Dispersion liquid
A dispersion of benzyl 4-hydroxybenzoate with a surfactant and water maintains long-term dispersibility, addressing the limitations of acidic methods and enhancing application on natural fibers.
Patent Information
- Application Number
- JP2024089396
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Filing Date
- 2024-05-31
- Publication Date
- 2025-12-11
AI Technical Summary
Existing methods for dispersing parabens in water require acidic conditions, limiting their application in various fields and are not suitable for natural fibers like feathers and cotton.
A dispersion containing benzyl 4-hydroxybenzoate with a specific average particle size, a surfactant with an aromatic group, and water, which maintains a dispersed state for a long period.
The dispersion achieves excellent dispersibility and stability of benzyl 4-hydroxybenzoate in water, maintaining fine particle size over time and enabling effective application on diverse materials.
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Abstract
Description
[Technical Field]
[0001] The present invention relates to a dispersion comprising benzyl 4-hydroxybenzoate or a salt thereof. [Background technology]
[0002] Parabens (also known as 4-hydroxybenzoic acid esters or paraoxybenzoic acid esters) have excellent antibacterial and antiseptic properties and are widely used as preservatives for cosmetics, pharmaceuticals, food, etc. They have also been reported to have a repellent effect against pests such as mites and slugs (Patent Document 1).
[0003] A technology has been developed to incorporate parabens into synthetic resins to impart their efficacy to the resin itself. For example, an antibacterial resin composition has been proposed that contains at least one agent selected from quaternary ammonium salts and at least one agent selected from parahydroxybenzoic acid ester compounds (Patent Document 2).
[0004] On the other hand, since it is difficult to knead paraben into resins for natural fibers such as feathers and cotton or ready-made products, if it is desired to impart the efficacy of paraben to these objects, one possible method is to disperse paraben in water and apply, sprinkle, spray or immerse the dispersion.
[0005] However, because parabens have low water solubility, an auxiliary agent is required to dissolve or emulsify them in water. For example, a method of adding decaglycerin mono-fatty acid ester to emulsify parabens in water has been proposed (Patent Document 3). [Prior art documents] [Patent documents]
[0006] [Patent Document 1] Japanese Patent Application Publication No. 2019-069934 [Patent Document 2] Japanese Patent Application Publication No. 10-237317 [Patent Document 3] Japanese Patent Application Laid-Open No. 2002-161005 Summary of the Invention [Problem to be solved by the invention]
[0007] However, the method described in Patent Document 3 requires acidic conditions and is therefore not suitable for use in a wide range of fields.
[0008] An object of the present invention is to provide a dispersion containing paraben, which has excellent dispersibility of paraben in water and can maintain the dispersed state for a long period of time. [Means for solving the problem]
[0009] The present inventors have conducted extensive research into dispersions of parabens and have found that a dispersion that is excellent in dispersibility and can maintain a dispersed state for a long period of time can be obtained by containing benzyl 4-hydroxybenzoate having a specific average particle size, a surfactant having an aromatic group, and water, thereby completing the present invention.
[0010] That is, the present invention includes the following preferred embodiments. [1] Component (A) Formula (1) [ka] 0.0001 to 70 mass% of benzyl 4-hydroxybenzoate represented by the formula (I) or a salt thereof, Component (B) 0.0001 to 10% by mass of a surfactant having an aromatic group and water Contains A dispersion in which the average particle size of component (A) is 0.01 to 20 μm. [2] The dispersion according to [1], wherein component (B) is at least one selected from the group consisting of polyoxyethylene styrenated phenyl ether, polyoxyethylene tribenzyl phenyl ether, polyoxyethylene styrenated phenyl ether sulfosuccinate ester salt, polyoxyethylene styrenated phenyl ether sulfate ester salt, polyoxyethylene styrenated phenyl ether phosphate and its salt, styrene-maleic anhydride copolymer salt, and styrene-maleic anhydride copolymer ester salt. [3] The dispersion according to [1] or [2], wherein the 90% particle size of (A) after standing at 60°C for 24 hours is 0.01 to 100 µm. [4] Component (A) Formula (1) [ka] 0.0001 to 70 mass% of benzyl 4-hydroxybenzoate represented by the formula (I) or a salt thereof, Component (B) 0.0001 to 10% by mass of a surfactant having an aromatic group, and water A method for producing a dispersion comprising: A step of mixing components including component (A), component (B), and water to obtain a mixed solution; and Wet grinding of the mixture Including, The method wherein the average particle size of component (A) is 0.01 to 20 μm. [5] The method for producing the dispersion liquid according to [4], wherein the 90% particle size of (A) after standing at 60°C for 24 hours is 0.01 to 100 µm. [6] A method for applying the dispersion according to any one of [1] to [3] to a region or body to be treated, wherein the application is carried out by kneading, scattering, spraying, coating or impregnation. [7] A textile product containing the dispersion liquid according to any one of [1] to [3]. [Effects of the Invention]
[0011] According to the present invention, a dispersion containing benzyl 4-hydroxybenzoate can be obtained, which has excellent dispersibility in water and can maintain a dispersed state for a long period of time. [Brief explanation of the drawings]
[0012] [Figure 1] FIG. 1 is a diagram showing the appearance of the dispersion obtained in Example 1. [Figure 2] FIG. 1 is a diagram showing the appearance of the dispersion obtained in Comparative Example 1. DETAILED DESCRIPTION OF THE INVENTION
[0013] The dispersion of the present invention contains, as component (A), benzyl 4-hydroxybenzoate represented by formula (1) or a salt thereof.
