CN101218274B - Flexible polymer coating and coated flexible substrates - Google Patents
Flexible polymer coating and coated flexible substrates Download PDFInfo
- Publication number
- CN101218274B CN101218274B CN2006800251107A CN200680025110A CN101218274B CN 101218274 B CN101218274 B CN 101218274B CN 2006800251107 A CN2006800251107 A CN 2006800251107A CN 200680025110 A CN200680025110 A CN 200680025110A CN 101218274 B CN101218274 B CN 101218274B
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- Prior art keywords
- coating
- polyester polyol
- coating composition
- parent metal
- functionality
- Prior art date
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- 238000005457 optimization Methods 0.000 description 1
- NDLPOXTZKUMGOV-UHFFFAOYSA-N oxo(oxoferriooxy)iron hydrate Chemical compound O.O=[Fe]O[Fe]=O NDLPOXTZKUMGOV-UHFFFAOYSA-N 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- DGBWPZSGHAXYGK-UHFFFAOYSA-N perinone Chemical compound C12=NC3=CC=CC=C3N2C(=O)C2=CC=C3C4=C2C1=CC=C4C(=O)N1C2=CC=CC=C2N=C13 DGBWPZSGHAXYGK-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 238000013031 physical testing Methods 0.000 description 1
- 210000002381 plasma Anatomy 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920006327 polystyrene foam Polymers 0.000 description 1
- 229920003225 polyurethane elastomer Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- LLBIOIRWAYBCKK-UHFFFAOYSA-N pyranthrene-8,16-dione Chemical compound C12=CC=CC=C2C(=O)C2=CC=C3C=C4C5=CC=CC=C5C(=O)C5=C4C4=C3C2=C1C=C4C=C5 LLBIOIRWAYBCKK-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 239000006254 rheological additive Substances 0.000 description 1
- 230000000630 rising effect Effects 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000009738 saturating Methods 0.000 description 1
- 238000004062 sedimentation Methods 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000375 suspending agent Substances 0.000 description 1
- 229920002994 synthetic fiber Polymers 0.000 description 1
- 239000004758 synthetic textile Substances 0.000 description 1
- JOUDBUYBGJYFFP-FOCLMDBBSA-N thioindigo Chemical compound S\1C2=CC=CC=C2C(=O)C/1=C1/C(=O)C2=CC=CC=C2S1 JOUDBUYBGJYFFP-FOCLMDBBSA-N 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- 238000005829 trimerization reaction Methods 0.000 description 1
- 238000007738 vacuum evaporation Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D175/00—Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
- C09D175/04—Polyurethanes
- C09D175/06—Polyurethanes from polyesters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/08—Processes
- C08G18/10—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step
- C08G18/12—Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step using two or more compounds having active hydrogen in the first polymerisation step
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/4009—Two or more macromolecular compounds not provided for in one single group of groups C08G18/42 - C08G18/64
- C08G18/4063—Mixtures of compounds of group C08G18/62 with other macromolecular compounds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/42—Polycondensates having carboxylic or carbonic ester groups in the main chain
- C08G18/4202—Two or more polyesters of different physical or chemical nature
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/28—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
- C08G18/40—High-molecular-weight compounds
- C08G18/62—Polymers of compounds having carbon-to-carbon double bonds
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G18/00—Polymeric products of isocyanates or isothiocyanates
- C08G18/06—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
- C08G18/70—Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
- C08G18/72—Polyisocyanates or polyisothiocyanates
- C08G18/77—Polyisocyanates or polyisothiocyanates having heteroatoms in addition to the isocyanate or isothiocyanate nitrogen and oxygen or sulfur
- C08G18/78—Nitrogen
- C08G18/79—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates
- C08G18/791—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups
- C08G18/792—Nitrogen characterised by the polyisocyanates used, these having groups formed by oligomerisation of isocyanates or isothiocyanates containing isocyanurate groups formed by oligomerisation of aliphatic and/or cycloaliphatic isocyanates or isothiocyanates
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J7/00—Chemical treatment or coating of shaped articles made of macromolecular substances
- C08J7/04—Coating
-
- C—CHEMISTRY; METALLURGY
- C14—SKINS; HIDES; PELTS; LEATHER
- C14C—CHEMICAL TREATMENT OF HIDES, SKINS OR LEATHER, e.g. TANNING, IMPREGNATING, FINISHING; APPARATUS THEREFOR; COMPOSITIONS FOR TANNING
- C14C11/00—Surface finishing of leather
- C14C11/003—Surface finishing of leather using macromolecular compounds
- C14C11/006—Surface finishing of leather using macromolecular compounds using polymeric products of isocyanates (or isothiocyanates) with compounds having active hydrogen
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Paints Or Removers (AREA)
- Laminated Bodies (AREA)
Abstract
A coating composition comprising a first component having a first polyester polyol having a first functionality, and a second polyester polyol having a second functionality, wherein the second functionality is greater than the first functionality, and a second component comprising an isocyanate, wherein the coating has an NCO:OH ratio of 1:1 or greater is disclosed. A coated flexible substrate comprising a flexible substrate, and a coating deposited on at least a portion of the substrate, wherein the coating comprises a first component having a first polyester polyol having a first functionality and a second polyester polyol having a second functionality, wherein the second functionality is greater than the first functionality and a second component comprising an isocyanate is also within the scope of the present invention.
Description
The cross reference of related application
Present patent application is the part continuation application of the u.s. patent application serial number 10/871,716 of submission on June 18th, 2004.
Invention field
Present invention relates in general to solvent base flexible polymer coating, and relate more specifically to contain the coating that first polyester polyol, functionality with low functionality are higher than the pure and mild isocyanic ester of second polyester polyols of first polyester polyol.The invention still further relates to the flexible parent metal that applies with these coating.
Background of invention
Many base materials, for example textiles, thermoplastic polyurethane, ethane-acetic acid ethyenyl ester foam materials and leather have the flexibility of significant quantity.Usually wish to apply these base materials to improve outward appearance, water-repellancy, chemical-resistant, scratch resistance, ultraviolet resistance and weather resistance with coating.The coating of many these character of improvement is the rigidity coating that is suitable for using on rigid substrate.When for example acrylic acid series coating was applied on the flexible parent metal rigidity coating, when this base material was bent, this coating can ftracture and peel off from base material usually.Therefore, wish to obtain the flexible paint that is suitable on flexible parent metal, using.
