Coated optical polymeric articles and processes of making them
A two-layer coating system with non-halogenated polyolefin and polyurethane, combined with a sol-gel layer, addresses adhesion issues on polymeric substrates, enhancing durability and optical clarity.
Patent Information
- Application Number
- PCT/US2024/060648
- Authority / Receiving Office
- WO · WO
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2024-01-18
- Filing Date
- 2024-12-18
- Publication Date
- 2025-07-24
AI Technical Summary
Conventional optical hard coats struggle to adhere well to polymeric substrates like cyclic olefin polymers due to the lack of chemically reactive functionality on their surfaces, and existing primer layers do not result in optically clear coatings.
A two-layer coating system is applied to polymeric substrates, comprising a first layer of a non-halogenated polyolefin with carboxylic acid, hydroxyl, or anhydride groups, and a second layer of polyurethane with carboxylic acid groups, followed by a sol-gel layer, enhancing adhesion and maintaining optical clarity.
The solution provides improved adhesion and impact strength while maintaining the optical properties of polymeric substrates, ensuring a clear and durable coating.
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Abstract
Description
COATED OPTICAL POLYMERIC ARTICLES AND PROCESSES OFMAKING THEMFIELD OF THE DISCLOSURE
[0001] The present disclosure relates to coated optical articles, including display screens, that comprise polymeric substrates.BACKGROUND
[0002] Polymeric materials are becoming increasingly popular as a substrate material for lenses, display screens, and other optical elements due to their excellent transparency, high abbe values, low moisture absorption and high modulus. Examples of such polymeric materials include cyclic olefin polymer (COP) and cyclic olefin co-polymer (COC). However, the low impact strength of these polymers requires them to be coated with an optical hard coat to increase their impact strength and abrasion resistance.
[0003] Due to a lack of chemically reactive functionality on many polymeric substrate surfaces, conventional optical hard coats cannot adhere well to these substrates. A primer layer is required to promote adhesion between the hard coat and the substrate. Unfortunately, most of the chemistries available for the primer layer do not result in an optically clear coating upon curing.
[0004] It would be desirable to provide coated optical articles that utilize 1 ) the available polymeric substrates and 2) coatings with chemistries that can provide adhesion promotion while also maintaining the superior optical properties of the substrates.SUMMARY OF THE DISCLOSURE
[0005] Coated optical polymeric articles such as display screens are provided. Exemplary coated articles comprise: (A) an optical substrate comprising an organic polymer; (B) a first coating layer applied directly to at least a portion of at least one surface of the substrate; and (C) a second coating layer comprising a sol-gel applied to at least a portion of the first coating layer. The first coating layer comprises: (1 ) a first polymer comprising a non-halogenated polyolefin,wherein the non-halogenated polyolefin comprises a carboxylic acid group, a hydroxyl group, and / or an anhydride group; and (2) a second polymer comprising a polyurethane, which in turn comprises a carboxylic acid group.
[0006] Also provided are processes for preparing the coated optical articles. An exemplary process comprises:(A) treating the substrate via an oxidative process selected from corona discharge, ultraviolet radiation, plasma etching, and gamma radiation, wherein the substrate comprises an organic polymer;(B) optionally cleaning the substrate via caustic cleaning, rinsing with deionized water, and / or cleaning with aqueous detergent;(C) applying a first coating composition directly to at least one surface of the substrate to form a first coating layer thereon; wherein the first coating composition comprises:(1 ) a waterborne polymer comprising a non-halogenated polyolefin, wherein the non-halogenated polyolefin comprises a carboxylic acid group, a hydroxyl group, and / or an anhydride group; and(2) an aqueous polyurethane dispersion wherein the polyurethane in the dispersion comprises carboxylic acid functional groups;(D) applying a sol composition to at least one surface of the first coating layer to form a coated optical article; and(E) subjecting the coated optical article to a temperature for a time sufficient to render the coated optical article tack-free.DETAILED DESCRIPTION OF THE DISCLOSURE
[0007] Other than in any operating examples, or where otherwise indicated, all numbers expressing quantities of ingredients, reaction conditions and so forth used in the specification and claims are to be understood as being modified in all instances by the term “about.” Accordingly, unless indicated to the contrary,the numerical parameters set forth in the following specification and attached claims are approximations that may vary depending upon the desired properties to be obtained by the compositions and articles of the present disclosure. At the very least, and not as an attempt to limit the application of the doctrine of equivalents to the scope of the claims, each numerical parameter should at least be construed in light of the number of reported significant digits and by applying ordinary rounding techniques.
[0008] Notwithstanding that the numerical ranges and parameters setting forth the broad scope of the disclosure are approximations, the numerical values set forth in the specific examples are reported as precisely as possible. Any numerical value, however, inherently contain certain errors necessarily resulting from the standard deviation found in their respective testing measurements.
[0009] Also, it should be understood that any numerical range recited herein is intended to include all sub-ranges subsumed therein. For example, a range of “1 to 10” is intended to include all sub-ranges between (and including) the recited minimum value of 1 and the recited maximum value of 10, that is, having a minimum value equal to or greater than 1 and a maximum value of equal to or less than 10.
[0010] As used in this specification and the appended claims, the articles "a," "an," and "the" include plural referents unless expressly and unequivocally limited to one referent.
[0011] The various aspects and examples of the present disclosure as presented herein are each understood to be non-limiting with respect to the scope of the disclosure.
[0012] The coated optical articles and display screens of the present disclosure comprise (A) an optical substrate. The term "optical" means pertaining to or associated with light and / or vision.
[0013] The optical substrate comprises an organic polymer. Suitable examples of organic polymers for use as the optical substrate (A) include polyolefin such as cyclic olefin polymer and cyclic olefin copolymer, polycarbonate,polyethylene terephthalate (PET), polyurea-urethane, polythiourethane, poly(meth)acrylate, polythio(meth)acrylate, polyamide, cellulose triacetate (TAC), and poly (allyl carbonate). Cyclic olefin polymers (COP) are typically formed by the polymerization of cyclic monomers such as cyclopentene, norbornene, or cyclopentadiene. Cyclic olefin copolymers (COC) are manufactured by the copolymerization of a cyclic olefin (e.g., cyclopentene, norbornene, and / or cyclopentadiene) with an olefin such as ethylene and / or propylene.
