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GB2606172A - Biocompatible polymer films with antimicrobial, antibacterial, and/or antiviral properties - Google Patents

Biocompatible polymer films with antimicrobial, antibacterial, and/or antiviral properties Download PDF

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Publication number
GB2606172A
GB2606172A GB2106026.4A GB202106026A GB2606172A GB 2606172 A GB2606172 A GB 2606172A GB 202106026 A GB202106026 A GB 202106026A GB 2606172 A GB2606172 A GB 2606172A
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United Kingdom
Prior art keywords
biocompatible polymer
metal
coating composition
biocompatible
polymer coating
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Pending
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GB2106026.4A
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GB202106026D0 (en
Inventor
B Eatwell Kenneth
Eatwell Brian
Munir Muhammad
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.)
Viravcoat Ltd Enterprice & Innovation Services
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Viravcoat Ltd Enterprice & Innovation Services
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Priority to GB2106026.4A priority Critical patent/GB2606172A/en
Publication of GB202106026D0 publication Critical patent/GB202106026D0/en
Priority to EP22722870.7A priority patent/EP4329493A1/en
Priority to PCT/GB2022/051067 priority patent/WO2022229633A1/en
Publication of GB2606172A publication Critical patent/GB2606172A/en
Pending legal-status Critical Current

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    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N59/00Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
    • A01N59/16Heavy metals; Compounds thereof
    • A01N59/20Copper
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D175/00Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04Polyurethanes
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01PBIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P1/00Disinfectants; Antimicrobial compounds or mixtures thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L27/00Materials for grafts or prostheses or for coating grafts or prostheses
    • A61L27/14Macromolecular materials
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L31/00Materials for other surgical articles, e.g. stents, stent-grafts, shunts, surgical drapes, guide wires, materials for adhesion prevention, occluding devices, surgical gloves, tissue fixation devices
    • A61L31/08Materials for coatings
    • A61L31/10Macromolecular materials
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L75/00Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
    • C08L75/04Polyurethanes
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61LMETHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
    • A61L2300/00Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices
    • A61L2300/60Biologically active materials used in bandages, wound dressings, absorbent pads or medical devices characterised by a special physical form
    • A61L2300/606Coatings

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Wood Science & Technology (AREA)
  • General Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Pest Control & Pesticides (AREA)
  • Public Health (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Plant Pathology (AREA)
  • Epidemiology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oral & Maxillofacial Surgery (AREA)
  • Transplantation (AREA)
  • Agronomy & Crop Science (AREA)
  • Materials Engineering (AREA)
  • Dermatology (AREA)
  • Dentistry (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Surgery (AREA)
  • Vascular Medicine (AREA)
  • Polymers & Plastics (AREA)
  • Materials For Medical Uses (AREA)

Abstract

A biocompatible polymer coating composition comprising the following components: a polymer, such as a polyurethane polymer in the form of a water-based polyurethane polymer dispersion (PUD); a crosslinking agent, such as a polyfunctional compound comprising a carbodiimide, glycidyl epoxide, acetoacetoxy, diacetone, alkoxysilane, amine, hydroxyl, isocyanate, aziridine, hydrazide, or epoxide; and an elemental metal, metal alloy, metal carbonate, and/or metal oxide particles. The components are dispersed in a mixture of a volatile organic solvent, such as acetone, and water, and the metal based component exhibits antimicrobial, antibacterial and/or antiviral properties. Also disclosed is a biocompatible polymer film comprising the biocompatible polymer coating composition, an item of protective equipment, and a method of manufacturing a biocompatible polymer coating composition and a personal protection equipment mask comprising the biocompatible polymer coating composition.

Description

Biocompatible Polymer Films with Antimicrobial, Antibacterial, and/or Antiviral Properties
Technical Field
The present invention relates to antimicrobial, antibacterial, and/or antiviral biocompatible polymer coating compositions, biocompatible polymer films, and articles comprising biocompatible polymer films, their preparation, methods of manufacture, and their use.
Background of the Invention
Antimicrobial, antibacterial, and/or antiviral coatings may be used to reduce the transmission of, or kill, microbes, bacteria, and/or viruses. Such coatings may be applied to a variety of surfaces or materials for a variety of purposes.
The COVID-19 pandemic has caused an increased reliance on both Personal Protective Equipment ('PPE') and antimicrobial, antibacterial, and/or antiviral products, some of which rely on chemicals which are either potentially harmful to people or animals, or to the environment.
It is therefore proposed to provide a way of delivering antimicrobial, antibacterial, and/or antiviral properties without the potentially harmful effects, and it is further envisaged that such properties may be delivered as part of an antimicrobial, antibacterial, and/or antiviral coating which may be applied to surfaces or articles to impart such properties without the use of potentially harmful chemicals.
There is therefore a need for antimicrobial, antibacterial, and/or antiviral polymer coatings which may be applied to surfaces and/or PPE.
Summary of the Invention
In a first aspect of the invention is a biocompatible polymer coating composition 25 comprising: i) a polymer; ii) a crosslinking agent; iii) elemental metal, metal alloy, metal carbonate, and/or metal oxide particles; wherein components i) to iii) are dispersed in a mixture of a volatile organic solvent and water, and wherein component iii) exhibits antimicrobial, antibacterial, and/or antiviral properties.
In a second aspect of the invention is a biocompatible polymer film obtainable by coating at least one surface of a substrate with the biocompatible polymer coating composition according to the first aspect of the invention and subsequently curing said biocompatible polymer coating composition in situ, wherein elemental metal, metal alloy, metal carbonate, and/or metal oxide particles are embedded within the biocompatible polymer film and protrude from surfaces thereof.
In a third aspect of the invention is an article comprising a substrate and a biocompatible polymer film bound to at least one surface of said substrate, wherein elemental metal, metal alloy, metal carbonate, and/or metal oxide particles exhibiting antimicrobial, antibacterial, and/or antiviral properties are embedded within the biocompatible polymer film and protrude from surfaces thereof.
In a fourth aspect of the invention is an item of protective equipment, the protective equipment being formed of at least one layer of a substrate material, wherein at least one layer of the substrate material is coated with a biocompatible polymer film obtainable by coating at least one surface of a substrate with the biocompatible polymer coating composition and subsequently curing said biocompatible polymer coating composition in situ, wherein elemental metal, metal alloy, metal carbonate and/or metal oxide particles are embedded within the biocompatible polymer film and protrude from surfaces thereof.
In a fifth aspect of the invention is a method of manufacturing a biocompatible material including the steps of spraying the biocompatible polymer coating composition onto a substrate material, and curing the biocompatible polymer coating composition.
In a sixth aspect of the invention is a method of manufacturing a biocompatible material including the steps of extruding a plastic polymer, spraying the biocompatible polymer coating composition into the extruded plastic polymer, and collecting the plastic polymer and the biocompatible polymer coating as a melt-blown material.
In a seventh aspect of the invention is an item of personal protective equipment mask formed of the biocompatible material derived from the method of the sixth aspect of the invention, the item selected from at least one of masks, gloves, and/or tunics.
In an eighth aspect of the invention is an item of coated fabric, formed of the biocompatible material derived from the method of the sixth aspect of the invention, the item being selected from at least one of clothing, furnishings, and/or upholstery.
In a ninth aspect of the invention is a polymer surface formed of the biocompatible material derived from the method of the sixth aspect of the invention, the item being selected from one of ventilation components and/or ventilation grills, air conditioning components and/or air conditioning grills, and/or general work surfaces.
Definitions As used herein, if an agent or material exhibits antimicrobial, antibacterial, and/or antiviral properties, this means that the agent is capable of killing or stopping the growth of microbes, bacteria, and/or viruses, respectively.
As used herein, if an agent or material is biocompatible this means that it is not harmful to living tissue (i.e. in the setting in which it is utilised the agent or material it is not toxic, harmful to physiological processes, and does not induce an immunological response). For example, for a mask to be biocompatible it must not cause irritation or damage to the skin it comes into contact with on the face.
As used herein, wt% refers to the percentage by weight a given component contributes to the total weight of a mixture (i.e. the totality).
Unless otherwise stated, the terms used herein have their usual meaning in the art as would be understood by the skilled person.