Two components (" 2K ") polyurethane coating can effectively protect base material to avoid moisture, wearing and tearing, burn into uv-radiation and/or object impact.Polyurethane coating is normally competent and have high tensile strength and good chemical-resistant and a solvent resistance.Wish to obtain when flexible parent metal is crooked, being consistent and indehiscent polyurethane coating with this base material.
Summary of the invention
The invention provides coating composition, it comprises first component and second component, wherein said first component comprises pure and mild second polyester polyol with second functionality of first polyester polyols with first functionality, wherein said second functionality is greater than described first functionality, described second component comprises isocyanic ester, the NCO of wherein said coating: the OH ratio is 1: 1 or bigger.The present invention also provides the flexible parent metal that applies with one or more above-mentioned coating.
Detailed Description Of The Invention
The present invention relates to 2K solvent based polyalcohol coating composition.Described first component comprises pure and mild second polyester polyol with second functionality of first polyester polyols with first functionality, and wherein said second functionality is greater than described first functionality." functionality " is meant the hydroxy number of each polyvalent alcohol molecule." polyvalent alcohol " is meant polyvalent alcohol and/or polyhydric alcohol composition.Described second component comprises isocyanic ester.The NCO of described coating: the OH ratio is 1: 1 or bigger." NCO: OH ratio " is meant the ratio of isocyanate groups and hydroxyl in the coating composition.Be understandable that, when two kinds of components are mixed, produce polyurethane coating.
In one embodiment, the difference between the hydroxy number of described first polyester polyol and described second polyester polyol is at least 10.In another embodiment, the difference between the hydroxy number of described first polyester polyol and described second polyester polyol is at least 20.In one embodiment, first polyester polyol of described first component has low functionality.The hydroxy number that term as used herein " low functionality " and similar terms are meant polyester polyol is less than 65, for example less than 60.The hydroxy number of suitable low functionality polyester polyol is 40-60.In one embodiment, the hydroxy number of described first polyester polyol is 54-58.The low functionality of this first polyester polyol causes flexible increase and when form crosslinked trend reduction during with isocyanate reaction in coating.Can use any polyester polyol in the present invention with low functionality.For example, described first polyester polyol reaction product that can be carboxylic acid and polyvalent alcohol; This class product can be commercially available with DESMOPHEN 1625A from Bayer Corporation.
In one embodiment, second polyester polyol of described first component has medium functionality.Term as used herein " medium functionality " and similar terms are meant that the hydroxy number of polyester polyol is 90-125.In one embodiment, the hydroxy number of described second polyester polyol is 104-118.The medium functionality of described second polyester polyol increases the cross-linking density of coating usually, causes coating hardness to increase and the improvement chemical-resistant.Can use any polyester polyol in the present invention with medium functionality.For example, described second polyester polyol reaction product that can be polyvalent alcohol, aromatic dicarboxylic acid and/or acid anhydrides and/or aliphatic dicarboxylic acid and/or acid anhydrides.Described second polyester polyol can be m-phthalic acid, Tetra hydro Phthalic anhydride, hexanodioic acid, TriMethylolPropane(TMP) and 1, the reaction product of 6-hexylene glycol; This class product can be commercially available with DESMOPHEN670A-80 from BayerCorporation.In certain embodiments, one of described polyester polyol or two all get rid of neopentyl glycol particularly.
Described first and second polyester polyols can be combined to form the polyester polyol blend in described first component.In one embodiment, the ratio of described first polyester polyol in the polyester polyol blend and described second polyester polyol is 5: 1 to 8: 1.In another embodiment, the ratio of described first polyester polyol in the polyester polyol blend and described second polyester polyol is 6.5: 1 to 7.5: 1.The amount that can select the amount of described first polyester polyol in the described blend and described second polyester polyol is so that some feature optimization of every kind of polyvalent alcohol.For example, the amount that increases described first polyester polyol causes flexible increasing, and the amount that increases described second polyester polyol causes hardness and chemical-resistant to increase.The needs that depend on the user, those skilled in the art can determine optimum proportion based on these considerations.
In one embodiment, described first polyester polyol capable of being combined, the pure and mild acrylic acid series multiple alcohol of described second polyester polyols are to produce first component.Can in the polyester polyol blend in described first component, add the intensity of acrylic acid series multiple alcohol with further this coating of increase.In one embodiment, described acrylic acid series multiple alcohol is phenylethene modified acrylic acid series multiple alcohol.The example of the acrylic acid series multiple alcohol that other is suitable comprises the multipolymer of multipolymer, (methyl) isobornyl acrylate, (methyl) ethyl acrylate copolymer, (methyl) Hydroxyethyl acrylate and the hydroxyethyl methylacrylate of (methyl) acrylate monomer of (methyl) methyl acrylate and hydroxyl-functional.Described acrylic acid series multiple alcohol can have functional group or right and wrong are functionalized basically.In one embodiment, the hydroxy number of the acrylic acid series multiple alcohol that uses in the present invention can be at least 50.In one embodiment, can be with acrylic acid series multiple alcohol, for example phenylethene modified acrylic acid series multiple alcohol joins in described first component with the amount of 40wt% at the most.
Can provide acrylic acid series multiple alcohol to give coating enough intensity with any desirable amount.Acrylic acid series multiple alcohol usually in the finished product coating with isocyanate-crosslinked, increase the cross-linking density and the hardness of coating thus.Because the amount that increases acrylic acid series multiple alcohol can increase the intensity of coating, but reduces flexibility, must determine the desirable amount of acrylic acid series multiple alcohol based on user's needs.