[0014] Optical articles include, but are not limited to, lenses, mirrors, active and / or passive liquid crystal cell elements or devices, electrochemical cell elements; photochromic cell elements; and display elements such as screens, including touch screens, on devices including cell phones, tablets, GPS, voting machines, POS (Point-Of-Sale), televisions or computer screens; display sheets in a picture frame; monitors, wearable displays, or security elements. Optical substrates also include optical layers, e.g., optical resin layers, optical films and optical coatings, and optical substrates having a light influencing property. Optical articles of the present disclosure may additionally include optical lenses and ophthalmic lenses such as piano (without optical power) and vision correcting (prescription) lenses (finished and semi-finished) including multifocal lenses (bifocal, trifocal, and progressive lenses); and ocular devices such as contact lenses and intraocular lenses, tinted (e. g., sun) or untinted lenses, fashion lenses, sport masks, face shields, components for augmented reality, virtual reality, mixed reality, or smart eyewear; or goggles. The optical articles may also comprise glazings such as windows and vehicular transparencies such as automobile windshields and side windows.
[0015] The optical substrates are often transparent. The term “transparent”, as used for example in connection with a substrate, film, material and / or coating, means that the indicated substrate, coating, film and / or material has the property of transmitting light without appreciable scattering so that objects lying beyond are entirely visible. A transparent article typically exhibits a haze value of less than 5 percent, e.g., less than 3 percent or less than 1 percent or lessthan 0.5 percent, when the haze value is measured by, for example, a Haze Gard Plus Instrument.
[0016] The substrates typically have at least one smooth surface, and often have two opposing surfaces. Each surface may independently be flat (planar), convex, concave, or combinations thereof in any desired shape. Flat opposing surfaces may or may not be parallel to each other.
[0017] The coated optical articles further comprise (B) a first coating layer applied directly to at least a portion of at least one surface of the substrate. By “at least a portion” of an item is meant a fraction greater than zero, up to and including the entirety thereof. If the substrate has two opposing surfaces, either one or both surfaces may be coated.
[0018] A first coating composition is applied directly to at least one surface of a treated and optionally cleaned substrate prepared as described below to form the first coating layer (B) thereon. The first coating composition comprises: (1 ) a waterborne polymer comprising a non-halogenated polyolefin, wherein the non-halogenated polyolefin comprises a carboxylic acid group, a hydroxyl group, and / or an anhydride group; and (2) an aqueous polyurethane dispersion, wherein the polyurethane in the dispersion comprises a carboxylic acid group.
[0019] Suitable non-halogenated polyolefins may be linear or branched and include polyolefin polymers that may be prepared from a reaction mixture comprising an ethylenically unsaturated acid or anhydride, such that the resulting polyolefin polymer comprises 0.5 to 10 percent by weight residues of the ethylenically unsaturated anhydride or acid, based on the total weight of the polyolefin polymer. For example, the residues may be present in the polyolefin polymer in an amount of at least 0.5 percent by weight, or at least 1 percent by weight, or at least 2 percent by weight; and in an amount of at most 10 percent by weight, or at most 7 percent by weight, or at most 5 percent by weight. By “residue” is meant a moiety that is present in a reaction product (such as a polymer), formed by a particular reactant (such as a monomer) during reaction (e. g., polymerization). Suitable ethylenically unsaturated anhydrides and acids may include one or more of maleic anhydride, monocarboxylic acids such asacrylic acid, methacrylic acid, crotonic acid; dicarboxylic acids such as itaconic acid, maleic acid and fumaric acid. The reaction mixture used to prepare the polyolefin polymer may further comprise ethylene and / or propylene. Note that the phrase “and / or” when used in a list is meant to encompass alternative embodiments including each individual component in the list as well as any combination of components. For example, the list “A, B, and / or C” is meant to encompass seven separate embodiments that include A, or B, or C, or A + B, or A + C, or B + C, or A + B + C. The polyolefin polymers may comprise polyethylene, polypropylene, polymethylpentene, polybutene-1 , polyisobutylene, and the like. The polyolefin may also be a copolymer of different olefinic monomers with other optional ethylenically unsaturated monomers. In a particular example, the polyolefin polymers often comprise polyethylene, or more often polypropylene, and at least 0.5 percent by weight, or at least 1 percent by weight, or at least 2 percent by weight, and up to 10 percent by weight, such as up to 7 percent by weight, or up to 5 percent by weight, or up to 4 percent by weight, or up to 3 percent by weight maleic anhydride residues, based on the total weight of the polyolefin. For example, the polyolefin may comprise 0.5 to 10 percent by weight, or 0.5 to 7 percent by weight, or 0.5 to 5 percent by weight, or 0.5 to 4 percent by weight, or 0.5 to 3 percent by weight, or 1 to 10 percent by weight, or 1 to 7 percent by weight, or 1 to 5 percent by weight, or 1 to 4 percent by weight, or 1 to 3 percent by weight, or 2 to 10 percent by weight, or 2 to 7 percent by weight, or 2 to 5 percent by weight, or 2 to 4 percent by weight, or 2 to 3 percent by weight, based on the total weight of the poyolefin. Examples include the maleic anhydride grafted and / or acid modified linear polyolefins TOYO-TAC®, and the HARDLEN® NZ series, all available from TOYOBO CO., LTD.
[0020] As noted above, the polyolefin polymers may be prepared so as to have hydroxyl functional groups.
[0021] In other examples of the present disclosure, the reaction mixture used to prepare the polyolefin polymer further comprises an ethylenically unsaturated monomer comprising at least one (meth)acrylic monomer, including any ofthose known in the art. The terms “(meth)acrylic”, “(meth)acrylate” and the like are meant to encompass acrylate and / or methacrylate molecular structures where they exist. Examples of suitable polyolefin polymers prepared in this manner are commercially available as AUROREN, such as AUROREN S-6375, from Nippon Paper.
[0022] Each of the polyolefin polymers described above may be used individually or in any combination with each other and / or with other resins as noted above in the coating composition. In a particular example, the nonhalogenated polyolefin comprises a waterborne, anhydride-modified and / or (meth)acrylic-modified polyolefin. By “modified” as in “anhydride-modified” is meant having such functional groups; e. g., having anhydride functional groups.
[0023] The polyolefin polymer, including any modifications described above, may be present in the first coating composition in an amount of at least 1 percent by weight, or at least 10 percent by weight, or at least 20 percent by weight, and up to 50 percent by weight, such as up to 40 percent by weight, or up to 30 percent by weight, based on the total weight of the polyurethane polymer described below. For example, the polyolefin polymer may be present in the coating composition is an amount of 1 to 50, or 1 to 40, or 1 to 30, or 10 to 50, or 10 to 40, or 10 to 30, or 20 to 50, or 20 to 40, or 20 to 30 percent by weight, based on the total weight of the polyurethane polymer in the first coating composition, described below.