Detailed Description of the Invention
Hereinafter, the antimicrobial, antibacterial, and/or antiviral biocompatible polymer coating compositions, biocompatible polymer films, and articles comprising biocompatible polymer films, their preparation, methods of manufacture, and their use will be described in more detail, and with reference to the accompanying drawings, in which: Figure 1 shows a first microscope image of Cu20 particles protruding from the surface of a polyurethane film, in accordance with the invention disclosed herein; and Figure 2 shows a second microscope image of Cu20 particles protruding from the surface of a polyurethane film, in accordance with the invention disclosed herein; and Figure 3 shows a third microscope image of Cu20 particles protruding from the surface of a polyurethane film, in accordance with the invention disclosed herein.
Figure 4 show a fourth microscope image of a mixture of 0u20 and Cu2(OH)2CO3 particles protruding from the surface of a polyurethane film, in accordance with the invention disclosed herein.
In a first aspect of the invention is a biocompatible polymer coating composition comprising: i) a polymer; ii) a crosslinking agent; iii) elemental metal, metal alloy, metal carbonate, and/or metal oxide particles; wherein components i) to iii) are dispersed in a mixture of a volatile organic solvent and water, and wherein component iii) exhibits antimicrobial, antibacterial, and/or antiviral properties.
Preferably, the volatile organic solvent is miscible with water.
Preferably, the volatile organic solvent is selected from the list consisting of acetone, dimethyl carbonate, methyl acetate, parachlorobenzotrifluoride (Oxsol 100), tert-Butyl acetate, and propylene carbonate, further preferably the volatile organic solvent is acetone.
Preferably, the ratio of volatile organic solvent to water is 55:45 to 70:30, further preferably 60:40 to 66:33, more preferably 60:40. Preferably, the water is distilled de-ionised water. For example, the ratio of volatile organic solvent to water is 55:45, 56:44, 57:43, 58:42, 59:41, 60:40, 61:39, 62:38, 63:37, 64:36, 65:35, 66:34, 67:33, 68:32, 69:31, or 70:30, or any subrange therebetween.
Preferably, the water accounts for 7.5 wt% to 15 wt% of the biocompatible polymer coating composition, more preferably 7.5 wt% to 11.5 wt%, further preferably 8 wt% to 10 wt%, even further preferably 8 wt% to 9 wt%. For example, the water accounts for 7.5, 7.6, 7.7, 7.8, 7.9, 8, 8.1, 8.2, 8.3, 8.4, 8.5, 8.6, 8.7, 8.8, 8.9, 9, 9.1, 9.2, 9.3, 9.4, 9.5, 9.6, 9.7, 9.8, 9.9, 10, 10.1, 10.2, 10.3, 10.4, 10.5, 10.6, 10.7, 10.8, 10.9, 11, 11.1, 11.2, 11.3, 11.4, 11.5, 11.6, 11.7, 11.8, 11.9, 12, 12.1, 12.2, 12.3, 12.4, 12.5, 12.6, 12.7, 12.8, 12.9, 13, 13.1, 13.2, 13.3, 13.4, 13.5, 13.6, 13.7, 13.8, 13.9, 14, 14.1, 14.2, 14.3, 14.4, 14.5, 14.6, 14.7, 14.8, 14.9, or 15 wt% of the biocompatible polymer coating composition, or any subrange therebetween.
Preferably, the volatile organic solvent accounts for 12.5 wt% to 20 wt% of the biocompatible polymer coating composition, more preferably 13.5 wt% to 18 wt%, further preferably 15 wt% to 17.5 wt%, even further preferably 16 wt% to 17.5 wt%.
For example, the volatile organic solvent accounts for 12.5, 12.6, 12.7, 12.8, 12.9, biocompatible polymer coating composition, or any subrange therebetween.
The selection of polymer and crosslinking agent are not particularly limited, provided they are biocompatible and compatible with each other, as would be understood by the skilled person.
Preferably, the polymer is a polyurethane selected from the list consisting of polycarbonate-based polyurethanes, polyester-based polyurethanes, polyetherbased polyurethanes, fatty acid modified polyurethanes, and UV-curable polyurethanes, further preferably a polyether-based polyurethane. Most preferably, the polymer is in the form of a water-based polyurethane polymer dispersion (Le. a "PUD"). For example, preferably polycarbonate-based PUDs, polyester-based PUDs, polyether-based PUDs, fatty acid modified PUDs, and UV-curable PUDs, further preferably a polyether-based PUD.
Preferably, the polymer is an alternating copolymer comprising di-and/or tri-isocyanate monomers and polyol monomers. The di-and/or tri-isocyanate monomers may be selected from the list consisting of aliphatic diisocyanates, aromatic diisocyanates, oligomeric diisocyanates, polymeric diisocyanates, aliphatic triisocyanates, aromatic triisocyanates, oligomeric triisocyanates, and polymeric triisocyanates, for example isophorone diisocyanate, hexamethylene diisocyanate, toluene diisocyanate, diphenylmethane diisocyanate, and triphenylmethane triisocyanate. The polyol monomers may be selected from the list consisting of diolcontaining esters, diol-containing acrylates, diol-containing carbonates, diol- 13, 13.1, 13.2, 13.3, 13.4, 13.5, 13.6, 13.7, 13.8, 13.9, 14, 14.1, 14.2, 14.3, 14.4, 14.5, 14.6, 14.7, 14.8, 14.9, 15, 15.1, 15.2, 15.3, 15.4, 15.5, 15.6, 15.7, 15.8, 15.9, 16, 16.1, 16.2, 16.3, 16.4, 16.5, 16.6, 16.7, 16.8, 16.9, 17, 17.1, 17.2, 17.3, 17.4, 17.5, 17.6, 17.7, 17.8, 17.9, 18, 18.1, 18.2, 18.3, 18.4, 18.5, 18.6, 18.7, 18.8, 18.9, 19, 19.1, 19.2, 19.3, 19.4, 19.5, 19.6, 19.7, 19.8, 19.9, or 20 wt% of the containing ureas, diol-containing butadienes, diol-containing ethers, diol-containing amides, oligomeric diols, and polymeric diols.
Polyurethane polymer dispersions (PUDs) are available commercially for use in the present invention and are not particularly limited. For example, HYBRIDURO 870 and 878 (NMP-free, anionically stabilized urethane-acrylic hybrid polymer dispersion, from Air Products and Chemicals, Inc), HYBRI DURO 570 and 580 (urethane-acrylic hybrid polymer dispersion, from Air Products and Chemicals, Inc), NEOREZ® (water-based polyurethanes from DSM), NEOPACO (water-based hybrid urethane/ acrylic hybrids from DSM), PICASSIAN® (PU-635 aqueous aliphatic polyester urethane hybrid polymer dispersion, from Stahl), PICASSIAN® PU-648 (aqueous, solvent free aliphatic polyether urethane hybrid polymer dispersion, from Stahl), Incorez C58101, RELCAO FU-406 (aqueous, NMP free aliphatic polycarbonate urethane hybrid polymer dispersion, from Stahl), RELCA® PU-968 (aqueous, NMP free aliphatic polyester urethane hybrid polymer dispersion, from Stahl), UROTUF0 (polyurethane and aliphatic urethane polymer dispersions, from Reichhold), and UNITHANE0 (water-based polyurethane dispersions, from Union Specialties Inc.).
The polymer's weight average molecular weight (Mw) is not particularly limited as the skilled person would be able to select an appropriate Mw for the setting in which the biocompatible polymer composition is used; preferably, the Mw is less than 200,000, more preferably less than 150,000, further preferably less than 100,000, even further preferably less than 80,000. Mw is preferably more than 5,000, further preferably more than 10,000.
