EP4127076A1 - Article ayant un revêtement biocide, procédé de revêtement d'un article et utilisation d'un revêtement biocide - Google Patents

Article ayant un revêtement biocide, procédé de revêtement d'un article et utilisation d'un revêtement biocide

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Publication number
EP4127076A1
EP4127076A1 EP21716358.3A EP21716358A EP4127076A1 EP 4127076 A1 EP4127076 A1 EP 4127076A1 EP 21716358 A EP21716358 A EP 21716358A EP 4127076 A1 EP4127076 A1 EP 4127076A1
Authority
EP
European Patent Office
Prior art keywords
polymer
group
polymerization
biocidal
biocidal component
Prior art date
Legal status (The legal status 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 status listed.)
Pending
Application number
EP21716358.3A
Other languages
German (de)
English (en)
Inventor
Thomas Griesser
Wolfgang Kern
Thomas ROCKENBAUER
Romana SCHWARZ
Delara HARTMANN
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Montanuniversitaet Leoben
Original Assignee
Montanuniversitaet Leoben
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 Montanuniversitaet Leoben filed Critical Montanuniversitaet Leoben
Publication of EP4127076A1 publication Critical patent/EP4127076A1/fr
Pending legal-status Critical Current

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Classifications

    • 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
    • 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
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2387/00—Characterised by the use of unspecified macromolecular compounds, obtained otherwise than by polymerisation reactions only involving unsaturated carbon-to-carbon bonds

