JP5686312B2 - Method for producing fine organic pigment, method for producing fine organic pigment coloring composition, and continuous kneading machine - Google Patents

Description

  The present invention relates to a method of producing a fine organic pigment and a fine organic pigment coloring composition (offset printing ink, gravure printing ink, printing ink-jet ink, color filter resist, fine organic pigment coloring composition for paint, etc.). The present invention relates to a production method and a continuous kneader used for carrying out these production methods, and further relates to a fine organic pigment obtained by these production methods and a fine organic pigment coloring composition containing the fine organic pigment.

  Some organic pigments, such as azo pigments, can obtain finely sized pigment particles by selecting appropriate reaction conditions during synthesis. On the other hand, it is also known that a very fine and agglomerated particles produced during synthesis, such as copper phthalocyanine green pigment, are converted into pigments by particle growth and sizing in subsequent steps. In addition, there are also known pigments such as copper phthalocyanine blue pigments and diketopyrrolopyrrole pigments, which are coarse and irregular particles generated during synthesis, which are refined and sized in a subsequent process.

  As a method for pigmenting coarse coarse pigment particles, currently widely used methods include a solvent salt milling method and a dry pulverization method.

  The dry pulverization method is a method of pigmenting coarse coarse pigment particles by dry pulverization with a ball mill, attritor, vibration mill, etc., and the production efficiency per unit energy is higher than that of the solvent salt milling method. good. However, since the dispersion of the particle diameter is large and the cohesive force between the particles is extremely strong, only a huge aggregate in which a large number of fine primary particles are combined with an extremely strong force can be obtained. For this reason, various improvement methods have been studied for the dry pulverization method, but it is difficult to obtain a high-quality pigment.

  On the other hand, the solvent salt milling method uses coarse kneaded pigment particles 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. This is a method of mechanically grinding to form a pigment. When kneading, the kneaded product is made into a dense lump by adjusting the amount of solvent, and a pigment having a desired degree of fineness can be obtained by treating at a desired temperature and time.

  However, conventional batch type kneaders have problems such as production scale limitations derived from the batch type, variation in quality for each lot, contamination of the working environment due to foreign matter contamination and dust generation due to the open type. In addition, a great deal of energy is used for miniaturization of organic pigments, and there is a limit to the level of miniaturization. When the finer pigments obtained are used dispersed in water-soluble or water-insoluble solvents as printing inks such as gravure inks and offset inks, inkjet inks for printing, resists for color filters, etc. It has become difficult to meet the demands of the desired market.

  In particular, the color filter has two or more kinds of fine band (striped) filter segments of different hues arranged in parallel or intersecting on the surface of a transparent substrate such as glass, or the fine filter segments are fixed vertically and horizontally. Arranged in an array. The filter segments are as fine as several microns to several hundreds of microns, and are regularly arranged in a predetermined arrangement for each hue.

  For example, in a color liquid crystal display device, generally, a transparent electrode for driving liquid crystal is formed on a color filter by vapor deposition or sputtering, and an alignment film for aligning liquid crystal in a certain direction is further formed thereon. Is formed. In order to sufficiently obtain the performance of these transparent electrodes and alignment films, the formation thereof must generally be performed at a high temperature of 200 ° C. or higher, preferably 230 ° C. or higher. For this reason, at present, as a method for producing a color filter, a method called a pigment dispersion method using a pigment having excellent light resistance and heat resistance as a colorant is mainly used.

  However, in general, a color filter in which a pigment is dispersed has a problem that the degree of polarization controlled by the liquid crystal is disturbed due to light scattering by the pigment. That is, since light leaks when light must be blocked (OFF state) or transmitted light attenuates when light must be transmitted (ON state), display devices in the ON state and the OFF state There is a problem that the upper luminance ratio (contrast ratio) is lowered. In order to realize a high contrast of the color filter, it is essential to refine the pigment contained in the filter segment.

  Conventionally, batch type kneaders, continuous uniaxial and biaxial kneaders, etc. have been used as a method for finer pigments. For example, Japanese Patent Application Laid-Open Nos. 2006-77062 and 2007-214050 describe uniaxial kneading machines and methods for producing pigments and color filter coloring compositions using these kneading machines. A method is described.

The kneading machine described in these publications is a continuous kneading machine that basically performs kneading treatment of the following structure, in other words, kneading treatment.
That is, it includes a supply unit that supplies a processing target material, and a kneading processing unit that continuously kneads the processing target material supplied from the supply unit,
The kneading unit is supported by a plurality of annular fixed disks, a rotating shaft that is disposed opposite to the annular fixed disks and is passed through the annular fixed disk, and the rotational shaft is driven to rotate. A processing object including an annular fixed disk and a plurality of rotating disks that are driven to rotate in the same central axis, and the annular fixed disk and the rotating disk enter a gap between the annular fixed disk and the rotating disk. A plurality of stages of shearing and grinding treatment are performed for subjecting the material to shearing and grinding, and the rotating shaft continuously extends from the supply unit to form a continuous rotating shaft that can rotate integrally. The continuous rotary shaft portion located in the section is a continuous kneader having a feed member for feeding the material to be processed to the kneading processing section by the rotation of the portion.

JP 2006-77062 A Japanese Patent Laid-Open No. 2007-24410

  However, in these conventional batch-type kneaders, continuous-type single-axis type and two-axis type kneaders, etc., the fixed part (part corresponding to a container or a case) constituting the material kneading part of the kneader There is a large temperature difference between the rotating part and the rotating part (part that rotates by the energy of the drive machine).

  Therefore, a temperature sensor is inserted into a small hole that has been processed so that a temperature detector can be attached to the fixed part, and the temperature of the fixed part is detected. Is displayed on the temperature controller, etc., if there is a difference from the set temperature, the temperature of the fixed part is raised with a heating device such as a heater, and the temperature controller etc. is displayed due to the shear heat generation of the material to be processed during the kneading operation. When the temperature is excessively higher than the set value, a heat medium such as cooling water automatically flows into the jacket portion processed into the fixed part, and the temperature is lowered to the set temperature.

  In such temperature control, the actual temperature of the fixed part is close to the set value, but according to the inventor's investigation, the actual temperature of the rotating part is 5 ° C to 50 ° C higher than the actual temperature of the fixed part. As a result, the temperature of a part of the kneaded composition locally rose, and the progress of the finer pigment may be suppressed due to the occurrence of crystal growth.

  Moreover, it is difficult to apply a large shear force in a short time with a conventional batch type kneader, continuous single-axis type or two-axis type kneading machine, etc., and it is long for miniaturizing materials such as pigments. Operation such as continuous kneading or passing through a kneading machine a plurality of times is necessary, and the energy wasted accordingly.

  Therefore, the present invention can obtain an organic pigment suitable for producing a fine organic pigment coloring composition or the like, which is sized from a coarse organic pigment to a finer and uniform particle size, with good productivity. It is a first object to provide a method for producing a fine organic pigment that can be produced.

  Moreover, this invention makes it a 2nd subject to provide the continuous kneading machine which can be used for implementation of the manufacturing method of the fine organic pigment which solves the said 1st subject.

  Moreover, the fine organic pigment coloring composition containing the fine organic pigment of the fineness suitable for the organic pigment coloring composition aiming at ink, coating material, and color filter formation is also the scope of the present invention.

In order to solve the first problem, the present invention provides:
First step of obtaining a kneaded composition by kneading a mixture of an organic pigment, a water-soluble inorganic salt, and a water-soluble organic solvent continuously using a continuous kneader while finely granulating the organic pigment. When,
A second step of obtaining a finer organic pigment than the organic pigment by removing the water-soluble inorganic salt and the water-soluble organic solvent from the kneaded composition obtained in the first step,
In the first step, as the continuous kneading machine,
A plurality of annular fixed disks and a rotation axis that is disposed opposite to the annular fixed disk and is passed through the annular fixed disk, and the rotation axis is driven to rotate so that the annular fixed disk and the central axis are A plurality of rotating disks that are rotated in the same manner, and subjecting the material to be processed entering the gap between the annular fixed disk and the rotating disk to shear and pulverize the annular fixed disk and the rotating disk. A plurality of shear pulverization zones are formed,
The heat medium passage formed around said rotating shaft for circulating the heat medium in the heat medium passage and the heat medium passage formed in the rotary disc for circulating the temperature control heat medium before Symbol rotating disc to the rotating shaft while being internally fitted through a predetermined processed material movement control gap relative to the fixed cylindrical body fitted with the fixed cylindrical body periphery to the rotation disc temperature control mechanism and pre-Symbol rotation shaft including Provided is a method for producing a fine organic pigment employing a continuous kneader equipped with a kneading treatment time control mechanism including a supported rotating body.

  According to the method for producing a fine organic pigment according to the present invention, in the first step, a mixture of an organic pigment, a water-soluble inorganic salt, and a water-soluble organic solvent is formed into a fine particle in a continuous kneader. In addition, a kneaded composition is obtained by being kneaded as a whole while being sized to a uniform particle size.

  At this time, the material to be treated containing the organic pigment, the water-soluble inorganic salt, and the water-soluble organic solvent is subjected to a shearing force and a grinding action by passing through the shear grinding treatment area in the continuous kneader. While the organic pigment is finely divided, the whole material is uniformly mixed, and a kneaded composition in a state where aggregation of the finely divided organic pigment is suppressed is obtained.

The continuous kneader is equipped with the rotary disk temperature control mechanism and the kneading process time control mechanism . Is provided with the rotating disc temperature control mechanism, the rotating disk can suppress a decrease in viscosity due to temperature increase of the kneaded composition will be formed from processed material is cooled by the heat medium, whereby the processed material or kneading The shear force applied to the composition as it passes through the shear pulverization zone can be increased accordingly to promote the refinement of the starting pigment and the sizing to a uniform particle size.

  Further, the rotating disk is cooled with a heat medium to suppress shearing heat generation when the material to be treated or the kneaded composition passes through the shear pulverization zone, and hinders refinement due to pigment crystal growth due to temperature rise. Can be suppressed.

In more added that significant temperature between the continuous kneader is a rotating disc temperature control mechanism and wherein the rotary disc in by circulating heat medium fixing portion such as the annular fixed disk and the rotating disk It is also possible to suppress the occurrence of a difference, and thereby, for example, the material to be processed is suppressed by preventing the kneaded composition from flowing preferentially to the rotating disk portion, for example, because the rotating disk becomes relatively hot. Alternatively, the movement of the kneaded composition can be smoothed uniformly throughout.

  Moreover, the rotating disk can be cooled with a heat medium to reduce the temperature during the kneading of the material to be treated or the kneaded material, thereby reducing the adverse effects caused by the heat history.

The kneading treatment time control mechanism is provided on the downstream side in the moving direction of the material to be treated from the plurality of stages of shear pulverization treatment regions.
Since the continuous kneader is equipped with the kneading time control mechanism, process between the processing target material or kneaded composition and the fixed cylindrical member and the rotating member thereto is fitted to the mechanism subject When it is allowed to pass through the material movement control gap, the movement speed is limited, so that the material to be treated or the kneaded composition becomes stagnant at the upstream side of the gap, so that they pass through the shear pulverization treatment zone. The shearing force can be made to act on them in a strong manner, the grinding force generated between the water-soluble inorganic salts can be made to work well on the organic pigment, and the refinement of the organic pigment and the sizing to a uniform particle size can be promoted. .

More, since the continuous kneader is provided with the kneading process time control mechanism, the strong compressive force is generated in the shear pulverization treatment zone, greater shear force is born to it. Since the material in the shear pulverization region is in a compacted state, the distributing action of the rotating disk is also efficient. In addition, a so-called short pass phenomenon in which the material passes through the shear pulverization region with a short residence time can be prevented.

  Then, the water-soluble inorganic salt and the water-soluble organic solvent are removed from the kneaded composition containing the organic pigment thus refined to obtain an organic pigment having a finer and uniform particle size than the organic pigment. be able to. The water-soluble inorganic salt and the water-soluble organic solvent can be removed by, for example, treating the kneaded composition by adding it to water or a mineral acid aqueous solution, filtering, and washing with water.

  Thus, a fine organic pigment suitable for producing a fine organic pigment coloring composition or the like, which is sized from a coarse and / or irregular particle size to a finer and uniform particle size. Good productivity can be obtained.

  In the continuous kneading machine, a shear pulverization treatment area for applying the shear pulverization treatment to the material to be processed entering the gap between the annular fixed disk and the rotating disk is formed on a side surface of the annular fixed disk facing the rotating disk. And a recess formed on a side surface of the rotating disk facing the annular fixed disk. The recess includes a material to be processed captured in the recess with respect to the fixed disk. The case where it is a recess which receives a shearing force and is crushed when moving with the rotation of the rotating disk can be exemplified.

  In addition, an intermediate feed member provided with a screw that conveys the processing target material may be provided at a portion of the rotary shaft adjacent to the rotating disk for smooth transport of the processing target material and the kneaded composition. .