Second component of described two component coating comprises isocyanic ester.Term as used herein " isocyanic ester " and similar terms comprise the cyclic trimer of isocyanic ester, polyisocyanates and polyisocyanates.Suitable isocyanic ester comprises isophorone diisocyanate, 1,3-or 1, the 4-cyclohexyl diisocyanate, dicyclohexyl methane diisocyanate, the tetraalkyl xylylene diisocyanate for example between-the tetramethyl-xylylene diisocyanate, right-phenylene diisocyanate, polymethylene multi-phenenyl isocyanate, phenylbenzene pentamethyl-vulcabond, 2, the 6-tolylene diisocyanate, the dianisidine vulcabond, the ditolyl vulcabond, naphthalene-1, the 4-vulcabond, two (4-isocyanate group phenyl) methane, 4,4 ' diphenyl propane vulcabond, hexamethylene diisocyanate, if with suitable, their tripolymer, for example the isocyanate trimerization body of hexamethylene diisocyanate.
Can select polyester polyol blend and the amount of acrylic acid series multiple alcohol (if you are using) and the amount of the isocyanic ester in described second component in described first component, (be NCO: OH) produce NCO: the OH ratio is 1: 1 or bigger coating composition so that the ratio of isocyanate groups and oh group." greater than 1: 1 ", " 1: 1 or bigger " and similar terms are meant that the NCO component will be higher than the OH component.In certain embodiments, NCO: the OH ratio was greater than 1: 1.In certain embodiments, NCO: the OH ratio was at least 1.2: 1, for example greater than 1.2: 1.In certain embodiments, NCO: the OH ratio was at least 1.4: 1, for example greater than 1.4: 1.In certain embodiments, NCO: the OH ratio is 1.7: 1 or bigger, for example 2: 1 or bigger.Usually, NCO: the OH ratio can be 3: 1 or is lower, for example 2.5: 1 or lower.Surprisingly, the coating of certain embodiments of the present invention, for example NCO: the OH ratio demonstrates the flexibility of modification greater than those of 1.2: 1.Conventional instruction points out to have higher NCO: the coating of OH ratio demonstrates the rigidity of increase.In traditional polyurethane composition, side reaction takes place with available amine, water and/or alcohol in excessive isocyanate groups (NCO group) usually, and hardening.Therefore, surprisingly, have high relatively NCO: the coating of OH ratio is compared with traditional coating has improved flexibility.Also surprisingly, according to the coating of certain embodiments of the present invention (wherein NCO: the OH ratio is 1.2: 1 or bigger, for example 1.4: 1 or bigger), can have common NCO: Young's modulus that coating had and/or tensile strength that the OH ratio is lower.
Can in coating of the present invention, add various additives.Usually, these additives are joined in described first component, but based on user's needs, these additives can be joined in any component or two kinds of components all add.The example of suitable additive comprises solvent for example acetic ester, alcohol, ketone, glycol, ether, aliphatic cpd, alicyclic compound and aromatic substance.The example of acetic ester comprises ethyl acetate, butylacetate and acetate diol ester.The example of ketone comprises, methylethylketone and methyl-n-amyl ketone.The example of aromatic substance is toluene, naphthalene and dimethylbenzene.In one embodiment, each in described first component and described second component adds one or more solvents.The The suitable solvent blend can comprise, for example, and one or more acetic ester, propyl alcohol and derivative thereof, one or more ketone, one or more alcohol and/or one or more aromatic substance.
Other suitable additive comprise the texture enhancement additive for example silicon-dioxide or paraffin with the surface touch of improving coating and strengthen resistance to soiling.Other suitable additive can comprise the standard additive in this area, includes but not limited to softening agent, flow agent, adhesive accelerant, tinting material, rheology modifier, ultraviolet ray (UV) absorption agent and hindered amine as light stabilizer (HALS).
Coating of the present invention also can comprise tinting material.Term used herein " tinting material " is meant any material of giving said composition color and/or other opacity and/or other visual effect.Tinting material can join in this coating with any suitable form (for example Li San particle, dispersion thing, solution and/or thin slice).In coating of the present invention, can use the mixture of single tinting material or two or more tinting materials.
The example of tinting material comprises pigment, dyestuff and toning agent, for example employed and/or at Dry Color Manufacturers Association (dry color AEM) listed those in (DCMA) in paint industry, and the special-effect component.Tinting material can comprise, for example, does not dissolve under working conditions but the wettable meticulous pressed powder that separates.Tinting material can be organic or inorganic, and can be accumulative or non-accumulative.Can by use grind paint vehicle (vehicle) for example the acrylic acid series grinding vehicle with colorant combination in coating, the use of grinding vehicle is that those skilled in the art are familiar with.
The example of pigment and/or color compositions includes but not limited to: carbazole two
The thick pigment of piperazine, azo, monoazo, tetrazo, naphthols AS, salt type (color lake), benzimidazolone, condenses, metal complex, iso-dihydro-indole, isoindoline and encircle phthalocyanine, quinacridone, perylene, perylene ketone (perinone), diketopyrrolo-pyrrole, thioindigo, anthraquinone, indanthrone, anthracene pyrimidine, flavanthrone, pyranthrone, anthanthrene diketone, two more
Piperazine, triaryl carbon
, quinophthalone (quinophthalone) pigment, diketopyrrolo-pyrrole red (" DPPBO is red "), titanium dioxide, carbon black and its mixture.Term " pigment " and " colored filler " can exchange use.
The example of dyestuff includes, but not limited to solvent base and/or water base those, and for example phthalocyanine (pthalo) is green or blue, ferric oxide, pucherite, anthraquinone, perylene, aluminium and quinacridone.
The example of toning agent comprises, but be not limited to, the pigment that is scattered in water base or the water miscible carriers is for example commercially available from Degussa, Inc. AQUA-CHEM896, commercially available in Eastman Chemical, the CHARISMACOLORANTS of the Accurate Dispersions department of Inc. and MAXITONER INDUSTRIAL COLORANTS.