[0014] The benzyl 4-hydroxybenzoate or a salt thereof represented by formula (1) used as component (A) in the dispersion of the present invention may be a commercially available product, or may be, for example, a product obtained by reacting 4-hydroxybenzoic acid with benzyl alcohol in the presence of an acid catalyst.
[0015] The salt of benzyl 4-hydroxybenzoate represented by formula (1) used as component (A) in the dispersion of the present invention is preferably an alkali metal salt or alkaline earth metal salt of benzyl 4-hydroxybenzoate. Specific examples of alkali metals include one or more selected from the group consisting of sodium, potassium, and lithium, and specific examples of alkaline earth metals include magnesium and / or calcium.
[0016] The average particle size of the particles of benzyl 4-hydroxybenzoate or a salt thereof in the dispersion of the present invention is 0.01 to 20 μm, preferably 0.1 to 15 μm, more preferably 0.2 to 10 μm, even more preferably 0.3 to 5.0 μm, still more preferably 0.4 to 2.7 μm, and particularly preferably 0.5 to 1.5 μm. When the average particle size of benzyl 4-hydroxybenzoate or a salt thereof is within the above range, the fine particles of benzyl 4-hydroxybenzoate or a salt thereof have excellent dispersibility in water.
[0017] Benzyl 4-hydroxybenzoate or a salt thereof represented by formula (1) as component (A) having a predetermined average particle size can be obtained by treatment such as dry grinding or wet grinding.
[0018] Here, dry milling refers to a processing method in which a target substance is milled in a gas phase (e.g., in air or an inert gas), while wet milling refers to a processing method in which a target substance is milled in a liquid. Milling can be performed by any method capable of milling particles of benzyl 4-hydroxybenzoate or a salt thereof, and can be performed using a conventional mill / disperser. Examples of such mills include airflow mills (e.g., jet mills), mechanical impact mills (e.g., hammer mills), media mills (e.g., bead mills, ball mills, container-driven mills, attritors), high-pressure shearing machines (e.g., high-pressure homogenizers, microfluidizers, ultimizers, nanomizers), and stone mills (e.g., grinders, disk mills, mills). The dispersion of the present invention is preferably obtained by wet milling, as this facilitates the fine particle size reduction of (A) and the preparation of the dispersion.
[0019] The dispersion of the present invention contains benzyl 4-hydroxybenzoate or a salt thereof that has been micronized by the above-mentioned pulverization in a dispersed state in the liquid.
[0020] The dispersion of the present invention contains 0.0001 to 70 mass % of benzyl 4-hydroxybenzoate represented by formula (1) or a salt thereof as component (A), preferably 0.01 to 60 mass %, more preferably 1 to 50 mass %, even more preferably 10 to 40 mass %, and particularly preferably 20 to 35 mass %.
[0021] The dispersion of the present invention contains as component (B) a surfactant having an aromatic group.
