Antiviral Compositions Comprising Modified Zeolites

By interacting silane functional groups with hydroxyl groups of zeolite, zeolite is functionalized, and the cytotoxicity problem of zeolite in antiviral applications is solved, achieving efficient antiviral and antibacterial effects.

JP7678876B2Active Publication Date: 2025-05-16SAES GETTERS SPA
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Patent Information

Application Number
JP2023528734
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Priority Date
2020-11-16
Filing Date
2021-11-16
Publication Date
2025-05-16
Estimated Expiration
2041-11-16

AI Technical Summary

Technical Problem

In the prior art, the zeolite used has a cytotoxic effect when contacting cells, limiting its use in efficient antiviral applications.

Method used

By interacting with the hydroxyl group of zeolite, the functionalization of zeolite is achieved, thereby reducing its toxicity to cells and improving its antiviral and antibacterial effects.

Benefits of technology

It has achieved that zeolite has effective antiviral and antibacterial effects when it does not cause toxicity to cells, avoiding the cytotoxicity problem caused by metal ions residues.

✦ Generated by Eureka AI based on patent content.

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Abstract

The present invention relates to zeolites modified or functionalized with silane moieties, compositions comprising said silane modified zeolites, and their use as antiviral and / or antibacterial agents. The present invention also refers to materials and / or articles, such as, but not limited to, fabrics, fibers, and / or polymer coatings, partially or completely covered and / or integrated with said silane modified zeolites and / or compositions.
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Description

[Technical field]

[0001] The present invention relates to compositions comprising modified zeolites that have both antiviral and antibacterial activity. [Background technology]

[0002] In recent years, various infectious diseases have spread around the world, resulting in health and social problems. In particular, last year, the global pandemic COVID-19 caused by SARS-COV2 has fundamentally changed the known assets of the world and has had serious consequences on people's health and economic conditions.

[0003] To date, there is still no known vaccine or causative treatment for Severe Acute Respiratory Syndrome (SARS), caused by a coronavirus, and therefore preventing its infection is of paramount importance.

[0004] It is now well known that COVID-19 infections as well as avian SARS infections can be spread not only as small liquid particles when an infected person coughs, sneezes, talks, sings, or breathes deeply from the mouth or nose, but also through indirect contact via any kind of contaminated surfaces, objects, and items that come into contact with the virus (e.g., doorknobs, tables, shared surfaces, clothing, etc.) In fact, as reported in recent literature, the virus can survive for hours or days depending on the type of surface.

[0005] Therefore, in order to prevent infection, it is considered effective to keep objects that may be frequently touched by infected people clean by using disinfection, etc.

[0006] Common disinfectants such as ethanol and sodium hypochlorite have been reported to be able to easily eliminate viruses; however, this type of molecule only shows a temporary effect and generally cannot keep surfaces and items clean for long periods of time.

[0007] Furthermore, inorganic agents based on silver or copper have been known as antibacterial agents for many years, for example US 4911898 reports polymeric articles containing zeolite particles in which metal ions such as Ag, Cu or Zn provided by ion exchange reactions show a general antibacterial effect without degrading the physical properties of the polymer.

[0008] Also US 4,775,585 discloses the use of metal-zeolites incorporated into polymers to obtain polymers with bactericidal activity, and US 4,923,450 discloses the incorporation of zeolites into bulk materials for the production of medical tubing.

[0009] A further potential approach is reported in US20030118658, which discloses high aspect ratio microcapsules containing zeolites exchanged with metal ions (Ag, Cu, and Zn) as inorganic antimicrobial agents coated with a hydrophilic polymer.

[0010] Furthermore, EP1676582 specifically discloses antiviral agents effective in treating coronaviruses, including general silver ion carriers that include ion-exchanged zeolites.

[0011] However, according to the present invention, the inventors point out that zeolites commonly disclosed in the prior art produce cytotoxic effects when placed together with cells, said negative effects leading to the restriction of using said zeolites in very diluted percentages to avoid zeolite-induced cytotoxicity, resulting in a reduced effective antiviral capacity.

