Classifications

• • G02B1/105—
• • B—PERFORMING OPERATIONS; TRANSPORTING
  • B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
  • B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
  • B05D3/00—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials
  • B05D3/02—Pretreatment of surfaces to which liquids or other fluent materials are to be applied; After-treatment of applied coatings, e.g. intermediate treating of an applied coating preparatory to subsequent applications of liquids or other fluent materials by baking
  • B05D3/0254—After-treatment
• • B—PERFORMING OPERATIONS; TRANSPORTING
  • B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
  • B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
  • B05D7/00—Processes, other than flocking, specially adapted for applying liquids or other fluent materials to particular surfaces or for applying particular liquids or other fluent materials
  • B05D7/50—Multilayers
  • B05D7/52—Two layers
  • B05D7/54—No clear coat specified
  • B05D7/546—No clear coat specified each layer being cured, at least partially, separately
• • C—CHEMISTRY; METALLURGY
  • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
  • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
  • C09D183/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Coating compositions based on derivatives of such polymers
  • C09D183/04—Polysiloxanes
• • G—PHYSICS
  • G02—OPTICS
  • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
  • G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
  • G02B1/10—Optical coatings produced by application to, or surface treatment of, optical elements
  • G02B1/14—Protective coatings, e.g. hard coatings
• • G—PHYSICS
  • G02—OPTICS
  • G02C—SPECTACLES; SUNGLASSES OR GOGGLES INSOFAR AS THEY HAVE THE SAME FEATURES AS SPECTACLES; CONTACT LENSES
  • G02C7/00—Optical parts
  • G02C7/02—Lenses; Lens systems ; Methods of designing lenses
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T428/00—Stock material or miscellaneous articles
  • Y10T428/24—Structurally defined web or sheet [e.g., overall dimension, etc.]
  • Y10T428/24942—Structurally defined web or sheet [e.g., overall dimension, etc.] including components having same physical characteristic in differing degree
  • Y10T428/2495—Thickness [relative or absolute]
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T428/00—Stock material or miscellaneous articles
  • Y10T428/26—Web or sheet containing structurally defined element or component, the element or component having a specified physical dimension
  • Y10T428/263—Coating layer not in excess of 5 mils thick or equivalent
  • Y10T428/264—Up to 3 mils
  • Y10T428/265—1 mil or less
• • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
  • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
  • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
  • Y10T428/00—Stock material or miscellaneous articles
  • Y10T428/31504—Composite [nonstructural laminate]
  • Y10T428/31511—Of epoxy ether

