JP6885145B2 - Dispersion liquid, its production method, and copper compound particles - Google Patents

Description

The present invention relates to a dispersion liquid, a method for producing the same, and copper compound particles, and more specifically, a copper compound particle having antiviral properties, a dispersion liquid in which the copper compound particles are stably present in a dispersion medium, and a dispersion liquid. Regarding the manufacturing method.

Conventionally, silver ions and copper (II) ions have been used as active ingredients in materials having antibacterial and antiviral properties, and these metal ions are supported on substances such as zeolite and silica gel, or in a solvent. Various antiviral materials have been proposed which are dispersed in silica gel.
However, the above metal ion can exhibit antiviral property against a virus having an envelope structure such as influenza virus, but express antiviral property against a virus having no 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. For example, in Patent Document 1 below, monovalent copper compound fine particles, a reducing agent, and dispersion are provided. An antiviral composition containing a medium and having a pH of 6 or less has been described. Patent Document 2 below describes an antibacterial and antiviral composition containing sub-copper oxide particles having a BET specific surface area of 5 to 100 m ² / g, a saccharide having an aldehyde group, and a photocatalyst substance. Has been done. In Patent Document 3 below, a copper-supported oxide having an average secondary particle diameter of 80 nm to 600 nm in which at least one of copper particles and copper compound particles is supported on the oxide particles and an average secondary particle diameter of 1 μm to 1 μm are described. An antiviral coating with 15 μm barium sulfate and a water repellent resin binder is described.

Japanese Patent No. 5194185 Japanese Unexamined Patent Publication No. 2013-82654 Japanese Unexamined Patent Publication No. 2015-205998

However, in a non-aqueous solvent, the fine particles of the monovalent copper compound having antiviral properties tend to aggregate, and it is difficult to uniformly disperse the monovalent copper compound. When the dispersion is used as an antiviral composition. When used as an anti-virus molded product coated by mixing with a paint or a paint, it has been difficult to efficiently express the anti-virus property of the fine particles of the monovalent copper compound.
Further, when a monovalent copper compound having a large particle size listed in the above patent document is used, the surface area of the particles becomes small and the chance of contact with a virus decreases, so that the antiviral property decreases. Further, the antiviral molded product 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.
Further, although the fine particles of the monovalent copper compound can be obtained by pulverization, there is a problem that they are easily aggregated because there is no coating agent or stabilizer, and oxidation of cuprous oxide to copper (II) oxide is likely to occur. ..

Therefore, an object of the present invention is the fine particles of a copper compound capable of efficiently expressing the antiviral property of the fine particles of a copper compound, particularly a monovalent copper compound, and the dispersion in which the fine particles are uniformly and stably dispersed in a dispersion medium. To provide a liquid and a method for producing the dispersion.

According to the present invention, a non-aqueous solvent contains fine particles of a monovalent copper compound coated with a fatty acid and a stabilizer which is at least one selected from saccharin, salicylic acid, aspartic acid, and citric acid. A characteristic dispersion is provided.
In the dispersion liquid of the present invention,
1 . The monovalent copper compound particles are further coated with the ester compound of the fatty acid.
2 . The monovalent copper compound is cuprous oxide.
3 . The non-aqueous solvent is an ester solvent.
4 . Further inclusion of dispersant,
5 . The copper compound has antiviral properties.
Is preferable.

Was Bama present invention, a monovalent copper compound fine particle surface, it Ru are provided copper compound fine particles, characterized in that ester compounds of fatty acids and the fatty acid is coated.

In the dispersion liquid of the present invention, since the copper compound fine particles are coated with a fatty acid, preferably a fatty acid and an ester compound of the fatty acid, they aggregate even when they are contained in a non-aqueous solvent at a high concentration. Since it is uniformly dispersed without any problem, 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 becomes possible to efficiently express antiviral properties even against a virus having no envelope structure.
Further, in the dispersion liquid of the present invention, it is considered that the stabilizer blended in the dispersion liquid is coordinated with the copper compound fine particles as a protective layer, whereby the monovalent copper compound is inferior in stability. However, the monovalent state can be stably maintained, and in combination with the coating with the above fatty acid and the coating with the ester compound of this fatty acid, the copper compound fine particles do not settle in the non-aqueous solvent and become uniform. Since it is dispersed, it can be suitably used as a diluting solvent for a coating composition, a resin composition, or the like, which makes it possible to impart various performances to a coating film or a resin molded body.

