WO2023111743A1 - Anti-fogging coating composition - Google Patents

Anti-fogging coating composition Download PDF

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Publication number
WO2023111743A1
WO2023111743A1 PCT/IB2022/061623 IB2022061623W WO2023111743A1 WO 2023111743 A1 WO2023111743 A1 WO 2023111743A1 IB 2022061623 W IB2022061623 W IB 2022061623W WO 2023111743 A1 WO2023111743 A1 WO 2023111743A1
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WO
WIPO (PCT)
Prior art keywords
coating composition
anionic surfactant
composition according
sulfonate
fogging coating
Prior art date
Application number
PCT/IB2022/061623
Other languages
French (fr)
Inventor
Churat Tiyapiboonchaiya
Heh Kok Boon
Sombat Tannarat
Chantana SAI-LIM
Niwat Ningnuek
Original Assignee
SCG Chemicals Public Company Limited
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Publication date
Priority claimed from TH2101007825A external-priority patent/TH2101007825A/en
Application filed by SCG Chemicals Public Company Limited filed Critical SCG Chemicals Public Company Limited
Publication of WO2023111743A1 publication Critical patent/WO2023111743A1/en

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    • 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
    • C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
    • 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
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • C09D7/40—Additives
    • C09D7/60—Additives non-macromolecular
    • C09D7/63—Additives non-macromolecular organic
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/36—Sulfur-, selenium-, or tellurium-containing compounds
    • C08K5/41—Compounds containing sulfur bound to oxygen
    • C08K5/42—Sulfonic acids; Derivatives thereof

Definitions

  • One of polymer's properties is transparency or clarity, which is adopted in various applications, for example, a packaging with an article inside which needs to be seen, especially food packaging; agricultural application, such as a greenhouse which has clear plastic as a cover to control the temperature and allow the light to pass through; public health application, such as a transparent surgical mask, etc.
  • a problem found in the use of such transparent materials is the formation of fog on the materials’ surface which reduces the clarity of the materials. Therefore, many studies have been conducted to acquire a method to prevent the formation of fog on the material surface.
  • an antifogging coating composition comprising a hydrophilic polymer; an anionic surfactant in an amount ranging from 0.5-25% by weight, based on 100% by weight of the polymer; inorganic oxide particles in an amount ranging from 0-60% by weight, based on 100% by weight of the polymer; and an aqueous solvent.
  • European patent no. EP0600053 Bl discloses a polymer composition which, upon incubation, does not dissolve in water and shows an anti-fogging property.
  • the polymer composition comprises (a) a water-soluble polyvinyl alcohol polymer having an average molecular weight of 20,000 to 200,000 and a water-soluble polyvinyl pyrrolidone polymer having an average molecular weight of 30,000 to 400,000, and (b) a cross-linking agent comprising melamine, mineral acid or strong organic acid in an amount up to 50% by weight, based on the weight of non-volatile components contained in the composition.
  • the present invention relates to an anti-fogging coating composition
  • an anti-fogging coating composition comprising a hydrophilic polymer A and an anionic surfactant B, wherein a molecular structure of the anionic surfactant B comprises hydrocarbon, sulfonate group, and hydroxyl group.
  • the present invention also relates to an article comprising a substrate and said antifogging coating composition.
  • the anti-fogging coating composition according to the present invention has good anti-fogging property which makes it suitable for use with various substrates, such as a substrate comprising polypropylene, polyethylene terephthalate or polystyrene as a component, without making the coated substrate hazy or cloudy and without making substrate’s surface oily.
  • substrates such as a substrate comprising polypropylene, polyethylene terephthalate or polystyrene as a component
  • substrate such as a substrate comprising polypropylene, polyethylene terephthalate or polystyrene as a component
  • such anti -fogging coating composition also has a long shelf life.
  • surfactant refers to a molecule comprising a hydrophilic (polar) part and a hydrophobic (non-polar) part in the same molecule which makes the anti-fogging coating composition has a lower surface tension.
  • fig/fogging refers to water droplets on the surface of a material or a substrate which obstruct the visibility through said material or substrate, reduce the visual transparency, reduce the light transmission, for example.
  • the present invention discloses the anti-fogging coating composition
  • the hydrophilic polymer A and the anionic surfactant B wherein the molecular structure of the anionic surfactant B comprises hydrocarbon, sulfonate group, and hydroxyl group.
  • the molecular structure of the anionic surfactant B comprises 1-3 sulfonate groups, preferably 1-2 sulfonate groups, most preferably 1 sulfonate group.
  • the molecular structure of the anionic surfactant B comprises 1-3 hydroxyl groups, preferably 1-2 hydroxyl groups, most preferably 1 hydroxyl group.
  • the sulfonate group in the molecular structure of the anionic surfactant B is in a form of sulfonate salt, wherein the salt is selected from alkali metal salt which is sodium salt; potassium salt; or a mixture thereof, alkali earth metal salt which is magnesium salt, ammonium salt, and tertiary amino salt or the like, preferably alkali metal salt, most preferably sodium salt, potassium salt, or a mixture thereof.
  • the hydrocarbon in the molecular structure of the anionic surfactant B has carbon in a range of 3-20 atoms, preferably 5-20 atoms, more preferably 12-18 atoms, most preferably 14-16 atoms.
  • the hydrocarbon in the molecular structure of the anionic surfactant B is selected from a group consisting of alkane, alkene, alkyne, cycloalkane, cycloalkene, aromatic hydrocarbon, and a mixture thereof, preferably alkane, more preferably straight-chain alkane.
  • the hydrocarbon in the molecular structure of the anionic surfactant B is the straight-chain alkane with carbon in a range of 14-16 atoms.
  • the anionic surfactant B preferably has a formula (I) as show below:
  • X is alkali metal, alkali earth metal, ammonium group or tertiary amino group, preferably alkali metal, more preferably sodium, potassium, or a mixture thereof, most preferably sodium.
  • the anionic surfactant B is sodium hydroxy alkane sulfonate, more preferably sodium hydroxy (C14-C16) alkane sulfonate, most preferably sodium-3 -hydroxy (C14-C16) alkane-l-sulfonate.
  • the hydrophilic polymer A is selected from a group consisting of modified cellulose, polyvinyl pyrrolidone, polyacrylamide, and polyvinyl alcohol, preferably modified cellulose, more preferably hydroxyalkyl methylcellulose, wherein alkyl has carbon in a range of 1-5 atoms, most preferably hydroxypropyl methylcellulose.