[0022] Examples of the aromatic group include aromatic hydrocarbon rings such as a benzene ring, a naphthalene ring, a biphenyl ring, an anthracene ring, and a phenanthrene ring; and aromatic heterocycles such as a pyrrole ring, a furan ring, a thiophene ring, a pyran ring, a pyridine ring, a pyridazine ring, a pyrimidine ring, a pyrazine ring, a triazine ring, a pyrazole ring, an isoxazole ring, an isothiazole ring, an imidazole ring, an oxazole ring, a thiazole ring, a triazole ring, an oxadiazole ring, a thiadiazole ring, an indole ring, an indazole ring, a benzimidazole ring, a benzoxazole ring, a benzothiazole ring, a quinoline ring, an isoquinoline ring, a cinnoline ring, a phthalazine ring, a quinazoline ring, a quinoxaline ring, a naphthyridine ring, a pteridine ring, a carbazole ring, and an acridine ring.
[0023] The aromatic group may have a substituent, and examples of the substituent include a halogen atom (such as a fluorine atom, a chlorine atom, a bromine atom, or an iodine atom); a hydroxyl group; an alkyl group having 1 to 6 carbon atoms; an alkenyl group having 2 to 6 carbon atoms; an amino group; a carbamoyl group; a nitro group; and a cyano group.
[0024] In the dispersion of the present invention, since the surfactant has an aromatic group as described above, it is possible to maintain the dispersed state of the microparticulated component (A), benzyl 4-hydroxybenzoate or its salt represented by formula (1), for a long period of time.
[0025] The surfactant having an aromatic group, component (B) used in the dispersion of the present invention, may be one or more selected from the group consisting of polyoxyethylene styrenated phenyl ether, polyoxyethylene benzyl phenyl ether, polyoxyethylene styrenated phenyl ether sulfosuccinate ester salt, polyoxyethylene styrenated phenyl ether sulfate ester salt, polyoxyethylene styrenated phenyl ether phosphate ester and its salt, styrene-maleic anhydride copolymer salt, and styrene-maleic anhydride copolymer ester salt. Among these, ionic surfactants are preferred because of their superior dispersibility, and specific examples include one or more selected from the group consisting of polyoxyethylene tristyrenated phenyl ether sulfosuccinate ester sodium salt, polyoxyethylene tristyrenated phenyl ether sulfate ester ammonium salt, and styrene-maleic anhydride copolymer monobutoxyethyl ester ammonium salt.
[0026] The dispersion of the present invention contains 0.0001 to 10 mass %, preferably 0.001 to 7.0 mass %, more preferably 0.01 to 5.0 mass %, even more preferably 0.1 to 3.0 mass %, and particularly preferably 0.7 to 2.0 mass %, of a surfactant having an aromatic group as component (B).
[0027] The dispersion of the present invention exhibits excellent dispersibility by containing component (A) and component (B) within the above ranges.
[0028] The dispersion of the present invention contains water. The type of water is not particularly limited, and any of distilled water, pure water, ultrapure water, ion-exchanged water, tap water, etc. can be used.
[0029] In the dispersion of the present invention, the 90% particle size of component (A) after standing at 60° C. for 24 hours is preferably 0.01 to 100 μm, more preferably 0.1 to 75 μm, and even more preferably 0.5 to 50 μm.
[0030] In the dispersion of the present invention, the 90% particle size of component (A) after standing at 20° C. for 14 days or more is preferably 0.01 to 10 μm, more preferably 0.1 to 7 μm, and even more preferably 0.5 to 3 μm.
[0031] When the 90% particle size of benzyl 4-hydroxybenzoate or a salt thereof is within the above range, the resulting fine particles of benzyl 4-hydroxybenzoate or a salt thereof can maintain high dispersibility in water for a long period of time.
[0032] In the present invention, the 90% particle size refers to the particle size at which the cumulative area from the smallest to the largest accounts for 90% in a volumetric particle size distribution measured using a laser diffraction particle size analyzer (SALD-2200, manufactured by Shimadzu Corporation). In this specification, the 90% particle size is also referred to as D90.
[0033] The dispersion of the present invention may contain other components, such as organic solvents, stabilizers, antifoaming agents, parabens other than component (A), preservatives other than parabens, etc., as needed, within the scope of not impairing the effects of the present invention.
[0034] The organic solvent is preferably a water-miscible organic solvent, and examples of the water-miscible organic solvent include alcohols such as methanol and ethanol; ethers such as tetrahydrofuran; ketones such as acetone; amides such as dimethylformamide and dimethylacetamide; and glycols such as butyl glycol and phenyl glycol.