Definitions

  • the present invention relates to biocidal coatings for polymers, particularly photopolymers. These coatings can be able to significantly reduce the number of germs on the surface of photopolymers or to deactivate viruses in a targeted manner.
  • the present invention relates to an object containing a polymer, in particular a photopolymer, with a biocidal coating, a method for coating an object and an object obtainable thereby with a biocidal coating, and the use of a biocidal coating.
  • Photopolymers are generally formed by a UV-induced polymerization of mono-, bi-, or multifunctional monomers or oligomers.
  • photoreactive resin systems generally contain suitable photoinitiators and various additives (dispersing, leveling and sliding additives, UV-VIS absorbers, stabilizers, fillers, color pigments).
  • actinic radiation mostly UV light, but also electron beams or X-rays
  • UV-polymerizing reactive systems are used for example as UV-curing ink systems for graphic printing, as coatings of all kinds of surfaces (e.g. furniture, floors, etc.) or for the production of three-dimensional structures using 3D ink-jet printing or stereolithography.
  • These additive manufacturing technologies based on the photopolymerization of liquid resins have great potential for the production of tailor-made molded parts for the manufacturing industry (including automotive, aviation, medical), which require a high degree of accuracy of fit and high surface quality.
  • biocidal properties of such coatings are often based on the following mechanisms:
  • Copper shows strong antiviral (virucidal) activity.
  • the inactivation of the following enveloped or non-enveloped single or double stranded DNA or RNA viruses by copper and copper compounds has been reported: bacteriophage, infectious bronchitis virus, poliovirus, Junin virus, herpes simplex virus, human immunodeficiency virus type 1 (HIV-1), West Nile virus, Coxsackie virus types B2 and B4, Echovirus 4 and Simian rotavirus SAU.
  • influenza A infectious bronchitis virus
  • poliovirus Junin virus
  • herpes simplex virus human immunodeficiency virus type 1 (HIV-1)
  • West Nile virus Coxsackie virus types B2 and B4
  • Echovirus 4 Simian rotavirus SAU.
  • influenza A rhinovirus 2
  • the toxicity also results from changes in the conformational structure of nucleic acids and proteins as well as from disturbances of the oxidative phosphorylation and the osmotic equilibrium.
  • the redox properties exhibited by some metals like copper can also contribute to their inherent toxicity.
  • a redox reaction between Cu 2+ and Cu 1+ can catalyze the production of highly reactive hydroxyl radicals, which can then damage lipids, proteins, DNA and other biomolecules.
  • viruses have no resistance or repair mechanisms, which makes them very susceptible to high concentrations of copper ions.
  • Viruses lack DNA repair mechanisms, permeability barriers, intra- and extracellular sequestration of metals through cell envelopes, and efflux pumps for active metal transport membranes enzymatic metal detoxification mechanisms as found in bacteria and cells. Viruses' reduced ability to withstand copper could therefore explain their high sensitivity to this metal.
  • the biocidal effect of Ag-NP is based on (1) the formation of free radicals that damage the bacterial membranes, (2) interactions with DNA, (3) adhesion to the cell surface that changes the membrane properties, and (4) by damaging enzymes (see Figure 6).
  • Ag-NP inhibit HSV infections (Herpex Simplex Virus) -1 by blocking the attachment and thus the entry of the virus into the cells and / or the spread of the virus from cell to cell (Literature: Akbarzadeh, Abolfazl; Kafshdooz, Leila; Razban, Zohre; Dastranj Tbrizi, Ali; Rasoulpour, Shadi; Khalilov, Rovshan et al. (2016): An OverView application of silver nanoparticles in Inhibition of herpes Simplex virus. In: Artificial cells, nanomedicine, and biotechnology 46 (2), pp. 263-267).
  • Ag-NPs also have an antiviral effect against HIV-1, hepatitis B virus, respiratory syncytial virus and monkeypox virus (literature: Ge, Liangpeng; Li, Qingtao; Wang, Meng; Ouyang, Jun; Li, Xiaojian; Xing, Malcolm MQ (2014): Nanosilver particles in medical applications: synthesis, performance, and toxicity.
  • Molecules Basel, Switzerland 16 (10), pp. 8894-8918).
  • Ag-NP have higher antiviral activity than silver ions. Although the mechanism underlying their virus-inhibiting activity is not fully understood, Ag-NP could be viewed as a broad spectrum agent against a wide variety of virus strains. Furthermore, viruses do not tend to develop resistance to Ag-NP.
  • One object of the present invention is therefore to provide objects with a biocidal coating that is effective and as durable as possible (in particular long-lasting or abrasion-resistant) and can be able to significantly reduce the number of germs on the surface or target viruses deactivate.
  • the inventors of the present invention have found that the free functional groups on the surface of polymers, such as photopolymers in particular, which are not converted during a polymerization reaction (which usually does not proceed quantitatively) are used in a suitable manner for coupling antimicrobial or antiviral substances can be.
  • the present invention accordingly relates to an object (hereinafter also referred to as "coated object") containing (or (essentially) consisting of) a polymer, in particular a photopolymer, with a biocidal coating, with a biocidal component (a biocidal agent) adheres (is bound) to the polymer by means of a (free, unreacted) functional group on the polymer.
  • a biocidal component a biocidal agent
  • the present invention further relates to a method for coating (hereinafter also referred to as “coating method”) an object containing (or (essentially) consisting of) a polymer, in particular a photopolymer, the method being an application a biocidal component (a biocidal agent) on the polymer, the polymer comprising a (free, unreacted) functional group, and causing a reaction so that the biocidal component adheres (is bound) to the polymer by means of the (free, unreacted) functional group of the polymer.
  • coating method an object containing (or (essentially) consisting of) a polymer, in particular a photopolymer, the method being an application a biocidal component (a biocidal agent) on the polymer, the polymer comprising a (free, unreacted) functional group, and causing a reaction so that the biocidal component adheres (is bound) to the polymer by means of the (free, unreacted) functional group of the polymer.
  • the present invention relates to an object (hereinafter also referred to as "coated object"), containing (or (essentially) consisting of) a (em) polymer, in particular a (em) photopolymer, with a biocidal coating, obtainable (or . Obtained) by a coating method having the above features.