  • the anti-fogging coating composition according to the present invention further comprises an anionic surfactant C, which is preferably alkene sulfonate anionic surfactant, more preferably alpha olefin sulfonate anionic surfactant.
  • anionic surfactant C is preferably alkene sulfonate anionic surfactant, more preferably alpha olefin sulfonate anionic surfactant.
  • the anionic surfactant C has carbon in a range of 3-20 atoms, preferably 5-20 atoms, more preferably 12-18 atoms, most preferably 14-16 atoms.
  • the carbon in the anionic surfactant C is in a straight-chain form.
  • the sulfonate group of the alkene sulfonate anionic surfactant or the alpha olefin sulfonate anionic surfactant is in a form of sulfonate salt, wherein the salt is selected from alkali metal salt which is sodium salt; potassium salt; or a mixture thereof, alkali earth metal salt which is magnesium salt, ammonium salt, and tertiary amino salt or the like, preferably alkali metal salt, most preferably sodium salt, potassium salt, or a mixture thereof.
  • the anionic surfactant C is sodium (C14-C16) alkene sulfonate, more preferably sodium (C14-C16) alpha olefin sulfonate, most preferably sodium (C14-C16) alk-2-ene-l -sulfonate.
  • the anti-fogging coating composition according to the present invention further comprises a solvent, preferably water, more preferably ion- and/or impurity-free water.
  • the anti-fogging coating composition consists of the hydrophilic polymer A; the anionic surfactant B, wherein the molecular structure of the anionic surfactant B comprises hydrocarbon, sulfonate group, and hydroxyl group; the anionic surfactant C, which is alkene sulfonate anionic surfactant, preferably alpha olefin sulfonate anionic surfactant; and the solvent, preferably water.
  • the anti-fogging coating composition consists of hydroxyalkyl methylcellulose, wherein alkyl has carbon in a range of 1-5 atoms; sodium hydroxy (C14-C16) alkane sulfonate; sodium (C14-C16) alkene sulfonate, preferably sodium (C14-C16) alpha olefin sulfonate; and the solvent, preferably water.
  • the anti-fogging coating composition consists of hydroxypropyl methylcellulose, sodium 3-hydroxy (C14-C16) alkane- 1 -sulfonate, sodium (C14-C16) alk-2-ene-l-sulfonate, and water.
  • a weight ratio of all anionic surfactants to hydrophilic polymer A is in a range of 1-4.5 : 1, preferably 1.5-3.7 : 1, more preferably
  • a weight ratio of anionic surfactant B and anionic surfactant C to hydrophilic polymer A is in a range of 1-4.5 : 1, preferably
  • a weight ratio of sodium hydroxy (C14-C16) alkane sulfonate and sodium (C14-C16) alpha olefin sulfonate to hydroxypropyl methylcellulose is in a range of 1-4.5 : 1, preferably 1.5-3.7 : 1, more preferably
  • a weight ratio of sodium 3-hydroxy (C14-C16) alkane- 1 -sulfonate and sodium (C14-C16) alk-2-ene-l -sulfonate to hydroxypropyl methylcellulose is in a range of 1-4.5 : 1, preferably 1.5-3.7 : 1, more preferably
  • a weight ratio of anionic surfactant B to anionic surfactant C is in a range of 5-50 : 50-95, preferably 10-40 : 60-90, more preferably 10-30 : 70-90, most preferably 15-25 : 75-85.
  • a weight ratio of sodium hydroxy (C 14-C 16) alkane sulfonate to sodium (C14-C16) alpha olefin sulfonate is in a range of 5-50 : 50-95, preferably 10-40 : 60-90, more preferably 10-30 : 70-90, most preferably 15-25 : 75-85.
  • a weight ratio of sodium 3-hydroxy (C 14-C 16) alkane- 1 -sulfonate to sodium (C 14-C 16) alk-2-ene-l -sulfonate is in a range of 5-50 : 50-95, preferably 10-40 : 60-90, more preferably 10-30 : 70 - 90, most preferably 15-25 : 75-85.
  • a weight ratio of anionic surfactant B to hydrophilic polymer A is in a range of 0.1-1.0 : 1, preferably 0.2-0.8: 1, more preferably 0.3-0.6 : 1, most preferably 0.4-0.5 : 1.
  • a weight ratio of sodium hydroxy (C 14-C 16) alkane sulfonate to hydroxypropyl methylcellulose is in a range of 0. 1-1.0 : 1, preferably 0.2-0.8: 1, more preferably 0.3-0.6 : 1, most preferably 0.4-0.5 : 1.
  • a weight ratio of sodium 3 -hydroxy (C14-C16) alkane- 1 -sulfonate to hydroxypropyl methylcellulose is in a range of 0.1-1.0 : 1, preferably 0.2-0.8: 1, more preferably 0.3-0.6 : 1, most preferably 0.4-0.5 : 1.
  • the anti-fogging coating composition has a pH in a range of 5-10, preferably 6-9.5, most preferably 6-7.5.
  • the anti-fogging coating composition is prepared using a conventional anti-fogging coating composition preparation method, but the preparation is not limited to such method.
  • the anti-fogging coating composition according to the present invention is prepared by mixing the hydrophilic polymer A, the anionic surfactant B, the anionic surfactant C, and the solvent in a determined amount and stirring well until they become a homogeneous solution.
  • the present invention includes a combination of at least one of the embodiments of the invention as mentioned above in order to obtain a good anti-fogging coating composition, for example, an anti-fogging coating composition with good anti-fogging property and long shelf life that is applicable to various substrates.
  • the present invention also discloses the article comprising the substrate and the aforementioned anti-fogging coating composition.
  • the article comprises the aforementioned anti-fogging coating composition which is coated on the substrate.
  • the article is intended for applications which require good clarity or optical or vision property.
  • the substrate is polyolefin which is polypropylene and polyethylene; polystyrene; polyethylene terephthalate; polyethylene glycol naphthalene dicarboxylate; polybutylene terephthalate; polycarbonate; polyvinyl chloride; polyacrylate; polymethacrylate which is polymethyl methacrylate; or a mixture thereof.
