CA2476953A1 - Coating composition for multiple hydrophilic applications - Google Patents

Coating composition for multiple hydrophilic applications Download PDF

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Publication number
CA2476953A1
CA2476953A1 CA 2476953 CA2476953A CA2476953A1 CA 2476953 A1 CA2476953 A1 CA 2476953A1 CA 2476953 CA2476953 CA 2476953 CA 2476953 A CA2476953 A CA 2476953A CA 2476953 A1 CA2476953 A1 CA 2476953A1
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Prior art keywords
coating composition
composition according
agent
group
multifunctional
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CA 2476953
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French (fr)
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CA2476953C (en
Inventor
Thomas C. Schottman
Patrick M. Hennessey
Rainer Gruening
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Hydromer Inc
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Individual
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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
    • C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
    • 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
    • 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
    • C08K3/00—Use of inorganic substances as compounding ingredients
    • C08K3/18—Oxygen-containing compounds, e.g. metal carbonyls
    • C08K3/20—Oxides; Hydroxides
    • C08K3/22—Oxides; Hydroxides of metals
    • 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
    • C09D201/00—Coating compositions based on unspecified macromolecular compounds
    • 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
    • C09D7/61—Additives non-macromolecular inorganic
    • 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]

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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)
  • Medicinal Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Polymers & Plastics (AREA)
  • Inorganic Chemistry (AREA)
  • Paints Or Removers (AREA)
  • Materials For Medical Uses (AREA)
  • Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
  • Laminated Bodies (AREA)

Abstract

A coating composition is disclosed which comprises an aqueous polymeric matrix, a hydrophilic polymer, a colloidal metal oxide and a crosslinker. Th e coating composition when applied on medical devices is hydrophilic, shows improved lubricity, abrasion resistance and substrate adhesion on metallic o r plastic substrates. The coating also shows improved water sheeting thus providing the coated substrates with anti-fog properties. The coating absorb s aqueous dye or stain solutions making the substrate suitable for printing.</ SDOAB>

Claims (120)

1. An aqueous coating composition for providing the surface of an object with a durable hydrophilic coating comprising:
a) a multifunctional polymeric carrier dispersed or emulsified in water and capable of forming a polymeric matrix;
b) a hydrophilic water-soluble organic monomer, oligomer, prepolymer, polymer or copolymer;
c) a multifunctional aqueous colloidal metal oxide; and d) a multifunctional crosslinker.
2. The coating composition according to claim 1, wherein the dispersed or emulsified multifunctional polymeric carrier is a modified polymeric urethane, urea, ester, ether, carbonate, vinyl, acrylic, methacrylic, alkyd, acrylamide, maleic anhydride, an epoxy prepolymer and related polymers or a combination thereof.
3. The coating composition according to in claim 1, wherein the hydrophilic organic monomer, oligomer, prepolymer or copolymer is derived from vinyl alcohol, N-vinylpyrrolidone, N-vinyl lactam, acrylamide, amide, styrenesulfonic acid, combination of vinylbutyral and N-vinylpyrrolidone, hydroxyethyl methacrylate, acrylic acid, vinylmethyl ether, vinylpyridylium halide, melamine, maleic anhydride/methyl vinyl ether, vinylpyridine, ethyleneoxide, ethyleneoxide ethylene imine, glycol, vinyl acetate, vinyl acetate/crotonic acid, methyl cellulose, ethyl cellulose, carboxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxymethyl ethyl cellulose, hydroxypropylmethyl cellulose, cellulose acetate, cellulose nitrate, starch, gelatin, albumin, casein, gum, alginate, hydroxyethyl (meth)acrylate, hydroxypropyl (meth)acrylate, ethylene glycol (meth)acrylates, N-alkyl (meth) acrylamides, N,N-dialkyl (meth)acrylamides, N-hydroxyalkyl (meth)acrylamide polymers, N,N-dihydroxyalkyl (meth)acrylamide polymers, ether polyols, polyethylene oxide, polypropylene oxide, poly(vinyl ether), alkylvinyl sulfones, alkylvinylsulfone-acrylates or a combination thereof.
4. The coating composition according to claim 1, wherein the multifunctional aqueous colloidal metal oxide is derived from a metal selected from the group consisting of aluminum, silicon, titanium, zirconium, zinc, tin or silver, related colloidal metal oxides and a combination thereof.
5. The coating composition according to claim 1, wherein the colloidal metal oxide is selected from the group consisting of an aluminate, silicate, titanate, zincate, stannate, argentite, aluminum silicate, aluminum titanate, zirconate, zircoaluminate and a combination thereof.
