JP2014505138A - 自己治癒能力のあるuv硬化型コーティング組成物、コーティングフィルムおよびコーティングフィルムの製造方法 - Google Patents
自己治癒能力のあるuv硬化型コーティング組成物、コーティングフィルムおよびコーティングフィルムの製造方法 Download PDFInfo
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- JP2014505138A JP2014505138A JP2013546048A JP2013546048A JP2014505138A JP 2014505138 A JP2014505138 A JP 2014505138A JP 2013546048 A JP2013546048 A JP 2013546048A JP 2013546048 A JP2013546048 A JP 2013546048A JP 2014505138 A JP2014505138 A JP 2014505138A
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- meth
- acrylate
- compound
- silica particles
- coating film
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- 238000000576 coating method Methods 0.000 title claims abstract description 77
- 239000011248 coating agent Substances 0.000 title claims abstract description 75
- 239000008199 coating composition Substances 0.000 title claims abstract description 52
- 238000004519 manufacturing process Methods 0.000 title claims abstract description 29
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims abstract description 111
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 71
- 239000011347 resin Substances 0.000 claims abstract description 53
- 229920005989 resin Polymers 0.000 claims abstract description 53
- 150000001875 compounds Chemical class 0.000 claims abstract description 52
- 239000011230 binding agent Substances 0.000 claims abstract description 50
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- -1 isocyanate compound Chemical class 0.000 claims description 82
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- 239000000377 silicon dioxide Substances 0.000 claims description 19
- 239000012948 isocyanate Substances 0.000 claims description 16
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 claims description 14
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- 239000006185 dispersion Substances 0.000 claims description 9
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- 238000001035 drying Methods 0.000 claims description 7
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
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- 229910052739 hydrogen Inorganic materials 0.000 claims description 6
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
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- 238000003848 UV Light-Curing Methods 0.000 claims description 4
- 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 claims description 4
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- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 claims description 3
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- UPMLOUAZCHDJJD-UHFFFAOYSA-N 4,4'-Diphenylmethane Diisocyanate Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=C(N=C=O)C=C1 UPMLOUAZCHDJJD-UHFFFAOYSA-N 0.000 description 4
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 4
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- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 3
