JP4551840B2 - Method for producing coloring material dispersion - Google Patents

Description

  The present invention relates to a method for producing a color material substance dispersion in which a color material is dispersed using a block copolymer.

  In aqueous dispersion materials containing functional substances, conventionally, as functional materials, herbicides, pesticides such as insecticides, anticancer agents, antiallergic agents, medicines such as anti-inflammatory agents, and inks having colorants, Color materials such as toner are well known. In recent years, digital printing technology has made great progress. Typical examples of the digital printing technology are electrophotographic technology and ink jet technology, but in recent years, the presence of image forming technology in offices, homes, and the like has been increasing.

  Among them, the ink jet technology has a great feature of compactness and low power consumption as a direct recording method. In addition, the image quality is rapidly increasing due to the miniaturization of nozzles. An example of the ink jet technology is a method in which ink supplied from an ink tank is heated by a heater in a nozzle to evaporate and foam, and the ink is ejected to form an image on a recording medium. Another example is a method of ejecting ink from a nozzle by vibrating a piezo element.

  Ink used in these methods usually uses an aqueous dye solution, so that bleeding occurs when colors are superimposed, or a phenomenon called feathering appears in the fiber direction of the paper at the recording location on the recording medium. was there. Patent Document 1 discloses the use of a pigment-dispersed ink to improve these problems. Patent Document 1 discloses a pigment ink containing pigment particles stabilized with an AB or ABA block polymer and an aqueous solvent. The production of the pigment ink is specifically performed using a flask and a beaker.

  On the other hand, Patent Document 2 discloses a method for producing a pigment dispersion by colliding fluid discharged from a nozzle in a reactor chamber. Patent Document 2 discloses a method of simultaneously pulverizing and dispersing a coarse pigment by discharging and colliding a suspension containing a coarse pigment, an aggregation-stable liquid, and a liquid medium from nozzles disposed opposite to each other in a reactor chamber. To do.

However, even in this method, an improvement for stably obtaining a dispersion of a pigment having a further fine particle size is desired.
Apart from this, Patent Document 3 discloses a method for efficiently producing a metal colloid solution having a small particle size. Patent Document 3 discloses a method for producing a metal colloid solution by reducing a metal compound in the presence of a polymer pigment dispersant, wherein the reduction is performed in a microreactor. According to the method disclosed in the publication, it is said that a metal colloid having a small particle diameter can be efficiently produced. There is no disclosure. Moreover, there is no disclosure about using a block copolymer as a dispersant.
US Pat. No. 5,085,698 USAA2002040662 JP 2004-33901 A

  The present invention has been made in view of such a background art, and a color material capable of obtaining a color material material dispersion having a small particle size containing a color material and a block copolymer using a microreactor. An object of the present invention is to provide a method for producing a substance dispersion.

A method for producing a color material substance dispersion provided by the present invention includes a microreactor provided with a mixing channel for a first solution in which a color material substance is dissolved and a second solution in which a block copolymer is dissolved . A step of introducing from a flow path and bringing both into contact with each other, a third liquid containing water is introduced into the microreactor, and the mixed solution and the third liquid are contacted in a laminar flow state; And the step of precipitating the dissolved colorant material to obtain a dispersion of the colorant material.

  According to the present invention, by mixing the color material and the block copolymer in the microreactor channel having a small channel width, the diffusion distance is shortened and the fluid is mixed. Made in time. In addition, the particle size of the resulting dispersion is very small. Furthermore, since the above mixing is performed in the flow path of the microreactor having a small flow path width, the fluid flow becomes laminar flow or turbulent flow, and a dispersion having a uniform particle diameter can be produced stably. it can. In addition, by using the block copolymer as a dispersant, each block of the block copolymer can have a desired function depending on the use of the color material substance dispersion to be produced.

The method for producing a color material substance dispersion according to the present invention includes a first solution in which a color material substance is dissolved and a second solution in which a block copolymer is dissolved, using a microreactor channel having a mixing channel. Introducing and bringing them into contact with each other, introducing a third liquid containing water into the microreactor, bringing the mixed solution and the third liquid into contact in a laminar flow state; It has the process of depositing the said dissolved color material substance, and obtaining the dispersion of a color material substance, It is characterized by the above-mentioned.

In the present invention, the synthesis, precipitation, or crystallization of the color material can also be performed in the channel of the microreactor provided with the channel.
In the present invention, the channel width of the channels constituting the microreactor can be in the range of 1000 μm to 30 μm.

  Further, the mixing is performed by introducing a fluid containing the color material and a fluid containing the block copolymer into the mixing channel from different channels, and bringing these fluids into contact with each other in the mixing channel. It can also be done.

In the present invention, mixing in the mixing channel can be performed under laminar flow control or turbulent flow control.
Further, the ratio of the channel width to the channel depth (channel depth / channel width) for the mixing channel can be 0.5 or more.

Further, the cross-sectional area of the mixing channel is 0.5 mm ² or more, and the ratio of the sum of the cross-sectional areas of the plurality of channels connected to the combined channel and the cross-sectional area of the mixing channel (channel cross-sectional area / mixed flow) The road cross-sectional area) can be in the range of 0.01 to 0.1.

In the present invention, the block copolymer can be amphiphilic.
The block copolymer can have an ionic unit.
The block copolymer may contain a polyalkenyl ether structure as a repeating unit structure.

Further, the step of mixing the color material with the block copolymer can include the color material in the block copolymer to obtain a color material material dispersion.
In addition, the average particle size of the color material substance dispersion can be 100 nm or less.

  In the present invention, the color material and the block copolymer are mixed in a solvent containing an aqueous solvent, and the color material material dispersion comprising the color material and the block copolymer is dispersed in the aqueous solvent. The thing which is doing is also included.

The present invention also includes mixing the colorant substance with the block copolymer and further mixing the resulting mixture with a dispersion solvent.
Furthermore, the present invention includes a method in which a color material substance is mixed with a block copolymer, and then the step of mixing the resulting mixture with a dispersion solvent is performed in the flow path.

Hereinafter, the present invention will be described more specifically.
The microreactor used in the present invention is a chemical device that utilizes a phenomenon in a micro space with a small three-dimensional structure used for reaction and mixing. A microreactor is a general term for reactions and mixing devices having a plurality of microscale flow paths. For example, it is described in “Microreactors New Technology for Modern Chemistry” (Wolf Ehrfeld, Volker Hessel, Holger Loew, published by WILEY-VCH 2000).

  In the present invention, as the microreactor, for example, a microreactor having a microscale channel shown in FIGS. 1 to 6 can be used, but the form and structure of the microreactor used in the present invention are not limited to these. For example, a commercially available microreactor manufactured by IMM (Institute for Mikrotechnik Milan) may be used.