As above mention, tinting material can be the form of dispersion, includes but not limited to the dispersion of nano particle.Nanoparticle dispersion can comprise that one or more plant the tinting material and/or the coloring agent particle of the nano particle of the high dispersing can produce required visible color and/or opacity and/or visual effect.Nanoparticle dispersion can comprise tinting material for example particle size less than 150nm, for example less than 70nm, or less than pigment or the dyestuff of 30nm.Nano particle can be by producing less than the mill raw material of pigment dyestuff of the grinding medium of 0.5mm with particle size.The example of nanoparticle dispersion and its preparation method is in U.S. Patent No. 6,875, and is open among the 800B2, is hereby incorporated by.The also available crystallization of nanoparticle dispersion, precipitation, phase condensation and chemical grinding (promptly being partly dissolved) prepare.For the reagglomeration that makes the nano particle in the coating minimizes, can use the dispersion of the nano particle of resin-coated." dispersion of the nano particle of resin-coated " used herein refers to have discrete " composite particles " to be scattered in wherein external phase, and " composite particles " comprises nano particle and be coated on resin on the nano particle.The U. S. application sequence number No.10/876 that the nano particle of resin-coated and the example of its preparation method were submitted on June 24th, 2004, open in 315, be hereby incorporated by, and the also U.S. Provisional Application No.60/482 that submits on June 24th, 2003, open in 167, also be incorporated herein by reference at this.
The example that is used for the special effect compositions of coating of the present invention comprises the pigment and/or the composition of for example reflection of appearance effect that produces one or more kinds, pearly-lustre, metalluster, phosphorescence, fluorescence, photochromic, photosensitivity, thermochromism, goniochromatism and/or color change.Other special effect compositions can provide other perceptible character, for example opacity or texture.In nonrestrictive embodiment, special effect compositions can produce color shift, changes with convenient coating its color when different angle is observed.The example of example color effect compositions is open in U.S. Patent application No.2003/0125416, is hereby incorporated by.Other example color effect compositions can comprise that the mica of transparent coating and/or synthetic mica, the silica of coating, the alumina of coating, transparent liquid crystal pigment, liquid crystal coating and/or any its interference effect come from the difference rather than because the composition of the difference of refractive index between material surface and air of the refractive index of storeroom.
In some non-limiting embodiments, coating of the present invention can use when being exposed to photo-sensitive composition and/or the photochromic composition that one or more light sources following times can reversibly change its color.Photochromic and/or photo-sensitive composition can be activated in the radiation following time that is exposed to specific wavelength.After composition is excited, its molecular structure change and change after structure show the color different new color original with composition.When no longer being exposed to radiation following time, composition photochromic and/or photosensitivity can return to dormant state, recovers the original color of composition.In a non-limiting embodiments, the composition of photochromic and/or photosensitivity can be colourless and show color in excited state at its nonexcitation state.For example in 20-60 scope second, can present color change completely to several minutes at several milliseconds.Composition photochromic and/or photosensitivity comprises photochromic dyes.
In non-limiting embodiments, photo-sensitive composition and/or photochromic composition can associate to and/or be attached to small part on the polymeric material of (for example passing through covalent linkage) polymkeric substance and/or polymerisable component.Can move out of coating with photo-sensitive composition wherein and on base material some coating of crystalline compare associating with polymkeric substance and/or polymerizable components and/or have minimum degree of moving to outside the coating to small part bonded photo-sensitive composition and/or photochromic composition according to non-limiting embodiments of the present invention.Example of photo-sensitive composition and/or photochromic composition and preparation method thereof is open in the US application serial No. of submitting on July 16th, 2,004 10/892,919, is hereby incorporated by.
Usually, tinting material can be present in the coating composition with any amount that is enough to give desirable vision and/or color effects.Tinting material can account for the 1-65wt% of this composition, for example 3-40wt% or 5-35wt%, and wt% is based on the gross weight of composition.
Coating composition of the present invention is fit to produce the coating of any kind, and is particularly suitable as the finishing coat on the base material.In one embodiment, coating of the present invention can be used as single coating that applies or single coating.In another embodiment, this coating can be used as in the coating that multiple layer applies one or more layers, and wherein every kind of coating can contain identical or different additives.Coating of the present invention can use separately or be used in combination with other coating.In certain embodiments, wish on base material to be coated, to use the adhesive accelerant layer.Can use any suitable adhesive accelerant that is available commercially.
The invention still further relates to the flexible parent metal of coating, deposit coating at least a portion of this base material.Described coating can be above-mentioned any coating.Have limited storage life by mixing described two kinds of resulting coating compositions of component, and can any known mode come on the paint flexible parent metal, for example brush, spraying, roller coat (rolling), roller coat, narrow slit coating and/or dip-coating.
The curing of these coating can be included in flash distillation under the temperature of environment or rising, and the heat baking is to obtain optimum performance then.Coating of the present invention be deposited on usually on the flexible parent metal to thickness be the 0.1-3 Mill.In one embodiment, to be deposited to thickness be the 0.5-1.0 Mill to this coating.
Term as used herein " flexible parent metal " is meant can bear mechanical stress for example bending or stretching etc. and do not have the base material of significant irreversible change.In certain embodiments, described flexible parent metal is compressible base material." compressible base material " and similar terms are meant that base material can bear compression set, in case and this compression set stop, recovering same shape basically.Term " compression set " and similar terms are meant the mechanical stress that at least temporarily reduces the base material volume at least one direction.The example of flexible parent metal comprises: non-rigid base material, for example thermoplastic polyurethane (TPU), synthetic leather, natural leather, finished product natural leather, finished product synthetic leather, foam materials, the polymeric bladder that is filled with air, liquid and/or blood plasma, polyurethane elastomer, synthetic textiles and natural textiles." foam materials " can be to comprise the polymeric of open celled foam and/or closed-cell foam or natural material." open celled foam " is meant that foam comprises a plurality of air chambers that interconnect." closed-cell foam " is meant that foam comprises discrete blind hole.The foamy example includes but not limited to: polystyrene foam, polyvinyl acetate and/or multipolymer, polyvinyl chloride and/or multipolymer, poly-(methyl) acrylimide foam materials, polyvinyl chloride foam material, polyurethane foamed material and polyolefin foam and polyolefin blends.Polyolefin foam includes but not limited to polypropylene foam, polyethylene foam material and ethane-acetic acid ethyenyl ester (" EVA ") foam materials.The eva foam material can comprise the eva foam material of flat thin slice or sheet or molding, for example the middle end of footwear.Dissimilar eva foam materials can have dissimilar surface porosities.The EVA of molding can comprise fine and close surface or " covering ", and flat thin slice or sheet can present porous surface." textiles " can comprise fabric, reticulation, net, rope etc., and comprises, for example, and canvas, nylon, cotton, polyester etc.These tabulations are not to be limit.
