White pigment dispersion and composition for forming white partitions containing the same

The white pigment dispersion with a specific polymeric dispersant and dispersion aid improves reflectivity and reduces power consumption in display elements by enhancing the dispersion and reflectivity of partition walls.

JP7844873B2Active Publication Date: 2026-04-14SANYO COLOR WORKS
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Patent Information

Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Filing Date
2022-01-07
Publication Date
2026-04-14

AI Technical Summary

Technical Problem

Existing display element compositions, such as those described in Patent Document 1, do not adequately meet the market demand for higher image quality and energy efficiency, particularly in terms of reflectivity and power consumption.

Method used

A white pigment dispersion comprising a white inorganic pigment, a polymeric dispersant with carboxyl or phosphate groups, and a dispersion aid with a phthalimide skeleton, which improves the dispersion and reflectivity of partition walls in display elements.

Benefits of technology

The combination enhances the reflectivity of partition walls, leading to improved image quality and reduced power consumption in display elements like micro-light-emitting diodes (LEDs) and organic electroluminescent (OLED) elements.

✦ Generated by Eureka AI based on patent content.

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Abstract

To provide a white pigment dispersion and a composition for forming a white partition which enable formation of a partition of a display element having good reflectance.SOLUTION: A white pigment dispersion contains a white inorganic pigment, a polymer dispersion, a dispersion assistant, and a solvent. The polymer dispersion is an acid value type polymer dispersion having a carboxyl group or a phosphate group, the dispersion assistant contains a compound having a phthalimide skeleton as an active ingredient, the phthalimide skeleton may have a substituent connected to the carbon atom, and a group having a carboxy group or a group containing a nitrogen-containing six-membered ring quaternary ammonium cation is connected to the nitrogen atom in the phthalimide skeleton.SELECTED DRAWING: None
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Description

[Technical Field]

[0001] The present invention relates to a white pigment dispersion and a white septum-forming composition containing the same. [Background technology]

[0002] For example, in display panels using display elements such as micro-light-emitting diodes (LEDs) or organic electroluminescent (OLED) elements, a fine pattern is formed that is partitioned by partitions to suppress the mixing of light colors, and light-emitting parts are provided between the partitions. Such partitions are formed, for example, from a resin composition. As a composition that can constitute such a resin composition, a colored composition having opacity, reflectivity, etc., in order to suppress the mixing of light colors has been proposed (Patent Document 1).

[0003] Patent Document 1 describes a negative-type photosensitive colored composition containing (A) a white pigment, (B) a siloxane resin, (C) a photopolymerization initiator, (D) a photopolymerizable compound, and (E) an organic solvent, wherein the (B) siloxane resin contains structural units derived from a fluorine-containing alkoxysilane compound and structural units derived from a bifunctional alkoxysilane compound, and these units are present in predetermined amounts. It is stated that with this configuration, a thick cured film with high reflectivity, high resolution, and excellent heat resistance can be formed. [Prior art documents] [Patent Documents]

[0004] [Patent Document 1] International Publication No. 2019 / 176785 [Overview of the Initiative] [Problems that the invention aims to solve]

[0005] However, while the reflectivity can be improved to some extent by using the composition described in Patent Document 1, for example, there is still room for improvement to meet the market's demand for higher image quality.

[0006] Furthermore, in order to mitigate global warming in recent years, there is a need to reduce the power consumption of display elements. However, it is generally known that in the display elements described above, if the reflectivity of the partitions is low, it is necessary to increase the voltage in order to increase the color density of each section. As a result, in order to reduce power consumption, it is necessary to improve the reflectivity, but even if the composition described in Patent Document 1 is used, for example, there is room for improvement in order to meet the recent demands for energy conservation.

[0007] Therefore, the object of the present invention is to provide a white pigment dispersion and a white partition-forming composition that can form partitions for display elements having good reflectivity. [Means for solving the problem]

[0008] The inventors diligently conducted research to solve the aforementioned problems. As a result, they discovered that it is possible to improve the reflectivity of the partition wall of a display element by using a combination of a specific polymer-based dispersant and a specific dispersion aid, and thus completed the present invention. The gist of the present invention is as follows.

[0009] [1] A white pigment dispersion comprising a white inorganic pigment, a polymeric dispersant, a dispersion aid, and a solvent, wherein the polymeric dispersant is an acid-value type polymeric dispersant having a carboxyl group or a phosphate group, and the dispersion aid contains a compound having a phthalimide skeleton as an active ingredient, the phthalimide skeleton may have substituents directly attached to its carbon atoms, and the nitrogen atom in the phthalimide skeleton is linked to a group having a carboxyl group or a group having a nitrogen-containing six-membered ring quaternary ammonium cation. [2] The white pigment dispersion according to the preceding paragraph [1], wherein the substituent directly attached to the carbon atom is independently a hydrogen atom, a halogen atom, an alkyl group, or an aromatic hydrocarbon group. [3] The white pigment dispersion according to item [1] or [2] above, wherein the group having a carboxyl group is a saturated hydrocarbon group having a carboxyl group, or an oxygen-containing five-membered ring residue having a carboxyl group. [4] The white pigment dispersion according to any one of the preceding items [1] to [3], wherein the compound having a phthalimide skeleton in which a group having a carboxy group is linked to a nitrogen atom is at least one selected from the compounds represented by the following formula (1).

