JP2016108520A - Dispersant - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a dispersant which prevents color material to be dispersed from suffering from color contamination caused by a color of the dispersant and realizes low viscosity, long-term storage stability and high weather resistance.SOLUTION: The dispersant is represented by the general formula (1), where X is represented by one of the general formulas (2)-(4), and R is a sulfonic acid, sulfonic acid metal salt, carboxylic acid, or carboxylic acid metal salt.SELECTED DRAWING: None

Description

  The present invention relates to a dispersant used to disperse particles of pigments and functional materials, and more specifically, inks using organic pigments as pigments, paints, inkjet inks, color filter inks, and functionalities. The present invention relates to a dispersing agent effective for battery electrode materials using inorganic materials as materials, photoactive materials, semiconductor polishing slurries, and the like.

In recent years, nanomaterials made by miniaturizing pigments and functional material particles are expected to increase the value of products in various applications. By miniaturization, if it is a pigment, a clear color tone and high coloring power are exhibited, and in a functional material, the effect of exhibiting the conductivity and insulating properties of the material has been confirmed.
However, in reality, it is expected that products will have high added value in various applications, but because nanomaterials, which are fine particle materials, cannot be used well, nanomaterials are added to general consumers as final products. There are many cases where value products cannot be provided.
There are several reasons why nanomaterials, which are fine particle materials, are not fully used, but the main factor is that nanomaterials, which are fine particle materials, cannot be dispersed, so it may be difficult to incorporate them into the final product. Yes.

The reason why it is impossible to disperse may be that it is difficult to obtain a stable dispersion because the particle material is fine and the aggregation of fine particles is strong.
For example, dispersions made of fine particulate materials often show high viscosity, making it difficult to remove the product from the disperser and transfer it from the disperser to a tank, etc. It may cause gelation and become difficult to use. In addition, when different types of fine particle materials are used as a mixture, phenomena such as color separation and sedimentation due to aggregation of the respective dispersions may cause uneven coating, marked coloring power, and reduced functionality. Furthermore, quality defects such as a decrease in gloss, leveling defects, and poor conductivity and insulation are caused on the coating film surface.

  In order to solve the problem of dispersion as described above, in various general fields, pigment derivatives obtained by introducing functional groups such as acidic groups, basic groups, and phthalimidomethyl groups into the skeleton of organic pigments, or Resin-type dispersants in which acidic groups or basic groups are introduced into a part of an acrylic polymer or polyester resin have been developed and are used alone or in combination, and are extremely effective. In addition, so-called resin-type pigment derivatives in which a pigment skeleton is bonded to a part of the resin have been developed.

  Among these, derivatives having an acidic group (hereinafter referred to as acidic derivatives) are skeletons such as phthalocyanine pigments, quinacridone pigments, azo pigments, anthraquinone pigments, diketopyrrolopyrrole pigments, isoindoline pigments, etc. A structure in which an acidic group such as a sulfonic acid group or a carboxyl group is introduced has been disclosed and has been used for a long time as a dispersant or a particle growth inhibitor. In recent years, this technology has been widely applied to color filter inks and the like. However, in recent years when there is an increasing demand for dispersing finer particle materials, the viscosity, flow characteristics, and viscosity stability over time have not been fully satisfactory (Patent Document 1, Patent). Reference 2 and Patent Reference 3).

JP 09-176511 A JP 2002-179799 A JP 2004-307854 A

  The problem to be solved is to prevent color stains due to the color of the dispersing agent, and to obtain low viscosity, long-term storage stability, and high weather resistance for the color material to be dispersed. .

As a characteristic of the dispersant, one compound has two characteristics. One is that the fine particles have an adsorbing group that adsorbs the dispersant, and the other is that the fine particles have a steric hindrance that does not aggregate the fine particles.
The reason why satisfactory effects cannot be obtained in the above-mentioned patent document is that the coloring power becomes strong because an organic pigment is used as an adsorbing group, and even if a small amount of dispersant is used, the cause of color stains from the strength of the coloring power. turn into.
In addition, it is considered that a complex substituent such as sulfonamide is used as a dispersing group instead of a simple substituent, which affects the color of the dispersing agent.

  Therefore, the dispersant of the present invention is a dispersant that has little influence on the color of the dispersant itself by using an adsorbing group that does not have strong coloring power, and further using sulfonic acid, carboxylic acid, or a metal salt thereof. When used as a dispersion, a dispersion having high color developability, low viscosity, storage stability and high weather resistance can be obtained.