  • the substrate is selected from a group consisting of polypropylene, polyethylene terephthalate, polystyrene, polyethylene, polyvinyl chloride, polyacrylate, and a mixture thereof, preferably polypropylene, polyethylene terephthalate or polystyrene.
  • the article is fdm, sheet, block, mask component, goggle component, component of a packaging or a grocery packaging, barrier component, helmet visor, advertising box, displaying shop window, vehicle window, windshield, or greenhouse component, for example.
  • the article and/or substrate is prepared by thermoforming, extrusion, blow fdm extrusion, blow molding, injection molding, injection blow molding, cast fdm, calendering, or the like methods.
  • the present invention also discloses a method for preparing the article comprising:
  • the preparation of the substrate comprises treating the substrate surface by a corona treatment to increase polarity of the substrate surface, which allows for better attachment of the substrate and the anti-fogging coating composition used as a coating.
  • the coating is selected from wire rod coating, roll coating, curtain coating, rotogravure coating, spray coating, dip coating, casting, brush coating, printing, air knife coating, or other similar coating methods.
  • the examples of the anti-fogging coating composition and comparative examples are prepared by mixing the components in the ratios shown in Tables 1 and 2 and stirring at 70°C until a homogeneous solution is obtained.
  • Step 1 Treating the surface of one side of the polypropylene sheets, which have a thickness of 0.35 mm, with the corona to obtain a surface tension of 40 dynes (the surface tension is tested using a dyne test pen);
  • Step 2 Mixing the anti-fogging coating composition prepared above with the ion- and impurity-free water at a ratio of anti -fogging coating composition to ion- and impurity-free water of 1 : 4;
  • Step 3 Coating the anti-fogging coating composition obtained from Step 2 on the surface-treated polypropylene sheets obtained from Step 1 using a wire bar coater no. 2, with a wet thickness of the anti-fogging coating composition fdm being 12 microns;
  • Step 4 Heating the polypropylene sheets coated with the anti -fogging composition obtained from step 3 at a temperature of 75-80 °C for 15 minutes.
  • PET polyethylene terephthalate
  • Step 1 Preparing polyethylene terephthalate sheets having a thickness of 0.37 mm;
  • Step 2 Mixing the anti-fogging coating composition prepared above with the ion- and impurity-free water at a ratio of anti -fogging coating composition to ion- and impurity-free water of 1 : 4;
  • Step 3 Coating the anti-fogging coating composition obtained from Step 2 on the polyethylene terephthalate sheets obtained from Step 1 using the wire bar coater no.2, with a wet thickness of the anti-fogging coating composition film being 12 microns;
  • Step 4 Heating the polyethylene terephthalate sheets coated with the anti -fogging composition obtained from Step 3 at a temperature of 60-65°C for 15 minutes.
  • Examples 1 and 2 it was found that the anti-fogging coating composition according to the present invention (Examples 1-8) can be stored for longer than 6 months without transformation or separation, whereas Comparative Example 5 which contains a surfactant which is a mixture of polyglyceryl- 10-oleate and sodium lauryl ether sulfate was found to separate after only 2 weeks of storage as polyglyceryl-10-oleate dissolves poorly in water, thus causing separation upon storage.
  • a surfactant which is a mixture of polyglyceryl- 10-oleate and sodium lauryl ether sulfate was found to separate after only 2 weeks of storage as polyglyceryl-10-oleate dissolves poorly in water, thus causing separation upon storage.
  • the haze values of PP sheets 1-8 and PET sheets 1-8 are similar to those of PP sheets and PET sheets which are not coated with the antifogging coating composition (the haze values of PP sheet and PET sheet which are not coated with the anti-fogging coating composition are 6.2 and 2.3, respectively), that is, the coating composition according to the present invention does not make the PP sheet and PET sheet which are the substrate become more hazy.
  • Comparative PP sheets 2-6 and Comparative PET sheets 2-6 are higher than those of the PP sheet and PET sheet which are not coated with the anti-fogging coating composition, that is, the anti-fogging coating compositions containing a surfactant which is sodium dodecyl benzene sulfonate (Comparative PP sheets 2 and 3, Comparative PET sheets 2 and 3), a surfactant which is sodium C14-C17 secondary alkyl sulfonate (Comparative PP sheet 4, Comparative PET sheet 4), a surfactant which is a mixture of polyglyceryl- 10-oleate and sodium lauryl ether sulfate (Comparative PP sheet 5, Comparative PET sheet 5), and a surfactant which is sodium lauryl ether sulfate (Comparative PP sheet 6, Comparative PET sheet 6) make the PP sheet and PET sheet which are the substrate become more hazy. Additionally, it was found that Comparative PP sheets containing a surfactant which is sodium do
  • the coating composition according to the present invention has better efficiency in preventing fogging in a hot condition on the substrate which is polypropylene (PP sheets 1-8) than the anti -fogging coating composition containing a surfactant which is sodium lauryl sulfate (Comparative PP sheet 1), a surfactant which is sodium dodecyl benzene sulfonate (Comparative PP sheets 2 and 3), a surfactant which is sodium C14-C17 secondary alkyl sulfonate (Comparative PP sheet 4), a surfactant which is a mixture of polyglyceryl- 10-oleate and sodium lauryl ether sulfate (Comparative PP sheet 5), and a surfactant which is sodium lauryl ether sulfate (Comparative PP sheet 6).
  • a surfactant which is sodium lauryl sulfate Comparative PP sheet 1
  • the coating composition according to the present invention has better efficiency in preventing fogging in a cold condition on the substrate which is polypropylene (PP sheets 1-8) and better efficiency in preventing fogging in a hot condition on the substrate which is polyethylene terephthalate (PET sheets 1-8) than the anti -fogging coating composition containing a surfactant which is sodium C14-C17 secondary alkyl sulfonate (Comparative PP sheet 4 and Comparative PET sheet 4), a surfactant which is a mixture of polyglyceryl- 10-oleate and sodium lauryl ether sulfate (Comparative PP sheet 5 and Comparative PET sheet 5), and a surfactant which is sodium lauryl ether sulfate (Comparative PP sheet 6 and Comparative PET sheet 6).
