JP2009062466A - Method for preparing finely pulverized organic pigment - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a method for preparing a finely pulverized organic pigment that can be suitably used for solving such problems as a large energy consumption, the quality limitations of glossiness, tinting strength, etc. and the mingling of impurities between lots, that used to be problems of conventional kneaders. <P>SOLUTION: The method for preparing a fine pulverized organic pigment comprises kneading a mixture containing a 1-30 pts.wt. water soluble inorganic salt and a 0.1-7 pts.wt. water soluble organic liquid relative to a 1 pts.wt. organic pigment in a planetary mixer having plural blades that makes a planetary movement, wherein the energy in the range of 0.06-0.72 Kw/Kg per unit weight (Kg) of the pigment is charged into the mixture. <P>COPYRIGHT: (C)2009,JPO&INPIT

Description

The present invention relates to the production of fine organic pigments with crystal transition when obtaining organic pigments in which the particles of color developing powder are finely sized to a uniform particle size and have extremely good dispersibility with respect to the vehicle. It is about the method. More specifically, the present invention provides good gloss, high coloring power, transparency, and the like when particles of color developing powder are dispersed in a vehicle such as an aqueous flexo ink, a coloring material, and an aqueous dispersion. Relates to a method for producing a fine organic pigment that provides excellent suitability even in applications requiring finer organic pigment particles such as ink jet inks and color filters.

Organic pigments typified by phthalocyanine pigments have fine color tones, high tinting strength, functions such as weather resistance, heat resistance, etc., and a large amount in the color material industry. In addition, it is widely used. A solvent salt milling method is currently widely used as a method for refining a pigment.

  In the solvent salt milling method, coarse pigment particles are mechanically treated by a kneader or the like in the presence of inorganic salts such as sodium chloride and sodium sulfate and highly viscous water-soluble organic solvents such as ethylene glycol, diethylene glycol and polyethylene glycol. It is a method to grind and refine. The solvent salt milling method is an effective method for refining and sizing pigment particles, but in order to achieve higher performance in inkjet and color filters, it was obtained by the conventional salt milling method. There is a need to use finer and sized pigments than pigments.

In addition, the conventional batch type kneader and the like have problems such as restrictions on the production scale derived from the batch type, variations in quality for each lot, contamination of the working environment due to foreign matter contamination and dust generation due to the open type.
Japanese Patent Laid-Open No. 7-53889

  Although the solvent salt milling method is industrially advantageous, the kneader that has been widely used conventionally has a limit in the use of a great deal of energy for the miniaturization of organic pigments and the level of miniaturization. Furthermore, even when the fine organic pigment obtained is dispersed in a vehicle such as an aqueous flexo ink, a coloring material, an aqueous dispersion, etc., the gloss, coloring power, transparency, etc. of the color-extended product are improved. It was always a challenge. Furthermore, finer pigment particles are required for applications such as inkjet inks and color filters, but it is difficult to obtain these by the above-described method, and a great deal of energy and time are required. In addition, the kneader has the problem that the kneaded material enters the rotating shaft and the cleaning properties of the gaps and the like are low, so that the kneaded material of the previous lot is mixed during the next lot operation, and the generation of contaminants is likely to occur. It was unsuitable for the production of a wide variety of products.

  The present invention has been made in view of such a situation, and includes the consumption of enormous energy, gloss, coloring power and the like, and limitations on the level of refinement, contamination contamination between lots, etc. It aims at providing the manufacturing method of the pigment which solves.

