JP2003171605A - Resin for dispersing pigment, pigment dispersion containing the resin, and coating material for color matching - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a resin used for dispersing a pigment, excellent in the pigment dispersion, and capable of forming a pigment dispersion that can be used in common for the color matching of various kinds of coating materials. <P>SOLUTION: The resin used for dispersing a pigment comprises an acrylic resin having a number-average molecular weight of 2,000 to 14,000, an SP value of 9.90 to 10.50, an acid value or amine value of 0.1-15 mgKOH/g and a hydroxyl value of 40-150 mgKOH/g and containing 10-70 mass% of a polymerizable aromatic unsaturated monomer. <P>COPYRIGHT: (C)2003,JPO

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a pigment dispersion excellent in color tone stability, letdown stability, color tone aging stability, etc. even when an inorganic pigment or an organic pigment is dispersed at a relatively high concentration. And a resin for dispersing pigment;
A pigment dispersion (mil base) comprising a high concentration of pigment and a solvent; and the dispersion as a common toning mill base,
The present invention relates to a paint that is mixed with a paint and toned, and a primary color paint.

[0002]

2. Description of the Related Art Generally, a coating composition containing a color pigment is a pigment dispersion (mil base) in which an inorganic pigment or an organic pigment is dispersed in a resin for dispersing pigment at a relatively high concentration, and a main coating film element. Binder resin (for example, alkyd resin-based, acrylic resin-based, epoxy resin-based, amino resin-based, silicone resin-based, fluororesin-based, etc.) and, if necessary, solvent,
It is obtained by mixing additives and the like at an arbitrary ratio. Therefore, the pigment-dispersing resin is required to have excellent pigment dispersibility and good compatibility with various binder resins used in paints.
Usually, for the resin for pigment dispersion, a resin system similar to the binder resin in the paint was used in consideration of compatibility, color tone stability, etc., so a dedicated pigment dispersion is prepared for each paint to be toned. Was there. That is, it is necessary to prepare pigment dispersions for toning according to the type of paint and the number of colors. Therefore, the number of pigment dispersions to be prepared will inevitably increase, and production efficiency and manufacturing cost will increase. It was one of the causes of giving a great load to the storage place, the inventory turnover ratio, and the like.

In the recent paint industry, the supply of paints in small quantities and in a large variety of products to meet the needs of customers is an eternal theme that cannot be avoided. Under the present circumstances where it is difficult to integrate products, it is common for all paints. The utility value of the pigment dispersion that can be used as a material is becoming very high. In addition, paints are provided in various coating environments according to customer needs, and can be applied in various ways such as brush painting, roller painting, air spray painting, airless spray painting, dip painting, and electrostatic painting. It is painted. Therefore, even with the same paint, due to the difference in the share due to the difference in the coating method, the formed coating film often causes serious problems such as color difference and discoloration. As a resin for pigment dispersion which has been put on the market in the past, a low molecular weight resin having good compatibility with various paint binder resins (for example, urea-based, triazine-based,
(Polyglycol-based, acrylic-based resins, etc.) have been known, but these low molecular weight resins often impair the solvent resistance, water resistance and adhesion to the substrate of the coating film obtained, This tendency was remarkable in the coating system containing the crosslinking agent.

Based on such a background, there have been proposed pigment dispersion resins and pigment dispersions for toning, which can be commonly used in several kinds of paints. For example, JP-A-5-185328,
Japanese Patent Laid-Open No. 2001-2736 proposes a composition balance in which an acrylic resin is used and an acid-base or a base is used as a functional group. However, the pigment has an acid group,
It retains various surface states such as base, ambipolar and non-polar, and does not have suitable functional groups applied to all pigments.Therefore, depending on the pigment type, there is a problem in color tone stability with respect to various shares. It is thought to occur. In fact, these proposals do not adequately follow discoloration (evaluation of discoloration performance from low share to high share). Japanese Patent No. 3141422 discloses a pigment dispersion using a urethane-modified polyester resin obtained by reacting a polyfunctional isocyanate compound with a specific polyester prepolymer using N-alkylol fatty acid amide as an intermediate raw material. However, stability of color mixture with various types of paints (particularly seeding and color discoloration) is concerned.

Various pigment dispersion resins such as acrylic resin-based, polyester resin-based, urethane resin-based and polyester-modified urethane resin-based resins are also on the market. These pigment-dispersing resins are useful for crosslinking cross-linking paints. There are many basic pigment-dispersing resins that do not contribute, and when blended in a large amount, curing inhibition occurs in melamine cross-linking paints, and in epoxy resin-based paints, storage stability becomes poor. There is a problem such that the stability of the coating material and the physical properties of the coating film obtained by the blending are deteriorated, and they are not always satisfactory. Further, most of the pigment dispersion resins on the market have compatibility with the binder resin, and it is known that it is desirable to apply the pigment dispersion resin matched with the binder resin. In addition, there are pigment dispersion resins that show good compatibility with various binder resins, but pigment dispersions using this are stable in color due to the difference in pigment dispersibility of each paint when applied to various paints. It has also been confirmed that there is a problem with the properties and that the resulting coating film performance is adversely affected.

[0006]

SUMMARY OF THE INVENTION Therefore, according to the present invention, even when the pigment is dispersed at a relatively high concentration, the stability of color tone,
Lettling stability, including color stability over time, shows excellent pigment dispersibility, and does not impair coating film performance, and a pigment dispersion resin for common toning that can be applied to many paints, It is an object to provide a pigment dispersion (mill base) using this.

[0007]

Means for Solving the Problems As a result of intensive studies for achieving the above-mentioned object, the present inventor has found that the above-mentioned object can be achieved by using an acrylic resin having specific characteristics as a pigment dispersion resin. The present invention has been reached. That is, the present invention is a pigment-dispersing resin comprising an acrylic resin, wherein the acrylic resin has a number average molecular weight of 2,000 to 14,000, a solubility parameter (solubility parameter) (hereinafter, simply referred to as “SP
Value)) 9.90 to 10.50, an acid value or amine value of 0.1 to 15 mgKOH / g, a hydroxyl value of 40 to 150 mgKOH / g, and an aromatic polymerizable unsaturated monomer of 10 to 7
The present invention relates to a pigment-dispersing resin containing 0% by mass.

