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WO2016077698A1 - Composition anti-brouillard et/ou anti-givre - Google Patents

Composition anti-brouillard et/ou anti-givre Download PDF

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Publication number
WO2016077698A1
WO2016077698A1 PCT/US2015/060583 US2015060583W WO2016077698A1 WO 2016077698 A1 WO2016077698 A1 WO 2016077698A1 US 2015060583 W US2015060583 W US 2015060583W WO 2016077698 A1 WO2016077698 A1 WO 2016077698A1
Authority
WO
WIPO (PCT)
Prior art keywords
composition
surfactant
sulfate
fog
value
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/US2015/060583
Other languages
English (en)
Inventor
Kulbir Singh
Michael MCALDUFF
D. Gerrard Marangoni
Scott Theodore NEWMAN
Robert Lawrence Newman
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Cross Research And Development Inc
Original Assignee
Cross Research And Development Inc
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Cross Research And Development Inc filed Critical Cross Research And Development Inc
Publication of WO2016077698A1 publication Critical patent/WO2016077698A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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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
    • 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
    • C03C17/32—Surface treatment of glass, not in the form of fibres or filaments, by coating with organic material with synthetic or natural resins
    • 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
    • C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
    • C09D133/02—Homopolymers or copolymers of acids; Metal or ammonium salts thereof
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B27/00—Optical systems or apparatus not provided for by any of the groups G02B1/00 - G02B26/00, G02B30/00
    • G02B27/0006—Optical systems or apparatus not provided for by any of the groups G02B1/00 - G02B26/00, G02B30/00 with means to keep optical surfaces clean, e.g. by preventing or removing dirt, stains, contamination, condensation