[0012] Therefore, in order to avoid the toxic effects of zeolite compositions on cells, and at the same time to have an effective action against viruses, the solution disclosed in the present invention relies on the use of compositions comprising zeolites modified with silane moieties; in particular by achieving functionalization through the interaction between hydroxyl zeolite groups and silane functional groups.

[0013] In this field, WO2014084480 discloses a coating structure obtained by forming an antibacterial layer containing a hydroxylated inorganic carrier-antibacterial metal complex, such as a hydroxylated zeolite-Ag complex, on the surface of an article, and then preparing a silicon-based (IF) antifingerprint coating layer on the surface; and an alternative coating structure obtained by forming an antibacterial layer containing an organic carrier having an aminosilane group-antibacterial metal complex, such as EDTA having an aminosilane group-Ag complex, and then preparing a fluorine-based (AF) antifingerprint coating layer.

[0014] A different approach is represented by US 7311839 which specifies as antimicrobial agents surfactant modified zeolites (SMZ) created by treating zeolites with surfactants such as hexadecyltrimethylammonium (HDTMA), which converts the negative surface charge of the zeolite into a positively charged surface of the SMZ.

[0015] However, both solutions described do not involve the use of zeolites that are directly superficially modified with silane moieties to exert the desired antiviral effect, i.e., zeolites that have silane groups on their surface directly bonded to the alumino-silicate lattice.

[0016] Moreover, it is important to point out that common approaches for antibacterial action, as reported in the cited prior art, use certain amounts of metals such as Ag, Cu, and Zn, the drawback of which is that traces and residues of them may remain in the final product, resulting in undesirable cytotoxic effects. In contrast, the solution described herein can avoid or reduce the use of metals, thus overcoming the associated drawbacks.

[0017] CN110234426 also discloses a controlled release core-shell composite based on a porous ZSM-5 zeolite core, in which an active component can be supported within the micropores of the core. The core can be functionalized with a silane coupling agent and then reacted with an organic polymer to produce a polymer-coated zeolite by covalently bonding the polymer to the silane-functionalized zeolite. However, this core-shell composite is not suitable for practical use as an antiviral or antibacterial material, since the available functional groups of the silane coupling agent are limited once the polymer-coated zeolite is formed. Moreover, even before coupling, the ZSM-5 zeolite structure may result in a reduction in the available surface, so that the silane moieties may be embedded in the porous matrix of the ZSM-5 zeolite and therefore cannot be utilized in large quantities for effective antibacterial or antiviral action. [Prior art documents] [Patent documents]

[0018] [Patent Document 1] US4911898 [Patent Document 2] US4775585 [Patent Document 3] US4923450 [Patent Document 4] US20030118658 [Patent Document 5] EP1676582 [Patent Document 6] WO2014084480 [Patent Document 7] US7311839 [Patent Document 8] CN110234426 [Non-patent literature]

[0019] [Non-Patent Document 1] "Density of surface charge is a more predictive factor of the toxicity of cationic carbon nanoparticles than zeta potential", Journal of Nanobiotechnology, Volume 19, Article number: 5 (2021) Summary of the Invention [Problem to be solved by the invention]

[0020] Thus, there remains a highly felt need for modified zeolites that are able to overcome the drawbacks of those already known in the art, in particular those that have no or reduced cytotoxic effects. [Means for solving the problem]

[0021] With the aim of providing a composition capable of overcoming the above highlighted drawbacks, the inventors of the present invention have surprisingly found that by functionalization of zeolites with silane moieties, the modified zeolites so obtained can be used as effective antiviral and / or antibacterial agents.

[0022] The use of the terms antiviral and / or antibacterial should generally be understood as a biocidal product, and thus an active substance intended to destroy, inhibit or prevent the action of harmful or unwanted organisms.

[0023] The present invention therefore refers to a zeolite, preferably a Faujasite (FAU) zeolite, a Linde Type A (LTA) zeolite or a mixture thereof, having an atomic ratio of silicon to aluminum (Si / Al) comprised between 1 and 30 and modified or functionalized with a silane moiety, said silane moiety being better defined in the detailed description below.

[0024] The present invention also refers to an antiviral composition, preferably in the form of a dispersion, comprising said modified zeolite and, optionally, at least one of additional components such as, but not limited to, an antiviral agent, a filler, or a rheology modifier.