[0010]

Chemical formula

[0011] (In formula (1), R 1 ~R 4 each independently represents a hydrogen atom, a halogen atom, an alkyl group or an aromatic hydrocarbon group, and X represents a divalent saturated hydrocarbon group which may have a substituent or a group represented by the following formula (2). In formula (2), “*” represents a bond.)

[0012]

Chemical formula

[0013] [5] The white pigment dispersion according to any one of the preceding items [1] to [3], wherein the compound having a phthalimide skeleton in which a group having a nitrogen-containing six-membered ring quaternary ammonium cation is linked is at least one selected from the compounds represented by the following formula (3).

[0014]

Chemical formula

[0015] (In formula (3), R 1 ~R 4 each independently represents a hydrogen atom, a halogen atom, an alkyl group or an aromatic hydrocarbon group, and A represents a group having a nitrogen-containing six-membered ring quaternary ammonium cation.) [6] A white partition forming composition comprising the white pigment dispersion according to any one of the preceding items [1] to [5], and a white partition forming component.

Advantages of the Invention

[0016] According to the present invention, it is possible to provide a white pigment dispersion capable of forming a partition wall of a display element having good reflectivity and a composition for forming a white partition wall.

Brief Description of Drawings

[0017] [Figure 1] (a) It is a figure which showed the imaging | photography of Example 1. (b) It is a figure which showed the imaging | photography of Comparative Example 3.

Embodiments for Carrying Out the Invention

[0018] The white pigment dispersion according to an embodiment of the present invention includes a white inorganic pigment, a polymer dispersant, a dispersion aid, and a solvent. The polymer dispersant is an acid value type polymer dispersant having a carboxy group or a phosphoric acid group. The dispersion aid contains a compound having a phthalimide skeleton as an active ingredient. And the phthalimide skeleton may have a substituent directly bonded to the carbon atom, and a group having a carboxy group or a group having a nitrogen-containing six-membered ring quaternary ammonium cation is linked to the nitrogen atom in the phthalimide skeleton.

[0019] Such a white pigment dispersion not only has a good dispersion state in the dispersion by containing the above-mentioned specific acid value type polymer dispersant and specific dispersion aid, but also maintains a good dispersion state in the coating film or partition wall. It is thought that. By improving the dispersion state in the coating film, the surface of the coating film becomes smooth and can reflect more light.In addition, regarding the light that has passed through the titanium oxide on the surface, the titanium oxide uniformly present inside the coating film reflects it. It is considered that the reflectance can be improved. As a result, it is considered that the reflectance of the partition wall obtained using this is improved.

[0020] The aforementioned white inorganic pigment is not particularly limited as long as it can conceal or reflect the light emitted from the light-emitting part. Examples include alumina, magnesium oxide, antimony oxide, titanium oxide, zirconium oxide, aluminum hydroxide, magnesium hydroxide, barium sulfate, magnesium carbonate, barium carbonate, calcium carbonate, lead sulfate, lead phosphate, zinc phosphate, silicon dioxide, zinc oxide, tin oxide, strontium sulfide, strontium titanate, barium titanate, barium tungstate, calcium silicate, aluminum silicate, lead metasilicate, talc, mica, kaolin, clay, bismuth chloride oxide, hollow silica particles, etc. Of these, alumina, magnesium oxide, antimony oxide, titanium oxide, zirconium oxide, aluminum hydroxide, magnesium hydroxide, barium sulfate, magnesium carbonate, and barium carbonate are preferred, and titanium oxide is particularly preferred. These white inorganic pigments may be included individually or in combination of two or more types. Titanium oxide may be of the anatase type or rutile type, but the rutile type is preferred.

[0021] White inorganic pigments may be surface-treated. Examples of such surface treatments include coatings using inorganic compounds such as (hydrated) alumina, silica (high-density silica, porous silica), and zirconia, or organic compounds such as fatty acids, silicones, polyols, and amines, or combinations thereof.

[0022] From the viewpoint of reflectance and coloring power, the average primary particle size of the white inorganic pigment is preferably 100 to 400 nm. The average primary particle size can be measured, for example, using a transmission electron microscope JEM-1011 manufactured by JEOL Ltd.

[0023] The content of the white inorganic pigment is preferably 50 to 80% by weight in the white pigment dispersion.