Flexible paint of the present invention is had many uses.For example, described flexible parent metal can be the part of sports equipment or clothes (for example sports shoes, ball, bag, clothes etc.), automobile inner part, motorcycle part, family expenses furniture and ornament etc.Surprisingly, when coating as herein described is applied on the rigid substrate and behind overcuring, that this coating remains viscosity and scratch easily.
Coating of the present invention shows flexible, makes them be fit on the paint flexible parent metal.When with this base material of hand bending, this coating is not easy to crack.Another benefit of coating of the present invention is that this coating can not ftracture or peel off after being limited in bent position by long-time (for example reaching 3 months).
In certain embodiments of the invention, the elongation at break of coating as herein described is at least 50%, and for example at least 100%.In one embodiment, the NCO of this coating: the OH ratio is that 1.4: 1 and elongation at break are greater than 100%.In one embodiment of the invention, the elongation at break of the flexible parent metal that applies with coating of the present invention is at least 197%.Term used herein " elongation at break " is meant under stretch mode puts viewed percent strain in sample fails.Elongation at break is high more to show that the elongation of sample is big more.Can for example use Instron Mini 44 devices of being furnished with the 50N load cell to measure elongation at break.
As used herein, unless stipulate clearly that otherwise it is prefix that those of all numerical example such as expression value, scope, amount or per-cent can be pronounced with speech " pact ", even this term clearly occurs.Any numerical range plan that this paper quoted comprises all subranges that are contained in wherein.Plural number comprises odd number, and vice versa.Therefore, when mentioning " polyvalent alcohol ", " isocyanic ester ", " solvent ", " carboxylic acid and/or acid anhydrides ", " polyvalent alcohol " etc. in the whole specification sheets, also can use the combination of these components.Also have, term as used herein " polymkeric substance " not only refers to oligopolymer but also refer to homopolymer and multipolymer, prefix " gather " be meant two or more.
Embodiment
Following embodiment plans to be used for illustrating the present invention, should not be understood that to limit by any way the present invention.
Table 1
The composition information of 2K polyurethane formulations of the present invention
| Embodiment 1 | Embodiment 2 | Embodiment 3 | Embodiment 4 | |
| Component A | ||||
| Polyester polyol (a) 1 | 5.0 | ?5.0 | ?14.7 | ?5.0 |
| Polyester polyol (b) 2 | 0.85 | ?0.85 | ?2.0 | ?0.85 |
| Acrylic resin solution 3 | 1.17 | ?1.17 | ?-- | ?1.17 |
| Pigment | 1.5 | ?1.5 | ?-- | ?1.5 |
| The acrylic acid series multiple alcoholic solution 4 | -- | ?-- | ?2.1 | ?-- |
| The stabilization resin 5 | 0.85 | ?0.85 | ?-- | ?0.85 |
| Non-functionalized acrylic resin | 2.5 | ?2.5 | ?8.7 | ?2.5 |
| UV stablizer/absorption agent 6 | 0.2 | ?0.2 | ?.92 | ?.20 |
| Tin catalyst 7 | .02 | ?.02 | ?.02 | ?.02 |
| The Bentone/ silica additive 8 | .07 | ?.07 | ?-- | ?.07 |
| Polysiloxane additives 9 | .02 | ?.02 | ?.05 | ?.02 |
| Solvent 10 | 18.6 | ?18.6 | ?38.66 | ?18.6 |
| The paint solvent thinner 11 | 61.5 | ?61.5 | ?22.1 | ?61.5 |
| B component | ||||
| The HDI isocyanic ester 12 | 1.6 | ?2.5 | ?9.4 | ?4.6 |
| Solvent blend 13 | 7.0 | ?4.0 | ?1.5 | ?3.1 |
| NCO∶OH | 1.1 | ?1.6 | ?2.2 | ?3.1 |
* % is based on component A and B blended gross weight (g).
* NCO/OH-(weight/equivalent weight of isocyanic ester)/(weight/equivalent weight of polyester polyol).
1The functionalized polyesters that DESMOPHEN 1652A can be commercially available from Bayer Corporation.
2The functionalized polyesters that DESMOPHEN 670A-80-can be commercially available from Bayer Corporation.
2Functionalized acrylic acid series grinding vehicle in the spissated toning agent.
4Functionalized acrylic acid series multiple alcohol, PPG automobile Clear paint.
5The cellulose acetate-butyrate that CAB-531-1 and CAB-551-0.01-can be commercially available from Eastman Chemical.
6TINUVIN 328 ﹠amp; TINUVIN 292, can be commercially available from CIBA Specialty Chemicals.
7Dibutyl tin laurate, chemical promoter.
8BENTONE 34, the suspension agent that AEROSIL 200-can be commercially available from Elementis Specialities and DegussaCorporation.
9The flow control additive that BAYSILONE OL17-can be commercially available from Bayer Corporation.
10Solvent resin/additive solution-toluene, n-butyl acetate, naphthalene, methyl ether propylene glycol acetic ester and solvent oil.
11All kinds of SOLVENTS-ethyl acetate, propylene glycol acetic ester, Virahol, N-propoxy-propyl alcohol, Pyranton, dimethylbenzene and toluene.
12The hexa-methylene polyisocyanates that DESMODUR N-3300-can be commercially available from Bayer Corporation.
13All kinds of SOLVENTS-n-butyl acetate, methyl ether propylene glycol acetic ester, methyl-n-amyl ketone, Pyranton and dimethylbenzene.
In order to generate component (A), use revolving stirrer mixed polyester polyvalent alcohol (a) and polyester polyol (b) under constant low speed at ambient temperature.Subsequently, under agitation in this resin solution, add n-butyl acetate, 10% tin catalyst solution (90%-Methyl amyl ketone) and polysiloxane additives.Next step adds the last solvent blend (it is made up of the methylethylketone of 11-12%, two alcohol ketone of 70-75% and the toluene of 17-18% usually) of UV absorption agent/stabiliser solution and 2.6g to generate final clear coating composition.Under middling speed, stir this blend 20 minutes to guarantee the abundant combination of component before program continues.