[0008]

BEST MODE FOR CARRYING OUT THE INVENTION The present invention will be described in detail below. First, the pigment dispersion resin of the present invention will be described. The acrylic resin used in the resin for pigment dispersion of the present invention has a number average molecular weight of 2,000 to 14,000, preferably 3,000 to 12,000, an SP value of 9.90 to.
10.50, preferably 9.95 to 10.45, acid value or amine value, 0.1 to 15 mgKOH / g, preferably,
0.5-10 mgKOH / g, hydroxyl value, 40-150 mgKOH / g
g, preferably 50 to 120 mg KOH / g and composed of a polymer of polymerizable unsaturated monomers. When the number average molecular weight of the acrylic resin is less than 2,000, the solvent resistance, hardness, weather resistance and water resistance of the coating film formed by the toned coating material are deteriorated, and when it exceeds 14,000, the pigment is pigmented. This is not preferable because the dispersibility decreases and the compatibility with the binder resin decreases, so that the gloss of the coating film tends to decrease.

If the SP value of the acrylic resin is less than 9.90, the compatibility of the acrylic resin with the binder resin is reduced, so that the gloss of the coating film formed is reduced, and if it exceeds 10.50, it is for toning. When the pigment dispersion (1) is let down with the binder resin, seeding is likely to occur depending on the resin system, which is not preferable. When the acid value or amine value of the acrylic resin is less than 0.1 mgKOH / g, the pigment dispersibility decreases, and kneading for a long time is required, and when it exceeds 15 mgKOH / g, discoloration tends to occur. In addition, seeding is likely to occur depending on the type of paint to be toned, which is not preferable. By using an acrylic resin having an acid value or amine value in the above range, the discoloration does not occur in many paint systems that are toned, and the application range of the pigment dispersion is expanded.
In the acrylic resin of the present invention, either the acid value or the amine value may be present in the above range. As a usage, a resin for pigment dispersion using an acrylic resin having an acid value in the above range is particularly preferably applied to a pigment having a basic surface, and an acrylic resin having an amine value in the above range is used. The pigment dispersion resin is preferably applied to a pigment having an acidic surface or a nonpolar surface. When the surface is a bipolar pigment, either pigment dispersion resin can be applied. This selection method is based on the acid-base theory of pigment dispersion once the present invention is understood, and can be readily understood experimentally by those skilled in the art.

Hydroxyl value of acrylic resin is 40mgKOH / g
If it is less than 100 mgKOH / g, the solvent resistance, adhesion, impact resistance and the like of the formed coating film deteriorates, and if it exceeds 150 mgKOH / g, the water resistance of the coating film decreases, which is not preferable. The acrylic resin used in the pigment dispersion resin of the present invention is obtained by copolymerizing a polymerizable unsaturated monomer. The acrylic resin is a copolymer prepared by using as an essential monomer a monomer having an acid group or a monomer having an amino group, a monomer having a hydroxyl group, and an aromatic polymerizable unsaturated monomer. Further preferably, the acrylic resin used in the present invention is
It contains a polymerizable unsaturated monomer represented by the following general formula (I) as a comonomer, which makes it easy to adjust the SP value within the above range.

[0011]

[Chemical 2]

(Wherein R ₁ is hydrogen or a methyl group,
R ₂ is an ethylene group or a propylene group, R ₃ is an alkyl group having 1 to 4 carbon atoms or a phenyl group, and n is 1
Is an integer of ~ 4. ) The alkyl group as R ₃ may be linear or branched, and examples thereof include a methyl group, an ethyl group, a propyl group,
Suitable examples include isopropyl group, n-butyl group, s-butyl group and t-butyl group. A preferred alkyl group is an alkyl group having 1 to 2 carbon atoms. The content of these monomers is appropriately 10 to 70% by mass, preferably 15 to 60% by mass, based on the mass of all the monomers. When the content of the aromatic polymerizable unsaturated monomer is less than 10% by mass, the compatibility with the binder resin is decreased, and further the gloss of the coating film formed is decreased, while the content of 70% by mass is decreased. If it exceeds, weather resistance is deteriorated, which is not preferable. General formula (I)
The amount of the polymerizable unsaturated monomer represented by is 0 to 40% by mass, preferably 5 to 4% by mass based on the mass of all the monomers.
It is suitable to be 0% by mass, more preferably 10 to 35% by mass. Further, n in the general formula (I) is 1 or 2
However, n may be 3 to 4 when a small amount is used. By using the polymerizable unsaturated monomer represented by the general formula (I) as a comonomer, the SP value of the pigment-dispersing resin of the present invention can be easily manipulated and fall within the target range. If the amount of this monomer exceeds 40% by mass, the SP value will deviate from the target range, and when the pigment dispersion for toning is let down with the binder resin, seeding tends to occur depending on the resin system. , Not preferable.

The content of the monomer having an acid group or the monomer having an amino group and the monomer having a hydroxyl group is
The acid value, amine value, or hydroxyl value of the resulting acrylic resin may be within the above range. Examples of the acid group-containing monomer include (meth) acrylic acid and
Fumaric acid, maleic acid, itaconic acid, vinyl benzoic acid,
Maleic acid monomethyl ester, maleic acid monobutyl ester, itaconic acid monobutyl ester, sulfonic acid group-containing (meth) acrylate, phosphoric acid group-containing (meth) acrylate, etc. are listed as typical monomers, and these are used alone or in combination. The above can be used in combination.

As the above-mentioned monomer having an amino group,
For example, N, N-dimethylaminoethyl (meth) acrylate and N, N-methylethylaminoethyl (meth) acrylate
Acrylate, N, N-diethylaminoethyl (meth)
Acrylate, N, N-dipropylaminoethyl (meth) acrylate, N, N-dimethylaminopropyl (meth) acrylate, N, N-methylpropylaminopropyl (meth) acrylate, N, N-diethylaminopropyl (meth) acrylate , N, N-dipropylaminopropyl (meth) acrylate, N, N-dimethylaminopropylacrylamide, N, N-diethylaminopropylacrylamide and the like are mentioned as typical monomers, and these are used alone or in combination of two or more kinds. Can be used.

Examples of the monomer having a hydroxyl group include 2-hydroxyethyl (meth) acrylate and
2-Hydroxypropyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 1 mol adduct of γ-butyrolactone to 2-hydroxyethyl methacrylate, 2
-Hydroxy group-containing (meta) such as ε-caprolactone 1 mol adduct to hydroxyethyl acrylate, ε-caprolactone 2 mol adduct to 2-hydroxyethyl methacrylate, ε-caprolactone 2 mol adduct to 2-hydroxypropyl methacrylate Addition product of acrylic acid ester and organic lactone, ring-opening addition product of ethylene oxide or propylene oxide to 2-hydroxyethyl (meth) acrylate or 2-hydroxypropyl (meth) acrylate, 2-hydroxyethyl (meth )
A typical example of the monomer is an acrylate or a dimer or trimer of 2-hydroxypropyl (meth) acrylate. These monomers can be used alone or in combination of two or more kinds.