[0025] As will become apparent from the detailed description and examples below, the modified zeolites and / or compositions according to the invention have been proven to be effective antiviral and / or antibacterial agents. The present invention therefore also refers to the (non-therapeutic) use of said modified zeolites or compositions as antiviral and / or antibacterial agents, in particular for keeping surfaces of articles free of pathogens, in particular viruses, more particularly SARS-CoV-2.

[0026] In light of the above, the modified zeolite or compositions comprising same according to any embodiment of the present invention can be included in some of the aforementioned materials and / or articles, for example to prevent the spread of infection by a user touching or coming into contact with the material and / or article. The present invention therefore also refers to materials and / or articles, such as but not limited to fabrics, fibers, polymer coatings, multi-layer structures, etc., having said modified zeolite and / or composition partially or completely covering at least one of their surfaces and / or integrated therein.

[0027] Other advantages and features of the present invention will become apparent from the following detailed description. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0028] As anticipated above, the present invention refers to a zeolite, preferably a faujasite (FAU) zeolite, a Linde type A zeolite, or a mixture thereof, having an atomic ratio of silicon to aluminum (Si / Al) comprised between 1 and 30, characterized by a silane functionalization, in particular a surface functionalization with silane moieties.

[0029] The present invention also refers to a composition, preferably in the form of a dispersion, comprising at least one of the modified zeolites described above.

[0030] It is therefore an object of the present invention to provide an antiviral composition having an atomic ratio of silicon to aluminum (Si / Al) comprised between 1 and 30 and comprising one or more types of zeolite, said one or more zeolites being characterized by silane functionalization.

[0031] The antiviral composition comprising one or more zeolites with an atomic ratio of silicon to aluminum (Si / Al) comprised between 1 and 30, wherein the one or more zeolites are characterized by surface functionalization with silane moieties or silane compounds.

[0032] In a preferred embodiment, said Si / Al atomic ratio is comprised between 1 and 15.

[0033] In another preferred embodiment, said Si / Al atomic ratio is comprised between 2 and 15.

[0034] According to any embodiment of the invention, the zeolite may be chosen in the group consisting of Faujasite (FAU) zeolite, Linde Type A (LTA) zeolite, or a mixture thereof, preferably used in an amount comprised between 1 and 30% by weight relative to the total composition weight.

[0035] The zeolite is in the form of a powder submitted to a prescribed analytical protocol according to the method ISO 13320:2020, and exhibits a sphere diameter falling within a given range, such that 90% of the particles in the sample, on a volume basis, fall between 0.1 μm and 10 μm, preferably between 0.6 and 5.0 μm, X 90 The particle size is characterized by a value.

[0036] The inventors have found that the silane compounds that are particularly suitable for obtaining the technical effect aimed at by the present invention should be present in an amount comprised between 0.5 and 15% by weight relative to the total zeolite weight. In other words, the silane compounds should be present in an amount of 0.1×10 2 per 1.0 g of zeolite. -3 to 1.0×10 -3 Between 0.2 and 0.5×10 molar, more preferably 0.2 to 0.5×10 -3 It can be present in an amount comprised between

[0037] In a preferred embodiment, the silane moiety or silane compound can be selected from among (3-aminopropyl)trimethoxysilane, (3-aminopropyl)triethoxysilane, N-trimethoxysilylpropyl-N,N,N-trimethylammonium chloride, octadecyldimethyl(3-trimethoxysilylpropyl)ammonium chloride, tetradecyldimethyl(3-trimethoxysilylpropyl)ammonium chloride, n,n-didecyl-N-methyl-N-(3-trimethoxysilylpropyl)ammonium chloride, s-(trimethoxysilylpropyl)isothiouronium chloride, 3-(trihydroxysilyl)propyldimethyloctadecylammonium chloride, silsesquioxane 3-(dimethyloctadecylammonio)propyl, hydroxy terminated chloride, (3-glycidoxypropyl)trimethoxysilane, and mixtures thereof.