  • a surfactant which is sodium C14-C17 secondary alkyl sulfonate Comparative PP sheet 4 and Comparative PET sheet 4
  • the coating composition according to the present invention has better efficiency in preventing fogging in a cold condition on the substrate which is polyethylene terephthalate (PET sheets 1-8) than the anti -fogging coating composition containing a surfactant which is sodium dodecyl benzene sulfonate (Comparative PET sheet 2 and Comparative PET Sheet 3), a surfactant which is sodium C14-C17 secondary alkyl sulfonate (Comparative PET sheet 4), a surfactant which is a mixture of polyglyceryl- 10-oleate and sodium lauryl ether sulfate (Comparative PET sheet 5), and a surfactant which is sodium lauryl ether sulfate (Comparative PET sheet 6).
  • a surfactant which is sodium dodecyl benzene sulfonate Comparative PET sheet 2 and Comparative PET Sheet 3
  • a surfactant which is sodium C14-C17 secondary alkyl sulfonate Comparative PET
  • the coating composition according to the present invention has good efficiency in preventing fogging in hot and cold conditions on both polypropylene and polyethylene terephthalate substrates as it comprises the hydroxyl group, which increases the hydrophilicity of the substrate surface and reduces the surface tension of the adhering water droplets, thus making the water spreads out as clear sheet, instead of gathering as droplets and causing fog on the substrate surface.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Paints Or Removers (AREA)
  • Materials Applied To Surfaces To Minimize Adherence Of Mist Or Water (AREA)
  • Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)

Abstract

The present invention relates to an anti-fogging coating composition comprising a hydrophilic polymer A and an anionic surfactant B, wherein a molecular structure of the anionic surfactant B comprises hydrocarbon, sulfonate group, and hydroxyl group. The present invention also relates to an article comprising a substrate and said anti-fogging coating composition.

Description

ANTI-FOGGING COATING COMPOSITION
TECHNICAL FIELD
Chemistry related to an anti-fogging coating composition
BACKGROUND OF THE INVENTION
One of polymer's properties is transparency or clarity, which is adopted in various applications, for example, a packaging with an article inside which needs to be seen, especially food packaging; agricultural application, such as a greenhouse which has clear plastic as a cover to control the temperature and allow the light to pass through; public health application, such as a transparent surgical mask, etc. However, a problem found in the use of such transparent materials is the formation of fog on the materials’ surface which reduces the clarity of the materials. Therefore, many studies have been conducted to acquire a method to prevent the formation of fog on the material surface.
For example, international patent application no. PCT/US2009/065703 discloses an antifogging coating composition comprising a hydrophilic polymer; an anionic surfactant in an amount ranging from 0.5-25% by weight, based on 100% by weight of the polymer; inorganic oxide particles in an amount ranging from 0-60% by weight, based on 100% by weight of the polymer; and an aqueous solvent.
European patent no. EP0600053 Bl discloses a polymer composition which, upon incubation, does not dissolve in water and shows an anti-fogging property. The polymer composition comprises (a) a water-soluble polyvinyl alcohol polymer having an average molecular weight of 20,000 to 200,000 and a water-soluble polyvinyl pyrrolidone polymer having an average molecular weight of 30,000 to 400,000, and (b) a cross-linking agent comprising melamine, mineral acid or strong organic acid in an amount up to 50% by weight, based on the weight of non-volatile components contained in the composition.
The aforementioned-patents however do not disclose the anti-fogging coating composition according to the present invention.
SUMMARY OF THE INVENTION
The present invention relates to an anti-fogging coating composition comprising a hydrophilic polymer A and an anionic surfactant B, wherein a molecular structure of the anionic surfactant B comprises hydrocarbon, sulfonate group, and hydroxyl group. The present invention also relates to an article comprising a substrate and said antifogging coating composition.
The anti-fogging coating composition according to the present invention has good anti-fogging property which makes it suitable for use with various substrates, such as a substrate comprising polypropylene, polyethylene terephthalate or polystyrene as a component, without making the coated substrate hazy or cloudy and without making substrate’s surface oily. In addition, such anti -fogging coating composition also has a long shelf life.
DETAILED DESCRIPTION
Here, unless specified otherwise, the term “surfactant” refers to a molecule comprising a hydrophilic (polar) part and a hydrophobic (non-polar) part in the same molecule which makes the anti-fogging coating composition has a lower surface tension.
The term “fog/fogging” refers to water droplets on the surface of a material or a substrate which obstruct the visibility through said material or substrate, reduce the visual transparency, reduce the light transmission, for example.
The phrase “in a range of’ encompasses a starting value and an ending value and values between the starting value and the ending value.
The present invention discloses the anti-fogging coating composition comprising the hydrophilic polymer A and the anionic surfactant B, wherein the molecular structure of the anionic surfactant B comprises hydrocarbon, sulfonate group, and hydroxyl group.
In an embodiment of the present invention, the molecular structure of the anionic surfactant B comprises 1-3 sulfonate groups, preferably 1-2 sulfonate groups, most preferably 1 sulfonate group.
In an embodiment of the present invention, the molecular structure of the anionic surfactant B comprises 1-3 hydroxyl groups, preferably 1-2 hydroxyl groups, most preferably 1 hydroxyl group.
In an embodiment of the present invention, the sulfonate group in the molecular structure of the anionic surfactant B is in a form of sulfonate salt, wherein the salt is selected from alkali metal salt which is sodium salt; potassium salt; or a mixture thereof, alkali earth metal salt which is magnesium salt, ammonium salt, and tertiary amino salt or the like, preferably alkali metal salt, most preferably sodium salt, potassium salt, or a mixture thereof. In an embodiment of the present invention, the hydrocarbon in the molecular structure of the anionic surfactant B has carbon in a range of 3-20 atoms, preferably 5-20 atoms, more preferably 12-18 atoms, most preferably 14-16 atoms.
In an embodiment of the present invention, the hydrocarbon in the molecular structure of the anionic surfactant B is selected from a group consisting of alkane, alkene, alkyne, cycloalkane, cycloalkene, aromatic hydrocarbon, and a mixture thereof, preferably alkane, more preferably straight-chain alkane.
In a preferred embodiment of the present invention, the hydrocarbon in the molecular structure of the anionic surfactant B is the straight-chain alkane with carbon in a range of 14-16 atoms.