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- 238000004132 cross linking Methods 0.000 description 3
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- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 description 2
- ICLCCFKUSALICQ-UHFFFAOYSA-N 1-isocyanato-4-(4-isocyanato-3-methylphenyl)-2-methylbenzene Chemical compound C1=C(N=C=O)C(C)=CC(C=2C=C(C)C(N=C=O)=CC=2)=C1 ICLCCFKUSALICQ-UHFFFAOYSA-N 0.000 description 2
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- 229920002799 BoPET Polymers 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 2
- ZJCCRDAZUWHFQH-UHFFFAOYSA-N Trimethylolpropane Chemical compound CCC(CO)(CO)CO ZJCCRDAZUWHFQH-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
- 239000012965 benzophenone Substances 0.000 description 2
- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical compound C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 description 2
- OHJMTUPIZMNBFR-UHFFFAOYSA-N biuret Chemical compound NC(=O)NC(N)=O OHJMTUPIZMNBFR-UHFFFAOYSA-N 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 239000011247 coating layer Substances 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 238000001723 curing Methods 0.000 description 2
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 2
- 229910052741 iridium Inorganic materials 0.000 description 2
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 description 2
- 229940035429 isobutyl alcohol Drugs 0.000 description 2
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical compound OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 2
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- 238000002715 modification method Methods 0.000 description 2
- 230000003287 optical effect Effects 0.000 description 2
- 229910052763 palladium Inorganic materials 0.000 description 2
- 229910052697 platinum Inorganic materials 0.000 description 2
- 239000005056 polyisocyanate Substances 0.000 description 2
- 229920001228 polyisocyanate Polymers 0.000 description 2
- 230000000379 polymerizing effect Effects 0.000 description 2
- AZIQALWHRUQPHV-UHFFFAOYSA-N prop-2-eneperoxoic acid Polymers OOC(=O)C=C AZIQALWHRUQPHV-UHFFFAOYSA-N 0.000 description 2
- 229910052703 rhodium Inorganic materials 0.000 description 2
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 2
- 229910052707 ruthenium Inorganic materials 0.000 description 2
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 2
- QNODIIQQMGDSEF-UHFFFAOYSA-N (1-hydroxycyclohexyl)-phenylmethanone Chemical compound C=1C=CC=CC=1C(=O)C1(O)CCCCC1 QNODIIQQMGDSEF-UHFFFAOYSA-N 0.000 description 1
- ZTNJGMFHJYGMDR-UHFFFAOYSA-N 1,2-diisocyanatoethane Chemical compound O=C=NCCN=C=O ZTNJGMFHJYGMDR-UHFFFAOYSA-N 0.000 description 1
- VGHSXKTVMPXHNG-UHFFFAOYSA-N 1,3-diisocyanatobenzene Chemical compound O=C=NC1=CC=CC(N=C=O)=C1 VGHSXKTVMPXHNG-UHFFFAOYSA-N 0.000 description 1
- GNQKHBSIBXSFFD-UHFFFAOYSA-N 1,3-diisocyanatocyclohexane Chemical compound O=C=NC1CCCC(N=C=O)C1 GNQKHBSIBXSFFD-UHFFFAOYSA-N 0.000 description 1
