TW200951189A - Silica-containing UV-crosslinkable hardcoat coatings comprising urethane acrylates - Google Patents
Silica-containing UV-crosslinkable hardcoat coatings comprising urethane acrylates Download PDFInfo
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- TW200951189A TW200951189A TW097151311A TW97151311A TW200951189A TW 200951189 A TW200951189 A TW 200951189A TW 097151311 A TW097151311 A TW 097151311A TW 97151311 A TW97151311 A TW 97151311A TW 200951189 A TW200951189 A TW 200951189A
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- Prior art keywords
- composition
- cerium oxide
- coating
- weight
- protonated
- Prior art date
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- 238000000576 coating method Methods 0.000 title claims abstract description 77
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical class OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 title claims abstract description 7
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 title abstract description 18
- 239000000377 silicon dioxide Substances 0.000 title description 3
- 239000011248 coating agent Substances 0.000 claims abstract description 66
- 239000000203 mixture Substances 0.000 claims abstract description 64
- 239000002105 nanoparticle Substances 0.000 claims abstract description 31
- 239000002798 polar solvent Substances 0.000 claims abstract description 12
- 239000003999 initiator Substances 0.000 claims abstract description 11
- 229910000420 cerium oxide Inorganic materials 0.000 claims description 48
- BMMGVYCKOGBVEV-UHFFFAOYSA-N oxo(oxoceriooxy)cerium Chemical compound [Ce]=O.O=[Ce]=O BMMGVYCKOGBVEV-UHFFFAOYSA-N 0.000 claims description 48
- -1 amide phthalate Chemical class 0.000 claims description 25
- 239000002904 solvent Substances 0.000 claims description 22
- 239000003085 diluting agent Substances 0.000 claims description 19
- DRVWBEJJZZTIGJ-UHFFFAOYSA-N cerium(3+);oxygen(2-) Chemical class [O-2].[O-2].[O-2].[Ce+3].[Ce+3] DRVWBEJJZZTIGJ-UHFFFAOYSA-N 0.000 claims description 16
- 238000000034 method Methods 0.000 claims description 16
- 239000002253 acid Substances 0.000 claims description 10
- NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate group Chemical group C(C=C)(=O)[O-] NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 8
- VLTICMVRVQWWIQ-UHFFFAOYSA-N ethyl carbamate;phthalic acid Chemical compound CCOC(N)=O.OC(=O)C1=CC=CC=C1C(O)=O VLTICMVRVQWWIQ-UHFFFAOYSA-N 0.000 claims description 8
- 239000000126 substance Substances 0.000 claims description 8
- 150000002148 esters Chemical class 0.000 claims description 7
- 239000000725 suspension Substances 0.000 claims description 7
- 125000001931 aliphatic group Chemical group 0.000 claims description 6
- 125000002091 cationic group Chemical group 0.000 claims description 5
- 150000001875 compounds Chemical class 0.000 claims description 4
- VZXTWGWHSMCWGA-UHFFFAOYSA-N 1,3,5-triazine-2,4-diamine Chemical compound NC1=NC=NC(N)=N1 VZXTWGWHSMCWGA-UHFFFAOYSA-N 0.000 claims description 3
- UPGATMBHQQONPH-UHFFFAOYSA-N 2-aminooxycarbonylbenzoic acid Chemical compound NOC(=O)C1=CC=CC=C1C(O)=O UPGATMBHQQONPH-UHFFFAOYSA-N 0.000 claims description 3
- 238000002156 mixing Methods 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- IMGGXPQCECGGRU-UHFFFAOYSA-N decanoic acid;propanoic acid Chemical compound CCC(O)=O.CCCCCCCCCC(O)=O IMGGXPQCECGGRU-UHFFFAOYSA-N 0.000 claims 1
- 150000004675 formic acid derivatives Chemical class 0.000 claims 1
- 239000000758 substrate Substances 0.000 abstract description 42
- 238000009472 formulation Methods 0.000 abstract description 14
