JPH0337296A - New viscosity index improver and preparation of the same - Google Patents

Abstract

PURPOSE:To obtain the subject improver which is an efficient, low viscosity, nonaqueous dispersion of a high concentration of an olefin polymer by compounding an olefin polymer, a specific compound and a solvent which does not substantially dissolve the polymer. CONSTITUTION:The subject improver comprises an olefin polymer (e.g. an ethylene-propylene copolymer), a compound which has one or more segments of residues of a compound consisting substantially of a hydrocarbon of a weight- average molecular weight of 500-500,000 having one or more groups selected from among hydroxyl, carboxyl, carbonyl, amino and dithiocarboxylic acid groups and residues of a compound having one or more groups selected from among carboxyl, hydroxyl, isocyanate, amino and ketimine groups, both residues being linked to each other through one or more bonds selected from among (thio)ester, urethane, urea, amide, imide and ether bonds (e.g. a reaction product of a polyester obtained from propylene glycol and adipic acid with a carboxylated ethylene-propylene copolymer); and a solvent not substantially or hardly dissolving the olefin polymer (e.g. dioctyl adipate).

Description

DETAILED DESCRIPTION OF THE INVENTION [Field of Industrial Application] The present invention relates to a novel viscosity index improver and a method for producing the same.

[Prior Art 1] Problems to be Solved by the Invention Conventionally, viscosity index improvers based on olefin polymers have been widely used in engine oils due to their excellent thickening effect. This viscosity index improver is usually an olefin polymer 10
-20% mineral oil and 90-80% mineral oil solutions are commercially available. If the amount of olefin polymer is increased more than this, the viscosity of the product will increase, resulting in problems in handling properties, making it practically unusable. For this reason, olefin polymer? There is a demand for supply of a product containing JE concentration and low viscosity. In response to this request, method 2.3 has been proposed. For example, in JP-A-58-171417, a highly concentrated product is obtained by using a graft or block copolymer of an olefin copolymer and (meth)acrylate as a dispersant in a solvent that hardly dissolves the olefin copolymer. Discloses that Moreover, in JP-A-58-171418, a graft or block copolymer of a polymer consisting of an olefin copolymer and a vinyl monomer other than (meth)acrylate is also disclosed in a solvent that hardly dissolves the olefin copolymer. It is disclosed that a high-concentration product can be obtained by using the compound with a dispersant.

However, these methods require more (meth)acrylate than is necessary to make the dispersant, and in all cases except when using a styrene-isoprene block copolymer as an emulsifier, the dispersant is For example, if a styrene-isoprene block copolymer is used as an emulsifier, it may cause haze when dissolved in mineral oil. This may occur and pose a practical problem.

Regarding the manufacturing method, the above-mentioned JP-A-58-171417 and the above-mentioned JP-A-58-171418 disclose that a special high shear speed stirrer is used to produce olefin in the form of granules in a poor solvent containing a dispersant. A method of adding and emulsifying a copolymer is disclosed. However, these methods not only require a special stirrer, which is not common, but also require the use of granular olefin copolymers, so the propylene content in the olefin copolymer is approximately 30% or less or 70% or more. (at 40 to 60%, the olefin copolymer raw material is soft and difficult to form into granules), and when the olefin polymer is used after being degraded or modified in a solvent solution before emulsification. However, there is a problem in that the resulting olefin polymer degradation or modified product solvent solution cannot be used as is.

[Means for Solving the Problems] As a result of intensive studies by the present inventors on efficient, low-viscosity, high-concentration non-aqueous disbarge systems for olefin polymers, the present inventors have found that:
This led to the present invention. That is, in the present invention, component (1) is an olefin polymer.

Component (2) is a compound having at least one segment of A and B shown below, where A has a hydroxyl group and/or a carboxyl group and/or a carbonyl group and/or an amine group and/or a dithiocarbon group. B is the residue of a compound substantially consisting of hydrocarbons with a weight average molecular weight of 500 to 500,000, and B is the residue of a compound having a carboxyl group and/or a hydroxyl group and/or an isocyanate group and/or an amino group and/or a ketimine group. A compound in which A and B are connected by one or more bonds selected from ester bonds, thioester bonds, urethane bonds, urea bonds, amide bonds, imide bonds, and ether bonds, and components ( 3) A medium in which the olefin polymer is not substantially or hardly dissolved.