In order to generate the chromium outward appearance (embodiment 4) that coppery is transferred, use the mixing oar that the concentrated toning agent and the 3.53g copper pearl mica toning agent premix of 13.9g aluminium, 0.15g carbon black and the red acrylic type of 0.26g perrindo are incorporated in the described Clear paint.Table 1 has shown the acrylic acid series compound of use in embodiment 4 and the weight percent of other toning additive.On an average, the toning agent of this acrylic type contains 29.36% lacquer base, 29.04% pigment and 41.60% solvent.A spot of bentone (clay material) and silicon-dioxide also join in these toning agents to guarantee not take place sedimentation.Described aluminium toning agent comprises the aluminium of 0.169g SilberlineSTAR-BRITE 1150 vacuum evaporations, have the pigment, cellulose acetate-butyrate and the non-functionalized methacrylate resin that are dispersed in 1.28% in 22.59% the lacquer base, have solvent ethyl acetate/n-butyl acetate solvent blend of 76.13%.This sample was stirred 20 minutes so that this pigment is incorporated in the resin system fully.Under agitation in component A, add 0.219g tin catalyst solution (90%-methyl-n-amyl ketone) and 0.133gUV absorbent solution (80%-n-butyl acetate/100 aromatic solvents).
Embodiment 3 for containing functionalized and non-functionalized acrylic acid series multiple alcohol uses revolving stirrer to mix this acrylic acid series multiple alcohol resin and non-functionalized acrylic resin at ambient temperature under low speed.Add all kinds of SOLVENTS of 6.41g in this resin solution, this solvent is made up of ethyl acetate (13.2%), methyl-n-amyl ketone (23.85%), ethyl glycol acetate (29.9%) and 100 aromatic solvents (33.07%).Next step, solution of tin and the 0.065g silicone additive of adding 0.43g UV stablizer/absorption agent, 0.01g 10%.These mixtures were stirred the remainder that enters into component A to this blend of stirring then to guarantee the abundant stirring of these components in 20 minutes under middling speed.
Prepare this two part polyurethanes composition by the following method: with appropriate vol blending ingredients A (comprising solvent diluent) and B component isocyanic ester blend (comprising the solvent diluent shown in the table 1) 2 minutes to provide pointed NCO: the OH ratio, introduce fully guaranteeing.Use #2 viscosity Zahn cup to measure the mixing viscosity of this finished product coating during second at 15-25.Under the atomizing pressure and low rate of flow of fluid of 60-70psi, perhaps under 50-60psi and medium rate of flow of fluid, via the Binks Model#7 rifle of routine with on this coating paint flexible parent metal (embodiment 3).Spray this coating with the film build thickness of covering substrates to about 0.6 Mill.Carry out flash distillation in 10 minutes at ambient temperature, then 180 ° of hot down bakings 30 minutes (storing temperature depends on the type of flexible parent metal).Before test, the base material of all coatings is 72
Nurse one's health 7 days down to guarantee that coating fully solidifies with ambient moisture.
Be coated on embodiment 4 on the various flexible parent metals and the physicals of embodiment 3 and be shown in table 2 to table 4.Embodiment 3 and 4 on every type flexible parent metal passed through at first/final cohesiveness test, 10 days humidity measurements and flexible test, and described base material is: eva foam material, laminated thermoplastic polyurethane, finished product natural leather, Vinylite (PVA) and thermoplastic polyurethane.According to standard method of test ASTM D3359 testing method B, the base material of all 5 kinds of coatings demonstrates 5 classes in the scale of 0-5, the fabulous cohesiveness to the surface is described.
The table initial and final cohesiveness of 2-(ASTM D3359)
| Base material | Eva foam | Laminated TPU | The finished product natural leather | Vinylite (PVC) | ?TPU |
| At first-embodiment 4 | ?5B | ?5B | ?5B | ?5B | ?5B |
| Finally-embodiment 4 | ?5B | ?5B | ?5B | ?5B | ?5B |
| At first-embodiment 3 | ?5B | ?5B | ?5B | ?5B | ?5B |
| Finally-embodiment 3 | ?5B | ?5B | ?5B | ?5B | ?5B |
" B " is meant that the testing method B-of ASTM standard D3359 cuts the chequer of antireflective coating layer until base material, applies Pressuresensitive Tape and also removes rapidly.
The cohesiveness that numeric representation is measured in the 0-5 scale: 5 expressions do not have layering and 0 expression, 100% viscosity to lose efficacy.
At first-the back sample of testing of curing
Finally-after fixing 7 days after
As shown in table 3, implemented standard 10-days humidity measurement.Exposing the back 10 days 100% relative humidity uses same cohesiveness testing method to test final adhesive property.The result shows for two kinds of samples, do not have coating loss on the surface of every kind of base material.Also have, two kinds of samples on all 5 kinds of base materials have all passed through 5 class cohesiveness.
Show 3-10 days humidity measurements
*
| Base material | Eva foam | Laminated TPU | The natural leather of overpainting | Polyvinyl chloride (PVC) | TPU |
| Embodiment 4 | ?5B | 5B | 5B | 5B | 5B |
| Embodiment 3 | ?5B | 5B | 5B | 5B | 5B |
* final cohesiveness (ASTM D3359 testing method B) sample was tested 10 days in humidity chamber behind the after fixing at 24 hours
Be set in 100
With 100% relative humidity
Shift out the cohesiveness of test after 24 hours from humidity chamber.
Cohesiveness: ASTM D3359
As shown in table 4, two kinds of samples on 5 kinds of base materials are all carried out the flexible bending test.After 7 days after fixing, base material is bent to 180 ° by hand.The sign that coating does not ftracture or peels off from any base material.
The test of table 4-flexible bending
*
| Base material | The eva foam material | Laminated TPU | Leather | Vinylite (PVC) | TPU |
| Embodiment 4 | There is not cracking | There is not cracking | There is not cracking | There is not cracking | There is not cracking |
| Embodiment 3 | There is not cracking | There is not cracking | There is not cracking | There is not cracking | There is not cracking |
* be bent to 180 ° of specimen by craft behind the after fixing in 7 days.