[0024] The first coating composition further comprises (2) a second polymer comprising a polyurethane, often an aqueous polyurethane dispersion. The polyurethane in the aqueous polyurethane dispersion comprises a carboxylic acid functional group.
[0025] Suitable polyurethane dispersions may comprise non-self-crosslinkable core-shell particles and a polyhydrazide dispersed in an aqueous medium, in which the non-self-crosslinkable core-shell particles comprise (1 ) a polymeric core comprising keto and / or aldo functional groups that is at least partially encapsulated by (2) a polymeric shell comprising urethane linkages. The polymeric core of the core-shell particles may be independently covalentlybonded to at least a portion of the polymeric shell of the core-shell particles. Such dispersions are described in United States Patent Number 10,577,518, Example 1 , incorporated herein by reference.
[0026] Examples of other suitable polyurethane dispersions include HI-GARD HP1500 and HI-GARD HP1500R, both available from PPG.
[0027] The second polymer (2) may comprise a polyurethane polymer different from the aqueous polyurethane dispersion; among the polyurethanes which can be used are hydroxyl-functional polyurethanes, which generally are prepared by reacting polyester polyols or acrylic polyols with a polyisocyanate such that the OH / NCO equivalent ratio is greater than 1 :1 so that free hydroxyl groups are present in the product. The organic polyisocyanate which is used to prepare the polyurethane polyol can be an aliphatic or an aromatic polyisocyanate or a mixture of the two. Diisocyanates are usually used, although higher polyisocyanates can be used in place of or in combination with diisocyanates. Examples of suitable aromatic diisocyanates are 4,4'-diphenylmethane diisocyanate and toluene diisocyanate. Examples of suitable aliphatic diisocyanates are straight chain aliphatic diisocyanates such as 1 ,6- hexamethylene diisocyanate. Also, cycloaliphatic diisocyanates can be employed. Examples include isophorone diisocyanate and 4,4'-methylene-bis- (cyclohexyl isocyanate). Examples of suitable higher polyisocyanates are 1 ,2,4-benzene triisocyanate and polymethylene polyphenyl isocyanate. The polyurethanes can be prepared with unreacted carboxylic acid groups, which upon neutralization with bases such as amines allows for dispersion into aqueous medium.
[0028] Alternatively, a chain-extended polyurethane may be used, which is typically prepared by reacting together i) free isocyanate functional groups on a polyurethane prepolymer (isocyanate functional prepolymer) prepared such that the OH / NCO equivalent ratio is less than 1 :1 ; and ii) a polyhydroxyl group- containing material, such as one or more of a polyester polyol, a polyether polyol, and an acid functional diol. The isocyanate functional prepolymer may be dispersed in an aqueous solution containing a chain extender and aneutralization agent. Combinations of the polyurethane polymers described above may also be used in the first coating composition.
[0029] The first coating layer (B) formed from the first coating composition comprises (1 ) a first polymer comprising the non-halogenated polyolefin described above, wherein the non-halogenated polyolefin comprises a carboxylic acid group, a hydroxyl group, and / or an anhydride group; and (2) a second polymer comprising the polyurethane described above, which in turn comprises a carboxylic acid group.
[0030] The first coating layer (B) typically demonstrates a dry film thickness of 0.05 to 25 microns.
[0031] The coated optical articles further comprise (C) a second coating layer comprising a sol-gel applied to at least a portion of the first coating layer.
[0032] The second coating layer (C) may be formed from a sol composition. The composition forms a hard coating on the substrate. The composition typically comprises a silane, such as (a) a tetraalkoxysilane. Sol-gel compositions, i. e., “solution-gelation”, are dynamic systems wherein a solution (“sol”) gradually evolves into a gel-like two-phase system containing both a liquid phase and solid phase, whose morphologies range from discrete particles to continuous polymer networks within the continuous liquid phase. Because of the sol-gel nature of the composition, the alkoxysilanes are hydrolyzed and they are partially condensed prior to curing of the layer. The hydrolyzed tetraalkoxysilane in the sol-gel layer typically comprises tetramethoxysilane and / or tetraethoxysilane. The tetraalkoxysilane is typically present in the sol composition in an amount at least 0.1 percent by weight and less than 20.0 percent by weight, often less than 10.0 percent by weight, more often less than 5.0 percent by weight, based on the total weight of the sol composition.
[0033] The sol composition further comprises (b) an alkoxysilane of the formula: RxSi(OR )4-x; wherein x = 1 , 2, or 3; each R is an organic radical independently selected from Ci to Ce alkyl, vinyl, alkoxyalkyl, aryl, aryloxyalkyl, y-glycidoxy alkyl and y - (meth)acryloxy alkyl; and each R’ independently comprises a Ci to C4 alkylgroup. Examples include methyltrimethoxysilane, and methyltriethoxysilane. The alkoxysilane is typically present in the sol composition in an amount of at least 0.1 percent by weight and less than 9.0 percent by weight, often less than 4.0 percent by weight, based on the total weight of the sol composition.
[0034] The sol composition may additionally comprise water and a solvent such as a glycol ether or alcohol. Suitable alcohols include ethanol, n-propanol, isopropanol, n-butanol, isobutanol, and the like, including mixtures thereof. Examples of glycol ethers include propylene glycol methyl ether, propylene glycol methyl ether acetate, dipropylene glycol monomethyl ether, and / or diethylene glycol monobutyl ether.
[0035] The water is typically present in the sol composition in an amount sufficient to at least partially hydrolyze the alkoxysilane groups present in the sol composition. The sol composition often demonstrates a total solids content of at least 0.1 percent by weight, or at least 0.5 percent by weight, or at least 1 percent by weight; and a total solids content of at most 35 percent by weight, or at most 15 percent by weight, or at most 8.0 percent by weight, based on the total weight of the sol composition. For example, the sol composition typically has a solids content of 0.1 to 35 percent by weight, or 0.1 to 15 percent by weight, or 0.1 to 8 percent by weight, or 0.5 to 35 percent by weight, or 0.5 to 15 percent by weight, or 0.5 to 8 percent by weight, or 1 to 35 percent by weight, or 1 to 15 percent by weight, or 1 to 8 percent by weight, or, based on the total weight of the sol composition.