  The flow path of the microreactor used in the present invention is a microscale having a flow path width of several μm to several hundred μm to several thousand μm, and the Reynolds number is small because the dimensions are small and the flow velocity of the fluid flowing in the flow path is small. The Reynolds number here is an index generally used to distinguish between laminar flow and turbulent flow by the ratio of inertial force to viscous force. Generally, when the Reynolds number exceeds 1000, it becomes an unstable laminar flow, and when it exceeds 2000, it is called turbulent flow.

The fluid flowing in the micro-scale channel tends to be dominated by laminar flow rather than turbulent flow control as in a general reactor.
Under laminar flow control, diffusion through the interface is dominant even when two liquid flows are brought into contact. Further, since the surface area per unit volume is large in the microscale space, it is said to be very advantageous for diffusion mixing at the interface where the two liquid laminar flows contact. Also, the time required for mixing is proportional to the square of the diffusion distance according to Fick's law. That is, in the mixing by molecular diffusion, the mixing time becomes faster as the channel width is reduced. Specifically, if the channel width becomes 1/10, the mixing time becomes 1/100. Therefore, the channel width of the mixing channel for mixing by contacting a plurality of fluids is preferably 1000 μm or less, more preferably 500 μm or less, still more preferably 200 μm or less, and desirably 100 μm or less. The lower limit of the channel width is set to about 30 μm in consideration of restrictions on channel manufacturing and the particle size of the obtained dispersion. As the channel width becomes narrower, the diffusion distance becomes shorter, leading to a reduction in mixing time and reaction time. Further, the depth of the mixing channel is preferably deeper (larger) than the channel width from the viewpoint of increasing the contact area between the fluids to be mixed. Specifically, the depth / channel width is 0.5 or more, more preferably 1 or more, more preferably 5 or more, and optimally 10 or more. Furthermore, increasing the depth / flow path width also has the effect of increasing the cross-sectional area of the flow path and allowing more fluid to flow. Accordingly, chemicals and reaction intermediates having a short lifetime that retain desired functions and activities by decomposition, overpolymerization, salting out, aciding out, solidification, and the like can be mixed instantaneously using a microreactor.

  In the present invention, the cross-sectional shape of the flow path of the microreactor includes, for example, a square, a rectangle, a trapezoid, a semicircle, an ellipse, a circle, or a composite of these, for example, a rectangle having a curved side. The channel width represents, for example, the length in the direction perpendicular to the contact interface of the two liquids in the channel for mixing the two liquids. For example, in the case of a flow path for mixing two liquids, the flow path depth represents the length in the direction perpendicular to the fluid traveling direction at the contact interface of the two liquids.

  Examples of the material used as the flow path of the microreactor applied to the present invention are metal, glass, silicon, Teflon (registered trademark), ceramics, plastic and the like. Metals, glass, silicon, Teflon (registered trademark), and ceramics are preferable when heat resistance, pressure resistance, and solvent resistance are required, but metals are preferred. Examples of the metal include stainless steel, hastelloy (Ni—Fe alloy) nickel, gold, platinum, tantalum and the like, but the metal material of the microreactor channel used in the present invention is not limited to these.

Moreover, in order to obtain the corrosion resistance of a flow path and desired surface energy, you may use what gave the lining process to the flow path surface.
In a micro-scale space, molecular transport, reaction, and separation can be performed quickly only by the spontaneous behavior of molecules without using mechanical stirring. Accordingly, it is said that the reaction rate in the laminar flow of the microreactor is generally higher than the reaction in the turbulent flow in the case of using a conventional macro reactor. Furthermore, two liquids are always in contact with each other at the same timing, and mixing or reaction proceeds in a laminar flow, so that uniform mixing and order of reaction can be maintained. In the present invention, mixing of two fluids in a microscale space is not limited to laminar flow, and may be performed under turbulent flow control. In particular, when a mixture having a large molecular weight and a low diffusion rate is mixed with a mixture having a high diffusion rate, the mixing rate may be higher under turbulent flow control than under laminar flow control.

For example, there is a type of microreactor in which a plurality of branched flow paths join together in a mixing flow path. In order to effectively generate turbulent flow using this microreactor, the cross-sectional area of the mixing channel is 0.5 mm ² or more, the cross-sectional area of the plurality of channels (total), and the cross-sectional area of the mixing channel The ratio (cross-sectional area of the plurality of flow paths (total) / cross-sectional area of the mixing flow path) is preferably 0.01 to 0.1. Here, the cross-sectional area of the flow path means an area where the flow path is cut along a plane perpendicular to the fluid traveling direction.

  When a reaction for generating fine particles is performed using a microreactor, the reaction proceeds instantaneously, a large number of nuclei are generated, and a large number of particles grow on the basis thereof, so that fine particles having a small primary particle diameter are formed. Therefore, it is possible to obtain fine particles of a color material having a small primary particle size by synthesizing, precipitating, or crystallizing the color material using a microreactor. Moreover, the particle size distribution can be kept narrow due to the orderly nature of the reaction. Furthermore, since the reaction proceeds rapidly in the micro-scale channel instead of pulverization to generate particle nuclei, it is not necessary to use a microjet reactor as disclosed in JP-A No. 2002-161218, so that the selectivity of the microreactor structure is increased. Further, in mass production of the color material substance dispersion, it is possible to cope by arranging the microreactors in parallel according to the required production amount (numbering-up).

  When the step of mixing the color material with the block copolymer is performed using a microreactor, the order of the color material material dispersion is good and the particle diameters are also very easily aligned. Here, by using an amphiphilic block copolymer, the encapsulated state in which the color material is encapsulated with the block copolymer is stabilized. When encapsulating the color material, the amphiphilic copolymer that forms the block copolymer exhibits a good encapsulated state, that is, good dispersion stability, from the viewpoint that it has a stable polymer micelle-forming ability.

  Furthermore, the block copolymer is amphiphilic because when the color material substance is mixed with the block copolymer in the microreactor, the solvent selectivity between the color material substance side and the block copolymer side is expanded, and the efficiency is increased. A combination of solvents that enables good dispersion of the solvent can be selected. Further, here, the block copolymer contains a polyalkenyl ether structure as a repeating unit structure, and particularly preferably a block copolymer containing a polyvinyl ether structure can ensure good dispersion stability. By performing these treatments using a microreactor, it is possible to easily obtain a color material substance dispersion in which the color material substance is encapsulated in the block copolymer, the particle size is small, and the size is uniform. Become. In particular, the method for producing a color material substance dispersion according to the present invention is effective for those in which the particle size of the dispersed particles and the uniformity of the particle size greatly affect the function of the color material.