  • a coating object containing (or (essentially) consisting of) a (em) polymer, in particular a (em) photopolymer, with a biocidal coating, obtainable (or . Obtained) by a coating method having the above features.
  • the present invention further relates to the use of a biocidal coating (or a coating that contains a biocidal component) which adheres to a surface of the polymer by means of a (free, unreacted) functional group of a polymer, for reducing a microbial, in particular bacterial and / or viral, strain.
  • FIG. 1 illustrates an immobilization of quaternary ammonium compounds by a thiol-Michael addition reaction according to an exemplary embodiment.
  • FIG. 2 illustrates immobilized Cu nanoparticles on the surface of a thiol / ene photopolymer according to an exemplary embodiment.
  • Figure 3 illustrates the introduction of thiol anchor groups (so-called intermediate groups) on acrylate-based photopolymers and the following Immobilization of metal nanoparticles according to an exemplary embodiment.
  • Figure 4 illustrates various mechanisms of copper toxicity to microorganisms.
  • Figure 5 illustrates mechanisms of damage to viruses by coatings with polycations.
  • FIG. 6 illustrates the mechanisms of the antiviral activity of silver nanoparticles (Ag-NP).
  • Figure 7 shows silicone molds that were used to produce photopolymer test specimens.
  • Figure 8 shows photopolymer test specimens produced using the silicone molds shown in Figure 7.
  • Figure 9 shows test bodies placed in aqueous CuNP solution.
  • biocidal is generally understood to mean the property of killing organisms, in particular microorganisms such as bacteria or viruses, or at least controlling or restricting their growth.
  • biocidal an antimicrobial and / or antiviral effect or property and can be understood in particular a bacteriostatic, bactericidal, virostatic and / or virucidal effect or property, including a (virostatic and / or virucidal effect) against coronaviruses (Coronaviridae family), such as the severe acute respiratory syndrome Coronavirus 2 (SARS-CoV-2).
  • the article contains a polymer on at least one surface thereof.
  • the object can - apart from the coating or in the uncoated state - also essentially consist of a polymer.
  • the polymer is a photopolymer.
  • a “photopolymer” in the context of the present application is generally understood to mean a polymer that is produced by photo-induced (ie by electromagnetic radiation, such as, for example ok
  • the photopolymer was obtained by radical polymerization of unsaturated monomers.
  • Suitable monomers for this can in particular be acrylates, methacrylates, vinyl esters, vinyl carbonates, vinyl ethers, allyl ethers, acrylamides and combinations thereof.
  • the photopolymer was obtained by a thiol-ene / in polymerization, for example by a reaction of multifunctional thiols with unsaturated monomers, in particular alkenes and / or alkynes.
  • the photopolymer was obtained by a cationically induced polymerization.
  • Suitable monomers for this can in particular be vinyl ethers, epoxides, oxetanes and combinations thereof.
  • the photopolymer was obtained by an anionic polymerization, such as a thiol-Michael reaction.
  • the functional group of the polymer (to which the biocidal component adheres or is bound) is a functional group that has not been reacted during the polymerization.
  • polymerization reactions of monomers and / or oligomers do not proceed quantitatively (ie not completely, not 100%), so that free functional groups that were not converted during the polymerization Remaining and which according to the invention can preferably be used for the adhesion, coupling or binding of a biocidal component to the polymer or the object formed therefrom.
  • these functional groups can serve as docking points for the biocidal component.
  • Suitable examples of the functional group of the polymer to which the biocidal component is adhered or bonded include a thiol group, an acrylate group, a methacrylate group, a vinyl group (such as vinyl ether, vinyl ester, vinyl carbonate), an allyl group, an epoxy group, a Isocyanate group, an isothiocyanate group, an oxetane group, and combinations thereof.
  • the biocidal component comprises metal particles, in particular metal nanoparticles (for example with an average particle diameter of 1 to 1000 nm, in particular 2 to 500 nm).
  • Metals suitable for this purpose can in particular contain copper and / or silver and any other metals or metal alloys with a biocidal effect.
  • the biocidal component comprises a quaternary compound. Suitable examples thereof include a quaternary ammonium compound and / or quaternary phosphonium compound.
  • the quaternary compound can also contain a polycation, in particular a hydrophobic polycation.
  • the biocidal component can be bound to the polymer covalently and / or via an organometallic bond or can adhere to it. In this way, a particularly permanent, in particular abrasion-resistant, biocidal coating can be obtained.
  • the biocidal component can be bound directly to a functional group of the polymer that has not reacted during the polymerization, as is illustrated, for example, in FIG. 2, which is explained in more detail below.
  • the biocidal component can be bound via an intermediate group (which can also be referred to as a spacer or a linker) to a functional group of the polymer that has not been converted during the polymerization, as is shown, for example, in the figure explained in more detail below 3 is illustrated.
  • an intermediate group which can also be referred to as a spacer or a linker
  • the intermediate group can in particular be referred to as a linker.
  • the intermediate group can in particular be referred to as a spacer or a spacer.
  • several (for example different) intermediate groups can also be used, which in parallel (for example, one or more different functional groups of the polymer that have not reacted during the polymerization can be connected to different intermediate groups and / or one or more different biocidal components can be combined with various intermediate groups) and / or in series (for example, a biocidal component can be attached to a functional group of the polymer that has not reacted during the polymerization via several interconnected intermediate groups (i.e. via a chain of intermediate groups)).
  • the intermediate group is configured to prevent the adhesion (binding) of the biocidal component to the Polymerization to improve unreacted functional group of the polymer. This can be of particular advantage if the functional group of the polymer which has not reacted during the polymerization has a low affinity or tendency to bind to the biocidal component.
