WO2022169051A1 - Composition antibactérienne et antivirale exempte de métaux lourds et film la contenant - Google Patents

Composition antibactérienne et antivirale exempte de métaux lourds et film la contenant Download PDF

Info

Publication number
WO2022169051A1
WO2022169051A1 PCT/KR2021/010320 KR2021010320W WO2022169051A1 WO 2022169051 A1 WO2022169051 A1 WO 2022169051A1 KR 2021010320 W KR2021010320 W KR 2021010320W WO 2022169051 A1 WO2022169051 A1 WO 2022169051A1
Authority
WO
WIPO (PCT)
Prior art keywords
weight
film
antibacterial
parts
antiviral
Prior art date
Application number
PCT/KR2021/010320
Other languages
English (en)
Korean (ko)
Inventor
박진희
Original Assignee
박진희
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 박진희 filed Critical 박진희
Publication of WO2022169051A1 publication Critical patent/WO2022169051A1/fr

Links

Images

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/20—Adhesives in the form of films or foils characterised by their carriers
    • C09J7/201—Adhesives in the form of films or foils characterised by their carriers characterised by the release coating composition on the carrier layer
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
    • C08J7/04—Coating
    • C08J7/06—Coating with compositions not containing macromolecular substances
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • C08L33/04—Homopolymers or copolymers of esters
    • C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
    • C08L33/10—Homopolymers or copolymers of methacrylic acid esters
    • C08L33/12—Homopolymers or copolymers of methyl methacrylate
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D1/00—Coating compositions, e.g. paints, varnishes or lacquers, based on inorganic substances
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • C09D5/14—Paints containing biocides, e.g. fungicides, insecticides or pesticides
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J11/00—Features of adhesives not provided for in group C09J9/00, e.g. additives
    • C09J11/08—Macromolecular additives
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J175/00—Adhesives based on polyureas or polyurethanes; Adhesives based on derivatives of such polymers
    • C09J175/04—Polyurethanes
    • C09J175/08—Polyurethanes from polyethers
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/20—Adhesives in the form of films or foils characterised by their carriers
    • C09J7/22—Plastics; Metallised plastics
    • C09J7/25—Plastics; Metallised plastics based on macromolecular compounds obtained otherwise than by reactions involving only carbon-to-carbon unsaturated bonds
    • C09J7/255—Polyesters
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2367/00—Characterised by the use of polyesters obtained by reactions forming a carboxylic ester link in the main chain; Derivatives of such polymers
    • C08J2367/02—Polyesters derived from dicarboxylic acids and dihydroxy compounds