[0036] The sol compositions can include a variety of optional ingredients and / or additives that are somewhat dependent on the particular application of the final coated article. Optional ingredients may include rheology control agents, surfactants, initiators, catalysts such as aluminum acetylacetonate, wetting agents such as BYK-306 (available from Palmer Holland), curing agents, cureinhibiting agents, reducing agents, acids, bases, preservatives, free radical donors, free radical scavengers and thermal stabilizers, which adjuvant materials are known to those skilled in the art. The sol compositions may include a colorant.
[0037] Example dyes include, but are not limited to, those that are solvent and / or aqueous based such as acid dyes, azoic dyes, basic dyes, direct dyes, disperse dyes, reactive dyes, solvent dyes, sulfur dyes, mordant dyes, for example, bismuth vanadate, anthraquinone, perylene, aluminum, quinacridone, thiazole, thiazine, azo, indigoid, nitro, nitroso, oxazine, phthalocyanine, quinoline, stilbene, and triphenyl methane.
[0038] Example tints include, but are not limited to, pigments dispersed in water-based or water miscible carriers such as AQUA-CHEM 896 commercially available from Degussa, Inc., CHARISMA COLORANTS and MAXITONER INDUSTRIAL COLORANTS commercially available from Accurate Dispersions division of Eastman Chemical, Inc.
[0039] As noted above, the colorant can be in the form of a dispersion including, but not limited to, a nanoparticle dispersion. Nanoparticle dispersions can include one or more highly dispersed nanoparticle colorants and / or colorant particles that produce a desired visible color and / or visual effect. Nanoparticles can be produced by milling stock organic or inorganic pigments with commercially available grinding media having a particle size of less than 0.5 mm. Example nanoparticle dispersions and methods for making them are identified in U.S. Patent No. 6,875,800 B2. Nanoparticle dispersions can also be produced by crystallization, precipitation, gas phase condensation, and chemical attrition (i.e., partial dissolution). In order to minimize reagglomeration of nanoparticles within the coating, a dispersion of resin-coated nanoparticles can be used. As used herein, a “dispersion of resin-coated nanoparticles” refers to a continuous phase in which is dispersed discreet “composite microparticles” that comprise a nanoparticle and a resin coating on the nanoparticle.
[0040] In general, the colorant can be present in the sol composition in any amount sufficient to impart the desired property, visual and / or color effect. The colorant may comprise from 1 to 65 weight percent of the present compositions, such as from 3 to 40 weight percent or 5 to 35 weight percent, with weight percent based on the total weight of the compositions.
[0041] Suitable sol compositions that may be used to form the second coating layer (C) include any known in the art as optical hard coats, such as HI-GARD HC, HI-GARD 1080, HI-GARD 1080S, HI-GARD 1080S LC, all commercially available from PPG. Other suitable sol compositions include those disclosed in United States Patent Application Publication Number 20020016407, United States Patent Application Publication Number 20120121910, United States Patent Application Publication Number 20230087427, and United States Patent Number 8084133, each of which is incorporated herein by reference in their entireties. The sol compositions may also be further diluted with appropriate solvents as described above.
[0042] Prior to application of the first coating layer (B), the surface of the substrate (A) may be cleaned and / or otherwise pretreated as known in the art to prepare the surface for coating. For example, the substrate surface may be treated via an oxidative process selected from corona discharge, ultraviolet radiation, plasma etching, and gamma radiation, in order to enhance adhesion of the first coating layer to the substrate surface.
[0043] Plasma etching, also called corona discharge treatment, is a known clean and efficient way to alter the physical surface, e.g., by roughening and / or chemically altering the surface without affecting the rest of the substrate. Either inert gases, such as argon, or reactive gases, such as oxygen, may be used as the plasma gas. Often the plasma etching is conducted in an environment comprising air, nitrogen, argon, oxygen or combinations thereof. Inert gases generally “roughen” the surface of substrates, while reactive gases such as oxygen may both roughen and chemically alter the surface exposed to the plasma, e.g., by producing hydroxyl or carboxyl units on the surface. Although not limiting herein, it is considered that oxygen may provide a slight, but effective, physical roughening of the surface of the substrate along with a slight, but effective, chemical modification of the surface of the substrate to improve adhesion without detrimentally affecting the optical (or other significant) properties of the final article. Atmospheric air can also be used as the plasma gas and would be considered a reactive gas, which process is known asatmospheric plasma. As will be appreciated by those skilled in the art, the extent of the surface roughening and / or chemical modification will be a function of the plasma gas and the operating conditions of the plasma chamber in which it is applied. Plasma treatment can also be effective to remove foreign contaminants present on the surface of a substrate, making it more suitable for further processing.
[0044] After the oxidative treatment, the substrate may be cleaned. The cleaning step may include caustic cleaning, rinsing with deionized water, and / or cleaning with aqueous detergent as known in the art. If caustic or detergent cleaning is used, the substrate may be subsequently rinsed and dried prior to application of the first coating composition.
[0045] The first coating composition that forms the first coating layer (B) may be applied to the substrate by one or more of a number of methods such as spraying, dip coating (immersion), spin coating, slot die coating, or flow coating onto a surface thereof. In an exemplary process, the first coating composition is applied by dip coating, wherein a bath of the first coating composition is maintained at a temperature of 20 to 25°C, and the substrate is drawn through the bath at a draw speed of approximately 100 mm / min, with a residence time of approximately 10 seconds. After application of the first coating composition, the coated substrate may be dried, such as by exposure to a temperature of 30 to 1 10°C for 5 minutes to 4 hours, to yield a tack-free coating layer. By “tack- free” is meant the condition wherein upon gently touching the surface of the layer with a loose-fitting glove, the glove tip does not stick, or otherwise adhere, to the surface as determined by the Tack-Free Method. The Tack-Free Method provides that the coating composition be applied in one coat onto a nonadhering plastic sheet to a thickness of 10 to 15 mil (254-381 microns). When application is complete, an operator, using a loose fitting, disposable vinyl glove, such as one commercially available under the trade name Ambidex Disposable Vinyl Glove by Marigold Industrial, Norcross GA, gently touches the surface of the coating. The coating may be touched more than one time by using a different fingertip. When the glove tip no longer sticks to, or must bepulled from, the surface of the layer, the layer is said to be tack-free. A time beginning from the completion of application until when the coating is tack-free is said to be the tack-free time.
[0046] The sol composition that forms the second coating layer (C) may be applied to the first coating layer by one or more of a number of methods such as spraying, dip coating (immersion), spin coating, slot die coating, or flow coating onto a surface thereof. In an exemplary process, the sol composition is applied by dip coating, wherein a bath of the sol composition is maintained at a temperature of 15 to 20°C, and the substrate is drawn through the bath at a draw speed of approximately 100 mm / min, with a residence time of approximately 10 seconds.