6. The coating composition according to claim 1, wherein the multifunctional crosslinker is a multifunctional aziridine, carbodiimide, oxirane, alcohol, glycydyl ether, glycidyl ester, carboxyl compound, amine, epoxide, vinyl sulfone, amide, allyl compound and related hardener, their related prepolymeric resins and combinations thereof.
7. The coating composition according to claim 6, wherein the multifunctional aziridine is selected from the group consisting of trimethylolpropane tri-[.beta.-(N-aziridinyl)-propionate; 2,2-bishydroxymethyl butanoltris[3-(1-aziridine) propionate]; aziridine-2-methylol acrylate; aziridine-2-methylol methacrylate;
N-(2-aziridinyl)methylacrylamide; N-(2-aziridinyl)-methylmethacrylamide; 1-(aziridin-2-yl)-2-oxabut-3-ene; 4-(aziridin-2-yl)-but-1-ene; 5-(aziridin-2-yl)-pent-1-ene;
their related prepolymeric resins; and combinations thereof.
8. The coating composition according to claim 6, wherein the multifunctional carbodiimide is selected from the group consisting of a carbodiimide, carbodiimide derivative, chemically related crosslinkers, their prepolymeric resins and combinations thereof.
9. The coating composition according to claim 6, wherein the multifunctional polyhydric alcohol is selected from the group consisting of glycerin;

pentaerythritol; pentaerythritol ethoxylate, pentaerythritol propoxylate;
ethylene glycol; diethylene glycol; triethylene glycol; tetraethylene glycol;
polyethylene glycol; 1,2,3-propanetriol; polyglycerol; propylene glycol; 1,2-propanediol;
1,3-propanediol; trimethylol propane; diethanolamine; triethanolamine;
polyoxypropylene-oxyethylene-oxypropyle block copolymer; sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters; sorbitol; a polyglycidyl ether compound; and combinations thereof.
10. The coating composition according to claim 9, wherein said polyglycidyl ether compound is selected from the group consisting of ethylene glycol diglycidyl ether, polyethylene glycol diglycidyl ether, glycerol polyglycidyl ether, diglycerol polyglycidyl ether, polyglycerol polyglycidyl ether, sorbitol polyglycidyl ether, pentaerythritol polyglycidyl ether, propylene glycol diglycidyl ether, and propylene glycol diglycidyl ether and a combination thereof.
11. The coating composition according to claim 6, wherein the multifuncional amine is selected from the group consisting of a melamine, hexamethylendiamine, hexamethylentetramine and guanidine.
12. The coating composition according to claim 1, further comprising an auxiliary agent for performance enhancement of the aqueous coating composition and/or the resulting hydrophilic coating of the said coated surface.
13. The coating composition according to claim 12, wherein the auxiliary agent is selected from the group consisting of a surfactant, a wetting agent, an emulsifier, a dye, pigment, colorant, UV absorber, radical scavenger, anti-oxidant, anti-corrosion agent, optical brightener, fluorescers, bleaches, bleach activators, bleach catalysts, non-activated enzymes, enzyme stabilizing systems, chelants, coating aid, metal catalyst, metal oxide catalyst, organometallic catalyst, filmforming promoter, hardener, linking accelerator, flow agent, leveling agent, defoaming agent, lubricant, matte particle, Theological modifier, thickener, conductive or non-conductive metal oxide particle, magnetic particle, anti-static agent, pH
control agents, perfumes, preservative, biocide, pesticide, anti-fouling agent antimicrobial agent, aligicide, bactericide, germicides, disinfectant, fungicide, bio-effecting agent, vitamin, drug, therapeutic agent and a combination thereof.
14. The coating composition according to claim 12, wherein the auxiliary agent includes a radiopaque agent.
15. The coating composition according to claim 14, wherein the radiopaque agent is up to 75% by weight of the solids of the coating composition.
16. The coating composition according to claim 1, wherein said coating composition is formed into a gel.
17. The coating composition according to claim 16, wherein said gel is used for topical transdermal application as a medical gel for wound dressing in human or animal application.
18. The coating composition according to claim 1, wherein the polymeric carrier concentration is from about 0.01% to about 42% by weight.
19. The coating composition according to claim 18, wherein the polymeric carrier concentration is from about 0.5% to about 15% by weight.
20. The coating composition according to claim 1, wherein the hydrophilic water-soluble organic monomer, oligomer, prepolymer, polymer or copolymer concentration is from about 0.001% to about 25% by weight.
21. The coating composition according to Claim 20, wherein the hydrophilic water-soluble organic monomer, oligomer, prepolymer, polymer or copolymer concentration is from about 0.25% to about 10% by weight.
22. The coating composition according to claim 1, wherein the multifunctional aqueous colloidal metal oxide concentration is from about 0.01% to about 25% by weight.