In an embodiment of the present invention, the anionic surfactant B preferably has a formula (I) as show below:
R-CH(OH)(CH2) m-(SO3-X+) n (I) wherein
R is alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, aryl, or a mixture thereof, with carbon in a range of 1-19 atoms, preferably 1-17 atoms, more preferably 8-15 atoms, most preferably 11-13 atoms, m = 0-3, preferably 2-3, more preferably 2, n = 1-3, preferably 1, and
X is alkali metal, alkali earth metal, ammonium group or tertiary amino group, preferably alkali metal, more preferably sodium, potassium, or a mixture thereof, most preferably sodium.
Preferably, R is alkyl with carbon in a range of 8-15 atoms, more preferably 11-13 atoms, m = 2-3, preferably m = 2, n = 1, and X is alkali metal, preferably sodium or potassium, more preferably sodium.
More preferably, R is alkyl with carbon in a range of 8-15 atoms, more preferably 11-13 atoms, and is in a straight-chain form, m = 2-3, preferably m = 2, n = 1, and X is alkali metal, preferably sodium or potassium, more preferably sodium.
In a preferred embodiment of the present invention, the anionic surfactant B is sodium hydroxy alkane sulfonate, more preferably sodium hydroxy (C14-C16) alkane sulfonate, most preferably sodium-3 -hydroxy (C14-C16) alkane-l-sulfonate.
In an embodiment of the present invention, the hydrophilic polymer A is selected from a group consisting of modified cellulose, polyvinyl pyrrolidone, polyacrylamide, and polyvinyl alcohol, preferably modified cellulose, more preferably hydroxyalkyl methylcellulose, wherein alkyl has carbon in a range of 1-5 atoms, most preferably hydroxypropyl methylcellulose.
The anti-fogging coating composition according to the present invention further comprises an anionic surfactant C, which is preferably alkene sulfonate anionic surfactant, more preferably alpha olefin sulfonate anionic surfactant.
In an embodiment of the present invention, the anionic surfactant C has carbon in a range of 3-20 atoms, preferably 5-20 atoms, more preferably 12-18 atoms, most preferably 14-16 atoms.
In an embodiment of the present invention, the carbon in the anionic surfactant C is in a straight-chain form.
In an embodiment of the present invention, the sulfonate group of the alkene sulfonate anionic surfactant or the alpha olefin sulfonate anionic surfactant is in a form of sulfonate salt, wherein the salt is selected from alkali metal salt which is sodium salt; potassium salt; or a mixture thereof, alkali earth metal salt which is magnesium salt, ammonium salt, and tertiary amino salt or the like, preferably alkali metal salt, most preferably sodium salt, potassium salt, or a mixture thereof.
In a preferred embodiment of the present invention, the anionic surfactant C is sodium (C14-C16) alkene sulfonate, more preferably sodium (C14-C16) alpha olefin sulfonate, most preferably sodium (C14-C16) alk-2-ene-l -sulfonate.
The anti-fogging coating composition according to the present invention further comprises a solvent, preferably water, more preferably ion- and/or impurity-free water.
In an embodiment of the present invention, the anti-fogging coating composition consists of the hydrophilic polymer A; the anionic surfactant B, wherein the molecular structure of the anionic surfactant B comprises hydrocarbon, sulfonate group, and hydroxyl group; the anionic surfactant C, which is alkene sulfonate anionic surfactant, preferably alpha olefin sulfonate anionic surfactant; and the solvent, preferably water.
In an embodiment of the present invention, the anti-fogging coating composition consists of hydroxyalkyl methylcellulose, wherein alkyl has carbon in a range of 1-5 atoms; sodium hydroxy (C14-C16) alkane sulfonate; sodium (C14-C16) alkene sulfonate, preferably sodium (C14-C16) alpha olefin sulfonate; and the solvent, preferably water. In an embodiment of the present invention, the anti-fogging coating composition consists of hydroxypropyl methylcellulose, sodium 3-hydroxy (C14-C16) alkane- 1 -sulfonate, sodium (C14-C16) alk-2-ene-l-sulfonate, and water.
In an embodiment of the present invention, a weight ratio of all anionic surfactants to hydrophilic polymer A is in a range of 1-4.5 : 1, preferably 1.5-3.7 : 1, more preferably
1.5-2.4 : 1, most preferably 1.8-2.4 : 1.
In a preferred embodiment of the present invention, a weight ratio of anionic surfactant B and anionic surfactant C to hydrophilic polymer A is in a range of 1-4.5 : 1, preferably
1.5-3.7 : 1, more preferably 1.5-2.4 : 1, most preferably 1.8-2.4 : 1.
In a more preferred embodiment of the present invention, a weight ratio of sodium hydroxy (C14-C16) alkane sulfonate and sodium (C14-C16) alpha olefin sulfonate to hydroxypropyl methylcellulose is in a range of 1-4.5 : 1, preferably 1.5-3.7 : 1, more preferably
1.5-2.4 : 1, most preferably 1.8-2.4 : 1.
In a more preferred embodiment of the present invention, a weight ratio of sodium 3-hydroxy (C14-C16) alkane- 1 -sulfonate and sodium (C14-C16) alk-2-ene-l -sulfonate to hydroxypropyl methylcellulose is in a range of 1-4.5 : 1, preferably 1.5-3.7 : 1, more preferably
1.5-2.4 : 1, most preferably 1.8-2.4 : 1.
In an embodiment of the present invention, a weight ratio of anionic surfactant B to anionic surfactant C is in a range of 5-50 : 50-95, preferably 10-40 : 60-90, more preferably 10-30 : 70-90, most preferably 15-25 : 75-85.
In an embodiment of the present invention, a weight ratio of sodium hydroxy (C 14-C 16) alkane sulfonate to sodium (C14-C16) alpha olefin sulfonate is in a range of 5-50 : 50-95, preferably 10-40 : 60-90, more preferably 10-30 : 70-90, most preferably 15-25 : 75-85.
In an embodiment of the present invention, a weight ratio of sodium 3-hydroxy (C 14-C 16) alkane- 1 -sulfonate to sodium (C 14-C 16) alk-2-ene-l -sulfonate is in a range of 5-50 : 50-95, preferably 10-40 : 60-90, more preferably 10-30 : 70 - 90, most preferably 15-25 : 75-85.