[0047] Following application of the sol composition to the coated substrate surface, the sol is cured. For handling purposes, the coated substrate may be dried first and then cured. The coating may be dried (“flashed”) at ambient temperatures or temperatures above ambient but below curing temperatures, e.g., such as by exposure to a temperature of about 60°C for 5 to 10 minutes. Ambient temperature typically ranges from 60 to 90 °F (15.6 to 32.2 °C), such as a typical room temperature, 72°F (22.2°C). Afterwards, the dried, coated surface may be heated to a temperature of between 80°C and 130°C, such as 95°C to 120°C, for a period of from 30 minutes to 16 hours, such as 2 to 4 hours, in order to cure the coating and yield a tack-free coated optical article. While a range of temperatures has been provided for drying and curing the sol composition, it will be recognized by persons skilled in the art that temperatures other than those disclosed herein may be used. Additional methods for curing the coating, depending on the chemistry, include irradiating it with infrared, ultraviolet, visible or electron radiation, and may be used alternatively, or in addition to thermal curing. The term “cure”, “cured” or similar terms, as used in connection with a cured or curable composition, e.g., a “cured composition” of some specific description, means that at least a portion of any polymerizable and / or crosslinkable components that form the curable composition is polymerized and / or crosslinked. Additionally, curing of a composition refers tosubjecting said composition to curing conditions such as those listed above, leading to the reaction of the reactive functional groups of the composition. The term “at least partially cured” means subjecting the composition to curing conditions, wherein reaction of at least a portion of the reactive groups of the composition occurs. The composition can also be subjected to curing conditions such that a substantially complete cure is attained and wherein further curing results in no significant further improvement in physical properties, such as hardness.
[0048] The second coating layer (C) comprises a sol-gel formed from the sol composition described above. The applied second coating layer (C) typically has a dry film thickness of less than 5 microns, often less than 3 microns, or less than 1 micron, such as less than 200 nm.
[0049] The coated articles of the present disclosure may further comprise an anti-fouling coating layer, an anti-reflective coating layer, an oleophobic coating layer, an anti-glare coating layer, and / or an anti-fog coating layer, applied after the second coating layer. Anti-fouling coatings may include, for example, any coatings known in the art that demonstrate anti-smudge, anti-fingerprint, antigrease, dirt repellant, and / or water repellant properties. If the anti-reflective coating layer is applied to two opposing surfaces of the substrate, the antifouling layer may be applied to either one or both of the coated surfaces.
[0050] The present disclosure is further drawn to a process of preparing a coated optical article. Any of the coated articles described above may be prepared by this process. The process comprises:(A) treating the substrate via an oxidative process selected from corona discharge, ultraviolet radiation, plasma etching, and gamma radiation, wherein the substrate comprises an organic polymer;(B) optionally cleaning the substrate via caustic cleaning, rinsing with deionized water, and / or cleaning with aqueous detergent;(C) applying the first coating composition directly to at least one surface of the substrate to form a first coating layer thereon;(D) applying the sol composition to at least one surface of the first coating layer to form a coated optical article; and(E) subjecting the coated optical article to a temperature for a time sufficient to render the coated optical article tack-free.
[0051] In step (A) of the process, the substrate is most often treated by plasma etching as described above for a duration of 2 to 5 minutes, conducted in an environment comprising air, nitrogen, argon, oxygen or combinations thereof.
[0052] Step (B) typically comprises caustic cleaning and cleaning with an aqueous detergent. Caustic cleaning may be performed, for example, using a 10 percent by weight aqueous solution of potassium hydroxide at a temperature of 55 to 65°C, for a duration of five minutes. Cleaning with an aqueous detergent may be performed, for example, at a temperature of 55 to 65°C, for a duration of five minutes. Such cleaning steps may be performed in an ultrasonic bath.
[0053] In step (C), the first coating composition is applied directly to at least a portion of at least one surface of the substrate to form the first coating layer thereon. Application methods include any of those described above. Again, after application of the first coating composition, the coated substrate may be dried (“flashed”), such as by exposure to a temperature of 30 to 1 10°C for 5 minutes to 4 hours, to yield a tack-free coating layer.
[0054] Any of the sol compositions described above are applied to at least one surface of the first coating layer in step (D), to form the coated optical article. Application methods include any of those described above, and the sol composition may be flashed at ambient temperatures or temperatures above ambient but below curing temperatures.
[0055] Step (E) comprises subjecting the coated optical article to a temperature for a time sufficient to render the coated optical article tack-free. Such curing methods (usually thermal and / or radiation curing) and conditions are described above.
[0056] In the method of the present disclosure, an anti-fouling coating layer, an anti-reflective coating layer, an oleophobic coating layer, an anti-glare coatinglayer, and / or an anti-fog coating layer, may be applied to at least a portion of at least one surface of the coated optical article, either before or after typically after step (E). Each of the subsequent coating layers may be applied using any of those methods disclosed above.
[0057] The coated optical articles prepared by the disclosed process may comprise a display screen; a glazing; a mirror; an active and / or passive liquid crystal cell element; an electrochemical cell element; a photochromic cell element; a tinted or untinted lens; a piano or prescription lens; a sport mask; a face shield; a component for augmented reality, virtual reality, mixed reality, or smart eyewear; or goggles.