In the first step, as the continuous kneader, the rotary disk temperature control mechanism is provided, and the rotary disk is fitted in a fixed cylinder having the same center axis as the rotary disk and the annular fixed disk. A continuous kneader comprising a screw for conveying a material to be processed on the outer peripheral surface of a rotating disk, and a heat medium passage for circulating a heat medium for temperature control formed in the annular fixed disk and the fixed cylinder Is adopted.

  By adopting such a continuous kneader, the cooling efficiency increases by increasing the heat transfer area of the entire kneading unit and improving the heat transfer coefficient of the film, so that the crystal growth of the pigment in the kneaded composition due to shear heating Suppression of miniaturization due to generation can be further prevented.

  In addition, the temperature of the rotating disk and the annular fixed disk and the fixed cylinder adjacent to the rotating disk can be made uniform, and the temperature of such a member makes the temperature of the material to be processed and the kneaded composition uniform. It is possible to apply a shearing force evenly.

  In addition, the temperature of the surface of the member through which the material to be treated and the kneaded composition pass is made uniform so that the kneaded composition can flow more evenly. Thus, the temperature control of the obtained kneaded composition can be performed with high accuracy.

In the first step employs a those with pre-Symbol rotating disc temperature control mechanism in said continuous kneader. Examples of the first step include an example in which the temperature of the kneaded composition obtained in the first step is 10 ° C to 50 ° C.

In the first step, the continuous kneader is equipped with the kneading process time control mechanism . Examples of the material movement control gap between the fixed cylindrical body and the rotating body in the mechanism include a gap of about 0.1 mm to 10 mm, or a gap of about 0.1 mm to 3 mm.

  Representative examples of the organic pigment include at least one organic pigment selected from the group consisting of diketopyrrolopyrrole organic pigments, quinophthalone organic pigments, dioxazine organic pigments, and phthalocyanine organic pigments.

In order to solve the second problem, the present invention
A supply unit for supplying a material to be processed;
A kneading processing unit for continuously kneading the processing target material supplied from the supply unit;
Furthermore, it includes a rotating disk temperature control mechanism and a kneading process time control mechanism ,
The kneading unit is supported by a plurality of annular fixed disks, a rotating shaft that is disposed opposite to the annular fixed disks and is passed through the annular fixed disk, and the rotational shaft is driven to rotate. A processing object including an annular fixed disk and a plurality of rotating disks that are driven to rotate in the same central axis, and the annular fixed disk and the rotating disk enter a gap between the annular fixed disk and the rotating disk. A plurality of stages of shearing and grinding treatment are performed for subjecting the material to shearing and grinding, and the rotating shaft continuously extends from the supply unit to form a continuous rotating shaft that can rotate integrally. A portion of the continuous rotation shaft located in the section has a feed member for feeding the material to be treated to the kneading treatment section by rotation of the portion;
The rotating disk temperature control mechanism is provided along a heating medium passage formed in the rotating disk for allowing a temperature control heat medium to flow through the rotating disk, and the rotating shaft for allowing the heating medium to flow through the heating medium path. Including a heat medium passage formed by
The kneading treatment time control mechanism is fitted through a fixed cylindrical body that fits around the rotating shaft and a processing target material movement control gap that is predetermined with respect to the peripheral surface of the fixed cylinder, and is supported by the rotating shaft. A continuous kneading machine is provided.

According to this continuous kneading machine according to the present invention, the processing target material supplied from the processing target material supply unit is a mixture of an organic pigment, a water-soluble inorganic salt, and a water-soluble organic solvent. kneaded product of an organic pigment is more finely divided organic pigment and the water-soluble inorganic salts and water-soluble organic solvent can be obtained, that has the rotating disc temperature control mechanism and kneading processing time control mechanism, the A kneaded product can be obtained with high productivity.

  Also in the continuous kneading machine according to the present invention, the shear pulverization treatment area in which the shear pulverization treatment is performed on the material to be processed entering the gap between the annular fixed disk and the rotating disk is, for example, the rotation of the annular fixed disk. A recess formed in a side facing the disk and a recess formed in a side facing the annular fixed disk of the rotating disk, the recess being captured in the recess When the target material moves with the rotation of the rotating disk with respect to the fixed disk, it can be a treatment area that is a recess that receives a shearing force and is crushed.

  Also in the continuous kneading machine according to the present invention, in order to smoothly convey the material to be processed, an intermediate feed member in which a screw for conveying the material to be processed is provided around the rotating shaft adjacent to the rotating disk. May be provided.

Continuous kneading machine according to the present invention includes both the rotating disc temperature control mechanism and kneading treatment time control mechanism.

The rotating disk includes a screw that is fitted in a fixed cylinder that has the same center axis as the rotating disk and the annular fixed disk, and that conveys a material to be processed to the outer peripheral surface of the rotating disk, and the annular fixed disk and the fixed disk A heat medium passage for circulating a temperature control heat medium is formed in the cylinder.

The kneading treatment time control mechanism is provided on the downstream side in the moving direction of the material to be treated from the plurality of stages of shear pulverization treatment regions.
Examples of the material movement control gap between the fixed cylinder and the rotating body in the kneading treatment time control mechanism include a gap of 0.1 mm to 10 mm, or a gap of about 0.1 mm to 3 mm.

  Obtaining a fine organic pigment exhibiting a target color by the method for producing a fine organic pigment according to the present invention, and obtaining a desired fine organic pigment coloring composition by mixing the fine organic pigment and a pigment carrier. Is possible.

  In this method, for example, a case where a non-aqueous solvent is contained in a material other than the fine organic pigment exhibiting the target color for obtaining the objective fine organic pigment coloring composition can be mentioned.

According to the method for producing a fine organic pigment coloring composition according to the present invention, printing ink such as offset printing ink and gravure printing ink, printer ink such as inkjet printer, color filter resist, and fine organic pigment for paint A colored composition or the like can be produced.
The fine organic pigment coloring composition of the present invention employs a fine and uniformly sized fine organic pigment that has been difficult to obtain in the past. Higher contrast ratio and transparency can be realized.

  As described above, according to the present invention, a fine organic pigment suitable for producing a fine organic pigment coloring composition finely and uniformly sized from a coarse organic pigment is obtained with good productivity. The manufacturing method of the fine organic pigment which can be provided can be provided.

  Moreover, according to this invention, the continuous kneading machine which can be used for implementation of the manufacturing method of said fine organic pigment can be provided.

  Further, according to the present invention, a fine organic pigment intended for use in inks, paints, color filter forming compositions, and the like, and a fine organic pigment coloring composition obtained by mixing the fine organic pigment and a pigment carrier, are provided. Can be obtained.

It is a figure which shows roughly the structure of one example of the continuous kneading machine concerning this invention. It is a schematic sectional drawing in alignment with the YY line | wire of FIG. 1 for showing the heat-medium channel | path formed along a rotating shaft. It is a schematic sectional drawing of a part of kneading | mixing part for showing the heat-medium channel | path in a rotating disc, and the heat-medium channel | path formed in connection with this and a rotating shaft. FIG. 4 is a view showing the rotating disk for showing a heat medium passage in the rotating disk in the X direction in FIG. It is a figure which shows the upstream side surface and downstream side surface of an example of a rotating disk. It is a figure which shows the upstream side surface and downstream side surface of the other example of a rotary disk. It is a figure which shows the upstream side surface and downstream side surface of the further another example of a rotary disk. It is a figure which shows the upstream side surface and downstream side surface of an example of a cyclic | annular fixed disk. It is a figure which shows the upstream side surface and downstream side surface of the other example of a cyclic | annular fixed disk. It is a figure which shows the upstream side surface and downstream side surface of the further another example of a cyclic | annular fixed disk.

Hereinafter, embodiments of the present invention will be described with reference to the drawings.
In the method for producing a fine organic pigment according to the embodiment of the present invention, a kneading composition comprising a starting organic pigment, a water-soluble inorganic salt, a water-soluble organic solvent, and the like is obtained using the continuous kneader shown in FIG. The kneaded product is put into water and purified by filtration to remove the water-soluble inorganic salt and the water-soluble organic solvent.

First, the continuous kneader 10 will be described with reference to FIG.
As shown in FIG. 1, the kneader 10 has a basic configuration including a feed unit 1, a kneading unit 2, a vent unit 3, and a metering unit 4.

  The feed unit 1 is an example of a material supply unit. The feed unit 1 includes a cylindrical casing 11 that extends in the horizontal direction, and a spiral rod 12 that has the same central axis as the casing 11 and is fitted in a sliding contact state. The spiral rod 12 is obtained by externally fitting a member having a spiral blade (screw) 121 for conveying material to the rotating shaft 15.

A powder raw material receiving port 111 for receiving the powder raw material is provided at the upper portion of the upstream end portion of the casing 11 in the material supply direction by the spiral rod 12.
The central rotating shaft 15 of the spiral rod 12 has a base end portion (right end portion in FIG. 1) that can be rotationally driven by a drive motor M via a gear transmission mechanism 16.

  The powder raw material charged into the raw material receiving port 111 of the feed unit 1 from a quantitative feeder (not shown) passes through the cylindrical cylinder 13 by the rotation of the spiral rod 12, and together with the liquid raw material described below, the kneading unit 2, the vent unit 3, The metering unit 4 and the discharge port 411 are sequentially pumped.

  The powder raw material to be kneaded is supplied to the raw material receiving port 111 of the feed unit 1 from a quantitative feeder (not shown) whose type and method do not need to be particularly limited. It is forcibly supplied from the liquid raw material receiving port 112 to the feed unit 1 by a pumping facility (not shown) that need not be particularly limited.

  The kneading unit 2 includes a plurality of annular fixed disks 21, a plurality of annular kneading cylinders 22 arranged alternately with the fixed disks 21 while being sandwiched between the fixed disks 21, and a plurality of sheets. A rotating disk 23.

  The rotating disk 23 is inserted into the kneading cylinder 22 with the center axis line aligned with the upstream side surface and the downstream side surface (right side surface and left side surface in FIG. 1) facing the fixed disk 21 in the material supply direction of the feed unit 1. ing.

  Each rotating disk 23 is externally fitted to the rotating shaft 15 extending from the spiral rod 12. Between the adjacent rotary disks 23, a cylindrical intermediate feed member 24 around which a material conveying screw is provided is disposed and is externally fitted to the rotary shaft 15. The rotary disk 15 and the intermediate feed member 24 are alternately mounted on the rotary shaft 15.

  The rotating shaft 15 is a spline shaft in which a key-like protrusion is formed in the longitudinal direction thereof, and rotates with the rotation of the rotating shaft 15 such as the portion provided with the screw blades of the spiral rod 12, the rotating disk 23 and the intermediate feed member 24. The power member is formed with a groove that engages with a protrusion corresponding to the key.

  On the upstream side of the most upstream fixed disk 21 (the rightmost fixed disk 21 in FIG. 1), an opening 210 that is widened and opened in a funnel shape so that the material supplied from the spiral rod 12 can be easily received. (See FIGS. 1 and 3).

  The rotating disk 23 has an outer diameter dimension set slightly smaller than an inner diameter dimension of the kneading cylinder 22. The intermediate feed member 24 has an outer diameter dimension set slightly smaller than the inner diameter dimension of the fixed disk 21. Each rotary disc 23 and each intermediate feed member 24 are alternately fitted on the rotary shaft 15, and the outer peripheral surface is a gap through which the material to be processed can pass with respect to the inner peripheral surface of the kneading cylinder 22 and the fixed disc 21. Via each other.

  According to the configuration of the continuous kneader 10, various powder raw materials are introduced into the casing 11 of the feed unit 1 by a quantitative feeder (not shown) and various liquid raw materials by a pumping device (not shown). The material to be processed, which is the raw material introduced into the casing 11, is sequentially conveyed toward the kneading unit 2 on the downstream side by the rotation of the screw blade 121 by the drive rotation of the spiral rod 12.

  The material conveyed to the kneading section 2 is firstly questioned between the outer peripheral surface of the rotating intermediate feed member 24 on the uppermost stream side (the rightmost side in FIG. 1) and the inner peripheral surface of the stationary disk 21 on the uppermost stream side. 1, and subsequently passes between the left side surface in FIG. 1 of the stationary disk 21 on the most upstream side and the right side surface of the rotating disk 23 on the most upstream side which is rotating, A grinding process is performed. The grinding operation for the material to be treated is repeated in a plurality of stages by the number of installations of the fixed disk 21, the kneading cylinder 22, the rotating disk 23, and the intermediate feed member 24.

  As described above, a shear pulverization treatment area is provided on the side surface of the rotating disk 23 and the side surface of the fixed disk 21 that face each other, and the material to be processed entering between the side surfaces is subjected to shearing and pulverization processing. The workpiece that has reached the final rotating disk 23 of the kneading unit 2 reaches the seal ring 25 where the flow rate is restricted.