Further, in the method for producing a dispersion liquid of the present invention, a fatty acid copper and a stabilizer are mixed in a high boiling point solvent and heated to surface a fatty acid, preferably a fatty acid and an ester of the fatty acid. Since it becomes possible to form the cuprous oxide fine particles to which the compound is coordinated, and since such the cuprous oxide fine particles have an excellent affinity for the low boiling point solvent, the cuprous oxide fine particles are separated from the high boiling point solvent. It can be efficiently extracted into a low boiling point solvent by a simple operation, and the cuprous oxide fine particles can be present in a high concentration in the low boiling point solvent.
In particular, in the production method of the present invention, when preparing a high boiling point solvent dispersion liquid, monovalent copper compound particles can be prepared by heating and mixing in the presence of water, and as described above, an envelope structure can be prepared. It becomes possible to provide a dispersion liquid containing monovalent copper compound particles capable of exhibiting excellent antiviral properties regardless of the presence or absence of the above.
In addition, in this specification, antiviral property means inactivating a virus.

It is an IR chart of Experimental Example 1. It is a GC-MS measurement result (TIC) of Experimental Example 1. It is an X-ray diffraction profile of the particle of Experimental Example 1.

(Dispersion)
As described above, the dispersion liquid of the present invention is characterized by containing copper compound fine particles coated with a fatty acid in a non-aqueous solvent, that is, monovalent copper compound particles or divalent copper compound particles, and a stabilizer. 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 property is a monovalent copper compound or a divalent copper compound, both of which can adsorb a virus and inactivate the virus. However, the divalent copper compound has antiviral properties against a virus having an envelope structure, whereas the monovalent copper compound can express antiviral properties regardless of the presence or absence of a virus envelope.
Examples of the copper compound include oxides, acetic acid compounds, chlorides, bromides, hydroxides, cyanides and the like, and among these, cuprous oxide is particularly preferable.
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 copper compound fine particles are coated with an ester compound of this fatty acid together with the fatty acid. It is possible to prevent surface oxidation and suppress the aggregation of fine particles. In particular, monovalent copper compound particles have high surface activity and are easily oxidized and aggregated. However, because they are coated with a fatty acid and an ester compound of fatty acid, they are uniformly dispersed in a dispersion liquid and exhibit excellent antiviral properties. it can.
Further, the copper compound fine particles contained in the dispersion liquid of the present invention have antibacterial properties, conductivity, ultraviolet shielding properties, antifouling properties, etc., in addition to antiviral properties.

Fatty acids that coat the surface 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, acetic acid, etc. Can be exemplified, and these may be a combination of a plurality of types, but stearic acid is particularly preferable.
Further, the ester compound of the fatty acid is an ester compound with a high boiling point solvent 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, by coating the ester compound of this fatty acid together with the coating with the fatty acid, the above-mentioned action and effect can be remarkably obtained as compared with the case where only the fatty acid is coated.

In the present invention, the average particle size of the copper compound fine particles is preferably in the range of 1 to 200 nm, and in the dispersion liquid of the present invention, the copper compound fine particles are uniform without agglomeration even at a high concentration. Since the copper fine particles are dispersed, it is possible to efficiently exhibit excellent antiviral performance in combination with the fact that the copper fine particles are in the above range. The average particle size referred to in the present specification means one particle in which there is no gap between the copper compound fine particles and the copper compound fine particles, and the average of the particles is taken.
Copper compound fine particles whose surface is coated with a fatty acid, preferably both 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. Is preferable. When the amount of copper compound fine particles is smaller than the above range, sufficient antiviral performance cannot be exhibited as compared with the case of being in the above range, while the amount of copper compound fine particles is larger than the above range. In addition to being inferior in economic efficiency as compared with the case of being in the above range, there is a risk that coatability, moldability and the like may be impaired when used in a coating composition or a resin composition.