23. The coating composition according to claim 22, wherein the multifunctional aqueous colloidal metal oxide concentration is from about 0.25% to about 20% by weight.
24. The coating composition according to claim 1, wherein the cross linker concentration is from about 0.001 to about 8% by weight.
25. The coating composition according to claim 24, wherein the cross linker concentration is from about 0.01% to about 3% by weight.
26. The coating composition according to claim 12, wherein the concentration of the auxiliary agent is from about 0.001% to about 10% by weight.
27. The coating composition according to claim 26, wherein the concentration of the auxiliary agent is from about 0.01% to about 5% by weight.
28. The coating composition according to claim 1, wherein the composition contains at least one additional organic solvent in an amount from 0.5%
to 50% and water in an amount from 1% to 95 % by weight.
29. The coating composition according to claim 1, wherein the surface of the object consists of a metal, metal alloy, plastic, glass, human skin or animal skin.
30. A medical device for introduction into a human or animal body, comprising a hydrophilic coating on at least one surface of said device, said hydrophilic coating formed from the aqueous coating composition of claim 1.
31. The medical device according to claim 30, wherein the device is at least partially made of a metal or metal alloy selected from the group consisting of stainless steel, nickel, nickel-cobalt, titanium, NiTi, tantalum, nitinol, rare earth metal, silver, gold, platinum, tungsten, combinations thereof and alloys or plated articles thereof.
32. The medical device according to claim 30, wherein the device is at least partially made of a plastic material selected from the group consisting of polyurethane, polycarbonate, polyethers, polyesters, polyvinyl chloride, polystyrene, polyethylene, polyvinyl acetate, silicone rubbers, rubber latex, polyester-polyether copolymers, ethylene methacrylates, polymeric phthalates, silicone, natural and synthetic rubbers, nylon, PEBAX, polyamide, their fluorinated derivatives and combinations thereof.
33. The medical device according to claim 30, wherein the device is at least partially made of glass.
34. The medical device according to claim 33, wherein said glass is selected from the group consisting of optical glasses, optical lenses, polarizing glasses, mirrors, optical mirrors, prisms and quartz glass.
35. The medical device according to claim 30, wherein said hydrophilic coating is formed by applying said aqueous coating composition to the surface of said device by dipping, brushing, flooding, spraying, electrolytic depositing, electrostatic spraying, electroplating, vacuum treatment, pressure treatment or combinations thereof.
36. The medical device according to claim 30, wherein said device is in the form of a tube, capillary, wire, sheet, coil, rod, lattice or network of wires.
37. The medical device according to claim 30, wherein the device is a surgical rod, a guidewire, a guidewire tube, a coiled guiding tube, a catheter, a coiled catheter, an expendable or non-expendable stent, an electrodal coil, a needle, a blade or similar metallic medical device, a tablet, a capsule, a fiber, a wound dressing, a suture thread, a balloon, a foil, a guiding tube an ocular lens delivery device, or a wound drain.
38. The coating composition according to claim 1, wherein the auxiliary agent includes at least one solvent selected from the group consisting of alcohols, alkylketones, arylalkylketones, ketoalcohols, cyclic ketones, heterocyclic ketones, ethers, cyclic ethers, esters, and combinations thereof.
39. The coating composition according to claim 12, wherein the auxiliary agent is chemically bonded and/or physically incorporated into the aqueous coating composition or incorporated into the finished hydrophilic coating on the surface of the object.
40. The coating composition according to claim 13, wherein said preservative is selected from the group consisting of parabens, formaldehyde releasers, haloalkyls, haloalkynyls, alkyl acids, aryl acids, isothiazolinons, quats, zinc oxide, zinc organics, iodine, povidone-iodine, chlorhexidine, bronopol, triclosan, clotrimazol, propiconazole, tebuconazole, miconazole, tolnaphtate, clioquinol, colloidal silver, silver complexes, silver salts and combinations thereof.
41. The coating composition according to claim 13, wherein said antimicrobial agent is selected from the group consisting of antibiotic, antiseptics, disinfectants, tetracyclines, rifamycins, rapamycin, macrolides, penicilins, cephalosporins, beta-lactam antibiotics, aminoglycosides, chloramphenicol, sufonamides, glycopeptides, quinolones, ciprofloxacin, fusidic acid, trimethoprim, metronidazole, clindamycin, mupirocin, polyenes, azotes, fluconazole and beta-lactam inhibitors.