  Here, the rotating disk 23 and the fixed disk 21 will be further described. 5, 6 and 7 show examples 23a, 23b and 23c of the rotating disk 23, respectively. 8, 9 and 10 show examples 21a, 21b and 21c of the fixed disk 21. FIG. 8 to 10, 21 h is a hole through which the tie rod 9 (see FIG. 1) passes as will be described later.

Each of the rotary disks 23 has a recess (cavity) 230 that opens at the periphery on the upstream side surface, and a recess (cavity) 230 ′ that opens at the periphery on the downstream side surface (FIG. 3). See also).
Each of the fixed disks 21 has a recess (cavity) 211 that opens at the peripheral edge on the upstream side surface, and a recess (cavity) 212 that opens at the peripheral edge on the downstream side surface (see FIG. 3 as well). reference).

  5 is a rotating disk 23a having fan-shaped cavities 230a and 230a ′, FIG. 6 is a rotating disk 23b having chrysanthemum-shaped cavities 230b and 230b ′, and FIG. 7 is a rotating disk 23c having mortar-shaped cavities 230c and 230c ′. Is shown.

  8 shows a fixed disk 21a having fan-shaped cavities 211a and 212a, FIG. 9 shows a fixed disk 21b having chrysanthemum cavities 211b and 212b, and FIG. 10 shows a fixed disk 21c having mortar-shaped cavities 211c and 212c. Yes.

  When the edge of the cavity of the fixed disk 21 and the edge of the cavity of the rotating disk 23 pass with each other as the rotating disk rotates, the material to be processed is the circumference of the rotating disk on the upstream surface of the rotating disk. In the downstream surface of the rotating disk, the extending direction angle with respect to the radial direction of the disk (between the cavity edge of the fixed disk and the cavity edge of the rotating disk is set so that the material to be processed is sent to the center side of the rotating disk. The relative angle is adjusted.

  The material to be processed, which is pushed out by the drive of the spiral rod 12 and enters the gap between the fixed disk 21 and the rotating disk 23 (shear pulverization region), sequentially enters the respective cavities of the fixed disk 21 and the rotating disk 23, and in this state As the rotating disk 23 rotates, a shearing force is applied between the cavities between the disks 21 and 23. That is, the material in each cavity of the fixed disk 21 and the rotating disk 23 facing each other is subjected to shearing force and substitution so as to be sliced in each cavity, whereby the material to be processed is kneaded and pulverized. In addition, the organic pigment is gradually finely pulverized and refined, and is sized to a uniform particle size.

  Examples of the cavities of the fixed disk 21 and the rotating disk 23 include a fan shape, a chrysanthemum shape, and a mortar shape, depending on the shape of the cavity, so that the progress of the processing target material is not hindered more than necessary. This is because the shearing force on the material is increased according to the conditions. That is, the ratio of the space ratio of each cavity is configured to decrease in the order of fan-shaped cavity, chrysanthemum-shaped cavity, and mortar-shaped cavity. As the space ratio decreases, a large compressive force acts on the material to be treated and a large shearing force acts.

  In the kneading section 2 of the kneading machine 10 shown in FIG. 1, for example, the kneading unit 2 is divided into approximately three equal parts in the longitudinal direction of the rotating shaft 15, and a rotating disk and a fixed disk of a fan-shaped cavity are generally arranged on the right side portion. The center portion can be generally provided with a rotating disk and a fixed disk of a chrysanthemum type cavity, and the left side portion can be generally provided with a rotating disk and a fixed disk of a mortar type cavity.

As described above, the seal ring 25 that restricts the flow rate at which the material to be processed that reaches the final rotating disk 23 of the kneading unit 2 reaches the next is held between the final kneading cylinder 22 and the vent cylinder 31. The rotating shaft 15 is supported by being fitted into the cylindrical fixed disk 26 formed. The seal ring 25 has an outer diameter that is slightly smaller than the inner diameter of the fixed disk 26, and is a rotating body that rotates as the rotating shaft 15 rotates.

  The material to be processed or the object to be processed that has reached the seal ring 25 passes through the gap formed by the fixed disk 26 and the seal ring 25 while being restricted in flow rate. The length of the seal ring 25 in the same direction as the rotary shaft 15 is the same as the length of the fixed disk 26 in the same direction as the rotary shaft 15. The object to be processed subjected to the flow rate restriction is pushed out to the vent portion 3.

  The object to be processed that has reached the vent section 3 is composed of a fixed cylinder 26 and a vent cylinder 31 fixed with the center axis aligned, a seal ring 25 and a vent blade 32 attached to the rotary shaft 15 with the center axis aligned. A slight gap is pushed out to the metering unit 4 by the spiral fin 321 of the vent blade 32.

  The vent port 311 prepared in the vent 3 is closed by the vent plug 33, but the metering unit 4 removes gaseous compounding materials or by-products that are unnecessary for the kneaded composition to be finally obtained. In that case, the vent plug 33 can be removed and discharged. A vacuum pump, natural disposal, etc. can be considered as a means for discharging, but the method is not particularly limited.

  The metering unit 4 includes a metering cylinder 41 disposed adjacent to the vent cylinder 31 of the vent unit 3, and a metering screw 42 inserted into the metering cylinder 41 with the center axis line aligned.

The metering screw 42 is fitted on the rotary shaft 15 so as to be in contact with the left side surface of the vent blade 32 of the vent portion 3.
The object to be processed conveyed to the metering unit 4 passes between the outer peripheral surface of the rotating metering screw 42 and the inner peripheral surface of the metering cylinder 41, and is discharged quantitatively from the discharge port 411.
It is also possible to omit the metering unit 4 and provide a discharge unit (not shown) on the most downstream side of the kneading unit 2.

  The spiral rod 12, the rotating disk 23, the intermediate feed member 24, the seal ring 25, the vent blade 32, and the metering screw 42 are arranged so that the screw shaft 43, which is internally threaded at the tip of the rotating shaft 15, is tightened to tighten the rotating shaft longitudinally. Fixed so that it does not move relative to the direction.

  A tie rod 9 (see FIG. 1) is passed through the fixed disk 21, the kneading cylinder 22, the vent cylinder 31, and the metering cylinder 41, and the tie rod 9 is fixed by being screwed and fixed to the casing 11 of the feed portion 1. A disk 21, a kneading cylinder 22, a vent cylinder 31 and a metering cylinder 41 are fixed to the casing 11.

  In the continuous kneader 10 of FIG. 1, a heat medium passage 21 s through which the temperature control heat medium flows is formed in the fixed disk 21, and a heat medium passage 22 s through which the temperature control heat medium flows is formed also in the cylinder 22. In addition, if necessary, the heat medium is circulated by a heat medium circulation device (not shown) so that the temperature thereof, and thus the temperature of the material to be processed that contacts them can be controlled.

A rotating disk temperature control mechanism for controlling the temperature of the rotating disk 23 is also provided.
This rotating disk temperature control mechanism includes a heat medium inflow passage 231 formed in the rotating disk 23, a medium passage 232 in the disk and a heat medium discharge passage 233 (see FIGS. 3 and 4), and passages 231, 232, 233. The heating medium passages 150, 151, 153 (see FIG. 1) and the like formed along the rotating shaft 15 are included.

  As shown in FIG. 4, the heat medium inflow passages 231 formed in the rotating disk 23 are formed at three locations on the upstream side surface of the rotating disk 23 so as to open at 120 ° central angle intervals. The heat medium discharge passage 233 is formed at three locations on the downstream side surface of the rotary disk 23 so as to open at 120 ° center angle intervals with a 60 ° deviation from the upstream side passage opening. These heat medium passages 231 and 232 communicate with the passage 232 in the rotating disk 23, and the heat medium flowing into the passage 232 from the upstream passage 231 can flow out of the rotating disk 23 from the downstream passage 233. it can.

Of the heat medium passages 150, 151, and 153 formed along the rotation shaft 15, the passage 150 is a heat formed in a cross-sectional ring shape from the right end of the rotation shaft 15 into the rotation shaft halfway in FIG. 1. This is a medium supply passage.
Three relay passages 15R are formed in the radial direction of the rotation shaft from the end portion of the rotation shaft 15 of the passage 150, and the passage 151 communicates with the opening on the outer peripheral surface of the rotation shaft of each relay passage 15R.

  Here, the passage 151 is formed in a groove shape on the inner peripheral surface of the spiral blade (screw) 121 portion of the spiral rod 12 and is provided by covering the outer peripheral surface of the rotary shaft 15. A passage provided by covering the outer peripheral surface of the rotary shaft 15 with a groove shape on the peripheral surface, provided by covering the outer peripheral surface of the rotary shaft 15 with a groove formed on the inner peripheral surface of the seal ring 25 It is a collective term for passages that have been used.

The passage 151 communicating with the opening on the outer peripheral surface of the rotation shaft of each relay passage 15R in the radial direction of the rotation shaft is formed in a groove shape on the inner peripheral surface of the spiral blade (screw) 121 portion of the spiral rod 12 and is formed on the rotation shaft 15. It is the channel | path provided by covering an outer peripheral surface.
In the inlet / outlet passages 231 and 233 of each rotary disc 23, a passage provided in a groove shape on the inner peripheral surface of the intermediate feed member 24 and provided on the outer peripheral surface of the rotary shaft 15 and the final-stage rotary disc Is formed in a groove shape on the inner peripheral surface of the seal ring 25 and a passage provided by covering the outer peripheral surface of the rotary shaft 15 communicates.

The heat medium passage 153 is a return circulation passage for the heat medium formed at the center of the rotating shaft 15.
A final-stage passage 151 that is formed in a groove shape on the inner peripheral surface of the seal ring 25 and covers the outer peripheral surface of the rotary shaft 15 is formed in the rotary body (vent blade) 32 of the vent portion 3. It communicates with a passage 152 that communicates with 153.

  A rotary joint 14 that is already known per se is connected to the heat medium supply passage 150 and the circulation passage 153, and if necessary, a heat medium circulation device (not shown) is connected to the joint 14 to each rotary disk 23. By circulating the heat medium, it is possible to control the temperature of each rotary disk 23, more specifically, the temperature of the cavity surface, and thus the temperature of the material to be processed that contacts the temperature.

The number of medium inflow passages 231 and discharge passages 233 formed in the rotating disk 23 shown in FIG. 3 is not limited to three. Depending on the situation, one or more than three may be formed.
As a heat medium for controlling the surface temperature of the rotating disk 23 or the like, a cooling medium for cooling or a heat medium for heating is conceivable, but any medium is not limited to the type of gas, liquid, or the like.

  According to the continuous kneading machine 10 described above, for example, a mixture of an organic pigment, a water-soluble inorganic salt, and a water-soluble organic solvent is processed by the kneading machine so that the organic pigment is finely divided and has a uniform particle size. Thus, a kneaded composition that is kneaded as a whole is obtained.

  At this time, the material to be treated containing the organic pigment, the water-soluble inorganic salt, and the water-soluble organic solvent is a shear pulverization treatment area provided in the gap between the fixed disk 21 and the rotating disk 23 in the continuous kneader 10. The kneading composition is in a state where the whole material is uniformly mixed and the aggregation of the finely divided organic pigment is suppressed while the organic pigment is finely divided by passing through the shearing force and pulverizing action Things are obtained.

  Further, since the continuous kneader 10 includes a rotating disk temperature control mechanism including the heat medium passage of the rotating disk 23, the kneading composition is formed from the material to be processed by cooling the rotating disk with the heat medium. Suppressing the decrease in viscosity due to the temperature rise of the product, thereby increasing the shearing force applied to the material to be treated or the kneaded composition when passing through the shear pulverization treatment zone, thereby making the starting pigment fine and uniform The sizing to a uniform particle size can be promoted.

  Further, the rotating disk is cooled with a heat medium to suppress shearing heat generation when the material to be treated or the kneaded composition passes through the shear pulverization zone, and hinders refinement due to pigment crystal growth due to temperature rise. Can be suppressed.

  It is also possible to suppress the occurrence of a significant temperature difference between the rotating disk 23 and the fixed part such as the fixed disk 21 by passing a heat medium through the rotating disk 23, so that, for example, the rotating disk 23 is relatively The movement of the material to be treated or the kneaded composition can be smoothly smoothed as a whole by preventing the kneaded composition from preferentially flowing into the rotating disk 23 and becoming hot.

  Further, the rotating disk 23 can be cooled with a heat medium to lower the temperature during the kneading of the material to be treated or the kneaded material, thereby reducing the adverse effects caused by the heat history.