Examples of the aromatic polymerizable unsaturated monomer include styrene, α-methylstyrene, chlorostyrene, vinyltoluene, vinylnaphthalene, phenyl (meth) acrylate, benzyl (meth) acrylate, vinyl benzoate and the like. Are listed as typical monomers, and these can be used alone or in combination of two or more kinds. In particular, styrene is preferable because it has good compatibility with the binder resin of various paints and improves the appearance of the coating film formed. Examples of the polymerizable unsaturated monomer represented by the general formula (I) include methoxyethyl (meth) acrylate, methoxypropyl (meth) acrylate, ethoxyethyl (meth) acrylate, ethoxypropyl (meth) acrylate, and propoxyethyl. (Meth) acrylate, propoxypropyl (meth) acrylate, butoxyethyl (meth) acrylate, butoxypropyl (meth) acrylate, phenoxyethyl (meth) acrylate, phenoxypropyl (meth) acrylate, methoxydiethylene glycol (meth) acrylate, ethoxydipropylene Glycol (meth) acrylate and the like are listed as typical monomers, and these can be used alone or in combination of two or more kinds.

The acrylic resin used in the present invention is a copolymer of the above-mentioned monomers, but it is also possible to use other comonomer or polyester resin as a copolymerizable component. Examples of such monomers and polyester resins include methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, isopropyl (meth) acrylate, n-butyl (meth) acrylate and isobutyl ( (Meth) acrylate, tert-butyl (meth) acrylate, n-pentyl (meth) acrylate, n-hexyl (meth) acrylate, cyclohexyl (meth) acrylate, methylcyclohexyl (meth) acrylate, ethylcyclohexyl (meth) acrylate, cycloheptyl (Meth) acrylate, n-heptyl (meth) acrylate, n-octyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, nonyl (meth) acrylate, decyl (meth) acryl Door,
(Meth) acrylic acid ester monomers such as dodecyl (meth) acrylate, lauryl (meth) acrylate, cetyl (meth) acrylate, stearyl (meth) acrylate, toluyl (meth) acrylate, glycidyl (meth) acrylate;

Vinyl-based monomers such as vinyl acetate and vinyl propionate; N such as N-methoxymethyl (meth) acrylamide, N-ethoxymethyl (meth) acrylamide and N-butoxymethyl (meth) acrylamide.
-Alkoxy-substituted amide monomers; Fluorine-containing vinyl monomers such as perfluoroethylene, perfluoropropylene, and vinylidene fluoride; Silicon-containing vinyl monomers such as vinyltrimethoxysilane and vinyltriethoxysilane; Dialkyls of maleic acid and fumaric acid. Esters; Alkenes such as ethylene and propylene; Conjugated dienes such as butadiene and isoprene; Monomers such as vinyl chloride, vinylidene chloride and allyl chloride; Polyester resins containing maleic acid and fumaric acid; Polyester resins containing unsaturated fatty acids Etc. are mentioned as typical ones, and these can be used alone or in combination of two or more kinds.

The acrylic resin used in the present invention can be produced by a known polymerization method such as a solution polymerization method, a bulk polymerization method, an emulsion polymerization method or the like for the above-mentioned monomers and the like. In particular,
The acrylic resin used in the present invention is conveniently and preferably manufactured by a solution polymerization method. When the acrylic resin is produced by the solution polymerization method, the mixture of each monomer is copolymerized in the presence of a solvent and a polymerization initiator. The polymerization may be carried out at a temperature at which the monomer can be polymerized, but usually,
A temperature of 80 to 140 ° C is suitable. As the solvent, any organic solvent capable of dissolving the acrylic resin to be formed can be used without particular limitation. Examples of such organic solvent include hydrocarbon solvents such as toluene, xylene, and mineral spirit; ethyl acetate, n-butyl acetate, isobutyl acetate, methoxypropyl acetate, ethylene glycol monomethyl ether acetate, butyl carbitol acetate, etc. Ester solvents, dioxane, ethylene glycol monomethyl ether, ethylene glycol monobutyl ether, diethylene glycol and other ether solvents, methyl ethyl ketone, methyl isobutyl ketone, diisobutyl ketone and other ketone solvents, methanol, ethanol, isopropanol, n-butanol, isobutanol Alcoholic solvents such as Cosmo Oil Co., Ltd., aromatic petroleum solvents such as Swazol 310, Swazol 1000, and Swazol 1500. Rukoto can. These organic solvents can be used alone or in combination of two or more.

Examples of the polymerization initiator include 2,
Azo-based polymerization initiators such as 2'-azobisisobutyronitrile, 2,2'-azobis-2-methylbutyronitrile, and 2,2'-azobis-2,4-dimethylvaleronitrile; benzoyl peroxide , Tert-butylperoxyisobutyrate, tert-butylperoxy-2
-Ethyl hexanoate, tert-butyl peroxy-3,5,5-trimethylhexanoate, tert-
Butyl peroxyisopropyl monocarbonate, 2,
Examples thereof include organic peroxide-based polymerization initiators such as 2-bis (4,4-ditert-butylperoxycyclohexyl) propane. If necessary, a chain transfer agent such as 2-mercaptoethanol or n-octyl mercaptan can also be used. The present invention also relates to a pigment dispersion containing the above-mentioned pigment dispersion resin, pigment and solvent. The pigment dispersion of the present invention, together with the resin for pigment dispersion, the pigment, and the solvent, further comprises additives such as a pigment dispersant and an anti-settling agent, if necessary.

The amount of the pigment-dispersing resin blended is, for example, from 2 to 80% by mass, preferably from 5 to 70% by mass, based on the mass of the pigment dispersion. The amount of the pigment-dispersing resin varies greatly depending on the type of each pigment. Within the above range, in the case of a pigment having a large oil absorption amount such as carbon black, a relatively large amount is added to the oil absorption amount such as red iron oxide. In the case of small pigments, it is preferable to add a relatively small amount. The idea of this blending amount is
Those skilled in the art can easily understand it experimentally.