Definitions

  • the present invention relates to a composition capable of producing an antibacterial and antiviral film that can be attached to the front and rear parts of a mobile phone. It relates to a coating composition for producing an adhesive film.
  • the antibacterial film market is growing rapidly, and with the advent of COVID-19, it is spreading throughout everyday life and industry at a very rapid pace.
  • the antibacterial film is attached to almost any object or space that comes into contact with the human body in daily life.
  • the generally distributed film has copper or silver as its main component.
  • the commonly used films containing copper or silver have only been reported to have antibacterial properties against common pathogens for 24 hours, and there is no report on whether they can achieve antibacterial or antiviral effects within a shorter time than that.
  • transparent plastic materials such as PET (polyethyleneterephthalate), PC (polycarbonate), and PMMA (poly-methylmethacrylate) are widely used as the material of the film.
  • PET polyethyleneterephthalate
  • PC polycarbonate
  • PMMA poly-methylmethacrylate
  • One object of the present invention relates to an antibacterial and antiviral composition suitable for application to a film because it has excellent antibacterial and antiviral properties and can achieve both transparency and durability after coating.
  • an aspect of the present invention is a film layer coated on one side of the antibacterial and antiviral composition comprising a hydroxyapatite (Hydroxyapatite); And it provides an antibacterial and antiviral film having an adhesive layer formed on the other side of the film layer.
  • a hydroxyapatite Hydroapatite
  • Another aspect provides a method for producing the antibacterial and antiviral adhesive film.
  • One aspect provides an antibacterial and antiviral composition comprising hydroxyapatite.
  • Hydroxyapatite is a chemical formula Ca 10 (PO 4 ) 6 (OH) 2 It is a mineral form of calcium apatite in its natural state. Hydroxyapatite reacts with water to form hydroxyl radicals, thereby destroying cell membranes of viruses or bacteria, denaturing proteins, and destroying genes, thereby producing an antibacterial effect.
  • the antibacterial and antiviral composition may be for film coating.
  • the composition can be further processed into powder, solution, suspension, solid of various three-dimensional shape, etc. without using as a coating agent, but is particularly suitable for use in coating a film.
  • the film may be manufactured for attachment of a specific product, and the product includes, for example, a mobile phone, a handle, a button, a dining table, wallpaper, a floor, and the like, but is not limited thereto.
  • the film may be selected from the group consisting of polyethyleneterephthalate (PET), polycarbonate (PC), and poly-methylmethacrylate (PMMA).
  • PET polyethyleneterephthalate
  • PC polycarbonate
  • PMMA poly-methylmethacrylate
  • the film may be a PET film, in which case it may be more advantageous because it is stronger and not crushed or torn.
  • the antibacterial and antiviral film may be attached to one side, specifically, the front and rear parts of the mobile phone.
  • the antibacterial and antiviral composition may include Ca(OH) 2 , CaCO 3 , SiO 2 , and P 2 O 5 .
  • the hydroxyapatite may be formed by Ca(OH) 2 and P 2 O 5 .
  • Ca(OH) 2 and P 2 O 5 in the antimicrobial composition may be essential to achieve an antibacterial or antiviral effect, and SiO 2 and CaCO 3 may be essential to maintain a certain degree of hardness and transparency even after the antimicrobial composition is coated.
  • the composition may include 85 to 95 parts by weight of Ca(OH) 2 , 3 to 8 parts by weight of CaCO 3 , 0.5 to 1.5 parts by weight of SiO 2 , and 0.1 to 0.3 parts by weight of P 2 O 5 . If it is out of the range of parts by weight, antibacterial and antiviral effects of up to 99% cannot be achieved within 1 minute, and hardness or transparency may decrease, which may affect quality.
  • the antibacterial and antiviral composition may further include SO 3 , CaO, Al 2 O 3 , Fe 2 O 3 , SrO, MgO, and B 2 O 3 .
  • the composition of the present invention does not use heavy metals, so it is harmless to the human body and has a long-lasting antibacterial activity.
  • additional sulfur, aluminum, iron, strontium, magnesium and boron compounds were added, both antibacterial and antiviral properties and longevity could be achieved within a harmless range to the human body. did. Moreover, these materials do not affect the hardness and transparency of the coating.
  • the composition is more specifically, 0.3 to 0.5 SO 3 , 0.3 to 0.5 CaO, 0.3 to 0.5 Al 2 O 3 , 0.25 to 0.45 Fe 2 O 3 , 0.1 to 0.3 SrO, 0.05 to 0.2 MgO, and 0.05 to 0.2 of B 2 O 3 . If it is out of the above range, the antibacterial and antiviral properties or durability may be reduced, or the hardness or transparency of the film may be deteriorated.
  • the present invention relates to a film coated with an antibacterial and antiviral composition suitable for attachment to one side of a mobile phone. To do this, it must have transparency that does not affect the appearance of the mobile phone, and it must have appropriate hardness to withstand frequent external shocks. In addition, as it is one of the household items that come into contact with the hand the most, one of the parts most exposed to bacteria and viruses in the human body, it should be able to inactivate bacteria and viruses in a short time. To achieve all these conditions, the composition and composition ratio of the coating composition may be very important.