  Since the kneading machine 10 includes a kneading process time control mechanism including a fixed cylinder (fixed cylinder 26) and a rotating body (seal ring 25) fitted therein, the material to be processed or the kneaded composition is the mechanism. When the processing object material movement control gap between the fixed cylindrical body 26 and the rotating body 25 fitted therein is passed, the moving speed is limited, so that the material to be processed or the kneading is upstream of the gap. The composition becomes stagnant so that when they pass through the shear pulverization zone provided in the gap between the rotating disk 23 and the stationary disk 21, the shearing force can be applied to them as strongly as possible. A fine grinding force generated between the water-soluble inorganic salts acts on the pigment favorably, and it is possible to promote the refinement of the organic pigment and the sizing to a uniform particle size.

  Furthermore, by providing the kneading treatment time control mechanism, a strong compressive force is generated in the shear pulverization treatment region, and a larger shear force is generated. Since the material in the shear pulverization region is in a compacted state, the distributing action of the rotating disk 23 is also efficient. In addition, a so-called short pass phenomenon in which the material passes through the shear pulverization region with a short residence time can be prevented.

  As described above, in the kneading unit 2 of the kneading machine 10, the material to be processed is a shear pulverization treatment region having a fan-shaped cavity → a shear pulverization treatment region having a chrysanthemum cavity → a shear pulverization treatment having a die cavity. As it progresses, the effect of reducing the thickness of the pipe is received, and the flow is limited at the same time as compression is applied. However, this alone does not sufficiently control the flowability of the kneaded product, and it is difficult to produce a residence time necessary for kneading for the purpose of miniaturization of the organic pigment. In this respect, in a mechanism using a seal ring such as the kneading machine 10, the residence time necessary for the kneaded product can be arbitrarily given by arbitrarily selecting the gap between the rotating side and the fixed side.

Then, the water-soluble inorganic salt and the water-soluble organic solvent are removed from the kneaded composition containing the organic pigment thus refined to obtain an organic pigment having a finer and uniform particle size than the organic pigment. Can do.
Thus, a fine organic pigment suitable for producing a fine organic pigment coloring composition and the like, which is sized to a finer and uniform particle size than the organic pigment, can be obtained with good productivity.

The gap between the fixed cylinder 26 and the rotating body (seal ring) 25 is for suppressing the flow of the material to be treated so that the kneading is sufficiently performed. It can be arbitrarily selected depending on fluidity and kneading conditions. In the refinement of the organic pigment, 0.1 mm to 10 mm is preferable, and 0.1 mm to 3 mm is more preferable.
Such a gap may be the same in any part, a part that is further narrowed, a part that is narrowed only at both ends, or the like, and may have any shape. However, the gap is preferably a uniform gap as a whole. There are no particular restrictions on the ratio of the diameter and length of the rotating body and the ratio of the inner diameter and length of the fixed cylinder (fixed cylinder).

Further, the positions of the fixed cylinder 26 and the seal ring 25 that form a gap are not particularly limited, and can be arbitrarily selected according to the fluidity of the kneaded material, the kneading condition, and the like.
As a more specific example of the continuous kneading machine of the type described above, an improved continuous kneading machine “Miracle KCK” manufactured by Asada Iron Works Co., Ltd. can be mentioned, but it is not particularly limited.
Since the continuous kneader “Miracle KCK” manufactured by Asada Tekko Co., Ltd. does not have a rotating disk temperature control mechanism or a kneading processing time control mechanism, the same mechanism as the continuous kneader 10 is provided by providing these mechanisms in the Miracle KCK. It can be improved to a type of kneading machine.

  Examples of the organic pigment used for forming the kneaded composition include known organic pigments used in color filters. One type of organic pigment of this type can be used alone, or two or more types can be mixed. Can be used.

  A very fine organic pigment having an average primary particle size of about 0.005 μm to 0.1 μm is obtained by producing an organic pigment by dissolving a kneaded composition obtained using the continuous kneader 10 in water. For example, when a fine organic pigment is used in a coating film for a color filter, higher contrast can be obtained and excellent performance can be exhibited.

  This organic pigment can be mixed with a material containing an organic pigment carrier other than the organic pigment for obtaining the desired fine organic pigment coloring composition to obtain the intended fine organic pigment coloring composition. In this method, for example, a case where a non-aqueous solvent is contained in a material other than the organic pigment for obtaining the objective fine organic pigment coloring composition can be mentioned.

  The organic pigment used for producing the fine organic pigment is not particularly limited, and is a crude organic pigment, that is, a large particle having an average primary particle diameter of about 1 μm to 200 μm as obtained by synthesis or an average primary particle diameter. It is also possible to use particles (aggregates) in which very fine particles of 0.005 μm or less are very strongly aggregated, and the particles of 0.01 μm to 1 μm, which have been refined to some extent, are repeatedly refined multiple times. It is also possible.

  Among them, examples of frequently used include diketopyrrolopyrrole organic pigments, quinophthalone organic pigments, dioxazine organic pigments, and phthalocyanine organic pigments, and at least one selected from the group consisting of these organic pigments. It is more preferable to use the organic pigment.

The diketopyrrolopyrrole organic pigment is a red to orange pigment and has excellent light resistance and heat resistance.
Specific examples of diketopyrrolopyrrole organic pigments are indicated by color index numbers. I. Pigment Red 254, 255, 264, or 272, or C.I. I. Pigment Orange 71, 73, 81 or the like.

  The quinophthalone organic pigment is a yellow organic pigment and has excellent light resistance and heat resistance. Specific examples of quinophthalone-based organic pigments are indicated by color index numbers. I. Pigment Yellow 138 and the like.

  Dioxazine-based organic pigments are purple organic pigments and have excellent light resistance and heat resistance. Specific examples of dioxazine pigments are indicated by color index numbers. I. PigmentViolet 23, 34, 35, or 37.

  The phthalocyanine-based organic pigment is a blue or green organic pigment and has excellent light resistance and heat resistance. Specific examples of blue phthalocyanine-based organic pigments are indicated by color index numbers. I. Pigment Blue 15: 1, 2, 3, 4, 5, 6, 16, or 17 indicates a specific example of a green phthalocyanine-based organic pigment by a color index number. I. Pigment Green 7, 36, 58 or the like.

  The water-soluble inorganic salt used to form the kneaded composition by the kneading machine works as a crushing aid, and crushes the pigment using the high hardness of the inorganic salt during salt milling, and the primary particles of the pigment Refined. Although it will not specifically limit if it melt | dissolves in water, For example, salt (sodium chloride), potassium chloride, sodium sulfate, zinc chloride, calcium chloride, magnesium chloride, or these mixtures can be mentioned, It is preferable to use sodium chloride from the viewpoint of price.

  The amount of the water-soluble inorganic salt in the kneaded composition is not particularly limited, but is preferably in the range of 1 to 30 times by weight with respect to the pigment weight, and in the range of 3 to 20 times by weight. Is more preferable and can be selected according to the target particle size. If it is 1 weight times or more, miniaturization and sizing are likely to proceed, and if it is 30 weight times or less, the amount of the pigment in the kneaded product is large, so that productivity is high and industrially advantageous.

  The particle diameter of the water-soluble inorganic salt is not particularly limited, but is preferably 0.5 μm to 50 μm in volume-based median particle diameter (D50). When D50 is 50 μm or less, the processing time for making the crude organic pigment fine is short, and when D50 is 0.5 μm or more, less energy is required to obtain a water-soluble inorganic salt. The particle diameter of the water-soluble inorganic salt can be determined using a dry-type laser diffraction particle size distribution analyzer.

  As the water-soluble organic solvent used in the kneaded composition, an organic pigment and a water-soluble inorganic salt are added so as to form a uniform lump, which is freely mixed with water, or is not mixed freely, but industrially. Those having a solubility enough to be removed by washing with water are desirable. Moreover, since the temperature of the kneaded composition rises during kneading and the water-soluble organic solvent is easily evaporated, a high boiling point solvent is preferable from the viewpoint of safety.

  Specific examples of water-soluble organic solvents include 2- (methoxymethoxy) ethanol, 2-butoxyethanol, 2- (isopentyloxy) ethanol, 2- (hexyloxy) ethanol, diethylene glycol, diethylene glycol monomethyl ether, and diethylene glycol monoethyl ether. , Diethylene glycol monobutyl 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 , Ethanol, 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, or N-methylpyrrolidone, etc. Can be mentioned. Moreover, you may mix and use 2 or more types of solvents as needed.

  The amount of the water-soluble organic solvent in the kneaded composition is not particularly limited, but the proportion in the kneaded composition is desirably 3% by weight to 40% by weight, and the amount of the water-soluble inorganic salt and the kneaded amount It can be selected according to the hardness of the composition. When the water-soluble organic solvent is insufficient, the kneaded composition is not collected and energy is not applied, so it is difficult to make fine, or the kneaded composition becomes too hard, so that a stable operating state can be maintained. It can be difficult. Moreover, since the kneaded composition becomes too soft when it is excessively added, it may be difficult to obtain a desired degree of refinement and grain size.

  Used in kneaded compositions as additives such as various resins, dispersion aids, plasticizers, dispersants, surfactants, dye derivatives that are compounds in which substituents are introduced into organic pigment molecules, or generally as extender pigments Inorganic pigments such as calcium carbonate, barium sulfate, and silica may be used in combination. Moreover, in order to adjust a hue, you may mix and process with another pigment.

  In particular, in order to prevent crystal growth and crystal transition of organic pigments and to efficiently produce fine organic pigments, at least one derivative selected from a pigment derivative, an anthraquinone derivative, an attaridone derivative or a triazine derivative is added to the kneaded composition. It is preferable to contain. Each of the derivatives is a compound obtained by introducing a basic substituent, an acidic substituent, or a phthalimidomethyl group into an organic pigment, anthraquinone, acridone, or triazine. The butarimidomethyl group may have a substituent. Among them, a dye derivative, particularly a dye derivative having a base skeleton having the same structure as the organic pigment to be refined is preferable because the effect of suppressing the crystal growth of the pigment is particularly high.

  Here, the dye derivative is a compound in which a substituent is introduced into an organic dye, and is preferably close to the hue of the pigment to be used. However, if the addition amount is small, those having different hues may be used. Organic dyes include light yellow aromatic polycyclic compounds such as naphthalene which are not generally called dyes. Examples of the dye derivative include JP-A-63-305173, JP-A-52-132031, JP-A-54-062227, JP-A-56-061461, or JP-A-60-088185. Etc. can be used. In particular, a pigment derivative having a basic group is preferably used because it has a large pigment dispersion effect. These can be used alone or in admixture of two or more.

The pigment derivative is a compound represented by the following general formula (1).
General formula (1): AB
(In general formula (1), A is an organic pigment residue, and B is a basic substituent, an acidic substituent, or a phthalimidomethyl group.)

In the general formula (1), the organic pigment constituting the organic pigment residue of A includes diketopyrrolopyrrole pigments, azo pigments such as azo, disazo, or polyazo, copper phthalocyanine, halogenated copper phthalocyanine, or none Phthalocyanine pigments such as metal phthalocyanine, aminoanthraquinone, diaminodianthraquinone, anthrapyrimidine, anthraquinone pigments such as flavantron, anthanthrone, indanthrone, pyranthrone, violanthrone, quinacridone pigment, dioxazine pigment, perinone pigment, perylene Pigments, thioindigo pigments, isoindoline pigments, isoindolinone pigments, quinophthalone pigments, benzimidazolone pigments, selenium pigments, metal complex pigments, and the like.
In the general formula (1), examples of the basic substituent for B include substituents represented by the following general formula (2), general formula (3), or general formula (4). As the acidic substituent, The substituent shown by General formula (5), General formula (6), or General formula (7) is mentioned.