[0038] According to a preferred embodiment, the silane moiety or silane compound may be selected from 3-(trihydroxysilyl)propyldimethyloctadecyl ammonium chloride, octadecyldimethyl(3-trimethoxysilylpropyl)ammonium chloride, and mixtures thereof.

[0039] The zeolites modified or functionalized with silane moieties of the present invention can be obtained according to any of the methods known in the art.

[0040] For example, silane-functionalized zeolites can be obtained by dispersing or solubilizing a silane compound, preferably one or more of those mentioned above, in a suitable solvent, e.g., ethylcyclohexane; adding the dispersion or solution so obtained onto a zeolite powder, preferably FAU and / or LTA powder, and then heating at about 200°C.

[0041] The present invention therefore also refers to a composition comprising one or more zeolites with an atomic ratio of silicon to aluminum (Si / Al) comprised between 1 and 30, characterized by a surface silane functionalization, said silane functionalization being obtainable by dispersing or solubilizing a silane compound, preferably one of those mentioned above, in a suitable solvent, preferably ethylcyclohexane; adding the dispersion or solution thus obtained onto said zeolites, and then heating, preferably at about 200° C. As anticipated above, the composition according to any embodiment of the present invention may further comprise one or more additional components, such as, but not limited to, antiviral agents, fillers, or rheology modifiers.

[0042] For example, the disclosed compositions may further comprise one or more additional antiviral agents preferably selected from among 3-iodo-2-propynyl butylcarbamate (IPBC), biphenyl-2-ol, 1,2-benzisothiazol-3(2H)-one (BIT), copper(II) hydroxide, copper(II) oxide, silver nitrate, calcium hydroxide, calcium oxide, magnesium oxide, magnesium hydroxide, boric acid, salicylic acid, tannic acid, ethanol, and mixtures thereof. Said one or more antiviral agents may be employed as the main antiviral agent or as an adjuvant in the final composition in different amounts relative to the mass of the zeolite of interest of the present invention.

[0043] The compositions of the present invention may take or be used in the form of a dispersion, in which the zeolite is dispersed in one or more dispersed phases, which may comprise or consist of a solvent, a binder, or a mixture thereof.

[0044] In a first possible embodiment according to the present invention, the disclosed antiviral composition can be used in the form of a dispersion, in which the zeolite is dispersed in a solvent preferably selected at least in the group consisting of water, ethanol, isopropanol, pentyl alcohol, ethyl acetate, isopropyl acetate, butyl acetate, pentyl acetate, glycol diacetate, tert-amyl methyl ether, dimethyl carbonate, 2-methyltetrahydrofuran, acetonitrile, dimethylsulfoxide (DMSO), and mixtures thereof.

[0045] In a second possible embodiment of the invention, the composition may be used in the form of a dispersion or may consist of a dispersion in which the zeolite is dispersed in at least one binder preferably chosen from among acrylic, acrylic-styrene, -vinyl and alkyd copolymers, urethane-acrylic, aliphatic-urethane, urethane, polyester, epoxy, siloxane and polysiloxane, polyurethane, polystyrene, phenolic resins, poly[ethene-co-(vinyl alcohol)] (EVOH), poly(vinyl alcohol) (PVAL), poly(lactide-co-glycolic acid) (PLGA), polyethylene glycol (PEG), polyethylene (PE), polystyrene (PS) and their copolymers, poly(vinyl acetate) (PVAC), water-borne or water-reducible latex, biopolyesters, natural polymers, in particular polysaccharide polymers as chitosan and sodium alginate, and mixtures thereof, said binder being optionally mixed with a suitable solvent.

[0046] The above disclosed antiviral compositions can be applied or integrated, for example, in a surface coating, particularly a surface polymer coating, more particularly a surface polymer coating solution, and / or in a multi-layer structure in which the composition is embedded in the outer layer of a polymer coating.

[0047] In a preferred embodiment, one or more additional ingredients, such as fillers or rheology modifiers, are added to the composition or dispersion, preferably in an amount comprised between 5 and 50% by weight relative to the total composition or dispersion weight.