（式中、Ｘは一般式（２）〜（４）のいずれか１つであり、Ｒはスルホン酸、スルホン酸金属塩、カルボン酸、カルボン酸金属塩を示す。）That is, this invention is providing the dispersing agent shown by following General formula (1).

(In the formula, X is any one of the general formulas (2) to (4), and R represents a sulfonic acid, a sulfonic acid metal salt, a carboxylic acid, or a carboxylic acid metal salt.)

  The three primary colors used for printing are generally classified into cyan, magenta, and yellow as the reason for the three compounds serving as adsorbing groups. The compounds differ depending on the target color, and are designed so that the general formula (2) is optimally used for cyan, the general formula (3) is magenta, and the general formula (4) is optimally used for yellow.

  By using the dispersing agent of the present invention, it is possible not only to prevent discoloration of the dispersed coating film, excellent color developability and high weather resistance, but also good dispersion with low viscosity, low thixotropic property, and stability over time. Getting a body can be easily achieved.

The adsorbing group used in the dispersant of the present invention will be described.
There are three types of adsorbing groups of the general formulas (2) to (4), and the reason is the structure optimized for each of the three primary colors.
The compounds of the general formulas (2) to (4) can be prepared by a generally known method.

Next, the dispersing group used for the dispersant of the present invention will be described.
As the dispersing group, sulfonic acid, sulfonic acid metal salt, carboxylic acid, or carboxylic acid metal salt is used.
In the present invention, since the color of the dispersant is controlled, the production process such as sulfonamide is a multi-step process, and from the viewpoint of not performing a reaction that is difficult to control the color, a simple method such as sulfonation or carboxylation is performed on the adsorbing group. A structure is required.
Moreover, although salt formation can be performed from the viewpoint of the weather resistance of the dispersed coating film, a metal salt is preferable from the viewpoint of color control of the dispersant.

When the dispersing group is a metal salt, an alkali metal, an alkaline earth metal, a transfer element, or a base metal having an atomic weight of 25.0 to 110.0 is preferable.
Specific examples include aluminum, potassium, calcium, titanium, vanadium, chromium, manganese, iron, cobalt, nickel, copper, zinc, rubidium, strontium, yttrium, zirconium, niobium, molybdenum, technetium, ruthenium, rhodium, palladium, silver It is.
Among these, zinc with an atomic weight of 65.4 and strontium with 87.6 are easy to control the color of the dispersant, have excellent isolation and dispersibility in production, and have low viscosity, stable viscosity over time, and weather resistance. The most excellent effect is demonstrated.

Next, the manufacturing method of the dispersing agent of this invention is demonstrated.
The dispersant of the present invention can be produced by sulfonating or carboxylating the adsorbing group.
The outline of the production method will be described using sulfonation as a specific example.
First, a compound that becomes an adsorbing group is added to chlorosulfonic acid, fuming sulfuric acid, or the like, and is sulfonated by heating. Thereafter, if necessary, salt formation is performed by introducing a metal solution into the sulfonated substance. The dispersant of the present invention can be obtained by washing the impurities.
In addition, a catalyst such as diphosphorus pentoxide or acetic anhydride can be added for efficient sulfonation.
The advantage of this method is that the sulfonation can be controlled. If the sulfonation can be controlled, it becomes easy to stabilize the quality of the dispersant.

Next, the outline of the production method will be described using carboxylation as a specific example.
First, a compound that becomes an adsorbing group is added to chloroform, carbon disulfide, or the like, aluminum chloride or copper chloride is added, oxalyl chloride is added, and then carboxylated by adding water. Thereafter, if necessary, salt formation is performed by introducing a metal solution into the carboxylated substance. The dispersant of the present invention can be obtained by washing the impurities.
The advantage of this method is that the carboxylation can be controlled. If the carboxylation can be controlled, it becomes easy to stabilize the quality of the dispersant.