General formula (2)
General formula (3)
General formula (4)

[In general formula (2)-(4),
X _{is, -SO 2 -, - CO -} , - CH 2 -, - CH 2 NHCOCH 2 -, - CH 2 NHSO 2 CH 2 -, or a direct bond,
Y is —NH—, —O—, or a direct bond;
n is an integer of 1 to 10,
Y ¹ is —NH—, —NR ¹⁰ —Z—NR ¹¹ —, or a direct bond;
R ¹⁰ and R ¹¹ are each independently a hydrogen bond, an optionally substituted alkyl group having 1 to 36 carbon atoms, an optionally substituted alkenyl group having 2 to 36 carbon atoms, or A phenyl group which may have a substituent,
Z is an alkylene group which may have a substituent, or an arylene group which may have a substituent, and R ² and R ³ may each independently have a hydrogen atom or a substituent. An alkyl group having 1 to 30 carbon atoms, an alkenyl group having 2 to 30 carbon atoms which may have a substituent, or R ² and R ³ together include a further nitrogen, oxygen or sulfur atom, A heterocyclic ring optionally having a substituent,
R ⁴ , R ⁵ , R ⁶ , and R ⁷ are each independently a hydrogen atom, an alkyl group having 1 to 20 carbon atoms that may have a substituent, or 2 to carbon atoms that may have a substituent. 20 alkenyl group, an arylene group having 6 to 20 carbon atoms which may have a substituent,
R ⁸ is a hydrogen atom, an optionally substituted alkyl group having 1 to 20 carbon atoms, an optionally substituted alkenyl group having 2 to 20 carbon atoms,
R ⁹ is a substituent represented by the general formula (2) or a substituent represented by the general formula (3),
Q is a hydroxyl group, an alkoxyl group, a substituent represented by the general formula (2), or a substituent represented by the general formula (3). ]

  Examples of the amine component used for forming the substituents represented by the general formulas (2) to (4) include dimethylamine, diethylamine, methylethylamine, N, N-ethylisopropylamine, N, N-ethyl. Propylamine, N, N-methylbutylamine, N, N-methylisobutylamine, N, N-butylethylamine, N, N-tert-butylethylamine, diisopropylamine, dipropylamine, N, N-sec-butylpropylamine , Dibutylamine, di-sec-butylamine, diisobutylamine, N, N-isobutyl-sec-butylamine, diamylamine, diisoamylamine, dihexylamine, dicyclohexylamine, di (2-ethylhexyl) amine, dioctylamine, N, N-methyloctadeci Amine, didecylamine, diallylamine, N, N-ethyl-1,2-dimethylpropylamine, N, N-methylhexylamine, dioleylamine, distearylamine, N, N-dimethylaminomethylamine, N, N-dimethylamino Ethylamine, N, N-dimethylaminoamylamine, N, N-dimethylaminobutylamine, N, N-diethylaminoethylamine, N, N-diethylaminopropylamine, N, N-diethylaminohexylamine, N, N-diethylaminobutylamine, N , N-diethylaminopentylamine, N, N-dipropylaminobutylamine, N, N-dibutylaminopropylamine, N, N-dibutylaminoethylamine, N, N-dibutylaminobutylamine, N, N-diisobutylaminopen Ruamine, N, N-methyl-laurylaminopropylamine, N, N-ethyl-hexylaminoethylamine, N, N-distearylaminoethylamine, N, N-dioleylaminoethylamine, N, N-distearylaminobutylamine, Piperidine, 2-Pipecoline, 3-Pipecoline, 4-Pipecoline, 2,4-Lupetidine, 2,6-Lupetidine, 3,5-Lupetidine, 3-Piperidinmethanol, Pipecolic acid, Isonipecotic acid, Methyl isonipecotate, Ethyl isonipecotate 2-piperidineethanol, pyrrolidine, 3-hydroxypyrrolidine, N-aminoethylpiperidine, N-aminoethyl-4-pipecholine, N-aminoethylmorpholine, N-aminopropylpiperidine, N-aminopropyl-2-pipecoline, N Aminopropyl-4-pipecholine, N-aminopropylmorpholine, N-methylpiperazine, N-butylpiperazine, N-methylhomopiperazine, 1-cyclopentylpiperazine, 1-amino-4-methylpiperazine, 1-cyclopentylpiperazine, etc. Can be mentioned.

General formula (5):
General formula (6):
General formula (7):

[In the above general formulas (5) to (7),
M is a hydrogen atom, a calcium atom, a barium atom, a strontium atom, a manganese atom, or an aluminum atom,
i is the valence of M;
R ¹² , R ¹³ , R ¹⁴ , and R ¹⁵ are each independently a hydrogen atom, an optionally substituted alkyl group having 1 to 36 carbon atoms, or an optionally substituted carbon number. It is a phenyl group which may have 2 to 36 alkenyl groups, a substituent, or a polyoxyalkylene group. ]

  The amine component used for forming the sulfonic acid amine salt of the general formula (7) may be any of primary, secondary, tertiary and quaternary amines.

  Primary amines that may have a side chain are hexylamine, heptylamine, octylamine, nonylamine, decylamine, undecylamine, dodecylamine, tridecylamine, tetradecylamine, pentadecylamine, hexadecylamine , Saturated amines such as heptadecylamine, octadecylamine, nonadecylamine, or eocosylamine, or unsaturated amines corresponding to the carbon number of the saturated amine.

Examples of secondary amines include dioleylamine and distearylamine.
Examples of the tertiary amine include dimethyloctylamine, dimethyldecylamine, dimethyllaurylamine, dimethylstearylamine, dilaurylmonomethylamine, and trioctylamine.

  Quaternary amines include dimethyl didodecyl ammonium chloride, dimethyl dioleyl ammonium chloride, dimethyl didecyl ammonium chloride, dimethyl dioctyl ammonium chloride, trimethyl stearyl ammonium chloride, dimethyl distearyl ammonium chloride, trimethyl decyl ammonium chloride, trimethyl hexadecyl ammonium chloride. , Trimethyloctadecylammonium chloride, dimethyldodecyltetradecylammonium chloride, dimethylhexadecyloctadecylammonium chloride, and the like.

Further, when any of R ¹² , R ¹³ , R ¹⁴ , and R ^{15 in} the general formula (7) represents a polyoxyalkylene group, examples thereof include a polyoxyethylene group or a polyoxypropylene group. .

  The blending amount of the dye derivative in the kneaded composition is preferably 1 to 30 parts by weight, more preferably 2 to 25 parts by weight with respect to 100 parts by weight of the organic pigment. When the amount of the derivative is 1 part by weight or more, the added effect is easily obtained, and when it is 30 parts by weight or less, the excess derivative does not affect the dispersion.

  There are no particular limitations on the method of supplying the organic pigment, water-soluble inorganic salt, water-soluble organic solvent, etc., either individually or pre-mixed after supplying only the powder. It may be supplied later. By supplying each separately, it is possible to save the trouble of premixing, and by premixing and supplying, the number of supply devices can be reduced, and premixing organic pigment and water-soluble organic solvent. This makes it possible to wet the surface of the organic pigment in advance.

  The temperature at which the kneaded composition is mechanically kneaded is not particularly limited, but is preferably treated at 5 ° C to 80 ° C, and more preferably at 10 ° C to 50 ° C. Such a processing temperature condition is illustrated in the heat medium passages 231, 232, 233 of the rotating disk 23 and / or the heat medium passage 21 s of the fixed cylinder 21 and the heat medium passage 22 s of the kneading cylinder 22. It can be obtained by circulating using an omitted heat medium circulation device.

  Under kneading conditions of 5 ° C. or more and 80 ° C. or less, the organic pigment particles are crushed and refined without reducing the discharge amount of the kneaded product, reducing the viscosity of the kneaded composition, or using these operations together. And the crystal growth rate of the organic pigment particles can be easily controlled, and a desired degree of fineness can be achieved. It is also possible to change the growth of pigment particles by heating or cooling as necessary after the start of kneading and changing the kneading temperature for each machine zone.

  The fine organic pigment after kneading is treated by a conventional method. That is, the kneaded composition is treated with water or a mineral acid aqueous solution, the water-soluble inorganic salt and the water-soluble organic liquid are removed by filtration and water washing, and the fine organic pigment is isolated. Specifically, the fine organic pigment after kneading is put into water and stirred to form a slurry, and then the slurry is filtered and washed with water to remove the water-soluble inorganic salt and the water-soluble organic solvent, thereby removing the fine organic pigment. Pigments can be produced. These steps may be repeated a plurality of times. Although it does not specifically limit as mineral acid aqueous solution, The aqueous solution containing inorganic acids, such as hydrochloric acid, a sulfuric acid, nitric acid, phosphoric acid, is mentioned. For stirring, for example, a high speed mixer may be used. For filtration, for example, a filter press may be used. The fine pigment can be used in a wet state as it is, or in a powder state by drying and pulverization.

  The average primary particle diameter of the obtained fine organic pigment is preferably 40 nm or less, more preferably 30 nm or less, and still more preferably 20 nm or less. Moreover, it is preferable that an average primary particle diameter is 1 nm or more. When the average primary particle diameter of the pigment is larger than the upper limit value of 40 nm, the transparency of the colored film is lowered. On the other hand, if the lower limit value is smaller than 1 nm, it is difficult to disperse the pigment, and it becomes difficult to maintain the stability as the coloring composition and to secure the fluidity. Moreover, as a calculation method of a primary particle diameter, the following are mentioned as an example. The projected area of each particle is determined by, for example, image processing of an image of a fine organic pigment image taken with a transmission electron microscope (TEM), and the diameter of a circle corresponding to the projected area is calculated. A value obtained by dividing the sum of the diameters of individually calculated particle circles by the number can be used as the average primary particle size.

  A fine organic pigment coloring composition can be obtained using the obtained fine organic pigment. The fine organic pigment coloring composition includes a fine organic pigment and a pigment carrier.

  The pigment carrier contained in the fine organic pigment coloring composition is for dispersing the fine organic pigment, and is composed of a resin, a precursor thereof, or a mixture thereof. The resin preferably has a transmittance of 80% or more, more preferably 95% or more in the entire wavelength region of 400 nm to 700 nm in the visible light region. Resins include thermoplastic resins, thermosetting resins, and active energy ray curable resins, and precursors thereof include monomers or oligomers that are cured by irradiation with active energy rays to form resins. Can be used alone or in admixture of two or more.

  The pigment carrier can be used in an amount of 30 to 700 parts by weight, preferably 60 to 450 parts by weight, with respect to 100 parts by weight of the fine organic pigment in the fine organic pigment coloring composition. When a mixture of a resin and its precursor is used as a pigment carrier, the resin is 20 to 400 parts by weight, preferably 100 parts by weight, preferably 100 parts by weight of the fine organic pigment in the fine organic pigment coloring composition. It can be used in an amount of 50 to 250 parts by weight. The precursor of the resin can be used in an amount of 10 to 300 parts by weight, preferably 10 to 200 parts by weight, based on 100 parts by weight of the fine organic pigment in the fine organic pigment coloring composition. .

  Examples of the thermoplastic resin include butyral resin, styrene-maleic acid copolymer, chlorinated polyethylene, chlorinated polypropylene, polyvinyl chloride, vinyl chloride-vinyl acetate copolymer, polyvinyl acetate, polyurethane resin, and polyester resin. , Acrylic resins, alkyd resins, polystyrene resins, polyamide resins, rubber resins, cyclized rubber resins, celluloses, polyethylene (HDPE, LDPE), polybutadiene, or polyimide resins.

  Examples of the thermosetting resin include an epoxy resin, a benzoguanamine resin, a rosin-modified maleic acid resin, a rosin-modified fumaric acid resin, a melamine resin, a urea resin, or a phenol resin.

  As the active energy ray-curable resin, a polymer having a reactive substituent such as a hydroxyl group, a carboxyl group, or an amino group has a reactive substituent such as an isocyanate group, an aldehyde group, or an epoxy group (meta ) A compound in which a photocrosslinkable group such as a (meth) acryloyl group or a styryl group is introduced by reacting an acrylic compound or cinnamic acid is used. In addition, a linear polymer containing an acid anhydride such as a styrene-maleic anhydride copolymer or an α-olefin-maleic anhydride copolymer is a (meth) acrylic compound having a hydroxyl group such as hydroxyalkyl (meth) acrylate. A half-esterified product is also used.