42. A coating composition according to claim 13, wherein said therapeutic agent is selected from the group consisting of analgesics, anti-inflammatory agents, topical antipuritics, anti-itch, non-steroids, acetaminophen, ethylsalicylic ester, camphor, bufexamac, ibuprofen, indomethacin, steroids such as hydrocortisone, desonide, triamcinolone acetonide, betamethasone valerate, betamethasone dipropionate, betamethasone benzoate, clobetasol propionate, halcinonide, desoximethasone, amcinonide, fluocinonide, fluandrenolide, alclometasone dipropionate, fluocinolone acetonide, diflorasone diacetate, mometasone furoate, fluorometholone, clocortolone pivalate, triamcinolone acetonide, halcinonide, dermatological agents, anthralin coal tar extract, keratolytic agent salicylic acid, urea, a local anaesthetic agent such as lidocaine, benzocaine, an anti-acne agent such as benzoyl peroxide, vitamin A derivatives, a wart removing agent, salicylic acid, lactic acid, and cyclodextrin complexes thereof.
43. A coating composition according to claim 13, wherein said drug is an anti-thrombogenic drug or anti-thrombogenic agent or stent resttinos preventing agent, selected from the group consisting of taxol, paclitaxel, paclitaxel derivatives, dexamethasone and derivatives, heparin and derivatives, tacrolimus, everolimus, cyclosporins, and sirolimus, aspirin and hirudin, a nitric oxid drug derivative, a nitric oxide releasing drug, angiopeptin and enoxaprin, pyrolytic carbon, silicon carbide, and combinations thereof.
44. A coating composition according to claim 14, wherein said radiopaque compound is selected from the group consisting of diatrizoate, iothalamate, metrizoate, iodipamide, triiodobenzoic acid, iothalamic acid, iopanoic or iodopanoic acid, triiodophenyl acid, iodothalamic acid, iodine, iodides, bromine, perfluorooctyl bromide, barium sulfate, samarium, erbium, bismuth trioxide, titanium oxide, zirconium oxide, gold, platinum, silver, tantalum, niobium, tungsten, gold, titanium, iridium, platinum, rhenium and combinations thereof.
45. An aqueous coating composition for providing the surface of an object with a durable antifog coating comprising:
a) a multifunctional polymeric carrier dispersed or emulsified in water and capable of forming a polymeric matrix;

b) a hydrophilic water-soluble organic monomer, oligomer, prepolymer, polymer or copolymer;
c) a multifunctional aqueous colloidal metal oxide; and d) a multifunctional crosslinker.
46. The coating composition according to claim 45, wherein the dispersed or emulsified multifunctional polymeric carrier is a modified polymeric urethane, urea, ester, ether, carbonate, vinyl, acrylic, methacrylic, alkyd, acrylamide, maleic anhydride, an epoxy prepolymer and related polymers or a combination thereof.
47. The coating composition according to claim 45, wherein the hydrophilic organic monomer, oligomer, prepolymer, polymer or copolymer is derived from vinyl alcohol, N-vinylpyrrolidone, N-vinyl lactam, acrylamide, styrenesulfonic acid, combination of vinylbutyral and N-vinylpyrrolidone, hydroxyethyl methacrylate, acrylic acid, vinylmethyl ether, vinylpyridylium halide, melamine, maleic anhydride/methyl vinyl ether, vinylpyridine, ethyleneoxide, ethyleneoxide ethylene imine, glycol, vinyl acetate, vinyl acetate/crotonic acid, methyl cellulose, ethyl cellulose, carboxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxymethyl ethyl cellulose, hydroxypropylmethyl cellulose, cellulose acetate, cellulose nitrate, starch, gelatin, albumin, casein, gum, alginate, hydroxyethyl (meth)acrylate, hydroxypropyl (meth)acrylate, ethylene glycol (meth)acrylates, N-alkyl (meth) acrylamides, N,N-dialkyl (meth)acrylamides, N-hydroxyalkyl (meth)acrylamide polymers, N,N-dihydroxyalkyl (meth)acrylamide polymers, ether polyols, polyethylene oxide, polypropylene oxide, poly(vinyl ether), alkylvinyl sulfones, alkylvinylsulfone-acrylates or a combination thereof.
48. The coating composition according to claim 45, wherein the multifunctional aqueous colloidal metal oxide is derived from a metal selected from the group consisting of aluminum, silicon, titanium, zirconium, zinc, tin, silver and a combination thereof.
49. The coating composition according to claim 45, wherein the colloidal metal oxide is selected from the group consisting of an aluminate, silicate, titanate, zincate, stannate, argentite, aluminum silicate, aluminum titanate, zirconate zircoaluminate, and a combination thereof.
50. The coating composition according to claim 45, wherein the multifunctional crosslinker is a multifunctional aziridine, carbodiimide, oxirane, glycol, polyalcohol, glycydyl ether, glycidyl ester, carboxyl compound, amine, epoxide, vinyl sulfone, amide, allyl compound and related hardener, their related prepolymeric resins and a combination thereof.