Check the cracking of coating along bending area.
On thermoplastic polyurethane plastic, the 2K polyurethane coating of embodiment 4 has obtained unexpected film character.Table 5 contain with embodiment 4 on thermoplastic polyurethane (TPU) in the relevant detailed performance information of flexible paint.According to the standard A STM testing method that is used for pencil hardness test, net result is presented between the HB-F hardness classification, and scale is 6HB-6H.Use 3 kinds of solvent-methylethylketones, ethanol and methyl alcohol to implement 2-minute spot and expose test.Chromium coating shows does not have color or chatoyant sign.Another standard blob that continues 24 hours exposes test and relates to different general liquid, for example sweet oil, lemon juice, engine oil, hand lotion, can happy coffee.All liquid all passes through, and does not observe the considerable change of appearance of coat.Use the Norman wear test machine to implement the Taber wear testing, not saturating complete coating loss to base material up to 75 circulations.Passed through the test of standard alcohol tolerance under the friction back and forth 50 times at alcoholic acid, no color or glossy change.A kind of important physical testing that chromiumcoating is carried out is the flexible test of finishing through 3 months.Fold to 180 ° and clamp with the TPU base material that applies is manual, continue 3 months time with clip.When finishing in 3 months, through this time period, do not ftracture sign or coating color/glossy changes.The flexible test of another proof relates to shock-resistance, based on the standard method of test among the ASTM D2794-93.Use 145 in-lbs to observe the inefficacy end points, produce slight cracking at central point of contact place.
The film character of the chromium single coating on the table 5-thermoplastic polyurethane
| Character | Method | The result |
| Build | Gauged electron membrane thickness gauge | Be generally the 0.4-1.0 Mill |
| Color | ASTM D1729 | Silver chromium |
| Gloss under 60 | ASTM D523 | 55.6 ° |
| Pencil hardness (Gouge) | ASTM D3363 Mitsubishi UNI pencil 6B-B, HB, F, H, 2H-6H (by soft extremely hard) | 2H |
| Solvent resistance | Spot tolerance (exposing in 2 minutes) MEK, ethanol, methyl alcohol | Maximum change+/-5 units.Do not have obviously and change |
| Chemical-resistant | Spot tolerance (exposing in 24 hours) hand lotion, sweet oil, coffee, cola, lemon juice, engine oil, sweet oil | Maximum change+/-5 units.Do not have obviously and change |
| Wearing and tearing | The Norman wear device, RCA sandpaper strip, 175 gram load | Minimum 120 circulations were lost efficacy to exposing base material |
| The alcohol tolerance | Be immersed in the cotton in 95% ethanol; 500 grammes per square metres have 1cm 2Contact area; 50 frictions back and forth | Outward appearance does not obviously change |
| Flexible test | With 180 ° of base material back bending, continue 3 months at case of bending. | Cracking, layering do not have considerable change |
| Shock-resistance | ASTM D2794-93 | Slight cracking, 145 inches-1bs of layering |
Preparation has three kinds of different NCO: the coating of the embodiment 3 of OH ratio was also tested after 24 hour set time.Contrasting sample B (NCO: the OH ratio is 2.5: 1) and sample C (NCO: the OH ratio is 0.5: 1) comes specimen A (NCO: the OH ratio is 5: 1).Use Instron Elongation test equipment to use standard techniques to test these samples to obtain Young's modulus, tensile strength, elongation and toughness, as shown in table 6.
Table 6-NCO: the OH ratio is the coating property of composition after 24 hour set time of 5: 1,2.5: 1 and 0.5: 1
| Sample composition | NCO: OH ratio | Young's modulus (MPa) | Tensile strength (MPa) | Elongation (%) | Toughness (MPa) |
| Embodiment 3 (A) | 5∶1 | ?60.7±5.9 | ?19.7±1.4 | ?105.8±6.9 | ?11.3±1.2 |
| Embodiment 3 (B) | 2.5∶1 | ?6.7±0.7 | ?4.9±1.1 | ?91.2±23.6 | ?2.5±0.9 |
| Embodiment 3 (C) | 0.5∶1 | Can not carry out, lack the integrity of film |
Surprisingly, NCO: the of the present invention coating of OH ratio up to 5: 1 has showed to have significantly lower NCO: the coating of OH ratio (for example less than 1.7: 1) has tensile strength, Young's modulus and toughness usually.
As mentioned above embodiment 1-4 is coated on the synthetic leather of standard, and as shown in table 7ly further tests.
| Embodiment 1 | Embodiment 2 | Embodiment 3 | Embodiment 4 | |
| Set time (under 22 ℃) | 1.5 hour | 2 hours | 3.5 hour | 5 hours |
| Cohesive strength | 4PLI | 4PLI | 2PLI | 1PLI |
| The Bally flexibility | + 200,000 circulation | + 200,000 circulation | 150,000 circulations | 35,000 circulations |
| MEK rub back and forth (after 24 hours) | +50 | +50 | 30 | ＜10 |
Measure set time be under 22 ℃ for the gel time necessary, gel means that this coating is not dumpable.
Cohesive strength is the industrial standards test, and is to open measuring of the required power of coating from base material, and measures with PLI (the every linear inch of pound).
The Bally bending also is the industrial standards test, uses the Bally flexometer to measure resistance to cracking.Flexibility is high more, and this record value is big approximately.
The MEK tolerance also is the industrial standards test, is measuring of solvent resistance.
Although for having described detailed embodiment of the present invention more than the illustrational purpose, for a person skilled in the art, obviously can make many changes and not deviate from defined in the appended claims the present invention details of the present invention.
Claims (17)
1. coating composition comprises:
First component comprises:
(i) have first polyester polyol of first functionality, the hydroxy number of described first polyester polyol is 40-60;
Second polyester polyol that (ii) has second functionality, the hydroxy number of described second polyester polyol are 90-125;
Wherein said second functionality is greater than described first functionality; With
Second component comprises isocyanic ester, the NCO of wherein said coating: the OH ratio is 1: 1 or bigger.
2. the coating composition of claim 1, wherein said first polyester polyol comprises the reaction product of dicarboxylic acid and/or acid anhydrides and polyvalent alcohol.