The color material in the present invention includes a granular solid such as a pigment and a dye compound.
As described above, examples of the color material include pigments, and examples include inorganic achromatic pigments, organic and inorganic chromatic pigments, and colorless or light color pigments, metallic luster pigments, and the like. For the present invention, a newly synthesized pigment may be used. Specific examples of the pigment are given below.

  Examples of the black pigment include the following. Raven 1060, Raven 1080, Raven 1170, Raven 1200, Raven 1250, Raven 1255, Raven 1500, Raven 2000, Raven 3500, Raven 5250, Raven 5750, Raven 750A, Raven 750A・ Carbon). Also, Black Pearls L, Mogul-L, Regal 400R, Regal 660R, Regal 330R, Monarch 800, Monarch 880, Monarch 900, Monarch 1000, Monarch 1300, and Monarch 1400 (manufactured by Cabot). Also, Color Black FW1, Color Black FW2, Color Black FW200, Color Black 18, Color Black S160, Color Black S170, Special Black 4P, Special Black 4P, 4P Printex 140V (manufactured by Degussa). No. 25, no. 33, no. 40, no. 47, no. 52, no. 900, no. 2300, MCF-88, MA600, MA7, MA8, MA100 (manufactured by Mitsubishi Chemical). However, it is not limited to these.

  Examples of cyan pigments include the following. That is, C.I. I. Pigment Blue-1, C.I. I. Pigment Blue-2, C.I. I. Pigment Blue-3. In addition, C.I. I. Pigment Blue-15, C.I. I. Pigment Blue-15: 2, C.I. I. Pigment Blue-15: 3, C.I. I. Pigment Blue-15: 4. In addition, C.I. I. Pigment Blue-16, C.I. I. Pigment Blue-22, C.I. I. Pigment Blue-60 or the like.

  Examples of the magenta color pigment include the following. That is, C.I. I. Pigment Red-5, C.I. I. Pigment Red-7, C.I. I. Pigment Red-12. In addition, C.I. I. Pigment Red-48, C.I. I. Pigment Red-48: 1, C.I. I. Pigment Red-57, C.I. I. Pigment Red-112. In addition, C.I. I. Pigment Red-122, C.I. I. Pigment Red-123, C.I. I. Pigment Red-146, C.I. I. Pigment Red-168. In addition, C.I. I. Pigment Red-184, C.I. I. Pigment Red-202, C.I. I. Pigment Red-207 or the like.

  The following can be mentioned as a yellow pigment. That is, C.I. I. Pigment Yellow-12, C.I. I. Pigment Yellow-13, C.I. I. Pigment Yellow-14, C.I. I. Pigment Yellow-16. In addition, C.I. I. Pigment Yellow-17, C.I. I. Pigment Yellow-74, C.I. I. Pigment Yellow-83, C.I. I. Pigment Yellow-93. In addition, C.I. I. Pigment Yellow-95, C.I. I. Pigment Yellow-97, C.I. I. Pigment Yellow-98, C.I. I. Pigment Yellow-114. In addition, C.I. I. Pigment Yellow-128, C.I. I. Pigment Yellow-129, C.I. I. Pigment Yellow-151, C.I. I. Pigment Yellow-154 and the like.

In the present invention, a dye can be used in the same manner as the pigment.
Examples include C.I. I. Solvent Blue, −33, −38, −42, −45, −53, −65, −67, −70, −104, −114, −115, and −135 may be mentioned. In addition, C.I. I. Solvent Red, -25, -31, -86, -92, -97, -118, -132, -160, -186, -187, -219. In addition, C.I. I. Solvent yellow, -1, -49, -62, -74, -79, -82, -83, -89, -90, -120, -121, -151, -153, -154 and the like. .

Water-soluble dyes can also be used. Examples include C.I. I. Direct black, -17, -19, -22, -32, -38, -51, -62, -71, -108, -146, -154; I. Direct yellow, -12, -24, -26, -44, -86, -87, -98, -100, -130, -142; I. Direct red, -1, -4, -13, -17, -23, -28, 31, -62, -79, -81, -83, -89, -227, -240, -242, -243 C. I. Direct blue, -6, -22, -25, -71, -78, -86, -90, -106, -199; I. Direct orange, −34, −39, −44, −46, −60;
C. I. Direct violet, -47, -48; C.I. I. Direct Brown, -109; C.I. I. Direct green, direct dyes such as -59,
C. I. Acid Black, −2, −7, −24, −26, −31, −52, −63, −112, −118, −168, −172, −208; I. Acid Yellow, -11, -17, -23, -25, -29, -42, -49, -61, -71; I. Acid Red, -1, -6, -8, -32, -37, -51, -52, -80, -85, -87, -92, -94, -115, -180, -254, -256 , -289, -315, -317; I. Acid Blue, −9, −22, −40, −59, −93, −102, −104, −113, −117, −120, −167, −229, −234, −254; I. Acid Orange, -7, -19; C.I. I. Acid violet, acid dyes such as -49,
C. I. Reactive black, -1, -5, -8, -13, -14, -23, 31, 34, -39; I. Reactive Yellow, -2, -3, -13, -15, -17, -18, -23, -24, -37, -42, -57, -58, -64, -75, -76,- 77, -79, -81, -84, -85, -87, -88, -91, -92, -93, -95, -102, -111, -115, -116, -130, -131, -132, -133, -135, -137, -139, -140, -142, -143, -144, -145, -146, -147, -148, -151, -162, -163; I. Reactive Red, -3, -13, -16, -21, -22, -23, -24, -29, 31, 333, 35, 455, -49, -55, -63,- 85, -106, -109, -111, -112, -113, -114, -118, -126, -128, -130, -131, -141, -151, -170, -171, -174, -176, -177, -183, -184, -186, -187, -188, -190, -193, -194, -195, -196, -200, -201, -202, -204, -206 , -218, -221; I. Reactive blue, -2, -3, -5, -8, -10, -13, -14, -15, -18, -19, -21, -25, -27, -28, -38,- 39, −40, −41, −49, −52, −63, −71, −72, −74, −75, −77, −78, −79, −89, −100, −101, −104, -105, -119, -122, -147, -158, -160, -162, -166, -169, -170, -171, -172, -173, -174, -176, -179, -184 , -190, -191, -194, -195, -198, -204, -211, -216, -217; I. Reactive orange, -5, -7, -11, -12, -13, -15, -16, -35, -45, -46, -56, -62, -70, -72, -74,- 82, -84, -87, -91, -92, -93, -95, -97, -99; I. Reactive violet, -1, -4, -5, -6, -22, -24, -33, -36, -38; I. Reactive green, -5, -8, -12, -15, -19, -23; I. Reactive dyes such as reactive brown, -2, -7, -8, -9, -11, -16, -17, -18, -21, -24, -26, 31, -32, -33;
C. I. B. Basic Black, -2; I. B. basic red, -1, -2, -9, -12, -13, -14, -27; I. B. basic blue, -1, -3, -5, -7, -9, -24, -25, -26, -28, -29; I. B. basic violet, -7, -14, -27; I. Food black, -1, -2, etc. are mentioned.