[0035] Examples of stabilizers include xanthan gum, polyvinyl alcohol and modified products thereof, polyacrylic acid amide and derivatives thereof, ethylene-vinyl acetate copolymer, ethylene-maleic anhydride copolymer, isobutylene-maleic anhydride copolymer, polyvinylpyrrolidone, ethylene-acrylic acid copolymer, vinyl acetate-acrylic acid copolymer, carboxymethyl cellulose, methyl cellulose, casein, gelatin, starch derivatives, gum arabic, and sodium alginate.
[0036] Examples of the antifoaming agent include silicone-based, higher fatty acid amide-based, polyethylene glycol-based, fatty acid lower alcohol ester-based, and polypropylene glycol-based antifoaming agents.
[0037] Examples of parabens other than component (A) include methylparaben, ethylparaben, propylparaben, butylparaben, hexylparaben, and octylparaben.
[0038] Examples of preservatives other than component (A) include sodium benzoate and salicylic acid derivatives.
[0039] The content of other components in the dispersion is preferably 50% by mass or less, more preferably 40% by mass or less, even more preferably 30% by mass or less, even more preferably 20% by mass or less, even more preferably 10% by mass or less, even more preferably 5% by mass or less, and most preferably 1% by mass or less.
[0040] The present invention also provides a compound represented by the formula (1): [ka] 0.0001 to 70 mass% of benzyl 4-hydroxybenzoate represented by the formula (I) or a salt thereof, Component (B) 0.0001 to 10% by mass of a surfactant having an aromatic group, and water A method for producing a dispersion comprising: A step of mixing components including component (A), component (B), and water to obtain a mixed solution; and Wet grinding of the mixture Including, The average particle size of component (A) is 0.01 to 20 μm.
[0041] The method for producing the dispersion of the present invention involves mixing predetermined amounts of (A), (B), water, and, if necessary, other components, and wet-pulverizing the resulting mixture to obtain a dispersion of benzyl 4-hydroxybenzoate or a salt thereof having a predetermined average particle size.
[0042] Wet milling may be carried out using the aforementioned wet mill / disperser until benzyl 4-hydroxybenzoate or a salt thereof reaches a predetermined average particle size. Therefore, the temperature and time for wet milling are not particularly limited, but are preferably in the range of 0 to 50°C, and are preferably in the range of 10 minutes to 10 hours, for example.
[0043] The preferred range of the content of each component when mixed is the same as the preferred range of the content of each component in the dispersion of the present invention described above.
[0044] The order of mixing the components is not particularly limited.
[0045] The dispersion obtained by the production method of the present invention preferably has a 90% particle size of component (A) of 0.01 to 100 μm, more preferably 0.1 to 75 μm, and even more preferably 0.5 to 50 μm after being allowed to stand at 60° C. for 24 hours.
[0046] The dispersion obtained by the production method of the present invention preferably has a 90% particle size of component (A) of 0.01 to 10 μm, more preferably 0.1 to 7 μm, and even more preferably 0.5 to 3 μm after being left to stand at 20°C for 14 days or more.
[0047] The dispersion of the present invention can be applied to a region or object to be treated to impart the antibacterial, anti-algae, pest repellent, and other effects of paraben.
[0048] The dispersion of the present invention can be applied to the area to be treated by methods such as scattering, spraying, and coating, and the dispersion can be applied to the object to be treated by methods such as kneading, scattering, spraying, coating, and impregnation.
[0049] Specific examples of the treated area or object include clothing such as suits, dress shirts, T-shirts, polo shirts, blouses, slacks, skirts, and underwear; footwear such as socks, tabi socks, shoes, boots, sandals, clogs, slippers, and insoles; accessories such as hats, scarves, and gloves; bedding such as futons, sofas, blankets, and pillows; textile and leather shoe products such as towels, bath mats, entrance mats, and carpets; and building materials such as tatami mats, tiles, flooring, wall materials, and flooring.
[0050] By applying the dispersion of the present invention to textile products, textile products containing the dispersion can be obtained.
[0051] The dispersion of the present invention may be prepared at a high concentration and then diluted as needed before use. [Example]
[0052] The particle size and antibacterial activity shown in the examples were measured by the methods described below. <Particle size> The particle size (average particle size, D90) of paraben present in the dispersion was measured using a particle size distribution analyzer (Shimadzu SALD-2200). Smaller average particle size and D90 values indicate better dispersibility of benzyl 4-hydroxybenzoate.