3. the coating composition of claim 1, wherein said second polyester polyol comprises the reaction product of dicarboxylic acid and/or acid anhydrides and polyvalent alcohol.
4. the coating composition of claim 1, wherein said second polyester polyol comprises m-phthalic acid, Tetra hydro Phthalic anhydride, hexanodioic acid, TriMethylolPropane(TMP) and 1, the reaction product of 6-hexylene glycol.
5. the coating composition of claim 1, the weight ratio of wherein said first polyester polyol and described second polyester polyol is 5: 1 to 8: 1.
6. the coating composition of claim 1, the weight ratio of wherein said first polyester polyol and described second polyester polyol is 6.5: 1 to 7.5: 1.
7. the coating composition of claim 1, wherein said first component also comprises acrylic acid series multiple alcohol.
8. the coating composition of claim 7, wherein said acrylic acid series multiple alcohol accounts for the 40wt% at the most of described coating composition.
9. the coating composition of claim 1, the NCO of wherein said coating: the OH ratio is 1.2: 1 or bigger.
10. the coating composition of claim 1, the NCO of wherein said coating: the OH ratio is 1.4: 1 or bigger.
11. the coating composition of claim 1, the NCO of wherein said coating: the OH ratio is 1.7 or bigger.
12. the coating composition of claim 1 also comprises the texture enhancement additive that is selected from silicon-dioxide and paraffin.
13. the flexible parent metal that applies, it comprises:
Flexible parent metal and
Be deposited on the coating at least a portion of described base material by coating composition according to aforementioned each claim.
14. the flexible parent metal of the coating of claim 13, wherein said flexible parent metal comprise thermoplastic polyurethane, polyvinyl chloride, leather and/or ethane-acetic acid ethyenyl ester foam materials.
15. the flexible parent metal of the coating of claim 13, the elongation at break of the flexible parent metal of wherein said coating is greater than 100%.
16. the flexible parent metal of the coating of claim 13, the thickness of wherein said coating are the 0.5-1.0 Mill.
17. the flexible parent metal of the coating of claim 13, wherein said base material is compressible.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US11/155,154 | 2005-06-17 | ||
| US11/155,154 US7592398B1 (en) | 2004-06-18 | 2005-06-17 | Flexible polymer coating and coated flexible substrates |
| PCT/US2006/015210 WO2006137967A1 (en) | 2005-06-17 | 2006-04-21 | Flexible polymer coating and coated flexible substrates |
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| CN101218274A CN101218274A (en) | 2008-07-09 |
| CN101218274B true CN101218274B (en) | 2011-10-12 |
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| EP (1) | EP1910439A1 (en) |
| KR (1) | KR20080027351A (en) |
| CN (1) | CN101218274B (en) |
| AR (1) | AR055970A1 (en) |
| BR (1) | BRPI0613364A2 (en) |
| HK (1) | HK1119189A1 (en) |
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| US8389113B2 (en) | 2002-09-17 | 2013-03-05 | Ppg Industries Ohio, Inc. | Substrates and articles of manufacture coated with a waterborne 2K coating composition |
| US20070020463A1 (en) * | 2004-12-23 | 2007-01-25 | Trainham James A | Flexible polymer coating and coated flexible substrates |
| US7872078B2 (en) * | 2007-08-28 | 2011-01-18 | Ppg Industries Ohio, Inc. | Curable film-forming compositions demonstrating self-healing properties |
| CN104710925A (en) * | 2015-03-27 | 2015-06-17 | 上海灿达建材科技有限公司 | Solvent-free elastic medium coating and manufacturing method thereof |
| CN108431153B (en) * | 2015-10-28 | 2021-11-23 | Swimc有限公司 | Polyurethane coating composition |
| KR102340545B1 (en) * | 2019-10-02 | 2021-12-20 | 주식회사 케이씨씨 | Composition for clear coat |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3473951A (en) * | 1968-01-02 | 1969-10-21 | Dexter Corp | Curable coating composition and self-skinned polyurethane foam article coated with same |
| US4380591A (en) * | 1982-02-03 | 1983-04-19 | Union Carbide Corporation | Novel amino catalyst mixture for stabilization of polyurethane foam |
| CN1473182A (en) * | 2000-11-06 | 2004-02-04 | ŵ�����˹ɷ�����˾ | Solvent based coating composition |
-
2006
- 2006-04-21 CN CN2006800251107A patent/CN101218274B/en not_active Expired - Fee Related
- 2006-04-21 WO PCT/US2006/015210 patent/WO2006137967A1/en active Application Filing
- 2006-04-21 EP EP06758491A patent/EP1910439A1/en not_active Withdrawn
- 2006-04-21 BR BRPI0613364-9A patent/BRPI0613364A2/en not_active Application Discontinuation
- 2006-04-21 MX MX2007016139A patent/MX2007016139A/en active IP Right Grant
- 2006-04-21 KR KR1020087001232A patent/KR20080027351A/en not_active IP Right Cessation
- 2006-04-24 TW TW095114567A patent/TWI347345B/en not_active IP Right Cessation
- 2006-06-14 AR ARP060102503A patent/AR055970A1/en unknown
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3473951A (en) * | 1968-01-02 | 1969-10-21 | Dexter Corp | Curable coating composition and self-skinned polyurethane foam article coated with same |
| US4380591A (en) * | 1982-02-03 | 1983-04-19 | Union Carbide Corporation | Novel amino catalyst mixture for stabilization of polyurethane foam |
| CN1473182A (en) * | 2000-11-06 | 2004-02-04 | ŵ�����˹ɷ�����˾ | Solvent based coating composition |
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| MX2007016139A (en) | 2008-03-10 |
| HK1119189A1 (en) | 2009-02-27 |
| CN101218274A (en) | 2008-07-09 |
| EP1910439A1 (en) | 2008-04-16 |
| KR20080027351A (en) | 2008-03-26 |
| TWI347345B (en) | 2011-08-21 |
| BRPI0613364A2 (en) | 2011-01-11 |
| WO2006137967A1 (en) | 2006-12-28 |
| AR055970A1 (en) | 2007-09-12 |
| TW200700512A (en) | 2007-01-01 |
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