[0024] The polymeric dispersant can be any acid-value polymeric dispersant having a carboxyl group or a phosphate group (hereinafter sometimes referred to as "acidic group"). For example, a polymeric dispersant containing a polymer having a carboxyl group or a phosphate group in its side chain as an active ingredient can be used. The main chain structure of the polymer is not particularly limited, but it is preferable to have structural units derived from monomers having carbon-carbon double bonds. Furthermore, when using multiple types of monomers, it is preferable to use a combination of those with and without acidic groups from the viewpoint of adjusting the acid value. Such polymers are preferably copolymers. The copolymer may be a random copolymer, an alternating copolymer, a block copolymer, or any other copolymer. The structure of the block copolymer is not particularly limited, and examples include an AB-type block copolymer in which an A block derived from monomer A and a B block derived from a different monomer B are bonded, a BAB-type block copolymer having a B block-A block-B block structure, and an ABC-type block copolymer having an A block-B block-C block structure in which monomer A and a C block derived from monomer C, which is different from monomer B, are bonded. Furthermore, from the viewpoint of dispersibility and developability, the block copolymer preferably includes blocks having acidic groups and blocks not having acidic groups. Also, each block may be composed of structural units derived from a single monomer or from structural units derived from multiple monomers. When a block is composed of structural units derived from multiple monomers, each structural unit may be included within the block in any manner, such as random copolymerization or block copolymerization.

[0025] Examples of monomers having a carbon-carbon double bond include vinyl monomers having a carboxyl group or a phosphate group, and vinyl monomers that do not have an acidic group.

[0026] Examples of vinyl monomers having acidic groups include (meth)acrylic acid, crotonic acid, maleic acid, fumaric acid, itaconic acid, monomers obtained by reacting hydroxyalkyl (meth)acrylates such as 2-hydroxyethyl (meth)acrylate and 4-hydroxybutyl (meth)acrylate with acid anhydrides such as maleic anhydride, succinic anhydride, and phthalic anhydride, vinyl monomers having carboxyl groups such as vinylbenzoic acid; vinyl monomers having sulfonic acid groups such as styrene sulfonic acid, dimethylpropyl sulfonic acid (meth)acrylamide, ethyl sulfonate (meth)acrylate, ethyl sulfonate (meth)acrylamide, and vinyl sulfonic acid; and vinyl monomers having phosphate groups such as methacryloyloxyethyl phosphate ester.

[0027] Examples of vinyl monomers that do not have an acidic group include methyl (meth)acrylate, ethyl (meth)acrylate, n-propyl (meth)acrylate, isopropyl (meth)acrylate, n-butyl (meth)acrylate, isobutyl (meth)acrylate, s-butyl (meth)acrylate, t-butyl (meth)acrylate, n-hexyl (meth)acrylate, n-octyl (meth)acrylate, isooctyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, n-nonyl (meth)acrylate, isononyl (meth)acrylate, and methyl (meth)acrylate. Alkyl esters of (meth)acrylates such as n-decyl acid, isodecyl (meth)acrylate, n-dodecyl (meth)acrylate, n-stearyl (meth)acrylate; alicyclic alkyl esters of (meth)acrylates such as cyclohexyl (meth)acrylate, methylcyclohexyl (meth)acrylate, cyclododecyl (meth)acrylate, bornyl (meth)acrylate, isobornyl (meth)acrylate, dicyclopentanyl (meth)acrylate, dicyclopentenyl (meth)acrylate, dicyclopentenyloxyethyl (meth)acrylate; (meth) Examples include aryl esters of (meth)acrylates such as benzyl acrylic acid, phenyl (meth)acrylate, and phenoxyethyl (meth)acrylate; hydroxyl group-containing (meth)acrylates such as 2-hydroxyethyl (meth)acrylate, 3-hydroxypropyl (meth)acrylate, 2-hydroxypropyl (meth)acrylate, and 4-hydroxybutyl (meth)acrylate; (meth)acrylates having polyethylene glycol structural units such as diethylene glycol mono(meth)acrylate, triethylene glycol mono(meth)acrylate, tetraethylene glycol mono(meth)acrylate, polyethylene glycol mono(meth)acrylate, methoxydiethylene glycol (meth)acrylate, methoxytriethylene glycol (meth)acrylate, methoxytetraethylene glycol (meth)acrylate, and methoxypolyethylene glycol (meth)acrylate; aromatic vinyl monomers such as styrene, α-methylstyrene, 4-methylstyrene, 2-methylstyrene, 3-methylstyrene, 4-methoxystyrene, 2-hydroxymethylstyrene, and 1-vinylnaphthalene; and the like.

[0028] The acid value of the polymeric dispersant, or in other words, the polymer included as the active ingredient, is preferably greater than 0 mgKOH / g and 200 mgKOH / g or less, from the viewpoint of dispersion stability. The amine value may be present as long as it does not exceed the acid value, but it is more preferable that there is no amine value. Furthermore, the weight-average molecular weight of the polymer is preferably between 3000 and 30000.