- ALQLPWJFHRMHIU-UHFFFAOYSA-N 1,4-diisocyanatobenzene Chemical compound O=C=NC1=CC=C(N=C=O)C=C1 ALQLPWJFHRMHIU-UHFFFAOYSA-N 0.000 description 1
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- LFSYUSUFCBOHGU-UHFFFAOYSA-N 1-isocyanato-2-[(4-isocyanatophenyl)methyl]benzene Chemical compound C1=CC(N=C=O)=CC=C1CC1=CC=CC=C1N=C=O LFSYUSUFCBOHGU-UHFFFAOYSA-N 0.000 description 1
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- 238000005033 Fourier transform infrared spectroscopy Methods 0.000 description 1
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- ATMLPEJAVWINOF-UHFFFAOYSA-N acrylic acid acrylic acid Chemical compound OC(=O)C=C.OC(=O)C=C ATMLPEJAVWINOF-UHFFFAOYSA-N 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 125000005250 alkyl acrylate group Chemical group 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
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- FBYUNLMTXMFAQK-UHFFFAOYSA-N butyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCCCC.CCCCCCCCCCCC(=O)OCCCC FBYUNLMTXMFAQK-UHFFFAOYSA-N 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
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- 239000010949 copper Substances 0.000 description 1
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- XLJMAIOERFSOGZ-UHFFFAOYSA-M cyanate Chemical compound [O-]C#N XLJMAIOERFSOGZ-UHFFFAOYSA-M 0.000 description 1
- 125000005442 diisocyanate group Chemical group 0.000 description 1
- 239000012776 electronic material Substances 0.000 description 1
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 150000002222 fluorine compounds Chemical class 0.000 description 1
- 230000035876 healing Effects 0.000 description 1
- 239000010954 inorganic particle Substances 0.000 description 1
- 229960004592 isopropanol Drugs 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000010410 layer Substances 0.000 description 1
- 230000007774 longterm Effects 0.000 description 1
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- 238000007760 metering rod coating Methods 0.000 description 1
- YDZANNORUSYHFB-UHFFFAOYSA-N phenacyl benzoate Chemical compound C=1C=CC=CC=1C(=O)COC(=O)C1=CC=CC=C1 YDZANNORUSYHFB-UHFFFAOYSA-N 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
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- 229920000642 polymer Polymers 0.000 description 1
- 230000008439 repair process Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- ILJSQTXMGCGYMG-UHFFFAOYSA-N triacetic acid Chemical compound CC(=O)CC(=O)CC(O)=O ILJSQTXMGCGYMG-UHFFFAOYSA-N 0.000 description 1
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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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
- C09D7/61—Additives non-macromolecular inorganic
- C09D7/62—Additives non-macromolecular inorganic modified by treatment with other compounds
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D133/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Coating compositions based on derivatives of such polymers
- C09D133/04—Homopolymers or copolymers of esters