Preferably, the polymer accounts for 15 wt% to 30 wt% of the biocompatible polymer coating composition, more preferably 15 wt% to 25 wt%, further preferably 17.5 wt% to 22.5 wt%, even further preferably 20 wt% to 22.5 wt%. For example, the polymer accounts for 15, 15.1, 15.2, 15.3, 15.4, 15.5, 15.6, 15.7, 15.8, 15.9, 16, 16.1, 16.2, 16.3, 16.4, 16.5, 16.6, 16.7, 16.8, 16.9,17, 17.1, 17.2, 17.3, 17.4, 17.5, 17.6, 17.7, 17.8, 17.9, 18, 18.1, 18.2, 18.3, 18.4, 18.5, 18.6, 18.7, 18.8, 18.9, 19, 19.1, 19.2, 19.3, 19.4, 19.5, 19.6, 19.7, 19.8, 19.9,20, 20.1, 20.2, 20.3, 20.4, 20.5, 20.6, 20.7, 20.8, 20.9, 21, 21.1, 21.2, 21.3, 21.4, 21.5, 21.6, 21.7, 21.8, 21.9, 22, 22.1, 22.2, 22.3, 22.4, 22.5, 22.6, 22.7, 22.8, 22.9, 23, 23.1, 23.2, 23.3, 23.4, 23.5, 23.6, 23.7, 23.8, 23.9, 24, 24.1, 24.2, 24.3, 24.4, 24.5, 24.6, 24.7, 24.8, 24.9, 25, 25.1, 25.2, 25.3, 25.4, 25.5, 25.6, 25.7, 25.8, 25.9, 26, 26.1, 26.2, 26.3, 26.4, 26.5, 26.6, 26.7, 26.8, 26.9, 27, 27.1, 27.2, 27.3, 27.4, 27.5, 27.6, 27.8, 27.9, 28, 28.1, 28.2, 28.3, 28.4, 28.5, 28.6, 28.7, 28.8, 28.9, 29, 29.1, 29.2, 29.3, 29.4, 29.5, 29.6, 29.7, 29.8, 29.9, or 30 wt% of the biocompatible polymer coating composition, or any subrange therebetween.
Preferably, the crosslinking agent may be a polyfuncfional compound wherein the polyfunctionality comprises at least one of the following functional groups: carbodiimide, glycidyl epoxide, acetoacetoxy, diacetone, alkoxysilane, amine, hydroxyl, isocyanate, aziridine, hydrazide, and epoxide. Further preferably, the crosslinking agent is a waterbased polycarbodiimide crosslinker.
Crosslinkers are available commercially for use in the present invention and are not particularly limited. For example: carbodiimide crosslinkers include PICASSIAN® XL-701, XL-702, XL-725, XL-732, XL-755 from Stahl, ZOLDINEO XL-295E from Angus Chemical Company, XL-1V and CX-300® from DSM Coatings, CARBODILITEO V02, V-04, E-02, and SV-02 from GS! Exim America, and UCARLINK® XL-29SE from Union Carbide Corporation; aziridine crosslinkers include CX-1 00® from DSM Coatings, and CORIAL® Hardener from BASF; isocyanate crosslinkers include BASONAT® HW 1000, BASONAT 2000, and BASONAT 3000 from BASF, ASTACIN® Hardener C I from BASF, ISONATE® and PAR® from The Dow Chemical Company, PICASSIANO XL-728 from Stahl, and RHODOCOATO EZ-M502 from Rhodia.
Preferably, the crosslinking agent accounts for 1 wt% to 10 wt% of the biocompatible polymer coating composition, further preferably 1 wt% to 5 wt%, most preferably 1 to 3 wt%. For example, the crosslinking agent accounts for 1, 1.1, 1.2, 1.3, 1.4, 1.5, 1.6, 1.7, 1.8, 1.9, 2, 2.1, 2.2, 2.3, 2.4, 2.5, 2.6, 2.7, 2.8, 2.9, 3, 3.1, 3.2, 3.3, 3.4, 3.5, 3.6, 3.7, 3.8, 3.9, 4, 4.1, 4.2, 4.3, 4.4, 4.5, 4.6, 4.7, 4.8, 4.9, 5, 5.1, 5.2, 5.3, 5.4, 5.5, 5.6, 5.7, 5.8, 5.9, 6, 6.1, 6.2, 6.3, 6.4, 6.5, 6.6, 6.7, 6.8, 6.9, 7, 7.1, 7.2, 7.3, 7.4, 7.5, 7.6, 7.7, 7.8, 7.9, 8, 8.1, 8.2, 8.3, 8.4, 8.5, 8.6, 8.7, 8.8, 8.9, 9, 9.1, 9.2, 9.3, 9.4, 9.5, 9.6, 9.7, 9.8, 9.9, or 10 wt% of the biocompatible polymer coating composition, or any subrange therebetween.
Preferably, the biocompatible polymer coating composition additionally comprises a coalescing agent. The coalescing agent may be selected from an organic solvent and/or a plasticizer. Preferably, where the coalescing agent comprises at least one member selected from the group consisting of butyl diglycol, ethylene glycol, propylene glycol, ethylene glycol ether, pyrrolidone, phosphate ester solvent, dibenzoate solvent, monobenzoate solvent, and phthalate solvent.
Preferably, the coalescing agent accounts for 1 wt% to 10 wt% of the biocompatible polymer coating composition, further preferably 2 wt% to 8 wt%, most preferably 3 wt% to 5 wt%. For example, the coalescing agent accounts for 1, 1.1, 1.2, 1.3, 1.4, or any subrange therebetween.
Preferably, the biocompatible polymer coating composition additionally comprises a rheology agent. The coalescing agents are available commercially for use in the present invention and are not particularly limited; for example, BYK-E410, BYK-E411, 15 BYK-E420, BYK-7410ET, BYK-7411ES and BYK-7420ES from BYK.
Preferably, the rheology agent accounts for 0 wt% to 2 wt% of the biocompatible polymer coating composition, further preferably 0 wt% to 1 wt%, most preferably 0 wt% to 0.5 wt%. For example, the rheology agent accounts for 0, 0.1, 0.2, 0.3, 0.4, 0.5, 0.6, 0.7, 0.8, 0.9, 1, 1.1, 1.2, 1.3, 1.4, 1.5, 1.6, 1.7, 1.8, 1.9, or 2 wt% of the biocompatible polymer coating composition, or any subrange therebetween.
Preferably, the biocompatible polymer coating composition additionally comprises a flow wetting agent. The flow wetting agents are available commercially for use in the present invention and are not particularly limited; for example, SCHWEGOCI flow 6527, 6533, 8057, and 8058 from Bernd Schwegmann GmbH &Co. KG, and SCHWEGO® wett 6295, 6267, and 8081 from Bernd Schwegmann GmbH &Co. KG.
Preferably, the flow wetting agent accounts for 0 wt% to 2 wt% of the biocompatible polymer coating composition, further preferably 0 wt% to 1 wt%, most preferably 0 wt% to 0.5 wt%. For example, the rheology agent accounts for 0, 0.1, 0.2, 0.3, 0.4, 0.5, 0.6, 0.7, 0.8, 0.9, 1, 1.1, 1.2, 1.3, 1.4, 1.5, 1.6, 1.7, 1.8, 1.9, or 2 wt% of the biocompatible polymer coating composition, or any subrange therebetween.
The selection of elemental metal and/or metal oxide particles is not particularly limited, provided they exhibit antimicrobial, antibacterial, and/or antiviral properties.
1.5, 1.6, 1.7, 1.8, 1.9, 2, 2.1, 2.2, 2.3, 2.4, 2.5, 2.6, 2.7, 2.8, 2.9, 3, 3.1, 3.2, 3.3, 3.4, 3.5, 3.6, 3.7, 3.8, 3.9, 4, 4.1, 4.2, 4.3, 4.4, 4.5, 4.6, 4.7, 4.8, 4.9, 5, 5.1, 5.2, 5.3, 5.4, 5.5, 5.6, 5.7, 5.8, 5.9, 6, 6.1, 6.2, 6.3, 6.4, 6.5, 6.6, 6.7, 6.8, 6.9, 7, 7.1, 7.2, 7.3, 7.4, 7.5, 7.6, 7.7, 7.8, 7.9, 8, 8.1, 8.2, 8.3, 8.4, 8.5, 8.6, 8.7, 8.8, 8.9, 9, 9.1, 9.2, 9.3, 9.4, 9.5, 9.6, 9.7, 9.8, 9.9, or 10 wt% of the biocompatible polymer coating composition, Preferably, the elemental metal, metal alloy, metal carbonate, and/or metal oxide particles are selected from the group consisting of silver-containing, aluminium-containing, gold-containing, copper-containing, iron-containing, magnesium-containing, titanium-containing, or zinc-containing metal, metal alloy, metal carbonate, and/or metal oxide particles, or any combination thereof, preferably selected from Ag, A1203, Au, Cu, Cu2(OH)2CO3, CuO, Cu20, Fe304, MgO, Ti02, and ZnO particles, or any combination thereof. Preferably the elemental metal, metal alloy, metal carbonate, and/or metal oxide particles are copper-containing metal, metal alloy, and/or metal oxide particles, more preferably selected from the group consisting of Cu, Cu2(OH)2CO3, CuO, Cu20, or any combination thereof, further preferably selected from the group consisting of Cu, CuO, and Cu20 particles, or any combination thereof even further preferably CuO or Cu20 particles.