The method for producing a fine organic pigment according to the present invention comprises 1-30 parts by weight of a water-soluble inorganic salt and 1 part by weight of a water-soluble organic salt per 1 part by weight of the organic pigment when kneading with a planetary mixer in which a plurality of blades move in a planetary motion. It is a method for producing a fine organic pigment, wherein a mixture containing 0.1 to 7 parts by weight or less of a liquid is charged with energy in a range of 0.06 to 0.72 Kw / Kg per pigment unit weight (Kg). .
Furthermore, kneading is carried out by a planetary type mixer having a planetary motion in which the number of blades is three.
Furthermore, a resin is contained in a mixture of an organic pigment, a water-soluble inorganic salt, and a water-soluble organic liquid.
Furthermore, a pigment derivative is contained in a mixture of an organic pigment, a water-soluble inorganic salt, and a water-soluble organic liquid.

According to the present invention, 0.06 to 0.72 Kw / Kg per pigment unit weight (Kg) when kneaded by a planetary mixer with a plurality of blades in planetary motion as compared with a salt milling method using a conventional kneader. By applying energy, a fine organic pigment can be obtained. When energy less than 0.06 Kw / Kg is input, a fine organic pigment cannot be obtained. On the other hand, when more energy than 0.72 Kw / Kg is input, a fine organic pigment cannot be obtained as the temperature of the kneaded product increases. Furthermore, a fine pigment can be efficiently obtained also from the viewpoint of energy efficiency (effective integrated electric energy per unit pigment weight). When the obtained fine organic pigment is dispersed in a vehicle such as an aqueous flexo ink, a coloring material, an aqueous dispersion, etc., it can improve the gloss, coloring power, transparency, etc. of the developed product. it can. Furthermore, excellent aptitude is imparted even in applications requiring finer pigment particles such as inkjet inks and color filters.

Embodiments of the present invention will be described below.

      A planetary mixer used in the present invention will be described with reference to the drawings. The planetary mixer main body (1) has a plurality of drive shafts (2) (two examples in the drawing) that perform planetary movement via a suitable transmission mechanism by a drive source (not shown) such as a motor. The drive shaft (2) is attached with a blade (4) so as to be inserted into the tank (3). When the processing material is put into the tank, the blade is lowered and set in a state as shown in FIG. 1, and a plurality of blades are planetarily moved in the tank, the blade and the inner wall of the tank, between the bottom wall and the plurality of blades A shearing force is applied to the treated material between the blades.

Specific examples of the planetary mixer of the present invention include, for example, a planetary mixer, a spiral mixer, and a trimix (manufactured by Inoue Seisakusho), and the trimix can provide a large shearing force. Is desirable to achieve. Hereinafter, the kneaded composition subjected to the milling and kneading process by such a mixer will be described in detail.
The organic pigments used in the kneaded composition are indicated by color index numbers below. The organic pigment used in the kneaded composition in the present invention is not limited to the numbers shown below, and is not limited as long as crystal transition occurs when obtaining a fine organic pigment in a kneader.

  For the blue coloring composition, for example, a blue pigment such as C.I. Pigment Blue 15: 6 can be used. A purple pigment such as C.I. Pigment Violet 23 can be used in combination with the blue coloring composition.

  For the cyan coloring composition, for example, a blue pigment such as C.I. Pigment Blue 15: 6 can be used.

  For the magenta coloring composition, for example, a purple pigment and a red pigment such as C.I. Pigment Violet 23 can be used. A yellow pigment can be used in combination with the magenta composition.

  Examples of the red coloring composition include CI Pigment Red 7, 9, 14, 41, 48: 1, 48: 2, 48: 3, 48: 4, 81: 1, 81: 2, 81: 3, 97, 122. 123, 146, 149, 168, 177, 178, 180, 184, 185, 187, 192, 200, 202, 208, 210, 215, 216, 217, 220, 223, 224, 226, 227, 228, 240 Red pigments such as 246, 254, 255, 264, and 272 can be used. A yellow pigment and an orange pigment can be used in combination with the red coloring composition.

  The water-soluble inorganic salt used in the present invention is not particularly limited, and examples thereof include sodium chloride (sodium chloride), potassium chloride, sodium sulfate, zinc chloride, calcium chloride, and mixtures thereof.