- 238000012360 testing method Methods 0.000 description 42
- 239000002245 particle Substances 0.000 description 21
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 20
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 20
- 238000009835 boiling Methods 0.000 description 17
- 229920000515 polycarbonate Polymers 0.000 description 16
- 239000010410 layer Substances 0.000 description 15
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- 239000004417 polycarbonate Substances 0.000 description 14
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Chemical compound CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 12
- 239000006185 dispersion Substances 0.000 description 12
- 239000000047 product Substances 0.000 description 11
- RAHZWNYVWXNFOC-UHFFFAOYSA-N sulfur dioxide Inorganic materials O=S=O RAHZWNYVWXNFOC-UHFFFAOYSA-N 0.000 description 11
- QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 description 10
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 9
- 238000005299 abrasion Methods 0.000 description 9
- 230000007774 longterm Effects 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 7
- CETPSERCERDGAM-UHFFFAOYSA-N ceric oxide Chemical compound O=[Ce]=O CETPSERCERDGAM-UHFFFAOYSA-N 0.000 description 7
- 239000003795 chemical substances by application Substances 0.000 description 7
- AHYFSRXBEJICKT-UHFFFAOYSA-N phthalic acid;prop-2-enamide Chemical compound NC(=O)C=C.OC(=O)C1=CC=CC=C1C(O)=O AHYFSRXBEJICKT-UHFFFAOYSA-N 0.000 description 7
- 229920000642 polymer Polymers 0.000 description 7
- APSBXTVYXVQYAB-UHFFFAOYSA-M sodium docusate Chemical compound [Na+].CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC APSBXTVYXVQYAB-UHFFFAOYSA-M 0.000 description 7
- 239000000052 vinegar Substances 0.000 description 7
- 235000021419 vinegar Nutrition 0.000 description 7
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 229910000422 cerium(IV) oxide Inorganic materials 0.000 description 6
- 238000004132 cross linking Methods 0.000 description 6
- 229960000878 docusate sodium Drugs 0.000 description 6
- 238000002360 preparation method Methods 0.000 description 6
- 230000008569 process Effects 0.000 description 6
- 235000010269 sulphur dioxide Nutrition 0.000 description 6
- 239000004291 sulphur dioxide Substances 0.000 description 6
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 5
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 239000008187 granular material Substances 0.000 description 5
- 239000000463 material Substances 0.000 description 5
- 238000005259 measurement Methods 0.000 description 5
- 239000004033 plastic Substances 0.000 description 5
- 229920003023 plastic Polymers 0.000 description 5
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 5
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 5
- GNIJLZHYBVVHMA-UHFFFAOYSA-N 1-decoxypropan-2-ol Chemical compound CCCCCCCCCCOCC(C)O GNIJLZHYBVVHMA-UHFFFAOYSA-N 0.000 description 4
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 description 4
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 4
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 239000011230 binding agent Substances 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 4
- 239000008199 coating composition Substances 0.000 description 4
- 229910052681 coesite Inorganic materials 0.000 description 4
- 229910052906 cristobalite Inorganic materials 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 229920000867 polyelectrolyte Polymers 0.000 description 4
- WOCIAKWEIIZHES-UHFFFAOYSA-N ruthenium(iv) oxide Chemical compound O=[Ru]=O WOCIAKWEIIZHES-UHFFFAOYSA-N 0.000 description 4
- 229910052682 stishovite Inorganic materials 0.000 description 4