The dispersant of the present invention exhibits higher dispersibility with respect to a nanomaterial which is a fine particle material to be dispersed.
Specifically, nanomaterials include fullerene (C60), water-soluble fullerene derivatives, single-walled carbon nanotubes, multi-walled carbon nanotubes, iron nanoparticles, silver nanoparticles, carbon black, rutile-type titanium oxide fine particles, anatase-type titanium oxide fine particles, Examples thereof include aluminum oxide fine particles, cerium oxide fine particles, zinc dioxide fine particles, silicon dioxide, polystyrene fine particles, dendrimers, nanoclays, carbon nanofibers, pigment fine particles, acrylic fine particles, ribosomes, platinum nanocolloids, quantum dots, and nickel nanoparticles.

  Further, specific examples of the pigment fine particles include the following dyes. Azo, Anthanthrone, Anthrapyrimidine, Anthraquinone, Isoindolinone, Isoindoline, Indanthrone, Quinacridone, Quinophthalone, Dioxazine, Diketopyrrolopyrrole, Thioindigo Dye, Pyranthrone It can be used for dyes, phthalocyanine dyes, flavanthrone dyes, perinone dyes, perylene dyes, benzimidazolone dyes, and the like. Further, these may be used in combination.

  The dispersant of the present invention is mixed with various organic solvents, water, resin (varnish), additives, commercially available dispersants, etc., if necessary, and dispersed with a horizontal sand mill, vertical sand mill, annular bead mill, attritor or the like. Thus, a dispersion can be produced. Fine particles, dispersant, resin (varnish), resin-type dispersant, additive, and organic solvent may be dispersed after mixing all the components. First, fine particles and the dispersant of the present invention Is preferably dispersed in an organic solvent or water, and then dispersed by adding a resin-type dispersant and a resin.

  Also, before dispersing with a horizontal sand mill, vertical sand mill, annular bead mill, attritor, etc., pre-dispersion using a kneader mixer such as a kneader, 3-roll mill, solid dispersion with 2-roll mill, etc., or pigment The pigment derivative may be treated. In addition, after being dispersed in a bead mill or the like, post-treatment is said to be stored for several hours to one week in a heated state at 30 to 80 ° C., or post-treatment using an ultrasonic disperser or a collision type beadless disperser. This step is effective for the stability of the dispersion. In addition, any disperser or mixer such as a microfluidizer, a high speed mixer, a homomixer, a ball mill, a roll mill, a stone mill, or an ultrasonic disperser can be used for producing the dispersion of the present invention.

  Various polymers can be used when producing a dispersion using the dispersant of the present invention. For example, petroleum resin, casein, shellac, rosin modified maleic resin, rosin modified phenolic resin, nitrocellulose, cellulose acetate butyrate, cyclized rubber, chlorinated rubber, oxidized rubber, hydrochloric acid rubber, phenol resin, alkyd resin, polyester resin, Unsaturated polyester resin, amino resin, epoxy resin, vinyl resin, vinyl chloride, vinyl chloride-vinyl acetate copolymer, acrylic resin, methacrylic resin, polyurethane resin, silicone resin, fluorine resin, drying oil, synthetic drying oil, styrene modified Examples include maleic acid, polyamide resin, polyimide resin, benzoguanamine resin, melamine resin, urea resin chlorinated polypropylene, butyral resin, and vinylidene chloride resin.

  A photosensitive resin can also be used. Examples of the photosensitive resin include (meth) acrylic compounds having a reactive substituent such as an isocyanate group, an aldehyde group, and an epoxy group on a linear polymer having a reactive substituent such as a hydroxyl group, a carboxyl group, or an amino group, A resin obtained by reacting an acid and introducing a photocrosslinkable group such as a (meth) acryloyl group or a styryl group into the linear polymer is used. Further, a linear polymer containing an acid anhydride such as a styrene-maleic anhydride copolymer or an α-olefin-maleic anhydride copolymer is converted into a (meth) acrylic compound having a hydroxyl group such as hydroxyalkyl (meth) acrylate. Half-esterified products are also used.

  As the solvent, any solvent generally used as an organic solvent can be used. For example, cyclohexanone, ethyl cellosolve acetate, butyl cellosolve acetate, propylene glycol monomethyl ether acetate, diethylene glycol dimethyl ether, ethylbenzene, ethylene glycol diethyl ether, toluene, xylene, ethyl cellosolve, methyl-n amyl ketone, propylene glycol monomethyl ether, toluene, methyl ethyl ketone, methyl isobutyl ketone , Ethyl acetate, butyl acetate, n-hexane, methanol, ethanol, isopropyl alcohol, butanol, dioxane, dimethylformamide, Solvesso 100 (manufactured by Exxon Chemical Co., Ltd.), Swazol 1000, petroleum solvent, etc. Used by mixing.