51. The coating composition according to claim 45, wherein the multifunctional aziridine is selected from the group consisting of trimethylolpropane tri-[.beta.-(N-aziridinyl)-propionate, 2,2-bishydroxymethyl butanoltris[3-(1-aziridine) propionate], aziridine-2-methylol acrylate, aziridine-2-methylol methacrylate, N-(2-aziridinyl)methylacrylamide, N-(2-aziridinyl)-methylmethacrylamide, 1-(aziridin-2-yl)-2-oxabut-3-ene, 4-(aziridin-2-yl)-but-1-ene, 5-(aziridin-2-yl)-pent-1-ene, their related prepolymeric resins and combinations thereof.
52. The coating composition according to claim 50, wherein the multifunctional carbodiimide is selected from the group consisting of a carbodiimide, chemically related crosslinkers, their prepolymeric resins and combinations thereof.
53. The coating composition according to claim 50, wherein the multifunctional polyhydricalcohol is selected from the group consisting of glycerin, pentaerythritol, ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, 1,2,3-propanetriol, polyglycerol, propylene glycol, 1,2-propanediol, 1,3-propanediol, trimethylol propane, diethanolamine, triethanolamine, polyoxypropylene oxyethylene-oxypropyle block copolymer, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters, pentaerythritol derivatives, sorbitol, a polyglycidyl ether compound and combinations thereof.
54. The coating composition according to claim 53, wherein said polyglycidyl ether compound is selected from the group consisting of ethylene glycol diglycidyl ether, polyethylene glycol diglycidyl ether, glycerol polyglycidyl ether, diglycerol polyglycidyl ether, polyglycerol polyglycidyl ether, sorbitol polyglycidyl ether, pentaerythritol polyglycidyl ether, propylene glycol diglycidyl ether, and propylene glycol diglycidyl ether and a combination thereof.
55. The coating composition according to claim 50, wherein said multifunctional amine is selected from the group consisting of a melamine, hexamethylendiamine, hexamethylentetramine, and guanidine.
56. The coating composition according to claim 45, further comprising at least one auxiliary agent for performance enhancement of the aqueous coating composition and/or the resulting hydrophilic coating of said coated surface.
57. The coating composition according to claim 56, wherein the auxiliary agent is selected from the group consisting of a surfactant, a wetting agent, an emulsifier, a dye, pigment, colorant, UV absorber, radical scavenger, anti-oxidant, anti-corrosion agent, optical brightener, fluorescers, bleaches, bleach activators, bleach catalysts, non-activated enzymes, enzyme stabilizing systems, chelants, coating aid, flow agent, leveling agent, defoaming agent, lubricant, matte particle, Theological modifier, thickener, conductive or non-conductive metal oxide particle, magnetic particle, anti-static agent, pH control agents, perfumes, preservative, biocide, pesticide, anti-fouling agent, algicide, antimicrobial agent, bactericide, germicides, disinfectant, fungicide, bio-effecting agent, vitamin and a combination thereof.
58. The coating composition according to claim 56, wherein said auxiliary agent includes a radiopaque agent.
59. The coating composition according to claim 58, wherein the radiopaque agent is up to 75% of the solids of the coating composition.
60. The coating composition according to claim 45, wherein the polymeric carrier concentration is from about 0.01 % to about 42% by weight.
61. The coating composition according to claim 60, wherein the polymeric carrier concentration is from about 0.5% to about 15% by weight.
62. The coating composition according to claim 45, wherein the hydrophilic water-soluble organic monomer, oligomer, prepolymer, polymer or copolymer concentration is from about 0.001% to about 25% by weight.
63. The coating composition according to claim 62, wherein the hydrophilic water-soluble organic monomer, oligomer, prepolymer, polymer or copolymer concentration is from about 0.25% to about 10% by weight.
64. The coating composition according to claim 45, wherein the multifunctional aqueous colloidal metal oxide concentration is from about 0.01% to about 25% by weight.
65. The coating composition according to claim 64, wherein the multifunctional aqueous colloidal metal oxide concentration is from about 0.25% to about 20% by weight.
66. The coating composition according to claim 45, wherein the cross linker concentration is from about 0.001 to about 8% by weight.
67. The coating composition according to claim 66, wherein the cross linker concentration is from about 0.01% to about 3% by weight.
68. The coating composition according to claim 45, wherein the concentration of the auxiliary agent is from about 0.001 % to about 10% by weight.
69. The coating composition according to claim 68, wherein the concentration of the auxiliary agent from about 0.01 % to about 5% by weight.