- 238000010998 test method Methods 0.000 description 4
- 229910052905 tridymite Inorganic materials 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 3
- YEYKMVJDLWJFOA-UHFFFAOYSA-N 2-propoxyethanol Chemical compound CCCOCCO YEYKMVJDLWJFOA-UHFFFAOYSA-N 0.000 description 3
- 229920000742 Cotton Polymers 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 239000004425 Makrolon Substances 0.000 description 3
- 239000004698 Polyethylene Substances 0.000 description 3
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- XVEUJTIZHZIHJM-UHFFFAOYSA-N a828782 Chemical compound CCOC(N)=O.CCOC(N)=O XVEUJTIZHZIHJM-UHFFFAOYSA-N 0.000 description 3
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 230000005540 biological transmission Effects 0.000 description 3
- 229920000402 bisphenol A polycarbonate polymer Polymers 0.000 description 3
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 3
- 238000001035 drying Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 3
- 230000006872 improvement Effects 0.000 description 3
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- ZDQNWDNMNKSMHI-UHFFFAOYSA-N 1-[2-(2-prop-2-enoyloxypropoxy)propoxy]propan-2-yl prop-2-enoate Chemical compound C=CC(=O)OC(C)COC(C)COCC(C)OC(=O)C=C ZDQNWDNMNKSMHI-UHFFFAOYSA-N 0.000 description 2
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical group COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 2
- SYBYTAAJFKOIEJ-UHFFFAOYSA-N 3-Methylbutan-2-one Chemical compound CC(C)C(C)=O SYBYTAAJFKOIEJ-UHFFFAOYSA-N 0.000 description 2
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- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 2
- XUMBMVFBXHLACL-UHFFFAOYSA-N Melanin Chemical compound O=C1C(=O)C(C2=CNC3=C(C(C(=O)C4=C32)=O)C)=C2C4=CNC2=C1C XUMBMVFBXHLACL-UHFFFAOYSA-N 0.000 description 2
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 description 2
- MPIAGWXWVAHQBB-UHFFFAOYSA-N [3-prop-2-enoyloxy-2-[[3-prop-2-enoyloxy-2,2-bis(prop-2-enoyloxymethyl)propoxy]methyl]-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(COC(=O)C=C)(COC(=O)C=C)COCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C MPIAGWXWVAHQBB-UHFFFAOYSA-N 0.000 description 2
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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
- C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
- C09D4/06—Organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond in combination with a macromolecular compound other than an unsaturated polymer of groups C09D159/00 - C09D187/00
-
- 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
- C09D4/00—Coating compositions, e.g. paints, varnishes or lacquers, based on organic non-macromolecular compounds having at least one polymerisable carbon-to-carbon unsaturated bond ; Coating compositions, based on monomers of macromolecular compounds of groups C09D183/00 - C09D183/16
-
- 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
- C09D1/00—Coating compositions, e.g. paints, varnishes or lacquers, based on inorganic substances
-
- 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
- C09D5/44—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes for electrophoretic applications
- C09D5/4407—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes for electrophoretic applications with polymers obtained by polymerisation reactions involving only carbon-to-carbon unsaturated bonds
- C09D5/4411—Homopolymers or copolymers of acrylates or methacrylates
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Paints Or Removers (AREA)
- Application Of Or Painting With Fluid Materials (AREA)