    Hereinafter, the present invention will be described by way of examples. In the examples, “part” means “part by weight” and “%” means “% by weight”.

<Synthesis of Dispersant A>
To a 1000 ml four-necked flask, 450 parts of chlorosulfonic acid was charged, and 45 parts of 1-amino-4- (ethylamino) -9,10-dioxo-9,10-dihydroanthracene-2-carbonitrile was added little by little. Stirring was performed at 80 ° C. for 3 hours, and disappearance of raw materials was confirmed by liquid chromatography. The reaction solution was added to 5000 parts of ice water with stirring to precipitate a sulfonated product. Subsequently, it was separated by filtration, washed with 2000 parts of 0.1% hydrochloric acid, and further washed with 2000 parts of purified water to obtain a blue dispersant A.
<Synthesis of Dispersant B>
A 1000 ml four-necked flask was charged with 90 parts of aluminum chloride and 100 parts of carbon disulfide under an argon gas atmosphere, and 80 parts of oxalyl chloride dissolved in 200 parts of carbon disulfide was added. Thereafter, 20 parts of 1-amino-4- (ethylamino) -9,10-dioxo-9,10-dihydroanthracene-2-carbonitrile suspended in 250 parts of carbon disulfide was added dropwise over 1 hour. Stirring was performed at 30 ° C. for 2 hours, and disappearance of the raw materials was confirmed by liquid chromatography. The reaction solution was added to 5000 parts of ice water with stirring to precipitate a carboxylated product. Subsequently, it was separated by filtration, washed with 2000 parts of 0.1% hydrochloric acid, and further washed with 2000 parts of purified water to obtain a blue dispersant B.
<Synthesis of Dispersant C>
To a 1000 ml four-necked flask, 450 parts of chlorosulfonic acid was charged, and 45 parts of 1-amino-4-hydroxy-2-phenoxy-9,10-dihydroanthracene-9,10-dione was added little by little. Stirring was performed at 80 ° C. for 3 hours, and disappearance of raw materials was confirmed by liquid chromatography. The reaction solution was added to 5000 parts of ice water with stirring to precipitate a sulfonated product. Subsequently, it was separated by filtration, washed with 2000 parts of 0.1% hydrochloric acid, and further washed with 2000 parts of purified water to obtain a red dispersant C.
<Synthesis of Dispersant D>
A 1000 ml four-necked flask was charged with 90 parts of aluminum chloride and 100 parts of carbon disulfide under an argon gas atmosphere, and 80 parts of oxalyl chloride dissolved in 200 parts of carbon disulfide was added. Thereafter, 20 parts of 1-amino-4-hydroxy-2-phenoxy-9,10-dihydroanthracene-9,10-dione suspended in 250 parts of carbon disulfide was added dropwise over 1 hour. Stirring was performed at 30 ° C. for 2 hours, and disappearance of the raw materials was confirmed by liquid chromatography. The reaction solution was added to 5000 parts of ice water with stirring to precipitate a carboxylated product. Subsequently, it was separated by filtration, washed with 2000 parts of 0.1% hydrochloric acid, and further washed with 2000 parts of purified water to obtain a red dispersant D.
<Synthesis of Dispersant E>
To a 1000 ml four-necked flask, 450 parts of chlorosulfonic acid was charged, and 45 parts of 2- (3-hydroxy-2-quinolyl) -2,3-dihydro-1H-indene-1,3-dione was added little by little. Stirring was performed at 80 ° C. for 3 hours, and disappearance of raw materials was confirmed by liquid chromatography. The reaction solution was added to 5000 parts of ice water with stirring to precipitate a sulfonated product. Subsequently, the mixture was filtered, washed with 2000 parts of 0.1% hydrochloric acid, and further washed with 2000 parts of purified water to obtain a yellow dispersant E.
<Synthesis of Dispersant F>
A 1000 ml four-necked flask was charged with 90 parts of aluminum chloride and 100 parts of carbon disulfide under an argon gas atmosphere, and 80 parts of oxalyl chloride dissolved in 200 parts of carbon disulfide was added. Thereafter, 20 parts of 2- (3-hydroxy-2-quinolyl) -2,3-dihydro-1H-indene-1,3-dione suspended in 250 parts of carbon disulfide was added dropwise over 1 hour. Stirring was performed at 30 ° C. for 2 hours, and disappearance of the raw materials was confirmed by liquid chromatography. The reaction solution was added to 5000 parts of ice water with stirring to precipitate a carboxylated product. Subsequently, the mixture was filtered, washed with 2000 parts of 0.1% hydrochloric acid, and further washed with 2000 parts of purified water to obtain a yellow dispersant F.

