JP7120382B2 - Method for producing copper compound fine particle-containing dispersion - Google Patents

Description

TECHNICAL FIELD The present invention relates to a method for producing a dispersion, and more particularly to a method for producing a dispersion in which antiviral copper compound particles are stably present in a dispersion medium.

Conventionally, silver ions and copper (II) ions have been used as active ingredients in materials having antibacterial and antiviral properties. Various antiviral materials have been proposed which are dispersed in
However, although the above metal ions can exhibit antiviral properties against viruses having an envelope structure such as influenza virus, they do not exhibit antiviral properties against viruses without an envelope structure such as norovirus. I couldn't.

A monovalent copper compound is also known as a metal compound capable of exhibiting antiviral properties regardless of the presence or absence of an envelope structure. An antiviral composition is described which contains a medium and is characterized by a pH of 6 or less. Patent Document 2 below describes an antibacterial and antiviral composition characterized by containing cuprous oxide particles having a BET specific surface area of 5 to 100 m ² /g, sugars having an aldehyde group, and a photocatalytic substance. It is In Patent Document 3 below, at least one of copper particles and copper compound particles is supported on oxide particles, and a copper-supported oxide having an average secondary particle size of 80 nm to 600 nm and an average secondary particle size of 1 μm to An antiviral coating with 15 μm barium sulphate and a water-repellent resin binder is described.

Japanese Patent No. 5194185 JP 2013-82654 A JP 2015-205998 A

However, in a non-aqueous solvent, fine particles of a monovalent copper compound having antiviral properties tend to aggregate, making it difficult to uniformly disperse the monovalent copper compound. When used as an antiviral molded article coated by mixing with or paint, it was difficult to efficiently express the antiviral properties of the microparticles of the monovalent copper compound.
In addition, when the monovalent copper compound having a large particle size, which is mentioned in the above patent document, is used, the particle surface area becomes small, and the chance of contact with the virus is reduced, thereby lowering the antiviral properties. In addition, an antiviral molded article coated with a monovalent copper compound having a large particle size has a problem that haze and light transmittance are deteriorated and transparency is impaired.
Furthermore, fine particles of monovalent copper compounds can also be obtained by pulverization, but there is also a problem that they tend to aggregate because there is no coating agent or stabilizer, and oxidation of cuprous oxide to copper (II) oxide easily occurs. .

Accordingly, an object of the present invention is to provide a method for producing a dispersion liquid in which fine particles of a copper compound are uniformly and stably dispersed in a dispersion medium, and which can efficiently exhibit antiviral properties possessed by fine particles of a copper compound, particularly a monovalent copper compound. is to provide

According to the present invention, glycols are used as a high boiling point solvent, fatty acid copper and a stabilizer are added to the high boiling point solvent, and this is heated in the presence of water at a temperature below the decomposition initiation temperature of the fatty acid copper. By mixing, the cuprous oxide fine particles coated with fatty acid are dispersed and a high boiling point solvent dispersion containing a stabilizer is prepared, and the high boiling point solvent dispersion is mixed with a low boiling point dispersant in advance. After mixing with a solvent, the high boiling point solvent and the low boiling point solvent are separated into two phases, and cuprous oxide particles coated with fatty acids are extracted from the high boiling point solvent into the low boiling point solvent. Provided is a method for producing a dispersion in which fine particles are dispersed.

According to the present invention, glycols are used as a high boiling point solvent, a fatty acid, a copper compound and a stabilizer are added to the high boiling point solvent, and this is heated and mixed at a temperature of 180 to 230 ° C. to obtain After preparing a high boiling point solvent dispersion in which copper compound fine particles coated with fatty acids are dispersed and containing a stabilizer, and mixing the high boiling point solvent dispersion with a low boiling point solvent in which a dispersant is previously blended, A dispersion liquid in which copper compound fine particles are dispersed, wherein the high boiling point solvent and the low boiling point solvent are separated into two phases, and the copper compound fine particles coated with fatty acid are extracted from the high boiling point solvent into the low boiling point solvent. is provided.

In the method for producing the dispersion of the present invention,
1. Heating and mixing in the preparation of the high boiling point solvent dispersion in the presence of water;
2. The copper compound is any one of copper acetate, copper chloride, and copper bromide;
3. wherein the high boiling solvent is diethylene glycol and the low boiling solvent is butyl acetate;
4. the stabilizing agent is saccharin;
is preferred.

