WO2022098740A1 - Composition de traitement antibactérien et/ou antiviral pour composants optiques et procédé d'application - Google Patents
Composition de traitement antibactérien et/ou antiviral pour composants optiques et procédé d'application Download PDFInfo
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- WO2022098740A1 WO2022098740A1 PCT/US2021/057874 US2021057874W WO2022098740A1 WO 2022098740 A1 WO2022098740 A1 WO 2022098740A1 US 2021057874 W US2021057874 W US 2021057874W WO 2022098740 A1 WO2022098740 A1 WO 2022098740A1
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- Prior art keywords
- optically active
- active surface
- composition
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- quaternary ammonium
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- WSFMFXQNYPNYGG-UHFFFAOYSA-M dimethyl-octadecyl-(3-trimethoxysilylpropyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CCC[Si](OC)(OC)OC WSFMFXQNYPNYGG-UHFFFAOYSA-M 0.000 abstract description 13
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- CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 description 5
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- PGQAXGHQYGXVDC-UHFFFAOYSA-N dodecyl(dimethyl)azanium;chloride Chemical compound Cl.CCCCCCCCCCCCN(C)C PGQAXGHQYGXVDC-UHFFFAOYSA-N 0.000 description 4
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- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
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- NOCGAUCAFRPJEX-UHFFFAOYSA-M dimethyl-propyl-(1-trimethoxysilyloctadecyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC([Si](OC)(OC)OC)[N+](C)(C)CCC NOCGAUCAFRPJEX-UHFFFAOYSA-M 0.000 description 1
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Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P27/00—Drugs for disorders of the senses
- A61P27/02—Ophthalmic agents
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29D—PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
- B29D11/00—Producing optical elements, e.g. lenses or prisms
- B29D11/00009—Production of simple or compound lenses
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
- B29D—PRODUCING PARTICULAR ARTICLES FROM PLASTICS OR FROM SUBSTANCES IN A PLASTIC STATE
- B29D11/00—Producing optical elements, e.g. lenses or prisms
- B29D11/00865—Applying coatings; tinting; colouring
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/48—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule in which at least two but not all the silicon atoms are connected by linkages other than oxygen atoms
- C08G77/54—Nitrogen-containing linkages
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
- C09D183/04—Polysiloxanes
- C09D183/08—Polysiloxanes containing silicon bound to organic groups containing atoms other than carbon, hydrogen, and oxygen
Definitions
- QACs Quaternary Ammonium Compounds
- Si-QACs are 1) Non-toxic, 2) Non-leaching, 3) Do not deplete from the surface, 4) Are colorless and transparent at effective coating thicknesses, and 5) Are very inexpensive relative to alternative technologies.
- COVID-19 The spread of a novel strain of CoV virus, COVID-19 has come under intense focus because of its virulence in human populations and its high mortality rate. It was only recently disclosed that COVID- 19 could enter the body in three ways: 1) through the nose, 2) through the mouth, and 3) through the eyes. In view of the fact that the COVID-19 virus can enter the body through the eyes, the inventors envisioned the need for a durable antibacterial and/or antiviral surface treatment that would be effective at reducing viral activity at the exterior surfaces of various optical devices such as eyeglasses, goggles, and face shields.
- Si-QAC 3-(trimethoxysilyl)propyldimethyloctadecyl ammonium chloride
- Si-QAC is merely one example of a myriad number of Si-QACs and Si-QAC derivatives that would be useful in the practice of this invention. While this chemical family of materials has many derivatives, the Si-QAC derivatives that are preferred are those that comprise long-chain alkyl groups, typically having between 6 and 20 carbon atoms.
- Notable Si-QAC derivatives in this group are alkoxy silyl-modified benzalkonium chloride (BAC) and dodecyldimethylammonium chloride (DDAC). While not wishing to be bound by theory, it is believed that the mode of action of such long-chain alkyl-substituted QACs against both bacteria and viruses derives from their ability to disrupt the phospholipid membranes of those biological agents.