- Laminated Bodies (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102008004622A DE102008004622A1 (de) | 2008-01-16 | 2008-01-16 | Silikahaltige UV-vernetzbare Hardcoatbeschichtungen mit Urethanacrylaten |
Publications (1)
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| TW200951189A true TW200951189A (en) | 2009-12-16 |
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|---|---|---|---|
| TW097151311A TW200951189A (en) | 2008-01-16 | 2008-12-30 | Silica-containing UV-crosslinkable hardcoat coatings comprising urethane acrylates |
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| US (1) | US8101673B2 (enExample) |
| EP (1) | EP2235116B1 (enExample) |
| JP (1) | JP2011510123A (enExample) |
| KR (1) | KR101592611B1 (enExample) |
| CN (1) | CN101910327A (enExample) |
| DE (1) | DE102008004622A1 (enExample) |
| TW (1) | TW200951189A (enExample) |
| WO (1) | WO2009090003A1 (enExample) |
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| EP2396373B1 (de) | 2009-02-12 | 2014-06-18 | Bayer Intellectual Property GmbH | Antireflex- / antifog-beschichtungen |
| KR101028463B1 (ko) * | 2010-11-12 | 2011-04-14 | 이피캠텍 주식회사 | 광 경화형 유기-무기 하이브리드 하드코팅용 조성물 |
| JP6036300B2 (ja) * | 2010-12-24 | 2016-11-30 | 大日本印刷株式会社 | ハードコートフィルム、偏光板及び画像表示装置 |
| MX366743B (es) * | 2012-04-13 | 2019-07-04 | Sigma Alimentos Sa De Cv | Papel o cartón hidrofóbico con nanopartículas auto-ensambladas y método para elaborarlo. |
| US10093829B2 (en) * | 2012-10-19 | 2018-10-09 | Ppg Industries Ohio, Inc. | Curable film-forming compositions demonstrating burnish resistance and low gloss, and methods of improving burnish resistance of a substrate |
| KR101470467B1 (ko) | 2013-03-15 | 2014-12-08 | 주식회사 엘지화학 | 코팅 조성물 |
| JP5948297B2 (ja) * | 2013-09-30 | 2016-07-06 | オリジン電気株式会社 | 耐候性に優れた紫外線硬化性塗料組成物、塗膜形成方法、塗装物品 |
| JP5956401B2 (ja) * | 2013-09-30 | 2016-07-27 | オリジン電気株式会社 | 耐温水性に優れた紫外線硬化型塗料組成物、塗膜形成方法、塗装物品 |
| JP5993828B2 (ja) * | 2013-09-30 | 2016-09-14 | オリジン電気株式会社 | 耐摩耗性に優れた紫外線硬化性塗料組成物、塗膜形成方法、塗装物品 |
| WO2015068682A1 (ja) * | 2013-11-11 | 2015-05-14 | Dic株式会社 | 活性エネルギー線硬化性組成物、その硬化物及びその硬化塗膜を有する物品 |
| WO2022040513A1 (en) * | 2020-08-20 | 2022-02-24 | Wayne State University | Coating compositions and methods |
| CN115368867B (zh) * | 2022-09-03 | 2023-03-31 | 柏仁新材料(广州)股份有限公司 | 一种环保uv胶及其制备方法和其在标签纸上的应用 |
| IT202300008349A1 (it) | 2023-04-28 | 2024-10-28 | Mat3D S R L | Nanocomposizioni di resine fotopolimerizzabili e metodo associato per la realizzazione di matrici di stampaggio per la manifattura di prodotti in ceramica, in particolare piastrelle |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1159551A (en) | 1965-08-13 | 1969-07-30 | Ford Motor Co | Painting |
| JPS5034964B1 (enExample) | 1970-03-30 | 1975-11-12 | ||
| DE2737406A1 (de) | 1977-08-19 | 1979-02-22 | Bayer Ag | Strahlenhaertbare bindemittel |
| US4255695A (en) * | 1978-09-25 | 1981-03-10 | General Electric Company | Method and apparatus for control of inverter synchronous machine drive system |
| JPS5938997B2 (ja) | 1979-05-15 | 1984-09-20 | 触媒化成工業株式会社 | コ−テイング組成物 |
| JPS5774369A (en) | 1980-10-28 | 1982-05-10 | Mitsui Petrochem Ind Ltd | Coating composition |
| JPS57128760A (en) | 1981-02-02 | 1982-08-10 | Shokubai Kasei Kogyo Kk | Liquid thermosetting resin composition |
| JPH0611767B2 (ja) | 1985-02-06 | 1994-02-16 | 出光石油化学株式会社 | 光硬化性組成物 |
| IL89696A0 (en) | 1988-04-11 | 1989-09-28 | Minnesota Mining & Mfg | Abrasion resistant coatings comprising silicon dioxide dispersions |
| EP0505737A1 (en) | 1991-03-27 | 1992-09-30 | General Electric Company | UV curable abrasion resistant coating compositions and method |