[0058] The present disclosure is further drawn the following aspects:1 . A coated optical article or display screen comprising:(A) an optical substrate comprising an organic polymer;(B) a first coating layer applied directly to at least a portion of at least one surface of the substrate; wherein the first coating layer comprises:(1 ) a first polymer comprising a non-halogenated polyolefin, wherein the non-halogenated polyolefin comprises a carboxylic acid group, a hydroxyl group, and / or an anhydride group; and(2) a second polymer comprising a polyurethane, which in turn comprises a carboxylic acid functional group; and(C) a second coating layer comprising a sol-gel applied to at least a portion of the first coating layer.2. The coated optical article or display screen of aspect 1 , wherein the optical substrate (A) comprises polyolefin, polycarbonate, polyethylene terephthalate (PET), polyurea-urethane, polythiourethane, poly(meth)acrylate, polythio(meth)acrylate, polyamide, cellulose triacetate (TAC), or poly (allyl carbonate).3. The coated optical article or display screen of aspect 1 or 2, wherein the optical substrate (A) comprises cyclic olefin polymer and / or cyclic olefin copolymer.4. The coated optical article or display screen of any preceding aspect, wherein the first polymer (1) comprises an anhydride-modified and / or (meth)acrylic-modified polyolefin.5. The coated optical article or display screen of any preceding aspect, wherein the first polymer (1) is present in the first coating layer in an amount of 1 to 50 percent by weight, based on the total weight of the second polymer (2) in the first coating layer.6. The coated optical article or display screen of any preceding aspect, wherein the first polymer (1) is present in the first coating layer in an amount of 1 to 40 percent by weight, based on the total weight of the second polymer (2) in the first coating layer.7. The coated optical article or display screen of any preceding aspect, wherein the first polymer (1) is present in the first coating layer in an amount of 1 to 30 percent by weight, based on the total weight of the second polymer (2) in the first coating layer.8. The coated optical article or display screen of any preceding aspect, wherein the first polymer (1) is present in the first coating layer in an amount of 10 to 50 percent by weight, based on the total weight of the second polymer (2) in the first coating layer.9. The coated optical article or display screen of any preceding aspect, wherein the first polymer (1) is present in the first coating layer in anamount of 10 to 40 percent by weight, based on the total weight of the second polymer (2) in the first coating layer.10. The coated optical article or display screen of any preceding aspect, wherein the first polymer (1 ) is present in the first coating layer in an amount of 10 to 30 percent by weight, based on the total weight of the second polymer (2) in the first coating layer.1 1 . The coated optical article or display screen of any preceding aspect, wherein the first polymer (1 ) is present in the first coating layer in an amount of 20 to 50 percent by weight, based on the total weight of the second polymer (2) in the first coating layer.12. The coated optical article or display screen of any preceding aspect, wherein the first polymer (1 ) is present in the first coating layer in an amount of 20 to 40 percent by weight, based on the total weight of the second polymer (2) in the first coating layer.13. The coated optical article or display screen of any preceding aspect, wherein the first polymer (1 ) is present in the first coating layer in an amount of 20 to 30 percent by weight, based on the total weight of the second polymer (2) in the first coating layer.14. The coated optical article of or display screen any preceding aspect, wherein the second polymer (2) comprises a polyester polyurethane and / or a polyether polyurethane.15. The coated optical article or display screen of any preceding aspect, wherein the second coating layer (C) is formed from a sol composition comprising an alkoxysilane.16. The coated optical article or display screen of aspect 15, wherein the sol composition comprises:(a) a tetraalkoxysilane; and(b) an alkoxysilane of the formula:RxSi(OR )4-x; wherein x = 1 , 2, or 3; each R is an organic radical independently selected from Ci to Ce alkyl, vinyl, alkoxyalkyl, aryl, aryloxyalkyl, y-glycidoxy alkyl and y -(meth)acryloxy alkyl; and each R’ independently comprises a Ci to C4 alkyl group.17. The coated optical article or display screen of any preceding aspect, further comprising an anti-fouling coating layer, an anti-reflective coating layer, an oleophobic coating layer, an anti-glare coating layer, and / or an anti-fog coating layer, applied after the second coating layer.18. The coated optical article or display screen of any preceding aspect, wherein the substrate has two opposing surfaces.19. The coated optical article or display screen of any of preceding aspect, wherein said coated article or display screen comprises a display touch screen; a glazing; a mirror; an active and / or passive liquid crystal cell element; an electrochemical cell element; a photochromic cell element; a tinted or untinted lens; a piano or prescription lens; a sport mask; a face shield; a component for augmented reality, virtual reality, mixed reality, or smart eyewear; or goggles.20. The coated optical article or display screen of any of preceding aspect, wherein said coated article or display screen comprises a display touch screen.21 . An electronic device comprising the display screen of any previous aspect.22. The electronic device of aspect 21 , wherein said electronic device comprises a cell phone, a tablet, a GPS, a voting machine, a POS (Point-Of- Sale) device, a television, or a computer monitor.23. A process of preparing a coated optical article or display screen, comprising:(A) treating the substrate via an oxidative process selected from corona discharge, ultraviolet radiation, plasma etching, and gamma radiation, wherein the substrate comprises an organic polymer;(B) optionally cleaning the substrate via caustic cleaning, rinsing with deionized water, and / or cleaning with aqueous detergent;(C) applying a first coating composition directly to at least one surface of the substrate to form a first coating layer thereon; wherein the first coating composition comprises:(1 ) a waterborne polymer comprising a non-halogenated polyolefin, wherein the non-halogenated polyolefin comprises a carboxylic acid group, a hydroxyl group, and / or an anhydride group; and(2) an aqueous polyurethane dispersion, wherein the polyurethane in the dispersion comprises carboxylic acid functional groups;(D) applying a sol composition to at least one surface of the first coating layer to form a coated optical article; and(E) subjecting the coated optical article to a temperature for a time sufficient to render the coated optical article tack-free.24. The process of aspect 23, wherein the substrate is treated in step (A) with plasma etching, and wherein the plasma etching is conducted in an environment comprising air, nitrogen, argon, oxygen or combinations thereof.25. The process of aspect 23 or 24, wherein the substrate is cleaned in step (B).26. The process of any of aspects 23 to 25, wherein the optical substrate comprises polyolefin, polycarbonate, polyethylene terephthalate (PET), polyurea-urethane, polythiourethane, poly(meth)acrylate, polythio(meth)acrylate, polyamide, cellulose triacetate (TAC), or poly (allyl carbonate).27. The process of aspect 26, wherein the optical substrate comprises cyclic olefin polymer or cyclic olefin copolymer.28. The process of any of aspects 23 to 27, wherein the first coating composition is applied by a dip-coating process, a spray-coating process, a flow coating process, a slot-dye coating process, or a spin-coating process.29. The process of any of aspects 23 to 28, wherein the sol composition is applied by a slot-die coating process, a spray-coating process, a flow coating process, a spin-coating process, or a dip-coating process.30. The process of any of aspects 23 to 29, wherein the nonhalogenated polyolefin comprises a waterborne, anhydride-modified and / or (meth)acrylic-modified polyolefin.31 . The process of any of aspects 23 to 30, wherein the polymer (1 ) is present in the first coating composition in an amount of 1 to 50, such as 20 to 30 percent by weight, based on the total weight of the polyurethane in the first coating composition.32. The process of any of aspects 23 to 31 , wherein the sol composition comprises an alkoxysilane.33. The process of any of aspects 23 to 32, wherein the sol composition comprises:(a) a tetraalkoxysilane; and(b) an alkoxysilane of the formula:RxSi(OR’)4-x; wherein x = 1 , 2, or 3; each R is an organic radical independently selected from Ci to Ce alkyl, vinyl, alkoxyalkyl, aryl, aryloxyalkyl, y-glycidoxy alkyl and y -(meth)acryloxy alkyl; and each R’ independently comprises a Ci to C4 alkyl group.34. The process of any of aspects 23 to 33, wherein the sol composition is cured via at least one of thermal curing and radiation curing.35. The process of any of aspects 23 to 34, further comprising applying an anti-fouling coating layer, an anti-reflective coating layer, an oleophobic coating layer, an anti-glare coating layer, and / or an anti-fog coating layer, after step (E).36. The process of any of aspects 23 to 35, wherein said coated optical article comprises a display touch screen; a glazing; a mirror; an active and / or passive liquid crystal cell element; an electrochemical cell element; a photochromic cell element; a tinted or untinted lens; a piano or prescription lens; a sport mask; a face shield; a component for augmented reality, virtual reality, mixed reality, or smart eyewear; or goggles.37. The process of any of aspects 23 to 36, wherein said coated optical article or display screen is a coated optical article or display screen of any of aspects 1 to 20.38. A coated optical article or display screen prepared by the process of any of aspects 23 to 37.