[Stabilizer]
In the dispersion liquid of the present invention, since the dispersion liquid contains a stabilizer, the copper compound fine particles are stably maintained in a monovalent or divalent state. Further, the surface of the copper compound fine particles is coated with the fatty acid to prevent oxidation, and the copper compound fine particles can be stably present in the dispersion liquid for a long period of time. The stabilizer may be dissolved depending on the non-aqueous solvent used, but it is considered that the stabilizer is coordinated to the copper compound fine particles.
Examples of such stabilizers include saccharin, salicylic acid, aspartic acid, citric acid and the like, but saccharin can be preferably used.
The stabilizer is preferably contained in the dispersion in an amount of 0.01 to 0.1% by weight, particularly 0.02 to 0.05% by weight. When the amount of the stabilizer is smaller than the above range, the stability of the copper compound fine particles may be impaired as compared with the case where the amount of the stabilizer is in the above range. On the other hand, even if the amount of the stabilizer is larger than the above range, it is economical. It is inferior in sex and no further effect can be expected.

[Non-aqueous solvent]
Examples of the non-aqueous solvent 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 preferable, and butyl acetate is particularly preferable.
In the dispersion liquid of the present invention, since the non-aqueous solvent is the above-mentioned low boiling point solvent, it can be effectively used as a diluent for hydrophobic coating compositions and resin compositions.

[Other]
It is preferable that the dispersion liquid of the present invention contains a dispersant in addition to the copper compound fine particles and the stabilizer described above. This makes it possible to obtain a dispersion liquid in which the copper compound fine particles are uniformly dispersed even when the copper compound fine particles are contained in a high concentration.
As the dispersant, the adsorbent has one or more of primary, secondary and tertiary amines or amine salts obtained by neutralizing their counter ions, carboxylic acids or carboxylic acid salts, and hydroxyl groups, and has a main chain and a hydroxyl group. A polymer dispersant having a fatty acid, a polyether, a polyester, a polyurethane, or a polyarylate can be used in the side chain.
By having an adsorbing group, these dispersants are adsorbed on the surface of the copper compound fine particles, the compatibility with the non-aqueous solvent is improved by the main chain or the side chain, and repulsive force is generated due to the steric hindrance of the polymer chain. Agglomeration of copper compound fine particles is suppressed, and the agglomeration of copper compound fine particles can be uniformly dispersed in a non-aqueous solvent to eliminate agglomeration over time.
As the polymer dispersant, a type composed of only the main chain, a comb-shaped structure type having a side chain, and a type having a star-shaped structure can be used.
The dispersant is preferably contained in the dispersion in an amount of 0.01 to 2% by weight, particularly 0.1 to 1% by weight. When the amount of the dispersant is smaller than the above range, further improvement in the dispersibility of the copper compound fine particles cannot be expected as compared with the case of being in the above range, while even if the amount of the dispersant is larger than the above range, it is further improved. The effect cannot be expected to improve and the economy will be inferior.
Conventionally known additives such as antioxidants, ultraviolet absorbers, antistatic agents, dyes and the like can be blended in the dispersion liquid of the present invention according to a conventionally known formulation.

The dispersion liquid of the present invention is contained in a resin composition constituting a textile product or the like as a diluent, or is directly applied or impregnated in a textile product or the like, or a fiber product or the like is mixed with a binder resin and a dispersion liquid. By applying the above, it becomes possible to impart antiviral properties to textile products and the like.
Examples of textile products using the dispersion liquid of the present invention include masks, air conditioner filters, air purifier filters, clothes, work clothes, curtains, carpets, automobile parts, sheets, towels, wipers and other cleaning supplies. ..
The dispersion liquid of the present invention can be contained on a film, a sheet, or a metal substrate by coating by mixing it with a paint and applying it, and can impart antiviral properties to the surface or outer surface of the base material. ..
Examples thereof include medical devices, packaging films for medical devices, waste containers, garbage bags, wall materials and floor materials for nursing care facilities or public facilities such as hospitals and schools, wax coating materials, and vomit treatment tools.