<Synthesis of Dispersant A-1>
Dispersant A was dried at 80 ° C. to obtain Dispersant A-1 (sulfonic acid of general formula (2)).
<Synthesis of Dispersant A-2>
Dispersant A was redispersed in 5000 parts of water (pH of the redispersed slurry was 2.3), and 25% caustic soda solution was added with stirring, and adjusted to pH 11.5 for 1 hour. Furthermore, it heated at 60 degreeC at pH11.5, and stirred for 3 hours. To this solution, an aqueous solution in which 47 parts of zinc chloride was dissolved was added dropwise little by little to obtain a precipitate. Thereafter, the precipitate was filtered, washed with a large amount of water, and then dried at 80 ° C. to obtain Dispersant A-2 (a zinc sulfonate salt of the general formula (2)).
<Synthesis of Dispersant A-3>
Dispersant A-3 was prepared in the same manner except that zinc chloride was changed to strontium chloride to obtain dispersant A-3 (strontium sulfonate salt of general formula (2)).

<Synthesis of Dispersant B-1>
Dispersant B was dried at 80 ° C. to obtain Dispersant B-1 (carboxylic acid of general formula (2)).
<Synthesis of Dispersant B-2>
Dispersant B was redispersed in 5000 parts of water (the pH of the redispersed slurry was 2.3), and 25% caustic soda solution was added with stirring to adjust the pH to 11.5 for 1 hour. Furthermore, it heated at 60 degreeC at pH11.5, and stirred for 3 hours. To this solution, an aqueous solution in which 47 parts of zinc chloride was dissolved was added dropwise little by little to obtain a precipitate. Thereafter, the precipitate was filtered, washed with a large amount of water, and then dried at 80 ° C. to obtain Dispersant B-2 (a carboxylic acid zinc salt of the general formula (2)).
<Synthesis of Dispersant B-3>
Dispersant B-3 was prepared in the same manner except that zinc chloride was changed to strontium chloride to obtain dispersant B-3 (carboxylic acid strontium salt of general formula (2)).

<Synthesis of Dispersant C-1>
Dispersant C was dried at 80 ° C. to obtain Dispersant C-1 (sulfonic acid of general formula (3)).
<Synthesis of Dispersant C-2>
Dispersant C was redispersed in 5000 parts of water (pH of the redispersed slurry was 2.3), and 25% caustic soda solution was added with stirring and adjusted to pH 11.5 for 1 hour. Furthermore, it heated at 60 degreeC at pH11.5, and stirred for 3 hours. To this solution, an aqueous solution in which 47 parts of zinc chloride was dissolved was added dropwise little by little to obtain a precipitate. Thereafter, the precipitate was filtered, washed with a large amount of water, and then dried at 80 ° C. to obtain dispersant C-2 (a sulfonic acid zinc salt of the general formula (3)).
<Synthesis of Dispersant C-3>
Dispersant C-2 was prepared in the same manner except that zinc chloride was changed to strontium chloride to obtain dispersant C-3 (strontium sulfonate salt of general formula (3)).

<Synthesis of Dispersant D-1>
Dispersant D was dried at 80 ° C. to obtain Dispersant D-1 (carboxylic acid of general formula (3)).
<Synthesis of Dispersant D-2>
Dispersant D was redispersed in 5000 parts of water (the pH of the redispersed slurry was 2.3), and 25% caustic soda solution was added with stirring to adjust the pH to 11.5 for 1 hour. Furthermore, it heated at 60 degreeC at pH11.5, and stirred for 3 hours. To this solution, an aqueous solution in which 47 parts of zinc chloride was dissolved was added dropwise little by little to obtain a precipitate. Thereafter, the precipitate was filtered, washed with a large amount of water, and then dried at 80 ° C. to obtain Dispersant D-2 (a carboxylic acid zinc salt of the general formula (3)).
<Synthesis of Dispersant D-3>
Dispersant D-3 was prepared in the same manner except that zinc chloride was changed to strontium chloride to obtain dispersant D-3 (carboxylic acid strontium salt of general formula (3)).

