WO2009047426A2 - Procede de preparation de la surface d'une lentille comportant un revetement anti-salissures en vue de son debordage - Google Patents
Procede de preparation de la surface d'une lentille comportant un revetement anti-salissures en vue de son debordage Download PDFInfo
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- WO2009047426A2 WO2009047426A2 PCT/FR2008/051640 FR2008051640W WO2009047426A2 WO 2009047426 A2 WO2009047426 A2 WO 2009047426A2 FR 2008051640 W FR2008051640 W FR 2008051640W WO 2009047426 A2 WO2009047426 A2 WO 2009047426A2
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- WIPO (PCT)
- Prior art keywords
- coating
- lens
- treatment
- hydrophobic
- oleophobic
- Prior art date
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C03—GLASS; MINERAL OR SLAG WOOL
- C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
- C03C17/00—Surface treatment of glass, not in the form of fibres or filaments, by coating
- C03C17/28—Surface treatment of glass, not in the form of fibres or filaments, by coating with organic material
- C03C17/30—Surface treatment of glass, not in the form of fibres or filaments, by coating with organic material with silicon-containing compounds
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B24—GRINDING; POLISHING
- B24B—MACHINES, DEVICES, OR PROCESSES FOR GRINDING OR POLISHING; DRESSING OR CONDITIONING OF ABRADING SURFACES; FEEDING OF GRINDING, POLISHING, OR LAPPING AGENTS
- B24B9/00—Machines or devices designed for grinding edges or bevels on work or for removing burrs; Accessories therefor
- B24B9/02—Machines or devices designed for grinding edges or bevels on work or for removing burrs; Accessories therefor characterised by a special design with respect to properties of materials specific to articles to be ground
- B24B9/06—Machines or devices designed for grinding edges or bevels on work or for removing burrs; Accessories therefor characterised by a special design with respect to properties of materials specific to articles to be ground of non-metallic inorganic material, e.g. stone, ceramics, porcelain
- B24B9/08—Machines or devices designed for grinding edges or bevels on work or for removing burrs; Accessories therefor characterised by a special design with respect to properties of materials specific to articles to be ground of non-metallic inorganic material, e.g. stone, ceramics, porcelain of glass
- B24B9/14—Machines or devices designed for grinding edges or bevels on work or for removing burrs; Accessories therefor characterised by a special design with respect to properties of materials specific to articles to be ground of non-metallic inorganic material, e.g. stone, ceramics, porcelain of glass of optical work, e.g. lenses, prisms
-
- C—CHEMISTRY; METALLURGY
- C03—GLASS; MINERAL OR SLAG WOOL
- C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
- C03C15/00—Surface treatment of glass, not in the form of fibres or filaments, by etching
-
- C—CHEMISTRY; METALLURGY
- C03—GLASS; MINERAL OR SLAG WOOL
- C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
- C03C17/00—Surface treatment of glass, not in the form of fibres or filaments, by coating
- C03C17/34—Surface treatment of glass, not in the form of fibres or filaments, by coating with at least two coatings having different compositions
- C03C17/3405—Surface treatment of glass, not in the form of fibres or filaments, by coating with at least two coatings having different compositions with at least two coatings of organic materials
-
- C—CHEMISTRY; METALLURGY
- C03—GLASS; MINERAL OR SLAG WOOL
- C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
- C03C19/00—Surface treatment of glass, not in the form of fibres or filaments, by mechanical means
-
- C—CHEMISTRY; METALLURGY
- C03—GLASS; MINERAL OR SLAG WOOL
- C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
- C03C23/00—Other surface treatment of glass not in the form of fibres or filaments
- C03C23/0005—Other surface treatment of glass not in the form of fibres or filaments by irradiation
-
- C—CHEMISTRY; METALLURGY
- C03—GLASS; MINERAL OR SLAG WOOL
- C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
- C03C2217/00—Coatings on glass
- C03C2217/70—Properties of coatings
- C03C2217/75—Hydrophilic and oleophilic coatings
-
- C—CHEMISTRY; METALLURGY
- C03—GLASS; MINERAL OR SLAG WOOL
- C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
- C03C2217/00—Coatings on glass
- C03C2217/70—Properties of coatings
- C03C2217/76—Hydrophobic and oleophobic coatings
-
- C—CHEMISTRY; METALLURGY
- C03—GLASS; MINERAL OR SLAG WOOL
- C03C—CHEMICAL COMPOSITION OF GLASSES, GLAZES OR VITREOUS ENAMELS; SURFACE TREATMENT OF GLASS; SURFACE TREATMENT OF FIBRES OR FILAMENTS MADE FROM GLASS, MINERALS OR SLAGS; JOINING GLASS TO GLASS OR OTHER MATERIALS
- C03C2218/00—Methods for coating glass
- C03C2218/30—Aspects of methods for coating glass not covered above
- C03C2218/355—Temporary coating
Definitions
- the invention relates generally to the field of glasses for optics, in particular lenses, and more particularly ophthalmic lenses, provided with an external coating with hydrophobic and / or oleophobic properties (anti-fouling top coat). ) coated with a temporary coating facilitating the edging of the glass.
- An optical lens in particular an ophthalmic lens, results from a succession of molding and / or surfacing / polishing operations that determine the geometry of the two convex and concave optical surfaces of the lens, and then appropriate surface treatments.
- the final finishing step of an ophthalmic lens is the operation of edging or trimming, which consists of machining the edge or periphery of the lens so as to conform to the dimensions required to adapt the lens to the spectacle frame in which she is destined to take place.