  • the intermediate group has at least two functional groups, which can be the same or different, one of the at least two functional groups being linked to the functional group of the polymer which has not reacted during the polymerization and another of the at least two functional groups being linked to the biocidal component is connected.
  • This makes it possible in particular to improve the adhesion (binding) of the biocidal component to the functional group of the polymer that has not been reacted during the polymerization, which is particularly advantageous if the functional group of the polymer that has not reacted during the polymerization has a low affinity or tendency to bond to the biocidal component.
  • part of the biocidal component (for example a first biocidal component) is bound directly to a functional group of the polymer that has not reacted during the polymerization and another part of the biocidal component (for example a second biocidal component, which is derived from the first biocidal component is different) is bound via an intermediate group to a functional group of the polymer which has not reacted during the polymerization.
  • the method for coating an object containing a polymer, in particular a photopolymer comprises the following steps:
  • the polymer is a photopolymer.
  • the photopolymer was obtained before the application of the biocidal component by at least one of the following types of polymerization or polymerization mechanisms. Accordingly, before applying a biocidal component to the polymer, a method according to the invention can also comprise a step of producing a polymer by polymerization, in particular according to one of the following types of polymerization or polymerization mechanisms:
  • the photopolymer is produced by radical polymerization of unsaturated monomers.
  • Suitable monomers for this can in particular be acrylates, methacrylates, vinyl esters, vinyl carbonates, vinyl ethers, allyl ethers, acrylamides and combinations thereof.
  • the photopolymer is produced by a thiol-ene / in polymerization, for example by a reaction of multifunctional thiols with unsaturated monomers, in particular alkenes and / or alkynes.
  • the photopolymer is produced by a cationically induced polymerization.
  • Suitable monomers for this can in particular be vinyl ethers, epoxides, oxetanes and combinations thereof.
  • the photopolymer is produced by an anionic polymerization, such as, for example, a thiol-Michael reaction. Combinations of the abovementioned types of polymerization or polymerization mechanisms are also possible.
  • the functional group of the polymer (to which the biocidal component is bound) is a functional group that has not reacted during the polymerization.
  • polymerization reactions of monomers and / or oligomers do not proceed quantitatively (ie not completely, not 100%), so that free functional groups which were not converted during the polymerization remain and which, according to the invention, are preferred for adhesion, coupling or binding of a biocidal component can be used on the polymer or the object formed therefrom.
  • Suitable examples of the functional group of the polymer to which the biocidal component is bonded include a thiol group, an acrylate group, a methacrylate group, a vinyl group (such as vinyl ether, vinyl ester, vinyl carbonate), an allyl group, an epoxy group, an isocyanate group, a Isothiocyanate group, an oxetane group, and combinations thereof.
  • the biocidal component comprises metal particles, in particular metal nanoparticles (for example with an average particle diameter of 1 to 1000 nm, in particular 2 to 500 nm).
  • Metals suitable for this purpose can in particular contain copper and / or silver and any other metals or metal alloys with a biocidal effect.
  • the biocidal component comprises a quaternary compound.
  • Suitable examples include a quaternary ammonium compound and / or quaternary Phosphonium compound.
  • the quaternary compound can also contain a polycation, in particular a hydrophobic polycation.
  • the step of applying a biocidal component to the polymer is not particularly limited, and any suitable application technique can be used.
  • the biocidal component can be applied by spraying, brushing, rolling, knife-coating and / or spraying onto a surface of the polymer or of the object. It can be advantageous here if the biocidal component is present or applied in liquid form, for example dissolved or dispersed in a solvent. Dip coating of the polymer or the object is also possible.
  • the step of causing a reaction is not particularly limited as long as the biocidal component is subsequently adhered to the polymer or the article.
  • a reaction with the functional group of the polymer can occur spontaneously as soon as the biocidal component is applied to the polymer, or else by allowing it to stand for a certain period of time.
  • a reaction can be brought about by a change in temperature (in particular heating), by irradiation (for example with UV light, electron beams or X-rays) or by microwaves for a certain period of time, as would be the case for a person skilled in the art depending on the reactants used his expertise is evident.
  • the biocidal component can be bonded to the polymer covalently and / or via an organometallic bond or can adhere to it. In this way, a particularly permanent, in particular abrasion-resistant, biocidal coating can be obtained.
  • the biocidal component can be bound by the reaction directly to a functional group of the polymer that has not been converted during the polymerization, as is illustrated, for example, in Figure 2, which is explained in more detail below.
  • the biocidal component before the step of applying the biocidal component to the polymer, can be provided with an intermediate group (which can also be referred to as a spacer or a linker) which is not during the reaction with one during the polymerization converted functional group of the polymer is converted (reacts).
  • an intermediate group which can also be referred to as a spacer or a linker
  • a method according to the invention can also comprise a step of reacting or modifying the biocidal component with an intermediate group.
  • a functional group of the polymer before the step of applying the biocidal component to the polymer, can be provided with an intermediate group which is reacted (reacts) with the biocidal component during the reaction.
  • a method according to the invention before applying a biocidal component to the polymer, can also include a step of converting or modifying a functional group of the polymer (not converted during the polymerization) with an intermediate group, as is shown, for example, in the figure explained in more detail below 3 is illustrated.