[0029] Polymeric dispersants containing polymers having carboxyl groups or phosphate groups in their side chains as active ingredients can be those described in, for example, Japanese Patent Publication No. 6437628. Commercially available dispersants can also be used. Examples of commercially available dispersants include: Otsuka Chemical Co., Ltd.: Tarplus MD1000, D2011, MD1100; BASF: JDX-C3000A; Bic Chemie: DISPERBYK-111; Lubrizol: S36000; Kyoeisha Chemical Co., Ltd.: Floren G-700.

[0030] The content of the polymeric dispersant is preferably 1 to 20 parts by weight, and more preferably 1 to 10 parts by weight, per 100 parts by weight of the white inorganic pigment.

[0031] As mentioned above, the polymeric dispersant can be any acid-value polymeric dispersant having a carboxyl group or a phosphate group, but from the viewpoint of forming a partition wall for a display element with better reflectivity, one having a carboxyl group is preferred.

[0032] The dispersing agent may be any compound having the specific structure described above, but from the viewpoint of forming a partition wall of the display element with better reflectivity, it is preferable that the compound having the phthalimide skeleton is at least one selected from the compounds represented by the following formulas (1) or (3).

[0033] [ka]

[0034] (In formula (1), R 1~R 4 Each independently represents a hydrogen atom, a halogen atom, an alkyl group or an aromatic hydrocarbon group, and X represents a divalent saturated hydrocarbon group which may have a substituent or a group represented by the following formula (2). In formula (2), "*" represents a bond.)

[0035]

Chemical formula

[0036]

Chemical formula

[0037] (In formula (3), R 1 ~R 4 Each independently represents a hydrogen atom, a halogen atom, an alkyl group or an aromatic hydrocarbon group, and A represents a group having a nitrogen-containing six-membered quaternary ammonium cation.)

[0038] When R 1 ~R 4 in formulas (1) and (3) is independently an alkyl group, there is no particular limitation, but from the viewpoint of dispersion stability, those having 1 to 6 carbon atoms are preferable. The alkyl group may or may not have a substituent. When having a substituent, for example, a hydroxy group, a carboxy group, an alkoxy group, a carboxylic acid ester group, an amino group, an amide group, etc. can be mentioned. R 1 ~R 4 When independently represents an aromatic hydrocarbon group, there is no particular limitation, but from the viewpoint of dispersion stability, those having 6 to 12 carbon atoms are preferable. The aromatic hydrocarbon group may or may not have a substituent. When having a substituent, for example, a hydroxy group, a carboxy group, an alkoxy group, a carboxylic acid ester group, an amino group, an amide group, etc. can be mentioned.)

[0039] As the compounds represented by formulas (1) and (3), R 1 ~R 4 are each independently preferably a hydrogen atom or a halogen atom. The halogen atom is not particularly limited, but a chlorine atom is particularly preferable.)

[0040] When X in formula (1) is a divalent saturated hydrocarbon group which may have substituents, such saturated hydrocarbon groups preferably have 1 to 10 carbon atoms, more preferably 1 to 4 carbon atoms. Such saturated hydrocarbon groups may be linear or branched, but linear is preferred. If substituents are present, examples include alkoxy groups, carboxylic acid ester groups, amino groups, amide groups, etc.

[0041] If X in formula (1) is a group represented by formula (2) which may have substituents, examples of substituents include alkoxy groups, carboxylic acid ester groups, amino groups, amide groups, etc. It is preferable that the group represented by formula (2) does not have substituents.

[0042] Examples of nitrogen-containing six-membered quaternary ammonium cations contained in the group represented by A in formula (3) include any of the group of cations shown in formula (4) below. In formula (4), "*" represents a bond.

[0043] [ka]

[0044] Examples of the dispersing agents described above are shown in the following formulas (5) to (7). Formula (5) is N-propionylphthalimide, formula (6) is 3,4,5,6-tetrachlorophthalimidopropionic acid, and formula (7) is 1-(4-(4-phenylphthalimide)phenyl)pyridinium sulfonic acid.

[0045] [ka]

[0046] [ka]

[0047] [ka]

[0048] The amount of dispersant is preferably 1 to 10 parts by weight per 100 parts by weight of white inorganic pigment.

[0049] Dispersing agents can be synthesized according to standard methods, or commercially available ones can be used.