-
- 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
-
- 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
- C08G18/4266—Polycondensates having carboxylic or carbonic ester groups in the main chain prepared from hydroxycarboxylic acids and/or lactones
- C08G18/4269—Lactones
- C08G18/4277—Caprolactone and/or substituted caprolactone
-
- 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
- C08G18/67—Unsaturated compounds having active hydrogen
- C08G18/671—Unsaturated compounds having only one group containing active hydrogen
- C08G18/672—Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen
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- C—CHEMISTRY; METALLURGY
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Abstract
【解決手段】本発明は、(メタ)アクリレート系バインダー樹脂、UV開始剤、有機溶媒、および(メタ)アクリレート系化合物が表面に処理されたシリカ粒子を含むコーティング組成物;前記コーティング組成物の硬化物を含むコーティングフィルム;および前記コーティングフィルムの製造方法に関するものであって、これらによれば、高い透過率と低いヘイズ、優れたスクラッチ性、自己治癒能力を有するコーティング材料を提供することができる。
【選択図】なし
Description
[A.(メタ)アクリレート系化合物で表面処理されたシリカ粒子分散液の製造]
(1)シリカ表面へのシアネート(NCO)基の導入
トルエンジイソシアネート(TDI、toluene diisocyanate)40gをメチルエチルケトン160gで希釈した後、メチルエチルケトン−シリカゾル[MEK−ST、日産化学製品、シリカ粒子の平均サイズ=22nm、シリカ含有量30%、溶媒[メチルエチルケトン]200gを投入し、スズ触媒(DBTDL、dibutyl tin dilaurate)0.5gを入れ、50℃で24時間撹拌した。
前記撹拌した溶液にポリカプロラクトン変性ヒドロキシアルキルアクリレート[Daicel社のPlaccel FA−5]を120g入れ、60℃で5時間撹拌した。
有機イソシアネートプレポリマー40g、ポリカプロラクトン変性ヒドロキシアクリレート60g、スズ触媒(DBTDL、dibutyl tin dilaurate)0.1g、メチルエチルケトン200gを共に混合し、60℃で5時間撹拌した。
前記Aで得られたアクリレートで表面処理したシリカ分散液10wt%、前記Bで得られたウレタンアクリレートバインダー樹脂50wt%、PETA11wt%、UV開始剤(Irgacure184)3%、レベリング剤1%、およびイソプロピルアルコール25wt%を混合し、コーティング組成物を製造した。
前記得られたコーティング組成物をそれぞれPETフィルムにmeyer bar50番でコーティングした後、60℃のオーブンで2分間乾燥させてから、100mJ/cm2の紫外線を照射してコーティングフィルムを得た。
[A.(メタ)アクリレート系化合物で表面処理されたシリカ粒子分散液の製造]
(1)シリカ表面へのイソシアネート(NCO)基の導入
イソホロンジイソシアネート(IPDI、ISOPHORONE DIISOCYANATE)40gをメチルエチルケトン160gで希釈した後、メチルエチルケトン−シリカゾル[MEK−ST、日産化学製品、シリカ粒子の平均サイズ=22nm、シリカ含有量30%、溶媒=メチルエチルケトン]200gを投入し、スズ触媒(DBTDL、dibutyl tin dilaurate)0.5gを入れ、50℃で24時間撹拌した。
前記撹拌した溶液にポリカプロラクトン変性ヒドロキシアルキルアクリレート(Placcel FA−5)を120g入れ、60℃で5時間撹拌した。
実施例1と同様にバインダー樹脂を製造した。
前記Aで得られたアクリレートで表面処理したシリカ分散液10wt%を使用した点を除き、実施例1と同様にコーティング組成物を製造した。
[A.(メタ)アクリレート系化合物で表面処理されたシリカ粒子分散液の製造]
(1)シリカ表面へのイソシアネート(NCO)基の導入
イソホロンジイソシアネート(IPDI、ISOPHORONE DIISOCYANATE)40gをメチルエチルケトン160gで希釈した後、メチルエチルケトン−シリカゾル[MEK−ST、日産化学製品、シリカ粒子の平均サイズ=22nm、シリカ含有量30%、溶媒=メチルエチルケトン]200gを投入し、スズ触媒(DBTDL、dibutyl tin dilaurate)0.5gを入れ、50℃で24時間撹拌した。
前記撹拌した溶液にポリカプロラクトン変性ヒドロキシアルキルアクリレート(Placcel FA−2)を60g、FA−5を60g入れ、60℃で5時間撹拌した。
実施例1と同様にバインダー樹脂を製造した。
前記Aで得られたアクリレートで表面処理したシリカ分散液10wt%を使用した点を除き、実施例1と同様にコーティング組成物を製造した。
実施例1のAで得られた(メタ)アクリレートで表面処理したシリカ分散液の代わりに、MEK−ST(シリカ分散液)を使用した点を除いては、実施例1と同様の方法でコーティング組成物を製造した。
前記実施例および比較例で得られたコーティングフィルムの物性を下記のように評価した。
2.自己治癒能力:コーティングフィルムの表面を銅ブラシで擦った後、スクラッチが回復する程度を目視観察した。
Claims (21)
- (メタ)アクリレート系バインダー樹脂;UV開始剤;有機溶媒;および(メタ)アクリレート系化合物が表面に処理されたシリカ粒子を含むことを特徴とするコーティング組成物。
- 前記(メタ)アクリレート系バインダー樹脂は、ウレタン(メタ)アクリレート樹脂、およびポリラクトン系化合物で変性されたヒドロキシアルキル(メタ)アクリレート樹脂からなる群より選択された1種以上の高分子樹脂を含むことを特徴とする請求項1記載のコーティング組成物。