  • Such an intermediate group can be of particular advantage if the functional group of the polymer that has not reacted during the polymerization has a low affinity or tendency to bond to the biocidal component.
  • the intermediate group can in particular be referred to as a linker.
  • the intermediate group can in particular be referred to as a spacer or a spacer.
  • intermediate groups can also be used, which in parallel (for example, one or more different functional groups of the polymer that have not reacted during the polymerization can be connected to different intermediate groups and / or one or more different biocidal components can be combined with various intermediate groups are connected) and / or in series (for example, a biocidal component can be connected via several interconnected intermediate groups (i.e. via a chain of intermediate groups) to a functional group of the polymer that has not reacted during the polymerization).
  • the intermediate group is configured to improve the adhesion (binding) of the biocidal component to the functional group of the polymer which has not reacted during the polymerization. This can be of particular advantage if the functional group of the polymer that has not reacted during the polymerization has a low affinity or tendency to bind to the biocidal component.
  • the intermediate group has at least two functional groups, which can be the same or different, one of the at least two functional groups being bonded to the functional group of the polymer not reacted during the polymerization and another of the at least two functional groups being bonded to the biocidal component is connected.
  • This makes it possible in particular to improve the adhesion (binding) of the biocidal component to the functional group of the polymer that has not been reacted during the polymerization, which is particularly advantageous if the functional group of the polymer that has not reacted during the polymerization has a low affinity or tendency to bond to the biocidal component.
  • part of the biocidal component (for example a first biocidal component) is bound directly to a functional group of the polymer that has not reacted during the polymerization and another part of the biocidal component (for example a second biocidal component that is derived from the first biocidal component is different) is bound via an intermediate group to a functional group of the polymer which has not reacted during the polymerization.
  • the coated article is obtainable by a coating process as described above.
  • the present invention also relates to the use of a biocidal coating (or a coating that contains a biocidal component) that adheres to a surface of the polymer by means of a (free, unreacted) functional group of a polymer, for reducing a microbial, in particular bacterial and / or viral, strain.
  • the biocidal coating is produced by a coating method as described herein. All further details on the polymer and the biocidal component, as described above, can also apply to the use according to the invention.
  • the biocidal coating is used to deactivate viruses.
  • the viral load or viruses contain RNA viruses, in particular coronaviruses.
  • the viral load or viruses contain the severe acute respiratory syndrome Coronavirus 2 (SARS-CoV-2).
  • functional groups on the surfaces of photopolymers can be used to immobilize antimicrobial / antiviral quaternary ammonium or phosphonium compounds.
  • functional groups on the surfaces of photopolymers can be used to immobilize antimicrobial / antiviral quaternary ammonium or phosphonium compounds.
  • free acrylate, methacrylate, vinyl ether, vinyl ester or vinyl carbonate groups can also be used on the photopolymer surface in order to immobilize mercapto, amino or hydroxy functionalized quaternary ammonium compounds by means of Michael addition reactions.
  • a Diels-Alder reaction can also be used to immobilize functionalized (e.g. with pyrimidyl tetrazine, furan, cyclopentadiene groups) quaternary ammonium or phosphonium compounds on unsaturated functional groups (e.g. acrylate, methacrylate) on the surface of photopolymers.
  • free functional groups on the surface it is possible to introduce anchor groups for antimicrobial / antiviral substances / molecules.
  • free acrylate groups can be modified by a Michael addition reaction with multifunctional thiols (eg DiPETMP, PETMP, TMPMP, GDMP) and thereby functionalized with mercapto groups on the surface.
  • multifunctional thiols eg DiPETMP, PETMP, TMPMP, GDMP
  • mercapto groups can be used to immobilize antimicrobial / antiviral substances (quaternary ammonium compounds and phosphonium compounds, copper or silver nanoparticles) (see Figure 3).
  • CuNP copper nanoparticles
  • a resin formulation consisting of 114.08 g of pentaerythritol tetrakis (3-mercaptopropionate), 64.61 g of 1,3,5-triallyl-1,3,5-triazine-2,4,6- (1H, 3H , 5H) -trione and 2.72 g of ethyl (2,4,6-trimethylbenzoyl) phenylphosphinate, which were poured into silicone molds (see Figure 7) and then cured using UV light.
  • the layer is applied by placing the test body in the aqueous CuNP solution for 72 h at room temperature (see Figure 9). The test bodies were then rinsed with deionized H2O.
  • test bodies In order to prevent contamination of the samples with environmental germs as much as possible, all test bodies (reference (without CuNP) and coated test bodies) were rinsed with ethanol and dried before testing.
  • the bacteriophage Qbeta ssRNA genome, model phage for rhinoviruses, noroviruses
  • the enveloped bacteriophage Phi6 ds RNA genome, model phage for SARS-CoV-2, Ebola ; Influenza
  • test procedure for checking the antiviral properties and effectiveness was based on ISO 18071 (Fine ceramics -
  • Table 1 Determined antiviral effectiveness of the coated test body (I-CuNP-MUL) in comparison to the reference (photopolymer uncoated). Abbreviation: PFU ... plaque forming units; * 2 of 3 samples tested showed a reduction in
  • the amount of microorganisms was 100.00%, one sample showed a reduction of 72.83%.
  • the results showed that the samples which were coated with CuNP (I-CuNP-MUL) showed an antiviral activity compared to the reference after just 30 minutes (see Table 1). After 30 minutes, the bacteriophages Qbeta DSM 13768 and Phi6 DSM 21518 in the presence of the photopolymer I-CuNP-MUL were reduced by 90.94% and 100.00%, respectively.
  • a 100% reduction in the bacteriophage Qbeta DSM 13768 in the presence of the coated sample was not achieved due to a superficial inhomogeneity of a sample sample (2 of 3 samples tested showed a reduction in the amount of microorganisms by 100.00%, one sample showed a reduction by 72, 83%).