Definitions

• a coating that is “on” a substrate or that has been deposited “onto” a substrate is defined as being a coating (i) that is positioned above the substrate, (ii) that is not necessarily in contact with the substrate, which means that one or more intermediate coating(s) may be arranged between the substrate and the coating of interest, and (iii) that does not necessarily totally cover the substrate.
• PC polycarbonate
• Polycarbonates are commercially available and are marketed for example by GENERAL ELECTRIC COMPANY under the trade name LEXAN®, by TEIJIN under the trade name PANLITE®, by BAYER under the trade name BAYBLEND®, by MOBAY CHEMICHAL Corp. under the trade name MAKROLON® and by DOW CHEMICAL Co. under the trade name CALIBRE®.
• the bilayered scratch-resistant and abrasion-resistant coating may be deposited directly onto a bare substrate.
• the substrate main surface be coated with one or more functional coating(s) prior to depositing the abrasion-resistant coating of the invention.
• These functional coatings may be, without limitation, an impact-resistant primer layer, a polarized coating, a photochromic coating, an antistatic coating, an additional abrasion-resistant and/or scratch-resistant coating or a coloured coating.
• Curing catalysts do particularly act on the polymerization of the epoxy functions and do favour the action of the condensation catalysts.
• the compounds that can be employed encompass the imidazole derivatives and their imidazolium salts, N-cyanoguanidine (H 2 NC( ⁇ NH)NHCN, cyanamide dimer), also known under the name dicyandiamide, acetylacetone metallic salts of formula M(CH 3 COCHCOCH 3 ) n , wherein M is a metallic ion, preferably Zn 2+ , Co 3+ , Fe 3+ or Cr 3+ , and n is an integer ranging typically from 1 to 3, preferably corresponding to the metal M oxidation level, ammonium tetrathiocyanatodiamine chromate(III) NH 4 [Cr(SCN) 4 (NH 3 ) 2 ], also known under the name Reinecke salt, compounds based on aluminium, metal-based carboxylates such as zinc, titanium, zirconium, tin or magnesium, for
• Curing and condensation catalysts are used in usual amounts in order to obtain the condensation and the hardening of the compositions of the invention within a time period of about a few hours at temperatures of about 100° C.
• Curing catalysts are typically used in an amount ranging from 0 to 5% by weight as related to the total weight of the upper (or lower) layer composition, preferably from 0.1 to 3%.
• Condensation catalysts are typically used in an amount ranging from 0 to 10% by weight as related to the total weight of the upper (or lower) layer composition, preferably from 0 to 8%.
• the “theoretical dry matter weight of component I, II, III or IV” means:
• the upper and lower abrasion-resistant layer compositions of the invention may contain in some embodiments the same compound categories, but they are different as regards the contents of their components.
• the theoretical dry matter weight of compounds I represents preferably from 30 to 60% of the upper layer composition dry matter weight, more preferably from 40 to 55%.
• the theoretical dry matter weight of compounds II represents preferably from 30 to 60% of the upper layer composition dry matter weight, more preferably from 40 to 55%.
• the sum of the theoretical dry matter weights of compounds I and II represents preferably at least 75% of the lower layer composition dry matter weight, more preferably at least 80%, even more preferably at least 85%.
• the upper layer composition dry matter weight represents preferably from 5 to 40%, more preferably from 15 to 25% by weight, as related to the total weight of the composition.
• the sum of the weights of compounds I and II represents preferably from 25 to 65% of the upper layer composition weight, preferably from 30 to 60%, more preferably from 35 to 55%.
• the weight ratio of compounds I to compounds II in this composition does preferably range from 0.25 to 0.60, more preferably from 0.30 to 0.60, and even more preferably from 0.35 to 0.45.
• the theoretical dry matter weight of the lower layer composition represents preferably from 10 to 50%, more preferably from 25 to 40% by weight, as related to the total weight of the composition.
• M′′ represents a metal or a metalloid
• Z′′ groups being the same or different, are hydrolyzable groups and z, equal to or higher than 4, preferably from 4 to 6, is the metal or metalloid M′′ valence, the ratio:
• antireflective coatings are preferably, multilayered coatings comprising high refractive index (HI) layers and low refractive index (LI) layers, alternately.
• the LI layers of the antireflective coating comprise a mixture of SiO 2 and Al 2 O 3 .
• a layer of an antireflective stack is said to be a high refractive index layer when its refractive index is higher than 1.55, preferably higher than or equal to 1.6, more preferably higher than or equal to 1.8 and even more preferably higher than or equal to 2.0.
• a layer of an antireflective stack is said to be a low refractive index layer when its refractive index is lower than or equal to 1.55, preferably lower than or equal to 1.50, more preferably lower than or equal to 1.45.
• the antireflective coating is typically applied by vacuum deposition according to any of following procedures: i) by evaporation, optionally ion beam assisted; ii) by ion beam sputtering; iii) by cathode sputtering; iv) by plasma-assisted chemical vapour deposition.
• an antireflective coating comprising a stack exclusively comprising mineral dielectric layers is preferred. It does preferably comprise a stack of at least three dielectric layers with high refractive index and low refractive index layers, alternately.
• an optical article of the invention comprises a substrate successively coated with an impact-resistant primer layer, the bilayered scratch-resistant and abrasion-resistant coating of the invention, an antireflective stack and a hydrophobic and/or oleophobic coating.
• the article of the invention is preferably an optical lens, more preferably an ophthalmic lens for spectacles, or an optical or ophthalmic lens blank.
• the lens may be a polarized lens or a photochromic lens.
• an optical article comprising a substrate having at least one main surface
• the optical article comprising a substrate onto which the abrasion- and scratch-resistant coating of the invention has been formed may also be a temporary support, onto which said coating is stored, waiting for being transferred to another substrate, which is typically the final substrate, such as a substrate for an ophthalmic lens.
• the lower layer and the upper layer of the bilayered coating should be deposited onto the temporary support in reverse order as compared to the expected stacking order on the final support.
• thermoplastic (co)polymers that can be suitably used for making the temporary support encompass polysulfones, aliphatic poly(meth)acrylates, such as methyl poly(meth)acrylate, polyethylene, polypropylene, polystyrene, SBM bloc copolymers (styrene, butadiene and methyl methacrylate), polyphenylene sulfide (PPS), arylene polyoxides, polyimides, polyesters, polycarbonates such as bisphenol A polycarbonate, polyvinyl chloride, polyamides such as nylons, their copolymers and mixtures thereof. Polycarbonate is the preferred thermoplastic material.
• further functional coatings may be formed on the lower layer of the bilayered coating prior to conducting the transfer.
• This composition is obtained by mixing the components mentioned in the table hereunder.
• the resulting layer has a high refractive index because of the titanium-based colloid.
• the substrate for the ophthalmic lens ORMA® was coated by being dip coated with a 8 ⁇ m-thick impact-resistant primer layer, prepolymerized for 30 minutes at 90° C.
• a substrate for an ophthalmic lens ORMA® was coated by being dip coated with a lower layer composition.
• the dewetting rate of these lenses was adjusted in such a way that the deposited thickness be of 2.5 ⁇ m.
• the lower layer composition was then prepolymerized in an oven for 30 min at 100° C.
• the lens was cooled for 15 minutes at room temperature and was then directly coated by being dip coated with an abrasion-resistant and/or scratch-resistant coating additional layer (the dewetting rate of the lens being adjusted in such a way that the deposited thickness be of 1 ⁇ m), such a deposition being followed with a polymerisation final step of the whole, that was conducted at 90° C. for 30 minutes.
• the abrasion resistance was measured by means of the value obtained in the BAYER ISTM test, the scratch resistance using a steel wool test, and the abrasion-resistant coating adhesion using the “cross-hatch test”.
• Obtaining a high value in the BAYER ISTM test is an indication of a high level of abrasion resistance, whereas a low value in the steel wool test is an indication of a high level of scratch resistance.
• the abrasion resistance was evaluated by determining the BAYER ISTM values for substrates coated with the abrasion-resistant coating of the invention or with a comparative abrasion-resistant coating, for substrates coated with the abrasion-resistant coating of the invention and with an antireflective coating (examples 1, 2, 4, 5), for substrates coated with a primer coating and with the abrasion-resistant coating of the invention (examples 15, 19, 21, 22), for substrates coated with an additional abrasion-resistant and/or scratch-resistant coating and with the abrasion-resistant bilayered coating of the invention (example 18), or for substrates coated with the abrasion-resistant bilayered coating of the invention and with a supplementary abrasion-resistant and/or scratch-resistant coating layer (example 20).
• the scratch resistance was measured by using the steel wool test which did consist in performing 5 forward and back motions by rubbing with the hand along 4-5 cm the face of a glass coated according to the invention with a steel wool, in the fiber direction, while applying a constant pressure on the steel wool during this operation (5 k g forward, 2.5 k g back).
• a piece of about 3 cm ⁇ 3 cm of extra fine steel wool STARWAX (grade 000) folded upon itself was used.
• the adhesion test was made based on the ASTM D3359-93 standard and resulted in a qualitative ordering ranging from 0 to 5, 0 being the best result.