  • the composition may be one capable of killing 99% or more of bacteria and viruses within 1 minute. This effect is about 1000 times or more, more specifically, more than 1400 times superior to the conventional silver or copper-containing film.
  • the bacteria are Escherichia coli, Pseudomonas aeruginosa, Candida albicans, Candida tropicalis, Malesezia pachydermatis, Salmonella typhimurium.
  • Salmonella typhimurium Salmonella typhimurium
  • Acinetobacter johnsonii Corynebacterium accolens, Corynebacterium amycolatum, Corynebacterium xerosis, Corynebacterium xerosis Nebacterium jeikeium, Staphylococcus aureus, Staphylococcus haemolyticus, Staphylococcus warneri, Staphylococcus Staphylococcus saprophyticus, Staphylococcus cohnii, Staphylococcus hominis, Staphylococcus xylosus, Staphylococcus simul It may be at least one selected from the group consisting of Lance (Staphylococcus simulans), Mycobacterium fortuitum, and Micrococcus luteus.
  • the virus is rhinovirus, poliovirus, rotavirus, norovirus, enterovirus, hepatovirus, astrovirus, sapovirus, hepatitis E virus, influenza A/B/C virus, parainfluenza virus, mum Mumps virus, measles virus, human metapneumovirus, RS virus, Nipah virus, Hendra virus, yellow fever virus, dengue virus, Japanese encephalitis virus, West Nile virus, hepatitis B/C virus, eastern and western hemp encephalitis Virus, o'nyong-nyong virus, rubella virus, Lassa virus, junin virus, Machupo virus, guanarito virus, sabia virus, Crimea Congo Hemorrhagic fever virus, Sandfly fever, Hantavirus, Sin Nombre virus, rabies virus, Ebola virus, Marburgvirus, bat lyssavirus, human T-cell leukemia virus, human Immunodeficiency virus, human coronavirus, S
  • the bacteria may be selected from the group consisting of E. coli, E. coli O-157, and Staphylococcus aureus
  • the virus may be selected from the group consisting of COVID-19, influenza A virus, and coxsackie virus. may be selected.
  • the antibacterial and antiviral composition does not contain heavy metals.
  • the composition does not contain any heavy metals such as cadmium, mercury, and chromium, and does not contain polybrominated biphenyl compounds (PBBs) or polybrominated biphenyl ether compounds (PBPEs).
  • PBBs polybrominated biphenyl compounds
  • PBPEs polybrominated biphenyl ether compounds
  • the composition may not contain zinc, silver, and copper. Zinc, silver, and copper are components commonly used in commercially available antibacterial films, but in the present invention, it was confirmed that these components have lower antibacterial effects compared to the coating composition of the present invention, and these components are rather the coating composition of the present invention may interfere with the effectiveness of “Does not include” the component may mean that the detection amount is 2 ppm or less.
  • the antibacterial and antiviral composition according to one embodiment is coated on one side of the film layer; And it provides an antibacterial and antiviral film having an adhesive layer formed on the other side of the film layer.
  • the coating layer formed of the antibacterial and antiviral composition may further include an ultraviolet curing coating agent.
  • Another aspect is mixing the antibacterial and antiviral composition and the UV curing coating agent according to an embodiment; coating the mixture on a film; And it provides a method for producing a film coated with an antibacterial and antiviral composition comprising the step of curing the mixture by irradiating ultraviolet rays.
  • the solvent may be an organic solvent.
  • the organic solvent is ketones, acetates, phenyls, glycol ethers or alcohols, for example, toluene, methyl isobutyl ketone, ethyl acetate, propylene glycol methyl ether, methanol, acetone, chloroform, or a combination thereof. can be, but is not limited thereto.
  • UV curing coating agent refers to a coating agent that is cured when irradiated with UV light, and as an initiator, oxy-phenyl-acetic acid 2-[2 oxo-2 phenyl-acetoxy-ethoxy]-ethyl ester, oxy- including phenyl-acetic acid 2-[2-hydroxy-ethoxy]-ethyl ester or 2-methyl-1-[4-(methylthio)phenyl]-2-(4-morpholinyl)-1-propanone can, but is not limited to.
  • the UV curing coating agent may include, for example, a urethane acrylate oligomer as an oligomer that can be cured with the initiator, and may further include an acrylate monomer, fluoroacrylate, silicone acrylate, etc. to aid curing.
  • oligomers are successfully cured even when mixed with the antibacterial and antiviral composition according to one embodiment to achieve sufficient transparency and hardness, and are suitable for forming sufficient pores so that antibacterial and antiviral properties can be expressed.
  • the amount of oligomers in the UV-curable coating agent is 30 to 45 wt% based on the total amount of the coating agent, and the curing aid is preferably 2 to 5 wt% or less, respectively.
  • the coating step may be coating with micro-gravure coating.
  • This coating method can be coated by evenly distributing the antibacterial and antiviral composition on the film, and contributes to increasing the production rate.
  • the step of irradiating the ultraviolet rays may further include drying with hot air. Since the UV curing coating agent is added with a monomer to aid in curing, and a solvent is used to facilitate mixing, impurities and solvents can be removed through hot air drying. However, it is preferable that the hot air does not exceed 50°C. There is a condition for applying hot air in the adhesive layer forming step, and if the severe condition continues, the antibacterial and antiviral effect may be lost.