  Dyes that can be used may be known or novel dyes. For example, direct dyes, acid dyes, basic dyes, reactive dyes, water-soluble dyes for foodstuffs, fat-soluble (oil-soluble) dyes, or insoluble dyes of disperse dyes as described below can be used. These may be used in a solid state. In this respect, for example, oil-soluble dyes may be used.

  In the present invention, the color material is characteristically physically included in the block copolymer. One preferable form included in the block copolymer is a form included in the micelle formed by them. Dispersibility and functionality can be stabilized by including a color material, preferably a color material, in the block copolymer.

The oil-soluble dye as used in the present invention refers to a dye that dissolves in an organic solvent, and is also referred to as a fat-soluble dye.
Next, the block copolymer, which is a component more characteristically used in the present invention, will be described.

  Specific examples of the block copolymer that can be used in the present invention include the following. That is, acrylic, methacrylic block copolymers, polystyrene and other addition polymerization or condensation polymerization block copolymers, block copolymers having polyoxyethylene and polyoxyalkylene blocks, and the like. A conventionally known block copolymer can also be used. In the present invention, the block copolymer is more preferably a block form such as AB, ABA, ABD or the like. A, B, and D indicate different block segments. The block copolymer used in the present invention is preferably amphiphilic. As a particularly preferred form, there can be mentioned an AB diblock copolymer comprising a hydrophilic segment having a hydrophobic segment and an organic acid or an ionic salt unit thereof. Further, an ABC triblock copolymer having a hydrophobic segment and a hydrophilic segment having an organic acid or an ionic salt unit thereof and another segment is preferably used. In the case of an ABC triblock, a form in which A is a hydrophobic segment, B is a nonionic hydrophilic segment, and C is a hydrophilic segment having an organic acid or an ionic salt unit thereof is preferably used. preferable. For example, when using the ABC triblock copolymer described above and preparing a dispersion using a coloring material and water as a solvent, the coloring material can be encapsulated in micelles formed by the ABC block copolymer. Thus, it is also possible to form a color material-encapsulated ink composition. Moreover, the particle diameter of the particles of the dispersion composition can also be made very uniform. Furthermore, the dispersion state can be made extremely stable. When these treatments are performed using a microreactor, the particle diameters of the color material substance dispersion particles are very uniform and the uniformity is further improved.

  In the present invention, an amphiphilic block copolymer is used. For example, it can be obtained by selecting and synthesizing a hydrophobic block segment and a hydrophilic block segment from the repeating unit structure of the following general formula (1).

[Wherein R ¹ is a linear, branched or cyclic alkyl group having 1 to 18 carbon atoms, or — (CH (R ² ) —CH (R ³ ) —O) ₁ —R ⁴ or — (CH ₂ ) _M- (O) _n -R ⁴ . l and m are each independently selected from an integer of 1 to 12, and n is 0 or 1. R ² and R ³ are each independently H or CH ₃ . R ⁴ is H, a linear, branched or cyclic alkyl group having 1 to 6 carbon atoms, Ph, Pyr, Ph-Ph, Ph-Pyr, —CHO, —CH ₂ CHO, —CO—CH═CH ₂ , —CO—C (CH ₃ ) ═CH ₂ , CH ₂ COOR ⁵ , and when R ⁴ is other than a hydrogen atom, the hydrogen atom on the carbon atom is a linear or branched alkyl group having 1 to 4 carbon atoms. Alternatively, F, Cl, Br, and carbon atoms in the aromatic ring can be substituted with nitrogen atoms, respectively. R ⁵ is H or an alkyl group having 1 to 5 carbon atoms. ]

  In the present invention, -Ph represents a phenyl group, -Pyr represents a pyridyl group, -Ph-Ph represents a biphenyl group, and -Ph-Pyr represents a pyridylphenyl group. The pyridyl group, biphenyl group and pyridylphenyl group may be any of the possible positional isomers.

  The molecular weight distribution = Mw (weight average molecular weight) / Mn (number average molecular weight) of the block copolymer used in the present invention is preferably 2.0 or less. More preferably, it is 1.6 or less, More preferably, it is 1.3 or less. More preferably, it is 1.2 or less. The number average molecular weight Mn of the block polymer used in the present invention is preferably 1000 to 300,000. When the number average molecular weight Mn of the block polymer used in the present invention is 1000 to 300,000, a substance having a predetermined function can be well dispersed in a solvent.

  Further, in order to improve dispersion stability and inclusion, it is preferable that the molecular mobility of the block copolymer is more flexible because it has a point of being easily entangled and affinityd with the surface of the color material. . Further, as described later in detail, it is preferable that the coating layer is flexible in that a coating layer can be easily formed on the recording medium. In particular, when used as an ink, it is preferable that it is flexible in that a coating layer of a block copolymer can be easily formed on a recording medium. This block copolymer coating layer can suppress the oxidation and light degradation of the encapsulated color material and improve the environmental resistance. For this purpose, the glass transition temperature Tg of the main chain of the block polymer is preferably 20 ° C. or lower, more preferably 0 ° C. or lower, and further preferably −20 ° C. or lower. Also in this respect, a polymer having a polyvinyl ether structure is preferably used because it has a low glass transition point and flexible properties.

  Further, in the present invention, since the coloring material is preferably used as the coloring material, the hydrophobic segment has an aromatic structure, preferably a structure such as phenyl or phenylene in the sense that the dispersion stability can be improved with higher affinity. Is preferably used. In order to stabilize the encapsulated state, the core polymer, that is, the hydrophobic segment portion preferably has a certain molecular weight or more, and at least the number average molecular weight is 7000 or more, preferably 10,000 or more, more preferably Is 12,000 or more.

As described above, since the block copolymer is amphiphilic, dispersion is performed in both aqueous and oily solvents.
This means that when the color material substance is dispersed in the block copolymer in the microreactor, the solvent selectivity between the color material substance side and the block copolymer side is expanded, and efficient dispersion can be realized.