[0048] The additional component may be selected, for example, in the group consisting of hydrotalcite, zirconium phosphate, porphyrin, graphene and other two-dimensional crystals, graphene oxide, metal-organic frameworks (MOFs), cellulose and antioxidant capsules, ester-terminated polyamides, tertiary amide-terminated polyamides, polyether polyamides, polyalkyleneoxy-terminated polyamides, and mixtures thereof.

[0049] As will become apparent from the following non-limiting examples, the modified zeolites of the present invention, as well as compositions containing them, have proven to be effective antiviral agents, particularly against the SARS-CoV-2 virus.

[0050] The present invention therefore also refers to the (non-therapeutic) use of the modified zeolite according to any of the embodiments disclosed herein or a composition comprising it as an antiviral and / or antibacterial agent, in particular to keep the surface of an article free of pathogens, in particular viruses, more particularly SARS-CoV-2. In light of the above, the modified zeolite according to any of the embodiments of the present invention or a composition comprising it can be applied to the surface of and / or integrated or embedded in some of the aforementioned materials and / or articles, for example to prevent the spread of infection by touching or coming into contact with the material and / or article by the user. The present invention therefore also refers to materials and / or articles, such as but not limited to fabrics, fibers, polymer coatings, multi-layer structures, etc., in which said modified zeolite and / or composition partially or totally covers at least one of their surfaces and / or is integrated or embedded therein. EXAMPLES

[0051] The present invention will now be described in more detail with reference to the following non-limiting examples. Modifications or variations of the embodiments embodied herein that are obvious to those skilled in the art are intended to be encompassed within the scope of the appended claims.

[0052] Ion exchange processes for counterexamples C1 and C2 In particular, 15 g of FAU zeolite with an average size comprised between 0.5 μm and 5 μm is dispersed in a solution of silver or zinc salt (e.g., nitrate salt) and magnetically stirred in a dark environment for 24 hours, then filtered through filter paper and heat treated to facilitate solvent evaporation.

[0053] After the milling process, the samples are heat exchanged for 8 hours at 500° C. The resulting amount of Ag or Zn exchange is evaluated by inductively coupled plasma (ICP) mass spectrometry.

[0054] Silane functionalization process for samples S1 to S4 and C1 To achieve the functionalization of zeolite as the first step, 1 g of silane (3-aminopropyl)trimethoxysilane is dispersed in 2.5 g of ethylcyclohexane, and then the prepared solution is added drop by drop onto 5 g of zeolite powder (metal doped zeolite such as C1 and not such as S1-S4), and then mixed at 1500 rpm for 5 minutes.

[0055] The resulting sample is heat treated at 200° C. overnight.

[0056] The amount of silane obtained is evaluated by thermal analysis coupled with mass spectrometry. In particular, thermogravimetric analysis was coupled with differential scanning calorimetry and mass spectrometry (TG-DSC-MS) to detect the mass and enthalpy changes during the thermal analysis. The mass loss in the temperature range of 400-550 °C amounts to 7.4% of the amount of silane.

[0057] Tannic acid functionalization process for sample C3 5 g of tannic acid is dispersed in 20 g of ethyl acetate. The prepared solution is then added dropwise onto 10 g of zeolite powder, and then mixed at 1500 rpm for 5 minutes.

[0058] The resulting sample is heat treated at 200° C. overnight.

[0059] [Table 1]

[0060] The samples are then tested for their antiviral activity and simultaneously their cytotoxicity according to the following method.

[0061] In detail, a volume of 200 μl of each sample is diluted with 200 μl of respiratory medium (EARLE Mem 1% PSG + 0.5 μl trypsin TPCK) and transferred to a low protein binding tube. -1 SARS-CoV-2 VR10734 (virus titer 10 -5 ) is added to each tube and incubated for 3 hours at room temperature (rt) with shaking to avoid settling of the zeolite.

[0062] In parallel, control samples are prepared: the first (virus control VC) is prepared by adding 200 μl of virus to the same volume (200 μl) of respiratory medium under the conditions described above, the second (negative control NC) is prepared by transferring 200 μl of zeolite plus 200 μl of respiratory medium into a test tube and treating under the same conditions.

