Classifications

• • 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
  • C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
  • C09D4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09D159/00 - C09D187/00
• • 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
  • C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
  • C09D175/04—Polyurethanes
  • C09D175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
• • C—CHEMISTRY; METALLURGY
  • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
  • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
  • C08F290/00—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups
  • C08F290/08—Macromolecular compounds obtained by polymerising monomers on to polymers modified by introduction of aliphatic unsaturated end or side groups on to polymers modified by introduction of unsaturated side groups
  • C08F290/14—Polymers provided for in subclass C08G
  • C08F290/147—Polyurethanes; Polyureas
• • 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
  • C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
  • C09D175/04—Polyurethanes
  • C09D175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
  • C09D175/16—Polyurethanes having carbon-to-carbon unsaturated bonds having terminal carbon-to-carbon unsaturated bonds
• • 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
  • C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16

Definitions

• the invention relates to a method for treating a surface, in particular an optical one, with a view to giving it anti-fog properties, as well as a liquid composition for carrying out such a method and an optical unit comprising a surface having anti-fog properties by implementing such a process.
• optical units intended for use in a humid environment, for example the lenses of spectacles and / or swimming masks.
• a liquid composition comprising an active component that can be crosslinked by ultraviolet radiation, and with sufficient hydrophilic properties to be able to give said surface anti-fog properties, as well as a photoinitiator to allow said crosslinking;
• Document KR-2000/0021399 provides for the use of a liquid composition with an active component based on an acrylate oligomer curable by ultraviolet radiation, in particular a 4-functional and hydrophilic urethane acrylate.
• the documents CN-106 380 994 and CN-106 632 830 provide for the use of liquid compositions with active components integrating a monomer or a betaine zwitteronic polymer, the hydrophilic properties of which make it possible in particular to produce an anti-fogging effect by hydration.
• the invention aims to improve the prior art by providing a treatment process designed to ensure a surface has good anti-fog properties, in particular in terms of reliability, efficiency and durability.
• the invention provides a method of treating a surface with a view to giving it anti-fog properties, said method providing for:
• liquid composition comprising an active component based on a urethane acrylate and a zwitteronic monomer, said composition further comprising a polymerization initiator;
• the invention provides a liquid composition for carrying out such a process, said composition comprising:
• the invention provides an optical unit comprising a surface exhibiting anti-fog properties by implementing such a method.
• the invention relates to a method for treating a surface, in particular an optical one, with a view to giving it anti-fog properties, as well as a liquid composition for carrying out such a method and an optical unit comprising a surface having anti-fog properties by implementing such a process.
• the invention applies in particular to the treatment of optical units intended for use in a humid environment, for example the lenses of spectacles and / or swimming masks, because of the high risk of fogging under such conditions of water. 'use.
• the invention can also be applied to other types of optical units, for example eyeglasses and / or sunglasses, but also protective masks against projections generally used in an industrial environment and / or in a laboratory, insofar as the proximity of said units to the respiratory tract of the user and / or sources of heat, for example an oven, can lead to the formation of fogging hindering the vision of the user.
• optical units for example eyeglasses and / or sunglasses
• protective masks against projections generally used in an industrial environment and / or in a laboratory insofar as the proximity of said units to the respiratory tract of the user and / or sources of heat, for example an oven, can lead to the formation of fogging hindering the vision of the user.
• the method provides for depositing on the surface to be treated a liquid composition comprising an active component which can be crosslinked under the effect of a suitable polymerization treatment.
• the process can provide for degreasing the surface to be treated, in particular to remove any pollutant residues which may alter the properties of the anti-fog coating and / or its adhesion to said surface.
• the method can provide for applying a degreasing solution to the surface to be treated, in particular based on ethanol, then drying said surface with compressed air to prepare it for depositing the liquid composition.
• the method can provide for depositing the composition by dipping the surface in a bath of said composition.
• the method can also provide for depositing the composition by spraying the surface with said composition, for example by means of the technique known as “flow coating”.
• the active component is based on a urethane acrylate and a zwitteronic monomer.
• the zwitteronic monomer can comprise a betaine, the hydrophilic properties of which are particularly advantageous for limiting the formation of fogging.
• the zwitteronic monomer can include sulfobetaine methacrylate (SBMA), which further improves the transparency of the anti-fog coating.
• SBMA sulfobetaine methacrylate
• Such a monomer is available for example in the product RALU®Mer SPE marketed by the company Raschig®.
• the urethane acrylate can comprise an acrylic polyurethane matrix, in order to give the anti-fog coating good properties of rigidity, transparency, scratch resistance and adhesion to the treated surface.
• the urethane acrylate can be based on urethane hexaacrylate aliphatic without tin, such as Photomer 6692® sold by the company IGM Resins®.