[0059] The following working Examples are intended to further describe and demonstrate the compositions and coated substrates described herein. It is understood that the disclosure of this specification is not necessarily limited to the examples described in this section. Components that are mentioned elsewhere in the specification as suitable alternative materials for use, but which are not demonstrated in the working Examples below, are expected to provide results comparable to their demonstrated counterparts. Unless otherwise indicated, all parts are by weight.EXAMPLESTable 1 : Composition of examples for first coating compositions*HP1500R is commercially sourced as PPG HI-GARD HP 1500RaResin 1 is a waterborne polyurethane acrylic core-shell resin with pendant carboxylic acid functionality on the shell, as described in Example 1 of United States Patent Number 10,577,518 BB, supplied at 38% solids.bResin 2 is a waterborne polyurethane prepared by chain extending diisocyanate functional polyester polyurethane comprising acid groups with hydrazine in aqueous solution, and neutralized with triethylamine. The dispersion was provided at 32% solids.cAS-6375 is Auroren S-6375 sourced from Nippon Paper.dResin 3 is a non-halogenated, anhydride polyolefin solution resin as described in paragraph 75 (Example F) of United States Patent Application Publication Number 2020 / 0263040A1 , provided at 13% solids.eResin 4 is a non-halogenated, anhydride- and acrylic-modified polyolefin in organic solvent resin as described in paragraph 81 (Example I) of United States Patent Application Publication Number 2020 / 0263040A1 , provided at 13% solids.Formulation procedure for coating compositions
[0060] The first coating compositions described in the Examples in Table 1 are made by mixing the components together by mechanical stirring for 2 hours at ambient temperature.
[0061] The second coating used in all experimental conditions tested in Table 2 is a commercially available sol-gel hard coating from PPG, trade-named as HI-GARD 1080S LC.Preparation of substrates and application procedure for coating layers:
[0062] Cyclic olefin copolymer (COC) (tradename: CYLUX C) substrates ( 75 x 75 x 3 mm) were sourced from Polymer Shapes. Polycarbonate (PC) lenses (75 mm diameter) were sourced from Gentex Corp. The substrates were wiped with isopropanol and air-dried for 30 seconds. The wiped substrates were then subjected to oxygen plasma for 2 minutes followed by atmospheric plasma for 2 minutes. The plasma-cleaned substrates were then soaked for 5 minutes in an ultrasonic bath containing 10 wt% sodium hydroxide solution maintained at 50°C. The lenses were then rinsed in an ultrasonic bath containing deionized water maintained at 50°C, followed by drying at ambient temperature. Subsequently, the first coating composition is applied by dip coating, wherein a bath of the first coating composition is maintained at a temperature of 15 to 20°C, and the substrate is drawn through the bath at a draw speed of approximately 100 mm / min, with a residence time of approximately 10 seconds. The coated substrates were placed in an air-circulating oven for at varyingelevated temperatures (as described in Table 2) to achieve a tack-free state. The second coating is then applied directly over the tack-free first coating via dip application using the same procedure as described above. The coated substrates were placed in an air-circulating oven for 5 min at 60°C, followed by 4 hours at 110°C to achieve a completely cured and tack-free state.Testing of properties:
[0063] Optical haze: The coated optical articles (polycarbonate substrates) described above were evaluated for haze, measured at 550 nanometers by a Hunter UltraScan PRO (Hunter Associates Laboratory, Inc.) using D65 illuminant. The results are shown in Table 3 and acceptable level of optical haze is usually less than 1.25%, often less than 1 %.
[0064] Dry Adhesion: The coated optical articles were tested for coating adhesion using TEST METHOD B-CROSS-CUT TAPE TEST as described in ASTM D3359-17, using SCOTCH® 600 tape (available from 3M). A crosshatch is made on the substrate using a crosshatch cutting tool. Six Tape pulls are administered. The lenses are then inspected for coating delamination and scored on a scale from 0-5. A score of a 0 indicates no coating delamination, and a score of a 5 indicates >16 squares of coating delamination.Wet Adhesion: The coated substrates are subjected to boiling water for 3h. After boiling, they are allowed to dry and cool down to room temp. Subsequently, a crosshatch is made on the lens using a crosshatch cutting tool. Tape pulls are administered using 3M scotch tapes (6 tape pulls each). The lenses are then inspected for coating delamination and scored on a scale from 0-5. A score of a 0 indicates no coating delamination, and a score of a 5 indicates >16 squares of coating delamination
[0065] A coated article must pass all the above conditions to be acceptable.Table 2: Properties of coated articles with example compositions
[0066] Whereas particular embodiments of this disclosure have been described above for purposes of illustration, it will be evident to those skilled in the art that numerous variations of the details of the present disclosure may be made without departing from the scope of the disclosure as defined in the appended claims.
Claims
WHAT IS CLAIMED IS:1 . A coated optical article or display screen comprising:(A) an optical substrate comprising an organic polymer;(B) a first coating layer applied directly to at least a portion of at least one surface of the substrate; wherein the first coating layer comprises:(1 ) a first polymer comprising a non-halogenated polyolefin, wherein the non-halogenated polyolefin comprises a carboxylic acid group, a hydroxyl group, and / or an anhydride group; and(2) a second polymer comprising a polyurethane, which in turn comprises a carboxylic acid functional group; and(C) a second coating layer comprising a sol-gel applied to at least a portion of the first coating layer.