Examples of the pigment include titanium oxide, heavy metal compound pigments such as zinc oxide, graphite, black iron oxide, red iron oxide, yellow iron oxide, ocher, yellow lead, titanium yellow, chrome vermilion, and various calcined pigments. Inorganic color pigments such as; precipitated barium sulfate, extender pigments such as calcium carbonate, silica, kaolin, talc; black pigments such as carbon black; azo-based, quinacridone-based, pyrazolone-based, benzimidazolone-based, anthraquinone-based, Perylene type, diketopyrrolopyrrole type, isoindolinone type,
Colored organic pigments such as isoindoline-based, quinophthalone-based, phthalocyanine-based, dioxazine-based; aluminum powder, copper powder, nickel powder, stainless powder, chrome powder, mica-like iron oxide, titanium oxide-coated mica powder, iron oxide-coated mica powder Illustrative examples include bright pigments such as bright graphite. These pigments are acidic, basic, ambipolar, non-polar, etc., depending on the production method and the type of surface treatment.
It has its own surface condition. The amount of the pigment blended is appropriately 2 to 90% by mass, preferably 5 to 80% by mass, based on the mass of the pigment dispersion. The pigment concentration in the pigment dispersion is preferably about 3 to 8 times that of ordinary paints.

As the solvent, an organic solvent is preferable. As such an organic solvent, various organic solvents similar to the above-mentioned solvents used in the preparation of acrylic resin can be used. Or, two or more kinds can be mixed and used. The amount of the organic solvent blended in the pigment dispersion is, for example, 5 to 90% by mass, preferably 10 to 70% by mass. In the pigment dispersion of the present invention, if necessary,
A commercially available pigment dispersant can be used in combination.
Examples of such commercially available pigment dispersants include Disparlon KS-260 and KS-273 manufactured by Kusumoto Kasei Co., Ltd.
N, KS-281, 2200, KS-860, KS-873N; Kyoeisha Chemical Co., Ltd.
Floren AF-205, AF-405, AF-1000, AF-1005, G-
700, DOPA-33, DOPA-17; EFKA-40 manufactured by Fuka Chemicals
10, EFKA-4046, EFKA-4047, EFKA-4050, EFKA-4055, EF
KA-4060, EFKA-4401, EFKA-4520, EFKA-4530, EFKA-506
3, EFKA-5064, EFKA-5065, EFKA-5066, EFKA-5070, EFK
A-6220; Anti-Terra made by Big Chemie Japan K.K.
-203, Anti-Terra-204, Anti-Terra-U, Bykumen, Dispe
rbyk-101, Disperbyk-108, Disperbyk-111, Disperbyk-
130, Disperbyk-140, Disperbyk-162, Disperbyk-163,
Disperbyk-164, Disperbyk-166, Disperbyk-171, Dispe
rbyk-174, Disperbyk-182, Disperbyk-2000, Disperbyk
-2001; Solsperse5000, Solsperse2 manufactured by Avicia Co., Ltd.
4000, Solsperse32500, Solsperse38500 and the like are representative.

The amount of the commercially available pigment dispersant that can be optionally mixed is, for example, 0 to 20% by mass, preferably 0.5, based on the mass of the pigment dispersion of the present invention.
It is suitable that the content is -15% by mass. However, if it exceeds 20% by mass, the coating film performance may be deteriorated.
Not preferable. Examples of the anti-settling agent that can be blended as necessary in the present invention include various organic anti-settling agents such as organic bentonite and silica, which are marketed by the additive manufacturers. Preparation of the pigment dispersion that is the common toning mill base of the present invention,
For example, in a dispersing device such as a ball mill, a roll mill, a sand mill, a nanomill, or a homomixer, a pigment, a resin for dispersing the pigment, a solvent, and a commercially available pigment dispersant to be added as necessary, an additive such as an anti-settling agent are added. It is carried out by mixing and dispersing. In the pigment dispersion prepared by these dispersing devices, it is suitable that the pigment particles have a maximum particle size of 1 to 20 μm, preferably 2 to 10 μm.

The pigment dispersion prepared in this way is
It can be applied for color matching of various paints. Applicable paint types here are acrylic resin paints, vinyl resin paints, short oil to medium oil alkyd resin paints, polyester resin paints, epoxy resin paints, fluororesin paints, silicone resin paints, and cellulose. Typical examples are resin-based paints and the like. In the present invention, by using the pigment dispersions of the respective colors for various kinds of paints, it is possible to establish a paint toning system in which the production efficiency is markedly improved. Of the environment, reduction of delivery time to customers, quantity of paint in stock, etc.
It is possible to reduce the number of species, and bring many advantages. Next, a method for adjusting the color of a paint using the pigment dispersion of the present invention will be described. As a toning method, for example, a chinching method, a loading method, or the like is adopted as a typical method.

Method of Preparing Toning Paint by Chinching System The tinting system is the CCM (Comp.
uter Color Matching) and an automatic dispenser, enter the target color tone data, then
That is, it is a method for producing a toning paint by measuring, mixing and stirring the pigment dispersion of the present invention in a white color or other primary color paint. It has been confirmed that due to the recent improvement in CCM accuracy and the excellent pigment dispersibility of the pigment dispersion of the present invention, very high toning accuracy for a target color tone can be obtained. In the tinting method using the pigment dispersion of the present invention, each color of the pigment dispersion for common toning is prepared, and from an auto dispenser, for example, after mixing with various white primary color paints,
Mix the body base (binder resin, organic solvent, additives, base pigment for composition adjustment, etc.) to keep the composition balance of the paint optimal, and stir in the can and inspect it to adjust the color. A coating composition can be obtained. This method is particularly suitable for toning light and medium colors.
In the tinting method using the pigment dispersion of the present invention, it is also possible to perform toning based on various white primary color paints without using the body base. Further, generally, when the amount of the pigment dispersion mixed is large, the composition balance in the coating material is usually lost, but when the pigment dispersion of the present invention is used, the coating property and It has been confirmed that it can be maintained without adversely affecting the coating performance. This method is particularly suitable for light-colored toning. This chinching method is very suitable for small orders, and has advantages such as shortening delivery time to customers and reducing cleaning work by color matching in cans.