Preferably, the elemental metal, metal alloy, metal carbonate, and/or metal oxide particles have a mean diameter of between 10 pm and 80 pm, preferably between 20 pm and 60 pm, further preferably between 30 pm and 40 pm.
Preferably, the elemental metal, metal alloy, metal carbonate, and/or metal oxide particles account for 40 wt% to 60 wt% of the biocompatible polymer coating composition, further preferably 45 wt% to 60 wt%, most preferably 45 wt% to 55 wt%. For example, the metal, metal alloy, metal carbonate, and/or metal oxide particles account for 40, 40.1, 40.2, 40.3, 40.4, 40.5, 40.6, 40.7, 40.8, 40.9, 41, 41.1, 41.2, 41.3, 41.4, 41.5, 41.6, 41.7, 41.8, 41.9, 42, 42.1, 42.2, 42.3, 42.4, 42.5, 42.6, 42.7, 42.8, 42.9, 43, 43.1, 43.2, 43.3, 43.4, 43.5, 43.6, 43.7, 43.8, 43.9, 44, 44.1, 44.2, 44.3, 44.4, 44.5, 44.6, 44.7, 44.8, 44.9,45, 45.1, 45.2, 45.3, 45.4, 45.5, 45.6, 45.7, 45.8 45.9, 46, 46.1, 46.2, 46.3, 46.4, 46.5, 46.6, 46.7, 46.8, 46.9, 47, 47.1, 47.2, 47.3 47.4, 47.5, 47.6, 47.7, 47.8, 47.9,48, 48.1, 48.2, 48.3, 48.4, 48.5, 48.6, 48.7, 48.8 48.9, 49, 49.1, 49.2, 49.3, 49.4, 49.5, 49.6, 49.7, 49.8, 49.9, 50, 50.1, 50.2, 50.3 50.4, 50.5, 50.6, 50.7, 50.8, 50.9, 51, 51.1, 51.2, 51.3, 51.4, 51.5, 51.6, 51.7, 51.8 51.9, 52, 52.1, 52.2, 52.3, 52.4, 52.5, 52.6, 52.7, 52.8, 52.9, 53, 53.1, 53.2, 53.3 53.4, 53.5, 53.6, 53.7, 53.8, 53.9, 54, 54.1, 54.2, 54.3, 54.4, 54.5, 54.6, 54.7, 54.8 54.9, 55, 55.1, 55.2, 55.3, 55.4, 55.5, 55.6, 55.7, 55.8, 55.9, 56, 56.1, 56.2, 56.3 56.4, 56.5, 56.6, 56.7, 56.8, 56.9, 57, 57.1, 57.2, 57.3, 57.4, 57.5, 57.6, 57.7, 57.8 57.9, 58, 58.1, 58.2, 58.3, 58.4, 58.5, 58.6, 58.7, 58.8, 58.9, 59, 59.1, 59.2, 59.3, 59.4, 59.5, 59.6, 59.7, 59.8, 59.9, and 60 wt% of the biocompatible polymer coating composition, or any subrange therebetween.
-10 -Preferably, the biocompatible polymer coating composition comprises: i) 17.5 wt% to 22.5 wt% of a water-based polyurethane polymer dispersion (PUD), as defined above; ii) 1 wt% to 3 wt% of a crosslinking agent, as defined above; iii) 0 wt% to 1 wt% of a flow wetting agent, as defined above; iv) 0 wt% to 1 wt% of a rheology agent, as defined above; v) 45 wt% to 60 wt% of copper-based particles, as defined above; wherein i) to v) are dispersed in a mixture of acetone and water, wherein said acetone accounts for 15 wt% to 17.5 wt% of the biocompatible polymer coating composition and said water accounts for 8 wt% to 10 wt% of the biocompatible polymer coating composition.
Also within the scope of the first aspect of the invention is a method of manufacturing a biocompatible polymer coating composition, wherein the method comprises dispersing the following components i) to iii), and optionally components iv) to vi), in a mixture of a volatile organic solvent and water.
i) a polymer, preferably a water-based polyurethane dispersion (PUD); ii) a crosslinking agent; iii) elemental metal, metal alloy, metal carbonate, and/or metal oxide particles, preferably copper-containing elemental metal, metal alloy, metal carbonate, and/or metal oxide particles; iv) optionally a coalescing agent; v) optionally a rheology agent; and vi) optionally a flow wetting agent; wherein component iii) exhibits antimicrobial, antibacterial, and/or antiviral properties and components i) to vi), the volatile organic solvent, and water are defined in the preceding pages In a second aspect of the invention is a biocompatible polymer film obtainable by coating at least one surface of a substrate with the biocompatible polymer coating composition according to the first aspect of the invention and subsequently curing said biocompatible polymer coating composition in situ, wherein elemental metal, metal alloy, metal carbonate and/or metal oxide particles are embedded within the biocompatible polymer film and protrude from surfaces thereof.
Preferably, coating methods may utilise, for example, immersion, brush, spray, dip, curtain, agitated bath, aerated baths, or aerosol techniques to coat the biocompatible polymer composition onto the at least one surface of the substrate.
Once at least one surface of the substrate has been coated with the biocompatible polymer composition, the biocompatible polymer composition is cured in situ onto said at least one surface of the substrate.
Preferably, curing may be initiated by any method as would be known to the skilled person such as the application of heat, radiation, electron beams, or chemical additives. Preferably, accelerated drying or photocuring is utilised to cure the biocompatible polymer composition onto the at least one surface of the substrate.
Preferably, the biocompatible polymer film has a mean thickness of between 10 pm and 100 pm, further preferably between 20 pm and 80 pm, even further preferably between 30 pm and 60 pm, most preferably between 40 pm and 50 pm.
The beneficial antimicrobial, antibacterial, and/or antiviral properties of the biocompatible polymer film of the present invention is realised by the protrusion of metal, metal alloy, metal carbonate, and/or metal oxide particles exhibiting antimicrobial, antibacterial, and/or antiviral properties from the surface of the polymer film.
Preferably, between 20% and 50% of the diameter of one or more of the elemental metal, metal alloy, metal carbonate, and/or metal oxide particles protrude from the surface of the biocompatible polymer, further preferably wherein between 25% and 40% of the diameter of one or more of the elemental metal, metal alloy, metal carbonate, and/or metal oxide particles protrude from the surface of the biocompatible polymer, even further preferably wherein between 30% and 35% of the diameter of one or more of the elemental metal, metal alloy, metal carbonate, and/or metal oxide particles protrude from the surface of the biocompatible polymer.
Preferably, one or more of the elemental metal, metal alloy, metal carbonate, and/or metal oxide particles protrude from the surface of the biocompatible polymer by between 3 pm and 27 pm, preferably between 7 pm and 20 pm, further preferably 30 between 10 pm and 13 pm -12 -Preferably, between 20% and 50% by mass of total the elemental metal, metal alloy, metal carbonate, and/or metal oxide particles protrudes from the surface of the biocompatible polymer, further preferably wherein between 25% and 40% by mass of the total elemental metal, metal alloy, metal carbonate, and/or metal oxide particles protrudes from the surface of the biocompatible polymer, even further preferably wherein between 30% and 35% by mass of the total elemental metal, metal alloy, metal carbonate, and/or metal oxide particles protrudes from the surface of the biocompatible polymer.
The substrates to which the biocompatible polymer film may be applied is not particularly limited, provided that, once cured in situ, the biocompatible polymer film adheres to the substrate, as would be understood by the skilled person.
Preferably, the substrate is selected from naturally occurring or man-made materials.