- the edging is generally performed on a grinder comprising diamond grinding wheels which perform the machining as defined above.
- the lens is maintained, during this operation, by locking members acting axially.
- the relative movement of the glass relative to the grinding wheel is controlled, generally numerically, to achieve the desired shape. As it appears, it is absolutely imperative that the lens be firmly held during this movement.
- a holding pad such as a self-adhesive pad, for example a double-sided adhesive pad, is disposed between the pad and the convex surface of the lens.
- the glans to which the lens adheres via the adhesive pad is then mechanically fixed in the mounting axis of the grinder and an axial arm is blocking the lens by applying a central force on the face of the lens opposite to the glans.
- a tangential torque is generated on the lens, which can cause rotation of the lens relative to the glans if the lens holding system is not effective enough.
- the proper retention of the lens depends mainly on the good adhesion to the holding pad / convex surface interface of the lens.
- the latest-generation ophthalmic lenses most often comprise an organic or inorganic outer layer that modifies the surface energy, for example hydrophobic and / or oleophobic antifouling coatings, well known in the art. It is most often fluorosilane type materials, which reduce the surface energy to prevent the adhesion of greasy soils that it is easier to remove.
- This type of surface coating can be so effective that the adhesion to the skid / convex surface interface can be impaired, making it difficult to satisfactory edging, in particular for polycarbonate lenses (noted PC, for example bisphenol-A polycarbonate) whose edging generates much greater efforts than for other materials.
- PC polycarbonate lenses
- the lens When overwrapping, the lens must not undergo an offset greater than 2 °, preferably not more than 1 °, and therefore the adhesion of the pad on the surface of the lens is essential to obtain an edging satisfactory.
- the consequence of a misbehaving operation is the pure and simple loss of the lens.
- peelable polymeric protective films on antifouling coatings has been described in particular in patent applications WO 2005/015270, WO 03/057641 and JP 2004-122238. They disclose, respectively as coatings directly in contact with the antifouling layer, temporary films based on chlorinated polyolefin resin or polyethylene terephthalate, polytetrafluoroethylene, or polyvinyl acetate. These protective coatings prevent slippage of the lens during the edging operation.
- a temporary film deposited in particular by dipping adheres with difficulty to the surface of the glass, more particularly on a concave face, and thus ends up unhooking.
- a first object of the invention is therefore to provide a method for the deposition of a temporary coating on a lens having a hydrophobic and / or oleophobic surface coating without encountering adhesion problem between the two coatings.
- it is a method making it possible to make a lens having hydrophobic and / or oleophobic surface properties suitable for edging.
- Another object of the present invention is to provide a process for overhanging a lens coated with a hydrophobic and / or oleophobic surface coating which guarantees a very high success rate for the edging operation, making it possible to avoid any problem. slipping of the lens during the flipping operation in question.
- Another object of the invention is to provide a lens, having hydrophobic and / or oleophobic surface properties, capable of edging.
- the objects herein are achieved according to the invention by a process involving the modification of a portion of the hydrophobic and / or oleophobic surface on which the temporary coating is to be deposited, so as to promote a physical adhesion with the protective coating.
- the method of treating an optical lens of the invention, in particular making it possible to trim an optical lens comprises the following steps:
- an optical lens having on at least one of its main surfaces a hydrophobic and / or oleophobic outer coating and, in direct contact with said hydrophobic and / or oleophobic coating, a temporary coating of a polymeric nature adhering to the surface of the coated lens .
- the term "depositing a layer or coating on the lens” means that a layer or coating is deposited on the exposed (exposed) surface. the outer coating of the lens, that is to say the coating furthest from the substrate of the lens.
- a coating that is "on” a substrate or that has been “deposited” on a substrate is defined as a coating that (i) is positioned above the substrate, (ii) is not necessarily in contact with the substrate, that is, one or more coatings intermediates may be disposed between the substrate and the coating in question, and (iii) does not necessarily cover the substrate completely.
- the optical lens used in the present invention comprises a substrate, preferably transparent, of organic or mineral glass, having a convex main surface and a concave main surface, at least one of said main faces having an antifouling coating (hydrophobic coating and / or oleophobic).
- the term lens also refers to a lens blank. This lens is preferably an ophthalmic lens for spectacles.
- the lens may be a polarized lens, a photochromic lens or a tinted solar lens.
- the method of the invention is generally implemented on the convex face of the lens, but it can also be implemented on the two main faces of a lens each coated with an antifouling coating.
- thermoplastic materials suitable for substrates mention may be made of
- polymers (meth) acrylic in particular poly (methyl methacrylate) (PMMA), thio (meth) acrylic (co) polymers, polyvinyl butyral (PVB), polycarbonates (PC), polyurethanes (PU) poly (thiourethanes), polyol allyl carbonates (co) polymers, ethylene / vinyl acetate thermoplastic copolymers, polyesters such as polyethylene terephthalate (PET) or poly (butylene terephthalate) (PBT), polyepisulfides, polyepoxides, polycarbonate / polyester copolymers, copolymers of cycloolefins such as ethylene / norbornene or ethylene / cyclopentadiene copolymers and combinations thereof.
- PMMA poly (methyl methacrylate)
- PVB polyvinyl butyral
- PC polycarbonates
- PU polyurethanes
- PU polyurethanethanes
- (co) polymer is meant a copolymer or a polymer.