[0050] Various organic solvents can be used as solvents. For example, ethanol, isopropyl alcohol, 1-propyl alcohol, 1-butanol, 2-butanol, isopentyl alcohol, ethylene glycol monomethyl ether, ethylene glycol dimethyl ether, ethylene glycol monoethyl ether, methoxymethyl acetate, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monomethyl ether acetate, propylene glycol monopropyl ether, ethylene glycol monomethyl ether acetate, 1-methoxypropyl-2-acetate, acetol, acetylacetone, methyl isobutyl ketone, methyl ethyl ketone, methyl propyl ketone, methyl lactate, toluene, cyclopentanone, cyclohexane, n-heptane, benzene, methyl acetate, ethyl acetate, propyl acetate, isobutyl acetate, butyl acetate, isopentyl acetate, pentyl acetate, 3-hydroxy-3-methyl-2-butanone, 4-hydroxy-3-methyl-2-butanone Examples include 5-hydroxy-2-pentanone, ethylene glycol diethyl ether, ethylene glycol mono-n-butyl ether, ethylene glycol mono-tert-butyl ether, propylene glycol mono-n-butyl ether, propylene glycol mono-t-butyl ether, 2-ethoxyethyl acetate, 3-methoxy-1-butanol, 3-methoxy-3-methylbutanol, 3-methoxy-3-methylbutyl acetate, 3-methoxybutyl acetate, 3-ethoxypropionate ethyl, propylene glycol monomethyl ether propionate, dipropylene glycol methyl ether, diisobutyl ketone, diacetone alcohol, ethyl lactate, butyl lactate, dimethylformamide, dimethylacetamide, γ-butyrolactone, γ-valerolactone, δ-valerolactone, propylene carbonate, N-methylpyrrolidone, cyclohexanone, cycloheptanone, diethylene glycol monobutyl ether, and ethylene glycol dibutyl ether. These organic solvents may be used individually or in combination of two or more.

[0051] The content of the organic solvent is not particularly limited; for example, the solid content in the white pigment dispersion can be 51 to 85% by weight.

[0052] In addition to the components mentioned above, the white pigment dispersion may contain any additives as needed. Examples of such additives include dispersion resins, antioxidants, UV absorbers, sedimentation inhibitors, and adhesion promoters. Examples of adhesion promoters are those described later.

[0053] White pigment dispersions can be prepared according to standard methods. For example, they can be obtained by adding the various components mentioned above to a known disperser such as a bead mill, sand mill, or disperser and dispersing them. There are no particular limitations on how the components are added; they may be mixed together and dispersed, or they may be added sequentially as appropriate. When the dispersion is performed using a dispersion medium such as zirconia beads, the dispersion may be performed with beads of a predetermined diameter, or it may be performed multiple times while gradually decreasing the bead diameter. The bead diameter, temperature, time, and other conditions can be determined as appropriate.

[0054] The white partition-forming composition according to the embodiment includes the aforementioned white pigment dispersion and white partition-forming component. Because it includes the aforementioned white pigment dispersion, it becomes possible to form partitions for display elements having good reflectivity.

[0055] Examples of white septum-forming components include polymerizable components, polymers, and mixtures thereof.

[0056] Examples of polymers include thermoplastic urethane resins, (meth)acrylic resins, polyamide resins, polyimide resins, styrene-maleic acid resins, polyester resins, silicone resins, cardo resins, and epoxy resins.

[0057] The polymer content in the white septum-forming composition is preferably 20 to 60% by weight of the total solid content of the white septum-forming composition.

[0058] As the polymerizable component, any available in the art can be used. For example, at least one addition polymerizable compound having at least one ethylenically unsaturated double bond, preferably two or more, can be selected from compounds having at least one terminal ethylenically unsaturated bond. Examples of such addition polymerizable compounds include monofunctional or polyfunctional acrylates. The content of the polymerizable component in the white septum-forming composition is preferably 20 to 60% by weight of the total solid content of the white septum-forming composition. When a photopolymerization initiator is used together with such an addition polymerizable compound, the polymerizable component includes the photopolymerization initiator.

[0059] The white septum-forming composition may contain various additives as needed, such as antioxidants, ultraviolet absorbers, sensitizers (sensitizing dyes), chain transfer agents, fluorine-based organic compounds, photopolymerization initiators, photopolymerization inhibitors, fillers, surfactants, adhesion promoters, anti-aggregation agents, and surface modifiers (leveling agents).

[0060] Among these additives, adhesion promoters can be used to improve the adhesion between the white barrier-forming composition and the substrate (glass plate) during development. Adhesion promoters commonly used in this art can be applied. Examples include silane compound-based adhesion promoters such as silane coupling agents, and polymer-based adhesion promoters. Of these, polymer-based adhesion promoters tend to be more effective. Commercially available polymer-based adhesion promoters can be used. Examples include BYK-4509, BYK-4510, and BYK-4512 from BIC Chemie Japan Co., Ltd.; Disparon APA-100 from Kusumoto Kasei Co., Ltd.; and TEGO AddBond LTW, TEGO AddBond LTW-B, TEGO AddBond LTH, TEGO AddBond HS, TEGO AddBond 1270, TEGO AddBond 2440, and TEGO AddBond 2220 ND from Evonik Japan, but are not limited to these. There are no particular limitations on the timing of adding the adhesion promoter. The entire amount may be added to the aforementioned white pigment dispersion in advance and used to prepare the white partition-forming composition, or the entire amount may be added when preparing the white partition-forming composition, or it may be added in appropriate amounts to the white pigment dispersion and the white partition-forming composition when preparing them. Furthermore, the content of the adhesion promoter in the white partition-forming composition can be appropriately determined depending on the type of adhesion promoter, etc. Generally, a small amount is sufficient.

[0061] A white septum-forming composition can be obtained, for example, by adding and dispersing the aforementioned components in a known disperser such as a bead mill, sand mill, or disperser.