  • composition for film coating of the present invention is suitable for producing an antibacterial and antiviral film because it does not affect the curing reaction.
  • an adhesive film further comprising an adhesive layer on the other side of the film layer coated with the antibacterial and antiviral composition.
  • the adhesive layer can prevent stains left on the place where the film is attached using polyurethane or damage the product, can be strongly attached without additional adhesive components including polyacrylic polymer, and has good transparency.
  • the adhesive layer specifically includes a polyurethane resin and a polyacrylate resin in a weight ratio of 4:1
  • the polyurethane resin is a polyol polyethylene-polypropylene glycol and diisocyanate, specifically, toluene diisocyanate 1:2 of
  • the polyacrylate resin may include methyl methacrylate and butyl acrylate in a molar ratio of 4:1
  • the polyethylene-polypropylene glycol may be composed of ethylene glycol and propylene glycol in a molar ratio of 2:1.
  • the molar ratio of each monomer constituting the polyurethane resin and the polyacrylate resin may be important for proper transparency and adhesion.
  • the polyol may preferably have a number average molecular weight of 500 to 2000, specifically 800 to 1200.
  • the polyurethane resin is made of a polymer of polyol and isocyanate, and in this case, it contributes to maintaining long-term stability and can form an adhesive layer even at a relatively low temperature of 50° C. or less.
  • a small amount of diaminobicyclooctane (DABCO) may be added to promote polymerization, for example, 0.01 to 0.1 parts by weight based on 100 parts by weight of the total polymer of the polyol and the isocyanate.
  • Another aspect is a first mixing step of mixing a polyurethane resin, a polyacrylate resin, a crosslinking agent, and a photoinitiator; adding and mixing dimethylol propionic acid and hexanediol to the first mixture, then adding water dropwise to emulsify; forming an adhesive layer by spraying and heating the emulsion with a fine spray on the back surface of the film layer coated with the antibacterial and antiviral composition; and laminating a PET (Polyethylene Terephthalate) film on the adhesive layer and curing the adhesive layer by irradiating ultraviolet rays; It provides a method for producing an adhesive film comprising a.
  • the back side means the opposite side of the layer coated by spraying the antibacterial and antiviral composition from the film.
  • the laminated PET film may serve as a release layer.
  • the crosslinking agent is a polyurethane resin and a polyacrylate resin to be firmly mixed and fixed, and an isocyanate-based crosslinking agent may be preferable.
  • the crosslinking agent may be added in an amount of 0.1 to 1 parts by weight, specifically 0.5 parts by weight, based on 100 parts by weight of the total of the polyurethane resin and the polyacrylate resin.
  • the photoinitiator is for curing the adhesive layer, and is 1-hydroxycyclohexylphenyl ketone, 2,2-dimethoxy-2-phenyl-acetophenone, xanthone, benzaldehyde, anthraquinone, 3-methylacetophenone, 4-chloro Benzophenone, 4,4'-dimethoxybenzophenone, 4,4'-diaminobenzophenone, benzoin propyl ether, benzoinethyl ether, 1-(4-isopropyl-phenol)-2-hydroxy-2 -methyl propan-1-one, thioxanthone, and the like, but is not limited thereto.
  • the photoinitiator may be added in an amount of 0.1 to 1 parts by weight, specifically 0.3 parts by weight, based on 100 parts by weight of the total of the polyurethane resin and the polyacrylate resin.
  • the dimethylol propionic acid and hexanediol may be added in an amount of 0.1 to 1 parts by weight of dimethylol propionic acid and 0.1 to 0.5 parts by weight of hexanediol based on 100 parts by weight of the polyurethane resin and the polyacrylate resin.
  • water is added dropwise and mixed rapidly to cause emulsification, which helps the composition to be suitable for fine spray application.
  • the emulsion is used to form an adhesive layer by spraying a fine spray on the film layer.
  • the step of forming the adhesive layer may be spraying for 3 to 5 minutes while applying hot air of about 45 to 50°C. By spraying while applying hot air, the drying time can be shortened to 3 to 5 minutes even at a relatively low temperature of 50° C. or less. It is preferable that the temperature does not exceed 50° C., and it is preferable that the temperature does not exceed 5 minutes.
  • the amount of fine spray injection can be increased or decreased depending on the required thickness of the adhesive layer, but the adhesive layer thickness may be 100 ⁇ m or less, specifically 1 ⁇ m to 50 ⁇ m, so that the adhesive layer can be well formed within the same temperature and drying time as described above.
  • a polymerization inhibitor such as hydroquinone may be added based on 100 parts by weight of the total reactant to stop the polymerization.
  • the polyacrylate resin may preferably have a number average molecular weight of 700,000 to 900,00, more specifically, 750,000 to 800,000.
  • the number average molecular weight of the polyacrylate resin is important for maintaining the long-term stability of the adhesive layer and for forming the adhesive layer at a relatively low temperature of 50° C. or less.
  • Each polymer component and weight ratio included in the adhesive layer is important to avoid harsh conditions when forming the adhesive layer on the antibacterial and antiviral film to maintain the antibacterial or antiviral effect.