- (meth) acrylate is meant an acrylate or a methacrylate.
- substrates obtained by polymerization of alkyl (meth) acrylates in particular (C 1 -C 4 ) alkyl (meth) acrylates, such as methyl (meth) acrylate and ethyl (meth) acrylate, polyethoxylated aromatic (meth) acrylates such as polyethoxylated bisphenol di (meth) acrylates, allyl derivatives such as linear or branched aliphatic or aromatic polyol allyl carbonates, thio (meth) acrylates, episulfides and polythiol / polyisocyanate precursor mixtures (for obtaining polythiourethanes).
- alkyl (meth) acrylates in particular (C 1 -C 4 ) alkyl (meth) acrylates, such as methyl (meth) acrylate and ethyl (meth) acrylate
- polyethoxylated aromatic (meth) acrylates such as polyethoxylated bisphenol di (
- polycarbonate is intended to mean homopolycarbonates as well as copolycarbonates and copolycarbonates that are sequenced.
- Particularly recommended substrates are substrates obtained by
- the lenses of the invention may include other surface coatings between the substrate and the antifouling coating, including a shockproof coating, an abrasion-resistant and / or anti-scratch coating or an antireflection coating.
- a shockproof coating Preferably, they comprise a hydrophobic and / or oleophobic external coating deposited on a mono- or multilayer antireflection coating.
- Hydrophobic and / or oleophobic coatings are well known in the art and are generally deposited on an antireflection coating, but they can also be deposited, for example, directly on anti-abrasion and / or anti-scratch coatings.
- the static contact angle can be determined according to the liquid drop method, according to which a drop of liquid having a diameter of less than 2 mm is gently deposited on a non-absorbent solid surface and the angle at the interface between the liquid and the solid surface is measured.
- Preferred hydrophobic and / or oleophobic coatings have low surface energy, i.e. they reduce the surface energy of the lens to less than 20 mJ / m 2 , preferably less than 14 mJ / m 2 , better less than 13 mJ / m 2 and even better less than 12 mJ / m 2 .
- the surface energies are calculated according to the OWENS-WENDT method described in the following reference: OWENS DK, WENDT RG (1969) J. Appl. Polym. Sci 13, 1741-1747.
- Their thickness is generally less than or equal to 10 nm, preferably from 1 to 10 nm, better still from 1 to 5 nm, and more preferably from 2 to 3 nm.
- hydrophobic and / or oleophobic coatings according to the invention are preferably of organic nature.
- layer of organic nature is meant a layer comprising at least 40% by weight, preferably at least 50% by weight of organic materials relative to the total mass of the layer.
- the preferred hydrophobic and / or oleophobic surface coatings comprise at least one fluorinated compound, better still at least one compound of silane, silazane or polysilazane type bearing one or more fluorinated groups, in particular fluorinated hydrocarcarbon, perfluorocarbon or fluorinated polyether groups, such as the group F 3 C- (OC 3 F 6 ) 24 -O- (CF 2 ) 2 - (CH 2 ) 2 -O-CH 2 -Si (OCH 3 ) 3 ⁇ u perfluoropolyether.
- fluorinated compound better still at least one compound of silane, silazane or polysilazane type bearing one or more fluorinated groups, in particular fluorinated hydrocarcarbon, perfluorocarbon or fluorinated polyether groups, such as the group F 3 C- (OC 3 F 6 ) 24 -O- (CF 2 ) 2 - (CH 2 ) 2 -O-CH 2 -Si (
- a conventional method for forming a hydrophobic and / or oleophobic coating is to deposit compounds carrying fluorinated groups and Si-R groups, R representing a hydroxyl group or a precursor group such as a hydrolyzable group, for example Cl, NH 2 , NH- or -O-alkyl, preferably an alkoxy group. They are preferably manufactured from fluorosilanes or fluorosilazanes precursors, preferably comprising at least two hydrolyzable groups per molecule. Such compounds are capable of undergoing, when deposited on a surface, polymerization and / or crosslinking reactions, directly or after hydrolysis. Fluorosilanes particularly suitable for forming hydrophobic and / or oleophobic coatings are those containing fluoropolyether groups described in US Pat. No. 6,277,485.
- R F is a monovalent or divalent polyfluoropolyether group
- R 1 is a divalent alkylene, arylene or a combination thereof, optionally containing one or more heteroatoms or functional groups and optionally substituted by halogens, and preferably containing 2 at 16 carbon atoms
- R 2 is a lower alkyl group (i.e., a C 1 -C 4 alkyl group)
- Y is a halogen atom, a lower alkoxy group (ie a group -C 4 alkoxy, preferably methoxy or ethoxy), or a lower acyloxy group (ie OC ( O) R 3 where R 3 is a C 1 -C 4 alkyl group; x is 0 or 1; and y is 1 (R F is monovalent) or 2 (R F is divalent).
- Suitable compounds generally have a number average molecular weight of at least 1000.