A novel viscosity index improver characterized by comprising: and a method for producing the same.

The olefin polymer of component (1) used in the present invention is generally a polymer of olefins such as ethylene, propylene, imbutylene, butadiene, and imprene, and also a polymer of these olefins and styrene, cyclopentadiene, dichloromethane, etc. Copolymers with cyclopentadiene, ethylidene, norbornene, etc., and hydrogenated products of these polymers can also be used.

Of course, various degraded products of these olefin polymers can also be used. - For boat fishing, ethylene and propylene copolymers are preferred because they are easily available.

In addition to the viscosity index improvement effect, component (1) is an olefin polymer containing atoms such as nitrogen, oxygen, and sulfur for the purpose of providing dispersibility for dispersing sludge and sludge generated during use. Modified products, such as basic nitrogen-containing olefin polymers, are preferred. Examples of basic nitrogen-containing olefin polymers include (anhydrous) olefin polymers.
Examples include addition or graft copolymerization of acidic components such as maleic acid and (meth)acrylic acid, followed by imidization or amidation with polyamines. Furthermore, olefin polymers are oxidized and reacted with polyamines, olefin polymers are oxidized and then subjected to Mannich condensation with formaldehyde and polyamines, and olefin polymers containing nitrogen, etc., are vinyl monomers (N- Non-vinyl compounds (phenothiazines, imidazole, thiazole, , benzothiazoles, triazoles, thiazolindines, pyrimidines, pyridines, piperidines, pyrrolidinones, oxazoles, and thiomorpholines).

In addition, the weight average molecular weight of the olefin polymer is usually 500.
- 500,000, but 30,000 to 300,000 is the viscosity index,
Preferable in terms of thickening effect and shear stability.

Component (2) used in the present invention is used to obtain a highly concentrated non-aqueous dispersion of the olefin polymer, and its function is as a dispersant for the olefin polymer.

Substantially hydrocarbon groups (-A -) (hereinafter abbreviated as compound (AA)) is a compound having at least one hydroxyl group, carboxyl group, carbonyl group, amino group, or dithiocarboxylic acid group in one molecule, and specifically, ethylene, Single or copolymerized products consisting of propylene, butadiene, isoprene, imbutylene, etc. If necessary, styrene, cyclopentadiene,
Includes polymers copolymerized with dicyclopentadiene, norbornene, etc., whose terminal end is a carboxyl group, hydroxyl group, carbonyl group, amino group, or dithiocarboxylic acid group. Methods for producing such compounds are described in various documents (for example, Japanese Patent Publication No. 43-27432, Collection of Polymers Vol. 1.4G,
No. 4゜1) I), 215), but -
These can be easily obtained by polymerizing olefins through anionic polymerization within the membrane and using, for example, carbon dioxide, oxygen, formaldehyde, ethylene oxide, propylene oxide, carbon disulfide, etc. as agents to stop the polymerization reaction. It is. When carbon dioxide is used, a product with a carboxyl group at the end is obtained, when oxygen is used, a hydroxyl group is obtained, and when formaldehyde is used, a methylol group is obtained.
In the case of ethylene oxide, a product having a hydroxyethyl group at the end, and in the case of carbon disulfide, a product having a dithiocarboxylic acid group at the end is obtained. In the present invention, these compounds can be used as they are, but compounds to which alkylene oxides having 2 to 4 carbon atoms (ethylene oxide, propylene oxide, etc.) are added (usually 10 moles or less) can also be used.

In the present invention, compounds having 1 to 3.5, more preferably 1 to 2.5 carboxyl groups and/or hydroxyl groups per molecule of the compound (AA) are preferred.

In the present invention, the compound (AA) substantially consists of a hydrocarbon, and "substantially" means that the compounds (AA) each include a carboxyl group, a hydroxyl group, or an isocyanate group.

Also included are polymers reacted with a compound "hereinafter abbreviated as compound (BB)" having an amino group or a ketimine group. Furthermore, condensates of compounds (AA), such as compounds (AA) having a carboxyl group, and compounds (AA) having carboxyl groups,
Compounds obtained by condensing A) with a hydroxyl group are also included as compounds (AA) of the present invention. In such a case, the amount of bonding is 1 equivalent or less per 40 carbon atoms in the compound (AA), preferably 1 equivalent or less per 150 carbon atoms, such as an ester bond, a thioester bond, an amide bond, an imide bond, etc. It is necessary to be present.