  In the present invention, a block copolymer having an ionic unit is preferably used. Aggregation of the dispersions can be alleviated by the ionic unit. In addition, when the block copolymer having an ionic unit and the block copolymer are mixed, salting out hardly occurs even when the pH is high, and the particle size of the dispersion can be suppressed from increasing.

In the present invention, a block copolymer containing a polyalkenyl ether structure is preferably used. Particularly preferred is a block copolymer containing a polyvinyl ether structure.
The structure of the block copolymer containing a polyalkenyl ether structure may be a copolymer composed of vinyl ether and another polymer.

The block polymer containing a polyvinyl ether structure that is preferably used preferably has a repeating unit structure represented by the general formula (1).
Next, examples of the structure of the vinyl ether monomer are given as examples of the repeating unit structure of the polyvinyl ether structure of the block polymer, but the polyvinyl ether structure used in the present invention is not limited thereto.

  In the formulae, Me represents a methyl group, Et represents an ethyl group, and i-Pr represents an isopropyl group.

  In view of ensuring good dispersion stability as described above, the block copolymer to be used is very preferably a copolymer having a polyvinyl ether repeating unit structure having a low glass transition point and a high molecular mobility.

  Below, the structure of the polyvinyl ether which consists of these vinyl ether monomers is illustrated, However, The polymer used for this invention is not limited to these.

  In the above polyvinyl ether, u and v in the number of repeating units are each preferably 1 or more and 10,000 or less, and the total (u + v) is more preferably 10 or more and 20,000 or less.

  Polyvinyl ether copolymers are also preferably used because they can form molecular weights such as molecular weight dispersion with high accuracy by the cation living polymerization method and can form more stable polymer micelles.

  The color material substance dispersion of the present invention is characterized in that the block copolymer contains the color material. The encapsulated state is formed, for example, by mixing a solution in which a coloring material is dissolved in an organic solvent insoluble in water with a micelle in water formed by the block copolymer, and then distilling off the organic solvent. I can do it. In addition, it can also be formed by forming an inclusion state by phase inversion in an aqueous solvent from a state in which a polymer and a coloring material are both dissolved in an organic solvent. It is also possible to distill off the remaining organic solvent by these methods. Furthermore, for example, it can also be carried out by mixing a water-insoluble micelle formed by a block polymer with a pigment dispersed in an organic solvent insoluble in water.

  The color material contained in the block copolymer of the present invention is preferably 0.01 to 90% by weight based on the weight of the color material dispersion. When the amount of the color material is in the range of 0.01 to 90% by weight, a sufficient function is obtained and the dispersibility is good. A more preferable range is from 0.1% by weight to 80% by weight, and further preferably from 0.3% by weight to 70% by weight.

  Further, in the present invention, for example, when the color material substance dispersion is used as a pigment ink, the use ratio of each color material substance is arbitrary, but each color material substance used is at least a color material substance. It is 0.1 wt% or more of the whole, preferably 1 wt% or more. When the color material is dispersed with the block copolymer in the microreactor, it is preferably carried out at the above concentration and ratio.

  Thus, when encapsulating the coloring material, the amphiphilic copolymer that forms the block copolymer has a stable polymer micelle-forming ability, so that it has a good encapsulation state, that is, good dispersion stability. Appear. Also, a block copolymer is preferable in that uniform micelle formation can be performed. When these treatments are performed using a microreactor, more uniform micelle formation can be realized, and a color material substance dispersion having a uniform size can be obtained.

  In addition, the color material substance dispersion of the present invention is preferably particles. The average particle size of the particles is preferably 100 nm or less. In particular, when a color material is used as the color material, when the particle size of the particles is small, it is possible to realize a composition having a good hue. When the color material substance dispersion composition of the present invention is applied to an ink composition, the dispersion stability of the color material dispersion ink, the coloring power, and the vividness of the dispersed particles are large. affect. That is, if the particle size of the particles dispersed in the solvent is very large, aggregation may occur between the particles, and stable dispersion may not be possible. In addition, since the particle size and the coloring power are in an inversely proportional relationship (Analen der Physik, 25, 377, 1908), if the particle size is too large, the coloring power may be lowered. Therefore, in the present invention, the average particle diameter of the particles is preferably 100 nm or less, more preferably 50 nm or less, as described above. Generally, the dispersity index shown by Gulari et al. Is used as an index of particle size uniformity (The Journal of Chemical Physics, 70, 3965, 1979). The dispersity index is preferably 0.3 or less, more preferably 0.2 or less, and still more preferably 0.1 or less. The smaller the dispersity index, the narrower the particle size distribution.

The colorant material dispersion of the present invention is preferably dispersed in an aqueous solvent.
Examples of the aqueous solvent include the following. That is, polyhydric alcohols such as ethylene glycol, diethylene glycol, triethylene glycol, polyethylene glycol, propylene glycol, polypropylene glycol, and glycerin. In addition, polyhydric alcohol ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, diethylene glycol monoethyl ether, and diethylene glycol monobutyl ether. Also, nitrogen-containing solvents such as N-methyl-2-pyrrolidone, substituted pyrrolidone, and triethanolamine. Moreover, monohydric alcohols, such as methanol, ethanol, and isopropyl alcohol, can also be used. The pH of water can be used in the whole range, but preferably the pH is between 1 and 14.

EXAMPLES Hereinafter, although an Example demonstrates this invention in detail, this invention is not limited to these Examples. In addition, in the following Examples 1-7, Examples 1-4 and 6 show the Example of this invention, Examples 5 and 7 show a reference example.
Example 1
In this embodiment, the microreactor 1 for mixing three liquids shown in FIG. 2 can be used. Specifically, the fluid 1 introduced from the first flow path 2 and the fluid 2 introduced from the second flow path 3 may be mixed and then mixed with the fluid 3 introduced from the third flow path 4. The width of the flow path in which the fluid 1 introduced from the first flow path 2 and the fluid 2 introduced from the second flow path 3 come into contact and mixed is 30 μm and the depth is 15 μm. Further, after the fluid 1 introduced from the first flow path 2 and the fluid 2 introduced from the second flow path 3 are mixed, the fluid 3 introduced from the third flow path 4 is contacted and mixed. The width is 30 μm and the depth is 15 μm. Further, as shown in FIG. 6, a microreactor for mixing two liquids may be connected.

In this embodiment, oil yellow (manufactured by Orient Chemical Co., Ltd.), a fat-soluble dye for pigment, is used as the color material.
A solution (fluid 1) is prepared by dissolving 7 parts by weight of a fat-soluble dye oil yellow (manufactured by Orient Chemical) in 25 parts by weight of tetrahydrofuran. As the block copolymer, 2- (4-methylphenyl) ethyl vinyl ether is used for the A segment. 2- (2-methoxyethyloxy) ethyl vinyl ether is used for the B segment. C-segment is used ethyl 4- (2-vinyloxy) ethoxybenzoate. And what deblocked the ethyl benzoic acid of C block of the triblock copolymer which is a copolymer of copolymer molar ratio A / B / C = 90/80/14 is used.