As monomers and oligomers that are resin precursors,
Methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, isopropyl (meth) acrylate, butyl (meth) acrylate, isobutyl (meth), tertiary butyl (meth) acrylate, isoamyl (meth) acrylate, octyl (Meth) acrylate, isooctyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, cetyl (meth) acrylate, decyl (meth) acrylate, isodecyl (meth) acrylate, lauryl (meth) acrylate, tridecyl (meth) acrylate Linear or branched alkyl (meth) acrylates such as isomyristyl (meth) acrylate, stearyl (meth) acrylate, or isostearyl (meth) acrylate;
Cyclohexyl (meth) acrylate, Tertiarybutylcyclohexyl (meth) acrylate, Dicyclopentanyl (meth) acrylate, Dicyclopentanyloxyethyl (meth) acrylate, Dicyclopentenyl (meth) acrylate, Dicyclopentenyloxyethyl (meth) ) Acrylates or cyclic alkyl (meth) acrylates such as isobornyl (meth) acrylate;
Fluoroalkyl (meth) acrylates such as trifluoroethyl (meth) acrylate, octafluoropentyl (meth) acrylate, perfluorooctylethyl (meth) acrylate, or tetrafluoropropyl (meth) acrylate;
(Meth) acryloxy-modified polydimethylsiloxanes (silicone macromers);
(Meth) acrylates having a heterocyclic ring such as tetrahydrofurfuryl (meth) acrylate or 3-methyl-3-oxetanyl (meth) acrylate;
Benzyl (meth) acrylate, phenoxyethyl (meth) acrylate, phenoxypolyethylene glycol (meth) acrylate, paracumylphenoxyethyl (meth) acrylate, paracumylphenoxypolyethylene glycol (meth) acrylate, or nonylphenoxypolyethylene glycol (meth) acrylate, etc. (Meth) atalylates having the following aromatic rings:
2-methoxyethyl (meth) acrylate, 2-ethoxyethyl (meth) acrylate, 3-methoxybutyl (meth) acrylate, 2-methoxypropyl (meth) acrylate, diethylene glycol monomethyl ether (meth) acrylate, diethylene glycol monoethyl ether ( (Meth) acrylate, triethylene glycol monomethyl ether (meth) acrylate, triethylene glycol monoethyl ether (meth) acrylate, diethylene glycol mono-2-ethylhexyl ether (meth) acrylate, dipropylene glycol monomethyl ether (meth) acrylate, Tripropylene glycol mono (meth) acrylate, polyethylene glycol monolauryl ether (meth) acrylate, or polyester Glycol monostearyl ether (meth) acrylate of (poly) alkylene glycol monoalkyl ether (meth) acrylates;
(Meth) acrylic acid, acrylic acid dimer, 2- (meth) acryloyloxyethyl phthalate, 2- (meth) acryloyloxypropyl phthalate, 2- (meth) acryloyloxyethyl hexahydrophthalate, 2- (meth) (Meth) acrylates having a carboxyl group such as acryloyloxypropyl hexahydrophthalate, ethylene oxide-modified succinic acid (meth) acrylate, β-carboxyethyl (meth) acrylate, or ω-carboxypolycaprolactone (meth) acrylate;
2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 2-acryloyloxyethyl-2-hydroxyethyl (meth) Phthalate, diethylene glycol mono (meth) acrylate, dipropylene glycol mono (meth) acrylate, polyethylene glycol mono (meth) acrylate, propylene glycol mono (meth) acrylate, polypropylene glycol mono (meth) acrylate, polytetramethylene glycol mono (meta ) Acrylate, poly (ethylene glycol-propylene glycol) mono (meth) acrylate, poly (ethylene glycol-tetramethylene glycol) mono (meth) ) (Meth) acrylates having hydroxyl groups such as acrylate, poly (propylene glycol-tetramethylene glycol) mono (meth) acrylate, or glycerol (meth) acrylate;
Ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, triethylene glycol di (meth) acrylate, polyethylene glycol di (meth) acrylate, propylene glycol di (meth) acrylate, dipropylene glycol di (meth) acrylate, tri Propylene glycol di (meth) acrylate, polypropylene glycol di (meth) acrylate, poly (ethylene glycol-propylene glycol) di (meth) acrylate, poly (ethylene glycol-tetramethylene glycol) di (meth) acrylate, poly (propylene glycol- Tetramethylene glycol) di (meth) acrylate, polytetramethylene glycol di (meth) acrylate, 1,3-butanediol di (Meth) acrylate, neopentyl glycol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, 1,9-nonanediol di (meth) acrylate, or 2-ethyl, 2-butyl-propanediol di ( (Poly) alkylene glycol di (meth) acrylates such as (meth) acrylate;
Dimethylol dicyclopentane di (meth) acrylate, hydroxypivalic acid neopentyl glycol di (meth) acrylate, stearic acid modified pentaerythritol di (meth) acrylate, ethylene oxide modified bisphenol A di (meth) acrylate, propylene oxide modified bisphenol A Di (meth) acrylate, tetramethylene oxide modified bisphenol A di (meth) acrylate, ethylene oxide modified bisphenol F di (meth) acrylate, propylene oxide modified bisphenol F di (meth) acrylate, tetramethylene oxide modified bisphenol F di (meth) Acrylate, zinc diacrylate, ethylene oxide-modified phosphate triacrylate, or glycerol di (meth) acrylate Di (meth) acrylate and the like;
(Meth) acrylates having a tertiary amino group such as dimethylaminoethyl (meth) acrylate, diethylaminoethyl (meth) acrylate, dimethylaminopropyl (meth) acrylate, or diethylaminopropyl (meth) acrylate;
Glycerol tri (meth) acrylate, trimethylolpropane tri (meth) acrylate, pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol penta (meth) acrylate, or dipentaerythritol hexa (meth) atari Trifunctional or higher polyfunctional (meth) acrylates such as rate;
Glycerol triglycidyl ether- (meth) acrylic acid adduct, glycerol diglycidyl ether- (meth) acrylic acid adduct, polyglycerol polyglycidyl ether- (meth) acrylic acid adduct, 1,6-butanediol diglycidyl ether, Alkyl glycidyl ether- (meth) acrylic acid adduct, allyl glycidyl ether- (meth) acrylic acid adduct, phenyl glycidyl ether- (meth) acrylic acid adduct, styrene oxide (meth) acrylic acid adduct, bisphenol A di Glycidyl ether- (meth) acrylic acid adduct, propylene oxide-modified bisphenol A diglycidyl ether- (meth) acrylic acid adduct, bisphenol F diglycidyl ether- (meth) acrylic acid adduct, epichlorohydride -Modified phthalic acid- (meth) acrylic acid adduct, epichlorohydrin-modified hexahydrophthalic acid- (meth) acrylic acid adduct, ethylene glycol diglycidyl ether- (meth) acrylic acid adduct, polyethylene glycol diglycidyl ether- (meta ) Acrylic acid adduct, propylene glycol diglycidyl ether- (meth) acrylic acid adduct, polypropylene glycol diglycidyl ether- (meth) acrylic acid adduct, phenol novolac type epoxy resin- (meth) acrylic acid adduct, cresol novolac Type epoxy resin- (meth) acrylic acid adducts, or other epoxy resins- (meth) acrylic acid adducts and other epoxy (meth) acrylates;
(Meth) acryloyl-modified isocyanurate, (meth) acryloyl-modified polyurethane, (meth) acryloyl-modified polyester, (meth) acryloyl-modified melamine, (meth) acryloyl-modified silicone, (meth) acryloyl-modified polybutadiene, or (meth) acryloyl-modified rosin (Meth) acryloyl-modified resin oligomers such as;
Vinyls such as styrene, α-methylstyrene, vinyl acetate, vinyl (meth) acrylate, or allyl (meth) acrylate;
Vinyl ethers such as hydroxyethyl vinyl ether, ethylene glycol divinyl ether, or pentaerythritol trivinyl ether;
Amides such as (meth) acrylamide, N-hydroxymethyl (meth) acrylamide, or N-vinylformamide; or acrylonitrile. These can be used alone or in admixture of two or more.

  When the composition is cured by ultraviolet irradiation, a photopolymerization initiator or the like is added to the fine organic pigment coloring composition of the present invention.

As a photopolymerization initiator,
4-phenoxydichloroacetophenone, 4-t-butyl-dichloroacetophenone, diethoxyacetophenone, 1- (4-isopropylphenyl) -2-hydroxy-2-methylpropan-1-one, 1-hydroxycyclohexyl phenyl ketone, 2- Such as benzyl-2-dimethylamino-1- (4-morpholinophenyl) -butan-1-one or 2-methyl-1- (4- (methylthio) phenyl) -2-morpholinopropan-1-one An acetophenone photopolymerization initiator;
Benzoin photopolymerization initiators such as benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, or benzyldimethyl ketal;
Benzophenone photopolymerization initiators such as benzophenone, benzoylbenzoic acid, methyl benzoylbenzoate, 4-phenylbenzophenone, hydroxybenzophenone, acrylated benzophenone, or 4-benzoyl-4'-methyldiphenyl sulfide;
Thioxanthone photopolymerization initiators such as thioxanthone, 2-chlorothioxanthone, 2-methylthioxanthone, isopropylthioxanthone, or 2,4-diisopropylthioxanthone; 2,4,6-trichloro-s-triazine, 2-phenyl-4,6-bis (trichloromethyl) -s-triazine, 2- (p-methoxyphenyl) -4,6-bis (trichloromethyl) -s-triazine, 2- (p-tolyl) -4 , 6-bis (trichloromethyl) -s-triazine, 2-piperonyl-4,6-bis (trichloromethyl) -s-triazine, 2,4-bis (trichloromethyl) -6-styryl-s-triazine, 2, -(Naphtho-1-yl) -4,6-bis (trichloromethyl) -s-triazine, 2- (4-Methoxy-naphth-1-yl) Such as -4,6-bis (trichloromethyl) -s-triazine, 2,4-trichloromethyl- (piperonyl) -6-triazine, or 2,4-trichloromethyl (4'-methoxystyryl) -6-triazine Triazine photoinitiator;
A borate photopolymerization initiator; a carbazole photopolymerization initiator; or an imidazole photopolymerization initiator is used.

The photopolymerization initiator can be used in an amount of 5 to 200 parts by weight, preferably 10 to 150 parts by weight, with respect to 100 parts by weight of the organic fine pigment in the colored composition.
The above photopolymerization initiators are used alone or in combination of two or more. As sensitizers, α-acyloxy ester, acylphosphine oxide, methylphenylglyoxylate, benzyl-9,10-phenanthrenequinone are used. , Camphorquinone, ethyl anthraquinone, 4,4′-diethylisophthalophenone, 3,3 ′, 4,4′-tetra (t-butylperoxycarbonyl) benzophenone, or 4,4′-diethylaminobenzophenone Can also be used together. The sensitizer can be used in an amount of 0.1 to 60 parts by weight with respect to 100 parts by weight of the photopolymerization initiator in the colored composition.

  The fine organic pigment coloring composition of the present invention can be prepared in the form of a solvent development type or alkali development type colored resist. The colored resist is obtained by dispersing a pigment in a pigment carrier containing a thermoplastic resin, a thermosetting resin or an active energy ray curable resin and a monomer, and requires one or more of the above-mentioned fine organic pigments. Depending on the above, it can be produced together with a photopolymerization initiator in a pigment carrier using various dispersing means such as a three-roll mill, a two-roll mill, a sand mill, a kneader, or an attritor. The fine organic pigment coloring composition of the present invention can also be produced by mixing several kinds of fine organic pigments separately dispersed in a pigment carrier.

  When the fine organic pigment is dispersed in the pigment carrier, a dispersion aid such as a resin-type pigment dispersant, a surfactant, and a pigment derivative can be appropriately used. Since the dispersion aid is excellent in dispersing the pigment and has a great effect of preventing re-aggregation of the pigment after dispersion, a coloring film is formed using a coloring composition in which the pigment is dispersed in the pigment carrier using the dispersion aid. When is prepared, it is excellent in transparency. The dispersing aid can be used in an amount of 0.1 to 40 parts by weight, preferably 0.1 to 30 parts by weight, with respect to 100 parts by weight of the pigment in the coloring composition.

  Among them, the pigment derivative is excellent in the function of preventing the aggregation of the fine organic pigment and maintaining the finely dispersed state of the organic pigment. By using the fine organic pigment coloring composition containing these derivatives, the high contrast ratio can be obtained. Since a colored film with high color purity can be produced, it is preferable as a dispersion aid.

  The resin-type pigment dispersant added in the fine organic pigment coloring composition of the present invention has a pigment affinity part having a property of adsorbing to the pigment and a part compatible with the pigment carrier, and adsorbs to the pigment. It functions to stabilize the dispersion of the pigment on the pigment carrier.

Examples of the resin-type pigment dispersant include polyvinyl, polyurethane, polyester, polyether, formalin condensation, silicone, and composite polymers thereof.
Examples of the pigment affinity site include a polar group such as a carboxyl group, a hydroxyl group, a phosphate group, a phosphate ester group, a sulfonate group, a hydroxyl group, an amino group, a quaternary ammonium base, or an amide group, as well as polyethylene oxide and polypropylene oxide. Or a hydrophilic polymer chain such as a composite system thereof.
Examples of the site compatible with the dye carrier include a long-chain alkyl chain, a polyvinyl mirror, a polyether chain, or a polyester chain.

Specifically, as a resin-type pigment dispersant,
Styrene-maleic anhydride copolymer, olefin-maleic anhydride copolymer, poly (meth) acrylate, styrene- (meth) acrylic acid copolymer, (meth) acrylic acid- (meth) acrylic acid alkyl ester Copolymer, (meth) acrylic acid-polyvinyl-based macromer copolymer, phosphoric ester group-containing acrylic resin, aromatic carboxyl group-containing acrylic resin, polystyrene sulfonate, acrylamide- (meth) acrylic acid copolymer, carboxymethylcellulose An anionic resin type pigment dispersant such as polyurethane having a carboxyl group, formalin condensate of naphthalene sulfonate, or sodium alginate;
Nonionic resin-type pigment dispersants such as polyvinyl alcohol, polyalkylene polyamine, polyacrylamide, or polymer starch; or polyethyleneimine, aminoalkyl (meth) acrylate copolymer, polyvinylimidazoline, polyurethane having amino group, poly (lower alkylene) Imine) and a reaction product of a polyester having a free carboxyl group, or cationic resin type pigment dispersants such as Satokinsan, can be used alone or in admixture of two or more.