In an embodiment of the present invention, a weight ratio of anionic surfactant B to hydrophilic polymer A is in a range of 0.1-1.0 : 1, preferably 0.2-0.8: 1, more preferably 0.3-0.6 : 1, most preferably 0.4-0.5 : 1. In an embodiment of the present invention, a weight ratio of sodium hydroxy (C 14-C 16) alkane sulfonate to hydroxypropyl methylcellulose is in a range of 0. 1-1.0 : 1, preferably 0.2-0.8: 1, more preferably 0.3-0.6 : 1, most preferably 0.4-0.5 : 1.
In an embodiment of the present invention, a weight ratio of sodium 3 -hydroxy (C14-C16) alkane- 1 -sulfonate to hydroxypropyl methylcellulose is in a range of 0.1-1.0 : 1, preferably 0.2-0.8: 1, more preferably 0.3-0.6 : 1, most preferably 0.4-0.5 : 1.
In an embodiment of the present invention, the anti-fogging coating composition has a pH in a range of 5-10, preferably 6-9.5, most preferably 6-7.5.
In an embodiment of the present invention, the anti-fogging coating composition is prepared using a conventional anti-fogging coating composition preparation method, but the preparation is not limited to such method. For example, the anti-fogging coating composition according to the present invention is prepared by mixing the hydrophilic polymer A, the anionic surfactant B, the anionic surfactant C, and the solvent in a determined amount and stirring well until they become a homogeneous solution.
The present invention includes a combination of at least one of the embodiments of the invention as mentioned above in order to obtain a good anti-fogging coating composition, for example, an anti-fogging coating composition with good anti-fogging property and long shelf life that is applicable to various substrates.
The present invention also discloses the article comprising the substrate and the aforementioned anti-fogging coating composition.
In a preferred embodiment of the present invention, the article comprises the aforementioned anti-fogging coating composition which is coated on the substrate.
In an embodiment of the present invention, the article is intended for applications which require good clarity or optical or vision property.
In an embodiment of the present invention, the substrate is polyolefin which is polypropylene and polyethylene; polystyrene; polyethylene terephthalate; polyethylene glycol naphthalene dicarboxylate; polybutylene terephthalate; polycarbonate; polyvinyl chloride; polyacrylate; polymethacrylate which is polymethyl methacrylate; or a mixture thereof.
In an embodiment of the present invention, the substrate is selected from a group consisting of polypropylene, polyethylene terephthalate, polystyrene, polyethylene, polyvinyl chloride, polyacrylate, and a mixture thereof, preferably polypropylene, polyethylene terephthalate or polystyrene. In a preferred embodiment of the present invention, the article is fdm, sheet, block, mask component, goggle component, component of a packaging or a grocery packaging, barrier component, helmet visor, advertising box, displaying shop window, vehicle window, windshield, or greenhouse component, for example.
In a preferred embodiment of the present invention, the article and/or substrate is prepared by thermoforming, extrusion, blow fdm extrusion, blow molding, injection molding, injection blow molding, cast fdm, calendering, or the like methods.
The present invention also discloses a method for preparing the article comprising:
- preparing the substrate,
- preparing the aforementioned anti-fogging coating composition, and
- coating the aforementioned anti-fogging coating composition on the substrate.
In an embodiment of the present invention, the preparation of the substrate comprises treating the substrate surface by a corona treatment to increase polarity of the substrate surface, which allows for better attachment of the substrate and the anti-fogging coating composition used as a coating.
In an embodiment of the present invention, the coating is selected from wire rod coating, roll coating, curtain coating, rotogravure coating, spray coating, dip coating, casting, brush coating, printing, air knife coating, or other similar coating methods.
The present invention will be illustrated through the following examples. These examples are proposed in order to describe the aspects which should be practiced and the usage efficiency of the present invention and are not meant to limit the scope of the invention, unless specified otherwise in the claims in this respect. Any modifications or changes which may be made to the present invention are considered to be within the scope of the present invention.
Substances used
Sodium hydroxy (C14-C16) alkane sulfonate
Sodium (C14-C16) alpha olefin sulfonate
Polygly ceryl- 10-oleate
Sodium lauryl sulfate
Sodium C14-C17 secondary alkyl sulfonate
Sodium dodecyl benzene sulfonate
Sodium lauryl ether sulfate
Hydroxy propyl methylcellulose Examples of the anti-fogging coating composition and comparative examples
The examples of the anti-fogging coating composition and comparative examples (Examples 1-8 and Comparative Examples 1-6) are prepared by mixing the components in the ratios shown in Tables 1 and 2 and stirring at 70°C until a homogeneous solution is obtained.
Examples of sheets coated with the anti-fogging coating composition and comparative sheet examples
1. Preparation of examples of polypropylene (PP) sheets coated with the anti-fogging coating composition and comparative PP sheet examples (PP sheets 1-8 and Comparative PP sheets 1-6)
Step 1: Treating the surface of one side of the polypropylene sheets, which have a thickness of 0.35 mm, with the corona to obtain a surface tension of 40 dynes (the surface tension is tested using a dyne test pen);
Step 2: Mixing the anti-fogging coating composition prepared above with the ion- and impurity-free water at a ratio of anti -fogging coating composition to ion- and impurity-free water of 1 : 4;
Step 3: Coating the anti-fogging coating composition obtained from Step 2 on the surface-treated polypropylene sheets obtained from Step 1 using a wire bar coater no. 2, with a wet thickness of the anti-fogging coating composition fdm being 12 microns;
Step 4: Heating the polypropylene sheets coated with the anti -fogging composition obtained from step 3 at a temperature of 75-80 °C for 15 minutes.
2. Preparation of examples of polyethylene terephthalate (PET) sheets coated with the antifogging coating composition and comparative PET sheet examples (PET sheets 1-8 and Comparative PET sheets 1-6)
Step 1: Preparing polyethylene terephthalate sheets having a thickness of 0.37 mm;
Step 2: Mixing the anti-fogging coating composition prepared above with the ion- and impurity-free water at a ratio of anti -fogging coating composition to ion- and impurity-free water of 1 : 4;
Step 3: Coating the anti-fogging coating composition obtained from Step 2 on the polyethylene terephthalate sheets obtained from Step 1 using the wire bar coater no.2, with a wet thickness of the anti-fogging coating composition film being 12 microns; Step 4: Heating the polyethylene terephthalate sheets coated with the anti -fogging composition obtained from Step 3 at a temperature of 60-65°C for 15 minutes.