- Y is a
- R is an alkyl group, preferably CrCi 0 such as - CH 3 , - C 2 H 5 and - C 3 H 7 ;
- Fluorosilane-containing compositions also recommended for the preparation of hydrophobic and / or oleophobic coatings are described in US Patent 6,183,872. They contain fluoropolymers containing organic groups bearing silicon-based groups represented by the following general formula and having a molecular mass of 5.10 2 to 1.10 5 :
- R F represents a perfluoroalkyl group
- Z is fluoro or trifluoromethyl
- a, b, c, d and e each independently represent 0 or an integer greater than or equal to 1, provided that the sum of a + b + c + d + e is not less than to 1 and that the order of the repetitive units appearing between the parentheses indexed under a, b, c, d and e is not limited to that represented
- Y is H or an alkyl group having 1 to 4 carbon atoms
- X represents a hydrogen, bromine or iodine atom
- R 1 represents a hydroxyl group or a hydrolyzable group
- R 2 represents a hydrogen atom or a monovalent hydrocarbon group
- I represents 0, 1 or 2
- m represents 1, 2 or 3
- n represents an integer at least equal to 1, preferably at least equal to 2.
- R ' F is a linear divalent perfluoropolyether radical
- R' is a C 1 -C 4 alkyl radical or a phenyl radical
- X ' is a hydrolyzable group
- a' is an integer of 0 to 2
- b ' is an integer from 1 to 5
- m 'and n' are integers equal to 2 or 3.
- compositions for preparing hydrophobic and / or oleophobic coatings are the compositions KY130 ® (the formula of JP 2005- 187936) and KP 801 M ® sold by Shin-Etsu Chemical and the composition OPTOOL DSX ® (a fluorinated resin comprising perfluoropropylene groups corresponding to the formula of US Pat. No. 6,183,872) sold by Daikin Industries.
- the OPTOOL DSX ® composition is the preferred antifouling coating composition.
- Suitable solvents for the antifouling coating compositions are fluorinated solvents and alkanols such as methanol, preferably fluorinated solvents.
- fluorinated solvents are partially or totally fluorinated organic molecules having a carbon chain comprising from 1 to 25 carbon atoms, such as fluorinated alkanes, preferably perfluorinated, and fluorinated ether-oxides, preferably ether-oxides of carbon. perfluoroalkylated alkyl and mixtures thereof. There may be mentioned perfluorohexane or nonafluoroisobutyl ether.
- the methods of depositing the antifouling coating compositions are very varied and include liquid phase deposition, such as dip coating, centrifugation or sputtering, or vapor deposition, such as vacuum evaporation. Deposition by centrifugation or dipping is preferred.
- the preparation of the surface of the antifouling coating is the key step of the process of the invention, allowing complete success of a deposit on this surface.
- This preparation consists in subjecting at least a portion of the peripheral region of the coated main surface to a treatment resulting in removal of the hydrophobic and / or oleophobic coating and / or modification of this hydrophobicizing coating in at least a portion of the coating. from this peripheral region.
- zone or peripheral region of the surface of the lens is meant in this application the region farthest from the center of the lens, which is generally in the form of an annular region.
- at least a portion of the edge of the lens, when this wafer is at least partially covered with a hydrophobic and / or oleophobic coating may be further subjected to a treatment resulting in removal of the hydrophobic and / or oleophobic coating and / or a modification of this coating lowering its hydrophobic character, in at least a portion of said wafer.
- This treatment may be identical to that of the main surface, or different.
- the edge of the lens may be incidentally coated with a hydrophobic and / or oleophobic coating, especially when it has been deposited on the main surface of said lens by dipping.
- the treatments of the periphery of the main surface of the lens which are described in the present application can also be applied to the edge of this lens.
- the preferred treatments for locally removing the hydrophobic and / or oleophobic coating, and thus promote local bonding are mechanical treatments, preferably abrasive treatments. They have the effect of modifying the surface with which the protective coating will be in contact, making this surface more hydrophilic.
- Abrasive treatment can be achieved by means of an abrasive cloth or an abrasive sheet or cloth, or any other means of the same kind.
- Any abrasive powder glued on a flat support (paper, canvas, paper, plastic) or cylindrical, adaptable to turns, may be suitable for the invention.
- Examples of usable abrasive powders, natural or artificial, are aluminous powders such as corundum and emery; siliceous materials such as glass, sand, talc, certain sandstones laden with quartz, quartz itself; pumice, garnet, flint, carbides, silicon carbide.
- the abrasive treatment can be manual or automated.
- the operation of abrasion of the periphery of the lens and possibly the edge of the lens is automated and involves a machine or a tool provided with a surface where an abrasive powder has been glued, for example a motorized lathe where an abrasive cylinder (grinding wheel) has been fixed on a rotating rod.
- the machine or the abrasive tool is fixed and the lens is disposed near the tool or machine and rotated about its axis so as to abrade its periphery and possibly its edge. .
- the wiping is preferably carried out with a soft fabric having a fluffy surface, for example, a suply-treated fabric.
- a soft fabric having a fluffy surface for example, a suply-treated fabric.
- the treated glass is blown, wiped, then blown again.
- chemical or physicochemical treatments making it possible to obtain removal and / or modification of the antifouling coating lowering its hydrophobic character.
- any surface preparation making it possible to lower the surface tension and thus favor the attachment of the temporary coating without degrading the performance of the final antifouling coating (outside the peripheral zone) is suitable for the invention.
- treatment include bombardment with energetic species, for example an ion beam or an electron beam, corona discharge treatment, effluvage, UV treatment, plasma a laser beam. It can also be an acidic or basic surface treatment and / or by solvents. Many of these treatments can be combined.
- energetic species are meant species having an energy ranging from 1 to 150 eV, preferably from 10 to 150 eV, and more preferably from 40 to 150 eV.
- the energetic species can be chemical species such as ions, radicals, or species such as photons or electrons.