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Plant Pathology (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Paints Or Removers (AREA)

Abstract

La présente invention concerne un article contenant un polymère, en particulier un photopolymère, ayant un revêtement biocide, un composant biocide adhérant au polymère au moyen d'un groupe fonctionnel du polymère. La présente invention concerne en outre un procédé de revêtement d'un article, un article ayant un revêtement biocide pouvant être obtenu à partir de celui-ci et l'utilisation d'un revêtement biocide.
EP21716358.3A 2020-04-02 2021-03-31 Article ayant un revêtement biocide, procédé de revêtement d'un article et utilisation d'un revêtement biocide Pending EP4127076A1 (fr)

Applications Claiming Priority (2)

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AT600902020 2020-04-02
PCT/EP2021/058447 WO2021198338A1 (fr) 2020-04-02 2021-03-31 Article ayant un revêtement biocide, procédé de revêtement d'un article et utilisation d'un revêtement biocide

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EP4127076A1 true EP4127076A1 (fr) 2023-02-08

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US (1) US20230279239A1 (fr)
EP (1) EP4127076A1 (fr)
CA (1) CA3174376A1 (fr)
WO (1) WO2021198338A1 (fr)

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Publication number Priority date Publication date Assignee Title
CA2438491C (fr) * 2001-02-28 2012-11-27 Uroteq Inc. Procede d'obtention de surfaces antimicrobiennes de polymeres
US8309117B2 (en) * 2002-12-19 2012-11-13 Novartis, Ag Method for making medical devices having antimicrobial coatings thereon
EP2115499B1 (fr) * 2007-02-26 2015-11-11 Novartis AG Procédé pour conférer des propriétés souhaitées à des lentilles de contact en hydrogel
CN102264231B (zh) * 2008-12-26 2014-07-02 株式会社Nbc纱纲技术 具有抗病毒性的部件
CN113973843B (zh) * 2017-10-12 2023-06-27 揖斐电株式会社 抗霉性基体
WO2020045413A1 (fr) * 2018-08-29 2020-03-05 富士フイルム株式会社 Composition antivirale, composition anti-norovirus, aérosol et lingette

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CA3174376A1 (fr) 2021-10-07

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