Test method
1. Hot anti-fogging test
1.1 Add 50 ml of water to a 250 ml beaker, which is 68 mm in diameter and 90 mm in height, and cover the beaker with the example sheet, with the side coated with the anti-fogging coating composition facing down;
1.2 Put the beaker in a hot water bath, which has a controlled temperature of
60 +/- 1°C. The water in the bath and the beaker must be at the same level;
1.3 Observe the change on the sheet surface and record the time of when water droplets start to cover over the test surface.
2. Cold antifogging test
2.1 Add 200 ml of water to a 250 ml beaker, which is 68 mm in diameter and 90 mm in height, and cover the beaker with the example sheet, with the side coated with the anti-fogging coating composition facing down;
2.2 Put the beaker in a chamber, which has a controlled temperature of 2 +/- 1°C;
2.3 Observe the change on the sheet surface and record the time of when water droplets start to cover over the test surface.
3. pH test using the METTLER TOLEDO Seven Compact pH meter
4. Haze test using the Data Color Datacolor Spectra 700 spectrophotometer
5. Shelf-life test
5.1 Put 500 g of coating composition in a 500 ml cylindrical container and close the lid;
5.2 Keep the container from step 5.1 indoor at room temperature;
5.3 Observe the change of the coating composition, such as color, haze/clarity, precipitation/separation, viscosity, and pH and record the time of when the change occurs.
According to Tables 1 and 2, it was found that the anti-fogging coating composition according to the present invention (Examples 1-8) can be stored for longer than 6 months without transformation or separation, whereas Comparative Example 5 which contains a surfactant which is a mixture of polyglyceryl- 10-oleate and sodium lauryl ether sulfate was found to separate after only 2 weeks of storage as polyglyceryl-10-oleate dissolves poorly in water, thus causing separation upon storage.
According to Tables 3 and 4, it was found that the haze values of PP sheets 1-8 and PET sheets 1-8 are similar to those of PP sheets and PET sheets which are not coated with the antifogging coating composition (the haze values of PP sheet and PET sheet which are not coated with the anti-fogging coating composition are 6.2 and 2.3, respectively), that is, the coating composition according to the present invention does not make the PP sheet and PET sheet which are the substrate become more hazy. On the other hand, the haze values of Comparative PP sheets 2-6 and Comparative PET sheets 2-6 are higher than those of the PP sheet and PET sheet which are not coated with the anti-fogging coating composition, that is, the anti-fogging coating compositions containing a surfactant which is sodium dodecyl benzene sulfonate (Comparative PP sheets 2 and 3, Comparative PET sheets 2 and 3), a surfactant which is sodium C14-C17 secondary alkyl sulfonate (Comparative PP sheet 4, Comparative PET sheet 4), a surfactant which is a mixture of polyglyceryl- 10-oleate and sodium lauryl ether sulfate (Comparative PP sheet 5, Comparative PET sheet 5), and a surfactant which is sodium lauryl ether sulfate (Comparative PP sheet 6, Comparative PET sheet 6) make the PP sheet and PET sheet which are the substrate become more hazy. Additionally, it was found that Comparative PP sheets 4-5 and Comparative PET sheets 4-5 have abnormal surfaces, that is, white stains and oil were found.
The test results also show that the coating composition according to the present invention has better efficiency in preventing fogging in a hot condition on the substrate which is polypropylene (PP sheets 1-8) than the anti -fogging coating composition containing a surfactant which is sodium lauryl sulfate (Comparative PP sheet 1), a surfactant which is sodium dodecyl benzene sulfonate (Comparative PP sheets 2 and 3), a surfactant which is sodium C14-C17 secondary alkyl sulfonate (Comparative PP sheet 4), a surfactant which is a mixture of polyglyceryl- 10-oleate and sodium lauryl ether sulfate (Comparative PP sheet 5), and a surfactant which is sodium lauryl ether sulfate (Comparative PP sheet 6).
The coating composition according to the present invention has better efficiency in preventing fogging in a cold condition on the substrate which is polypropylene (PP sheets 1-8) and better efficiency in preventing fogging in a hot condition on the substrate which is polyethylene terephthalate (PET sheets 1-8) than the anti -fogging coating composition containing a surfactant which is sodium C14-C17 secondary alkyl sulfonate (Comparative PP sheet 4 and Comparative PET sheet 4), a surfactant which is a mixture of polyglyceryl- 10-oleate and sodium lauryl ether sulfate (Comparative PP sheet 5 and Comparative PET sheet 5), and a surfactant which is sodium lauryl ether sulfate (Comparative PP sheet 6 and Comparative PET sheet 6).
The coating composition according to the present invention has better efficiency in preventing fogging in a cold condition on the substrate which is polyethylene terephthalate (PET sheets 1-8) than the anti -fogging coating composition containing a surfactant which is sodium dodecyl benzene sulfonate (Comparative PET sheet 2 and Comparative PET Sheet 3), a surfactant which is sodium C14-C17 secondary alkyl sulfonate (Comparative PET sheet 4), a surfactant which is a mixture of polyglyceryl- 10-oleate and sodium lauryl ether sulfate (Comparative PET sheet 5), and a surfactant which is sodium lauryl ether sulfate (Comparative PET sheet 6).
Overall, it was found that the coating composition according to the present invention has good efficiency in preventing fogging in hot and cold conditions on both polypropylene and polyethylene terephthalate substrates as it comprises the hydroxyl group, which increases the hydrophilicity of the substrate surface and reduces the surface tension of the adhering water droplets, thus making the water spreads out as clear sheet, instead of gathering as droplets and causing fog on the substrate surface.
Table 1 Examples of the anti-fogging coating composition according to the present invention
Figure imgf000013_0001
Table 2 Comparative examples of the anti-fogging coating composition
Figure imgf000014_0001
Table 3 Examples of sheets coated with the anti-fogging coating composition according the present invention
Figure imgf000015_0001
Table 4 Comparative examples of sheets coated with the anti-fogging coating composition
Figure imgf000016_0001
BEST MODE OF THE INVENTION
Best mode of the invention is as described in the detailed description of the invention

Claims

WHAT IS CLAIMED IS:
1. An anti-fogging coating composition comprising a hydrophilic polymer A and an anionic surfactant B, wherein a molecular structure of the anionic surfactant B comprises hydrocarbon, sulfonate group, and hydroxyl group.