For example, the substrate may be selected from plastic polymers, cloth, fabric, polyester, polypropylene, wool, plastic, cotton, spandex, paper, linoleum, silicone, latex, rubber, marble, and wood, fibrous materials derived therefrom, and mixtures or combinations thereof.
In a third aspect of the invention is an article comprising a substrate and a biocompatible polymer film bound to at least one surface of said substrate, wherein elemental metal, metal alloy, metal carbonate, and/or metal oxide particles exhibiting antimicrobial, antibacterial, and/or antiviral properties are embedded within the biocompatible polymer film and protrude from surfaces thereof.
The selection of polymer of the biocompatible polymer film is not particularly limited, provided it is biocompatible, as would be understood by the skilled person.
The polymer of the biocompatible polymer is outlined in the first aspect of the invention. Preferably, the polymer of the biocompatible polymer film is selected from the list consisting of polycarbonate-based polyurethanes, polyester-based polyurethanes, polyether-based polyurethanes, fatty acid modified polyurethanes, and UV-curable polyurethanes, further preferably a polyether-based polyurethane.
Preferably, the biocompatible polymer film has a mean thickness of between 10 pm and 100 pm, further preferably between 20 pm and 80 pm, even further preferably between 30 pm and 60 pm, most preferably between 40 pm and 50 pm.
-13 -The selection of elemental metal, metal alloy, metal carbonate and/or metal oxide particles is not particularly limited, provided they exhibit antimicrobial, antibacterial, and/or antiviral properties.
Preferably, the elemental metal, metal alloy, metal carbonate, and/or metal oxide particles are selected from the group consisting of silver-containing, aluminium-containing, gold-containing, copper-containing, iron-containing, magnesium-containing, titanium-containing, or zinc-containing metal, metal alloy, metal carbonate, and/or metal oxide particles, or any combination thereof, preferably selected from Ag, A1203, Au, Cu, Cu2(OH)2CO3, CuO, Cu20, Fe304, MgO, Ti02, and ZnO particles, or any combination thereof. Preferably the elemental metal, metal alloy, metal carbonate, and/or metal oxide particles are copper-containing metal, metal alloy, metal carbonate, and/or metal oxide particles, or any combination thereof, more preferably selected from the group consisting of Cu, Cu2(OH)2CO3, CuO, Cu20, or any combination thereof, further preferably selected from the group consisting of Cu, CuO, and Cu20 particles, or any combination thereof, even further preferably CuO or Cu20 particles.
Preferably, the elemental metal, metal alloy, metal carbonate, and/or metal oxide particles have a mean diameter of between 10 pm and 80 pm, preferably between 20 pm and 60 pm, further preferably between 30 pm and 40 pm.
The beneficial antimicrobial, antibacterial, and/or antiviral properties of the biocompatible polymer film of the present invention is realised by the protrusion of metal, metal alloy, metal carbonate, and/or metal oxide particles exhibiting antimicrobial, antibacterial, and/or antiviral properties from the surface of the polymer film.
Preferably, between 20% and 50% of the diameter of one or more of the elemental metal, metal alloy, metal carbonate, and/or metal oxide particles protrude from the surface of the biocompatible polymer, further preferably wherein between 25% and 40% of the diameter of one or more of the elemental metal, metal alloy, metal carbonate, and/or metal oxide particles protrude from the surface of the biocompatible polymer, even further preferably wherein between 30% and 35% of the diameter of one or more of the elemental metal, metal carbonate, metal alloy, and/or metal oxide particles protrude from the surface of the biocompatible polymer.
-14 -Preferably, one or more of the elemental metal, metal alloy, metal carbonate, and/or metal oxide particles protrude from the surface of the biocompatible polymer by between 3 pm and 27 pm, preferably between 7 pm and 20 pm, further preferably between 10 pm and 13 pm.
Preferably, between 20% and 50% by mass of total the elemental metal, metal alloy, metal carbonate, and/or metal oxide particles protrudes from the surface of the biocompatible polymer, further preferably wherein between 25% and 40% by mass of the total elemental metal, metal alloy, metal carbonate, and/or metal oxide particles protrudes from the surface of the biocompatible polymer, even further preferably wherein between 30% and 35% by mass of the total elemental metal, metal alloy, metal carbonate, and/or metal oxide particles protrudes from the surface of the biocompatible polymer.
The substrates to which the biocompatible polymer film may be applied is not particularly limited, provided that, once cured in situ, the biocompatible polymer film adheres to the substrate, as would be understood by the skilled person.
Preferably, the substrate is selected from naturally occurring or man-made materials. For example, the substrate may be selected from plastic polymers, cloth, fabric, polyester, polypropylene, wool, plastic, cotton, spandex, paper, linoleum, silicone, latex, rubber, marble, and wood, fibrous materials derived therefrom, and mixtures or combinations thereof.
Preferably, the article is obtainable by coating at least one surface of a substrate with the biocompatible polymer coating composition according to the first aspect of the invention and subsequently curing said biocompatible polymer coating composition in situ, wherein elemental metal and/or metal oxide particles are embedded within the biocompatible polymer film and protrude from surfaces thereof.
The antimicrobial, antibacterial, and/or antiviral biocompatible polymer coating compositions described herein may be applied to a variety of different materials, substrates, and/or products, and may be used for a variety of applications.
Of particular interest is the application of the biocompatible polymer film of the present invention to Personal Protective Equipment (PPE).
-15 -One particular use of the antimicrobial, antibacterial, and/or antiviral biocompafible polymer coating compositions may be the application to PPE, namely facemasks. This application may be achieved in a number of ways, and the coating compositions described herein may be applied do different types of facemasks in a variety of different ways.
Of particular interest is the application of the coating compositions to so-called 'N95' and/or KN95' masks. 'N95' and KN95' masks are formed from multiple layers of synthetic material, often a polypropylene plastic polymer, and such masks are designed to be worn over the mouth and nose. These masks are designed to filter out and capture 95 percent of 0.3-micron particles in the air -giving rise to the designation of '95' in the name.
It is noted that COVID-19 particles are of around 0.1-micron size, but are often attached to larger particles in the air.
As described above, 'N95' and KN95' masks are generally formed from layers of a polypropylene or polyurethane plastic polymer, which is 'melt-blown' and then fashioned into a mask. During the melt blowing process, the plastic polymer, generally provided in pellet form, are fed into a drum, passed through a corkscrew arrangement to convey the pellets into a heater, heated, passed through a mandrel at around 300°C and then extruded in a continuous strand. This causes spiral-like fibres to be formed of the polymer, and resembles candyfloss when it passes out of the mandrel.
The extruded polymer is then conveyed onto heated rollers, passed through the heated rollers and compressed into a sheet, and wound onto a roller for later use.
This melt-blown fabric may then be formed into masks. 'N95' and 'KN95' masks are often formed of at least three layers of the melt-blown fabric.
The antimicrobial, antibacterial, and/or antiviral biocompatible polymer coating compositions described herein may be sprayed onto the melt-blown fabric before it is formed into masks. This may take the form of a simple spraying operation, with the polymer cured after the spraying operation. In an example, three spraying operations may be carried out to ensure appropriate coverage of the fabric with the polymer coating, whilst still allowing for appropriate air passage through the fabric.
-16 -When the polymer coating is sprayed onto the melt-blown fabric, the polymer coats individual strands of the fabric. By the nature of the melt-blown material allowing air to pass therethrough, there is space for the polymer to coat each individual fibre.
In an example process for manufacture of material which may be formed into a mask, the melt-blown fabric is produced and fed into an arrangement for carrying out the spraying and impregnation of the polymer. The polymer may be sprayed onto the fabric as part of a first pass, the material heated, and then looped back for a further spray, heating, and then a final spray and heating, before being packed on a roller ready for shipping and use.
The heating process causes accelerated drying of the polymer. The temperature at which this may be carried out is around 40°C and may utilise hot air. It is envisaged, however, that the polymer coating may be cured with UV light, using a generic cross-linker with a photoinhibitor, which may be operable as a photocatalyst.
In some examples, it is envisaged that the polymer coating may be sprayed into the 'open' fibres of the melt-blown fabric before it reaches the rollers, so that the polymer may be formed into the melt-blown fabric, without having to be applied to the fabric as a separate step. The melt-blown fabric, after extrusion, comes off like candyfloss.