  • various products can be UV-cured to coat the antibacterial and antiviral film.
  • the film coated with the antibacterial and antiviral composition it can be easily attached to a mobile phone, handle, button, restaurant table, wallpaper, floor, etc. to achieve antibacterial and antiviral effect of 90% or more within 1 minute.
  • the film prepared using the antibacterial and antiviral composition of the present invention can exhibit semi-permanent and immediate antibacterial and antiviral effects without additional treatment by attaching it to the front and rear portions of the mobile phone.
  • the composition for antibacterial coating to be used for the antibacterial film was prepared in the same composition as in Table 1 (Example 1) below. Specifically, a UV curing coating agent using toluene as a solvent was prepared, and the coating composition of Example 1 was mixed thereto. Then, the mixed solution was micro-gravure coated on a PET film, and dried with hot air at 50° C. while irradiating ultraviolet rays to cure the coating material on the PET film. When the PET antibacterial film prepared above was used for attachment, an adhesive layer was formed by further processing and curing the urethane adhesive.
  • Example 1 (content, weight ratio) Ca(OH) 2 (Calcium hydroxide) 91.00 CaCO 3 (Calcium carbonate) 5.60 SiO 2 (Silicon dioxide) 1.00 SO 3 (sulfur trioxide) 0.41 CaO (Calcium oxide) 0.39 Al 2 O 3 (Aluminum oxide) 0.35 Fe 2 O 3 (Iron oxide) 0.34 SrO (strontium oxide) 0.20 P 2 O 5 (Phosphoric acid) 0.20 MgO (Magnesium oxide) 0.11 B 2 O 3 (Boron oxide) 0.11
  • the antibacterial effect of the present invention was evaluated in comparison with commercially available films.
  • E.Coli 400 ⁇ l of E.Coli prepared at a concentration of 1x10 6 CFU/mL was applied to commercially available silver-containing films, copper-containing films, PET films coated with Example 1, and uncoated PET films, respectively, It was left at room temperature for 30 minutes. Then, each film was scraped off with a sterilized cotton swab, the cotton swab was immersed in the medium, and the medium was again applied to the solid medium at 10 -1 and 10 -2 concentrations. Then, the colony growth was observed by incubation at 37° C. for 24 hours, and the number is shown in Table 2 and FIG. 1 below.
  • Example 1 As a result, all bacteria in contact with the film coated in Example 1 were killed and no colonies were observed.
  • polyethylene-polypropylene glycol prepared in a ratio of 2:1 with ethylene glycol and propylene glycol was prepared, and 2 moles of toluene diisocyanate and 1 mole of the polyethylene-polypropylene glycol (number average molecular weight 1000) were added to a round bottom flask. 100 g was added, 10 mg of diaminobicyclooctane (DABCO) was added and mixed, and stirred at a reaction temperature of 70° C. for 2 hours to prepare a polyurethane resin.
  • DABCO diaminobicyclooctane
  • a polyacrylate resin was prepared and prepared. Specifically, 100 g of a mixture of methyl methacrylate and butyl acrylate in a molar ratio of 4:1 was added to 120 g of ethyl acetate at a reaction temperature of 70° C. under a nitrogen atmosphere, and azobisisobutyronitrile, a reaction initiator, was added while maintaining the temperature. (AIBN) 0.5 g was added and reacted for 10 hours to prepare a polyacrylate resin (number average molecular weight 800,000).
  • AIBN azobisisobutyronitrile
  • a polyurethane resin was prepared by adding and mixing 1 mmol of diaminobicyclooctane (DABCO) to 3 moles of toluene diisocyanate without a polyol, followed by stirring at a reaction temperature of 70° C. for 2 hours. The following steps were performed in the same manner as in Example 2 to prepare an adhesive composition.
  • DABCO diaminobicyclooctane
  • Adhesive films were prepared in the same manner as above using the adhesive compositions of Comparative Examples 1 to 4.
  • Comparative Examples 3 and 4 had remarkably low adhesive strength, because the adhesive layer was not properly formed.
  • the adhesive film In order to evaluate the durability of the adhesive film, it is attached to a polycarbonate transparent board using a 2kg roller, and left for 30 days in a space of about 60°C with a humidity of 90RH% for 30 days to observe changes in appearance such as peeling, bubble formation, and pattern formation. observed.
  • Example 2 Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4 Durability change no change bubble formation Edge peeling, bubble formation Edge peeling, wavy pattern formation wave pattern formation
  • Example 2 As a result of observation, no change was observed in Example 2, whereas in Comparative Example 1, a large number of small bubbles were generated, in Comparative Example 2, peeling was observed from the corner, and Comparative Examples 3 and 4 were in a specific part when pressed. The formation of wavy patterns was observed.
  • Transparency is measured by calculating light transmittance according to ASTM D1003 standard measurement method using a haze transmittance meter (NDH-2000N) after peeling the PET film layer from each adhesive film prepared in Preparation Example 3 and attaching it to a 2 mm transparent glass. The transmittance was measured and evaluated.
  • Example 2 Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4 light transmittance 93.54 89.01 84.32 90.53 91.23
  • Example 2 As a result, in the case of Example 2, the transmittance was remarkably excellent and the transparency was evaluated as good, and Comparative Examples 1 to 4 all had low transparency, but Comparative Example 2 was found to have particularly low transparency.