Preparation Method of Toning Paint by Loading Method The loading method is toning pigment dispersion, binder resin for coating material, and, if necessary, organic solvent, extender pigment, polymer fine particles, and further, Curing catalyst, UV absorber, UV stabilizer, coating surface adjusting agent, antioxidant, fluidity adjusting agent,
This is a method of obtaining a colored coating material by mixing various additives such as a silane coupling agent. In the loading method, it is possible to mix the above-mentioned individual raw materials in order, but by pre-dissolving or kneading the individual raw materials and using the body base described in the previous chinching method, the efficiency can be improved. It is also possible to prepare primary colors well. The loading method does not require a conventional kneading step and can prepare each primary color paint only by melting, so that it is suitable for dark color toning using each primary color paint. As the binder resin,
Included are base resins that can be used for coatings, and optionally curing agents. As the base resin, for example, a hydroxyl group-containing acrylic resin, a hydroxyl group-containing polyester resin from oil-free to medium oil, an epoxy resin, an epoxy group-containing acrylic resin, a carboxyl group-containing high acid value polyester resin, a carboxyl group-containing high acid value acrylic resin, Typical examples include fluororesins, silicone resins, vinyl chloride resins, nitrocellulose resins, amino resins, polyisocyanate compounds, and the like. These base resins can be used alone or in combination of two or more. The polyisocyanate compound includes both blocked polyisocyanate compounds in which isocyanate groups are blocked and non-blocked polyisocyanate compounds.

The amount of the base resin blended in the colored coating material is, for example, 10 to 95% by mass, preferably 20 to 90% by mass. As the organic solvent used as necessary, various organic solvents similar to those exemplified for the pigment dispersion can be used. The organic solvent is
For example, 0 to 80% by mass, preferably 2 to 70% by mass
However, it is appropriate. Examples of the extender pigment include precipitated barium sulfate, calcium carbonate, silica, kaolin, talc, and the like, and in the colored paint, for example, 0 to 50% by mass,
Preferably, 5 to 40 mass% is suitable. The polymer fine particles are polymers that do not dissolve in the colored paint and are dispersed as fine particles, and generally have an average particle diameter of 0.01 to
The range of 1 μm is preferable. The polymer particles may or may not be cross-linked inside the particles, but it is preferable that the particles are internally cross-linked. The fine particles are known per se and can be appropriately selected and used from these. The amount of the polymer fine particles blended in the colored paint is, for example,
0 to 20% by weight, preferably 1 to 10% by weight are suitable.

When the curing agent is a polyisocyanate compound, examples of the curing catalyst include dibutyltin diacetate, dibutyltin dioctate, dibutyltin dilaurate, copper naphthenate, triethylenediamine, and the like. When it is an amino resin such as a melamine resin, paratoluene sulfonic acid, dodecylbenzene sulfonic acid, sulfonic acid compounds such as dinonylnaphthalene sulfonic acid, and amine neutralized products of these sulfonic acid compounds should be mentioned. You can The content of the curing catalyst is, for example, 0 to 2% by mass in the colored coating material, and preferably,
0.02 to 1 mass% is suitable. Examples of the ultraviolet absorber include benzophenone-based, benzotriazole-based, cyanoacrylate-based, salicylate-based, and oxalic anilide-based ultraviolet absorbers. The blending amount of the ultraviolet absorber is, for example, 0 in the coloring paint.
10 to 10% by mass, preferably 0.1 to 5% by mass are suitable. Examples of the ultraviolet stabilizer include hindered amine compounds. The UV stabilizer is suitable in the colored coating material in an amount of, for example, 0 to 20% by mass, preferably 0.2 to 10% by mass.

[0030]

EXAMPLES The present invention will be described in more detail below with reference to Examples and Comparative Examples, but the present invention is not limited thereto. In the examples and comparative examples, "parts" and "%" mean "parts by mass" and "mass%", respectively, unless otherwise specified. First, a method for calculating the characteristic values of the pigment dispersion resin of the present invention and the comparative resin is shown below. The definitions of the hydroxyl value, the acid value and the amine value described in Table 1 and Table 2 below are shown below. Hydroxyl value: The number of mg of potassium hydroxide required to completely acetylate the free hydroxyl group in 1 g of resin solid content with acetic anhydride and neutralize it. Acid value: mg of potassium hydroxide required to neutralize 1 g of resin solids. Amine value: mg of potassium hydroxide equivalent to hydrochloric acid required to neutralize 1 g of resin solids.

The methods for measuring the SP values shown in Tables 1 and 2 described later are shown below. SP value measurement method: Approximately 1 g of the resin solid content is placed in a 100 cc Erlenmeyer flask with a stopper, and dissolved with about 10 g of reagent acetone. Prepare two of these. Amount of reagent acetone (xa1,
Exactly weigh xa2) and try to prevent volatilization by sealing it. Using a device such as a burette that can be dropped, drop water (hereinafter referred to as distilled water) obtained by distilling ion-exchanged water into one of the
When the liquid becomes cloudy, record the amount dropped (mass; xw). Further, reagent hexane is added dropwise to the remaining one, and added until the degree of cloudiness becomes similar to the cloud point obtained with distilled water, and the amount of drop (mass; xh) is recorded in the same manner. With these values,
The SP value (SPv) is obtained from the formula shown below. SPaw = (SPa × xa1 / ta + SPw × xw / tw) / (xa1 / ta + xw / t
w) SPah = (SPa × xa2 / ta + SPh × xh / th) / (xa2 / ta + xh / t
h) SPv = (SPaw ＋ SPah) / 2

Here, SPa is the SP value of the reagent acetone; S
Pw is SP value of distilled water, SPh is SP of reagent hexane
Value, ta is the specific gravity of reagent acetone, tw is the specific gravity of distilled water,
th represents the specific gravity of the reagent hexane. The SP of the present invention
In calculating the value, refer to the Polymer Handbook,
It was calculated by substituting the following values. SPa = 9.9, SPw = 23.4, SPh = 7.3, ta = 0.79, tw = 1.00, th =
0.68 The number average molecular weight (Mn) described in Tables 1 and 2 described later was measured using a TSKgel column (manufactured by Tosoh Corporation).
GPC equipped with RI (manufactured by Tosoh Corporation; HLC-8)
120 GPC). As conditions for GPC, tetrahydrofuran was used as a developing solvent, and a flow rate was 1.0 ml /
The measurement was performed at a temperature of 40 ° C. for minutes. Hereinafter, synthesis examples of the pigment dispersion resin of the present invention and the comparative resin will be shown.