- BAC benzalkonium chloride
- DDAC dodecyldimethylammonium chloride
- the present invention relates generally to an antibacterial and/or antiviral treatment composition for optical components and method of application. More so, the present invention relates to an antibacterial and / or antiviral treatment composition comprising a Quaternary Ammonium Compound moiety that can covalently bond to an optical component, including a glass composition and/or a polar polymer; whereby the silicon-containing Quaternary Ammonium Compound bonded to the material surface of the optical component generates antibacterial and / or antiviral activity.
- the present invention further relates to a method of applying an antibacterial and / or antiviral treatment composition to an optically active surface.
- the method may include obtaining the optically active surface and forming the composition on the optically active surface by covalently bonding a quaternary ammonium salt to the optically active surface.
- the composition has substantially the same optical properties as an untreated, optically active surface.
- Figure 1 illustrates a graph depicting a Spectral Data of Standard Anti-Reflective Coating on a CR-39 lens with and without a 3-(trimethoxysilyl)propyldimethyloctadecyl ammonium chloride Si-QAC Coating, in accordance with an embodiment of the present invention.
- Figure 2 illustrates a flow diagram of a method of application of an antibacterial and/or antiviral treatment for optical components in accordance with an embodiment of the present invention.
- Like reference numerals refer to like parts throughout the various views of the drawings.
- optical device means an object or surface that modifies the transmittance, absorbance, reflectance, or emittance of electromagnetic radiation, preferably visible, ultraviolet, or infrared light.
- an optical device or optical component can perform a variety of functions that serve to magnify, refract, filter, amplify, scatter, or otherwise affect the behavior of electromagnetic radiation, preferably visible, ultraviolet, or infrared light.
- optical devices or optical components that modify the transmittance, absorbance, reflectance, or emittance of visible light.
- Such optical devices include but are not limited to lenses, optical filters, mirrors, antireflective coatings, band gap filters, one-way mirrors, opacity modifiers, and the like.
- optically active is thus meant any surface that transmits, absorbs, reflects, or emits electromagnetic radiation, preferably visible light, in a manner that can also serve to magnify, refract, filter, amplify, transmit, scatter, or otherwise affect the behavior of light to the benefit of the user.
- the phrase “without substantially affecting the optical properties” is meant that the application of the technology that is intended to impart an antibacterial and / or antiviral characteristic to the optical device or optical component does not degrade the intended performance of the optical device or optical component in its transmittance, absorbance, reflectance, or emittance to an extent that the intended optical performance of the optical device is degraded by greater than five percent (5%), preferably not more than three percent (3%), and more preferably not more than one percent (1%) based on the values measured for the optical device when it not treated using the anti-microbial technology.
- compositions which imparts an antibacterial and / or antiviral characteristic to the optical device or optical component does not degrade the intended performance of the treated optical device or optical component in its transmittance, absorbance, reflectance, or emittance to an extent that the intended optical performance of the optical device is degraded by greater than five percent (5%), preferably not more than three percent (3%), and more preferably not more than one percent (1%) based on the values measured for the untreated, optically active surface.
- Figure 1 illustrates a graph 100 depicting a Spectral Data of Standard Anti- Reflective Coating on a CR-39 lens with (indicated by dashed lines) and without (indicated by a solid line) a 3-(trimethoxysilyl)propyldimethyloctadecyl ammonium chloride Si-QAC Coating.
- the optical properties of the antireflective coating have not been significantly altered by the addition of the coating.
- Maximum reflectance values 102 remain well below the target of the 1.5% ceiling standard for ophthalmic antireflective coatings, as well as not altering the ‘shape’ or color tone of the antireflective coating.
- the transmissivity, clarity and optical quality are also likewise maintained.
- the antibacterial and / or antiviral composition may include a quaternary ammonium salt covalently bonded to an optically active surface.