Further, according to the present invention, fatty acid copper and saccharin are added to glycols, and the mixture is heated and mixed in the presence of water at a temperature below the decomposition initiation temperature of the fatty acid copper to decompose the fatty acid copper. There is provided a method for producing a glycol dispersion, characterized by producing a dispersion comprising saccharin in which oxidized fine particles are dispersed .

In the dispersion of the present invention, since the fine copper compound particles are coated with a fatty acid, preferably a fatty acid and an ester compound of the fatty acid, aggregation does not occur even when the copper compound fine particles are contained in a non-aqueous solvent at a high concentration. Since the copper compound fine particles are dispersed uniformly, the excellent properties of the copper compound fine particles can be efficiently exhibited. In particular, when the copper compound is a monovalent copper compound, as described above, it is possible to efficiently exhibit antiviral properties even against viruses that do not have an envelope structure.
Further, in the dispersion of the present invention, the stabilizer contained in the dispersion is thought to be coordinated with the copper compound fine particles as a protective layer. However, the monovalent state can be stably maintained, and together with the coating with the fatty acid and the coating with the ester compound of this fatty acid, the copper compound fine particles are uniformly dispersed in the non-aqueous solvent without sedimentation. Since it is dispersed, it can be suitably used as a diluting solvent for coating compositions, resin compositions, etc., and thereby it becomes possible to impart various properties to coating films and resin moldings.

Furthermore, in the method for producing a dispersion of the present invention, a fatty acid copper and a stabilizer are blended in a high-boiling solvent and heated to coat the surface of the cuprous oxide fine particles with a fatty acid, preferably a fatty acid and an ester of the fatty acid. It is possible to form cuprous oxide fine particles in which the compound is coordinated, and such cuprous oxide fine particles have excellent affinity for low boiling point solvents, so that cuprous oxide fine particles can be removed from high boiling point solvents. It can be efficiently extracted into a low boiling point solvent by a simple operation, and the cuprous oxide fine particles can be present at a high concentration in the low boiling point solvent.
In particular, in the production method of the present invention, when preparing the high-boiling-point solvent dispersion, it is possible to prepare monovalent copper compound particles by heating and mixing in the presence of water, and as described above, the envelope structure It is possible to provide a dispersion containing monovalent copper compound particles capable of exhibiting excellent antiviral properties regardless of the presence or absence of
As used herein, the term "antiviral" means to inactivate viruses.

4 is an IR chart of Experimental Example 1. FIG. 1 is a GC-MS measurement result (TIC) of Experimental Example 1. FIG. 1 is an X-ray diffraction profile of particles of Experimental Example 1;

(dispersion liquid)
As described above, the dispersion of the present invention is characterized by containing fatty acid-coated copper compound fine particles, that is, monovalent copper compound particles or divalent copper compound particles, and a stabilizer in a non-aqueous solvent. It is something to do.

[Copper compound fine particles]
In the dispersion of the present invention, the copper compound, which is an active ingredient exhibiting antiviral properties, is a monovalent copper compound or a divalent copper compound, both of which are capable of adsorbing and inactivating viruses. However, divalent copper compounds have antiviral properties against viruses having an envelope structure, whereas monovalent copper compounds can exhibit antiviral properties regardless of the presence or absence of a viral envelope.
Examples of copper compounds include oxides, acetate compounds, chlorides, bromides, hydroxides, cyanides, etc. Among these, cuprous oxide is particularly preferred.
In the present invention, the surface of the copper compound fine particles is coated with a fatty acid, and it is particularly preferable that the surface of the copper compound fine particles is coated with an ester compound of the fatty acid together with the fatty acid. The oxidation of the surface is prevented, and aggregation of fine particles can be suppressed. In particular, monovalent copper compound particles have high surface activity and are easily oxidized and easily aggregated, but because they are coated with fatty acids and fatty acid ester compounds, they disperse uniformly in the dispersion liquid and exhibit excellent antiviral properties. can.
Furthermore, the copper compound fine particles contained in the dispersion of the present invention have antiviral properties, as well as antibacterial properties, conductivity, ultraviolet shielding properties, antifouling properties, and the like.

