CN101838499A - Metal coating composition - Google Patents
Metal coating composition Download PDFInfo
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- CN101838499A CN101838499A CN201010151420A CN201010151420A CN101838499A CN 101838499 A CN101838499 A CN 101838499A CN 201010151420 A CN201010151420 A CN 201010151420A CN 201010151420 A CN201010151420 A CN 201010151420A CN 101838499 A CN101838499 A CN 101838499A
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- Prior art keywords
- compound
- methyl
- composition
- vinylformic acid
- unsaturated group
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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
- C09D175/14—Polyurethanes having carbon-to-carbon unsaturated bonds
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B05—SPRAYING OR ATOMISING IN GENERAL; APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D—PROCESSES FOR APPLYING FLUENT MATERIALS TO SURFACES, IN GENERAL
- B05D1/00—Processes for applying liquids or other fluent materials
- B05D1/02—Processes for applying liquids or other fluent materials performed by spraying
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
- C08L75/04—Polyurethanes
- C08L75/06—Polyurethanes from polyesters
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L75/00—Compositions of polyureas or polyurethanes; Compositions of derivatives of such polymers
- C08L75/04—Polyurethanes
- C08L75/14—Polyurethanes having carbon-to-carbon unsaturated bonds
- C08L75/16—Polyurethanes having carbon-to-carbon unsaturated bonds having terminal carbon-to-carbon unsaturated bonds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- 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
Abstract
The present invention relates to metal coating composition, the metallic paint of filming that can form the reflecting feel excellence is provided.In comprising the metal coating composition that contains unsaturated group resin, organic solvent and luminescent material, use the urethane resin compound (a) that contains unsaturated group as containing the unsaturated group resin.This urethane resin (a) that contains unsaturated group is that to have 2 above active hydrogens, molecular weight be compound (A) and alicyclic or aromatic polyisocyanate compound (B) below 300 and reaction product with (methyl) acrylic compound (C) of active hydrogen.
Description
Technical field
The present invention relates to metal coating composition, it can make luminescent material be orientated well, and forms filming of reflecting feel excellence thus.
Background technology
In the metallic paint, at coated articles such as automobile, general industries is under the situation of steel plate, widely used is propenyl melamine resin as baked paint, in addition, at coated articles such as PC or mobile telephones is under the situation of plastic plate, and widely used is coating resins or the cured with isocyanates type polyurethane resin with Air drying.
But,, need the reaction times (time of a few hours before final the curing) that is called pot-life (pot life) before the resin solidification for employed cured with isocyanates type polyurethane resin in the paint for plastics.In addition, because the common hardness of filming low (softness) of this class material, thereby, wish that appearance can form the material that high rigidity is filmed from preventing that viewpoints such as scratch from considering.On the other hand, because baked paint need be applicable to high temperature, so be unsuitable for plastic applications.
In multiple coating resin, ultraviolet curing resin can solidify in the short period of time (tens of seconds) by uviolizing, even the temperature of coated article only rises to the degree that plastics also can bear, therefore can be widely used in plastic applications therebetween.Known particularly under the situation of the ultraviolet curing resin that contains polyfunctional origoester acrylate, can form filming of high rigidity.
But, the common ultraviolet curing resin that constitutes by this class low molecular weight propylene acid esters oligopolymer, when using it for metallic paint, can't expect to be used to suppress to spray the sufficient viscosity that the necessary solvent evaporates of motion of coating back luminescent material followed improves, or be used for fixing the necessary drying of luminescent material, therefore, be difficult to obtain the metal deposit of the good and reflecting feel excellence of the orientation of luminescent material.
Summary of the invention
The problem that the present invention solves
Therefore, the object of the present invention is to provide metal coating composition, it can make luminescent material be orientated well, and the result can form filming of reflecting feel excellence.
Solve the mode of problem
The contriver finds by spraying coating, when the metal coating composition that will comprise the following specific urethane resin compound (a), organic solvent and the luminescent material that contain unsaturated group is applied on the coated article, volatilization along with organic solvent, viscosity moderately rises, the motion of luminescent material is stopped thus, and then along with drying, luminescent material shrinks because of filming to be pushed down, the result has realized the good orientation of luminescent material, forms the metal deposit of reflecting feel excellence.
The above-mentioned urethane resin compound (a) that contains unsaturated group of the present invention be contain 2 above active hydrogens, molecular weight is compound (A), alicyclic ring or aromatic polyisocyanate compound (B) below 300 and the reaction product that contains (methyl) acrylic compound (C) of active hydrogen.This reaction product is characterised in that; have amino-formate bond and (methyl) acryl at intramolecularly; have more than 3000, preferred 3000～30000 molecular weight, more than 2, preferred 2～10 unsaturated groups and the above viscosity (presenting waxy viscosity under the preferred normal temperature) of 2,000,000 mPas.