When the compound (AA) has a polymer portion having a composition similar to that of component (1), it is preferable because the dispersion of component (1) becomes easier, and the molecular weight is usually 500 to 500,000, preferably 1000 to 100,000. belongs to.

Further, the compound (BB) is required to make the component (♀), and this compound has at least one functional group in one molecule. For example, when compound (AA) has a hydroxyl group, compound (B) needs to have a carboxyl group and an isocyanate group, and compound (
When AA) has a carboxyl group, the compound (BB) needs to have a hydroxyl group, an isocyanate group, an amino group, or a ketimine group.

Examples of these compounds (BB) include saturated or unsaturated alcohols such as methyl alcohol, butyl alcohol, inamyl alcohol, myristyl alcohol, methyl alcohol,
Allyl alcohol.

Propargyl alcohol, cyclohexanol, benzyl alcohol, cinnamyl alcohol, furfuryl alcohol, etc., and those having two or more hydroxyl groups,
Examples include ethylene glycol, propylene glycol, butanediol, bentanediol, 3-methylbentanediol, jetanolamine, dibrobanolamine, triethanolamine, trimethylolpropane, glycerin, pentaerythritol, etc. Compounds having these hydroxyl groups and its derivatives with 20 carbon atoms
Examples include alkylene oxide adducts of No. 4.

Furthermore, C2-4 alkylene oxide adducts of mono- or dialkylphenols (alkyl group usually has 6-20 carbon atoms) may also be mentioned.

Examples of compounds having a carboxyl group include those having one carboxyl group, such as acetic acid, propionic acid,
hexylic acid, octylic acid, capric acid, undecylic acid,
Myristic acid, eicoic acid, oleic acid, cinnamic acid, lanolinic acid, tall oil fatty acid, palm oil fatty acid, etc. have two or more carboxyl groups, such as oxalic acid, succinic acid,
Examples include adipic acid, azelaic acid, sebacic acid, fumaric acid, maleic acid, phthalic acid, phthalic anhydride, terephthalic acid, tricarballylic acid, benzenetricarboxylic acid, and the like. Also included are compounds obtained by adding an alkylene oxide having 2 to 4 carbon atoms to these carboxylic acid compounds and their derivatives.

Examples of compounds having an amino group include ammonia, ethylamine, butylamine, hexylamine, octylamine, nonylamine, decylamine, tridecylamine, cetylamine, dimethylamine, diisopropylamine, aliphatic amines such as cyamylamine, monoethanolamine, mono- Alkanolamines such as propanolamine, unsaturated aliphatic amines such as allylamine and diallylamine, alicyclic amines such as cyclohexylamine, aromatic amines such as aniline, toluidine, benzylamine, diphenylamine, naphthylamine, ethylenediamine, diethylenetriamine , polyamines such as triethylenetetramine and dialkylaminopropylamine, and amines derived from natural products such as tallow amine and coconut amine. Also included are alkylene oxide adducts having 2 to 4 carbon atoms of these amines and their derivatives.

Examples of compounds having a ketimine group include amines such as monoethanolamine, monopropanolamine, and diethylenetriamine, as well as acetone, methyl ethyl ketone,
Examples include those ketiminated with ketones such as methyl isobutyl ketone, and alkylene oxide adducts of these with 2 to 4 carbon atoms are also included.

Examples of compounds having isocyanate groups include tolylene isocyanate, diphenylmethane isocyanate, hexamethylene isocyanate, lysine isocyanate, dicyclohexylmethane isocyanate, isophorone isocyanate, which have 1 to 3 isocyanate groups.
Examples include xylylene soocyanate.

In the present invention, bonds between these compounds (BB) and/or reactants can also be used as the compound (BB).

Component (2) consists of these compound (AA) and compound (BB
) is obtained by condensation and/or reaction with In this case, the bond between compound (AA) and compound (BB) is an ester bond, thioester bond, urethane bond, urea bond,
Amide bond, imide bond.

Any one of the ether bonds is 1si or more.