Synthesis Examples 1 to 14 (Synthesis Example 1) 13 parts of xylene and 1 part of butyl acetate were placed in an acrylic resin reaction tank equipped with a stirrer, a thermometer, a reflux condenser and the like.
3 parts were charged, heated and stirred, and after reaching 100 ° C., a mixture of the following monomers and the like was added dropwise over 3 hours. Styrene 14 parts, 2-ethylhexyl acrylate 8 parts, methoxydiethylene glycol methacrylate 8 parts, benzyl acrylate 14 parts, 2-hydroxyethyl methacrylate 5 parts, 2-hydroxyethyl acrylate 6 parts, acrylic acid 0.6 parts, 2,2 '-Azobis-2-
1 part of methylbutyronitrile. After the dropping was completed, an additional catalyst solution, which was a mixture of 0.4 parts of 2,2′-azobis-2-methylbutyronitrile and 1.4 parts of xylene, was dropped for 1 hour while maintaining 100 ° C. did. The mixture was further stirred at 100 ° C. for 1 hour and then cooled. 15 parts of xylene was added to this to dilute it to obtain a pigment dispersion resin solution (R1) having a solid content concentration of 55.5%. The obtained acrylic resin has a number average molecular weight (Mn) of 8,100 and an SP value of 10.3.
5, hydroxyl value 93mgKOH / g, acid value 9mgKOH /
It was g.

In the same manner as in Synthesis Example 1, the pigment dispersion resin solutions (R2 to R14) of Synthesis Examples 2 to 14 were synthesized based on the reaction conditions and compositions shown in Tables 1 and 2. The heating residue of the obtained resin solution for pigment dispersion, the mass ratio of the aromatic monomers in the resin, the mass ratio of the monomer of the general formula (I), the hydroxyl value, the acid value or the amine value, the SP value, and The number average molecular weights are shown in the lower row of Tables 1 and 2.

[0035]

[Table 1] Table 1

[0036]

[Table 2] Table 2

Next, a production example of the pigment dispersion which is the common base toning mill base of the present invention will be described. Black Pigment Dispersion Production Examples 1 to 7 (Production Example 1) 60 parts of pigment dispersion resin solution (R8) obtained in Synthesis Example 8, pigment dispersant (manufactured by BYK Chemie Japan KK; Disperbyk-163) 5 Part, carbon black pigment (manufactured by Degussa Japan KK; COLOR BLACK FW20)
0) 15 parts, 4 parts of methoxypropyl acetate and 16 parts of Solvesso # 100 (manufactured by Esso Oil Co., Ltd.) were dispersed in a paint shaker (manufactured by Asada Iron Works Co., Ltd.) for 2 hours (a wide mouth with a capacity of 225 cc). Glass bottle, diameter 1.3mm
φtitania beads are used), black pigment dispersion (NM1)
Got In the same manner as in Production Example 1, based on the compositions shown in Table 3 below, the black pigment dispersions of Production Examples 2 to 7 (NM2 to
NM7) was obtained. The dispersion conditions were the same as in Production Example 1.

[0038]

[Table 3] Table 3

Oukatsu Pigment Dispersion Production Examples 8 to 14 (Production Example 8) 25 parts of the pigment dispersion resin solution (R1) obtained in Synthesis Example 1, yellow iron oxide pigment (manufactured by Titanium Industry Co., Ltd .; TAROX) LL-XLO) 55 parts, methoxypropyl acetate 4 parts, Solvesso # 100 (manufactured by Esso Oil Co., Ltd.)
16 parts of paint shaker (made by Asada Iron Works Co., Ltd.)
The dispersion was carried out for 1.5 hours (using a wide-mouth glass bottle with a capacity of 225 cc and a diameter of 1.3 mmφ titania beads) to obtain a pearl cutlet color pigment dispersion (YM1). Similarly to Production Example 8, Production Examples 9 to 14 were prepared based on the compositions shown in Table 4 below.
To obtain a pearl cutlet color pigment dispersion (YM2 to YM7). The dispersion conditions were the same as in Production Example 8.

[0040]

[Table 4] Table 4

Blue Pigment Dispersion Production Examples 15 to 21 (Production Example 15) 55 parts of the pigment dispersion resin solution (R1) obtained in Synthesis Example 1, phthalocyanine blue pigment (manufactured by Dainichiseika Kogyo KK; cyanine Blue 4940D) 25 parts, methoxypropyl acetate 4 parts, Solvesso # 100 (manufactured by Esso Oil Co., Ltd.) 16 parts were dispersed in a paint shaker (manufactured by Asada Iron Works Co., Ltd.) for 2 hours (volume 22).
A 5 cc wide-mouth glass bottle and a 1.3 mm diameter titania beads were used) to obtain a blue pigment dispersion (BM1). In the same manner as in Production Example 15, blue pigment dispersions of Production Examples 16 to 21 were obtained based on the compositions shown in Table 5. The dispersion conditions were the same as in Production Example 15.

[0042]

[Table 5] Table 5

Red Pigment Dispersion Production Examples 22-28 (Production Example 22) 55 parts of the pigment dispersion resin solution (R8) obtained in Synthesis Example 8, quinacridone red pigment (manufactured by Dainippon Ink and Chemicals; FASOGEN) SUPER RED 5B) 20 copies,
Methoxypropyl acetate 5 parts, Solvesso # 100
20 parts (manufactured by Esso Oil Co., Ltd.) were dispersed in a paint shaker (manufactured by Asada Iron Works Co., Ltd.) for 2 hours (volume 2
A 25 cc wide-mouth glass bottle and a 1.3 mm diameter titania beads were used) to obtain a red pigment dispersion (RM1). In the same manner as in Production Example 22, red pigment dispersions of Production Examples 23 to 28 were obtained based on the compositions shown in Table 6. The dispersion conditions were the same as in Production Example 22.

[0044]

[Table 6] Table 6

Next, a method for preparing a toning coating composition by the tinting method using the pigment dispersion which is the above-described common toning mill base, and a method for producing a coated plate will be described below. Toning paint preparation method In a 200 cc poly cup, 100 g of the following white base paint
And mix 10 g of the pigment dispersion for common toning,
Let stand for 0 minutes. After that, 2000 rpm with a disperser
The mixture was stirred for 10 minutes. This was divided into two 50 g portions, one of which was used as a paint for preparing an initial coated plate and the other was stored as a paint for preparing a coated plate at 50 ° C. The white base paint used for toning is as follows. Alkyd melamine resin-based paint (delicon # 300
White; manufactured by Dainippon Paint Co., Ltd.) Acrylic melamine resin-based paint (Acroze # 600
0 white; manufactured by Dainippon Paint Co., Ltd. Polyester urethane resin-based paint (Planit S
White; Dainippon Paint Co., Ltd. Acrylic urethane resin-based paint (V Top White; Dainippon Paint Co., Ltd.) Epoxy resin-based paint (Eponics # 10 Topcoat;
Dainippon Paint Co., Ltd.) Vinyl chloride resin-based paint (Vinylose top coat white; Dainippon Paint Co., Ltd.)