Fatty acids that coat the surfaces of copper compound fine particles include myristic acid, stearic acid, oleic acid, palmitic acid, n-decanoic acid, paratoic acid, succinic acid, malonic acid, tartaric acid, malic acid, glutaric acid, adipic acid, and acetic acid. can be exemplified, and these may be a combination of multiple types, but stearic acid is particularly preferred.
The ester compound of the above fatty acid is an ester compound with a high boiling point solvent, which will be described later. For example, when the fatty acid is stearic acid and the high boiling point solvent is diethylene glycol, diethylene glycol distearate, ethylene glycol distearate, and the like can be mentioned. As described above, the coating with the fatty acid ester compound together with the coating with the fatty acid makes it possible to obtain the above effects more significantly than when only the fatty acid is coated.

In the present invention, the average particle diameter of the copper compound fine particles is preferably in the range of 1 to 200 nm. Since it is dispersed, it is possible to efficiently express excellent antiviral performance, coupled with the fact that the copper fine particles are in the above range. The average particle size as used in the present specification is the average of particles having no gaps between copper compound fine particles.
Copper compound fine particles whose surfaces are coated with both a fatty acid, preferably a fatty acid and an ester compound of the fatty acid, are contained in the dispersion in an amount of 0.01 to 2% by weight, particularly 0.05 to 1% by weight. preferably. When the amount of copper compound fine particles is less than the above range, sufficient antiviral performance cannot be exhibited compared to when it is within the above range, whereas when the amount of copper compound fine particles is greater than the above range. In this range, not only the economy is inferior to that in the case of the above range, but also the coatability, moldability, etc. may be impaired when used in a coating composition or a resin composition.

[Stabilizer]
In the dispersion liquid of the present invention, the copper compound fine particles are stably maintained in a monovalent or divalent state by containing a stabilizer in the dispersion liquid. In addition, since the surfaces of the copper compound fine particles are coated with fatty acid, the copper compound fine particles can be stably present in the dispersion liquid for a long period of time. Although the stabilizer may be dissolved depending on the non-aqueous solvent used, it is considered to be coordinated with the fine copper compound particles.
Examples of such stabilizers include saccharin, salicylic acid, aspartic acid, citric acid and the like, and saccharin is preferably used.
The stabilizer is preferably contained in the dispersion in an amount of 0.01-0.1% by weight, in particular 0.02-0.05% by weight. If the amount of the stabilizer is less than the above range, the stability of the copper compound fine particles may be impaired compared to the case of the above range. Further effects cannot be expected just by being inferior in terms of performance.

[Non-aqueous solvent]
Examples of non-aqueous solvents in the dispersion of the present invention include esters such as methyl acetate, ethyl acetate and butyl acetate; hydrocarbons such as hexane, heptane, toluene, xylene and cyclohexane; and ketones such as methyl isobutyl ketone, methyl ethyl ketone and cyclohexanone. Examples of low-boiling point solvents such as the above can be exemplified, but ester-based solvents are preferred, and butyl acetate is particularly preferred.
In the dispersion liquid of the present invention, since the non-aqueous solvent is the low boiling point solvent, it can be effectively used as a diluent for hydrophobic coating compositions and resin compositions.

[others]
The dispersion liquid of the present invention preferably contains a dispersing agent in addition to the fine copper compound particles and the stabilizing agent described above. As a result, even when the copper compound fine particles are contained at a high concentration, a dispersion liquid in which the copper compound fine particles are uniformly dispersed can be obtained.
As a dispersant, the adsorbing group has at least one of primary, secondary, tertiary amines or amine salts obtained by neutralizing counterions thereof, carboxylic acids or carboxylates, and hydroxyl groups. Polymeric dispersants having fatty acids, polyethers, polyesters, polyurethanes, polyarylates in the chain can be used.
These dispersants have adsorptive groups to adsorb to the surface of the copper compound fine particles, improve compatibility with non-aqueous solvents by main chains or side chains, and generate repulsive force due to steric hindrance of polymer chains. Aggregation of the copper compound fine particles is suppressed, and the particles can be uniformly dispersed in the non-aqueous solvent to eliminate aggregation over time.
As the polymeric dispersant, a type consisting only of a main chain, a comb structure type having side chains, and a type having a star structure can be used.
The dispersant is preferably contained in the dispersion in an amount of 0.01 to 2% by weight, especially 0.1 to 1% by weight. When the amount of the dispersing agent is less than the above range, the dispersibility of the copper compound fine particles cannot be expected to be further improved compared to the case of being within the above range. An improvement in the effect cannot be expected, and the economic efficiency is also inferior.
Conventionally known additives such as antioxidants, ultraviolet absorbers, antistatic agents, dyes, etc. can also be added to the dispersion of the present invention according to conventionally known formulations.