The amount of the water-soluble inorganic salt in the kneaded composition is 1 to 30 parts by weight with respect to 1 part by weight of the organic pigment. When the amount of the water-soluble inorganic salt is less than 1 part by weight, it is difficult to refine the organic pigment, and when it exceeds 30 parts by weight, it is possible to obtain a refined organic pigment. This is because, since the amount is small, productivity is lowered and industrially disadvantageous.
In addition, the water-soluble organic liquid used in the present invention is added so that the organic pigment and the water-soluble inorganic salt are uniformly solidified, and can be mixed freely with water or not mixed freely, but industrially. It has a solubility that can be removed by washing with water. The water-soluble organic liquid is not particularly limited as long as the pigment particles grow, but a high-boiling solvent is preferable from the viewpoint of safety because the temperature rises during kneading and the organic liquid easily evaporates.
The amount of the water-soluble organic liquid in the kneaded composition is preferably 0.1 to 7 parts by weight or less based on 1 part by weight of the organic pigment, depending on the amount of the water-soluble inorganic salt and the hardness of the kneaded composition. Can be selected. When the amount of the water-soluble inorganic salt is less than 0.1 parts by weight, the kneaded composition becomes too hard to be operated safely, and when it exceeds 7 parts by weight, the kneaded composition becomes too soft and the fineness of the organic pigment The level of conversion decreases.

  Examples of water-soluble organic solvents include 2- (methoxymethoxy) ethanol, 2-butoxyethanol, 2- (isopentyloxy) ethanol, 2- (hexyloxy) ethanol, diethylene glycol, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol mono Butyl ether, triethylene glycol, triethylene glycol monomethyl ether, liquid polyethylene glycol, 1-methoxy-2-propanol, 1-ethoxy-2-propanol, dipropylene glycol, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, low Molecular weight polypropylene glycol, aniline, pyridine, tetrahydrofuran, dioxane, methanol, eta Alcohol, isopropanol, n-propanol, isobutanol, n-butanol, ethylene glycol, propylene glycol, propylene glycol monomethyl ether acetate, ethyl acetate, isopropyl acetate, acetone, methyl ethyl ketone, dimethylformamide, dimethyl sulfoxide, N-methylpyrrolidone, etc. Can be mentioned.

Moreover, you may mix and use 2 or more types of solvents as needed.
When kneading a mixture of an organic pigment, a water-soluble inorganic salt, and a water-soluble organic liquid, a resin may be added for the purpose of easily dispersing the resulting fine organic pigment in a pigment carrier.

  The resin is preferably poorly water-soluble and partially soluble in a water-soluble organic liquid, such as rosin, disproportionated rosin, polymerized rosin, hydrogenated rosin, rosin ester, rosinamine, maleated rosin, fumarated rosin, Synthetic resins such as rosin metal salts, rosin resins such as rosin-modified phenolic resins and rosin-modified maleic resins, epoxy resins, acrylic resins, maleic resins, butyral resins, polyester resins, melamine resins, phenolic resins, polyurethane resins and polyamide resins In addition, modified resins derived from fiber, rubber, and the like can be mentioned, and rosin resins are particularly preferable from the viewpoint of the addition effect and cost.