70. The coating composition according to claim 45, wherein the composition contains an organic solvent in an amount from 0% to 50% and water in an amount from 1% to 95% by weight.
71. The coating composition according to claim 45, wherein the suspending agent is at least one solvent selected from the group consisting of alcohols, alkylketones, arylalkylketones, ketoalcohols, cyclic ketones, heterocyclic ketones, ethers, cyclic ethers, esters and combinations thereof.
72. An object having anti-fog properties, comprising an object having a hydrophilic coating on at least one surface of said object which has antifog properties, said hydrophilic coating formed from the aqueous coating composition of claim 45.
73. The object according to claim 72, wherein the surface of said object consists of a metal, metal alloy, plastic or glass or a combination thereof, prior to coating with said coating composition, and has anti-fog properties, upon coating with said coating composition.
74. The object according to claim 73, wherein said surface is lubricious, upon coating with said coating composition.
75. The object according to claim 73, wherein said metal or metal alloy is made of a metal or metal alloy selected from the group consisting of aluminum, magnesium, beryllium, iron, zinc, carbon steel, stainless steel, nickel, nickel-cobalt, chromium, titanium, tantalum, rare earth metal, silver, gold, platinum, tungsten, vanadium, cupper, brass, bronze and combinations thereof.
76. The object according to claim 73, wherein said plastic is selected from the group consisting of transparent or non-transparent polyurethane, polycarbonate, polyethers, polyesters, polyvinyl chloride, polystyrene, polyethylene, polyvinyl acetate, silicone rubbers, rubber latex, polyester-polyether copolymers, ethylene methacrylates, polyphthalates, silicone, natural and synthetic rubbers, nylon, polyamide, their flouronated derivatives and combinations thereof.
77. The object according to claim 73, wherein said glass is selected from the group consisting of optical glasses, optical lenses, polarizing glasses, mirrors, optical mirrors, prisms, quartz glass and ceramics.
78. The object according to claim 72, wherein said hydrophilic coating is formed by applying said aqueous coating composition to the surface of said object by dipping, brushing, roller-coating, flooding, spraying, electrolytic depositing, electrostatic spraying, electroplating, vacuum treatment, pressure treatment or combination thereof.
79. The object according to claim 73, wherein said hydrophilic coating prevents the formation of water droplets on the surface of the metal, metal alloy, plastic or glass object and provides the surface of the objects with anti-fog, anti-glaze and lubricious properties.
80. The object according to claim 73, wherein the object having a metal or metal alloy surface includes freezer doors, green house construction, mirrors, condenser pipes, cooling plates, cooling fins, ship hulls, underwater vehicles, underwater projectiles or airplanes.
81. The object according to claim 73, wherein the object having a plastic surface includes face shields, helmet shields, swim goggles, surgeon face shields, food packaging plastic foil, greenhouse walls, greenhouse roofs, mirrors, wind shields, underwater moving objects, airplane window shields or passenger air-balloons.
82. The object according to claim 73, wherein the object having a glass surface includes window glasses, greenhouse glasses, glass sheets, face shields, optical glasses, optical lenses polarizing glasses, mirrors, optical mirrors, prisms, quartz glass, parabolic antennas, automobile head beam light glasses, automobile windshields, airplane control light glasses or runway lights.
83. The coating composition according to claim 58, wherein said radiopaque compound is selected from the group consisting of diatrizoate, iothalamate, metrizoate, iodipamide. triiodobenzoic acid, iothalamic acid, iopanoic acid, triiodophenyl acid, iodothalamic acid, iodine, iodides, bromine, perfluorooctyl bromide, barium sulfate samarium, erbium, bismuth trioxide, titanium oxide, zirconium oxide, gold, platinum, silver, tantalum, niobium, tungsten, gold, titanium, iridium, platinum, rhenium and combinations thereof.
84. A metal, plastic or glass object having enhanced x-ray and radar visibility combined with anti-fog and lubricious properties, comprising a hydrophilic coating on at least one surface of said objected, said hydrophilic coating formed from the aqueous coating composition of claim 83.
85. The object according to claim 84, wherein the object is selected from the group consisting of passenger balloons, weather balloons, small airplanes, RF-shields, small boats, lifebuoys, lifeboats and life rafts.
86. An aqueous coating composition for providing the surface of an object with a printable durable water-absorbable coating comprising:
a) a multifunctional polymeric carrier dispersed or emulsified in water and capable of forming a polymeric matrix;
b) a hydrophilic water-soluble organic monomer, oligomers, prepolymers, polymer or copolymer;
c) a multifunctional aqueous colloidal metal oxide; and d) a multifunctional crosslinker.