(First method for producing dispersion)
The method for producing a dispersion liquid in which fine copper oxide particles coated with fatty acid are dispersed in the low boiling point solvent of the present invention can be prepared by the following method.
(1) First step Copper oxide fine particles whose surface is coated with a fatty acid, preferably a fatty acid and an ester compound of the fatty acid, by adding fatty acid copper and a stabilizer to a high boiling point solvent and heating the solvent. Is dispersed, and a high boiling point solvent dispersion containing a stabilizer is prepared.
At this time, by containing water together with the high boiling point solvent, the copper oxide fine particles can be prepared into monovalent cuprous oxide fine particles.
The heating temperature is a temperature lower than the decomposition start temperature of the fatty acid copper used, and specifically, it is preferably in the range of 180 to 230 ° C. The heating and mixing time is preferably 120 to 360 minutes.
The blending amount of the fatty acid copper is preferably in the range of 0.1 to 5 parts by weight per 100 parts by weight of the high boiling point solvent. When the amount of fatty acid copper is smaller than the above range, it may not be possible to impart sufficient antiviral properties to the dispersion as compared with 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 economic efficiency is inferior and the coatability and moldability may be impaired as compared with the case where the amount is in the above range.
The amount of water 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. When the amount of water is less than the above range, the amount of cuprous oxide produced decreases, while when the amount of water is more than the above range, the rate of producing cuprous oxide becomes high and the particle size becomes large.
The amount of the stabilizer compounded 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. When the amount of stabilizer is smaller than the above range, copper oxide may not be stabilized for a long period of time as compared with the case where it is in the above range, while when the amount of stabilizer is larger than the above range. However, the stability of the copper oxide fine particles cannot be further improved as compared with the case where the copper oxide fine particles are in the above range, which may be inferior in economic efficiency.
Examples of the high boiling point solvent include glycols such as ethylene glycol, diethylene glycol, triethylene glycol, and polyethylene glycol, which are appropriately selected in combination with a low boiling point solvent described later.

(2) Second Step Next, a fatty acid, preferably a fatty acid and copper oxide fine particles coated with the ester compound of the fatty acid are dispersed, and a high boiling point solvent dispersion liquid containing a stabilizer and a dispersant are previously added. Mix with the blended low boiling point solvent to prepare a mixed solution.
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 with respect to 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 fatty acid and the copper oxide fine particles coated with the ester compound of the fatty acid, but the low boiling point solvent 100 The amount is preferably 0.01 to 2 parts by weight per part by weight.
As the low boiling point solvent, the non-aqueous solvent of the dispersion liquid described above can be used. It is important that the low boiling point solvent is incompatible with the high boiling point solvent, and it is preferable to combine the low boiling point solvent so that the difference between the solubility parameters (Sp value) of the high boiling point solvent and the low boiling point solvent is 3 or more.
Preferably, when diethylene glycol (Sp value: 12.6) is used as the high boiling point solvent, it is desirable to use butyl acetate (Sp value: 8.4) as the low boiling point solvent.

(3) Third Step The high boiling point solvent and the low boiling point solvent are phase-separated by allowing the mixed solution to stand at a temperature of 0 to 40 ° C. for 30 to 120 minutes. When the mixed solution is phase-separated, the fatty acid present in the mixed solution, preferably the fatty acid and the copper oxide fine particles coated with the ester compound of the fatty acid are extracted on the low boiling point solvent side. In particular, in the present invention, since the dispersant is blended in the low boiling point solvent, the copper oxide fine particles are easily extracted into the low boiling point solvent by coordinating the adsorbing group of the dispersant with the copper oxide fine particles.
Then, by removing the high boiling point solvent from the phase-separated mixed solution, a dispersion liquid in which the fatty acid, preferably the fatty acid and the copper oxide fine particles coated with the ester compound of the fatty acid are dispersed in the low boiling point solvent is obtained. be able to.
The removal of the high boiling point solvent can be carried out by a conventionally known method such as simple distillation, vacuum distillation, precision distillation, thin film distillation, extraction and membrane separation.
In the first step, the copper compound fine particles dispersed in the dispersion liquid by blending sodium chloride, sodium bromide, etc. together with fatty acid copper and a stabilizer in the high boiling point solvent are converted into copper halide fine particles. Can be.