| JPH09157315A (ja) * | 1995-12-06 | 1997-06-17 | Daicel U C B Kk | 紫外線硬化型樹脂原料組成物、それにより表面改質された樹脂成形品およびその成形品の製造方法 |
| JP2001019874A (ja) | 1999-07-09 | 2001-01-23 | Nof Corp | 被覆剤組成物及びそれを硬化させた被覆物 |
| JP4623538B2 (ja) * | 2000-06-13 | 2011-02-02 | 日本化薬株式会社 | 放射線硬化型樹脂組成物の硬化皮膜を有するフィルム |
| JP2003034761A (ja) | 2001-04-27 | 2003-02-07 | Nippon Arc Co Ltd | ハードコート組成物およびハードコート製品 |
| DE10129969A1 (de) | 2001-06-21 | 2003-01-09 | Basf Coatings Ag | Carbamat- und/oder Allophanatgruppen enthaltende, thermisch und mit aktinischer Strahlung härtbare Gemische |
| US7420005B2 (en) * | 2001-06-28 | 2008-09-02 | Dai Nippon Printing Co., Ltd. | Photocurable resin composition, finely embossed pattern-forming sheet, finely embossed transfer sheet, optical article, stamper and method of forming finely embossed pattern |
| JP2003145689A (ja) | 2001-07-27 | 2003-05-20 | Toray Ind Inc | 積層フィルム、画像表示保護フィルムおよびそれを用いた画像表示装置 |
| DE10311639A1 (de) | 2003-03-14 | 2004-09-23 | Röhm GmbH & Co. KG | Antistatisch beschichteter Formkörper und Verfahren zu seiner Herstellung |
| JP2004277596A (ja) | 2003-03-17 | 2004-10-07 | Nitto Denko Corp | 硬化膜、反射防止フィルム、光学素子、及び画像表示装置 |
| US20040191420A1 (en) | 2003-03-24 | 2004-09-30 | Rearick Brian K. | Protective coatings for microporous sheets |
| JP2005179539A (ja) | 2003-12-19 | 2005-07-07 | Nippon Arc Co Ltd | 防曇性コーティング組成物及び該組成物を塗布して得られる防曇性物品 |
| US6998425B2 (en) * | 2003-12-23 | 2006-02-14 | General Electric Company | UV curable coating compositions and uses thereof |
| US7323248B2 (en) * | 2004-03-13 | 2008-01-29 | Ecology Coatings, Inc. | Environmentally friendly coating compositions for coating composites, coated composites therefrom, and methods, processes and assemblages for coating thereof |
| DE102004053708A1 (de) | 2004-11-03 | 2006-05-04 | Schott Ag | Verfahren zur Herstellung eines Erzeugnisses mit Antibeschlag-Beschichtung, sowie verfahrensgemäß herstellbares Erzeugnis |
| TW200624510A (en) | 2004-11-08 | 2006-07-16 | Mitsubishi Chem Corp | Radiative curable composition and cured product thereof, and laminate of the cured product |
| JPWO2006049008A1 (ja) | 2004-11-08 | 2008-05-29 | 旭硝子株式会社 | 無機塗料組成物、親水性塗膜及び親水性塗膜の形成方法 |
| JP2006225541A (ja) * | 2005-02-18 | 2006-08-31 | Seiko Advance:Kk | 紫外線硬化型発泡インキ、これにより得られた印刷物とその形成方法 |
| JP5016794B2 (ja) | 2005-06-29 | 2012-09-05 | 大倉工業株式会社 | 反射防止フィルム |
| JP2007264272A (ja) * | 2006-03-28 | 2007-10-11 | Dainippon Printing Co Ltd | 高屈折率ハードコート層 |
| JP2007313872A (ja) * | 2006-05-29 | 2007-12-06 | Shigeki Iida | 積層ハードコートフィルムまたはシート |
| DE102007032886A1 (de) * | 2007-07-14 | 2009-01-15 | Bayer Materialscience Ag | Hydrophile Hardcoatbeschichtungen |
-
2008
- 2008-01-16 DE DE102008004622A patent/DE102008004622A1/de not_active Withdrawn
- 2008-12-30 TW TW097151311A patent/TW200951189A/zh unknown
-
2009
- 2009-01-07 JP JP2010542561A patent/JP2011510123A/ja active Pending
- 2009-01-07 CN CN2009801024570A patent/CN101910327A/zh active Pending
- 2009-01-07 KR KR1020107015658A patent/KR101592611B1/ko not_active Expired - Fee Related
- 2009-01-07 WO PCT/EP2009/000024 patent/WO2009090003A1/de not_active Ceased
- 2009-01-07 EP EP09702669.4A patent/EP2235116B1/de not_active Not-in-force
- 2009-01-15 US US12/354,226 patent/US8101673B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| CN101910327A (zh) | 2010-12-08 |
| KR101592611B1 (ko) | 2016-02-11 |
| US20090252884A1 (en) | 2009-10-08 |
| JP2011510123A (ja) | 2011-03-31 |
| EP2235116A1 (de) | 2010-10-06 |
| EP2235116B1 (de) | 2013-06-19 |
| US8101673B2 (en) | 2012-01-24 |
| DE102008004622A1 (de) | 2009-07-23 |
| WO2009090003A1 (de) | 2009-07-23 |
| KR20100114028A (ko) | 2010-10-22 |
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