87. The coating composition according to claim 86, wherein the dispersed or emulsified multifunctional polymeric carrier is a modified polymeric urethane, urea, ester, ether, carbonate, vinyl, acrylic, methacrylic, alkyd, acrylamide, maleic anhydride, an epoxy prepolymer and related polymers or a combination thereof.
88. The coating composition according to claim 86, wherein the hydrophilic organic monomer, oligomer, prepolymer, polymer or copolymer is derived from vinyl alcohol, N-vinylpyrrolidone, N-vinyl lactam, acrylamide, styrenesulfonic acid, combination of vinylbutyral and N-vinylpyrrolidone, hydroxyethyl methacrylate, acrylic acid, vinylmethyl ether, vinylpyridylium halide, melamine, malefic anhydride/methyl vinyl ether, vinylpyridine, ethyleneoxide, ethyleneoxide ethylene imine, glycol, vinyl acetate, vinyl acetate/crotonic acid, methyl cellulose, ethyl cellulose, carboxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxymethyl ethyl cellulose, hydroxypropylmethyl cellulose, cellulose acetate, cellulose nitrate, starch, gelatin, albumin, casein, gum, alginate, hydroxyethyl (meth)acrylate, hydroxypropyl (meth)acrylate, ethylene glycol (meth)acrylates, N-alkyl (meth) acrylamides, N,N-dialkyl (meth)acrylamides, N-hydroxyalkyl (meth)acrylamide polymers, N,N-dihydroxyalkyl (meth)acrylamide polymers, ether polyols, polyethylene oxide, polypropylene oxide, polyvinyl ether), alkylvinyl sulfones, alkylvinylsulfone-acrylates or a combination thereof.
89. The coating composition according to claim 86, wherein the multifunctional aqueous colloidal metal oxide is derived from a metal selected from the group consisting of aluminum, silicon, titanium, zirconium, zinc, tin or silver, related colloidal metal oxides and a combination thereof.
90. The coating composition according to claim 86, wherein the colloidal metal oxide is selected from the group consisting of an aluminate, silicate, titanate, zincate, stannate, argentite, aluminum silicate, aluminum titanate, zirconate zircoaluminate and a combination thereof.
91. The coating composition according to claim 86, wherein the multifunctional crosslinker is a multifunctional aziridine, carbodiimide, oxirane, polyalcohol, glycydyl ether, glycidyl ester, carboxyl compound, amine, epoxide, vinyl sulfone, amide, allyl compound and related hardener, a prepolymeric resin thereof or a combination thereof.
92. The coating composition according to claim 91, wherein the multifunctional aziridine is selected from the group consisting of trimethylolpropane tri-[.beta.-(N-aziridinyl)-propionate; 2,2-bishydroxymethyl butanoltris[3-(1-aziridine) propionate]; aziridine-2-methylol acrylate; aziridine-2-methylol methacrylate;
N-(2-aziridinyl)methylacrylamide; N-(2-aziridinyl)-methylmethacrylamide; 1-(aziridin-2-yl)-2-oxabut-3-ene; 4-(aziridin-2-yl)-but-1-ene; 5-(aziridin-2-yl)-pent-1-ene;
their related prepolymeric resins and combinatios thereof.
93. The coating composition according to claim 91, wherein the multifunctional carbodiimide is selected from the group consisting of a carbodiimide, carbodiimide derivatives, chemically related crosslinkers, their prepolymeric resins, and combinations thereof.
94. The coating composition according to claim 91, wherein said multifunctional polyhydric alcohol is selected from the group consisting of glycerin, pentaerythritol, ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, polyethylene glycol, 1,2,3-propanetriol, polyglycerol, propylene glycol, 1,2-propanediol, 1,3-propanediol, trimethylol propane, diethanolamine, triethanola,mine, polyoxypropylene oxyethylene-oxypropyle block copolymer, sorbitan fatty acid esters, polyexyethylene sorbitan fatty acid esters, pentaerythritol, sorbitol, a polyglycidyl ether compound and a combination thereof.
95. The coating composition according to claim 94, wherein said polyglycidyl ether compound is selected from the group consisting of ethylene glycol diglycidyl ether, polyethylene glycol diglycidyl ether, glycerol polyglycidyl ether, diglycerol polyglycidyl ether, polyglycerol polyglycidyl ether, sorbitol polyglycidyl ether, pentaerythritol polyglycidyl ether, propylene glycol diglycidyl ether, propylene glycol diglycidyl ether and a combination thereof.
96. The coating composition according to claim 91, wherein said multifuncional amine or polymeric amine is selected from the group consisting of a melamine, hexamethylendiamine, hexamethylentetramine and guanidine.