The urethane resin compound (a) that contains unsaturated group is the reaction product of above-claimed cpd (A), compound (B) and compound (C), as long as it satisfies aforementioned condition, its structure is not had particular determination, preferably have more multifunctional and viscosity higher more.The preferred embodiment that contains the urethane resin compound (a) of unsaturated group is, make cyclohexyl dimethanol as compound (A), as the isophorone diisocyanate of compound (B) and as Dipentaerythritol five acrylate reactions of compound (C) and polymkeric substance, promptly have formation
The general structure (x is a number of repeat unit) of compound (C)-compound (B)-(compound (A)-compound (B)) x-compound (C).The urethane resin compound (a) that contains unsaturated group with this structure is synthetic under the state of organic solution.
Compound (A) can be to have 2 above hydroxyls, and molecular weight is the compound below 300.For example can enumerate: polynary alicyclic alcohols such as cyclohexyl dimethanol, tristane dimethanol, naphthalane dimethanol, tetraline dimethanol, norbornylene dimethanol or five rings dodecane dimethanol; Ethylene glycol, 1, ammediol, 1,4-butyleneglycol, 1,5-pentanediol, 1,6-hexylene glycol, 1,7-heptanediol, 1,8-ethohexadiol, 1,9-nonanediol, 1,10-decanediol, 3-methyl 1,5-pentanediol, neopentyl glycol or 2-methyl isophthalic acid, polyhydric aliphatic family alcohols such as 8-ethohexadiol etc.
Compound (B) can be the compound that comprises alicyclic ring or aromatic structure in polyisocyanates.For example can enumerate: the benzylidene vulcabond, 4, the 4-diphenylmethanediisocyanate, the xylylene vulcabond, Xylene Diisocyanate, 4,4-methylene-bis (cyclohexyl isocyanate) methylcyclohexane-2,4-(or 2,6)-vulcabond, 1,3-(isocyanato-methyl) hexanaphthene, isophorone diisocyanate, 1, the 5-naphthalene diisocyanate, the polymethylene polyphenylene vulcabond, triphenylmethane triisocyanate, naphthalene diisocyanate, 1,3-ring caproic subunit vulcabond, benzylidene vulcabond polymkeric substance or diphenylmethanediisocyanate polymkeric substance etc.
Compound (C) can be to have (methyl) acryl and compound bearing active hydrogen in molecule.For example can enumerate: 2-hydroxy ethyl methacrylate, 2-hydroxypropyl acrylate, 2-hydroxyl butylacrylic acid ester, 3-hydroxyl butylacrylic acid ester, polyoxyethylene glycol mono acrylic ester, pentaerythritol triacrylate, Dipentaerythritol five acrylate or 2-hydroxyl-1-acryloxy-hydroxy acrylates such as 3-methacrylic ester; (methyl) vinylformic acid affixture, 1 of propylene glycol diglycidylether, (methyl) vinylformic acid affixture, 1 of 6-hexanediol diglycidyl ether, (methyl) vinylformic acid affixture, 1 of 4-butanediol diglycidyl ether, (methyl) vinylformic acid affixture, 1 of 5-pentanediol diglycidylether, (methyl) vinylformic acid affixture, 1 of 7-heptanediol diglycidylether, (methyl) vinylformic acid affixture of 8-ethohexadiol diglycidylether etc.
In addition, other also can be enumerated: (methyl) vinylformic acid affixture of (methyl) vinylformic acid affixture of neopentylglycol diglycidyl ether, (methyl) vinylformic acid affixture of bisphenol A diglycidyl ether or Hydrogenated Bisphenol A diglycidylether etc.
Metal coating composition of the present invention is that organic solvent and luminescent material are engaged to the composition that the above-mentioned urethane resin compound (a) that contains unsaturated group obtains.
As long as organic solvent can dissolve the urethane resin (a) that contains unsaturated group, and can spray, then just without limits to its kind, for example, can use methylethylketone, butylacetate, ethyl acetate, methyl iso-butyl ketone (MIBK), toluene, ethyl glycol acetate, butylacetic acid ester etc. ideally.The usage quantity of organic solvent is decided to be the aequum that makes coating composition reach the viscosity that can spray, or than its few amount.For latter event, before spraying coating, need the viscosity of composition to be adjusted to sprayable viscosity by adding organic solvent.Luminescent material is so long as give the pigment of reflecting feel as the metal to filming, for the kind of pigment just without limits, but use aluminium or other metallic pigment, pearl pigment etc. usually ideally.