2. The coated optical article or display screen of claim 1 , wherein the optical substrate (A) comprises at least one of polyolefin, polycarbonate, polyethylene terephthalate (PET), polyurea-urethane, polythiourethane, poly(meth)acrylate, polythio(meth)acrylate, polyamide, cellulose triacetate (TAC), or poly (allyl carbonate).
3. The coated optical article or display screen of claim 2, wherein the optical substrate (A) comprises cyclic olefin polymer and / or cyclic olefin copolymer.
4. The coated optical article or display screen of any of claims 1 to3, wherein the first polymer (1) comprises an anhydride-modified and / or (meth)acrylic-modified polyolefin.
5. The coated optical article or display screen of any of claims 1 to4, wherein the first polymer (1 ) is present in the first coating layer in an amount of 1 to 50 percent by weight, based on the total weight of the second polymer (2) in the first coating layer.
6. The coated optical article or display screen of any of claims 1-5, wherein the second polymer (2) comprises a polyester polyurethane and / or a polyether polyurethane.
7. The coated optical article or display screen of any of claims 1 to 6, wherein the second coating layer (C) is formed from a sol composition comprising an alkoxysilane.
8. The coated optical article or display screen of claim 7, wherein the sol composition comprises:(a) a tetraalkoxysilane; and(b) an alkoxysilane of the formula:RxSI(OR )4-x; wherein x = 1 , 2, or 3; each R is an organic radical independently selected from Ci to Ce alkyl, vinyl, alkoxyalkyl, aryl, aryloxyalkyl, y- glycidoxy alkyl and y -(meth)acryloxy alkyl; and each R’ independently comprises a Ci to C4 alkyl group.
9. The coated optical article or display screen of any of claims 1 to 8, further comprising at least one additional coating layer, applied after the second coating layer.
10. The coated optical article or display screen of any of claims 1 to 9, wherein the substrate has two opposing surfaces.11 . The coated optical article or display screen of any of claims 1 to 10, wherein said coated article or display screen comprises a display touch screen; a glazing; a mirror; an active and / or passive liquid crystal cell element; an electrochemical cell element; a photochromic cell element; a tinted or untinted lens; a piano or prescription lens; a sport mask; a face shield; acomponent for augmented reality, virtual reality, mixed reality, or smart eyewear; or goggles.
12. The coated optical article or display screen of any of claims 1 to 1 1 , wherein said coated article or display screen comprises a display touch screen.
13. An electronic device comprising the display screen of any of claims 1 to 12.
14. The electronic device of claim 13, wherein said electronic device comprises a cell phone, a tablet, a GPS, a voting machine, a POS (Point-Of- Sale) device, a television, or a computer monitor.
15. A process of preparing a coated optical article or display screen, comprising:(A) treating the substrate via an oxidative process selected from corona discharge, ultraviolet radiation, plasma etching, and gamma radiation, wherein the substrate comprises an organic polymer;(B) optionally cleaning the substrate via caustic cleaning, rinsing with deionized water, and / or cleaning with aqueous detergent;(C) applying a first coating composition directly to at least one surface of the substrate to form a first coating layer thereon; wherein the first coating composition comprises:(1 ) a waterborne polymer comprising a non-halogenated polyolefin, wherein the non-halogenated polyolefin comprises a carboxylic acid group, a hydroxyl group, and / or an anhydride group; and(2) an aqueous polyurethane dispersion, wherein the polyurethane in the dispersion comprises carboxylic acid functional groups;(D) applying a sol composition to at least one surface of the first coating layer to form a coated optical article; and(E) subjecting the coated optical article to a temperature for a time sufficient to render the coated optical article tack-free.
16. The process of claim 15, wherein the substrate is treated in step (A) with plasma etching, and wherein the plasma etching is conducted in an environment comprising air, nitrogen, argon, oxygen or combinations thereof.
17. The process of claim 15 or 16, wherein the substrate is cleaned in step (B).18 . The process of any of claims 15 to 17, wherein the optical substrate comprises at least one of polyolefin, polycarbonate, polyethylene terephthalate (PET), polyurea-urethane, polythiourethane, poly(meth)acrylate, polythio(meth)acrylate, polyamide, cellulose triacetate (TAC), or poly (allyl carbonate).
19. The process of claim 18, wherein the optical substrate comprises cyclic olefin polymer or cyclic olefin copolymer.
20. The process of any of claims 15 to 19, wherein the first coating composition is applied by a dip-coating process, a spray-coating process, a flow coating process, a slot-dye coating process, or a spin-coating process.
21. The process of any of claims 15 to 20, wherein the sol composition is applied by a slot-die coating process, a spray-coating process, a flow coating process, a spin-coating process, or a dip-coating process.
22. The process of any of claims 15 to 21 , wherein the nonhalogenated polyolefin comprises a waterborne, anhydride-modified and / or (meth)acrylic-modified polyolefin.
23. The process of any of claims 15 to 22, wherein the polymer (1) is present in the first coating composition in an amount of 1 to 50 percent by weight, based on the total weight of the polyurethane in the first coating composition.
24. The process of any of claims 15 to 23 wherein the sol composition comprises an alkoxysilane.
25. The process of any of claims 15 to 24, wherein the sol composition comprises:(a) a tetraalkoxysilane; and(b) an alkoxysilane of the formula:RxSi(OR )4-x; wherein x = 1 , 2, or 3; each R is an organic radical independently selected from Ci to Ce alkyl, vinyl, alkoxyalkyl, aryl, aryloxyalkyl, y- glycidoxy alkyl and y -(meth)acryloxy alkyl; and each R’ independently comprises a Ci to C4 alkyl group.
26. The process of any of claims 15 to 25, wherein the sol composition is cured via at least one of thermal curing and radiation curing.
27. The process of any of claims 15 to 26, further comprising applying at least one additional coating layer, after step (E).
28. The process of any of claims 15 to 27, wherein said coated optical article or display screen comprises a display touch screen; a glazing; a mirror; an active and / or passive liquid crystal cell element; an electrochemical cell element; a photochromic cell element; a tinted or untinted lens; a piano or prescription lens; a sport mask; a face shield; a component for augmented reality, virtual reality, mixed reality, or smart eyewear; or goggles.
29. A coated optical article or display screen prepared by the process of any of claims 15 to 28.
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