2. The anti-fogging coating composition according to claim 1, wherein the sulfonate group in the molecular structure of the anionic surfactant B is in a form of sulfonate salt, wherein the salt is selected from alkali metal salt, alkali earth metal salt, ammonium salt, and tertiary amino salt, preferably alkali metal salt, most preferably sodium salt, potassium salt, or a mixture thereof.
3. The anti -fogging coating composition according to claim 1, wherein the hydrocarbon in the molecular structure of the anionic surfactant B has carbon in a range of 3-20 atoms, preferably 5-20 atoms, more preferably 12-18 atoms, most preferably 14-16 atoms.
4. The anti-fogging coating composition according to claim 1 or 3, wherein the hydrocarbon in the molecular structure of the anionic surfactant B is selected from a group consisting of alkane, alkene, alkyne, cycloalkane, cycloalkene, aromatic hydrocarbon, and a mixture thereof, preferably alkane, more preferably straight-chain alkane.
5. The anti -fogging coating composition according to any one of claim 1, 3 or 4, wherein the hydrocarbon in the molecular structure of the anionic surfactant B is preferably the straight-chain alkane with carbon in a range of 14-16 atoms.
6. The anti -fogging coating composition according to any one of the preceding claims, wherein the anionic surfactant B is preferably sodium hydroxy alkane sulfonate, more preferably sodium hydroxy (C14-C16) alkane sulfonate, most preferably sodium 3-hydroxy (C14-C16) alkane- 1 -sulfonate.
7. The anti -fogging coating composition according to claim 1, wherein the hydrophilic polymer A is selected from a group consisting of modified cellulose, polyvinyl pyrrolidone, polyacrylamide, and polyvinyl alcohol, preferably modified cellulose, more preferably hydroxyalkyl methylcellulose, wherein alkyl has carbon in a range of 1-5 atoms, most preferably hydroxypropyl methylcellulose. The anti -fogging coating composition according to any one of the preceding claims further comprising an anionic surfactant C, which is preferably alkene sulfonate anionic surfactant, preferably alpha olefin sulfonate anionic surfactant. The anti-fogging coating composition according to claim 8, wherein the anionic surfactant C has carbon in a range of 3-20 atoms, preferably 5-20 atoms, more preferably 12-18 atoms, most preferably 14-16 atoms. The anti-fogging coating composition according to claim 8 or 9, wherein the anionic surfactant C is preferably sodium (C14-C16) alkene sulfonate, more preferably sodium (C14-C16) alpha olefin sulfonate, most preferably sodium (C14-C16) alk-2-ene-l -sulfonate. The anti -fogging coating composition according to any one of the preceding claims further comprising a solvent, preferably water, more preferably ion- and/or impurity-free water. The anti-fogging coating composition according to any one of the preceding claims, wherein a weight ratio of all anionic surfactants to hydrophilic polymer A is in a range of 1-4.5 : 1, preferably 1.5-3.7 : 1, more preferably 1.5-2.4 : 1, most preferably 1.8-2.4 : 1. The anti -fogging coating composition according to any one of the preceding claims, wherein a weight ratio of anionic surfactant B to anionic surfactant C is in a range of 5-50 : 50-95, preferably 10-40 : 60-90, more preferably
10-30 : 70-90, most preferably 15-25 : 75-85. The anti-fogging coating composition according to any one of the preceding claims, wherein a pH is in a range of 5-10, preferably 6-9.5, most preferably 6-7.5. An article comprising a substrate and the anti -fogging coating composition according to any one of claims 1 to 14. The article according to claim 15, wherein the anti -fogging coating composition according to any one of claims 1 to 14 is coated on the substrate. The article according to claim 15 or 16, wherein the substrate is selected from a group consisting of polypropylene, polyethylene terephthalate, polystyrene, polyethylene, polyvinyl chloride, polyacrylate, and a mixture thereof, preferably polypropylene, polyethylene terephthalate or polystyrene. 18
18. The article according to any one of claims 15 to 17, wherein the article is film, sheet, block, mask component, goggle component, component of a packaging or a grocery packaging, barrier component, helmet visor, advertising box, displaying shop window, vehicle window, windshield, or greenhouse component.
19. A method for preparing an article comprising preparing a substrate, preparing the anti-fogging coating composition according to any one of claims 1 to 14, and coating the anti-fogging coating composition according to any one of claims 1 to 14 on the substrate. 0. The method for preparing the article according to claim 19, wherein the coating is selected from wire rod coating, roll coating, curtain coating, rotogravure coating, spray coating, dip coating, casting, brush coating, printing, and air knife coating.
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Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0600053A1 (en) 1992-05-12 1994-06-08 Film Specialties Inc Hydrophilic compositions which are fog-resistant.
EP1418211A1 (en) * 2001-06-13 2004-05-12 Nippon Arc Co., Ltd. Coating composition and article coated with the composition
WO2010062893A1 (en) * 2008-11-28 2010-06-03 3M Innovative Properties Company Antifogging coating composition, antifogging film and article
CN101591494B (en) * 2009-07-03 2011-08-31 北京瑞博奥生物科技有限公司 Antifogging coating, special antifogging coating composition and antifogging product thereof
EP2890772A1 (en) * 2012-08-31 2015-07-08 3M Innovative Properties Company Multi-functional compositions and methods of use
US20170095410A1 (en) * 2014-03-19 2017-04-06 L'oreal Foaming composition containing internal olefin sultonates and one foam-enhancing agent or foam booster

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0600053A1 (en) 1992-05-12 1994-06-08 Film Specialties Inc Hydrophilic compositions which are fog-resistant.
EP1418211A1 (en) * 2001-06-13 2004-05-12 Nippon Arc Co., Ltd. Coating composition and article coated with the composition
WO2010062893A1 (en) * 2008-11-28 2010-06-03 3M Innovative Properties Company Antifogging coating composition, antifogging film and article
CN101591494B (en) * 2009-07-03 2011-08-31 北京瑞博奥生物科技有限公司 Antifogging coating, special antifogging coating composition and antifogging product thereof
EP2890772A1 (en) * 2012-08-31 2015-07-08 3M Innovative Properties Company Multi-functional compositions and methods of use
US20170095410A1 (en) * 2014-03-19 2017-04-06 L'oreal Foaming composition containing internal olefin sultonates and one foam-enhancing agent or foam booster

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