- the composition applied to the optically active surface has substantially the same optical properties as an untreated, optically active surface.
- the quaternary ammonium salt of the composition may include a silicon quaternary ammonium compound having at least one long-chain alkyl group.
- the silicon quaternary ammonium compound may include 3-(trimethoxysilyl)propyldimethyloctadecyl ammonium chloride.
- Si-QAC 3-(trimethoxysilyl)propyldimethyloctadecyl ammonium chloride
- Si-QAC is merely one example of a myriad number of Si-QACs and Si-QAC derivatives that would be useful in the practice of this invention. While this chemical family of materials has many derivatives, the Si-QAC derivatives that are preferred are those that comprise long-chain alkyl groups, typically having at least 6, and typically, between 6 and 20 carbon atoms.
- Notable Si-QAC derivatives in this group are alkoxysilyl-modified benzalkonium chloride (BAC) and dodecyldimethylammonium chloride (DDAC). While not wishing to be bound by theory, it is believed that the mode of action of such long-chain alkyl-substituted QACs against both bacteria and viruses derives from their ability to disrupt the phospholipid membranes of those biological agents.
- BAC benzalkonium chloride
- DDAC dodecyldimethylammonium chloride
- the quaternary ammonium salt may include a chemical moiety that covalently bonds to the optically active surface.
- the chemical moiety may include a thermosettable moiety.
- the thermosettable moiety may be selected from the group consisting of epoxy and blocked or unblocked isocyanate.
- the chemical moiety may include a hydrolyzable silicon moiety.
- the hydrolyzable silicon moiety may be selected from the group consisting of alkoxysilanes.
- the hydrolyzable silicon moiety may be selected from a group consisting of alkoxysilanes that are pre-hydrolyzed prior to treating the optically active surface.
- hydrolyzable alkoxysilyl groups comprise the preferred method of imparting durable, covalent bonding of the Si-QAC to the optically active component of an optical device
- Si-QACs having other hydrolyzable, silicon-based chemical moieties can also be used in the practice of this invention.
- Si-QAC compounds comprising hydrolyzable groups are the most convenient compounds to impart both antibacterial and / or antiviral properties as well as durability to the surface of an optically active component of an optical device through covalent bonding
- QAC compounds comprising thermally activated moieties such as epoxy or blocked or unblocked isocyanate can be envisioned as a mechanism to provide covalent bonding to the optically active component of an optical device and, for the sake of simplicity, in this specification such QAC compounds are included in the category of Si-QACs.
- the scope of the instant invention thus includes QAC compounds that contain any chemical moiety that provides a covalent bond to the surface of the optically active component of an optical device.
- Si-QACs While different chemical derivatives of Si-QACs can be utilized in the practice of the instant invention, it will be readily evident to an individual having average skill in the art that certain Si-QAC derivatives will be more suited to some deposition techniques, while other derivatives will be more suited to other deposition techniques. For instance, a Si-QAC monomer solution in acidified alcohol and water is highly amenable to a dip-coating technique, while a solid, partially condensed Si-QAC composition is more amenable to an evaporative deposition method. Antibacterial and /or antiviral treatment compositions for optical components and methods of application are thus described.
- the antibacterial and / or antiviral treatment compositions for optical component comprise a quaternary ammonium compound (QAC) that can covalently bond to an optical component.
- QAC quaternary ammonium compound
- it contains a hydrolyzable silicon moiety to form a silicon-containing quaternary ammonium compound (SiQAC).
- SiQAC silicon-containing quaternary ammonium compound
- the SiQAC is able to covalently bond to the surface of an optical component through its hydrolyzable silicon moiety.
- the covalent bond between the SiQAC and the material surface of the optical component generates a durable antibacterial and / or antiviral activity on the surface of the optical component without appreciably altering the optical properties of the optical component.
- the optically active surface may be fabricated of any material or combination of materials suitable for use in an optical device.