The usage quantity of luminescent material contains the urethane resin compound (a) (solid ingredient) of unsaturated group with respect to 100 weight parts, is preferably 5～35 weight parts.
In the metal coating composition of the present invention, can cooperate an amount of anti-sedimentation agent or flow agent (levelling agent) and so on additive commonly used as required.
Common metal coating composition of the present invention is applicable to applied thing by spraying coating.At this moment, under the high situation of the viscosity of composition, need its viscosity be adjusted to sprayable viscosity by adding organic solvent, for example the viscosity of 10～18 seconds (20 ℃) among the Ford cup #4.By spraying coating, at coating 5～30 μ m, preferred 10～20 μ m are thick film after, by uviolizing, can obtain the metal deposit of the good and reflecting feel excellence of luminescent material orientation.
Embodiment
Below, embodiments of the present invention are specifically described.Below, part and % all are benchmark with weight.
Embodiment 1
Comprise 100 parts of the solution that the urethane resin compound (a) that contains unsaturated group and methylethylketone form with 60%: 40% part by weight
16 parts of ALPASTE 5620NS
(the aluminium pigment paste of Japan aluminium Industrial Co., Ltd system; Solid ingredient 70%)
4 parts of IRGACURE 184 (light trigger that Ciba company makes)
10 parts of NS-5500 (nanmu originally changes into the anti-sedimentation agent of (strain) system)
Said components is distributed in the butylacetate, adjusts to the viscosity of 12 seconds (20 ℃) among the Ford cup #4, prepare metal coating composition of the present invention thus.
The above-mentioned urethane resin compound (a) that contains unsaturated group be make cyclohexyl dimethanol as compound (A), as the isophorone diisocyanate of compound (B) and as Dipentaerythritol five acrylate reactions of compound (C) and the polymkeric substance of aforementioned formula, have is molecular weight and 10 unsaturated groups of 9200, viscosity is more than 2,000,000 mPas, and normal temperature is the wax shape down.
Embodiment 2
Comprise 120 parts of the solution that the urethane resin compound (a) that contains unsaturated group and methylethylketone form with 50%: 50% part by weight
16 parts of ALPASTE 5620NS (as described above)
4 parts of IRGACURE 184 (as described above)
10 parts of NS-5500 (as described above)
Said components is scattered in the butylacetate, in Ford cup #4, adjusts to the viscosity of 12 seconds (20 ℃), prepare metal coating composition of the present invention thus.
The above-mentioned urethane resin compound (a) that contains unsaturated group be make cyclohexyl dimethanol as compound (A), as the isophorone diisocyanate of compound (B) and as the 2-hydroxy ethyl methacrylate reaction of compound (C) and the polymkeric substance of aforementioned formula, have molecular weight and 2 unsaturated groups of 3900, viscosity is more than 2,000,000 mPas, and normal temperature is the wax shape down.
Comparative example
The example of this comparative example prior art that to be illustration formed by low-molecular-weight urethane ester oligomer.
Resin-1 60 part relatively
16 parts of ALPASTE 5620NS (as previously mentioned)
4 parts of IRGACURE 184 (as previously mentioned)
10 parts of NS-5500 (as previously mentioned)
Said components is scattered in the butylacetate, in Ford cup #4, adjusts to the viscosity of 14 seconds (20 ℃), prepare the metal coating composition of prior art thus.
Above-mentioned relatively resin-the 1st, make cyclohexyl dimethanol as compound (A), as the isophorone diisocyanate of compound (B) and as the pentaerythritol triacrylate reaction of compound (C) and the polymkeric substance of aforementioned structural formula (but the value of x is little), have molecular weight and 6 unsaturated groups of 1500, viscosity is more than the 35000mPas, and normal temperature is down for liquid.
Experimental example
Adopt air-sprayer, to polycarbonate plate, 60 ℃ of dryings 10 minutes, the metal halide lamp that uses 120W/cm then was as light source, with 1400mJ/cm with the metal coating composition separate application of embodiment 1, embodiment 2 and comparative example
2The accumulation light quantity carry out uviolizing, make the metal deposit that thickness is 12 μ m thus.By dynamic index (Flop index) and range estimation, measure reflecting feel, adaptation and pencil hardness to respectively filming, the results are shown in table 1.
Dynamic index adopts the dynamic index tester (X-Rite MA-68II) of X-Rite corporate system to measure.Although it is slightly different with the kind of luminescent material,, then can be evaluated as and has excellent reflecting feel as the metal if usually dynamic index is more than 20.