As a commercially available resin-type pigment dispersant,
Disperbyk-101, 103, 107, 108, 110, 111, 116, 130, 140, 154, 161, 162, 163, 164, 165, 166, 170, 171, 174, 180, 181, 182, 183, 184, 185, 190, 2000, 2001, 2020, 2090, 2091, 2164, or 2163, or Anti-Terra-U, 203, or 204, or BYK-P104, Pl04S, or 220S, or Lactimon, or Lactimon- Resin-type pigment dispersant manufactured by Big Chemie, such as WS or Bykumen;
SOLPERSE-3000, 9000, 13240, 13650, 13940, 17000, 18000, 20000, 21000, 24000, 26000, 27000, 28000, 31845, 32000, 32500, 32600, 34750, 36600, 38500, 41000, 41090, or 53095 Resin-type pigment dispersant manufactured by Nippon Lubrizol Corporation; or EFKA-46, 47, 48, 452, LP4008, 4009, LP4010, LP4050, LP4055, 400, 401, 402, 403, 450, 451, 453, 4540, 4550, Examples include, but are not limited to, resin type pigment dispersants manufactured by BASF such as LP4560, 120, 150, 1501, 1502, or 1503. Resin-type pigment dispersants can be used, and these can be used alone or in admixture of two or more.

As surfactant,
Polyoxyethylene alkyl ether sulfate, sodium dodecylbenzenesulfonate, alkali salt of styrene-acrylic acid copolymer, sodium stearate, sodium alkylnaphthalene sulfonate, sodium alkyldiphenyl ether disulfonate, lauryl sulfate monoethanolamine, lauryl sulfate tri Anionic surfactants such as ethanolamine, ammonium lauryl sulfate, monoethanolamine stearate, sodium stearate, sodium lauryl sulfate, monoethanolamine of styrene-acrylic acid copolymer, or polyoxyethylene alkyl ether phosphate;
Nonionic surfactants such as polyoxyethylene oleyl ether, polyoxyethylene lauryl ether, polyoxyethylene nonylphenyl ether, polyoxyethylene alkyl ether phosphate, polyoxyethylene sorbitan monostearate, or polyethylene glycol monolaurate;
Chaotic surfactants such as alkyl quaternary ammonium salts or their ethylene oxide adducts;
Examples include alkylbetaines such as alkyldimethylaminoacetic acid betaines; or amphoteric surfactants such as alkylimidazolines, which can be used alone or in admixture of two or more.

  The fine organic pigment coloring composition of the present invention can contain a non-aqueous solvent. Thereby, it is easy to form a colored film by sufficiently dispersing the fine organic pigment in the pigment carrier and applying it on a transparent substrate such as a glass substrate so that the dry film thickness is 0.2 to 5 μm. .

  Examples of the non-aqueous solvent include 1,2,3-trichloropropane, 1,3-butanediol, 1,3-butylene glycol, 1,3-butylene glycol diacetate, 1,4-dioxane, 2-heptanone, 2 -Methyl-1,3-propanediol, 3,5,5-trimethyl-2-cyclohexen-1-one, 3,3,5-trimethylcyclohexanone, ethyl 3-ethoxypropionate, 3-methyl-1,3- Butanediol, 3-methoxy-3-methyl-1-butanol, 3-methoxy-3-methylbutyl acetate, 3-methoxybutanol, 3-methoxybutyl acetate, 4-heptanone, m-xylene, m-diethylbenzene, m -Dichlorobenzene, N, N-dimethylacetamide, N, N-dimethylformamide, n-buty Alcohol, n-butylbenzene, n-propyl acetate, N-methylpyrrolidone, o-xylene, o-chlorotoluene, o-diethylbenzene, o-dichlorobenzene, p-chlorotoluene, p-diethylbenzene, sec-butylbenzene, tert -Butylbenzene, γ-butyrolactone, isobutyl alcohol, isophorone, ethylene glycol diethyl ether, ethylene glycol dibutyl ether, ethylene glycol monoisopropyl ether, ethylene glycol monoethyl ether, ethylene glycol monoethyl ether acetate, ethylene glycol monotertiary butyl ether, ethylene Glycol monobutyl ether, ethylene glycol monobutyl ether acetate, ethylene glycol monopro Pill ether, ethylene glycol monohexyl ether, ethylene glycol monomethyl ether, ethylene glycol monomethyl ether acetate, diisobutyl ketone, diethylene glycol diethyl ether, diethylene glycol dimethyl ether, diethylene glycol monoisopropyl ether, diethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether, diethylene glycol monobutyl ether acetate, Diethylene glycol monomethyl ether, cyclohexanol, cyclohexanol acetate, cyclohexanone, dipropylene glycol dimethyl ether, dipropylene glycol methyl ether acetate, dipropylene glycol monoethyl ether, dipro Len glycol monobutyl ether, dipropylene glycol monopropyl ether, dipropylene glycol monomethyl ether, diacetone alcohol, triacetin, tripropylene glycol monobutyl ether, tripropylene glycol monomethyl ether, propylene glycol diacetate, propylene glycol phenyl ether, propylene glycol monoethyl Ether, propylene glycol monoethyl ether acetate, propylene glycol monobutyl ether, propylene glycol monopropyl ether, propylene glycol monomethyl ether, propylene glycol monomethyl ether acetate, propylene glycol monomethyl ether propionate, benzyl alcohol, methyl iso Ethyl ketone, methyl cyclohexanol, acetic acid n- amyl acetate n- butyl, isoamyl acetate, isobutyl acetate, propyl acetate, or a dibasic acid ester and the like, used alone or in combination. The solvent can be used in an amount of 800 parts by weight to 4000 parts by weight, preferably 1000 parts by weight to 2500 parts by weight with respect to 100 parts by weight of the pigment in the pigment dispersion and the coloring composition.

  In addition, the fine organic pigment coloring composition of the present invention can contain a storage stabilizer in order to stabilize the viscosity with time of the composition. Examples of storage stabilizers include quaternary ammonium chlorides such as benzyltrimethylammonium tallowlide or diethylhydroxyamine; organic acids such as lactic acid or oxalic acid; methyl esters of the organic acids; t-butyl pyrocatechol and the like Catechols; organic phosphines such as triphenylphosphine, tetraethylphosphine, or tetraphenylphosphine; or phosphites. The storage stabilizer can be used in an amount of 0.1 to 10 parts by weight with respect to 100 parts by weight of the fine organic pigment in the fine organic pigment coloring composition.

  The fine organic pigment coloring composition of the present invention can be prepared in the form of gravure offset printing ink, waterless offset printing ink, silk screen printing ink, solvent developing type or alkali developing type coloring resist.

  The alkali developing type colored resist is obtained by dispersing the fine organic pigment of the present invention in a composition containing a binder resin, a monomer and / or an oligomer, a photopolymerization initiator, and an organic solvent. The binder resin is one or more kinds of resins selected from the group consisting of thermoplastic resins, thermosetting resins, and photosensitive resins, and is a resin containing at least an alkali-soluble resin.

  When preparing an alkali-developable coloring resist as a fine organic pigment coloring composition, the composition of the present invention contains a binder resin, a monomer and / or oligomer, a photopolymerization initiator, and an organic solvent. The fine organic pigment is dispersed, or the fine organic pigment dispersion prepared by dispersing the fine organic pigment of the present invention in a composition containing a binder resin and an organic solvent in advance, a monomer and / or It can be prepared by mixing an oligomer and a photopolymerizable initiator.

  The latter adjustment method is preferred from the viewpoints of the color characteristics of the coating film, the dispersion stability of the pigment, the ease of formulation adjustment, and the like, but is not limited thereto.

  The fine organic pigment dispersion itself is the fine organic pigment coloring composition of the present invention, and may contain a part of the monomer and / or oligomer, if necessary, and is a part of the binder resin and / or organic solvent. Can also be mixed at the time of coloring resist adjustment.

  The fine organic pigment is preferably contained in a proportion of 5% by weight to 70% by weight based on the total solid content of the fine organic pigment coloring composition (100% by weight). More preferably, the proportion is 20% by weight to 50% by weight.

  Further, the fine organic pigment coloring composition of the present invention may contain a dye within a range that does not reduce heat resistance for color matching.

  The fine organic pigment coloring composition of the present invention is a coarse particle of 5 μm or more, preferably a coarse particle of 1 μm or more, more preferably 0.5 μm or more by means of centrifugation, sintered filter, membrane filter or the like. It is preferable to remove particles and mixed dust.

〔Example〕
EXAMPLES The present invention will be described in more detail with reference to the following examples. However, the following examples do not limit the present invention. In the examples, “parts” and “%” represent “parts by weight” and “% by weight”, respectively.

(Measurement method)
<Pigment particle size>
First, the image which image | photographed the primary particle of the pigment was obtained using the transmission electron microscope (made by JEOL). Furthermore, by using image analysis type particle size distribution measurement software (manufactured by Mountec Co., Ltd.), the projected area of each particle of the obtained image is obtained, and by dividing the number of particles from the total projected area of the particles, The average particle size was calculated.
<Method for forming colored film>
The colored film was prepared by using a fine organic pigment coloring composition and changing the number of revolutions arbitrarily using a spin coater so that the dry film thickness was 2.0 μm. After the application, it was dried in a hot air oven at 80 ° C. for 30 minutes.

<Contrast ratio>
The polarizing plates are superimposed on both surfaces of the substrate on which the colored film is formed so that the polarization axes of both polarizing plates are parallel to each other, the backlight is incident from one polarizing plate side, and the brightness of light transmitted through the other polarizing plate ( Lp) was measured with a luminance meter. Next, the polarizing plates stacked on both sides of the substrate are arranged so that the polarization axes of both polarizing plates are orthogonal to each other, the backlight is incident from one polarizing plate side, and the light transmitted through the other polarizing plate Luminance (Lc) was measured with a luminance meter. The contrast ratio Lp / Lc was calculated using the measured luminance value obtained. The measurement was performed in the normal direction of the substrate. Further, as the two polarizing plates, “NPF-SEG1224DU” (manufactured by Nitto Denko Corporation) was used. As the luminance meter, “BM-5A” (manufactured by Topcon Corporation) was used, and the luminance was measured under the condition of 2 ° visual field. In addition, the higher the contrast ratio, the better the transparency of the colored film (colored composition).

<Half width>
The dried pigment was pulverized with an 80 mesh wire mesh and then subjected to X-ray measurement. The X-ray diffraction spectrum was measured under the following conditions.
・ Apparatus: Ultimate 2001 manufactured by Rigaku Corporation
・ X-ray source: CuKα
・ Voltage: 40kV
・ Current: 40 mA
Measurement range: 5.0 ° to 35.0 °
-Step angle: 0.01 °
From this measurement result, data processing was performed under the following conditions to obtain a half width (Δ2θ °). Here, the half-value width is a black angle value defined by a peak width at an intensity position that is ½ of the X-ray diffraction intensity at an arbitrary 2θ ° peak.

  For quinophthalone pigments, 2θ ° 11.0 to 13.7 °, 24.5 to 27.0 °, 27.0 to 29.3 °, and for dioxazine pigments, 2θ ° 4.0 to 7.0 °, 8. 0 to 12.0 °, 15.5 to 18.5 °, 24.5 to 27.5 °, 5.0 to 12.0 ° for phthalocyanine pigments, 15.5 to 18 for copper halide phthalocyanine pigments Background removal was performed using a straight line connecting 3 ° and 21.6 to 22.7 ° as a base line. After this data processing, the maximum intensity within each range was selected and the half width was determined. When there are peaks at a plurality of locations, the average value was calculated as the half width. The half width obtained here is considered to correspond to the size of the particles. That is, when the half width is large, the particles are small.

<Preparation of acrylic resin solution>
Put 800 parts of propylene glycol monoethyl ether acetate in a reaction vessel, heat to 100 ° C. while injecting nitrogen gas into the vessel, and at the same temperature, 80.0 parts of methacrylic acid, 85.0 parts of methyl methacrylate, 85 of butyl methacrylate A mixture of 0.0 part and 10.0 parts of 2,2′-azobisisobutyronitrile was added dropwise over 1 hour to carry out a polymerization reaction. After the addition, the mixture was further reacted at 100 ° C. for 3 hours, and then 2.0 parts of azobisisobutyronitrile dissolved in 50 parts of propylene glycol monoethyl ether acetate was added, and further at 100 ° C. for 1 hour. The reaction was continued to obtain an acrylic resin solution having a weight average molecular weight (Mw) of 40,000.

  Hereinafter, when a rotating disk attached to the rotating shaft and having a plurality of recesses on the surface has a heat medium passage like the rotating disk 23 of the kneading machine 10, it is assumed that there is a “rotating part cooling mechanism” and is to be processed. When there is a mechanism including a gap between the cylinder 26 and the seal ring 25 that restricts the flow of the material, a “damming mechanism” is provided.

[Example 1]
A powder mixture 1 was prepared by premixing with a convert mixer (manufactured by Iwata Tekko Co., Ltd.) so as to be almost uniform in advance. The ratio with respect to 1000 parts is shown below.
Dioxazine violet pigment (CI Pigment Violet 23, “Sumiton First Violet RL Base” manufactured by Sumitomo Chemical Co., Ltd.) 89 parts Dioxazine dye derivative 1 24 parts Sodium chloride 887 parts Here, dioxazine dye derivative 1 The structural formula is as follows.