- the optical component may be fabricated from a glass material, a polar polymer, a polysilicate, polyalkylsilicate, polyzirconate, or a perfluoroether, fluoroalkyl polymer, an oxide of zirconium or an oxide of silicon.
- the polar polymer may include a polymer selected from the group consisting of polycarbonate, polyallyldiglycolcarbonate, and polymethylmethacrylate.
- a condensed form of SiQAC is deposited onto an optically active surface, such as glass and polymer optical components (lenses) through an evaporative process or a dip coating process.
- an optically active surface such as glass and polymer optical components (lenses)
- the use of a monomeric SiQAC is preferred.
- the composition may also be a quaternary ammonium compound that is not bonded to a hydrolyzable silicon moiety, but which contains a thermosettable moiety that can covalently bond to the optically active surface.
- an antibacterial and antiviral treatment composition comprises: a quaternary ammonium compound and a hydrolyzable silicon moiety, the hydrolyzable silicon moiety and the quaternary ammonium compound forming a silicon quaternary ammonium compound, whereby the silicon quaternary ammonium compound can covalently bond to a surface of an optical component, whereby the covalently bonded silicon quaternary ammonium compound bonded to the surface of the optical component generates durable antibacterial activity and antiviral activity on the surface of the optical component.
- the hydrolyzable silicon moiety may be selected from the group consisting of alkoxysilanes.
- the silicon quaternary ammonium compound may be selected from the group consisting of derivatives of quaternary ammonium compounds comprising at least one long-chain alkyl group.
- the hydrolyzable silicon moiety may be selected from the group consisting of alkoxysilane that is pre-hydrolyzed prior to treating the surface of the optically active component.
- thermosettable moiety may be bonded to the quaternary ammonium compound wherein the thermosettable moiety is selected from the group consisting of epoxy and blocked or unblocked isocyanate.
- the material that the optical component is manufactured from or the surface upon which the antibacterial and / or antiviral treatment is coated may include at least one of the following: a glass material, a polar organic polymer, a poly silicate, a polyalkylsilicate, a polyzirconate, a perfluoroether, and a fluoroalkyl polymer.
- the silicon quaternary ammonium compound may be applied to the surface of the optical component through an evaporative process.
- the antibacterial and / or antiviral treatment composition may include a thermosettable moiety selected from the group consisting of derivatives of quaternary ammonium compounds which further comprise at least one long-chain alkyl group.
- One objective of the present invention is to covalently bond the silicon Quaternary Ammonium Compound to the material surface of the optical component, so as to generate persistent antibacterial and / or antiviral activity on the surface of the optical component.
- a second objective is to provide an optical component exhibiting antibacterial and / or antiviral activity that comprises an optical component coated with a composition comprising a Si-QAC.
- Yet another objective is to provide an easy evaporative process to apply the SiQAC to the optical component.
- Quaternary Ammonium Compounds are the active ingredients in many household disinfecting wipes and sprays and are also used as additives in various soaps and nonalcohol-based hand sanitizers. This is because of their ability to eradicate surface bacteria and common viruses such as influenza by disrupting their phospholipid membranes.
- the covalently bonded Si-QAC on the surface of an optical component generates antibacterial/ anti viral activity on the surface of the optical component.
- the silicon moiety in operation, when a hydrolyzable silicon moiety is bonded to a quaternary ammonium compound, the silicon moiety covalently bonds to either the inorganic glass or the polymer substrate and, in so doing, provides the mechanism by which the quaternary ammonium portion of the compound is permanently attached to the substrate. It is significant to note that the SiQAC is not simply a water or solvent soluble salt that is impermanent on the surfaces to which it is applied.
- the SiQAC gives the material a durable, "semi-permanent" antibacterial and/or antiviral activity because it is covalently bonded to the substrate surface.
- the silicon moiety is not simply added to the QAC 102, as in mixing chemicals in a laboratory. Rather, the hydrolyzable silicon moiety is part of the molecular structure.of the QAC. That is to say, there is only one chemical compound, and that compound is both a QAC and a compound that has, as part of its molecular structure, a hydrolyzable, silicon moiety.