The amount of the resin in the kneaded composition is not particularly limited, but is preferably 0.001 to 1.0 part by weight or less with respect to 1 part by weight of the organic pigment. When the amount of the resin is less than 0.001 part by weight, it is difficult to obtain the dispersion effect, and when it exceeds 1.0 part by weight, the dispersion effect for the added amount cannot be obtained.
Moreover, it is preferable to adjust the amount of resin depending on the difference in properties between the resin and the pigment carrier. In other words, if the difference is large, the amount of resin should be kept to the minimum necessary to reduce the effect on the physical properties of the pigment carrier, while if the difference is small, the amount of resin should be increased to fully exhibit the dispersion effect. Is preferred.
In addition, when kneading a mixture of an organic pigment, a water-soluble inorganic salt, and a water-soluble organic liquid, the organic pigment, anthraquinone, acridone, or triazine may be basic for the purpose of preventing crystal growth or crystal dislocation of the organic pigment. Alternatively, an acidic substituent or various derivatives introduced with a phthalimidomethyl group may be added. Among these, it is preferable to add a pigment derivative having a basic or acidic substituent or a phthalimidomethyl group introduced into an organic pigment. Examples of the basic substituent include substituents represented by the following formulas (1) to (4). Examples of the acidic substituent include a sulfonic acid group and a carboxyl group.
The pigment derivative is preferably a pigment derivative having the same structure as that of the organic pigment to be finely pulverized, but may be a pigment derivative having a structure different from the matrix.
The amount of the pigment derivative in the kneaded composition is preferably 0.001 to 0.3 parts by weight or less with respect to 1 part by weight of the organic pigment. When the amount of the pigment derivative is less than 0.001 part by weight, it is difficult to obtain the added effect. If the amount exceeds 0.3 parts by weight, not only the effect of the added amount can be obtained, but also the resulting fine organic pigment becomes a mixture with the pigment derivative, so the difference between the physical properties of the organic pigment alone is large. Become. Therefore, a color filter formed using a coloring composition containing such a fine organic pigment may cause a problem in practical quality.

(In the above formulas (1) to (4),
X represents —SO ₂ —, —CO—, —CH ₂ NHCOCH ₂ —, —CH ₂ — or a direct bond, n represents an integer of 1 to 10, and R ₁ and R ₂ each independently represent Represents an optionally substituted alkyl group having 1 to 36 carbon atoms, an optionally substituted alkenyl group having 2 to 36 carbon atoms or an optionally substituted phenyl group, or R ₁ and R ₂ Are bonded to form an optionally substituted heterocycle containing an additional nitrogen, oxygen or sulfur atom, and R ₃ is an optionally substituted alkyl group having 1 to 36 carbon atoms, optionally substituted. R ₂ , R ₅ , R ₆ and R ₇ each independently represents a hydrogen atom or an optionally substituted carbon atom, and represents an optionally substituted alkenyl group having 2 to 36 carbon atoms or an optionally substituted phenyl group. ~ 36 alkyl group, optionally substituted carbon number An alkenyl group or an optionally substituted phenyl group of ~ 36, Y is, -NR ₈ -Z-NR ₉ - or a direct bond, R ₈ and R ₉ are each independently a hydrogen atom, a substituted Represents an optionally substituted alkyl group having 1 to 36 carbon atoms, an optionally substituted alkenyl group having 2 to 36 carbon atoms, or an optionally substituted phenyl group, and Z is an optionally substituted carbon Represents an alkylene group having 1 to 36, an alkenylene group having 2 to 36 carbon atoms which may be substituted, or a phenylene group which may be substituted, and R represents a substituent represented by the following formula (5), or The substituent represented by the following formula (6) is represented, and Q represents a hydroxyl group, an alkoxyl group, a substituent represented by the following formula (5) or a substituent represented by the following formula (6). In formula (5) and formula (6), R _{1 to} R ₇ and n are as defined above. )

  Examples of organic pigments constituting the pigment derivative include diketopyrrolopyrrole pigments, azo pigments such as azo, disazo, polyazo, phthalocyanine pigments, diaminodianthraquinone, anthrapyrimidine, flavantrons, anthanthrone, indanthrone, Anthraquinone pigments such as pyranthrone, violanthrone, quinacridone pigments, dioxazine pigments, perinone toys, perylene pigments, thioindigo pigments, isoindoline pigments, isoindolinone pigments, quinophthalone pigments, selenium pigments, metal complexes Systemic pigments are mentioned. Moreover, the pigment used for the kneading | mixing composition shown above may be sufficient.