Definitions

  • Eye protection such as goggles and sunglasses, frost over and freeze up in low temperatures.
  • an anti-fog and/or anti-frost composition designed for coating a variety of plastic and/or glass surfaces is described.
  • the anionic surface active agent selected should have excellent wetting action with respect the material being coated;
  • a second and/or third surface active agent or surfactant, different than the first mentioned surface active agent, is admixed therewith and is an alkylphenyl polyether alcohol surfactant, alkyl poly(oxyethylene) ether nonionic surfactant.
  • the surfactants are admixed in a gel-type composition and are dispensed from a small tube or other appropriate application vehicle.
  • the second or the third surfactant are incorporated into the solution formed, along with separate means to maintain the surface active agent and the alkylphenyl polyether alcohol in a gel-type matrix that can be readily applied to the surface for which the anti-fogging capability is desired, without adversely affecting or scratching the lenses and without changing the power of the lenses, as for example when the rubbing action of the finger or a cloth is used to apply the solution and rub it against the lens.
  • the surface active agent first mentioned has the following formula:
  • a third surfactant is used in a small amount to further enhance the adhesion and the wetting ability of the surface.
  • an additional surfactant (a cationic surfactant) may be added to perform the function of a preservative in the mixture; the amount of the cationic preservative that can be mixed with the anionic surfactants must not affect the optical clarity of the film (i.e., it must not adversely interact with any anionic surfactant) and will be readily apparent to those skilled in the art.
  • This product or composition is preferably in the form of a gel or liquid.
  • the active agents are sodium laureth sulfate and ethoxylated alcohols in one example. These wetting agents actively keep the eye protection from freezing, working successfully in temperatures as low at -20°C.
  • the active agents are ethoxylated alcohols and a high molecular weight, neutralized homo- and copolymer of acrylic acid crosslinked with a polyalkenyl polyether or an acrylate based polymer (neutralized poly(acrylic acid)).
  • This is also in the form of a gel; the gel system thus formed when applied to eye protection or some other type of lens material, actively keeps the eye protection from freezing, working successfully in temperatures as low at - 30°C.
  • an anti-fog and/or anti-frost composition for coating plastic or glass surfaces has an anionic sulfate surfactant; and a nonionic surfactant.
  • the anionic sulfate surfactant has the structure: C n H2n+i(CH2CH 2 0)xS0 3 " R + , where x has a value from 0 to 10, n has a value from 8 to 20, and R + is Na + , K + , NH 4 + , 0.5Mg ++ or (CH 2 CH 2 OH)3NH + .
  • the nonionic surfactant is alkylphenyl polyether alcohol surfactant.
  • this product is also in the form of a gel.
  • the active agents are ethoxylated alcohols and a high molecular weight, neutralized homo- and copolymer of acrylic acid crosslinked with a polyalkenyl polyether or an acrylate based polymer (neutralized poly(acrylic acid)).
  • the gel system thus formed when applied to eye protection or some other type of lens material, actively keeps the eye protection from freezing, working successfully in temperatures as low at -30°C.
  • This formulation is a mixture of octylphenol ethoxylate, preferably Triton X 100 surfactant (0.75-10% by weight), neutralized poly(acrylic acid) polymer or the copolymer of acrylic acid crosslinked with a polyalkenyl polyether (0.5-1.5 %) and water (to 100%).
  • Triton X-100 (Ci 4 H 22 0(C 2 H 4 0) n ) is a nonionic surfactant that has a hydrophilic polyethylene oxide chain (on average it has 9.5 ethylene oxide units) and an aromatic hydrocarbon lipophilic or hydrophobic group. The hydrocarbon group is a 4-(l, 1,3,3- tetramethylbutyl)-phenyl group.
  • Triton X-100 is trademark of The Dow Chemical Company and the product is available from the company.
  • the invention features a method for making an anti-fog and/or anti-frost composition.
  • the method includes mixing an anionic sulfate surfactant with a nonionic surfactant in a mixing tank.
  • the mixing tank is warmed up to 40 degrees C to create a mixed solution.
  • Octylphenol ethoxylate is added to the mixed solution.
  • the invention features a method for making an anti-fog and/or anti-frost composition.
  • the method includes mixing the neutralized poly(acrylic acid) polymer or the copolymer of acrylic acid crosslinked with a polyalkenyl polyether (0.5-1.5 %) and water (to 100%) with the octylphenol ethoxylate nonionic surfactant in a mixing tank.
  • the preferred formulation of the novel anti-fogging composition cleaning solution of this invention utilizes a surface active agent which is preferably anionic, at least one nonionic surfactant, and possibly a preserving cationic surfactant that can form a stable gel-type mixture when mixed.
  • a surface active agent which is preferably anionic, at least one nonionic surfactant, and possibly a preserving cationic surfactant that can form a stable gel-type mixture when mixed.
  • poly(oxyethylene) ether is selected due to its ability to wet the surface of the lens material in question.
  • this is preferably an anionic sulfate conforming to the following general structure:
  • R + is Na + , K + , NH 4 + , 0.5Mg ++ or (CH 2 CH 2 OH) 3 NH + .
  • detergents include: sodium lauryl sulfate, sodium cetyl sulfate, sodium octyl sulfate, sodium tridecyl sulfate, sodium oleyl sulfate, sodium tridecyl ether sulfate, triethanolamine lauryl sulfate, ammonium lauryl ether sulfate, sodium lauryl ether sulfate and magnesium lauryl sulfate.
  • alkylphenyl polyether alcohol surfactants have the formula:
  • n has a value has a value 3 to 12, more preferably from 8 to 10, and most preferably 8 and 9; x has a value from 3 to 12, but preferably 9 and 10.
  • the third nonionic surfactant has the formula: where n has a value from 4 to 16, more preferably from 8-12, and most preferably from 10- 12; x has a value from 6 to 24, but preferably 12-18.
  • Preferred surfactants include tridecyl alcohol ethoxylates and specific alkylpolyether alcohols in accordance with the above formula where x has a value of 12, 14, 16, and 18.
  • Rhodia trademark products e.g., Rhodia RHODASURF ® surfactants are preferred for use in the combinations of this invention.
  • the formulation is a mixture of octylphenol ethoxylate, preferably Triton X 100 (1-20% by weight), and sodium lauryl ether sulfate, preferably one with 3 moles of octylphenol ethoxylate (20-80% by weight), Fatty Alcohol (0.1-0.36% by weight), sodium chloride (0.01-0.025% by weight), sodium sulfate (0.08- 0.15%) by weight), and water (1-10% by weight).
  • Triton X 100 1-20% by weight
  • sodium lauryl ether sulfate preferably one with 3 moles of octylphenol ethoxylate (20-80% by weight
  • Fatty Alcohol 0.1-0.36% by weight
  • sodium chloride 0.01-0.025% by weight
  • sodium sulfate (0.08- 0.15%
  • Triton X- 100 In place of Triton X- 100, related chemicals could be used such as those in the group of surfactants called octylphenol ethoxylates, which in turn belong to a category called nonionic surfactants.
  • the octylphenol ethoxylate functions as a wetting agent and anionic surfactant is acting as thicker and cleansing agent.
  • the above ingredients can be used in water and alcohol mixture or in water and glycol mixture. Following percentages of these materials is not expected to have any effect on our existing formulation.
  • Alcohol isopropanol or methanol or ethanol, 0.1 -3% by weight), and glycol (0- 0.01%) by weight) and preservative.
  • This product is also in the form of a gel.
  • the active agents are ethoxylated alcohols and high molecular weight, neutralized homo- and copolymers of acrylic acid crosslinked with a polyalkenyl polyether or acrylate based polymers (neutralized poly(acrylic acids)).
  • the gel system thus formed when applied to eye protection or some other type of lens material, actively keeps the eye protection from freezing, working successfully in temperatures as low at -30°C.
  • This formulation is a mixture of octylphenol ethoxylate, preferably Triton X 100 (0.75-10% by weight), neutralized poly(acrylic acid) polymer (0.5-1.5 %) and water (to 100%).
  • Modifications to formulation can include all the above ingredients in water and alcohol mixture or in water and glycol mixture. Following percentages of these materials is not expected to have any effect on our existing formulation: Alcohol (isopropanol or methanol or ethanol, 0.1-3% by weight), and glycol (0-0.01% by weight) and preservative.
  • viscosities may be measured for the developed anti-fog gels using an OFITE Model 900 viscometer. Viscosities are measured using a built in program on the Model 900 viscometer for the measurement of the rheo logical parameter of drilling fluids:
  • nonylphenol ethoxylate surfactants were used and it was determined that a number of the Triton X series of surfactants (and their analogs) can be effective.
  • Triton X series of surfactants and their analogs
  • ethoxylated anionic sulfate or sulfonates similar to Steols
  • Carbopols® rheology modifiers which are available from Lubrizol Advanced Materials, Inc. of Cleveland Ohio, were used to create samples that exhibited anti-fog qualities (all in the range of 0.2-0.4 wt%):
  • Carbopols modifiers were used to create samples that exhibited anti-fog qualities (all in the range of 0.2-0.4 wt%):
  • the best combinations for low temperature are represented by the Carbopol rheology modifiers and the nonionic surfactant.
  • the anionic surfactant/nonionic surfactant combination appears to work best. This can be due to the ability to form microdomains or nanodomains that can effectively trap water and prevent the water from crystallizing or forming droplets.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Physics & Mathematics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Geochemistry & Mineralogy (AREA)
  • Wood Science & Technology (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Materials Applied To Surfaces To Minimize Adherence Of Mist Or Water (AREA)
  • Paints Or Removers (AREA)