The dispersion of the present invention can be obtained by adding a diluent to the resin composition constituting the textile product, etc., by directly coating or impregnating the textile product, etc., or by mixing the binder resin and the dispersion into the textile product, etc. By applying this, it is possible to impart antiviral properties to textile products and the like.
Examples of textile products using the dispersion of the present invention include masks, air conditioner filters, air purifier filters, clothes, work clothes, curtains, carpets, automobile members, sheets, towels, cleaning supplies such as wipers, and the like. .
The dispersion of the present invention can be incorporated on a film, sheet, or metal substrate by coating by mixing with a paint, and can impart antiviral properties to the surface or outer surface of the substrate. .
Examples include medical devices, packaging films for medical devices, waste containers, garbage bags, wall materials and floor materials for public facilities such as nursing homes, hospitals and schools, wax coating materials, and tools for treating vomit.

(First method for producing a dispersion)
The method for producing a dispersion of the present invention in which copper oxide fine particles coated with fatty acid are dispersed in a low boiling point solvent can be prepared by the following method.
(1) Step 1 Fatty acid copper and a stabilizing agent are added to a high-boiling solvent and heated to obtain fine copper oxide particles whose surfaces are coated with a fatty acid, preferably both a fatty acid and an ester compound of the fatty acid. is dispersed while preparing a high boiling solvent dispersion comprising a stabilizing agent.
At this time, by containing water together with the high-boiling solvent, it is possible to prepare the fine copper oxide particles into monovalent cuprous oxide fine particles.
The heating temperature is a temperature lower than the decomposition initiation temperature of the fatty acid copper used, specifically in the range of 180 to 230°C. The time for heating and mixing is preferably 120 to 360 minutes.
The amount of fatty acid copper compounded is preferably in the range of 0.1 to 5 parts by weight per 100 parts by weight of the high boiling point solvent. If the amount of fatty acid copper is less than the above range, it may not be possible to impart sufficient antiviral properties to the dispersion compared to the case where the amount is within the above range. On the other hand, when the amount of fatty acid copper is larger than the above range, the economy is inferior and the coatability and moldability may be impaired as compared with the case where the amount is within the above range.
The amount of water to be blended is preferably in the range of 0.1 to 5 parts by weight per 100 parts by weight of the high boiling point solvent. If the amount of water is less than the above range, the amount of cuprous oxide produced decreases, while if the amount is larger than the above range, the production rate of cuprous oxide increases and the particle size increases.
The amount of the stabilizer to be blended is preferably in the range of 0.01 to 0.1 parts by weight per 100 parts by weight of the high boiling point solvent. If the amount of the stabilizer is less than the above range, the copper oxide may not be stabilized for a long period of time compared to the case of the above range. When the ratio is within the above range, the stability of the copper oxide fine particles cannot be further improved, and there is a risk of being inferior in economic efficiency.
Examples of high boiling point solvents include glycols such as ethylene glycol, diethylene glycol, triethylene glycol, and polyethylene glycol, which are appropriately selected in combination with low boiling point solvents described later.

(2) Second step Next, the copper oxide fine particles coated with a fatty acid, preferably a fatty acid and an ester compound of the fatty acid are dispersed, and a high boiling point solvent dispersion containing a stabilizer and a dispersant are added in advance. A mixed solution is prepared by mixing with the blended low boiling point solvent.
The low boiling point solvent is preferably added to the high boiling point solvent dispersion in an amount of 10 to 200 parts by weight per 100 parts by weight of the high boiling point solvent. The amount of the dispersant in the low boiling point solvent varies depending on the amount of the fatty acid in the high boiling point solvent dispersion, preferably the amount of the copper oxide fine particles coated with the fatty acid and the ester compound of the fatty acid. An amount of 0.01 to 2 parts by weight is preferred.
As the low-boiling-point solvent, a non-aqueous solvent for the dispersion can be used. It is important that the low boiling point solvent is not compatible with the high boiling point solvent, and it is preferable to combine the high boiling point solvent and the low boiling point solvent so that the difference in solubility parameter (Sp value) is 3 or more.
Preferably, when diethylene glycol (Sp value: 12.6) is used as the high boiling point solvent, butyl acetate (Sp value: 8.4) is preferably used as the low boiling point solvent.