  Anthraquinone derivatives and acridone derivatives constituting anthraquinone derivatives and acridone derivatives are alkyl groups such as methyl and ethyl groups, amino groups, nitro groups, hydroxyl groups, alkoxy groups such as methoxy groups, ethoxy groups, halogens such as chlorine, etc. Anthraquinone and acridone which may have the following substituents:

  The triazine constituting the triazine derivative is an alkyl group such as a methyl group or an ethyl group, an amino group or a dimethylamino group, an alkylamino group such as a diethylamino group or a dibutylamino group, a nitro group, a hydroxyl group, a methoxy group or an ethoxy group. , An alkoxy group such as a butoxy group, a halogen such as chlorine, or a phenyl group or a methyl group optionally substituted with a methyl group, a methoxy group, an amino group, a dimethylamino group, a hydroxyl group, an ethyl group, a methoxy group, an ethoxy group 1,3,5-triazine which may have a substituent such as phenylamino group which may be substituted with amino group, dimethylamino group, diethylamino group, nitro group, hydroxyl group and the like.

Pigment derivatives, anthraquinone derivatives and acridone derivatives having basic substituents can be synthesized by various synthetic routes. For example, after introducing a substituent represented by the following formulas (7) to (10) into an organic pigment, anthraquinone or acridone, it reacts with the substituent and is represented by the general formulas (1) to (4). Amine components that form substituents such as N, N-dimethylaminopropylamine, N-methylpiperazine, diethylamine or 4- [4-hydroxy-6- [3- (dibutylamino) propylamino] -1,3 It can be obtained by reacting 5-triazin-2-ylamino] aniline or the like.
Formula (7) —SO ₂ Cl
Formula (8) -COCl
Formula (9) —CH ₂ NHCOCH ₂ Cl
Equation (10) -CH ₂ Cl
At the time of reaction of the general formulas (7) to (10) and the amine component, a part of the general formulas (7) to (10) may be hydrolyzed so that chlorine is substituted with a hydroxyl group. In that case, the general formula (7) and the general formula (8) are a sulfonic acid group and a carboxylic acid group, respectively, but both may be a free acid, and may be a 1 to 3 valent metal or the above monoamine. It may be a salt.

  When the organic pigment is an azo pigment, a basic group is introduced by introducing a substituent represented by the general formulas (1) to (4) into a diazo component or a coupling component in advance and then performing a coupling reaction. An azo pigment derivative having the same can also be produced.

  Triazine derivatives having a specific basic group can also be synthesized by various synthetic routes. For example, starting from cyanuric chloride, an amine component that forms a substituent represented by the general formulas (1) to (4) on at least one chlorine of cyanuric chloride, such as N, N-dimethylaminopropylamine or N It is obtained by reacting methylpiperazine or the like and then reacting the remaining chlorine of cyanuric chloride with various amines or alcohols.

  Specific examples of the derivative having a basic substituent are shown below, but are not limited thereto. These derivatives can be used alone or in admixture of two or more.

In the temperature condition at the time of operation of the mixer in the present invention, in order to effectively advance the particle transition by contact with the crystal transition, grinding, and water-soluble organic solvent, the kneading temperature is 0 to 150 ° C., 30-90 degreeC is especially preferable. In particular, it is preferable in terms of quality to be transferred by kneading and grinding in the range of 70 to 90 ° C. in the initial stage of kneading and grinding, and then refined by kneading and grinding in the range of 40 to 69 ° C.
It is not necessary to add the entire amount of the kneaded composition in the initial stage, and a water-soluble organic solvent and a water-soluble inorganic salt are appropriately added depending on the hardness of the kneaded composition or after the start of kneading, depending on the refinement and particle size of the kneaded composition. You may do it.