For passing through the visual assessment reflecting feel, zero is the situation of reflecting feel excellence (almost can't see the orientation inequality of luminescent material), * for lacking the situation (seeing the orientation inequality of luminescent material) of reflecting feel more.Adopt cutting machine to be cut to substrate, make the grid (go バ Application) of 100 1mm * 1mm sizes and film, paste bonding glass paper tape on its surface, after it is peeled off rapidly, be coated with face by observation and measure the adaptation of filming.Zero is to can't see the situation of peeling off that grid is filmed fully, * for seeing the situation of peeling off that 10 above grid are filmed.
Under above-mentioned coating condition, go up making at Tinplate (Block リ キ plate) and film, after uviolizing, measure the pencil hardness of filming.
Table 1
| Embodiment 1 | Embodiment 2 | Comparative example | |
| The dynamic index of metal deposit | ?20 | ?22 | ??12 |
| Reflecting feel (range estimation) | ?○ | ?○ | ??× |
| The adaptation of metal deposit and polycarbonate plate | ?○ | ?○ | ??○ |
| Pencil hardness | ?3H | ?H | ??3H |
Show by above-mentioned experimental result, use the metal coating composition of the present invention comprise the urethanes (a), organic solvent and the luminescent material that contain unsaturated group, can obtain the metal deposit of the good and reflecting feel excellence of the orientation of luminescent material.
Claims (9)
1. composition; it is the urethane resin compound (a) that contains unsaturated group; the metal coating composition that organic solvent and luminescent material form; it is characterized in that: this urethane resin compound (a) that contains unsaturated group is to have 2 above active hydrogens; molecular weight is compound (A) and alicyclic or aromatic polyisocyanate compound (B) below 300 and reaction product with (methyl) acrylic compound (C) of active hydrogen; this reaction product has amino-formate bond and (methyl) acryl at intramolecularly, and has molecular weight and the unsaturated group more than 2 more than 3000.
2. the composition of claim 1, wherein the reaction product of compound (A), compound (B) and compound (C) is the polymkeric substance with structure that following general formula represents,
Wherein x is a number of repeat unit.
3. the composition of claim 1, wherein compound (A) is alicyclic polyol or aliphatic polyol.
4. the composition of claim 3, wherein alicyclic polyol is cyclohexyl dimethanol, tristane dimethanol, naphthalane dimethanol, tetraline dimethanol, norbornylene dimethanol or five rings dodecane dimethanol.
5. the composition of claim 3, wherein alicyclic polyol is an ethylene glycol, 1, ammediol, 1,4-butyleneglycol, 1,5-pentanediol, 1,6-hexylene glycol, 1,7-heptanediol, 1,8-ethohexadiol, 1,9-nonanediol, 1,10-decanediol, 3-methyl isophthalic acid, 5-pentanediol, neopentyl glycol or 2-methyl isophthalic acid, 8-ethohexadiol.
6. the composition of claim 1, wherein compound (B) is the benzylidene vulcabond, 4, the 4-diphenylmethanediisocyanate, the xylylene vulcabond, Xylene Diisocyanate, 4,4-methylene-bis (cyclohexyl isocyanate) methylcyclohexane-2,4-(or 2,6)-vulcabond, 1,3-(isocyanato-methyl) hexanaphthene, isophorone diisocyanate, 1, the 5-naphthalene diisocyanate, the polymethylene polyphenylene vulcabond, triphenylmethane triisocyanate, naphthalene diisocyanate, 1,3-ring caproic subunit vulcabond, benzylidene vulcabond polymkeric substance or diphenylmethanediisocyanate polymkeric substance.
7. the composition of claim 1, wherein compound (C) is a hydroxy acrylate, (methyl) vinylformic acid affixture of propylene glycol diglycidylether, 1, (methyl) vinylformic acid affixture of 6-hexanediol diglycidyl ether, 1, (methyl) vinylformic acid affixture of 4-butanediol diglycidyl ether, 1, (methyl) vinylformic acid affixture of 5-pentanediol diglycidylether, 1, (methyl) vinylformic acid affixture of 7-heptanediol diglycidylether, 1, (methyl) vinylformic acid affixture of 8-ethohexadiol diglycidylether, (methyl) vinylformic acid affixture of neopentylglycol diglycidyl ether, (methyl) vinylformic acid affixture of (methyl) vinylformic acid affixture of bisphenol A diglycidyl ether or Hydrogenated Bisphenol A diglycidylether.