- 前記ウレタン(メタ)アクリレート樹脂は、1分子中2個以上のイソシアネート基を有する有機イソシアネート化合物と、ポリラクトン系化合物で変性されたヒドロキシアルキル(メタ)アクリレートとの反応物を含むことを特徴とする請求項2記載のコーティング組成物。
- 前記(メタ)アクリレート系化合物が表面に処理されたシリカ粒子は、ポリラクトン系化合物で変性されたヒドロキシアルキル(メタ)アクリレートがウレタン結合を介して表面に結合されたシリカ粒子を含むことを特徴とする請求項1記載のコーティング組成物。
- (メタ)アクリレート系バインダー樹脂20〜80重量%;
UV開始剤1〜10重量%;
有機溶媒5〜50重量%;および
(メタ)アクリレート系化合物が表面に処理されたシリカ粒子1〜30重量%を含むことを特徴とする請求項1記載のコーティング組成物。 - 紫外線硬化型単量体をさらに含むことを特徴とする請求項1記載のコーティング組成物。
- 前記紫外線硬化型単量体は、ペンタエリスリトールトリ/テトラアクリレート(pentaerythritol tri/tetraacrylate;PETA)、ジペンタエリスリトールヘキサアクリレート(dipentaerythritol hexa−acrylate、DPHA)、トリメチロールプロパントリアクリレート(trimethylolpropane triacrylate;TMPTA)、およびヘキサメチレンジアクリレート(hexamethylene diacrylate;HDDA)からなる群より選択された1種以上の多官能性アクリレート化合物を含むことを特徴とする請求項8記載のコーティング組成物。
- レベリング剤および分散安定剤からなる群より選択された1種以上の添加剤をさらに含むことを特徴とする請求項1記載のコーティング組成物。
- 請求項1記載のコーティング組成物の硬化物を含むことを特徴とするコーティングフィルム。
- 前記(メタ)アクリレート系バインダー樹脂と前記(メタ)アクリレート系化合物が表面に処理されたシリカ粒子が化学的に結合されたシリカ粒子を含むことを特徴とする請求項11記載のコーティングフィルム。
- 前記(メタ)アクリレート系バインダー樹脂と前記(メタ)アクリレート系化合物が表面に処理されたシリカ粒子が網状架橋構造をなすことを特徴とする請求項11記載のコーティングフィルム。
- 紫外線硬化型単量体をさらに含むことを特徴とする請求項11記載のコーティングフィルム。
- (メタ)アクリレート系バインダー樹脂;UV開始剤;有機溶媒;および(メタ)アクリレート系化合物が表面に処理されたシリカ粒子を混合するステップと、
前記混合物を基材上に塗布し乾燥させるステップと、
前記乾燥した混合物をUV硬化するステップとを含むことを特徴とするコーティングフィルムの製造方法。 - (メタ)アクリレート系バインダー樹脂を製造するステップをさらに含むことを特徴とする請求項15記載のコーティングフィルムの製造方法。
- 前記(メタ)アクリレート系バインダー樹脂を製造するステップは、1分子中2個以上のイソシアネート基を有する有機イソシアネート化合物と、ポリラクトン系化合物で変性されたヒドロキシアルキル(メタ)アクリレート樹脂とを反応させ、ウレタン(メタ)アクリレート樹脂を形成するステップを含むことを特徴とする請求項16記載のコーティングフィルムの製造方法。
- (メタ)アクリレート系化合物が表面に処理されたシリカ粒子を製造するステップをさらに含むことを特徴とする請求項15記載のコーティングフィルムの製造方法。
- 前記(メタ)アクリレート系化合物が表面に処理されたシリカ粒子を製造するステップは、
シリカ粒子とジイソシアネート化合物とを反応させるステップと、
前記シリカ粒子とジイソシアネート化合物との反応結果物と、(メタ)アクリレート化合物とを反応させるステップとを含むことを特徴とする請求項18記載のコーティングフィルムの製造方法。 - 前記混合物に、紫外線硬化型単量体を添加するステップをさらに含むことを特徴とする請求項15記載のコーティングフィルムの製造方法。
- 前記混合物に、レベリング剤および分散安定剤からなる群より選択された1種以上の添加剤を添加するステップをさらに含むことを特徴とする請求項15記載のコーティングフィルムの製造方法。
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KR1020120013943A KR101470462B1 (ko) | 2011-02-14 | 2012-02-10 | 자기 치유 능력이 있는 uv 경화형 코팅 조성물, 코팅 필름 및 코팅 필름의 제조 방법 |
KR10-2012-0013943 | 2012-02-10 | ||
PCT/KR2012/001060 WO2012111947A2 (ko) | 2011-02-14 | 2012-02-13 | 자기 치유 능력이 있는 uv 경화형 코팅 조성물, 코팅 필름 및 코팅 필름의 제조 방법 |
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JP2016511779A (ja) * | 2013-02-26 | 2016-04-21 | エルジー・ケム・リミテッド | コーティング組成物およびこれから製造されるプラスチックフィルム |
KR20160115316A (ko) | 2015-03-26 | 2016-10-06 | 한양대학교 에리카산학협력단 | 자기치유특성을 갖는 폴리올레핀계 열가소성 탄성체 및 이의 제조방법 |
CN106795380A (zh) * | 2014-12-01 | 2017-05-31 | 株式会社Lg化学 | 用于形成具有自愈性能的涂层的组合物、涂层和薄膜 |
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KR101587190B1 (ko) * | 2013-03-15 | 2016-01-20 | 주식회사 엘지화학 | 플라스틱 필름 |
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CN103370384A (zh) | 2013-10-23 |
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TWI507491B (zh) | 2015-11-11 |
KR101470462B1 (ko) | 2014-12-08 |
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EP2644668A2 (en) | 2013-10-02 |
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US8975308B2 (en) | 2015-03-10 |
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