The present invention also includes a method for producing component (2) by directly reacting the hydroxyl group and/or carboxyl group and/or amino group and/or dithiocarbonyl group of compound (AA) with an alkylene oxide of 111 or more. included. Furthermore, compound (BB
), compounds obtained by directly reacting one or more compounds having two or more hydroxyl groups and/or carboxyl groups and/or ketimine groups and/or isocyanate groups and/or amino groups are also included in the present invention. Also included in the present invention are compounds obtained by directly reacting the compound with one or more alkylene oxides.

These various components (2) basically have a similar structure in their molecules to component (3) [a medium that does not substantially dissolve component (1) or hardly dissolves it] and/or are mutually exclusive. It is preferable that component (1) has a solubility parameter close to , since component (1) can be easily dispersed. For example, in the case of a medium using a phthalate-based solvent as component (3), component (2) preferably has a phthalate-based structure in its molecule, and component (3)
In the case of a medium using an alkylene glycol solvent as the medium, component (2) preferably has an alkylene glycol or ester structure in its molecule. Alternatively, even if they do not have similar structures, it is preferable for the same reason that the difference in solubility parameters between component (3) and B in component (2) is small (usually 1.5 or less).

Furthermore, the ratio of compound (AA) to compound (B B) varies depending on the component (3) used, but cannot be generalized, but usually, compound (AA)/compound (BB) = 20/80.
~90/10 (weight ratio), preferably 40/60
~80/20.

Component (3) of the present invention is a medium that does not substantially dissolve or hardly dissolves the olefin polymer, and more specifically, the solubility (20'C) for the olefin polymer is usually 1.
It is 0% or less, preferably 6% or less. Here, solubility means that when an olefin polymer or the like is dissolved alone, it gives a uniform and transparent state, and if it becomes cloudy or phase separates, it is assumed that it is not dissolved.

Examples of media with such solubility include esters,
Examples include phosphoric acid esters, alcohols having 6 or more carbon atoms, and alkylene oxide adducts having 2 to 4 carbon atoms.

Also, mineral oil modified with oxygen and/or oxygen- and nitrogen-containing compounds, etc. so that the olefin polymer does not dissolve substantially or hardly dissolves (mineral oil modified product).
can also be mentioned.

Examples of esters include monocarboxylic acids (acetic acid, propionic acid, hexylic acid, octylic acid, capric acid, undecylic acid, myristic acid, etc.) and dicarboxylic acids (
Compounds containing carboxyl groups such as polycarboxylic acids such as succinic acid, adipic acid, azelaic acid, fumaric acid, maleic acid, phthalic acid, phthalic anhydride, isophthalic acid, terephthalic acid, etc.) tricarboxylic acids (benzenetricarboxylic acid, etc.) , -hydric alcohol (methanol, butanol, hexyl alcohol, cyclohexyl alcohol, 2
- Ethylhexyl alcohol, octyl alcohol, decyl alcohol, myristyl alcohol, mericyl alcohol, etc.) and polyols (ethylene glycol,
triethylene glycol, tetraethythene glycol,
Glycols such as propylene glycol, dipropylene glycol, hexamethylene glycol, decamethylene glycol, glycerin, trimethylolpropane,
pentaerythritol, etc.), and esters of these alcohols and polyols with alkylene oxide adducts having 2 to 4 carbon atoms (the number of moles of alkylene oxide added is approximately 0 to 50 moles, preferably 1 to 35 moles), etc. It is a compound.

Among these various esters, preferred are diesters of dicarboxylic acids and m-alcohols, and diesters of polyols and monocarboxylic acids.

Tri- and tetraesters, particularly preferred are diester compounds of succinic acid, adipic acid, phthalic acid, phthalic anhydride, isophthalic acid, and terephthalic acid with m alcohols having 1 to 10 carbon atoms, or the glycols mentioned above. It is a diester compound of a monocarboxylic acid having 1 to 10 carbon atoms.

As an example of the phosphoric acid ester type, triesters of alcohols having 4 to 10 carbon atoms are preferred.

Examples of alcohols having 8 or more carbon atoms include 2-ethylhexyl alcohol, octyl alcohol, inoctyl alcohol, and oxo alcohols having from e to 10 carbon atoms.
Alcohol; Examples include glycols such as hexamethylene glycol and decamethylene glycol.