[0063] The supernatant is then separated from the zeolite by centrifugation at 10,000 rpm for 15 min, and 10 μl of each of the seven samples, seven controls (NC), and virus control (VC) plus 90 μl of respiratory medium (1:10 first dilution) are added to triplicate wells / sample of a 96-cell culture microplate and titrated in 10-fold dilutions.

[0064] After that, 50 μl of each dilution was mixed with 50 μl of respiratory medium and diluted with 3×10 4VERO-E6 cells / 50 μl are prepared. VERO-E6 cells are a cell line isolated from kidney epithelial cells of the Savannah monkey (Cercopithecus aethiops). After incubation of the samples for 72 hours at 33° C. and 5% CO2, the microplates are fixed and stained with Gram stain plus 5% paraformaldehyde for 30 minutes at room temperature.

[0065] As a final step, the microplate is washed under running water and the relative titer is read: the viral titer is calculated as the highest dilution with a cytopathic effect.

[0066] The percentage reduction in virus titer of the zeolite compared to the virus control titer was then calculated and is reported in Table 2 below.

[0067] [Table 2]

[0068] The reported results indicate that samples S1-S4 prepared according to the invention show a 100% reduction in SARS-CoV-2 viral activity with a concomitant non-cytotoxic effect.

[0069] In contrast, comparative examples C1-C2, which present both functionalization and metal ion exchange, reveal a cytotoxic effect on VERO-E6 cells, making it impossible to establish a percentage of viral titer reduction.

[0070] Comparative sample C3 further indicates that some functionalizations that do not use silane moieties result in cytotoxic effects on cells.

[0071] [Table 3]

[0072] Table 3 reports the results of two different tests (TGA and zeta potential) realized on different samples prepared by the incremental addition of silane amounts.

[0073] TGA tests are performed on each sample to detect the mass loss, referring to the silane grafted on the zeolite surface, in the temperature range of 180-600 °C. Increasing the amount of silane added to the zeolite causes an increase in the number of moles of grafted silane on the zeolite surface. The maximum number of moles of silane detected is equal to 0.00074 moles per gram of zeolite for sample 4. No increase in silane grafting is obtained by adding more than 3.5 g of silane (initial moles 0.020) to the reaction mixture. For sample 5, the number of moles of grafted silane remains about 0.0007 moles per gram of zeolite, while the reaction yield decreases.

[0074] Zeta potential tests are employed to evaluate the surface charge of pristine and silane-functionalized zeolites, since surface charge is one of the important factors in the physicochemical properties of nanoparticles with respect to toxicity. In vitro or in vivo studies carried out on nanoparticles of different compositions (silicon-, silver-, polystyrene-, or carbon-based NPs) have shown that a positive zeta potential (zeta potential) is associated with a greater NP toxicity than a negative zeta potential. This is generally attributed to the greater ability of positively charged nanoparticles to interact with cell membranes through attractive electrostatic interactions with negatively charged phospholipids or membrane proteins, followed by a higher NP cellular uptake ("Density of surface charge is a more predictive factor of the toxicity of cationic carbon nanoparticles than zeta potential", Journal of Nanobiotechnology, Vol. 19, Article number: 5 (2021)).

[0075] Thus, the zeta potential analysis, which is closely related to the particle surface charge, is measured as a function of the pH solution (range 4.4-12) for pristine zeolites and those with added silanes. The values ​​of the zeta potential of the zeolites are tested from pH 4.4 and not lower due to the possible damage of their crystal lattice at very acidic pH. As reported in Table 3, it can be seen that the isoelectric point (pHzpc) for pristine zeolites is probably ≦4. This means that the surface is capable of obtaining a positive surface charge by protonation at a pH lower than 4. For all modified samples with silanes grafted on their surface, the total charge changed and became positive (plateau) in the pH range of 5-8.5. The surface charge of the modified zeolite samples was strictly dependent on the number of moles of silane attached. As the number of moles of silane attached increased, the pHzpc of the particles shifted to higher values. This means that more silanes are immobilized and the system remains positively charged (not deprotonated) over a wider pH range.