As described, the antimicrobial, antibacterial, and/or antiviral biocompafible polymer coating compositions for fabric are suitable for application to PPE such as masks, but may also be applied to so-called 'first-touch' surfaces and fabrics which may include seat-belts and seats of vehicles. For application of the polymer coating, it is preferable that the fabric allows the polymer to penetrate.
Further, the antimicrobial, antibacterial, and/or antiviral biocompatible polymer coating compositions may be used to form PPE which may be masks, gloves, tunics, scrubs, headwear, general garments, or any other suitable sort of PPE, which will be understood by the skilled reader.
In addition, the antimicrobial, antibacterial, and/or antiviral biocompafible polymer coating compositions may be used to form more general garments, or the first touch surfaces described above, and these garments or surfaces may include, clothing, furnishings, upholstery, ventilation components and/or ventilation grills, air conditioning components and/or air conditioning grills, and/or general work surfaces, or any other fabric or material which will be understood by the skilled reader.
-17 -It is also noted that the antimicrobial, antibacterial, and/or antiviral biocompatible polymer coating compositions may include a colouring agent or dye, so that the coating when applied to a substrate, for example a mask, is of a particular colour. In some instances, such a colour may derive from the salt of copper in the polymer coating. In an example, this may be copper carbonate, such that the resulting polymer coating is green in colour.
VVhile the invention has been illustrated and described in detail in the drawings and preceding description, such illustration and description are to be considered illustrative or exemplary and not restrictive; the invention is not limited to the disclosed embodiments.
Other variations to the disclosed embodiments can be understood and effected by those skilled in the art in practicing the claimed invention, from a study of the drawings, the disclosure, and the appended claims. Each feature of the disclosed embodiments may be replaced by alternative features serving the same, equivalent or similar purpose, unless stated otherwise. Therefore, unless stated otherwise, each feature disclosed is one example of a generic series of equivalent or similar features.
In the claims, the word "comprising" does not exclude other elements or steps, and the indefinite article "a" or "an" does not exclude a plurality. Any reference signs in the claims should not be construed as limiting the scope.
Examples
Example 1
Formulation of a biocompatible polymer coating composition.
The following components are dispersed in a mixture of 40g distilled deionised water and 80g acetone to produce a polymer coating composition: 100g PICASSIAN PU-648 by Stahl, a PUD; 10g PICASSIAN XL-702 by Stahl, a crosslinker; 240g Cu20 Cuprous Oxide by American CHEMET Corporation, a metal oxide; 2g BYK-7420 by BYK, a rheology agent; and 2g SCHWEGO 6527 by Bernd Schwegmann GmbH &Co. KG, a flow wetting agent.
-18 -
Example 2
Formation of a biocompatible polymer film.
The biocompatible polymer coating composition of Example 1 is cured in situ on a substrate utilising accelerated drying. Fig. 1-3 show microscope images of the resultant film.
Numbered Embodiments of the Invention Embodiment 1.
A biocompatible polymer coating composition comprising: i) a polymer; ii) a crosslinking agent; iii) elemental metal, metal alloy, metal carbonate, and/or metal oxide particles; wherein components i) to iii) are dispersed in a mixture of a volatile organic solvent and water, and wherein component iii) exhibits antimicrobial, antibacterial, and/or antiviral properties.
Embodiment 2.
The biocompatible polymer coating composition according to embodiment 1, wherein the volatile organic solvent is miscible with water.
Embodiment 3 The biocompatible polymer coating composition according to embodiment 1 or 2, wherein the volatile organic solvent is selected from the list consisting of acetone, dimethyl carbonate, methyl acetate, parachlorobenzotrifluoride (Oxsol 100), tert-Butyl acetate, and propylene carbonate.
Embodiment 4 The biocompatible polymer coating composition according to any of embodiments 1 to 3, wherein the volatile organic solvent is acetone.
Embodiment 5.
-19 -The biocompatible polymer coating composition according to any of embodiments 1 to 4, wherein the ratio of volatile organic solvent to water is 55:45 to 70:30 Embodiment 6.
The biocompatible polymer coating composition according to embodiment 5, wherein the ratio of volatile organic solvent to water is 60:40 to 66:33.
Embodiment 7.
The biocompatible polymer coating composition according to embodiment 6, wherein the ratio of volatile organic solvent to water is 60:40.
Embodiment 8 The biocompatible polymer coating composition according to any of embodiments 1 to 7, wherein the polymer is a polyurethane polymer.
Embodiment 9.
The biocompatible polymer coating composition according to embodiment 8, wherein the polymer is a polyurethane polymer selected from the list consisting of polycarbonate-based polyurethanes, polyester-based polyurethanes, polyether-based polyurethanes, fatty acid modified polyurethanes, and UV-curable polyurethanes.
Embodiment 10.
The biocompatible polymer coating composition according to any of embodiments 1 to 9, wherein the polymer is in the form of a water-based polyurethane polymer dispersion (PUD).
Embodiment 11.
The biocompatible polymer coating composition according to embodiment 10, wherein the PUD is selected from the list consisting of polycarbonate-based PUDs, polyester-based PUDs, polyether-based PUDs, fatty acid modified PUDs, and UV-curable PUDs.
Embodiment 12.
-20 -The biocompatible polymer coating composition according to any of embodiments 1 to 11, wherein the polymer of the polymer is an alternating copolymer.
Embodiment 13.
The biocompatible polymer coating composition according to embodiment 12, wherein the polymer comprises di-and/or tri-isocyanate monomers and polyol monomers.
Embodiment 14.
The biocompatible polymer coating composition according to embodiment 13, wherein the di-and/or tri-isocyanate monomers are selected from aliphatic diisocyanates, aromatic diisocyanates, oligomeric diisocyanates, polymeric diisocyanates, aliphatic triisocyanates, aromatic triisocyanates, oligomeric triisocyanates, and polymeric triisocyanates.
Embodiment 15.
The biocompatible polymer coating composition according to embodiment 14, wherein the di-and/or tri-isocyanate monomers are selected from isophorone diisocyanate, hexamethylene diisocyanate, toluene diisocyanate, diphenylmethane diisocyanate, and triphenylmethane triisocyanate Embodiment 16.
The biocompatible polymer coating composition according to any of embodiments 13 to 15, wherein the polyol monomers are selected from diolcontaining esters, diol-containing acrylates, diol-containing carbonates, diolcontaining ureas, diol-containing butadienes, diol-containing ethers, diolcontaining amides, oligomeric diols, and polymeric diols.
Embodiment 17.
The biocompatible polymer coating composition according to any of embodiments 1 to 16, wherein the polymer has a weight average molecular weight (Mw) of less than 200,000 and more than 5,000.
Embodiment 18. -21 -
The biocompatible polymer coating composition according to any of embodiments 1 to 17, wherein the crosslinking agent is a polyfunctional compound comprising at least one functional group selected from the group consisting of carbodiimide, glycidyl epoxide, acetoacetoxy, diacetone, alkoxysilane, amine, hydroxyl, isocyanate, aziridine, hydrazide, and epoxide.
Embodiment 19.
The biocompatible polymer coating composition to any of embodiments 1 to 18, wherein the biocompatible polymer coating composition additionally comprises a coalescing agent, preferably wherein the coalescing agent is selected from an organic solvent and/or a plasticizer.
Embodiment 20.
The biocompatible polymer coating composition to any of embodiments 1 to 19, wherein the biocompatible polymer coating composition additionally comprises a rheology agent, preferably wherein the rheology agent is selected from BYK-E410, BYK-E411, BYK-E420, BYK-7410ET, BYK-7411ES and BYK-7420ES.
Embodiment 21.
The biocompatible polymer coating composition to any of embodiments 1 to 20, wherein the biocompatible polymer coating composition additionally comprises a flow wetting agent, preferably wherein the rheology agent is selected from SCHWEGO® flow 6527, SCHWEGO® flow 6533, SCHWEGO® flow 8057, SCHWEGO® flow 8058, SCHWEGO® wett 6295, SCHWEGO® wett 6267, and SCHWEGO® wett.
Embodiment 22.