- Such treatments can pass the hydrophobic and / or oleophobic material into a new state by causing scissions, the creation of new molecular bonds, or polar groups on the surface, recombinations of reactive entities, eliminations, making it possible to achieve locally to a new material with different surface properties.
- an oxygen plasma makes it possible to create hydroxyl groups, thereby increasing the wettability of the surface to be coated.
- These treatments can also locally increase the roughness of the surface and promote the adhesion of the protective coating.
- the treatment according to the invention raises the treated surface energy of the lens to a value of at least 15 mJ / m 2 , preferably up to a value of at least 25 mJ / m 2. .
- the surface energy of the treated surface is 15 to 70 mJ / m 2 , preferably 25 to 70 mJ / m 2 .
- liquid-phase treatments of the hydrophobic and / or oleophobic coating by means of acids or bases in some ways produce a surface corrosion abrasion.
- Treatment with oxalic acid, dilute hydrochloric acid, sodium hydroxide or potassium hydroxide may be mentioned.
- the treatments according to the invention generally lower the static contact angle with deionized water of the treated surface to a value of less than 85 °, preferably less than 75 °, better still less than 60 ° and even more preferably less than 50 °. °.
- the surface of the lens with hydrophobic and / or oleophobic properties which is not intended to undergo the treatment or treatments according to the invention can be protected in order to limit said treatment to the desired area.
- the treatment may uniformly affect the peripheral region of the main surface (and optionally the wafer), i.e. the treated area has a continuous surface, but all the treated areas may also have a discontinuous surface, for example by limiting the treatment to the desired areas by means of a mask.
- the treatment according to the invention is carried out uniformly on a peripheral zone having the shape of a ring.
- the treatment according to the invention is carried out, possibly uniformly, on half of the peripheral zone of the main surface. If this region is treated uniformly, it is then shaped like a half crown
- the treated area must have a sufficient surface to promote the adhesion of the temporary coating to be deposited. However, it has been found that even a small surface area is sufficient to promote the adhesion of the temporary coating, which makes the process of the invention particularly attractive.
- the treatment is performed on at least a portion of an area extending from the edge of the lens to a distance from the edge of the lens representing less than 2% of the radius of the lens, better than 1, 5%, even better less than 1%, and ideally less than 0.5%, and preferably over the whole of said zone.
- the percentage of the surface of a face of the lens subjected to the treatment according to the invention is generally less than 5%, preferably less than 3%, better still less than 2% and even more preferably less than 1%.
- the treatment will usually be performed on a peripheral ring 0.1 to 0.2 mm wide, which is less than 2% of the area of the lens. main face.
- the temporary coating of the invention is deposited directly on the hydrophobic and / or oleophobic outer coating treated during the previous step of the process.
- the temporary protective coating of a polymer nature is preferably of an organic nature. It can be monolayer or multilayer, in particular bilayer. It may be made of any polymeric material that makes it possible to raise the surface energy of the lens with hydrophobic and / or oleophobic properties and that can be eliminated during a subsequent operation subsequent to the edging stage.
- the temporary coating raises the surface energy of the lens to a value of at least 15 mJ / m 2 , preferably to a value of at least 25 mJ / m 2 .
- the surface energy of the temporary coating is 15 to 70 mJ / m 2 , preferably 25 to 70 mJ / m 2 .
- the material of the temporary coating must be such that it does not permanently alter the surface properties of the hydrophobic and / or oleophobic coating and after the removal thereof, the optical and surface properties of the The lenses are generally identical to those that the lens had before the temporary protective coating was deposited.
- the polymer or polymers constituting the temporary coating may be chosen from vinyl polymers, halogenated polymers, in particular halogenated polyolefins, in particular chlorinated and / or fluorinated polymers, in particular chlorinated polyolefins and / or fluorinated polyurethanes, polyurethaneureas, polyepoxides, polyepisulfides, polyesters, polyethers, polyesterethers, polythio (meth) acrylates, poly (meth) acrylates, alkyd resins, polyalkylene terephthalates (eg polyethylene terephthalate), cellulose polymers and mixtures thereof.
- Some of these materials are described in European Patent Application EP 1392613 and International Application WO 2005/015270.
- chlorinated polyolefins mention may be made of chlorinated polyethylene and chlorinated polypropylene.
- fluorinated polyolefins there may be mentioned homo and copolymers of chlorotrifluoroethylene, hexafluoropropene, 1-hydropentafluoropropene, 2-hydropentafluoropropene, perfluoroalkylvinylether (for example perfluoromethylvinylether), trifluoroethylene, tetrafluoroethylene and vinylidene fluoride.
- vinyl polymers mention may be made of polyvinyl acetate, polypropylene, polyethylene, styrene polymers, polyvinylphenol, polyvinylpyrrolidone and polyvinylpyrrolidone-co-vinyl acetate. .
- the preferred vinyl polymer is polyvinyl acetate.
- Coatings formed from polyurethane latex compositions or dried poly (meth) acrylic type latexes are of particular interest.
- Polyurethane latex compositions are preferred.
- a latex is a dispersion in an aqueous medium of polymer or copolymer particles.
- the aqueous medium may be water, for example distilled water or deionized water, or a mixture of water and one or more solvents, in particular water and alkanol, generally a solvent. C1 to C6 alkanol, and preferably ethanol.
- polyurethane-type latices examples include polyurethane latices comprising polyester groups, preferably aliphatic polyester.
- the polyurethane units are obtained by polymerization of at least one aliphatic polyisocyanate and at least one aliphatic polyol.