8. the composition of claim 7, wherein hydroxy ethyl methacrylate is 2-hydroxy ethyl methacrylate, 2-hydroxypropyl acrylate, 2-hydroxyl butylacrylic acid ester, 3-hydroxyl butylacrylic acid ester, polyoxyethylene glycol mono acrylic ester, pentaerythritol triacrylate, Dipentaerythritol five acrylate or 2-hydroxyl-1-acryloxy-3-methacrylic ester.
9. the composition of claim 1, wherein, per 100 weight parts contain the solid ingredient of the urethane resin compound (c) of unsaturated group, but contain the luminescent material of 5～35 weight parts and said composition formed the aequum of sprayed solution or than its a spot of solvent.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2009059314A JP5410790B2 (en) | 2009-03-12 | 2009-03-12 | Metallic paint composition |
| JP2009-059314 | 2009-03-12 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101838499A true CN101838499A (en) | 2010-09-22 |
| CN101838499B CN101838499B (en) | 2015-02-25 |
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| Application Number | Title | Priority Date | Filing Date |
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| CN201010151420.1A Active CN101838499B (en) | 2009-03-12 | 2010-03-12 | Metallic coating composition |
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| Country | Link |
|---|---|
| JP (1) | JP5410790B2 (en) |
| KR (1) | KR101731110B1 (en) |
| CN (1) | CN101838499B (en) |
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| JP5548317B2 (en) * | 2011-12-08 | 2014-07-16 | ディーエイチ・マテリアル株式会社 | Molding materials and molded products |
| JP7121952B2 (en) * | 2020-02-04 | 2022-08-19 | 株式会社パジコ | Light energy ray-curable clay composition, method for producing light energy ray-curable clay composition, and method for producing modeled object |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62252473A (en) * | 1986-04-26 | 1987-11-04 | Dainippon Ink & Chem Inc | Coating method |
| CN1436822A (en) * | 2002-02-08 | 2003-08-20 | 湖南亚大新材料科技股份有限公司 | Ultraviolet light cured aluminium powder paint |
| CN1486960A (en) * | 2002-08-07 | 2004-04-07 | 珠海东诚化工有限公司 | Ultraviolet light cured ceramic paint |
| KR100758294B1 (en) * | 2005-10-18 | 2007-09-13 | 대영고분자 주식회사 | A low-bake base and top coating paint composition and method therefor |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH037713A (en) * | 1989-03-30 | 1991-01-14 | Toyobo Co Ltd | Radiation-curing resin composition, resin composition for paint and precoat metal |
| JPH02263872A (en) * | 1989-04-03 | 1990-10-26 | Dainippon Toryo Co Ltd | Ultraviolet-curable coating |
| JP3247267B2 (en) * | 1995-02-02 | 2002-01-15 | トヨタ自動車株式会社 | Matte coating formation method |
| EP1488923A1 (en) * | 2002-03-01 | 2004-12-22 | C. I. Kasei Company, Limited | Decorative sheet and process for producing the same |
| JP2004090294A (en) * | 2002-08-29 | 2004-03-25 | C I Kasei Co Ltd | Decorative sheet |
| JP2006056973A (en) * | 2004-08-19 | 2006-03-02 | Kansai Paint Co Ltd | Method for producing aqueous resin dispersion |
| JP4953637B2 (en) * | 2006-01-18 | 2012-06-13 | 株式会社システム・トート | Decorative article and method of manufacturing the same |
-
2009
- 2009-03-12 JP JP2009059314A patent/JP5410790B2/en active Active
-
2010
- 2010-03-10 KR KR1020100021182A patent/KR101731110B1/en active IP Right Grant
- 2010-03-12 CN CN201010151420.1A patent/CN101838499B/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62252473A (en) * | 1986-04-26 | 1987-11-04 | Dainippon Ink & Chem Inc | Coating method |
| CN1436822A (en) * | 2002-02-08 | 2003-08-20 | 湖南亚大新材料科技股份有限公司 | Ultraviolet light cured aluminium powder paint |
| CN1486960A (en) * | 2002-08-07 | 2004-04-07 | 珠海东诚化工有限公司 | Ultraviolet light cured ceramic paint |
| KR100758294B1 (en) * | 2005-10-18 | 2007-09-13 | 대영고분자 주식회사 | A low-bake base and top coating paint composition and method therefor |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2010209276A (en) | 2010-09-24 |
| KR20100103386A (en) | 2010-09-27 |
| JP5410790B2 (en) | 2014-02-05 |
| KR101731110B1 (en) | 2017-04-27 |
| CN101838499B (en) | 2015-02-25 |
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