Method for preparing coated plate 1 A paint for preparing an initial coated plate was charged with a viscosity adjusting thinner in an Iwata cup # 2 so that the coating viscosity was 16 to 20 seconds, and after stirring, a tin plate (SPTE: 0.3 × 50 × 150 mm) Then, spray coating was performed so that the dry film thickness was 30 μm. One minute after spray coating, the upper part of the coated plate was strongly rubbed 20 times with a finger, and one minute later, the same paint was flow-coated on the lower part of the coated plate (flow down). A coated plate was prepared based on the setting time and the drying condition determined for each paint. Table 7 below shows setting times and drying conditions determined for each paint.
As for the coating material for preparing a coated plate over time, a coated plate was prepared by the same method as above after 7 days at 50 ° C.

Method for preparing coated plate 2 A paint for preparing an initial coated plate was charged with a viscosity adjusting thinner in an Iwata cup # 2 so that the coating viscosity was 16 to 20 seconds, and after stirring, a zinc phosphate treated plate (SPCC-SD: 0.8 ×). 70 x 150
mm) was spray coated to a dry film thickness of 30 μm. Test plates were prepared according to the setting time and drying conditions determined for each paint based on Table 7 below. The back surface of the obtained test plate was sealed with a vinyl chloride-based paint and subjected to each test.

Coated plate preparation method 3 A paint for preparing an initial coated plate was charged with a viscosity adjusting thinner in an Iwata cup # 2 so that the coating viscosity was 16 to 20 seconds, and after stirring, a polished mild steel plate (SPCC-SB: 0.8 × 70). X 150 mm)
Then, spray coating was performed so that the dry film thickness was 30 μm. Test plates were prepared according to the setting time and drying conditions determined for each paint based on Table 7 below. The back surface of the obtained test plate was sealed with a vinyl chloride-based paint and subjected to each test.

[0049]

[Table 7] Table 7 (Conditions for preparing coated plates for each paint)

Table 8 below shows the evaluation results regarding the color tone of the coated plate prepared according to the above-mentioned method, and Table 9 below shows the evaluation results regarding the paint / coating film. The evaluation method and evaluation criteria were as follows. Definition of each coating film performance: (Evaluation regarding color tone) Coated plates used in the following tests were prepared by using " Coated plate preparation method 1". Color separation of: a spectral colorimeter (Macbeth COLOR EYE MS-2020P
L; manufactured by Macbeth Co., Ltd., using a rubbing section, a spray section,
The color tone of the flow-down portion was measured, the color difference between the spray / rubbing portion and the spray / flow-down portion was determined, and evaluation was performed according to the following criteria. Spray part / rubbing part color difference: ◯: less than 1: Δ: 1 or more and less than 2, x: 2 or more Spray part / flow-down part color difference: ◯: less than 1, Δ:
1 or more and less than 2, x: 2 or more Color tone stability over time : Using a spectrocolorimeter, the color difference of the sprayed part of the initial coated plate / aged coated plate was determined and evaluated according to the following criteria. Initial / Aged color difference of sprayed part: ◯: less than 0.5, Δ:
0.5 or more and less than 1, x: 1 or more

Gloss retention : Using a gloss meter (VG2000; manufactured by Nippon Denshoku Industries Co., Ltd.), the 60 ° gloss of the spray part and the flow down part was measured, and the gloss was calculated as% by the flow down part / spray part. The retention rate was calculated and evaluated according to the following criteria. Gloss retention rate: ◎: 95% or more, ◯: 90% or more 95%
Less than, Δ: 85% or more and less than 90%, ×; less than 85% Seeding : The coated surface was visually observed and evaluated according to the following criteria. Seeding: ◯: Good without spots, ×: Poor spots

[0052]

[Table 8] Table 8 (Evaluation result regarding color tone; 1/6)

[0053]

[Table 9] Table 8 (continued) (2/6)

[0054]

[Table 10] Table 8 (continued) (3/6)

[0055]

[Table 11] Table 8 (continued) (4/6)

[0056]

[Table 12] Table 8 (continued) (5/6)

[0057]

[Table 13] Table 8 (continued) (6/6)

Definition of each coating film performance: (Evaluation on paint / coating film) Table 9 below shows the results of physical property tests of the paint / coating film mixed with the pigment dispersion. The physical property test results for paints and coatings are
It was carried out using a black pigment dispersion which is a pigment dispersion compounding the largest amount of the resin for pigment dispersion. The coated plate used for the paint / coating film physical property test was prepared using "Coating plate preparation method 2 or 3".
The method for producing the coated plate is described in Table 9. Pencil hardness : Using Mitsubishi Pencil Uni, the hardness was measured by scratching the coating film at an angle of 45 degrees. Boiling water resistance : The appearance after immersion in boiling water for a specified time was visually determined, and a cross-cut test was performed at 1 mm intervals, and evaluation was performed according to the following criteria. The specified time is shown in Table 9 for each paint. Resistance to boiling water: ◯: No abnormality, ×: Abnormalities such as swelling, peeling and cracking were recognized. Water resistance : After immersion in tap water at 20 ° C. for 2 months, the appearance was visually judged and evaluated according to the following criteria. Water resistance: ◯: No abnormality, ×: Abnormality such as swelling was recognized.

Alkali resistance : The appearance after immersion in a 5% aqueous sodium hydroxide solution at 20 ° C. for 48 hours was visually judged and evaluated according to the following criteria. Alkali resistance: ◯: No abnormality, ×: Abnormality such as swelling was recognized. Acid resistance : The appearance after immersion in a 5% sulfuric acid aqueous solution at 20 ° C. for 24 hours was visually determined and evaluated according to the following criteria. Acid resistance: ◯: No abnormality, ×: Abnormality such as swelling was recognized. Solvent resistance : After 200 times of rubbing xylene, the appearance was visually judged and evaluated according to the following criteria. Solvent resistance: ◯: No abnormality, ×: Abnormalities such as swelling and dissolution were observed. Volatile oil resistance : After dipping in petroleum benzine for 2 hours, the appearance was visually judged and evaluated according to the following criteria.