- Such polyurethane-polyester latices are commercially available from ZENECA RESINS under the name
- Neorez ® for example, Neorez ® R-962, Neorez ® R-972, Neorez ® R-986, Neorez ® R-9603 or BAXENDEN CHEMICALS, a subsidiary of WITCO Corporation, under the name Witcobond ® (for example, Witcobond ® 232, Witcobond ® 234, Witcobond ® 240, Witcobond ® 242).
- Witcobond ® for example, Witcobond ® 232, Witcobond ® 234, Witcobond ® 240, Witcobond ® 242).
- poly (meth) acrylic type latexes examples include copolymer latices formed from (meth) acrylate monomers, such as, for example, ethyl (meth) acrylate, butyl methoxyethyl or ethoxyethyl (meth) acrylate. with a generally minor proportion of at least one other comonomer, such as, for example, styrene.
- Preferred poly (meth) acrylic latices are acrylate-styrene copolymer latices.
- Such latexes of acrylate-styrene copolymers are commercially available from the Zeneca Resins under the name Neocryl ® or BF Goodrich Chemical Co. under the name CARBOSET ®.
- the temporary coating is a peelable coating. Its thickness may vary in fairly wide proportions, for example from 1 to 150 micrometers, preferably from 10 to 40 microns, more preferably from 15 to 30 microns and more preferably from 15 to 20 microns. It may be deposited by any suitable conventional liquid method such as dip coating, spin coating, spraying, or brush-coating, preferably by dip coating or dip coating. spin coating.
- the temporary coating is formed by depositing on said main surface of the lens a liquid coating composition followed by a step of curing the liquid composition.
- the temporary coating must be deposited on the main surface of the lens coated with the hydrophobic and / or oleophobic coating treated in the preceding step so as to cover at least partially the treated peripheral region and the hydrophobic and / or oleophobic coating.
- the deposition may be performed over the entire surface of the lens face for receiving the holding adhesive pad or a portion thereof.
- the temporary coating may cover the central portion of the lens but should not be applied solely to the area intended to receive contact with the lens holding pad.
- At least a portion of the peripheral region of the surface of the lens treated so as to remove the hydrophobic and / or oleophobic coating or to modify it by lowering its hydrophobic character shall be coated with the protective coating, so as to allow sufficient adhesion of the temporary coating.
- This peripheral region has indeed been treated in order to facilitate the adhesion of the lens to the protective coating.
- the deposit may uniformly cover the corresponding area, ie it has a continuous structure, but it may also have a discontinuous structure (intermittent deposit), for example take the form of a frame. Discontinuous deposits can be obtained by pad printing.
- the area covered by the protective coating is such that the contact area between the protective coating and the support pad is sufficient to ensure adhesion of the lens to the pad.
- the temporary protective coating covers at least 15%, preferably at least 20%, more preferably at least 30%, more preferably at least 40%, and preferably the entire surface of the lens face on which adhere the pad, that is to say generally the convex face of the lens.
- this coating has a certain degree of transparency making it possible to carry out conventional power measurements on the lens by a lensometer.
- the lens coated with the temporary coating according to the invention preferably has a transmission of at least 18%, preferably at least 40% according to ISO 8980/3.
- the method for treating an optical lens according to the invention may further comprise a subsequent step of gliding the lens comprising the temporary coating in direct contact with the hydrophobic and / or oleophobic coating, that is to say a step disposing said lens in an edging device having a holding pad so that the holding pad adheres to the temporary coating, a step of edging the gloved lens, and a degluing step of removing the lens from the edging device .
- the treatment method according to the invention constitutes a method of projecting an optical lens.
- the support pads used preferentially during the gliding are double-sided self-adhesive pellets, for example 3M brand adhesives.
- the glass After overflowing, the glass will have the dimensions required to properly fit into the frame that is intended for it. More specifically, the edging method according to the invention provides glasses having a maximum misalignment of 2 °, and optimally, less than or equal to 1 °.
- the temporary protective coating may be removed from the overflow lens to restore its hydrophobic and / or oleophobic surface properties.
- This protective coating depending on its nature, can be mechanically degraded, for example by dry wiping, by elimination in a suitable liquid medium, or simply removed when it is peelable, or by a successive implementation of several of these means.
- a final optical lens that is overflowed is recovered, which has optical and surface characteristics of the same order, or almost identical to those of the initial lens, especially with respect to relates to its hydrophobic and / or oleophobic surface properties.
- the method of the invention has the advantage of significantly increasing the success rate of the overflow of lenses coated with a hydrophobic and / or oleophobic coating compared to a process where such a lens is simply coated with a coating. protective, without surface preparation.
- the success rate of an edging process according to the invention is close to 100%, and thus makes it possible to overcome the vagaries due to the quality of the overflowing glasses.
- the invention also relates to an optical lens capable of being edged, obtainable by the process of the invention, comprising on at least one of its main surfaces a hydrophobic and / or oleophobic external coating, at least a part of the peripheral region of said coated main surface having been subjected to a treatment resulting in removal of the hydrophobic and / or oleophobic coating and / or modification of said hydrophobicizing coating in at least a portion of said peripheral region, and deposited directly on said hydrophobic and / or oleophobic outer coating, a temporary coating of a polymeric nature, said temporary coating at least partially covering the hydrophobic and / or oleophobic coating and the peripheral region subjected to said treatment, thus adhering to the surface of the lens.