A biocompatible polymer film obtainable by coating at least one surface of a substrate with the biocompatible polymer coating composition according to any of embodiments 1 to 21 and subsequently curing said biocompatible polymer coating composition in situ, wherein elemental metal, metal alloy, metal carbonate, and/or metal oxide particles are embedded within the biocompatible polymer film and protrude from surfaces thereof.
-22 -Embodiment 22.
The biocompatible polymer film according to embodiment 21, wherein the coating is achieved by immersion, brush, spray, dip, curtain, agitated bath, aerated baths, or aerosol techniques to coat the biocompatible polymer composition onto the at least one surface of the substrate.
Embodiment 23.
The biocompatible polymer film according to embodiment 21 or 22, wherein the curing is initiated by the application of heat, radiation, electron beams, or chemical additives, preferably accelerated drying or photocuring is utilised to cure the biocompatible polymer composition onto the at least one surface of the substrate.
Embodiment 24.
An article comprising a substrate and a biocompatible polymer film bound to at least one surface of said substrate, wherein elemental metal, metal carbonate, metal alloy, and/or metal oxide particles exhibiting antimicrobial, antibacterial, and/or antiviral properties are embedded within the biocompatible polymer film and protrude from surfaces thereof.
Embodiment 25.
The article according to embodiment 24, wherein the polymer of the biocompatible polymer film is selected from the list consisting of polycarbonate-based polyurethanes, polyester-based polyurethanes, polyether-based polyurethanes, fatty acid modified polyurethanes, and UV-curable polyurethanes.
Embodiment 26.
The biocompatible polymer coating composition, biocompatible polymer film, or article according to any of embodiments 1 to 25, wherein the elemental metal, metal alloy, metal carbonate, and/or metal oxide particles are selected from the group consisting of silver-containing, aluminium-containing, gold-containing, copper-containing, iron-containing, magnesium-containing, -23 -titanium-containing, or zinc-containing metal, metal alloy, metal carbonate, and/or metal oxide particles, or any combination thereof.
Embodiment 27.
The biocompatible polymer coating composition, biocompatible polymer film, or article according to embodiment 26, wherein the elemental metal, metal alloy, metal carbonate, and/or metal oxide particles are selected from the group consisting of Ag, A1203, Au, Cu, Cu2(OH)2003, CuO, Cu20, Fe304, MgO, Ti02, and ZnO particles, or any combination thereof.
Embodiment 28.
The biocompatible polymer coating composition, biocompatible polymer film, or article according to embodiment 27, wherein the elemental metal, metal alloy, metal carbonate, and/or metal oxide particles are selected from the group consisting of Cu, Cu2(OH)2CO3, CuO, and Cu20 particles, or any combination thereof Embodiment 29.
The biocompatible polymer coating composition, biocompatible polymer film, or article according to embodiment 28, wherein the elemental metal, metal alloy, and/or metal oxide particles are selected from the group consisting of Cu, CuO, and Cu20, or any combination thereof.
Embodiment 30.
The biocompatible polymer coating composition, biocompatible polymer film, or article according to embodiment 29, wherein the elemental metal, metal alloy, and/or metal oxide particles are CuO or Cu20 particles.
Embodiment 31.
The biocompatible polymer coating composition, biocompatible polymer film, or article according to any of embodiments 1 to 30, wherein the elemental metal, metal alloy, and/or metal oxide particles have a mean diameter of between 10 pm and 80 pm.
Embodiment 32.
-24 -The biocompatible polymer coating composition, biocompatible polymer film, or article according to embodiment 31, wherein the elemental metal, metal alloy, and/or metal oxide particles have a mean diameter of between 20 pm and 60 pm.
Embodiment 33.
The biocompatible polymer coating composition, biocompatible polymer film, or article according to embodiment 32, wherein the elemental metal, metal alloy, and/or metal oxide particles have a mean diameter of between 30 pm and 40 pm.
Embodiment 34.
The biocompatible polymer film or article according to any of embodiments 22 to 33, wherein the biocompatible polymer film has a mean thickness of between 10 pm and 100 pm.
Embodiment 35.
The biocompatible polymer film or article according to embodiment 34, wherein the biocompatible polymer film has a mean thickness of between 20 pm and 80 pm.
Embodiment 36.
The biocompatible polymer film or article according to embodiment 35, wherein the biocompatible polymer film has a mean thickness of between 30 pm and 60 pm.
Embodiment 37.
The biocompatible polymer film or article according to embodiment 36, wherein the biocompatible polymer film has a mean thickness of between 40 pm and 50 pm.
Embodiment 38.
The biocompatible polymer film or article according to any of embodiments 22 to 37, wherein between 20% and 50% of the diameter of one or more of the -25 -elemental metal, metal alloy, metal carbonate, and/or metal oxide particles protrude from the surface of the biocompatible polymer.
Embodiment 39.
The biocompatible polymer film or article according to embodiment 38, wherein between 25% and 40% of the diameter of one or more of the elemental metal, metal alloy, metal carbonate, and/or metal oxide particles protrude from the surface of the biocompatible polymer.
Embodiment 40.
The biocompatible polymer film or article according to embodiment 39, wherein between 30% and 35% of the diameter of one or more of the elemental metal, metal alloy, metal carbonate, and/or metal oxide particles protrude from the surface of the biocompatible polymer.
Embodiment 41.
The biocompatible polymer film or article according to any of embodiments 22 to 40, wherein one or more of the elemental metal, metal alloy, metal carbonate, and/or metal oxide particles protrude from the surface of the biocompatible polymer by between 3 pm and 27 pm.
Embodiment 42.
The biocompatible polymer film or article according to embodiment 41, wherein one or more of the elemental metal, metal alloy, metal carbonate, and/or metal oxide particles protrude from the surface of the biocompatible polymer by between 7 pm and 20 pm.
Embodiment 43.
The biocompatible polymer film or article according to embodiment 42, wherein one or more of the elemental metal, metal alloy, metal carbonate, and/or metal oxide particles protrude from the surface of the biocompatible polymer by between 10 pm and 13 pm.
Embodiment 44.
-26 -The biocompatible polymer film or article according to any of embodiments 20 to 43, wherein the substrate is selected from from plastic polymers, cloth, fabric, polyester, polypropylene, wool, plastic, cotton, spandex, paper, linoleum, silicone, latex, rubber, marble, and wood, fibrous materials derived therefrom, and mixtures or combinations thereof.
Embodiment 45.
A biocompatible polymer coating composition comprising: i) 15 wt% to 30 wt% of a polymer; H) 1 wt% to 10 wt% of a crosslinking agent; iii) 40 wt% to 60 wt% of elemental metal, metal alloy, metal carbonate, and/or metal oxide particles; wherein i) to iii) are dispersed in a mixture of acetone and water, wherein said acetone accounts for 12.5 wt% to 20 wt% of the biocompatible polymer coating composition and said water accounts for 7.5 wt% to 15 wt% of the biocompatible polymer coating composition.
Embodiment 46.
The biocompatible polymer coating composition according to embodiment 45, wherein the polymer is a water-based polyurethane polymer dispersion (PUD) and the elemental metal, metal alloy, metal carbonate, and/or metal oxide particles are copper-based particles.
Embodiment 47.
The biocompatible polymer coating composition according to embodiment 46, comprising: i) 17.5 wt% to 22.5 wt% of a water-based polyurethane polymer dispersion (PUD), as defined above; H) 1 wt% to 3 wt% of a crosslinking agent, as defined above; Hi) 0 wt% to 1 wt% of a flow wetting agent, as defined above; iv) 0 wt% to 1 wt% of a rheology agent, as defined above; v) 45 wt% to 60 wt% of copper-based particles, as defined above; -27 -wherein i) to v) are dispersed in a mixture of acetone and water, wherein said acetone accounts for 15 wt% to 17.5 wt% of the biocompatible polymer coating composition and said water accounts for 8 wt% to 10 wt% of the biocompatible polymer coating composition.

Claims (25)

  1. -28 -Claims A biocompatible polymer coating composition comprising: i) a polymer; ii) a crosslinking agent; iii) elemental metal, metal alloy, metal carbonate, and/or metal oxide particles; wherein components i) to iii) are dispersed in a mixture of a volatile organic solvent and water, and wherein component iii) exhibits antimicrobial, antibacterial, and/or antiviral properties.