- the silicon moiety comprises a hydrolyzable silicon moiety.
- the hydrolyzable silane group can be pre-hydrolyzed prior to application to the optically active component of said optical component.
- the hydrolyzable silicon moiety may be selected from the group consisting of alkoxysilanes.
- the hydrolyzable silicon moiety may be selected from the group consisting of alkoxysilane that is pre-hydrolyzed prior to treating the surface of the optically active component which provides a mechanism to covalently link the antimicrobial QAC portion of the molecule to the optical component substrate.
- a thermosettable chemical moiety selected from the group consisting of epoxy and blocked or unblocked isocyanate may be present.
- the hydrolyzable silicon moiety provides a solution to covalently link the antimicrobial QAC portion of the molecule to the optical component substrate and make the antimicrobial property permanent.
- this is novel in that any of these types of quaternary ammonium compounds, or "Quats,” that have hydrolyzable silicon moieties are applied to an optical device, specifically a lens surface.
- some of the SiQAC can be a semi-condensed powder configured to be evaporatively applied to the surface of the optical component.
- the composition further comprises a thermosettable moiety.
- the thermosettable moiety is selected from the group consisting of epoxy and blocked or unblocked isocyanate.
- the SiQAC covalently bonds to an optical component.
- the optical component may comprise, without limitation, a glass material, a polar organic polymer, a polysilicate, a polyalkylsilicate, a polyzirconate, or a fluoroether or fluoroaklkyl polymer.
- the SiQAC is applied to the surface of the optical component through an evaporative process. Regardless of the deposition process however, the covalent bond occurs. Furthermore, certain condensed forms of SiQAC can be deposited onto optically active surfaces such as glass and polymer optical components (lenses) through an evaporative process. The method of application of such surface treatments can vary; however, the resulting composition comprises one in which the SiQAC is covalently and durably bonded to the surface of the optical component. Such common surface treatment techniques as dip coating as well as evaporative deposition onto lens surfaces have been demonstrated, with subsequent activity of the treated substrates against Streptococcus aureus and E. coli measured at greater than 4.7 log and 2.1 log, respectively.
- FIG. 2 is a flow diagram 200 of a method of application of an antibacterial and/or antiviral treatment for optical components in accordance with an embodiment of the present invention.
- an optically active surface may be obtained.
- the optically active surface may include any type of material or combination of materials which is/are suitable for fabricating optical devices.
- the optically active surface may include a material selected from the group consisting of a glass material, a polar polymer, a polysilicate, a polyalkylsilicate, a polyzirconate, a perfluoroether, a fluoroalkyl polymer, an oxide of zirconium, and an oxide of silicon.
- the polar polymer may include a polymer selected from the group consisting of polycarbonate, polyallyldiglycolcarbonate, and polymethylmethacrylate.
- the optically active surface may include at least one surface on an optic device such as eyeglass or ophthalmic lenses, contact lenses, goggles, and face shields, for example and without limitation.
- an optic device such as eyeglass or ophthalmic lenses, contact lenses, goggles, and face shields, for example and without limitation.
- an antibacterial and/or antiviral composition may be formed on the optically active surface by covalently bonding a quaternary ammonium salt to the optically active surface.
- the quaternary ammonium salt may include a silicon quaternary ammonium compound which includes at least one long-chain alkyl group.
- the long-chain alkyl group may have at least 6 carbon atoms. In some embodiments, the long-chain alkyl group may have between 6 and 20 carbon atoms.
- the quaternary ammonium salt of the composition may include a chemical moiety that covalently bonds to the optically active surface.
- the chemical moiety may include a thermosettable moiety.
- the thermosettable moiety may be selected from the group consisting of epoxy and blocked or unblocked isocyanate.
- the chemical moiety may include a hydrolyzable silicon moiety.