(Second method for producing dispersion)
The method for producing a dispersion in which fatty acids, preferably fatty acids and copper compound fine particles coated with the ester compound of the fatty acids are dispersed in the low boiling point solvent of the present invention is prepared by the following methods in addition to the above-mentioned production methods. can do.
That is, in the first step in the above-mentioned first production method, the same procedure as in the first production method is carried out except that a combination of a fatty acid and a copper compound is added instead of the fatty acid copper.
Thereby, for example, when copper acetate is used as the copper compound, a dispersion liquid in which fatty acids, preferably fatty acids and copper acetate fine particles coated with the ester compound of the fatty acids are dispersed can be prepared.
In this second production method as well, as in the first production method, by adding water together with a high boiling point solvent in the first step, the fatty acid and the monovalent copper acetate fine particles coated with the ester compound of the fatty acid are obtained. It can be dispersed in a low boiling point solvent.

(Third manufacturing method of dispersion liquid)
In the present invention, the glycols as the high boiling point solvent obtained in the first step in 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. It is also possible to use the dispersion liquid in which the copper compound fine particles are dispersed as it is.
That is, by adding fatty acid copper and saccharin or fatty acid and copper compound and saccharin to glycols and heating and mixing them, a glycol dispersion liquid containing saccharin as well as fine particles of the copper compound is prepared. You may.
Also in this case, similarly to the above-mentioned production method, by allowing water to be present together with the glycols, the copper compound fine particles can be prepared as monovalent copper compound fine particles, and excellent antiviral properties can be exhibited. It will be possible.

(Method for producing a dispersion liquid 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, for example, ethanol or isopropanol is used as the dispersion medium, the low boiling point solvent in the dispersion prepared by the above-mentioned first and second production methods is used. Such a dispersion liquid can be prepared by heat-removing the mixture to form a paste and then redispersing it in the above-mentioned dispersion medium.
As described above, in the first and second production methods, the copper compound fine particles in the high boiling point solvent are extracted into the low boiling point solvent by the two-phase separation, but in this two-phase separation, the low boiling point solvent and the high boiling point solvent are extracted. The combination is important and it is difficult to disperse the copper compound fine particles in a desired low boiling point solvent that is compatible with the high boiling point solvent, but as described above, the low boiling point solvent in the dispersion is removed. By making it into a paste, it becomes possible to provide a dispersion liquid in which copper oxide fine particles in which fatty acids are coated in various low boiling point solvents are dispersed.
The heating and mixing conditions, the extraction conditions, and the like can be performed under the same conditions as the first to third steps in the above-mentioned method for producing a dispersion liquid.

(Experimental Example 1)
2.5% by weight of copper stearate and 0.05% by weight of saccharin were added to diethylene glycol, and the mixture was heated with stirring. When 1.0% by weight of distilled water was added when the temperature reached 140 ° C., the mixture was further heated, and after heating for 2 hours from the time when the temperature reached 190 ° C., the diethylene glycol dispersion was cooled to 60 ° C.
Then, butyl acetate in which 1.0% by weight of DISPERBYK-2090 (manufactured by BIC Chemie) as a dispersant was dissolved was added and stirred. After allowing to stand for about 1 hour, the butyl acetate layer was collected to obtain a sub-copper 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)
When the diethylene glycol was heated to 140 ° C., a dispersion was prepared in the same manner as in Experimental Example 1 except that water was not added.

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

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

(Zeta potential evaluation method)
The zeta potential was measured at a measurement voltage of 300 V using the 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, and when the absolute value of the zeta potential is 30 (mV) or more, the dispersibility is good. Measurements were made for Experimental Examples 1-8. The results are shown in Table 1.

(Method of evaluating stability over time)
The state one week after the preparation of the dispersion liquid was visually confirmed. If there was no particle precipitation, it was evaluated as ◯ (high stability over time), and if there was particle precipitation, it was evaluated as × (low stability over time). Experimental Examples 1 to 8 were confirmed. The results are shown in Table 1.