Abstract

La présente invention concerne un film antibactérien et antiviral et, plus spécifiquement, un film adhésif antibactérien et antiviral et son procédé de préparation, le film ne contenant pas de métaux lourds et étant ainsi sans danger tout en présentant une transparence, une dureté et une stabilité à long terme améliorées.
PCT/KR2021/010320 2021-02-08 2021-08-05 Composition antibactérienne et antivirale exempte de métaux lourds et film la contenant WO2022169051A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
KR10-2021-0017601 2021-02-08
KR1020210017601A KR102258923B1 (ko) 2021-02-08 2021-02-08 중금속 무함유의 항균 및 항바이러스 조성물 및 이를 포함하는 필름

Publications (1)

Publication Number Publication Date
WO2022169051A1 true WO2022169051A1 (fr) 2022-08-11

Family

ID=76150001

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/KR2021/010320 WO2022169051A1 (fr) 2021-02-08 2021-08-05 Composition antibactérienne et antivirale exempte de métaux lourds et film la contenant

Country Status (2)

Country Link
KR (1) KR102258923B1 (fr)
WO (1) WO2022169051A1 (fr)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR102258923B1 (ko) * 2021-02-08 2021-05-31 박진희 중금속 무함유의 항균 및 항바이러스 조성물 및 이를 포함하는 필름
KR102371552B1 (ko) 2021-10-25 2022-03-08 주식회사 코이코리아 제형안정성을 높인 항균 및 항바이러스성 조성물의 제조방법 및 그를 이용한 항균 및 항바이러스성 조성물

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20060094134A (ko) * 2005-02-23 2006-08-29 조광페인트주식회사 수분산성 자외선 경화형 폴리우레탄 아크릴레이트수지의 제조방법 및 그 도료 조성물
JP2009520076A (ja) * 2005-12-14 2009-05-21 スリーエム イノベイティブ プロパティズ カンパニー 抗菌接着フィルム
KR101069642B1 (ko) * 2011-02-16 2011-10-04 이학철 휴대용 단말기의 디스플레이 보호필름
KR20160032305A (ko) * 2014-09-15 2016-03-24 (주)엘지하우시스 첨가제용 내오염성 아크릴계 수지
KR20200138295A (ko) * 2018-03-30 2020-12-09 가부시키가이샤 아데카 입상 자외선 흡수제 및 수지 조성물
KR102258923B1 (ko) * 2021-02-08 2021-05-31 박진희 중금속 무함유의 항균 및 항바이러스 조성물 및 이를 포함하는 필름