- the hydrolyzable silicon moiety may be selected from the group consisting of alkoxysilanes.
- the hydrolyzable silicon moiety may be selected from a group consisting of alkoxysilanes that are pre-hydrolyzed prior to treating the optically active surface.
- the composition may be formed on the optically active surface using any technique or combination of deposition or application techniques known by those skilled in the art and suitable for the purpose.
- the composition may be formed on or applied to the optically active surface by thermal activation, by a dip coating process or by an evaporative process.
- Other suitable deposition or application techniques include but are not limited to thermal activation.
- Example 1 To a 0.48” O.D., 0.18” deep solid copper cup with an open top was added ⁇ 0.25g of condensed Si-QAC polymer solid material. The powder was gently pressed into the cup to form the edges for improved thermal contact. The cup was placed on a 2”x0.5” tungsten filament thermal boat in a Satis 280 box coater PVD chamber. A series of CR-39 lenses were fixtured, and a standard green antireflective coating was applied to the lens’ surfaces via the standard evaporative procedure using an electron beam gun and alternating high and low index material. In this case, the low index material used was silica which was used at the terminus layer in the coating.
- the thermal boat evaporation was initiated using 1-2% power on the controller. After several minutes, evaporation began as read by the quartz crystal measurement system in the box coater. A total of ⁇ 20nm using a density factor of 1.0m was applied to the lens surface. The chamber was then vented, and the lenses inspected for optical clarity and antireflective performance. The result was a markedly unaffected antireflective coating having a peak reflection of -1.5% and a standard reflectance curve shape typical of the coating stack. The overall transmittance was also unaffected as shown by the transmittance percentage measured against a masked lens of the same run.
- the water contact angle was measured to be roughly 80° indicating that the Si-QAC was present on the surface of the lens and contrasted with a water contact angle of ⁇ 20° for masked antireflective coated lenses.
- the lenses were then submitted to Accugen labs for antimicrobial testing via ISO 22196 with the following results:
- Example 2 In a 2”x4”x8” deep stainless tub was mixed 14.5g of -70% trimethoxysilylpropyldimethyloctadecyl ammonium chloride monomer, 530g of 99% isopropyl alcohol and 0.5 g of glacial acetic acid. The tub was then held at room temperature for the coating process. Next, freshly deposited antireflective coating was sputter coated on to a 40mm CR-39 lens. The lens was carefully removed from the coating machine and fixtured for dip coating. The lens was then submerged in said coating bath for -6 minutes, followed by rinsing gently with isopropyl alcohol to remove any excess material.
- the lens was allowed to dry, and the water contact angle was measured to be -85°, which is indicative of the presence of the Si-QAC material present on the surface as compared to the ⁇ 20° water contact angle for a non-coated, freshly sputter coated antireflective lens coating.
- the result was an unaffected antireflective coating having a peak reflection of -1.5% and a standard reflectance curve shape typical of the coating stack. The overall transmittance was also unaffected. This process was repeated several times and the lenses were sent for antimicrobial testing according to ISO 22196 Accugen labs. The results were determined to be as follows:
- Example 3 Flat borosilicate microscope slides were cleaned with isopropyl alcohol and allowed to dry. The monomeric antimicrobial Si-QAC solution used to prepare the dip coating in example 2 was wiped onto both surfaces of the slides and allowed to cure at RT for 15min. The coating was then gently buffed until the optical effect was minimized or absent to the eye. The slides were then packaged and shipped to XXX (INSERT NAME OF THE LABORATORY) labs for antimicrobial testing per ISO 22196. The results were determined to be as follows:
- Example 4 A standard green antireflective coating is applied to several 40mm CR-39 lenses via an in-line sputter coating machine.
- the terminal layer of antireflective coating is silica, being standard in the industry, and is left uncoated.
- the lens is then dipped into a series of solutions all containing the monomeric trimethoxysilylpropyldimethyloctadecyl ammonium chloride between 1-5%.