[0053] <Antibacterial> The minimum inhibitory concentrations of each dispersion against each bacterial species were measured according to the standard method (broth microdilution method) of the Japanese Society of Chemotherapy. 0.01 g of the dispersion prepared in the examples, 200 μL of acetone, and 9.79 mL of sterile water were placed in a sample tube and stirred for 1 minute using a vortex mixer to prepare a pre-adjusted solution (dispersion concentration 1,000 ppm).
[0054] 180 μL of the pre-adjusted solution was added to each well in the first column from the left of a 96-well (12 columns x 8 rows) microplate, and 90 μL of sterile water was added to each well in the second to eleventh columns from the left. Next, 90 μL was taken from the well in the first column from the left and added to the well immediately to the right, diluting it to half the concentration. This procedure was repeated for the second column and subsequent columns, preparing dispersion solutions containing 10,000 to 10 ppm in the 96-well microplate. The remaining wells were filled with 90 μL of sterile water alone to serve as blanks.
[0055] Mueller-Hinton (MH) medium (Becton, Dickinson & Company) prepared at 67.5 g / L was sterilized and dispensed at 80 μL into each well. Next, each test fungus was cultured in MH medium at 30°C for 20 hours. The bacterial suspension was then diluted with saline to a concentration of 10 cfu / mL. 10 μL of this suspension was added to each of two horizontal rows of wells and then cultured at 30°C for 24 to 72 hours. After visually confirming the growth of each fungus in the blank, the growth of each fungus in each well was visually observed, and the minimum inhibitory concentration (MIC: μg / mL) was measured. The results are shown in Table 1.
[0056] The fungi used for the test are listed below. [Fungi to be tested] Fungus 1: Staphylococcus aureus (NBRC13276) Fungus 2: Candida albicans NBRC1594 Fungus 3: Aspergillus brasilliensis ATCC16404 Fungus 4: Trichophyton mentagrophytes NBRC32409
[0057] [Example 1] 30 g of benzyl 4-hydroxybenzoate, 1.5 g of polyoxyethylene tristyrenated phenyl ether sulfosuccinate ester sodium salt, 0.1 g of a silicone antifoaming agent (DOWSIL FS Antifoam 92, Dow-Toray), 35 g of water, and 120 g of 0.8 mm glass beads were mixed and placed in a sand grinder (3TSG-1 / 16G, Imex) at 1000 rpm and ground until the D90 reached 1.0 μm or less. The glass beads were filtered from the ground mixture, and water was added to bring the total weight to 100 g. After drying at 105°C for 60 minutes, a dispersion with a solids content of 31.5% by mass was obtained. The particle size and antibacterial activity of the resulting dispersion were measured. The resulting dispersion was divided equally, and one portion was stored at 60°C for 24 hours, while the other portion was stored at 20°C for 14 days. The particle size of each portion was then measured again. The results are shown in Table 1. Figure 1 shows the appearance of the dispersion liquid after standing at 60°C for 24 hours.
[0058] [Example 2] A dispersion was obtained in the same manner as in Example 1, except that polyoxyethylene tristyrenated phenyl ether sulfosuccinate sodium salt was replaced with polyoxyethylene tristyrenated phenyl ether sulfate ammonium salt. The particle size and antibacterial activity of the resulting dispersion were measured. The resulting dispersion was divided equally, and one portion was left standing at 60°C for 24 hours and the other at 20°C for 14 days, and the particle size of each portion was measured again. The results are shown in Table 1.
[0059] [Example 3] A dispersion was obtained in the same manner as in Example 1, except that polyoxyethylene tristyrenated phenyl ether sulfosuccinate ester sodium salt was replaced with styrene-maleic anhydride copolymer monobutoxyethyl ester ammonium salt. The particle size and antibacterial activity of the resulting dispersion were measured. The resulting dispersion was divided equally, and one portion was left standing at 60°C for 24 hours and the other at 20°C for 14 days, and the particle size of each portion was measured again. The results are shown in Table 1.
[0060] [Example 4] A dispersion was obtained in the same manner as in Example 1, except that polyoxyethylene tristyrenated phenyl ether sulfosuccinate sodium salt was replaced with polyoxyethylene tristyrenated phenyl ether phosphate. The particle size and antibacterial activity of the resulting dispersion were measured. The resulting dispersion was divided equally, and one portion was left standing at 60°C for 24 hours and the other at 20°C for 14 days, and the particle size of each portion was measured again. The results are shown in Table 1.