[0062] The above-described white partition-forming composition can form a cured product with good reflectivity, and is therefore suitable for application to partitions of display elements such as micro light-emitting diodes (LEDs) and organic electroluminescent (OLED) elements. [Examples]

[0063] The embodiments of the present invention will be described in detail below based on examples.

[0064] The white inorganic pigment, polymer-based dispersant, dispersion aid, solvent, white coating film-forming component, and white partition-forming component used in Examples 1-3 and Comparative Examples 1-3 described later are shown below.

[0065] (1) White inorganic pigment (1-1) CR-60 Ishihara Sangyo Co., Ltd., Typepeke CR-60, Rutile-type titanium dioxide (TiO2), Average primary particle size: 0.21 μm, Surface treatment: Alumina. (2) Polymer-based dispersants (2-1) MD1100 Otsuka Chemical Co., Ltd., Tarplus MD1100, an acid-value type polymer dispersant containing a carboxyl-group-containing BAB triblock copolymer as an active ingredient, acid value: 85 mg KOH / g, amine value: 0 mg KOH / g, weight-average molecular weight: 25700, solids content: 40% by weight. (2-2)C3000A BASF JDX-C3000A, an acid-value type polymer dispersant containing an acrylic polymer compound with carboxyl groups as an active ingredient, acid value: 85 mg KOH / g, amine value: 0 mg KOH / g, weight-average molecular weight: 10000, solids content: 100% by weight.

[0066] (3) Dispersing agent (3-1) Dispersing agent I It contains as an active ingredient the compound shown in formula (5) (N-propionylphthalimide), obtained according to a standard method, with a solid content of 100% by weight.

[0067] (3-2) Dispersing agent II It contains the compound represented by formula (6) (3,4,5,6-tetrachlorophthalimidopropionic acid), obtained according to a standard method, as an active ingredient, with a solid content of 100% by weight.

[0068] (3-3) Dispersing agent III It contains the compound represented by formula (7), obtained according to a standard method (1-(4-(4-phenylphthalimido)phenyl)pyridinium sulfonic acid), as an active ingredient, with a solid content of 100% by weight.

[0069] (3-4) Dispersing agent IV The active ingredient is the compound represented by the following formula (8) obtained according to a standard method (2-({4,6-bis[(5-carbamoyl-2-methoxyphenol)amino]-1,3,5-triazine-2-yl}amino)benzenesulfonic acid), solid content: 100% by weight. [ka]

[0070] (3-5) Dispersing agent V It contains as an active ingredient the compound shown in the following formula (9) (N-(1-aminoethyl)phthalimide), obtained according to a standard method, with a solid content of 100% by weight. [ka]

[0071] (3-6) Dispersing agent VI It contains as an active ingredient the compound represented by the following formula (10) (4-(3-(dimethylamino)propoxy)butanal), obtained according to a standard method, with a solid content of 100% by weight. [ka]

[0072] (4) Solvent (4-1) Propylene glycol monomethyl ether acetate (PMA), manufactured by Kyowa Hakko Chemical Co., Ltd.

[0073] (5) Ingredients for forming white paint film (5-1)RD-Y-206 Alkali-soluble resin, Acrycure® RD-Y-206, manufactured by Nippon Shokubai Co., Ltd. ((meth)acrylic polymer, solids content: 40% by weight)

[0074] (6) Ingredients for forming white partition walls (6-1) DPHA Dipentaerythritol hexaacrylate, manufactured by Nippon Kayaku Co., Ltd. (6-2)184 BASF's Omnirad® 184, a photopolymerization initiator.

[0075] (Example 1) <Preparation of white pigment dispersion> To 63.05 parts by weight (solids) of white inorganic pigment (CR-60), 5.2 parts by weight (solids) of polymeric dispersant (MD1100), and 1.95 parts by weight (solids) of dispersion aid I, solvent (PMA) was added so that the total concentration of the white inorganic pigment and dispersion aid I reached 65% by weight. Then, 400 parts by weight of zirconia beads with a particle size of 0.5 mm were added per 100 parts by weight of the white pigment dispersion, and the mixture was dispersed with paint conditioner for 30 minutes. The solids content concentration of the obtained white pigment dispersion was 70.2% by weight.

[0076] <Preparation of a composition for forming a white coating film> To the obtained white pigment dispersion, a white coating film-forming component (RD-Y-206) was added so that the total ratio (solid content) of the white inorganic pigment and dispersion aid I when cured was 60% by weight. PMA was then added so that the solid content of the white coating film-forming composition was 46% by weight, and the mixture was stirred using a vortex mixer to obtain a white coating film-forming composition.

[0077] (Example 2) A white pigment dispersion and a white coating film-forming composition were obtained in the same manner as in Example 1, except that dispersion aid I was replaced with dispersion aid II. The solid content concentration of the white pigment dispersion was 70.2% by weight.