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

(Confirmation of production of fatty acid ester compound in solvent)
In the dispersion liquid of Experimental Example 1, the presence or absence of the formation of an ester compound of the diethylene glycol solvent and stearic acid dissociated from copper stearate was confirmed by IR. The results are shown in FIG.

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

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

<Antiviral evaluation>
(Method of applying dispersion liquid to non-woven fabric)
90% by weight of the obtained dispersion liquid, 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. The unprocessed non-woven fabric was immersed in the coating liquid, taken out, the excess liquid was removed with a roller type squeezer, and then dried in a dryer at 90 ° C. for 2 minutes. Then, UV irradiation was carried out for 10 minutes to obtain a non-woven fabric on which the sub-copper oxide fine particles were immobilized.
The antiviral properties of the non-woven fabrics obtained in Experimental Examples 1, 7 and 8 were evaluated, and the amount of active oxygen generated was measured in the non-woven fabrics obtained in Experimental Examples 1, 7 and 8. The results are also shown in Table 2.

(Non-woven fabric antiviral evaluation method)
1. 1. A virus suspension is obtained by infecting host cells with a virus, culturing the cells, and removing cell residues by centrifugation.
2. The virus suspension of 1 above diluted 10-fold with sterile distilled water is used as a test virus suspension.
3. 3. 0.4 g of the non-woven fabric test piece is inoculated with 0.2 mL of the test virus suspension.
4. After leaving at 25 ° C. for 2 hours, add 20 mL of SCDLP medium and stir with a vortex mixer to wash out the virus from the sample.
5. The virus infectivity titer is measured by the plaque measurement method, and the antiviral activity value is calculated.
6. If the antiviral activity value is 3.0 or more, it can be determined that the virus has sufficient antiviral properties.

(Method of measuring the amount of active oxygen generated in non-woven fabric)
1. Place 0.03 g of non-woven fabric (1 cm x 15 cm) in a 1.5 mL microtube.
2. Add 10 mL of distilled water and 10 μL of luminescent reagent (2-methyl-6-p-methoxyphenylethynyl imidazolipyrazinone solution), measure the amount of luminescence with a luminometer (AB-2270 Lumine Sensor Octa manufactured by Atto), and measure the amount of luminescence, active oxygen. Let it be the amount generated.

The copper compound fine particles contained in the dispersion liquid of the present invention have properties such as antiviral property, antibacterial property, conductivity, ultraviolet shielding property, and antifouling property, and particularly when the copper compound particle is monovalent, norovirus. Since it is possible to exhibit antiviral properties against viruses that do not have an envelope structure such as, it is necessary to include it as a diluent in the resin composition constituting the textile product or the like, or to directly apply or impregnate the textile product or the like. This makes it possible to impart antiviral properties to textile products and the like.
In addition to sanitary products, it can be applied to various applications such as conductive films, films, metal plates, glass plates, and marine paints.
Further, by using a low boiling point solvent as the dispersion medium, it can be used as a diluent for a coating composition or a resin composition, which makes it possible to impart antiviral properties to a coating film or a resin molded product. ..

Claims (7)

A dispersion liquid containing monovalent copper compound fine particles coated with a fatty acid and a stabilizer which is at least one selected from saccharin, salicylic acid, aspartic acid, and citric acid in a non-aqueous solvent. .. Wherein the monovalent copper compound particles, further dispersion of claim 1 wherein is coated with an ester compound of a fatty acid. The dispersion liquid according to claim 1 or 2 , wherein the monovalent copper compound is cuprous oxide. The dispersion liquid according to any one of claims 1 to 3 , wherein the non-aqueous solvent is an ester solvent. The dispersion liquid according to any one of claims 1 to 4, further containing a dispersant. The dispersion liquid according to any one of claims 1 to 5 , wherein the monovalent copper compound has antiviral properties. A copper compound fine particle characterized in that the surface of the monovalent copper compound fine particle is coated with a fatty acid and an ester compound of the fatty acid.

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