(3) Third step The mixed solution is allowed to stand at a temperature of 0 to 40°C for 30 to 120 minutes, thereby phase-separating the high boiling point solvent and the low boiling point solvent. When the mixed liquid is phase-separated, the fatty acid present in the mixed liquid, preferably the copper oxide fine particles coated with the fatty acid and the ester compound of the fatty acid, are extracted to the low boiling point solvent side. In particular, in the present invention, since the dispersant is blended with the low boiling point solvent, the adsorption groups of the dispersant are coordinated with the copper oxide fine particles, making it easier for the copper oxide fine particles to be extracted into the low boiling point solvent.
Next, by removing the high boiling point solvent from the phase-separated mixed liquid, a dispersion liquid in which copper oxide fine particles coated with a fatty acid, preferably a fatty acid and an ester compound of the fatty acid, are dispersed in a low boiling point solvent is obtained. be able to.
Removal of the high boiling point solvent can be carried out by conventionally known methods such as simple distillation, vacuum distillation, precision distillation, thin film distillation, extraction, and membrane separation.
In the first step, by blending sodium chloride, sodium bromide, etc. together with fatty acid copper and a stabilizer in the high boiling point solvent, the copper compound fine particles dispersed in the dispersion liquid are converted to copper halide fine particles. can be

(Second manufacturing method of dispersion liquid)
The method for producing the dispersion in which copper compound fine particles coated with a fatty acid, preferably a fatty acid and an ester compound of the fatty acid are dispersed in the low boiling point solvent of the present invention can be prepared by the following method in addition to the above-described method. can do.
That is, in the first step in the first production method described above, the same procedure as in the first production method is performed except that a combination of a fatty acid and a copper compound is added instead of the fatty acid copper.
As a result, for example, when copper acetate is used as the copper compound, it is possible to prepare a dispersion liquid in which fine copper acetate particles coated with a fatty acid, preferably a fatty acid and an ester compound of the fatty acid are dispersed.
In this second production method, similarly to the first production method, monovalent copper acetate microparticles coated with a fatty acid and an ester compound of the fatty acid are produced by adding water together with a high-boiling solvent in the first step. Dispersion in low-boiling solvents becomes possible.

(Third manufacturing method of dispersion liquid)
In the present invention, the glycols, which are high boiling point solvents, obtained in the first step of the first and second production methods described above are coated with a fatty acid, preferably a fatty acid and an ester compound of the fatty acid. A dispersion in which fine particles of a copper compound are dispersed can also be used as it is.
That is, fatty acid copper and saccharin, or fatty acid, copper compound and saccharin are added to glycols, and the mixture is heated and mixed to prepare a glycol dispersion in which copper compound fine particles are dispersed and saccharin is contained. may
Even in this case, similarly to the production method described above, by allowing water to be present together with the glycols, the copper compound microparticles can be prepared as monovalent copper compound microparticles, and excellent antiviral properties can be exhibited. be possible.

(Method for producing a dispersion using a non-aqueous solvent compatible with glycols as a dispersion medium)
In the present invention, when a low boiling point solvent compatible with glycols, such as ethanol or isopropanol, is used as a dispersion medium, the low boiling point solvent in the dispersion liquid prepared by the first and second production methods described above is removed by heating to form a paste, and then re-dispersed in the above dispersion medium to prepare such a dispersion.
As described above, in the first and second production methods, the copper compound fine particles in the high boiling point solvent are extracted by the low boiling point solvent by two-phase separation. The combination is important, and it is difficult to disperse the copper compound fine particles in the desired low boiling point solvent that is compatible with the high boiling point solvent. It is possible to provide dispersion liquids in which copper oxide fine particles coated with fatty acids are dispersed in various low-boiling-point solvents.
Heating and mixing conditions, extraction conditions, and the like can be performed under the same conditions as in the first to third steps in the method for producing a dispersion liquid described above.