  A solution (fluid 2) dissolved in 10 parts by weight of this triblock copolymer and 25 parts by weight of tetrahydrofuran is prepared. Fluid 1 is introduced from the first channel 2 at 2.5 μl / min, and fluid 2 is introduced from the second channel 3 at 2.5 μl / min. A part of these two flow paths come into contact with each other to form a laminar flow and are mixed uniformly. A 0.01 mol / l potassium hydroxide aqueous solution (fluid 3) is introduced into the mixed liquid of fluid 1 and fluid 2 from the third flow path 4 at a rate of 700 parts by weight at 5 μl / min. The color material was instantaneously encapsulated with the triblock copolymer, a large number of micelles were formed, uniform and small micelles were formed, and the average particle size was 97 nm. The dispersity index was 0.098. Even if left to stand, there is no precipitate and the dispersion becomes stable. Using a dispersion in which this fat-soluble dye is dispersed as a color material as an ink for ink jet, filling the ink tank of BJ printer S530 (manufactured by Canon Inc.) and recording it on plain paper, the characters can be printed neatly and light resistance is improved. did.

Comparative Example 1
An ink-jet ink having an average particle size of 150 nm and a dispersity index of 0.252 was prepared in the same manner as in Example 1 except that a beaker was used as a reactor without using a microreactor and stirring was performed with a mechanical stirrer. did.

Example 2
In the present embodiment, the microreactor 1 for mixing two liquids shown in FIG. 1 and the microreactor 1 shown in FIG.

In this embodiment, pigment copper phthalocyanine is used as the color material.
A paste liquid (fluid 1) is prepared by adding 120 parts by weight of concentrated sulfuric acid to 8 parts by weight of a copper phthalocyanine crude pigment. The microreactor 1 for mixing two liquids shown in FIG. 1 is used. The width of the flow path in which the fluid 1 introduced from the first flow path 2 and the fluid 2 introduced from the second flow path 3 come into contact and mixed is 30 μm and the depth is 15 μm. Fluid 1 is flowed from the first flow path 2 at 2.5 μl / min, and 400 parts by weight of water (fluid 2), which is a poor solvent for copper phthalocyanine, is flowed to the second flow path 3 at 2.5 μl / min. . Some of these two flow paths contact each other. These two liquids form a laminar flow to produce copper phthalocyanine particles. The reaction proceeds instantaneously, a large number of nuclei are generated, and a large number of particles grow based on the nuclei, so that fine particles having a small primary particle diameter are formed. Furthermore, since these two liquids always meet at the same timing because they are laminar, the particle precipitation reaction is ordered, the particle size distribution of the generated particles is small, and the average particle size is 50 nm.

The next step uses the microreactor for mixing three liquids shown in FIG.
In this embodiment, 2- (4-methylphenyl) ethyl vinyl ether is used for the A segment and 2- (2-methoxyethyloxy) ethyl vinyl ether is used for the B segment as the block copolymer. And what used 4- (2-vinyloxy) ethoxy ethyl benzoate for the C segment is used. Then, a triblock copolymer obtained by deprotecting C-block ethylbenzoic acid with sodium hydroxide in a copolymer having a copolymerization molar ratio A / B / C = 90/80/14 is used.

6 parts by weight of this triblock copolymer is dissolved in 47 parts by weight of N, N-dimethylformamide to obtain a block copolymer solution (fluid 1 ′).
The produced copper phthalocyanine particles were washed, collected by filtration and dried, and 6 parts by weight of the copper phthalocyanine particles and 47 parts by weight of N, N-dimethylformamide were dispersed in a sand mill UAM-015 manufactured by Kotobuki Giken Co., Ltd. Prepare fluid 2 '). The triblock copolymer solution (fluid 1 ′) is introduced into the first channel 2 at 2.5 μl / min, and the N, N-dimethylformamide of copper phthalocyanine immediately after sand mill dispersion is dispersed into the second channel 3. Liquid (fluid 2 ′) is introduced at 2.5 μl / min. A part of these two flow paths come into contact with each other to form a laminar flow and are mixed uniformly. 150 parts by weight of 0.01 mol / l potassium hydroxide aqueous solution (fluid 3) is introduced into the mixed liquid of fluid 1 ′ and fluid 2 ′ from the third flow path 4 at 5 μl / min. A part of these two flow paths come into contact with each other to form a laminar flow and are mixed uniformly. The particle size of the dispersion was very uniform and the average particle size was 80 nm. When a dispersion in which this pigment was dispersed as a color material was used as an inkjet ink and filled in an ink tank of a BJ printer S530 (manufactured by Canon Inc.) and recorded on plain paper, characters could be printed clearly and light resistance was improved.

Example 3
In this embodiment, the microreactor 1 of FIG. 1 of the first embodiment and the microreactor 1 of FIG. 3 are used. The microreactor of FIG. 3 has a flow path width of 30 μm and a depth of 15 μm where the fluid 1 introduced from the first flow path 2 and the fluid 2 introduced from the second flow path 3 come into contact with each other and mixed.

  First, using the microreactor shown in FIG. 1, a 3,3′-dichlorobenzidenetetraazo aqueous solution (fluid 1) is fed to the first channel 2 at a rate of 3 μl / min to a coupling aqueous solution (fluid 2) having a concentration of about 5%. ) Was allowed to flow through the second flow path 3 at 3 μl / min. Thereby, particles of pigment yellow 12 were synthesized, and particles having a small particle size and a uniform size were obtained as in Example 1.

  Next, as in Example 1, the microreactor 1 of FIG. 2 is used, and Pigment Yellow 12 and the same triblock copolymer as in Example 1 are used. A solution (fluid 1) in which 127 parts by weight of Pigment Yellow is dissolved in 25 parts by weight of tetrahydrofuran is prepared. A solution (fluid 2) dissolved in 10 parts by weight of the triblock copolymer and 25 parts by weight of tetrahydrofuran is prepared. Fluid 1 is introduced from the first channel 2 at 2.5 μl / min, and fluid 2 is introduced from the second channel 3 at 2.5 μl / min. A part of these two flow paths come into contact with each other to form a laminar flow and are mixed uniformly. A part of these two flow paths come into contact with each other to form a laminar flow and are mixed uniformly. When 700 parts by weight of a 0.01 mol / l potassium hydroxide aqueous solution (fluid 3) was introduced into the mixed liquid of fluid 1 and fluid 2 from the third flow path 4, the same effect as in Example 1 was obtained.