• the active component comprises between 15% and 60% by weight of urethane acrylate and between 40% and 85% by weight of zwitteronic monomer, which makes it possible to obtain a coating with a good compromise between the physical and mechanical properties of 'on the one hand (resistance, adhesion to the surface, etc.), and the functional properties on the other hand (hydrophilicity).
• the active component comprises about 20% by weight of urethane acrylate and about 80% by weight of zwitteronic monomer.
• the liquid composition advantageously comprises between 10% and 30% by weight of active component.
• the liquid composition further comprises a polymerization initiator to allow crosslinking of the active component under the effect of a suitable polymerization treatment.
• a polymerization initiator to allow crosslinking of the active component under the effect of a suitable polymerization treatment.
• the composition comprises between 0.5% and 2%, and in particular approximately 1% by weight of initiator.
• the polymerization treatment can comprise exposure to ultraviolet radiation of the surface on which the liquid composition has been deposited.
• the initiator may comprise a photoinitiator may in particular be based on 1-hydroxycyclohexyl-phenyl ketone, such as, for example, Omnirad 184® or Omnirad 1,173® sold by the company IGM Resins®.
• the polymerization treatment can comprise a heat treatment of the surface on which the liquid composition has been deposited.
• the initiator may comprise an azonitrile, in particular based on azobisisobutyronitrile (AIBN).
• the liquid composition further comprises a solvent designed to ensure its homogeneity, in particular with a view to preventing the precipitation of urethane acrylate and / or zwitteronic monomer in said solvent.
• liquid composition can include:
• an anti-fog coating is obtained with very satisfactory properties by means of a liquid composition
• a liquid composition comprising:
• the method can provide at least one step for removing from said surface any surplus of said composition, in order to ensure good homogeneity of the coating in terms of thickness and distribution on said surface.
• the method can provide for draining the surface, in particular by suspending it in a vertical position for about five minutes, and / or suctioning the excess by means of an appropriate device.
• the method then provides for subjecting the surface coated with the liquid composition to ultraviolet radiation, for example by placing it in an oven at 450W for about five minutes, to form the anti-fog coating by crosslinking said composition.
• the method may provide for removing from said coating a possible incompletely crosslinked top layer, in particular by rinsing the treated surface with water.
• the thickness of the coating in particular by means of a profilometer.
• the samples each included an active component chosen from one of the following components:
• samples comprising a mixture of urethane acrylate and zwitteronic monomer (samples “002”, “003” and “004") all presented a satisfactory visual appearance, in particular in terms of homogeneity.
• samples comprising only urethane acrylate (sample “001”) or only zwitteronic monomer (sample “005") showed insufficient homogeneity, insofar as the active component precipitated in the solvent / mixture. water.
• this first test phase made it possible to highlight a synergistic effect of a urethane acrylate / zwitteronic monomer mixture in terms of the homogeneity of the liquid composition.
• the amount of active component was adapted to obtain five samples of satisfactory visual appearance with the same amounts for the other components (water, solvent, photoinitiator), so as not to obtain results distorted by the use of non-homogeneous samples and / or including variations in quantity for components other than the active component.
• liquid composition was deposited by dipping the slide in a bath of the corresponding sample, in order to obtain coatings of optimum uniformity and easily repeatable from one sample to another.
• each slide was soaked in a bath of the corresponding sample by:
• liquid composition was deposited by spraying the slide with the corresponding sample using the "flow coating" technique. To do this, 1 ml of each sample was placed on the corresponding slide using a pasteur pipette.
• slide "017" treated with sample “012" (75% PU / 25% SBMA) had a result of 77.64 °, therefore slightly higher than that of the control slide.
• this third phase of tests revealed a synergistic effect between a urethane acrylate and a zwitteronic monomer, but in determined proportions.
• results obtained with the “017” blade show that an insufficient quantity of zwitteronic monomer, in addition to having insufficient transparency to guarantee a good vision of the user, also brings a hydrophobic character to the treated surface, insofar as the contact angle with water is greater than that observed on an untreated surface.
• the results obtained with the blades “018” and “019” show that an active component with a zwitteronic monomer content of at least 50%, but less than 99%, makes it possible to obtain a coating exhibiting good anti-fog properties while being satisfactory in particular in terms of transparency, resistance and adhesion to the treated surface.

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• Chemical & Material Sciences (AREA)
• Organic Chemistry (AREA)
• Life Sciences & Earth Sciences (AREA)
• Engineering & Computer Science (AREA)
• Materials Engineering (AREA)
• Wood Science & Technology (AREA)
• Health & Medical Sciences (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Medicinal Chemistry (AREA)
• Polymers & Plastics (AREA)
• Paints Or Removers (AREA)
• Application Of Or Painting With Fluid Materials (AREA)
• Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)
• Treatments Of Macromolecular Shaped Articles (AREA)

Applications Claiming Priority (2)

Publications (1)

Family

ID=68987844

Family Applications (1)

Country Status (5)

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Family Cites Families (7)

• 2019
  • 2019-07-29 FR FR1908597A patent/FR3099480B1/fr active Active
• 2020
  • 2020-07-28 EP EP20744059.5A patent/EP4004123A1/de active Pending
  • 2020-07-28 WO PCT/EP2020/071305 patent/WO2021018912A1/fr not_active Ceased
  • 2020-07-29 TW TW109125614A patent/TWI865570B/zh active
  • 2020-07-29 CN CN202010744353.8A patent/CN112300686B/zh active Active

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