  Powder mixture 1 is supplied to a continuous kneading machine ("Miracle KCK-32" made by Iwata Tekko Co., Ltd.) with a screw pump quantitative feeder (Kubota) and a tube pump, and the organic pigment is finely ground. An organic pigment was produced. Here, the operating conditions of the continuous kneader are as follows. The number of kneading unit sets consisting of a fixed disk and a rotating disk is 8 sets, the rotation speed of the main shaft is 100 rpm, the supply amount of the powder mixture 1 is 5.1 kg / H (hours), The supply amount was 0.92 kg / H, and the kneading temperature was 20 ° C. One damming mechanism with a clearance of 0.5 mm was provided, but no rotating part cooling mechanism was provided.

The kneaded material obtained here was taken out into 8800 parts of a 1% aqueous sulfuric acid solution at 70 ° C., stirred while keeping it warm for 1 hour, filtered, washed with water, dried and pulverized to obtain fine dioxazine violet pigment 1.
Next, the mixture having the following composition containing the fine dioxazine violet pigment thus obtained was uniformly stirred, dispersed using a zirconia bead having a diameter of 1 mm for 5 hours in a bead mill, filtered through a 5 μm filter, and then purple fine organic Pigment dispersion 1 was prepared.
-Fine dioxazine violet pigment 1 10 parts-Dioxazine dye derivative 1 part-Acrylic resin solution 40 parts-Propylene glycol monomethyl ether acetate 48 parts

Further, a mixture of the following composition containing the obtained purple fine organic pigment dispersion 1 was stirred and mixed so as to be uniform, and then filtered through a 1 μm filter to obtain a purple fine organic pigment composition 1 (purple alkali developing resist). Material 1) was produced.
-Purple fine organic pigment dispersion 1 45.0 parts-Acrylic resin solution 15.0 parts-Trimethylolpropane triacrylate ("NK ester ATMPT" manufactured by Shin-Nakamura Chemical Co., Ltd.) 9.0 parts-Photopolymerization initiator 2-methyl 2-morpholino (4-thiomethylphenyl) propan-1-one (“Irgacure 907” manufactured by BASF) 2.0 parts ・ Sensitizer 4,4′-bis (diethylamino) benzophenone (manufactured by Hodogaya Chemical Co., Ltd.) EAB-F ”) 0.2 part ・ Propylene glycol monomethyl ether acetate 28.8 parts

[Example 2]
With respect to the operating conditions of the continuous kneading machine of Example 1 (“Miracle KCK-32 type” manufactured by Iwata Tekko Co., Ltd.), 1 part of a damming mechanism with a gap of 0.5 mm and 1 damming mechanism with a gap of 1.5 mm A fine dioxazine violet pigment 2 was obtained by treating the kneaded composition obtained by operating in the same manner as in Example 1 except that a total of 2 parts were provided, and the operation was carried out without changing from that in Example 1. Next, a purple fine organic pigment dispersion 2 was produced in the same manner as in Example 1 except that the fine dioxazine violet pigment 1 was replaced with the fine dioxazine violet pigment 2. Further, a purple fine organic pigment composition 2 (purple alkali development resist material 2) was prepared in the same manner as in Example 1 except that the purple fine pigment dispersion 1 was replaced with the purple fine pigment dispersion 2.

Example 3
With respect to the operating conditions of the continuous kneading machine of Example 1 (“Miracle KCK-32 type” manufactured by Iwata Iron Works Co., Ltd.), the diethylene glycol supply rate was 1.07 kg / H (hours), and a rotating part cooling mechanism was provided. Were processed in the same manner as in Example 1 to obtain a fine dioxazine violet pigment 3 by treating the kneaded composition obtained without changing from Example 1. Next, a purple fine organic pigment dispersion 3 was produced in the same manner as in Example 1 except that the fine dioxazine violet pigment 1 was replaced with the fine dioxazine violet pigment 3. Further, a purple fine organic pigment composition 3 (purple alkali development resist material 3) was prepared in the same manner as in Example 1 except that the purple fine pigment dispersion 1 was replaced with the purple fine pigment dispersion 3.

Example 4
The operating conditions of the continuous kneading machine of Example 1 (“Miracle KCK-32 type” manufactured by Iwata Tekko Co., Ltd.) are the same as those of Example 1 except that the amount of diethylene glycol supplied is 0.99 kg / H and a rotating part cooling mechanism is provided. A fine dioxazine violet pigment 4 was obtained by treating the kneaded composition obtained by operating without changing 1 in the same manner as in Example 1. Next, a purple fine organic pigment dispersion 4 was produced in the same manner as in Example 1 except that the fine dioxazine violet pigment 1 was replaced with the fine dioxazine violet pigment 4. Further, a purple fine organic pigment composition 4 (purple alkali developing resist material 4) was produced in the same manner as in Example 1 except that the purple fine pigment dispersion 1 was replaced with the purple fine pigment dispersion 4.

[Comparative Example 1]
With respect to the operating conditions of the continuous kneading machine of Example 1 (“Miracle KCK-32 type” manufactured by Iwata Iron Works Co., Ltd.), the powder mixture supply rate was 1.8 kg / H, and the diethylene glycol supply rate was 0.36 kg / H. A fine dioxazine violet pigment 5 was obtained by treating the kneaded composition obtained by operating without changing to Example 1 except that no damming mechanism was provided, in the same manner as in Example 1. Next, a purple fine organic pigment dispersion 5 was produced in the same manner as in Example 1 except that the fine dioxazine violet pigment 1 was replaced with the fine dioxazine violet pigment 5. Further, a purple fine organic pigment composition 5 (purple alkali developing resist material 5) was prepared in the same manner as in Example 1 except that the purple fine pigment dispersion 1 was replaced with the purple fine pigment dispersion 5.

[Comparative Example 2]
A kneaded product having the following composition was put into a 3000 volume part kneader (manufactured by Inoue Seisakusho) and kneaded for 12 hours at a rotational speed of 24.5 rpm and a processing temperature of 60 ° C.
・ Dioxazine violet pigment (CI Pigment Violet 23, “Sumiton First Violet RL Base” manufactured by Sumitomo Chemical Co., Ltd.) 131 parts ・ Dioxazine pigment derivative 36 parts ・ Sodium chloride 1333 parts ・ Diethylene glycol 250 parts

  The kneaded product obtained here was treated in the same manner as in Example 1 to obtain fine dioxazine violet pigment 6. Next, a purple fine organic pigment dispersion 6 was produced in the same manner as in Example 1 except that the fine dioxazine violet pigment 1 was replaced with the fine dioxazine violet pigment 6. Further, a purple fine organic pigment dispersion 6 was produced in the same manner as in Example 1 except that the purple fine pigment dispersion 1 was replaced with the purple fine pigment dispersion 6. Further, a purple fine organic pigment composition 6 (purple alkali developing resist material 6) was produced in the same manner as in Example 1 except that the purple fine pigment dispersion 1 was replaced with the purple fine pigment dispersion 6.

  Currents during operation of Examples 1 to 4 and Comparative Examples 1 and 2 when manufactured by the method of the above example, electric power, electric energy, kneading part temperature, particle size of fine dioxazine violet pigments 1 to 6, half value The width and the contrast ratio of purple alkali developing resist materials 1 to 6 were measured. The measurement results are shown in Table 1.

From Table 1, in Examples 1 and 2 provided with a damming mechanism, compared to Comparative Example 1, it becomes possible to increase the supply amount of the kneaded composition and to operate under high load conditions, and to achieve high miniaturization. It is clear that the damming mechanism has a very effective shape because it is possible to produce a finer pigment capable of obtaining a high contrast ratio.
In addition, it can be said from the comparison between Examples 1 and 2 that it is possible to produce a finer pigment that can obtain a higher degree of fineness and a higher contrast ratio by increasing the amount of the damming mechanism, and the damming mechanism is effective. It is clear to have.

  By providing a rotating part cooling mechanism as in Examples 3 and 4, it is possible to operate under higher load conditions than in Example 1 and Comparative Example 1, and at the same time, prevent heat generation of the kneaded product. By suppressing the rise in the temperature of the kneaded composition, it became possible to produce a finer pigment with a higher degree of fineness and a higher contrast ratio. It is clear that

  In addition, as in Comparative Example 2, when miniaturization is performed using another kneading machine, even if the same or higher amount of electric power is applied to the organic pigment and refined, both the degree of miniaturization of the pigment and the contrast ratio are performed. Since the quality of Examples 1 to 4 was not reached, by carrying out the production method of the present invention, it has a high degree of fineness and can exhibit excellent performance when a coating film is formed. It is clear that there is.

  The present invention provides a method for producing a fine organic pigment that can produce a fine organic pigment with good productivity, and a continuous kneader that can be used in the production method. Moreover, the fine organic pigment coloring composition obtained using this organic pigment is provided.

1 Feed unit 2 Kneading unit 3 Vent unit 4 Metering unit
11 Casing
111 Powder raw material receiving port
112 Liquid raw material acceptance
12 Spiral rod
121 Screw blade
13 Cylindrical cylinder
14 Rotary joint
15 Rotation axis
151 Heat medium passage
152 Heat medium passage
153 Heat medium return passage
16 Gear transmission mechanism M Motor
21 Fixed disk
22 Kneading cylinder
23 rotating disc
231 Heat medium inflow passage
232 Heat medium passage
233 Heat medium discharge passage
24 Intermediate feed member
25 Seal ring
26 Fixed disk
31 Vent cylinder
311 Vent port
32 Vent blade
321 Spiral fin (vent)
33 Vent plug
41 Metering cylinder
42 Metering screw
411 outlet
43 Screw head

Claims (5)

First, a mixture of an organic pigment, a water-soluble inorganic salt, and a water-soluble organic solvent is kneaded using a continuous kneader while finely pulverizing the starting organic pigment to obtain a kneaded composition. Process,
A second step of obtaining a finer organic pigment than the organic pigment by removing the water-soluble inorganic salt and the water-soluble organic solvent from the kneaded composition obtained in the first step,
In the first step, as the continuous kneading machine,
A plurality of annular fixed disks and a rotation axis that is disposed opposite to the annular fixed disk and is passed through the annular fixed disk, and the rotation axis is driven to rotate so that the annular fixed disk and the central axis are A plurality of rotating disks that are rotated in the same manner, and subjecting the material to be processed entering the gap between the annular fixed disk and the rotating disk to shear and pulverize the annular fixed disk and the rotating disk. A plurality of shear pulverization zones are formed,
The heat medium passage formed around said rotating shaft for circulating the heat medium in the heat medium passage and the heat medium passage formed in the rotary disc for circulating the temperature control heat medium before Symbol rotating disc to the rotating shaft while being internally fitted through a predetermined processed material movement control gap relative to the fixed cylindrical body fitted with the fixed cylindrical body periphery to the rotation disc temperature control mechanism and pre-Symbol rotation shaft including A kneading process time control mechanism including a supported rotating body ,
The rotating disk is provided with a screw that is fitted in a fixed cylinder that has the same center axis as the rotating disk and the annular fixed disk, and that conveys the material to be processed to the outer surface of the rotating disk.
The annular fixed disk and the fixed cylinder have a heat medium passage for circulating a temperature control heat medium ,
The kneading treatment time control mechanism employs a continuous kneader provided downstream in the direction of movement of the material to be treated from the plurality of stages of shear pulverization treatment area, and a method for producing fine organic pigments.   In the shear pulverization treatment area in which the material to be processed entering the gap between the annular fixed disk and the rotating disk in the continuous kneader is subjected to the shear pulverization process, a side surface of the annular fixed disk directed to the rotating disk And a recess formed on a side surface of the rotating disk that faces the annular fixed disk, and the recess includes a material to be processed captured in the recess. The method for producing a fine organic pigment according to claim 1, wherein the fine organic pigment is a recess that receives a shearing force and is pulverized when moving with the rotation of the rotating disk relative to the fixed disk.   The method for producing a fine organic pigment according to claim 1 or 2, wherein an intermediate feed member having a screw that conveys the material to be treated is provided at a portion of the rotary shaft adjacent to the rotary disk.   The organic pigment is at least one organic pigment selected from the group consisting of a diketopyrrolopyrrole organic pigment, a quinophthalone organic pigment, a dioxazine organic pigment, and a phthalocyanine organic pigment. The manufacturing method of the fine organic pigment as described in a term. In the first step, a continuous kneader equipped with the rotary disk temperature control mechanism and the kneading treatment time control mechanism is adopted as the continuous kneader, and the first step is obtained by the first step. The manufacturing method of the fine organic pigment of any one of Claim 1 to 4 implemented so that the temperature of the kneaded composition obtained may be 10 to 50 degreeC.