Example 4
In the present embodiment, the microreactor 1 for mixing two liquids shown in FIG. 1 and the microreactor 1 shown in FIG.

In this embodiment, the pigment quinacridone is used as the color material.
A solution (fluid 1) is prepared by adding a 28% potassium hydroxide-methanol solution to a dispersion obtained by adding 8 parts by weight of dimethyl sulfoxide to 8 parts by weight of a crude quinacridone pigment until quinacridone is dissolved. In this embodiment, 2- (4-methylphenyl) ethyl vinyl ether is used for the A segment and 2- (2-methoxyethyloxy) ethyl vinyl ether is used for the B segment as the block copolymer. Then, C-block ethyl benzoic acid is dehydrated with sodium hydroxide in a copolymer having a molar ratio of A / B / C = 90/80/14 in which 4- (2-vinyloxy) ethoxybenzoic acid ethyl ester is a C segment. A protected triblock copolymer is used. A solution (fluid 2) is prepared by adding 8 parts by weight of dimethyl sulfoxide to 16 parts by weight of the block copolymer.

  Using the three-liquid mixing microreactor of FIG. 2, the fluid 1 is caused to flow from the first flow path 2, and the fluid 2 is allowed to flow to the second flow path 3. A part of these two flow paths come into contact with each other to form a laminar flow and are mixed uniformly. 16 parts by weight of water (fluid 3) is introduced from the third flow path 4 into the mixed liquid of the fluid 1 'and the fluid 2'. These two liquids form a laminar flow from the third flow path 4 to generate quinacridone particles. The reaction proceeds instantaneously, a large number of nuclei are generated, and a large number of particles grow based on the nuclei, so that fine particles having a small primary particle diameter are formed. Since these two liquids always meet at the same timing because they are laminar, the particle precipitation reaction is ordered. Further, it is dispersed with a block copolymer simultaneously with the generation of particles. Since this is also a laminar flow, these two liquids always meet at the same timing, so the dispersion is also orderly.

  Since the alkaline fluid 1 and the fluid 2 in which the block copolymer is dissolved are mixed instantaneously and reacted with water in the next step, salting out is performed when the alkaline fluid 1 and the fluid 2 in which the block copolymer is dissolved are mixed. There was no. The particle size distribution of the produced particles became smaller and the average particle size was 50 nm. The particle size of the particles of the dispersion was very uniform and the average particle size was 80 nm.

Example 5
In this embodiment, the pigment quinacridone is used as the color material.
A solution (fluid 1) is prepared by adding a 28% potassium hydroxide-methanol solution to a dispersion obtained by adding 8 parts by weight of dimethyl sulfoxide to 8 parts by weight of a crude quinacridone pigment until quinacridone is dissolved. In this embodiment, 2- (4-methylphenyl) ethyl vinyl ether is used for the A segment and 2- (2-methoxyethyloxy) ethyl vinyl ether is used for the B segment as the block copolymer. Then, C-block ethyl benzoic acid is dehydrated with sodium hydroxide in a copolymer having a molar ratio of A / B / C = 90/80/14 in which 4- (2-vinyloxy) ethoxybenzoic acid ethyl ester is a C segment. A protected triblock copolymer is used. A solution (fluid 2) is prepared by adding 8 parts by weight of dimethyl sulfoxide to 16 parts by weight of the block copolymer.

  Using the two-component mixing microreactor of FIG. 1, the fluid 1 is caused to flow from the first channel 2, and the fluid 2 is allowed to flow to the second channel 3. A part of these two flow paths come into contact with each other to form a laminar flow, and the mixed liquid flows out from an outlet (not shown). The mixed solution is dropped from an outlet to an ultrasonic stirrer containing 16 parts by weight of water. Since the alkaline fluid 1 and the fluid 2 in which the block copolymer is dissolved are mixed instantaneously and reacted with water in the next step, the salting out is performed when the alkaline fluid 1 and the fluid 2 in which the block copolymer is dissolved are mixed. There was no. The particle size distribution of the generated particles was reduced, and the average particle size was 55 nm. The particle diameters of the dispersion particles were very uniform and the average particle diameter was 80 nm.

Example 6
In this example, the microreactor 1 for mixing two liquids shown in FIG. 7 was used.
In this example, as in Example 2, pigment copper phthalocyanine is used as the color material.

  A paste liquid (fluid 1) is prepared by adding 120 parts by weight of concentrated sulfuric acid to 8 parts by weight of a copper phthalocyanine crude pigment. The microreactor 1 for mixing two liquids in FIG. 7 has a channel width of 20 μm and a depth at which the fluid 1 introduced from the first channel 2 and the fluid 2 introduced from the second channel 3 come into contact and mixed. Is 90 μm, and the cross-sectional area of the channel is four times that of the microreactor used in Example 2. In this embodiment, four times as much fluid is introduced as in the second embodiment.

  Fluid 1 is flowed from the first flow path 2 at 10 μl / min, and 400 parts by weight of water (fluid 2), which is a poor solvent for copper phthalocyanine, is flowed through the second flow path 3 at 10 μl / min. Some of these two flow paths contact each other. These two liquids form a laminar flow to produce copper phthalocyanine particles. The reaction proceeds instantaneously, a large number of nuclei are generated, and a large number of particles grow based on the nuclei, so that fine particles having a small primary particle diameter are formed.

  Since the flow path width is smaller than that of Example 2, the diffusion distance (direction perpendicular to the flow direction) required for mixing of fluid 1 and fluid 2 is also reduced, and the mixing time is shorter than that of Example 2. Furthermore, since these two liquids always meet at the same timing because of laminar flow, the particle precipitation reaction has orderiness, and the particle size distribution of the generated particles becomes small and the average particle size is 40 nm.

The next step uses the microreactor for mixing three liquids shown in FIG.
Specifically, the fluid 1 introduced from the first flow path 2 and the fluid 2 introduced from the second flow path 3 may be mixed and then mixed with the fluid 3 introduced from the third flow path 4. The microreactor 1 for mixing three liquids in FIG. 8 has a channel width of 20 μm and a depth at which the fluid 1 introduced from the first channel 2 and the fluid 2 introduced from the second channel 3 come into contact with each other and are mixed. Is 90 μm, and the cross-sectional area of the channel is four times that of the microreactor used in Example 2. In this embodiment, four times as much fluid is introduced as in the second embodiment.

  Here, after the fluid 1 introduced from the first flow path 2 and the fluid 2 introduced from the second flow path 3 are mixed, the fluid 3 introduced from the third flow path 4 is contacted and mixed. The width of the channel is 20 μm and the depth is 90 μm. Here, the cross-sectional area of the flow path is four times that of the microreactor used in Example 2, and in this example, four times as much fluid is introduced as in Example 2.