- a hydrophobic and / or oleophobic layer is always deposited by evaporation in a empty enclosure of Satis 1200 DL brand.
- the actual thickness of the deposited layer varies from 2 to 5 nm.
- the coating is dipped on 15 lenses of a temporary coating composition based on polyurethane latex PROXR 910 ® obtained from the company SYNTRON.
- 5 lenses have not undergone any pre-treatment of temporary layer deposition, have undergone an abrasive surface treatment, at the annular periphery of the lens by means of sandpaper abrasive paper (Norton R222 type). ) with a fine grain of 180, and 5 lenses were abraded in the same way as with the emery cloth, but with a Scotch cloth
- Optool DSX ® programmed thickness: 20 nm
- the thicknesses actually obtained from layers of Optool DSX ® are of the order of 5 to 10 nm.
- the invention produces its advantageous result even if the thickness of the hydrophobic and / or oleophobic layer is greater.
- Other examples made on polycarbonate substrates (more difficult to cut) were made and gave the same results.
- the edging test is performed on an Essilor Kappa grinder.
- the lenses are overflowed to give them the shape of a specific frame template (see below).
- the following equipment is required to perform the test:
- Essilor CLE 60 lensmeter (for lens pointing and final control)
- the clipping cycle used is a cycle adapted to the material (plastic cycle for low refractive index, polycarbonate cycle for PC and cycle for substrate Medium refractive index MHI).
- the clamping pressure used is the pressure corresponding to the fragile glass option of the grinder.
- the lens after the edging operation can not be inserted into the pseudomonture or if the lens can be inserted into the pseudo-mount, but has an offset of more than 2 °, the lens is non-compliant and did not pass the test. If the lens has an offset of less than 2 °, the lens passes the flange test.
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- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Geochemistry & Mineralogy (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Mechanical Engineering (AREA)
- Health & Medical Sciences (AREA)
- Toxicology (AREA)
- Ceramic Engineering (AREA)
- Inorganic Chemistry (AREA)
- Eyeglasses (AREA)
- Surface Treatment Of Optical Elements (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
Abstract
Description
Claims
Priority Applications (8)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2010524553A JP5357880B2 (ja) | 2007-09-14 | 2008-09-12 | 防汚皮膜を具えたレンズの面を該レンズのエッジングのために準備する方法 |
EP08837712.2A EP2188667B1 (fr) | 2007-09-14 | 2008-09-12 | Procede de preparation de la surface d'une lentille comportant un revetement anti-salissures en vue de son debordage |
US12/678,255 US9481602B2 (en) | 2007-09-14 | 2008-09-12 | Method for preparing the surface of a lens including an anti-soiling coating for edging the same |
AU2008309501A AU2008309501A1 (en) | 2007-09-14 | 2008-09-12 | Method for preparing the surface of a lens including an anti-soiling coating for edging the same |
CN2008801159982A CN101855589B (zh) | 2007-09-14 | 2008-09-12 | 制备包括防污涂层的透镜表面以及对所述透镜修边的方法 |
BRPI0816811-3A BRPI0816811B1 (pt) | 2007-09-14 | 2008-09-12 | Processo de tratamento de uma lente óptica, e, lente óptica apta à biselagem |
KR1020107005572A KR101535967B1 (ko) | 2007-09-14 | 2008-09-12 | 렌즈를 에징하기 위해 오염-방지 코팅을 포함하는 렌즈의 표면을 처리하는 방법 |
CA2699645A CA2699645C (fr) | 2007-09-14 | 2008-09-12 | Procede de preparation de la surface d'une lentille comportant un revetement anti-salissures en vue de son debordage |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR0757557 | 2007-09-14 | ||
FR0757557A FR2921161B1 (fr) | 2007-09-14 | 2007-09-14 | Procede de preparation de la surface d'une lentille comportant un revetement anti-salissures en vue de son debordage |
Publications (2)
Publication Number | Publication Date |
---|---|
WO2009047426A2 true WO2009047426A2 (fr) | 2009-04-16 |
WO2009047426A3 WO2009047426A3 (fr) | 2009-06-04 |
Family
ID=38779785
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/FR2008/051640 WO2009047426A2 (fr) | 2007-09-14 | 2008-09-12 | Procede de preparation de la surface d'une lentille comportant un revetement anti-salissures en vue de son debordage |
Country Status (10)
Country | Link |
---|---|
US (1) | US9481602B2 (fr) |
EP (1) | EP2188667B1 (fr) |
JP (1) | JP5357880B2 (fr) |
KR (1) | KR101535967B1 (fr) |
CN (1) | CN101855589B (fr) |
AU (1) | AU2008309501A1 (fr) |
BR (1) | BRPI0816811B1 (fr) |
CA (1) | CA2699645C (fr) |
FR (1) | FR2921161B1 (fr) |
WO (1) | WO2009047426A2 (fr) |
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WO2012049420A2 (fr) | 2010-10-12 | 2012-04-19 | Essilor International (Compagnie Generale D'optique) | Article comprenant une couche mesoporeuse protegee par un revetement faisant barriere au sebum et procede de fabrication |
WO2013098531A1 (fr) | 2011-12-28 | 2013-07-04 | Corporation De L'ecole Polytechnique De Montreal | Article revetu d'un revetement interferentiel ayant des proprietes stables dans le temps |