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• Physics & Mathematics (AREA)
• Chemical & Material Sciences (AREA)
• General Physics & Mathematics (AREA)
• Optics & Photonics (AREA)
• Life Sciences & Earth Sciences (AREA)
• Engineering & Computer Science (AREA)
• Wood Science & Technology (AREA)
• Health & Medical Sciences (AREA)
• Ophthalmology & Optometry (AREA)
• Chemical Kinetics & Catalysis (AREA)
• General Health & Medical Sciences (AREA)
• Materials Engineering (AREA)
• Organic Chemistry (AREA)
• Laminated Bodies (AREA)
• Surface Treatment Of Optical Elements (AREA)
• Application Of Or Painting With Fluid Materials (AREA)
• Wrappers (AREA)
• Decoration By Transfer Pictures (AREA)
• Silicon Polymers (AREA)
• Eyeglasses (AREA)
• Surface Treatment Of Glass (AREA)
• Epoxy Resins (AREA)
• Paints Or Removers (AREA)

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Citations (15)

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• 2006
  • 2006-11-23 FR FR0655085A patent/FR2909187B1/fr not_active Expired - Fee Related
• 2007
  • 2007-11-22 AT AT07866538T patent/ATE545051T1/de active
  • 2007-11-22 BR BRPI0718835-8A patent/BRPI0718835B1/pt active IP Right Grant
  • 2007-11-22 WO PCT/FR2007/052383 patent/WO2008062142A1/fr active Application Filing
  • 2007-11-22 EP EP07866538A patent/EP2092377B1/fr active Active
  • 2007-11-22 PL PL07866538T patent/PL2092377T3/pl unknown
  • 2007-11-22 ES ES07866538T patent/ES2382008T3/es active Active
  • 2007-11-22 JP JP2008555854A patent/JP4918101B2/ja active Active
  • 2007-11-22 US US12/160,587 patent/US20110058142A1/en not_active Abandoned
  • 2007-11-22 CN CN2007800435196A patent/CN101553743B/zh active Active
• 2016
  • 2016-09-13 US US15/264,290 patent/US10222511B2/en active Active

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