Examples of alkylene oxide adducts include active hydrogen-containing compounds such as monofunctional or polyfunctional hydroxyl groups, amino groups, amide groups, carboxyl groups, and active hydrogen-containing heterocyclic compounds, and alkylene oxides having 2 to 4 carbon atoms. Examples include compounds to which a class is added. Examples of compounds having hydroxyl groups include the m-alcohols and polyols described above. Examples of compounds having a carboxyl group include the mono- or polycarboxylic acids mentioned above.

Also included are compounds having both a carboxyl group and a hydroxyl group in the molecule, such as citric acid and gluconic acid. Further, as those having an amino group, the above-mentioned compounds having an amino group are used, and as those having an amide group, acetic acid amide, propionic acid amide, octylic acid amide, oleic acid amide, stearic acid amide, monomethyl propionate are used. Examples include amides. Examples of active hydrogen-containing heterocyclic compounds include morpholine and the like.

The number of moles of alkylene oxide added varies depending on the type of active hydrogen-containing compound to be added, but is usually 1 to 50 moles, preferably 1 to 35 moles.

When the number of moles added becomes large, the solubility in mineral oil decreases, and the final prepared lubricating oil becomes cloudy, making it difficult to use. Among these various alkylene oxide adducts, preferred is the general formula R-0-(AO)n-H
(In the formula, R is an alkyl group or a cycloalkyl group having 8 or less carbon atoms, n is a number from 1 to 35, and A is an alkylene group having 2 to 3 carbon atoms).

The mineral oil modified product can be synthesized, for example, by a method similar to that of introducing a functional group into an olefin polymer.

Among these various components (3), particularly preferred are those based on diesters of dicarboxylic acids and alkylene oxide adducts.

In addition, components containing mineral oil among these compounds can also be used as component (3). In this case, the amount of mineral oil is not particularly limited, but as the amount of mineral oil increases, the solubility of component (1) increases. To maintain a solubility for component (1) of 10% or less, the amount of mineral oil in the medium for component (3) is -85% or less in the membrane.

Based on the weight of the improver of the present invention, the content of component (1) is usually 10-70%, preferably 20-60%, component (2)
The content is usually 0. 5-20%, preferably 1-10%
1 The content of component (3) is usually 90-25%, preferably 70-30%.

To produce the improver of the present invention, component (2) is synthesized in advance. The method for producing component (2) involves compound (AA) and compound (B).
All methods are known, although they differ depending on the type of B).

In this synthesis, a solvent may be used to lower the viscosity of the reaction system, but this solvent may be component (3) in the present invention, and if it can be used as a solvent (under reduced pressure), it may be a good solvent for the olefin polymer. Solvents (e.g. hexane, heptane.

Toluene, xylene, etc., low-boiling synthetic hydrocarbons, etc.) may be used, or a mixture thereof may be used.

After mixing and dissolving component (2) produced in this way with component (3), a solvent solution of component (1) was added thereto under conditions of distilling the used solvent (under reduced pressure). It is preferable to add the solvent used for dissolving component (2) while stirring to emulsify or disperse the olefin polymer, since stable disbergeron can be obtained even if the amount of component (2) is small.

Of course, it is also preferable to dissolve component (2) in a solvent solution of component (1) and emulsify or disperse component (1) in component (3) in the presence of component (2) in a similar manner.

The solvent used to dissolve component (1) is not particularly limited, but may include hexane, heptane, toluene, xylene, etc.
Examples include low boiling point synthetic hydrocarbons.

The addition conditions must be such that the solvent can be removed, but the temperature is usually 50 to 200°C; if it is too high, the olefin polymer will decompose and the molecular chain of component (1) will stretch. , it becomes difficult to emulsify or disperse. The time varies depending on temperature and pressure, but is usually 2 to 10 hours. If the addition rate is too fast, the distillation of the solvent will not catch up and the olefin polymer will not be properly emulsified or dispersed, and in extreme cases, the entire product will turn into a gel. become.

The viscosity index improver of the present invention preferably contains a lubricating oil pour point depressant as component (4). This is because components (1), (2), and (3) alone do not have sufficient pour point depressing properties, and a separate pour point depressant must be added when producing the final engine oil. be. Examples of such pour point depressants include poly(meth)
Typical examples include acrylates and chlorinated paraffin and naphthalene condensates. These are widely commercially available; for example, poly(meth)acrylate-based products are sold by Sanyo Chemical Co., Ltd. as the Acroup series.
The Plexol series is commercially available from Nippon Acrylic, and the chlorinated paraffin and naphthalene condensate is commercially available as the Leblanc series from Toho Chemical.