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR20060094134A (ko) * 2005-02-23 2006-08-29 조광페인트주식회사 수분산성 자외선 경화형 폴리우레탄 아크릴레이트수지의 제조방법 및 그 도료 조성물
JP2009520076A (ja) * 2005-12-14 2009-05-21 スリーエム イノベイティブ プロパティズ カンパニー 抗菌接着フィルム
KR101069642B1 (ko) * 2011-02-16 2011-10-04 이학철 휴대용 단말기의 디스플레이 보호필름
KR20160032305A (ko) * 2014-09-15 2016-03-24 (주)엘지하우시스 첨가제용 내오염성 아크릴계 수지
KR20200138295A (ko) * 2018-03-30 2020-12-09 가부시키가이샤 아데카 입상 자외선 흡수제 및 수지 조성물
KR102258923B1 (ko) * 2021-02-08 2021-05-31 박진희 중금속 무함유의 항균 및 항바이러스 조성물 및 이를 포함하는 필름

Also Published As

Publication number Publication date
KR102258923B1 (ko) 2021-05-31

Similar Documents

Publication Publication Date Title
WO2022169051A1 (fr) Composition antibactérienne et antivirale exempte de métaux lourds et film la contenant
US20120202912A1 (en) Surface treatment by photopolymerisation to obtain biocidal properties
JP6817963B2 (ja) 相乗効果を示す抗菌性材料
ES2356305T3 (es) Recubrimiento antimicrobiano curable por radiación.
RU2448990C2 (ru) Анионный латекс в качестве носителя для биоактивных ингредиентов и способы его изготовления и применения
MX2007001203A (es) Composiciones de plata antimicrobianas.
CN101253182B (zh) 抗微生物双胍金属配合物
JP2015131821A (ja) 抗菌性ビグアニド金属錯体
CN107236143A (zh) 阳离子‑两性离子共聚物涂层及其制备方法和应用
EP2346955B1 (fr) Compositions aqueuses antitaches pour revêtement
JP6781256B2 (ja) 抗菌組成物、抗菌膜、抗菌膜付き基材、抗菌膜の製造方法、及び、抗菌膜付き基材の製造方法
Liu et al. Antimicrobial property of halogenated catechols
CN101925651A (zh) 亲水组合物和具有防霉性能的亲水元件
CN106163802B (zh) 带抗菌层的基材、抗菌片、放射线摄影装置、触控面板
KR100546820B1 (ko) 나노 실버 입자를 함유한 전착 도료 조성물 및 이의사용방법
JP7277930B2 (ja) フェナレン－１－オン含有光増感剤組成物、フェナレン－１－オン化合物およびその使用
KR20100127791A (ko) 친수성 부재, 핀재, 알루미늄제 핀재, 열교환기 및 에어컨
KR102262892B1 (ko) 항바이러스, 항균, 항곰팡이 및 이지클리닝 특성을 갖는 친환경 수성 도료 조성물
WO2022245157A1 (fr) Peinture ou composition de revêtement soluble dans l'eau ayant une capacité antibactérienne, désodorisante et de durabilité
CN115044237A (zh) 涂料组合物及其制备方法和涂层
CA2384427A1 (fr) Copolymeres de composes acryloylaminoalkyl
JP3506470B2 (ja) 抗菌性能を有する間仕切用化粧材
CN110922831A (zh) 一种医用防雾防溅套头式面罩的制备方法
JP2021054769A (ja) 抗ウィルス性部材、抗ウィルス性部材の製造方法及び抗ウィルス組成物
US6596064B2 (en) Biocidal-antifouling agents with low ecotoxicity index

Legal Events

Date Code Title Description
121 Ep: the epo has been informed by wipo that ep was designated in this application

Ref document number: 21924949

Country of ref document: EP

Kind code of ref document: A1

NENP Non-entry into the national phase

Ref country code: DE

122 Ep: pct application non-entry in european phase

Ref document number: 21924949

Country of ref document: EP

Kind code of ref document: A1