[0078] (Example 3) A white pigment dispersion and a white coating film-forming composition were obtained in the same manner as in Example 1, except that dispersion aid I was replaced with dispersion aid III. The solid content concentration of the white pigment dispersion was 70.2% by weight.

[0079] (Example 4) <Preparation of white pigment dispersion> A white pigment dispersion was obtained in the same manner as in Example 1, except that a solvent (PMA) was added to 67.9 parts by weight (solids) of white inorganic pigment (CR-60), 5.6 parts by weight (solids) of polymeric dispersant (C3000A), and 2.1 parts by weight (solids) of dispersion aid I, so that the total concentration of the white inorganic pigment and dispersion aid I was 70% by weight. The solids content of the obtained white pigment dispersion was 75.6% by weight.

[0080] <Preparation of a composition for forming a white coating film> Using the obtained white pigment dispersion, a white coating film-forming composition was obtained in the same manner as in Example 1.

[0081] (Example 5) A white pigment dispersion and a white coating film-forming composition were obtained in the same manner as in Example 4, except that dispersion aid I was replaced with dispersion aid II. The solid content concentration of the white pigment dispersion was 75.6% by weight.

[0082] (Example 6) A white pigment dispersion and a white coating film-forming composition were obtained in the same manner as in Example 4, except that dispersion aid I was replaced with dispersion aid III. The solid content concentration of the white pigment dispersion was 75.6% by weight.

[0083] (Comparative Example 1) Except for changing dispersion aid I to dispersion aid IV, the same procedure as in Example 1 was used to produce a white pigment dispersion and A composition for forming a white coating film was obtained. The solid content concentration of the white pigment dispersion was 70.2% by weight.

[0084] (Comparative Example 2) A white pigment dispersion and a white coating film-forming composition were obtained in the same manner as in Example 1, except that dispersion aid I was replaced with dispersion aid V. The solid content concentration of the white pigment dispersion was 70.2% by weight.

[0085] (Comparative Example 3) Except for changing dispersion aid I to dispersion aid VI, the same procedure as in Example 1 was used to produce a white pigment dispersion and A composition for forming a white coating film was obtained. The solid content concentration of the white pigment dispersion was 70.2% by weight.

[0086] (Comparative Example 4) A white pigment dispersion and a white coating film-forming composition were obtained in the same manner as in Example 4, except that dispersion aid I was replaced with dispersion aid IV. The solid content concentration of the white pigment dispersion was 75.6% by weight.

[0087] (Comparative Example 5) A white pigment dispersion and a white coating film-forming composition were obtained in the same manner as in Example 4, except that dispersion aid I was replaced with dispersion aid V. The solid content concentration of the white pigment dispersion was 75.6% by weight.

[0088] (Comparative Example 6) A white pigment dispersion and a white coating film-forming composition were obtained in the same manner as in Example 4, except that dispersion aid I was replaced with dispersion aid VI. The solid content concentration of the white pigment dispersion was 75.6% by weight.

[0089] (evaluation) <Formation of hardened film> Each of the white coating-forming compositions obtained in Examples 1-6 and Comparative Examples 1-6 was applied to a 1 mm thick, 100 mm square glass plate using a spin coater (MIKASA Opticoat MS-A150) to prepare a coated film. During this process, the rotation speed was adjusted for each white coating-forming composition to achieve a film thickness of approximately 10 μm. After drying at room temperature for 3 minutes, the films were heated at 90°C for 2.5 minutes (pre-bake), followed by heating at 230°C for 30 minutes (post-bake) to obtain three cured films with different film thicknesses.

[0090] <Measurement of reflectance> First, the number of visible granular particles in the obtained cured film was measured. Reflectance measurements were performed on cured films with fewer than 20 granular particles in a 5cm square area. For films with 20 or more granular particles, reflectance measurements were not performed as they were unsuitable for practical use, and they were labeled as foreign matter in the reflectance measurement section of Table 1. Next, the reflectance of each cured film obtained was measured using a spectrophotometer (Konica Minolta, product name CM-3700A). A D65 light source was selected, and the Y value was measured using the SCI method, with the average value of n(n) being calculated. For the cured films obtained using each white coating composition, a calibration curve was obtained by plotting the reflectance against the film thickness, and the reflectance at a film thickness of 10 μm was calculated from this calibration curve.

[0091] <Cross-sectional observation of the hardened film> For the cured films formed on the surface of glass plates using the white coating compositions obtained in Example 1 and Comparative Example 3, oblique views including the cross-section in the stacking direction of the glass plate and the cured film were acquired using a scanning electron microscope (Hitachi High-Tech Corporation, S-4800), and the cross-sectional structure was observed visually. Figure 1(a) shows the image for Example 1, and (b) shows the image for Comparative Example 3. In the oblique views shown in Figures 1(a) and (b), reference numeral 1 denotes the surface of the cured film formed on the glass plate surface, reference numeral 2 denotes the cross-section of the cured film, and reference numeral 3 denotes the cross-section of the glass plate.