Preferred are those based on poly(meth)acrylate. The amount of component (4) added is usually 0 to 0 based on the weight of the improver.
30%, preferably 5-20%.

Other optional components (for example, a detergent dispersant, an antioxidant, a friction reducing agent, etc.) can be added to the viscosity index improver of the present invention, if necessary.

Component (4) is generally added after producing a dispurge tank from components (1), (2), and (3).

The viscosity index improver of the present invention is usually added to lubricating oil in an amount of 1 to 20%.
For example, when component (1) is a modified olefin polymer, when component (1) has a clearing dispersion effect, and when component (4) is included, Demonstrates pour point lowering effect.

Furthermore, the improver of the present invention can be used in compositions other than lubricating oils, such as fuel oils, greases, and polymers/polyols, if necessary.

[Example] The present invention will be described below with reference to Examples, but the present invention is not limited thereto. In the following, parts and %
indicate weight parts and weight %, respectively.

Example 1 A dihydro-l-cyethylene propylene copolymer (molecular weight: 8000, propylene content: 50%, known glueing method) was added to a four-tube reactor equipped with a stirrer for high viscosity, a temperature sensor, and a condenser raw material inlet. (4) ethylene propylene copolymer synthesized by anionic polymerization and hydroxyethylated at both ends with ethylene oxide
Charge 320ffi of 0% xylene solution and 460 parts of 40% dibutyl phthalate solution of polyester obtained from 1,4-butanediol and phthalic anhydride (equivalency ratio: 41/40, molecular weight 8000), and stir at 100°C for 1 hour. After homogenization, hexamethylene diisocyanate 4
．． Add 3 parts and heat at 120°C for 1 hour, then add 0.02 part of dibutyl tin dilaure) and react until the NGO content becomes 0.05 or less (usually 5 hours).
Obtain a 0% solvent solution.

30.0 parts of the obtained 40% solvent solution of component (2) and 339 parts of dibutyl phthalate of component (3) were placed in a similar reactor (
(equipped with a vacuum distillation device instead of a condenser)
Stir at 120℃ for 1 hour to dissolve, then dissolve at 120℃
, the xylene was distilled off under conditions of 5 mmHg or less, and the ethylene propylene copolymer of component (1) (molecular weight: 100,000. Propylene content: 5
600 parts of a 40% xylene solution (0%) was gradually added from the solution over 4 hours. During the addition, xylene is distilled off depending on the addition rate, and component (1) is dispersed into component (3) accordingly. After adding the entire amount of component (1) solution, add 30
The content of ethylene propylene copolymer was 40.0.
% of the inventive improver is obtained, which is a milky white dispersion pattern.

Viscosity: 903 cl) s/25°C Example 2 A carboxy-ethylene propylene copolymer (molecular weight: 9000, propylene content;
50%, 400 parts of an ethylene propylene copolymer synthesized by known living anionic polymerization and carboxylated at the end with carbon dioxide), and a polyester obtained from propylene glycol and adipic acid (equivalence ratio: 41/40. Molecular weight 9000) was charged, stirred at 200°C for 1 hour, and after equalization, 0.08 part of tetrabutyl titanium) was added and heated at 220°C.

Component (2) is obtained by reacting at 5 mmHg or less until the acid value becomes 0.05 or less (usually for 8 hours).

13.0 parts of the obtained component (2) and 300 parts of dioctyl adipate (component (3)) were charged into a similar reactor (equipped with a vacuum distillation device instead of a condenser).
After stirring at 20℃ for 1 hour to dissolve, 120℃, 5mmH
Component (1) ethylene propylene copolymer (molecular weight: 100,000, propylene content: 50%) was kept at about 100°C after xylene was distilled off under the following conditions:
Gradually add 676 parts of 4091G xylene solution to 4
Add in time. During the addition, xylene is distilled off depending on the addition rate, and component (1) is dispersed into component (3) accordingly. After adding the entire amount of component (1) solution, stir for another 30 minutes to obtain an ethylene propylene copolymer content of 46.3%.
The improver of the present invention, which is a pale yellow and milky white dispersion formula N1, is obtained.