- the solutions vary according to pH, temperature, concentration of active component, ionic strength, polarity of solvent, and total water content.
- the lenses are coated in the Si-QAC and rinsed with varying solvents including water, alcohols, and combinations thereof.
- the lenses are then labeled and sent to a laboratory for antimicrobial testing according to ISO22196. The results are as follows:
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Abstract
L'invention porte sur une composition de traitement antibactérien et/ou antiviral destinée à des composants optiques et un procédé d'application comprenant un composé d'ammonium quaternaire (QAC) qui contient une fraction de silicium. Le SiQAC est conçu pour se lier de manière covalente à un composant optique. Le composant optique peut être fabriqué à partir d'un matériau de verre, d'un polymère polaire, d'un polysilicate, d'un polyalkylsilicate, d'un polyzirconate ou d'un polymère de fluoroéther ou de fluoroalkyle. La liaison covalente entre le SiQAC et la surface de matériau du composant optique confère une activité antibactérienne et/ou antivirale à la surface du composant optique. Lors de l'application du SiQAC à la surface du composant optique à l'aide d'un procédé d'évaporation, une forme condensée de SiQAC est déposée sur une surface optiquement active. De plus, la composition peut également comprendre une fraction thermodurcissable au lieu d'une fraction de silicium hydrolysable, ladite fraction thermodurcissable étant choisie dans le groupe constitué par époxy, isocyanate et isocyanate bloqué.
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US4260725A (en) * | 1979-12-10 | 1981-04-07 | Bausch & Lomb Incorporated | Hydrophilic contact lens made from polysiloxanes which are thermally bonded to polymerizable groups and which contain hydrophilic sidechains |
WO1996031792A1 (fr) * | 1995-04-04 | 1996-10-10 | Novartis Ag | Lentilles ophtalmiques qui peuvent etre portees pendant une longue duree |
WO2010049887A1 (fr) * | 2008-10-28 | 2010-05-06 | Essilor International (Compagnie Generale D'optique) | Procédé et appareil de fabrication de substrats ophtalmiques revêtus |
US20140055741A1 (en) * | 2012-08-27 | 2014-02-27 | Karen L. Havenstrite | Contact lens with a hydrophilic layer |
US8864897B2 (en) * | 2009-04-30 | 2014-10-21 | Enki Technology, Inc. | Anti-reflective and anti-soiling coatings with self-cleaning properties |
US9545371B2 (en) * | 2015-03-20 | 2017-01-17 | Elc Management Llc | Method of making an optically-activated system |
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US4260725A (en) * | 1979-12-10 | 1981-04-07 | Bausch & Lomb Incorporated | Hydrophilic contact lens made from polysiloxanes which are thermally bonded to polymerizable groups and which contain hydrophilic sidechains |
WO1996031792A1 (fr) * | 1995-04-04 | 1996-10-10 | Novartis Ag | Lentilles ophtalmiques qui peuvent etre portees pendant une longue duree |
WO2010049887A1 (fr) * | 2008-10-28 | 2010-05-06 | Essilor International (Compagnie Generale D'optique) | Procédé et appareil de fabrication de substrats ophtalmiques revêtus |
US8864897B2 (en) * | 2009-04-30 | 2014-10-21 | Enki Technology, Inc. | Anti-reflective and anti-soiling coatings with self-cleaning properties |
US20140055741A1 (en) * | 2012-08-27 | 2014-02-27 | Karen L. Havenstrite | Contact lens with a hydrophilic layer |
US9545371B2 (en) * | 2015-03-20 | 2017-01-17 | Elc Management Llc | Method of making an optically-activated system |
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JIAO YANG, NIU LI-NA, MA SAI, LI JING, TAY FRANKLIN R., CHEN JI-HUA: "Quaternary ammonium-based biomedical materials: State-of-the-art, toxicological aspects and antimicrobial resistance", 12 March 2017 (2017-03-12), pages 53 - 90, XP055938013 * |
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