[0061] [Comparative Example 1] A dispersion was obtained in the same manner as in Example 1, except that polyoxyethylene tristyrenated phenyl ether sulfosuccinate ester sodium salt was replaced with diisobutylene-maleic anhydride copolymer sodium salt. The particle size and antibacterial activity of the obtained dispersion were measured. The obtained dispersion was divided equally, and one portion was left standing at 60°C for 24 hours and the other at 20°C for 14 days, and the particle size of each portion was measured again. The results are shown in Table 1. The appearance of the dispersion is shown in Figure 2.
[0062] Comparative Example 2 The same procedure as in Example 1 was carried out except that polyoxyethylene tristyrenated phenyl ether sulfosuccinate sodium salt was changed to polyoxyethylene alkyl ether (branched, carbon number: 8). However, benzyl 4-hydroxybenzoate aggregated and precipitated, and therefore, no dispersion was obtained.
[0063] Comparative Example 3 The same procedure as in Example 1 was carried out except that benzyl 4-hydroxybenzoate was replaced with n-hexyl 4-hydroxybenzoate, but the n-hexyl 4-hydroxybenzoate aggregated and precipitated, and therefore no dispersion was obtained.
[0064] Comparative Example 4 The same procedure as in Example 1 was carried out except that polyoxyethylene tristyrenated phenyl ether sulfosuccinate sodium salt was not added, but benzyl 4-hydroxybenzoate aggregated and precipitated, and therefore no dispersion was obtained.
[0065] [Table 1]
[0066] [Table 2]
[0067] (A-1): Benzyl 4-hydroxybenzoate (A-2): n-Hexyl 4-hydroxybenzoate (B-1): Polyoxyethylene tristyrenated phenyl ether sulfosuccinate sodium salt (B-2): Polyoxyethylene tristyrenated phenyl ether sulfate ester ammonium salt (B-3): Styrene-maleic anhydride copolymer monobutoxyethyl ester ammonium salt (B-4): Polyoxyethylene tristyrenated phenyl ether phosphate ester (B-5): Diisobutylene-maleic anhydride copolymer sodium salt (B-6): Polyoxyethylene alkyl ether (branched, carbon number 8) Defoamer: Polydimethylsiloxane-based composite defoamer
[0068] The dispersions of the present invention (Examples 1 to 4) are fine particles with an average particle size of 0.01 to 20 μm, and therefore have excellent dispersibility in water and maintain a dispersed state even 14 days (20°C) after production. It is also understood that they exhibit antibacterial effects against fungi.
Claims
1. Component (A) Formula (1) 【Chemistry 1】 0.0001 to 70% by mass of benzyl 4-hydroxybenzoate represented by the formula (I) or a salt thereof, Component (B) 0.0001 to 10% by mass of a surfactant having an aromatic group, and water Contains A dispersion in which the average particle size of component (A) is 0.01 to 20 μm.
2. The dispersion according to claim 1, wherein component (B) is at least one selected from the group consisting of polyoxyethylene styrenated phenyl ether, polyoxyethylene tribenzyl phenyl ether, polyoxyethylene styrenated phenyl ether sulfosuccinate ester salts, polyoxyethylene styrenated phenyl ether sulfate ester salts, polyoxyethylene styrenated phenyl ether phosphate esters and salts thereof, styrene-maleic anhydride copolymer salts, and styrene-maleic anhydride copolymer ester salts.
3. 2. The dispersion according to claim 1, wherein the 90% particle size of component (A) after standing at 60° C. for 24 hours is 0.01 to 100 μm.
4. Component (A) Formula (1) 【Chemistry 2】 0.0001 to 70% by mass of benzyl 4-hydroxybenzoate represented by the formula (I) or a salt thereof, Component (B) 0.0001 to 10% by mass of a surfactant having an aromatic group, and water A method for producing a dispersion comprising: A step of mixing components including component (A), component (B), and water to obtain a mixed solution; and Wet grinding of the mixture Including, The average particle size of component (A) is 0.01 to 20 μm.
5. A method for applying the dispersion according to any one of claims 1 to 3 to a region or body to be treated, wherein the application is carried out by kneading, sprinkling, spraying, coating or impregnation.
6. A textile product containing the dispersion according to any one of claims 1 to 3.
Citation Information
Patent Citations
Antimicrobial resin composition and molded product
JP1998237317A
Diatom expellant
JP2002161005A
Pest repellent
JP2019069934A