  The kneaded composition after kneading is processed by a conventional method. That is, the kneaded composition is treated with water or an aqueous mineral acid solution, and the fine organic pigment is isolated by removing the water-soluble inorganic salt and the water-soluble organic solvent by filtration and washing with water. The obtained fine organic pigment can be used in a wet state as it is, or in a powder state by drying and pulverization. If necessary, a resin, a surfactant and other additives may be added after kneading.

  The use of the fine organic pigment produced by the method according to the present invention is not particularly limited, but in addition to commonly used color materials, it can be used for applications that require high gloss, coloring power, transparency, It can also be applied to uses such as inkjet inks and color filters.

Hereinafter, the present invention will be described in detail with reference to examples and comparative examples according to conventional methods. However, the present invention is not limited to the scope of these examples. In the examples, “parts” represents parts by weight, and “%” represents% by weight.
In Examples and Comparative Examples, the particle diameter was measured by observing particles with a transmission microscope and measuring and analyzing the equivalent circle diameter of particles in the image.
Example 1
5,000 parts of ε-type copper phthalocyanine pigment containing 3 to 6% α-type copper phthalocyanine, 50000 parts of sodium chloride, and 10000 parts of diethylene glycol are put into a 150,000 capacity part trimix (manufactured by Inoue Seisakusho) and the mixture is ground. Thus, a refined ε-type copper phthalocyanine pigment was produced. As the operating conditions, the milling temperature was 70 ° C., the revolution was 13 rpm, the rotation was 40 rpm, and the mixture was kneaded for 12 hours while maintaining a dense lump. The load power per pigment unit weight (Kg) during kneading was always 0.50 kW. 6800 parts of the kneaded composition obtained here was taken out to 20000 parts of 1% aqueous sulfuric acid solution at 70 ° C., stirred for 1 hour with heat, filtered, washed with water, and dried. The obtained pigment was an ε-type copper phthalocyanine pigment having a strongest peak at a Bragg angle 2θ (acceptable range ± 0.2 degrees) = 9.2 degrees according to X-ray diffraction measurement (CuKα1 line). When the obtained ε-type copper phthalocyanine pigment was observed with a transmission electron microscope (TEM), the image was analyzed and the particle diameter was measured, the number average diameter was 24 nm, and the ε-type obtained in Comparative Example 1 shown below. Compared to copper phthalocyanine pigment, it was made finer. The effective electric energy per pigment unit weight (Kg) was 6.0 kWh, and the product of the overall heat transfer coefficient representing the cooling efficiency during kneading and the cooling area was 170 W / H · K.
(Example 2)
5,000 parts of ε-type copper phthalocyanine pigment containing 3 to 6% α-type copper phthalocyanine, 50000 parts of sodium chloride, and 10000 parts of diethylene glycol are put into a 150,000 capacity part trimix (manufactured by Inoue Seisakusho) and the mixture is ground. Thus, a refined ε-type copper phthalocyanine pigment was produced. As operating conditions, the milling temperature was 70 ° C., revolving at 13 rpm, and rotating at 40 rpm while kneading for 5 hours while maintaining a dense lump (dough), then adding 3000 parts of diethylene glycol, and the temperature of the kneaded product to 50 ° C. The mixture was lowered and kneaded for an additional 7 hours while maintaining a dense lump at 12 rpm for revolution and 35 rpm for rotation. The load power per pigment unit weight (Kg) during kneading was always 0.50 kW before cooling, and was always 0.06 kW after cooling. 6800 parts of the kneaded composition obtained here was taken out to 20000 parts of 1% aqueous sulfuric acid solution at 70 ° C., stirred for 1 hour with heat, filtered, washed with water, and dried. The obtained pigment was an ε-type copper phthalocyanine pigment having a strongest peak at a Bragg angle 2θ (acceptable range ± 0.2 degrees) = 9.2 degrees according to X-ray diffraction measurement (CuKα1 line). The obtained ε-type copper phthalocyanine pigment was observed with TEM, and the particle size was measured by analyzing the image. The number-average diameter was 22 nm, and the ε-type copper phthalocyanine pigment obtained by the production method of Comparative Example 1 shown below was used. Compared with it, it was made finer. The effective electric energy per pigment unit weight (Kg) was 2.9 kWh, and the product of the overall heat transfer coefficient representing the cooling efficiency during kneading and the cooling area was 190 W / H · K.