97. The coating composition according to claim 86, further comprising at least one auxiliary agent for performance enhancement of the aqueous coating composition and/or the resulting hydrophilic coating of the said coated surface.
98. The coating composition according to claim 97, wherein the auxiliary agent is selected from the group consisting of a surfactant, a wetting agent, an emulsifier dye, pigment, colorant, UV absorber, radical scavenger, anti-oxidant, anti-corrosion agent, optical brightener, fluorescer, bleach, bleach activator, bleach catalyst, non-activated enzymes, enzyme stabilizing system, chelant, coating aid, flow agent, leveling agent, defoaming agent, lubricant, matte particle, Theological modifier, thickener, conductive or non-conductive metal oxide particle, magnetic particle, anti-static agent, algicide, anti-microbial agent, pH control agents, perfumes, preservative, biocide, pesticide, anti-fouling agent, bactericide, germicides, disinfectant, fungicide and combinations thereof.
99. The coating composition according to claim 97, wherein said auxiliary agent includes a radiopaque agent.
100. The coating composition according to claim 99, wherein the radiopaque agent is up to 75% by weight of the solids of the coating composition.
101. The coating composition according to claim 86, wherein the polymeric carrier concentration is from about 0.01 % to about 42% by weight.
102. The coating composition according to claim 101, wherein the polymeric Garner concentration is from about 0.5% to about 15% by weight.
103. The coating composition according to claim 86, wherein the hydrophilic water-soluble organic monomer, oligomer, prepolymer, polymer or copolymer concentration is from about 0.001% to about 25% by weight.
104. The coating composition according to claim 103, wherein the hydrophilic water-soluble organic monomer, oligomer, prepolymer, polymer or copolymer concentration is from about 0.25% to about 10% by weight.
105. The coating composition according to claim 86, wherein the multifunctional aqueous colloidal metal oxide concentration is from about 0.01% to about 25% by weight.
106. The coating composition according to claim 105, wherein the multifunctional aqueous colloidal metal oxide concentration is from about 0.25% to about 20% by weight.
107. The coating composition according to claim 86, wherein the cross linker concentration is from about 0.001 to about 8% by weight.
108. The coating composition according to claim 107, wherein the cross linker concentration is from about 0.01% to about 3% by weight.
109. The coating composition according claim 97, wherein the concentration of the auxiliary agent is from about 0.001 % to about 10% by weight.
110. The coating composition according to claim 109, wherein the concentration of the auxiliary agent is from about 0.01% to about 5% by weight.
111. The coating composition according to claim 86, wherein the formulation contains an organic solvent in an amount from 0% to 50% and water in an amount from 1% to 95% by weight.
112. The coating composition according to claim 86, wherein the suspending agent is at least one solvent selected from the group consisting of alcohols, alkylketones, arylalkylketones ketoalcohols, cyclic ketones, heterocyclic ketones, ethers, cyclic ethers, esters, and combinations thereof.
113. An object having printable durable water-absorabable coating, comprising an object having a hydrophilic coating on at least one surface of said object which can be printed on, said hydrophilic coating formed from the aqueous coating composition of claim 86.
114. The object according to claim 113, wherein the surface of said object to be printed on consists of a metal, metal alloy, plastic, paper, glass, fiber or textile prior to coating with said coating composition.
115. The object according to claim 114, wherein said metal or metal alloy is a metal selected from the group consisting of sheet metal, iron, aluminum, carbon steel, stainless steel, nickel, nickel-cobalt, titanium, silver, gold, platinum, zinc, brass, bronze, combinations thereof.
116. The object according to claim 114, wherein said plastic is a plastic selected from the group consisting of polyurethane, polycarbonate, polyethers, polyesters, polyvinyl chloride, polystyrene, polyethylene, polyvinyl acetate, silicone rubbers, rubber latex, polyester-polyether copolymers, ethylene methacrylates, polyphthalates, silicone, natural and synthetic rubbers, nylon, polyamide, their fluorinated derivatives and combinations thereof.
117. The object according to claim 86, wherein the object includes a foil, transparent plastic sheet, cellulose printing paper, polymeric paper, paper imitation, poster, hydrophobic paper preparations, cotton based textile, plastic based textile or woven material.
118. The object according to claim 114, wherein said glass is selected from the group consisting of glass sheets, windows sheets, glass doors, mirrors, prisms and quartz glass.
119. The object according to claim 113, wherein said hydrophilic coating is formed by applying said aqueous coating composition to the surface of said object by dipping, brushing, roller coating, flooding, spraying, electrolytic depositing, electrostatic spraying, electroplating, vacuum treatment, pressure treatment or a combination thereof.
120. The coating composition according to claim 86, wherein said printable durable water-absorabable coating is capable of being printed on by an ink-jet printer.
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