<Synthesis of Dispersant E-1>
Dispersant E was dried at 80 ° C. to obtain Dispersant E-1 (sulfonic acid of general formula (4)).
<Synthesis of Dispersant E-2>
Dispersant E was redispersed in 5000 parts of water (pH of the redispersed slurry was 2.3), and 25% caustic soda solution was added with stirring, and adjusted to pH 11.5 for 1 hour. Furthermore, it heated at 60 degreeC at pH11.5, and stirred for 3 hours. To this solution, an aqueous solution in which 47 parts of zinc chloride was dissolved was added dropwise little by little to obtain a precipitate. Thereafter, the precipitate was filtered, washed with a large amount of water, and then dried at 80 ° C. to obtain Dispersant E-2 (a sulfonic acid zinc salt of the general formula (4)).
<Synthesis of Dispersant E-3>
Dispersant E-2 was prepared in the same manner except that zinc chloride was changed to strontium chloride to obtain dispersant E-3 (strontium sulfonate salt of general formula (4)).

<Synthesis of Dispersant F-1>
Dispersant F was dried at 80 ° C. to obtain Dispersant F-1 (carboxylic acid of general formula (4)).
<Synthesis of Dispersant F-2>
Dispersant F was redispersed in 5000 parts of water (the pH of the redispersed slurry was 2.3), and 25% caustic soda solution was added with stirring, and the pH was adjusted to 11.5 for 1 hour. Furthermore, it heated at 60 degreeC at pH11.5, and stirred for 3 hours. To this solution, an aqueous solution in which 47 parts of zinc chloride was dissolved was added dropwise little by little to obtain a precipitate. Thereafter, the precipitate was filtered, washed with a large amount of water, and then dried at 80 ° C. to obtain dispersant F-2 (carboxylic acid zinc salt of general formula (4)).
<Synthesis of Dispersant F-3>
Dispersant F-3 was prepared in the same manner except that zinc chloride was changed to strontium chloride to obtain dispersant F-3 (carboxylic acid strontium salt of general formula (4)).

Examples 1-18 and Comparative Examples 1-4

  As shown in Table 1, various pigments, various dispersants obtained above, resin (BYK 2012: BYK2012), solvent (water) are blended, and a bead mill (Asada Tekko Co., Ltd .: PCM-LR) is used. Then, dispersion was performed for 6 hours together with zirconia beads having a diameter of 0.3 mm to prepare a pigment dispersion.

価結果を表１に示す。

(Evaluation of each dispersion)
The viscosity of each dispersion was measured using a B-type viscometer. In addition, a coated film coated on a PET film with a wet thickness of 1 μm was subjected to a weather resistance tester (manufactured by Suga Test Instruments Co., Ltd .: Xenon Weather).

The results are shown in Table 1.

In Table 1, Examples 1 to 3 and Comparative Example 1, Examples 4 to 6 and Comparative Example 1, Examples 7 to 9 and Comparative Example 2, Examples 10 to 12 and Comparative Example 2, and Examples 13 to 15 are compared. The comparison results of Example 3 and Examples 16 to 18 and Comparative Example 3 are common, and it is found that they are excellent in low viscosity, storage stability and weather resistance, and more in the case of a metal salt. Excellent weather resistance was exhibited. On the other hand, types that are not metal salts have high low viscosity, and it was confirmed that each type has excellent characteristics.
Furthermore, it can be said from Examples 1 to 3 and Comparative Example 4 that the dispersant of the present invention has no color stain and exhibits high colorability as compared with the conventional one.

  By using the dispersant of the present invention, a dispersion having not only excellent non-aggregation property, non-crystallinity, gloss and transparency of the coating film, but also low viscosity, low thixotropic property, and stability over time is obtained. Gravure ink, automotive, wood, metal, etc., various general paints, magnetic tape back coat paint, radiation cure ink, ink jet printer ink, color filter ink, battery electrode ink Suitable for applications such as semiconductor wafer polishing slurry.

Claims (1)

A dispersant represented by the following general formula (1).

(In the formula, X is any one of the general formulas (2) to (4), and R represents a sulfonic acid, a sulfonic acid metal salt, a carboxylic acid, or a carboxylic acid metal salt.)