[0092] Table 1 shows the component composition and calculated reflectance of the cured films for Examples 1-6 and Comparative Examples 1-6.

[0093] [Table 1]

[0094] As shown in Table 1, it can be seen that by using a combination of a predetermined polymer-based dispersant and a predetermined dispersion aid, the reflectivity is better compared to the comparative example which does not use such a combination. Furthermore, in the cured film of Example 1 in Figure 1(a), the surface (reference numeral 1 in Figure 1(a)) is smooth and even, and the titanium dioxide in the cross-section of the cured film (reference numeral 2 in Figure 1(a)) is dispersed and spread throughout the entire cured film. In contrast, in the cured film of Comparative Example 3 in Figure 1(b), the surface (reference numeral 1 in Figure 1(b)) is uneven, and in the cross-section of the cured film (reference numeral 2 in Figure 1(b)), it can be seen that there is a large difference between the dense and sparse areas due to the aggregation of titanium dioxide.

[0095] (Example 7) <Preparation of a composition for forming white septa> To the white pigment dispersion obtained in Example 1, 27.2% by weight of DPHA and 8.0% by weight of Omnirad® 184 were added as white septum-forming components so that the total ratio (solid content) of the white inorganic pigment and dispersion aid I when cured film is 60% by weight. PMA was then added so that the solid content of the white septum-forming composition was 70% by weight, and the mixture was stirred with a vortex mixer to obtain a white septum-forming composition.

[0096] (evaluation) <Formation of hardened film> The white partition-forming composition obtained in Example 7 was applied to a 1 mm thick, 100 mm square glass plate using a spin coater (MIKASA Opticoat MS-A150) to prepare a coated film. During this process, the rotation speed was adjusted to achieve a film thickness of approximately 10 μm, with the film thickness being a baseline. After drying at room temperature for 2.5 minutes, the plate was heated at 90°C for 3 minutes (pre-bake). Furthermore, exposure was performed using an exposure apparatus (Ushio Inc. UVC-02516S1LP01) at 900 mJ / cm². 2 By irradiating the coated film with ultraviolet light to achieve a specific exposure intensity and heating it at 230°C for 30 minutes (post-bake), three types of cured films with different thicknesses were obtained.

[0097] <Measurement of reflectance> The reflectance of the cured film of the white partition-forming composition obtained in Example 7 was calculated in the same manner as for the cured film of the white coating-forming composition. The component composition and the calculated reflectance of the cured film of Example 7 are shown in Table 2.

[0098] [Table 2]

[0099] As shown in Table 2, even when a cured film is formed using a white partition-forming component, it exhibits better reflectivity than the comparative example, similar to Examples 1-6. [Explanation of symbols]

[0100] 1. Surface of the cured film 2. Cross-section of the cured film 3. Cross-section of a glass plate

Claims

1. A white pigment dispersion comprising a white inorganic pigment, a polymer-based dispersant, a dispersion aid, and a solvent, The polymeric dispersant is an acid-value type polymeric dispersant having a carboxyl group or a phosphate group. The aforementioned dispersing aid contains a compound having a phthalimide skeleton as an active ingredient, The phthalimide skeleton may have substituents directly attached to its carbon atoms. A white pigment dispersion wherein the nitrogen atom in the phthalimide skeleton is linked to a group having a carboxyl group or a group having a nitrogen-containing six-membered ring quaternary ammonium cation.

2. The white pigment dispersion according to claim 1, wherein the substituent directly attached to the carbon atom is independently a hydrogen atom, a halogen atom, an alkyl group, or an aromatic hydrocarbon group.

3. The white pigment dispersion according to claim 1 or 2, wherein the group having a carboxyl group is a saturated hydrocarbon group having a carboxyl group, or an oxygen-containing five-membered ring residue having a carboxyl group.

4. The white pigment dispersion according to any one of claims 1 to 3, wherein the compound having the phthalimide skeleton in which the carboxyl group is linked to a nitrogen atom is at least one selected from the compounds represented by the following formula (1). 【Chemistry 1】 (In formula (1), R 1 ~R 4 Each of the following independently represents a hydrogen atom, a halogen atom, an alkyl group, or an aromatic hydrocarbon group, and X represents a divalent saturated hydrocarbon group which may have substituents, or a group represented by the following formula (2). In formula (2), "*" represents a bond. 【Chemistry 2】

5. The white pigment dispersion according to any one of claims 1 to 3, wherein the compound having the phthalimide skeleton to which the group having the nitrogen-containing six-membered ring quaternary ammonium cation is linked is at least one selected from the compounds represented by the following formula (3). 【Transformation 3】 (In formula (3), R 1 ~R 4 (Each represents a hydrogen atom, a halogen atom, an alkyl group, or an aromatic hydrocarbon group, and A represents a group having a nitrogen-containing six-membered ring quaternary ammonium cation.)

6. A composition for forming a white septum, comprising a white pigment dispersion according to any one of claims 1 to 5, and a component for forming a white septum.

Citation Information

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