WO2015166144A1 (fr) | 2014-04-28 | 2015-11-05 | Corporation De L'ecole Polytechnique De Montreal | Article à propriétés thermomécaniques optimisées comportant une couche de nature titano-organique |
WO2016001605A1 (fr) | 2014-07-03 | 2016-01-07 | Essilor International (Compagnie Generale D'optique) | Lentille ophtalmique ayant des proprietes antisalissure differenciees sur ses deux faces et procedes de fabrication |
EP3185050A1 (fr) | 2015-12-23 | 2017-06-28 | Essilor International (Compagnie Générale D'Optique) | Article d'optique comportant un revêtement interférentiel multicouche obtenu à partir d'un précurseur organique ou d'un mélange de précurseurs organiques |
US10732324B2 (en) | 2015-08-05 | 2020-08-04 | Essilor International | Method for laminating an interference coating comprising an organic/inorganic layer, and item thus obtained |
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Cited By (16)
Publication number | Priority date | Publication date | Assignee | Title |
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WO2009071818A1 (fr) * | 2007-11-23 | 2009-06-11 | Essilor International (Compagnie Generale D'optique) | Article d'optique comportant une couche temporaire de polyurethane thermoplastique aliphatique et application au debordage |
WO2012049420A2 (fr) | 2010-10-12 | 2012-04-19 | Essilor International (Compagnie Generale D'optique) | Article comprenant une couche mesoporeuse protegee par un revetement faisant barriere au sebum et procede de fabrication |
WO2013098531A1 (fr) | 2011-12-28 | 2013-07-04 | Corporation De L'ecole Polytechnique De Montreal | Article revetu d'un revetement interferentiel ayant des proprietes stables dans le temps |
WO2015166144A1 (fr) | 2014-04-28 | 2015-11-05 | Corporation De L'ecole Polytechnique De Montreal | Article à propriétés thermomécaniques optimisées comportant une couche de nature titano-organique |
US10585211B2 (en) | 2014-04-28 | 2020-03-10 | Corporation De L'ecole Polytechnique De Montreal | Article having optimised thermomechanical properties, comprising a layer of titano-organic nature |
WO2016001605A1 (fr) | 2014-07-03 | 2016-01-07 | Essilor International (Compagnie Generale D'optique) | Lentille ophtalmique ayant des proprietes antisalissure differenciees sur ses deux faces et procedes de fabrication |
US11707921B2 (en) | 2015-08-05 | 2023-07-25 | Essilor International | Item having improved thermomechanical properties, comprising an organic-inorganic layer |
US10732324B2 (en) | 2015-08-05 | 2020-08-04 | Essilor International | Method for laminating an interference coating comprising an organic/inorganic layer, and item thus obtained |
EP3185050A1 (fr) | 2015-12-23 | 2017-06-28 | Essilor International (Compagnie Générale D'Optique) | Article d'optique comportant un revêtement interférentiel multicouche obtenu à partir d'un précurseur organique ou d'un mélange de précurseurs organiques |
EP3693765A1 (fr) | 2019-02-05 | 2020-08-12 | Essilor International (Compagnie Generale D'optique) | Article revêtu ayant un revêtement antireflet présentant des propriétés optiques améliorées |
WO2020161141A1 (fr) | 2019-02-05 | 2020-08-13 | Essilor International | Article revêtu d'un revêtement antireflet ayant des propriétés optiques améliorées |
WO2020161128A1 (fr) | 2019-02-05 | 2020-08-13 | Corporation De L'ecole Polytechnique De Montreal | Article revêtu d'une couche à faible indice de réfraction à base de composés organosiliciques fluorés |
EP3693766A1 (fr) | 2019-02-05 | 2020-08-12 | Corporation de L'Ecole Polytechnique de Montreal | Article revêtu d'une couche à faible indice de réfraction basé sur des composés d'organosilicium fluorés |
WO2021064248A1 (fr) | 2019-10-04 | 2021-04-08 | Essilor International | Article ayant une surface hydrophobe revêtue d'un film super-hydrophobe provisoire fournissant une fonctionnalité anti-pluie et procédé pour son obtention |
EP4369062A1 (fr) | 2022-11-14 | 2024-05-15 | Essilor International | Article revêtu d'une couche à faible indice de réfraction à base de composés silsesquioxanes organiques |
WO2024104972A1 (fr) | 2022-11-14 | 2024-05-23 | Essilor International | Article revêtu d'une couche à faible indice de réfraction à base de composés silsesquioxane organiques |
Also Published As
Publication number | Publication date |
---|---|
JP5357880B2 (ja) | 2013-12-04 |
WO2009047426A3 (fr) | 2009-06-04 |
FR2921161A1 (fr) | 2009-03-20 |
CA2699645A1 (fr) | 2009-04-16 |
CN101855589A (zh) | 2010-10-06 |
US9481602B2 (en) | 2016-11-01 |
KR101535967B1 (ko) | 2015-07-13 |
CN101855589B (zh) | 2012-03-07 |
EP2188667B1 (fr) | 2019-03-06 |
BRPI0816811A2 (pt) | 2015-03-10 |
JP2010539534A (ja) | 2010-12-16 |
KR20100054151A (ko) | 2010-05-24 |
CA2699645C (fr) | 2015-11-24 |
EP2188667A2 (fr) | 2010-05-26 |
US20100200541A1 (en) | 2010-08-12 |
FR2921161B1 (fr) | 2010-08-20 |
AU2008309501A1 (en) | 2009-04-16 |
BRPI0816811B1 (pt) | 2019-05-28 |
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