the viscosity index improver according to any one of claims 1 to 4 and 6, wherein the acrylate copolymer has a weight average molecular weight of 10000 to 20000.
8. The preparation method of the viscosity index improver is characterized by comprising the following steps:
providing monomers, wherein the monomers comprise an acrylate compound shown in a formula (I) and a nitrogen-containing compound shown in a formula (II);
Figure FDA0003310443590000022
wherein R is1And R2Each independently selected from chain alkyl with 1-20 carbon atoms;
X1selected from ester or amide groups, X2Selected from none or NR3R4,R3And R4Each independently selected from H or chain alkyl with 1-10 carbon atoms; and the nitrogen-containing compound contains at least one N atom;
Y1and Y2Each independently selected from H or methyl;
the mass percent of the nitrogen-containing compound shown in the formula (II) is 0.1-20% based on the total mass of the acrylate compound shown in the formula (I) and the nitrogen-containing compound shown in the formula (II);
and carrying out polymerization reaction on the monomer to obtain the viscosity index improver.
9. A lubricating oil, comprising a base oil and the viscosity index improver according to any one of claims 1 to 7 added to the base oil.
10. The lubricating oil of claim 9, wherein the viscosity index improver comprises 10 to 40 mass%, based on the total mass of the lubricating oil.
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Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1132784A (en) * 1994-10-19 1996-10-09 阿吉佩罗里股份公司 Multifunctional additive for lubricating oils compatible with fluoroelastomers
CN101058761A (en) * 2006-04-17 2007-10-24 新日本石油株式会社 Lubricant compositions for an automatic transmission
JP2009191258A (en) * 2008-01-15 2009-08-27 Sanyo Chem Ind Ltd Viscosity index improving agent and lubricant composition
EP2526135A1 (en) * 2010-01-20 2012-11-28 Evonik RohMax Additives GmbH (meth)acrylate polymers for improving the viscosity index
CN103459569A (en) * 2011-03-25 2013-12-18 巴斯夫欧洲公司 Lubricant composition having improved non-Newtonian viscometrics

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1132784A (en) * 1994-10-19 1996-10-09 阿吉佩罗里股份公司 Multifunctional additive for lubricating oils compatible with fluoroelastomers
CN101058761A (en) * 2006-04-17 2007-10-24 新日本石油株式会社 Lubricant compositions for an automatic transmission
JP2009191258A (en) * 2008-01-15 2009-08-27 Sanyo Chem Ind Ltd Viscosity index improving agent and lubricant composition
EP2526135A1 (en) * 2010-01-20 2012-11-28 Evonik RohMax Additives GmbH (meth)acrylate polymers for improving the viscosity index
CN103459569A (en) * 2011-03-25 2013-12-18 巴斯夫欧洲公司 Lubricant composition having improved non-Newtonian viscometrics

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
(日)樱井俊男: "《石油产品添加剂》", 30 November 1980, 石油工业出版社 *
冯亚青: "《助剂化学及工艺学》", 30 June 1997, 化学工业出版社 *

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