(Experimental example 1)
2.5% by weight of copper stearate and 0.05% by weight of saccharin were added to diethylene glycol and heated while stirring. When the temperature reached 140°C, 1.0% by weight of distilled water was added, the mixture was further heated, and after the temperature reached 190°C, the mixture was heated for 2 hours.
Then, butyl acetate in which 1.0% by weight of DISPERBYK-2090 (manufactured by BYK-Chemie) as a dispersant was dissolved was added and stirred. After allowing to stand still for about 1 hour, the butyl acetate layer was collected to obtain a fine cuprous oxide fine particle dispersion.

(Experimental example 2)
A dispersion was prepared in the same manner as in Experimental Example 1, except that the heating temperature was changed to 210°C.

(Experimental example 3)
A dispersion was prepared in the same manner as in Experimental Example 1, except that salicylic acid was added instead of saccharin.

(Experimental example 4)
A dispersion was prepared in the same manner as in Experimental Example 1, except that the heating temperature was changed to 170°C.

(Experimental example 5)
A dispersion was prepared in the same manner as in Experimental Example 1, except that diethylene glycol was changed to glycerin.

(Experimental example 6)
A dispersion liquid was prepared in the same manner as in Experimental Example 1, except that water was not added when diethylene glycol was heated to 140°C.

(Experimental example 7)
1.0% by weight of commercially available cuprous oxide powder was added to butyl acetate and stirred.

(Experimental example 8)
1.0% by weight of commercially available copper stearate powder was added to butyl acetate and stirred.

(Zeta potential evaluation method)
The zeta potential was measured at a measurement voltage of 300 V using a zeta potential/particle size/molecular weight measurement system ELSZ-2000ZS manufactured by Otsuka Electronics Co., Ltd. The larger the absolute value of the zeta potential, the higher the dispersion stability. If the absolute value of the zeta potential is 30 (mV) or more, the dispersibility is good. Experimental Examples 1 to 8 were measured. Table 1 shows the results.

(Method for evaluating stability over time)
One week after preparation of the dispersion liquid, the state was visually confirmed. If there was no sedimentation of particles, it was evaluated as O (high stability over time), and if there was sedimentation of particles, it was evaluated as x (low stability over time). Experimental Examples 1 to 8 were confirmed. Table 1 shows the results.

(Particle size measurement method)
The particle size of the obtained particles was measured using image processing software from the SEM image. In the case of a dispersion liquid, the particles collected by filter filtration, and in the case of a commercial product, the powder was observed with a scanning electron microscope S-4800 manufactured by Hitachi High-Technologies Corporation to obtain an image. Using the image analysis type particle size distribution software Mac-view manufactured by Mountech Co., Ltd., the average particle size of arbitrary several tens of particles was calculated. Table 1 shows the results.

(Confirmation of presence or absence of formation of fatty acid ester compound in solvent)
In the dispersion liquid of Experimental Example 1, it was confirmed by IR whether or not an ester compound was formed between the diethylene glycol solvent and the stearic acid dissociated from the copper stearate. The results are shown in FIG.

(Identification of fatty acid ester compound in solvent)
In the dispersion of Experimental Example 1, the ester compound produced was identified by GC-MSQP-2010 manufactured by Shimadzu Corporation. The results are shown in FIG.

(Confirmation of particle composition)
Regarding the dispersion of Experimental Example 1, the composition of the copper compound particles was confirmed using X-ray diffraction. The results are shown in FIG.

<Antiviral evaluation>
(Method of applying dispersion to nonwoven fabric)
90% by weight of the resulting dispersion, 9.9% by weight of a photocurable acrylic resin as a binder resin, and 0.1% by weight of a photopolymerization initiator were mixed to prepare a coating liquid. An unprocessed nonwoven fabric was immersed in the coating liquid, taken out, and excess liquid was removed with a roller wringer, followed by drying with a drier at 90° C. for 2 minutes. After that, UV irradiation was performed for 10 minutes to obtain a nonwoven fabric on which cuprous oxide fine particles were fixed.
The nonwoven fabrics obtained in Experimental Examples 1, 7 and 8 were evaluated for antiviral properties, and the amount of active oxygen generated was measured for the nonwoven fabrics obtained in Experimental Examples 1, 7 and 8. The results are also shown in Table 2.