Volatile oil resistance: ○: no abnormality, ×: swelling,
Abnormalities such as dissolution were observed. Impact resistance : An impact tester (manufactured by DuPont) was used and the measured values were shown. (The unit of the number is cm, and the weight is 500.
g) Salt spray resistance : A cross cut was put on the coated surface, and the maximum peel width after 200 hours was measured with a salt spray tester (manufactured by Suga Test Instruments Co., Ltd.). (The unit of numerical value is mm) Contamination resistance : The coated surface was contaminated with red magic ink (manufactured by Teranishi Chemical Industry Co., Ltd.), allowed to stand for 20 hours at 20 ° C., wiped off with a waste cloth containing ethanol, and its appearance Was visually evaluated and evaluated according to the following criteria. Contamination resistance: ◎: No abnormality, ○: Slight traces were observed,
Δ: Clearly traces were observed, ×: Remarkable traces were observed. Weather resistance : A sunshine weatherometer (manufactured by Suga Test Instruments Co., Ltd.) was used to visually judge the appearance after 240 hours,
The evaluation was performed according to the following criteria. Weather resistance: ⊚: No abnormality, ◯: Slight fading and decrease in gloss were observed, Δ: Slight fading and decrease in gloss were recognized, ×: Significant fading and decrease in gloss were recognized.

Storage stability : 300 g of a toning paint was prepared based on the ratio of the paint / pigment dispersion for common toning used in the toning paint preparation method, and the viscosities at the initial stage and after 50 ° C. × 28 days were 20 ° C. with a Stormer viscometer. It was measured at. The viscosity increase after aging with respect to the initial stage of each paint was calculated in terms of%, and evaluated according to the following criteria. Storage stability ... ○: Thickening rate less than 150%, △: Thickening rate 1
50% or more and less than 200%, x: 200% or more thickening rate

[0062]

[Table 14] Table 9 (Evaluation result 1 / relating to physical properties of paint and coating film 1
3) * In the table, "-" indicates that the test has not been conducted. * Br; White paint that does not contain the pigment dispersion for common toning

[0063]

[Table 15] Continuation of Table 9 (2/3)

[0064]

[Table 16] Continuation of Table 9 (3/3) * In the table, "-" indicates that the test has not been conducted. * Br; White paint that does not contain the pigment dispersion for common toning

Prepared using solutions R1, R2, R8, and R9 of the pigment dispersion resin of the present invention shown in Tables 1 and 2,
The pigment dispersions NM1 and NM2 of the present invention shown in Tables 3 to 6,
YM1, YM2, BM1, BM2, RM1 and RM2 are
As is clear from Tables 8 to 9, the paints toned using these as the common toning mill base all have excellent color tone stability, letdown stability, and color tone aging stability. It was also found that the coating film performance of the paint was not deteriorated. On the other hand, pigment dispersion resin solutions R3, R6, R10, and R13 having a low SP value; pigment dispersion resin solutions R4 and R11 having a high SP value; pigment dispersion resin solutions R5 and R12 having a high acid value or amine value. The pigment dispersion resin solutions R7 and R14 containing a small amount of the aromatic polymerizable unsaturated monomer had poor properties or performance.

By using the pigment-dispersing resin of the present invention, it is possible to obtain a pigment dispersion for common toning whose pigment dispersibility and coloring power are stable over time. Further, the pigment dispersion of the present invention, in various kinds of paints, does not adversely affect the properties of paints and coating films originally possessed by paints, and is very good in color discoloration and stability of color tone over time, It is a useful one. Also, by using this for a wide variety of paints, the production efficiency is greatly improved, and not only toning in the tank but also in the can is possible.
It is possible to establish a toning system that shortens the delivery time to customers.

   ─────────────────────────────────────────────────── ─── Continued front page    (72) Inventor Makoto Kai             1-19-5 Chuo, Otawara City, Tochigi Prefecture             Im Belfam A102 (72) Inventor Masaki Ishihara             2-9-16 Fujimigaoka, Utsunomiya City, Tochigi Prefecture (72) Inventor Toshiya Takahashi             44-36 Higashi Koya, Kuroiso City, Tochigi Prefecture F-term (reference) 4J038 BA021 CD091 CG001 CG032                       CG042 CG142 CH082 CH202                       CR001 DB001 DD001 DD121                       DD231 DL001 KA06 KA08                       NA01 NA03                 4J100 AB00S AB02S AB03S AB04S                       AB07S AB08S AJ02Q AJ08Q                       AJ10Q AL08P AL08Q AL08S                       AL09R BA02P BA04P BA04Q                       BA08P BA16S BA31Q BA35Q                       BA55Q BA64Q BC43P BC43S                       BC53R CA03 CA06 DA01                       DA29 DA30 DA39 EA01 JA15

Claims (6)

[Claims] 1. A pigment dispersion resin comprising an acrylic resin, wherein the acrylic resin has a number average molecular weight of 2,000 to 14,
000, solubility parameter 9.90 to 10.50, acid value 0.1 to 15 mgKOH / g, hydroxyl value 40 to 150 mgKOH / g
And has 10 to 10 aromatic polymerizable unsaturated monomers.
A resin for pigment dispersion, which contains 70% by mass. 2. A pigment dispersion resin comprising an acrylic resin, wherein the acrylic resin has a number average molecular weight of 2,000 to 14,
000, solubility parameter 9.90 to 10.50, amine value 0.1 to 15 mgKOH / g, hydroxyl value 40 to 150 mgK
It has OH / g and contains 1 aromatic polymerizable unsaturated monomer.
A pigment-dispersing resin, characterized by containing 0 to 70% by mass. 3. The pigment dispersion resin according to claim 1, wherein the aromatic polymerizable unsaturated monomer is styrene. 4. The acrylic resin has the following general formula (I):
The resin for pigment dispersion according to claim 1 or 2, which is an acrylic resin containing 5 to 40 mass% of the polymerizable unsaturated monomer represented by. [Chemical 1] (In the formula, R ₁ is hydrogen or a methyl group, R ₂ is an ethylene group or a propylene group, R ₃ is an alkyl group having 1 to 4 carbon atoms or a phenyl group, and n is 1 to 1). It is an integer of 4.) 5. The resin for dispersing pigment according to claim 1 or 2,
A pigment dispersion comprising a pigment and a solvent. 6. A toning or primary color paint containing the pigment dispersion according to claim 5.