Viscosity: 870 cI) s/25°C Example 3 A dicarboxy-ethylene propylene copolymer (molecular weight: 15,000, propylene content: 400 parts of a 40% xylene solution of 40% xylene solution of 50% ethylene propylene copolymer synthesized by known slipping anionic polymerization, both ends of which were carboxylated with carbon dioxide) and aminated polyether (molecule fl: 2
44.8 parts of 100° monoethanolamine ketiminated with methyl isobutyl ketone and 34 moles of propylene oxide added to the hydroxyl group were charged, and the produced water was removed from the system under reflux (138 to 143°C). until the acid value becomes 0.05 or less (usually 5 hours)
The reaction yields a 45.8% solution of component (2).

18.3 parts of the obtained 45.8% solution of component (2) and 300 parts of a 4 mol adduct of n-butanol propylene oxide of component (3) were added to a similar reactor (equipped with a vacuum distillation device instead of a condenser). After stirring at 120°C for 1 hour to dissolve the xylene, the xylene was distilled off under conditions of 120°C and 5 mmHg or less, and the components (1
) ethylene propylene copolymer (molecular weight: 10,000
600 parts of a 40% xylene solution (0°propylene content: 50%) was gradually added from the liquid over 4 hours. During the addition, xylene is distilled off depending on the addition rate, and component (1) is dispersed into component (3) accordingly. After adding the entire amount of the component (1) solution, the mixture was stirred for an additional 30 minutes to obtain the improver of the present invention, which is a milky-white dispersion having an ethylene propylene copolymer content of 43.8%.

Viscosity: 942 cpS/25°C Example 4 A dihydroxy-ethylene propylene copolymer (molecular weight: 4000.7” Robylene content: 50 %, a 40% xylene solution of an ethylene propylene copolymer synthesized by known glueing anionic polymerization, with both ends hydroxylated with oxygen) 32
0m! -, 7.2 parts of hexamethylene diisocyanate was added, heated at 100°C for 1 hour, and further 0.01 part of dibutyltin dilaure was added, so that the NGO content was 0. Polypropylene glycol (molecular weight: 5000) 1
NG
The reaction is carried out until the O content becomes 0.05 or less (usually for 5 hours) to obtain a 55.8% solvent solution of component (2).

1 part of the obtained 55.8% solvent solution of component (2) and 231.8 parts of tetraethylene glycol hexylic acid diester of component (3) were mixed in a similar reactor (equipped with a vacuum distillation device instead of a condenser). 120℃
After stirring for 1 hour to dissolve the xylene, the xylene was distilled off under conditions of 120°C and 5 mmHg or less. Molecular weight: 100,000. Propylene content: Obtained by reacting a 50% ethylene propylene copolymer with 20 molar equivalents of N-bi-limidazole in the presence of benzoyl peroxide in xylene)
600 parts of a 40% xylene solution was gradually added from the solution over 4 hours. During the addition, xylene is distilled off depending on the addition rate, and component (1) is dispersed into component (3) accordingly. After adding the entire amount of the component (1) solution, the mixture is further stirred for 30 minutes to obtain the improver of the present invention, which is pale yellow and milky-white dispersion having an ethylene propylene copolymer content of 40.0%.

Viscosity: 1050'cps/25°C Example 5゜Ethylene propylene copolymer content obtained in Example 1 4
100 parts of the improver of the present invention, which is 0.0% milky-white Dispersilon, is blended with 12 parts of a polymethacrylate pour point depressant (Acroup 138) to produce the improver of the present invention, which is pale yellow and milky-white Dispersilon. is obtained.

Viscosity: 1005cps/25℃ [Effect of the invention] The improver of the present invention has the following effects.

Conventional technology requires more (meth) than is necessary to make the dispersant.
Unless acrylate is required or styrene-isoprene copolymer is used as an emulsifier,
The problem is that a large amount of dispersant (for example, 12% or more) must be used, which is not efficient because it has a head.
When a styrene/isoprene block copolymer is used as an emulsifier, haze may occur when dissolved in mineral oil, which may pose a practical problem.However, in the present invention, the amount of dispersant is small (e.g. (5% or less), it is sufficiently effective and a highly concentrated non-aqueous dispersion trout of low viscosity olefin polymer can be efficiently obtained.