  In this embodiment, 2- (4-methylphenyl) ethyl vinyl ether is used for the A segment and 2- (2-methoxyethyloxy) ethyl vinyl ether is used for the B segment as the block copolymer. Then, C-block ethyl benzoic acid is dehydrated with sodium hydroxide in a copolymer having a molar ratio of A / B / C = 90/80/14 in which 4- (2-vinyloxy) ethoxybenzoic acid ethyl ester is a C segment. A protected triblock copolymer is used.

6 parts by weight of this triblock copolymer is dissolved in 47 parts by weight of N, N-dimethylformamide to obtain a block copolymer solution (fluid 1 ′).
The produced copper phthalocyanine particles were washed, collected by filtration and dried, and 6 parts by weight of the copper phthalocyanine particles and 47 parts by weight of N, N-dimethylformamide were dispersed in a sand mill UAM-015 manufactured by Kotobuki Giken Co., Ltd. Prepare fluid 2 '). A triblock copolymer solution (fluid 1 ′) is introduced into the first channel 2 at 10 μl / min, and a copper phthalocyanine N, N-dimethylformamide dispersion immediately after sand mill dispersion is introduced into the second channel 3 ( Fluid 2 ′) is introduced at 10 μl / min. A part of these two fluids come into contact with each other to form a laminar flow and be mixed uniformly.

  150 parts by weight of 0.01 mol / l potassium hydroxide aqueous solution (fluid 3) is introduced from the third flow path 4 into the mixed liquid of the fluid 1 'and the fluid 2'. A part of these two fluids come into contact with each other to form a laminar flow and be mixed uniformly. Since the flow path width is smaller than that of Example 2, the diffusion distance (direction perpendicular to the flow direction) required for mixing of fluid 1 and fluid 2 is also reduced, and the mixing time is shorter than that of Example 2. Also, the block copolymer having a low diffusion rate has a short diffusion distance and is quickly mixed. Therefore, the particle size of the dispersion particles is very uniform and the average particle size is 60 nm. When a dispersion in which this pigment was dispersed as a color material was used as an inkjet ink and filled in an ink tank of a BJ printer S530 (manufactured by Canon Inc.) and recorded on plain paper, characters could be printed clearly and light resistance was improved.

Example 7
In this embodiment, the pigment quinacridone is used as the color material.
An ultrasonic stirrer was attached to the flask, and a dispersion liquid in which 24 parts by weight of dimethyl sulfoxide was added to 8 parts by weight of the crude quinacridone pigment was added. Then 28% potassium hydroxide-methanol solution is added until the quinacridone is dissolved. In this embodiment, 2- (4-methylphenyl) ethyl vinyl ether is used for the A segment and 2- (2-methoxyethyloxy) ethyl vinyl ether is used for the B segment as the block copolymer. Then, C-block ethyl benzoic acid is dehydrated with sodium hydroxide in a copolymer having a molar ratio of A / B / C = 90/80/14 in which 4- (2-vinyloxy) ethoxybenzoic acid ethyl ester is a C segment. A protected triblock copolymer is used.

  A solution in which this block copolymer is introduced into a flask and dissolved is prepared (fluid 1). Water is used as the fluid 2. Using the microreactor 1 for mixing two liquids shown in FIG. 9, the fluid 1 is introduced from the first channel 2 at 500 μl / min, and the fluid 2 is introduced into the second channel 3 at 500 μl / min. The channel width of the first channel of the microreactor 1 for mixing two liquids in FIG. 9 is 180 μm and the depth is 180 μm. The channel width of the second channel is also 180 μm and the depth is 180 μm. The width of the flow path where the fluid 1 introduced from the first flow path 2 and the fluid 2 introduced from the second flow path 3 come into contact and mixed is 990 μm and the depth is 990 μm. Is mixed. The particle size distribution of the produced particles became smaller and the average particle size was 55 nm. The particle size of the dispersion particles was very uniform and the average particle size was 60 nm.

  According to the present invention, it is possible to provide a method for producing a color material substance dispersion having a uniform and fine particle diameter, to have flexibility in microreactor structure, and to select a microreactor to be used from a wide range of options. Since the color material substance dispersion can be smoothly transferred to mass production by numbering-up, which is an advantage of a microreactor, it can be used for manufacturing a pigment ink for an ink jet recording apparatus.

It is a perspective view which shows an example of the microreactor which can be applied by this invention. It is a perspective view which shows an example of the microreactor which can be applied by this invention. It is a perspective view which shows an example of the microreactor which can be applied by this invention. It is a perspective view which shows an example of the microreactor which can be applied by this invention. It is a perspective view which shows an example of the microreactor which can be applied by this invention. It is a perspective view which shows an example of the microreactor which can be applied by this invention. It is a perspective view which shows an example of the microreactor which can be applied by this invention. It is a perspective view which shows an example of the microreactor which can be applied by this invention. It is a perspective view which shows an example of the microreactor which can be applied by this invention.

Explanation of symbols

1 Microreactor 2 First channel 3 Second channel 4 Third channel

Claims (7)

A step of introducing a first solution in which a coloring material is dissolved and a second solution in which a block copolymer is dissolved from a channel of a microreactor having a mixing channel and bringing them into contact with each other, water, A third liquid containing a liquid is introduced into the microreactor, the mixed solution and the third liquid are brought into contact with each other in a laminar flow state, and the dissolved colorant substance is precipitated to form a colorant substance A method for producing a color material substance dispersion comprising the step of obtaining a dispersion of   The method for producing a color material substance dispersion according to claim 1, wherein a flow path width of the flow path is in a range of 1000 μm to 30 μm. 2. The method for producing a color material substance dispersion according to claim 1 , wherein a ratio between the channel width and the channel depth of the mixing channel (channel depth / channel width) is 0.5 or more. The cross-sectional area of the mixing channel is 0.5 mm ² or more, and the ratio of the sum of the cross-sectional areas of the plurality of channels connected to the mixing channel to the cross-sectional area of the mixing channel (channel cross-sectional area / The method for producing a color material substance dispersion according to claim 3 , wherein the mixing channel cross-sectional area is in the range of 0.01 to 0.1.   The method for producing a color material substance dispersion according to claim 1, wherein the block copolymer is amphiphilic.   The method for producing a color material substance dispersion according to claim 1, wherein the block copolymer has an ionic unit. Method for producing a colorant material dispersion according to claim 1, wherein the average particle size of the dispersion of the colorant material is 100nm or less.

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