Abstract

La présente invention concerne une composition anti-brouillard et/ou anti-givre pour le revêtement de surfaces en plastique ou en verre présentant un tensioactif de sulfate anionique ; et un tensioactif non ionique. Dans un mode de réalisation, l'agent tensioactif sulfate anionique a la structure : CnH2n+1(CH2CH2O)xSO3 -R+, où x a une valeur de 0 à 10, n a une valeur de 8 à 20, et R+ est Na+, K+, NH4 +, 0.5Mg++ ou (CH2CH2OH)3NH+. L'agent tensioactif non ionique peut être un tensioactif à base d'alcool de polyéther alkylphénylique. L'invention concerne également un procédé de fabrication d'une composition anti-brouillard et/ou anti-givre. Le procédé consiste à mélanger un agent tensioactif à base de sulfate anionique avec un tensioactif non ionique dans un réservoir de mélange.
PCT/US2015/060583 2014-11-13 2015-11-13 Composition anti-brouillard et/ou anti-givre Ceased WO2016077698A1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US201462079207P 2014-11-13 2014-11-13
US62/079,207 2014-11-13
US201562118780P 2015-02-20 2015-02-20
US62/118,780 2015-02-20

Publications (1)

Publication Number Publication Date
WO2016077698A1 true WO2016077698A1 (fr) 2016-05-19

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108504235A (zh) * 2018-03-22 2018-09-07 天津大学 一种含有阴离子聚电解质共聚物防雾/防霜涂层及其制备方法
CN114656924A (zh) * 2022-03-25 2022-06-24 厦门金泰生物科技有限公司 一种双组分防雾复配液及防雾湿巾
DE102022114581A1 (de) 2022-06-09 2023-12-14 Leibniz-Institut Für Polymerforschung Dresden E.V. Mittel zur Be- und/oder Verhinderung von Kondensaten auf Oberflächen

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013089926A1 (fr) * 2011-12-15 2013-06-20 3M Innovative Properties Company Revêtement antibuée comprenant une dispersion aqueuse polymère, un agent de réticulation et un tensioactif
WO2013127054A1 (fr) * 2012-02-27 2013-09-06 3M Innovative Properties Company Compositions basiques incluant des nanoparticules d'oxyde inorganique et une base organique, substrats enduits, articles, et procédés

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013089926A1 (fr) * 2011-12-15 2013-06-20 3M Innovative Properties Company Revêtement antibuée comprenant une dispersion aqueuse polymère, un agent de réticulation et un tensioactif
WO2013127054A1 (fr) * 2012-02-27 2013-09-06 3M Innovative Properties Company Compositions basiques incluant des nanoparticules d'oxyde inorganique et une base organique, substrats enduits, articles, et procédés

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
IMOKAWA, G.: "Study on skin-irritating and biological properties of monoalkyl phosphate anionic surfactants.", JOURNAL OF THE AMERICAN OIL CHEMISTS' SOCIETY, vol. 56, no. 5, May 1979 (1979-05-01), pages 604 - 609 *

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108504235A (zh) * 2018-03-22 2018-09-07 天津大学 一种含有阴离子聚电解质共聚物防雾/防霜涂层及其制备方法
CN108504235B (zh) * 2018-03-22 2020-05-19 天津大学 一种含有阴离子聚电解质共聚物防雾/防霜涂层及其制备方法
CN114656924A (zh) * 2022-03-25 2022-06-24 厦门金泰生物科技有限公司 一种双组分防雾复配液及防雾湿巾
CN114656924B (zh) * 2022-03-25 2024-04-26 厦门金泰生物科技有限公司 一种双组分防雾复配液及防雾湿巾
DE102022114581A1 (de) 2022-06-09 2023-12-14 Leibniz-Institut Für Polymerforschung Dresden E.V. Mittel zur Be- und/oder Verhinderung von Kondensaten auf Oberflächen

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