In addition, conventional manufacturing methods involve emulsifying granular olefin copolymer in a poor solvent of a dispersant using a special high-shear speed stirrer, but these methods require a special stirrer and are not commonly used. Not only is the propylene content in the olefin copolymer less than 30% or more than 70% because it is necessary to use a granular olefin copolymer (with 40 to 60%, the olefin copolymer When the olefin polymer is degraded or modified in a solvent solution before emulsification (the raw material is soft and difficult to form into granules), the resulting olefin polymer degraded or modified in a solvent solution may However, the problem was that it could not be used as is. Regarding this point, in the present invention, a normal stirring device can be used and there is no need to granulate the olefin polymer, so there is no restriction on the propylene content, and the olefin polymer is degraded in a solvent solution before emulsification. Alternatively, when used after modification, there is an advantage that the obtained olefin polymer degradation or modified product solvent solution can be used as is.

Claims (1)

[Claims] 1. Component (1) is an olefin polymer; Component (2) is a compound having at least one segment of A and B shown below, where A is a hydroxyl group and/or a carboxyl group and/or A residue of a compound substantially consisting of hydrocarbons having a weight average molecular weight of 500 to 500,000 and having a carbonyl group and/or an amino group and/or a dithiocarboxylic acid group, and B is a carboxyl group and/or a hydroxyl group and/or an isocyanate group. A residue of a compound having a group and/or an amino group and/or a ketimine group, and the bond between A and B is selected from an ester bond, a thioester bond, a urethane bond, a urea bond, an amide bond, an imide bond, and an ether bond. A novel viscosity index improver comprising: a compound bound by one or more types of bonds; and a medium in which component (3) substantially does not dissolve or hardly dissolves the olefin polymer. 2. The improver according to claim 1, wherein component (3) is a medium in which the olefin polymer has a solubility of 10% by weight or less. 3. Component (3) is a medium containing one or more of the following: phosphate esters, esters, alcohols having 6 or more carbon atoms, and alkylene oxide adducts.
or the improver according to 2. 4. Component (3) is a diester of dicarboxylic acid and/or
The improving agent according to any one of claims 1 to 3, which is a medium containing an alkylene oxide adduct. 5. Component (3) is a medium containing mineral oil modified with oxygen and/or oxygen and nitrogen-containing compounds so that the olefin polymer does not dissolve substantially or hardly dissolves. The improver described in any of the above. 6. The improver according to any one of claims 1 to 5, wherein A in component (2) is a polymer having a composition similar to that of component (1). 7. The improver according to any one of claims 1 to 6, wherein component (1) is an ethylene propylene copolymer. 8. The improver according to any one of claims 1 to 7, wherein component (1) is a basic nitrogen-containing olefin polymer. 9. The improver according to any one of claims 1 to 8, wherein the bond between A and B of component (2) is an ester bond. 10. Claims 1 to 9 wherein the bond between A and B of component (2) is an ester bond containing a (poly)alkylene glycol moiety.
The improver according to any of the above. 11. The weight ratio of component (2) A and B is 10:90 to 80
:20. The improver according to any one of claims 1 to 10. 12. The improver according to any one of claims 1 to 11, wherein component (3) also contains mineral oil. 13. The improver according to any one of claims 1 to 12, which contains a lubricating oil pour point depressant as component (4). 14. Component (1) from 10 to 70 based on the weight of the improver
% of the improver according to any one of claims 1 to 13. 15. The improver according to any one of claims 1 to 14, which contains component (4) in an amount of 0 to 20% based on the weight of the improver. 16. In a solution consisting of component (2) and component (3),
By adding a solvent solution of component (1) under the distillation conditions of the solvent while removing the solvent, component (1) is added.
) is emulsified or dispersed in component (3) in the presence of component (2), and component (4) is added if necessary. manufacturing method. 17. Component (1) is converted into component (2) by adding a solvent solution of component (1) and component (2) to component (3) while removing the solvent under the distillation conditions of the solvent.
) is emulsified or dispersed in component (3), and component (4) is added if necessary.
16. A method for producing a novel viscosity index improver according to any one of items 1 to 15.