(Example 3)
ε-type copper phthalocyanine pigment containing 3 to 6% α-type copper phthalocyanine (5000 parts, 50000 parts of sodium chloride, 9000 parts of diethylene glycol is charged into a 150,000 volume part trimix (manufactured by Inoue Seisakusho) and the mixture is polished. The ε-type copper phthalocyanine pigment was crushed and refined, and as operating conditions, the milling temperature was 70 ° C., the revolution was 13 rpm, the rotation was 40 rpm, and the mixture was kneaded for 12 hours while maintaining a dense lump. The load power per pigment unit weight (Kg) was always 0.72 kW, and 6800 parts of the kneaded composition obtained here was taken out to 20000 parts of 1% aqueous sulfuric acid solution at 70 ° C. The obtained pigment was subjected to X-ray diffraction measurement (CuKα1 line) and Bragg angle 2θ (acceptable range ± 0.2 degrees). It was an ε-type copper phthalocyanine pigment having the strongest peak at 9.2 ° C. When the obtained ε-type copper phthalocyanine pigment was observed with a TEM and the image was analyzed to measure the particle diameter, the number average diameter was 23 nm. The ε-type copper phthalocyanine pigment obtained by the production method of Comparative Example 1 shown below was further refined, and the effective electric power per pigment unit weight (Kg) was 7.2 kWh. The product of the overall heat transfer coefficient representing the cooling efficiency and the cooling area was 170 W / H · K.
(Comparative Example 1)
5,000 parts of ε-type copper phthalocyanine containing 3-6% α-type copper phthalocyanine, 50000 parts of sodium chloride, and 7500 parts of diethylene glycol are charged into a 150,000-volume part double-arm kneader and kept in a dense lump at 70 ° C. Kneaded for 10 hours. The load power per pigment unit weight (Kg) during kneading was always 0.89 kW. 6800 parts of the kneaded composition obtained here was taken out in 20000 parts of 1% aqueous sulfuric acid solution at 70 ° C., stirred for 1 hour with heat, filtered, washed with water and dried to obtain a pigment. The obtained pigment is an ε-type copper phthalocyanine pigment having a strongest peak at a Bragg angle 2θ (acceptable range ± 0.2 degrees) = 9.2 degrees by X-ray diffraction measurement (CuKα1 line). When the particle diameter was measured by analyzing the image, the number average diameter was 25 nm. Further, the effective electric energy per pigment unit weight (Kg) is 8.9 kWh, which is 48% higher than that of Example 1, so that the productivity is low and the overall heat transfer coefficient and the cooling representing the cooling efficiency at the time of kneading. The product of the area was 140 W / H · K, and the cooling efficiency was 82% as compared with Example 1.

It is a front view of a planetary mixer.

Explanation of symbols

・ Planetary mixer body. 2. Drive shaft, Tank, 4. blade

Claims (4)

When kneading in a planetary mixer having a plurality of blades, the water-soluble inorganic salt is contained in an amount of 1 to 30 parts by weight and the water-soluble organic liquid is contained in an amount of 0.1 to 7 parts by weight with respect to 1 part by weight of the organic pigment. A method for producing a fine organic pigment, wherein the mixture is charged with energy in the range of 0.06 to 0.72 Kw / Kg per pigment unit weight (Kg). The method for producing a fine organic pigment according to claim 1, wherein the plurality of blades is 3. 3. A method for producing a fine organic pigment according to claim 1, wherein a resin is contained. The method for producing a fine organic pigment according to any one of claims 1 to 3, further comprising a pigment derivative.

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