(Method for evaluating antiviral property of nonwoven fabric)
1. A virus suspension is obtained by infecting host cells with a virus, culturing the cells, and removing cell debris by centrifugation.
2. A test virus suspension is obtained by diluting the virus suspension of 1 above 10-fold with sterile distilled water.
3. A 0.4 g piece of nonwoven fabric is inoculated with 0.2 mL of the test virus suspension.
4. After standing at 25°C for 2 hours, add 20 mL of SCDLP medium, stir with a vortex mixer, and wash out the virus from the sample.
5. The virus infectivity titer is measured by the plaque assay method, and the antiviral activity value is calculated.
6. If the antiviral activity value is 3.0 or more, it can be judged that the antiviral activity is sufficient against the virus.

(Method for measuring active oxygen generation amount of nonwoven fabric)
1. Place 0.03 g of non-woven fabric (1 cm x 15 cm) in a 1.5 mL microtube.
2. 10 mL of distilled water and 10 μL of a luminescence reagent (2-methyl-6-p-methoxyphenylethynylimidazopyrazinone solution) were added, and the amount of luminescence was measured with a luminometer (AB-2270 luminescence sensor Octa manufactured by Atto Co., Ltd.). Generated amount.

The copper compound fine particles contained in the dispersion of the present invention have properties such as antiviral properties, antibacterial properties, electrical conductivity, ultraviolet shielding properties, and antifouling properties. Since it can exhibit antiviral properties even against viruses that do not have an envelope structure such as Thus, it becomes possible to impart antiviral properties to textile products and the like.
In addition to sanitary products, it can be applied to various uses such as conductive films, films, metal plates, glass plates, paints for ships, and the like.
Furthermore, by using a low boiling point solvent as a dispersion medium, it can also be used as a diluent for coating compositions and resin compositions, thereby making it possible to impart antiviral properties to coating films and resin moldings. .

Claims (7)

Glycols are used as a high-boiling solvent, fatty acid copper and a stabilizer are added to the high-boiling solvent, and the mixture is heated and mixed in the presence of water at a temperature lower than the decomposition initiation temperature of the fatty acid copper to obtain a fatty acid. To prepare a high boiling point solvent dispersion containing a stabilizing agent while cuprous oxide fine particles coated with are dispersed, and after mixing the high boiling point solvent dispersion with a low boiling point solvent containing a dispersant in advance, The high boiling point solvent and the low boiling point solvent are separated into two phases, and cuprous oxide particles coated with fatty acids are extracted from the high boiling point solvent into the low boiling point solvent. A method for producing a dispersion. A fatty acid-coated copper compound is obtained by using glycols as a high-boiling solvent, adding a fatty acid, a copper compound and a stabilizer to the high-boiling solvent, and heating and mixing them at a temperature of 180 to 230 ° C. After preparing a high boiling point solvent dispersion in which fine particles are dispersed and containing a stabilizer, the high boiling point solvent dispersion is mixed with a low boiling point solvent in which a dispersant is previously blended, and then the high boiling point solvent and the low boiling point solvent are mixed. A method for producing a dispersion of fine copper compound particles, characterized by separating a solvent into two phases and extracting fine copper compound particles coated with fatty acid from a high boiling point solvent into a low boiling point solvent. 3. The method for producing a dispersion according to claim 2 , wherein the heating and mixing in the preparation of the high boiling point solvent dispersion are carried out in the presence of water. 4. The method for producing a dispersion liquid according to claim 2 or 3, wherein the copper compound is copper acetate, copper chloride or copper bromide. 5. The method for producing a dispersion according to any one of claims 1 to 4, wherein the high boiling point solvent is diethylene glycol and the low boiling point solvent is butyl acetate. The method for producing a dispersion liquid according to any one of claims 1 to 5, wherein the stabilizer is saccharin. Fatty acid copper and saccharin are added to glycols, and the mixture is heated and mixed in the presence of water at a temperature lower than the decomposition initiation temperature of the fatty acid copper to decompose the fatty acid copper, thereby dispersing fine suboxide particles and dispersing saccharin. A method for producing a glycol dispersion, comprising producing a dispersion comprising

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