Claims

1. 1. An antiviral composition comprising one or more zeolites having a silicon to aluminum atomic ratio (Si / Al) comprised between 1 and 15 and having a surface functionalization with silane moieties, characterized in that the one or more zeolites are selected in the group consisting of faujasite (FAU), Linde type A zeolite, and mixtures thereof, except for metal-doped zeolites, and the silane moieties are selected from among (3-aminopropyl)trimethoxysilane, (3-glycidoxypropyl)trimethoxysilane, 3-(trihydroxysilyl)propyldimethyloctadecyl ammonium chloride, octadecyldimethyl(3-trimethoxysilylpropyl)ammonium chloride, and mixtures thereof.

2. 2. The antiviral composition according to claim 1, wherein the zeolite is used in an amount comprised between 1 and 30% by weight relative to the total composition weight.

3. The zeolite has an X diameter between 0.1 μm and 10 μm. 90 3. The antiviral composition according to claim 1 or 2, in the form of a powder having an average particle size characterized by a value.

4. The silane moiety is 0.1×10 -3 to 1.0×10 -3 4. The antiviral composition of any one of claims 1 to 3, wherein the antiviral composition is present in an amount comprised between molar.

5. 5. The antiviral composition of any one of claims 1 to 4, further comprising an additional antiviral agent selected from the group consisting of 3-iodo-2-propynyl butylcarbamate (IPBC), biphenyl-2-ol, 1,2-benzisothiazol-3(2H)-one (BIT), copper(II) hydroxide, copper(II) oxide, silver nitrate, calcium hydroxide, calcium oxide, magnesium oxide, magnesium hydroxide, boric acid, salicylic acid, tannic acid, ethanol, and mixtures thereof.

6. 6. The antiviral composition according to any one of claims 1 to 5, wherein the zeolite is in the form of a dispersion in one or more dispersed phases, the dispersed phases comprising a solvent selected from the group consisting of water, ethanol, isopropanol, pentyl alcohol, ethyl acetate, isopropyl acetate, butyl acetate, pentyl acetate, glycol diacetate, tert-amyl methyl ether, dimethyl carbonate, 2-methyltetrahydrofuran, acetonitrile, dimethyl sulfoxide (DMSO), and mixtures thereof.

7. 7. The antiviral composition of claim 6, wherein the dispersed phase comprises at least one binder selected from the group consisting of acrylic, acrylic-styrene, -vinyl and alkyd copolymers, urethane-acrylic, aliphatic-urethane, urethane, polyester, epoxy, siloxane and polysiloxane, polyurethane, polystyrene, phenolic resin, poly[ethene-co-(vinyl alcohol)] (EVOH), poly(vinyl alcohol) (PVAL), poly(lactic-co-glycolic acid) (PLGA), polyethylene glycol (PEG), polyethylene (PE), polystyrene (PS) and copolymers thereof, poly(vinyl acetate) (PVAC), water-borne or water-reducible latex, bio-polyester, natural polymers, polysaccharide polymers as chitosan and sodium alginate, and mixtures thereof.

8. 8. The antiviral composition according to any one of claims 1 to 7, wherein the composition is integrated in a surface polymer coating and / or in a multi-layer structure.

9. 9. The antiviral composition of claim 8, wherein the composition is integrated or coated on a fabric or fiber substrate.

10. 10. The antiviral composition according to any one of claims 1 to 9, further comprising one or more fillers or rheology modifiers selected from the group consisting of hydrotalcites, zirconium phosphates, porphyrins, graphene and other two-dimensional crystals, graphene oxide, metal-organic frameworks (MOFs), cellulose and antioxidant capsules, ester-terminated polyamides, tertiary amide-terminated polyamides, polyether polyamides, polyalkyleneoxy-terminated polyamides, and mixtures thereof, in an amount comprised between 5 and 50% by weight relative to the total composition weight.

11. 11. Use of a composition according to any one of claims 1 to 10 as an antiviral agent for maintaining surfaces of articles free of pathogens.

Citation Information

Patent Citations

  • Hierarchical zeolite-based core / shell nano- or microcapsule

    CN110234426A

  • Anti-coronavirus agent

    EP1676582A1

  • Microprotein inactivating material

    JP2006291031A

  • Antibacterial quaternary ammonium organosilane coating

    JP2007502328A

  • Antimicrobial quaternary ammonium organosilane composition

    JP2013501742A