  2. 2. The biocompatible polymer coating composition according to claim 1, wherein the volatile organic solvent is miscible with water, preferably wherein the volatile organic solvent is selected from the list consisting of acetone, dimethyl carbonate, methyl acetate, parachlorobenzotrifluoride (Oxsol 100), tert-Butyl acetate, and propylene carbonate, further preferably wherein the volatile organic solvent is acetone.
  3. 3. The biocompatible polymer coating composition according to claim 1 or 2, wherein the ratio of volatile organic solvent to water is 55:45 to 70:30, preferably 60:40 to 66:33, further preferably 60:40.
  4. 4. The biocompatible polymer coating composition according to any preceding claim, wherein the polymer is a polyurethane polymer, preferably wherein the polymer is a polyurethane polymer selected from the list consisting of polycarbonatebased polyurethanes, polyester-based polyurethanes, polyether-based polyurethanes, fatty acid modified polyurethanes, and UV-curable polyurethanes.
  5. 5. The biocompatible polymer coating composition according to any preceding claim, wherein the polymer is in the form of a water-based polyurethane polymer dispersion (PUD), preferably wherein the PUD is selected from the list consisting of polycarbonate-based PUDs, polyester-based PUDs, polyether-based PUDs, fatty acid modified PUDs, and UV-curable PUDs.
  6. 6. The biocompatible polymer coating composition according to any preceding claim, wherein the crosslinking agent is a polyfunctional compound comprising at least one functional group selected from the group consisting of carbodiimide, -29 -glycidyl epoxide, acetoacetoxy, diacetone, alkoxysilane, amine, hydroxyl, isocyanate, aziridine, hydrazide, and epoxide.
  7. 7. A biocompatible polymer film obtainable by coating at least one surface of a substrate with the biocompatible polymer coating composition according to any of claims 1 to 6 and subsequently curing said biocompatible polymer coating composition in situ, wherein elemental metal, metal alloy, metal carbonate, and/or metal oxide particles are embedded within the biocompatible polymer film and protrude from surfaces thereof.
  8. 8. The biocompatible polymer film according to claim 7, wherein the coating is achieved by immersion, brush, spray, dip, curtain, agitated bath, aerated baths, or aerosol techniques to coat the biocompatible polymer composition onto the at least one surface of the substrate.
  9. 9. The biocompatible polymer film according to claim 7 or 8, wherein the curing is initiated by the application of heat, radiation, electron beams, or chemical additives, preferably accelerated drying or photocuring is utilised to cure the biocompatible polymer composition onto the at least one surface of the substrate.
  10. 10. An article comprising a substrate and a biocompatible polymer film bound to at least one surface of said substrate, wherein elemental metal, metal alloy, metal carbonate, and/or metal oxide particles exhibiting antimicrobial, antibacterial, and/or antiviral properties are embedded within the biocompatible polymer film and protrude from surfaces thereof.
  11. 11. The article according to claim 10, wherein the polymer of the biocompatible polymer film is selected from the list consisting of polycarbonate-based polyurethanes, polyester-based polyurethanes, polyether-based polyurethanes, fatty acid modified polyurethanes, and UV-curable polyurethanes.
  12. 12. The biocompatible polymer coating composition, biocompatible polymer film, or article according to any preceding claim, wherein the elemental metal, metal alloy, metal carbonate, and/or metal oxide particles are selected from the group consisting of silver-containing, aluminium-containing, gold-containing, copper-containing, iron-containing, magnesium-containing, titanium-containing, or zinc-containing metal, metal alloy, metal carbonate, and/or metal oxide particles, or any combination thereof, preferably selected from the group consisting selected from the group -30 -consisting of Ag, A1203, Au, Cu, Cu2(OH)2CO3, CuO, Cu20, Fe304, MgO, h02, and ZnO particles, or any combination thereof, more preferably selected from the group consisting of Cu, Cu2(OH)2CO3, CuO, and Cu2O or any combination thereof, further preferably selected from the group consisting of Cu, CuO, and Cu20, or any combination thereof, even further preferably CuO or Cu20 particles.
  13. 13. The biocompatible polymer coating composition, biocompatible polymer film, or article according to any preceding claim, wherein the elemental metal, metal alloy, and/or metal oxide particles have a mean diameter of between 10 pm and 80 pm, preferably between 20 pm and 60 pm, further preferably between 30 pm and 40 pm.
  14. 14. The biocompatible polymer film or article according to any of claims 7to 13, wherein the biocompatible polymer film has a mean thickness of between 10 pm and 100 pm, preferably between 20 pm and 80 pm, further preferably between 30 pm and 60 pm, even further preferably between 40 pm and 50 pm.
  15. 15. The biocompatible polymer film or article according to any of claims 7 to 14, wherein between 20% and 50% of the diameter of one or more of the elemental metal, metal alloy, and/or metal oxide particles protrude from the surface of the biocompatible polymer, preferably wherein between 25% and 40% of the diameter of one or more of the elemental metal, metal alloy, and/or metal oxide particles protrude from the surface of the biocompatible polymer, further preferably wherein between 30% and 35% of the diameter of one or more of the elemental metal, metal alloy, and/or metal oxide particles protrude from the surface of the biocompatible polymer.
  16. 16. The biocompatible polymer film or article according to any of claims 7 to 15, wherein one or more of the elemental metal, metal alloy, and/or metal oxide particles protrude from the surface of the biocompatible polymer by between 3 pm and 27 pm, preferably between 7 pm and 20 pm, further preferably between 10 pm and 13 pm.
  17. 17. The biocompatible polymer film or article according to any of claims 6 to 15, wherein the substrate is selected from plastic polymers, cloth, fabric, polyester, polypropylene, wool, plastic, cotton, spandex, paper, linoleum, silicone, latex, rubber, marble, and wood, fibrous materials derived therefrom, and mixtures or combinations thereof.
  18. 18. An item of protective equipment, the protective equipment being formed of at least one layer of a substrate material, wherein at least one layer of the substrate -31 -material is coated with a biocompatible polymer film obtainable by coating at least one surface of a substrate with the biocompatible polymer coating composition according to any of claims 1 to 6 and subsequently curing said biocompatible polymer coating composition in situ, wherein elemental metal, metal alloy and/or metal oxide particles are embedded within the biocompatible polymer film and protrude from surfaces thereof.
  19. 19. The item of protective equipment according to claim 18, wherein the at least one layer of substrate material is a plastic polymer, preferably wherein the plastic polymer is melt-blown.
  20. 20. The item of protective equipment of any one of claims 17 to 19, wherein the item of protective equipment is a mask.
  21. 21. A method of manufacturing a biocompatible material including the steps of: spraying the biocompatible polymer coating composition according to any one of claims 1 to 5 onto a substrate material; and curing the biocompatible polymer coating composition
  22. 22. The method of claim 21, wherein the substrate material is a melt-blown plastic polymer, and wherein the biocompatible polymer coats the strands of the melt-blown plastic polymer.
  23. 23. The method of claim 21 or 22, wherein the curing step includes the application of heat to accelerate the drying of the biocompatible polymer coating composition.
  24. 24. A method of manufacturing a biocompatible material including the steps of: extruding a plastic polymer; spraying the biocompatible polymer coating composition according to any one of claims 1 to 5 into the extruded plastic polymer; and collecting the plastic polymer and the biocompatible polymer coating as a melt-blown material.
  25. 25. A personal protective equipment mask formed of the biocompatible material derived from the method according to claim 24.
GB2106026.4A 2021-04-27 2021-04-27 Biocompatible polymer films with antimicrobial, antibacterial, and/or antiviral properties Pending GB2606172A (en)

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EP22722870.7A EP4329493A1 (en) 2021-04-27 2022-04-27 Biocompatible polymer films with antimicrobial, antibacterial, and/or antiviral properties
PCT/GB2022/051067 WO2022229633A1 (en) 2021-04-27 2022-04-27 Biocompatible polymer films with antimicrobial, antibacterial, and/or antiviral properties

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US20100113871A1 (en) * 2006-09-13 2010-05-06 Aylvin Jorge Angelo Athanasius Dias Antimicrobial coating
US20090253848A1 (en) * 2008-04-08 2009-10-08 Bayer Materialscience Ag Aqueous silver-containing nonionic polyurethane dispersions
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