KR20190123601A - Flexible hard coating composite and flexible hard coating film made using the same - Google Patents
Flexible hard coating composite and flexible hard coating film made using the same Download PDFInfo
- Publication number
- KR20190123601A KR20190123601A KR1020180047481A KR20180047481A KR20190123601A KR 20190123601 A KR20190123601 A KR 20190123601A KR 1020180047481 A KR1020180047481 A KR 1020180047481A KR 20180047481 A KR20180047481 A KR 20180047481A KR 20190123601 A KR20190123601 A KR 20190123601A
- Authority
- KR
- South Korea
- Prior art keywords
- hard coating
- acrylate
- flexible hard
- coating composition
- glycol diacrylate
- Prior art date
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- 239000011248 coating agent Substances 0.000 title abstract description 13
- 238000000576 coating method Methods 0.000 title abstract description 13
- 239000002131 composite material Substances 0.000 title 1
- -1 urethane acrylate compound Chemical class 0.000 claims abstract description 43
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims abstract description 32
- 239000008199 coating composition Substances 0.000 claims abstract description 29
- 239000011230 binding agent Substances 0.000 claims abstract description 19
- 239000000654 additive Substances 0.000 claims abstract description 18
- 230000000996 additive effect Effects 0.000 claims abstract description 17
- 239000002105 nanoparticle Substances 0.000 claims abstract description 17
- 239000000178 monomer Substances 0.000 claims abstract description 13
- 229910044991 metal oxide Inorganic materials 0.000 claims abstract description 12
- 150000004706 metal oxides Chemical class 0.000 claims abstract description 12
- 239000003960 organic solvent Substances 0.000 claims abstract description 12
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000003999 initiator Substances 0.000 claims abstract description 7
- 239000002612 dispersion medium Substances 0.000 claims abstract description 6
- 239000000203 mixture Substances 0.000 claims description 19
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 claims description 18
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 18
- 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 claims description 15
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical group CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 12
- HCLJOFJIQIJXHS-UHFFFAOYSA-N 2-[2-[2-(2-prop-2-enoyloxyethoxy)ethoxy]ethoxy]ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOCCOCCOC(=O)C=C HCLJOFJIQIJXHS-UHFFFAOYSA-N 0.000 claims description 10
- 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 10
- 229920001451 polypropylene glycol Polymers 0.000 claims description 9
- 239000002904 solvent Substances 0.000 claims description 9
- LEJBBGNFPAFPKQ-UHFFFAOYSA-N 2-(2-prop-2-enoyloxyethoxy)ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOC(=O)C=C LEJBBGNFPAFPKQ-UHFFFAOYSA-N 0.000 claims description 8
- INQDDHNZXOAFFD-UHFFFAOYSA-N 2-[2-(2-prop-2-enoyloxyethoxy)ethoxy]ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOCCOC(=O)C=C INQDDHNZXOAFFD-UHFFFAOYSA-N 0.000 claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 7
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Chemical compound CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 claims description 6
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 claims description 6
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 claims description 6
- 229940093499 ethyl acetate Drugs 0.000 claims description 6
- 235000019439 ethyl acetate Nutrition 0.000 claims description 6
- YDKNBNOOCSNPNS-UHFFFAOYSA-N methyl 1,3-benzoxazole-2-carboxylate Chemical compound C1=CC=C2OC(C(=O)OC)=NC2=C1 YDKNBNOOCSNPNS-UHFFFAOYSA-N 0.000 claims description 6
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 claims description 5
- COBPKKZHLDDMTB-UHFFFAOYSA-N 2-[2-(2-butoxyethoxy)ethoxy]ethanol Chemical compound CCCCOCCOCCOCCO COBPKKZHLDDMTB-UHFFFAOYSA-N 0.000 claims description 5
- CCTFMNIEFHGTDU-UHFFFAOYSA-N 3-methoxypropyl acetate Chemical compound COCCCOC(C)=O CCTFMNIEFHGTDU-UHFFFAOYSA-N 0.000 claims description 5
- PWMWNFMRSKOCEY-UHFFFAOYSA-N 1-Phenyl-1,2-ethanediol Chemical compound OCC(O)C1=CC=CC=C1 PWMWNFMRSKOCEY-UHFFFAOYSA-N 0.000 claims description 4
- FPZWZCWUIYYYBU-UHFFFAOYSA-N 2-(2-ethoxyethoxy)ethyl acetate Chemical compound CCOCCOCCOC(C)=O FPZWZCWUIYYYBU-UHFFFAOYSA-N 0.000 claims description 4
- WFSMVVDJSNMRAR-UHFFFAOYSA-N 2-[2-(2-ethoxyethoxy)ethoxy]ethanol Chemical compound CCOCCOCCOCCO WFSMVVDJSNMRAR-UHFFFAOYSA-N 0.000 claims description 4
- DBCAQXHNJOFNGC-UHFFFAOYSA-N 4-bromo-1,1,1-trifluorobutane Chemical compound FC(F)(F)CCCBr DBCAQXHNJOFNGC-UHFFFAOYSA-N 0.000 claims description 4
- JHWGFJBTMHEZME-UHFFFAOYSA-N 4-prop-2-enoyloxybutyl prop-2-enoate Chemical compound C=CC(=O)OCCCCOC(=O)C=C JHWGFJBTMHEZME-UHFFFAOYSA-N 0.000 claims description 4
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 claims description 4
- 239000002202 Polyethylene glycol Substances 0.000 claims description 4
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 claims description 4
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 claims description 4
- 125000004386 diacrylate group Chemical group 0.000 claims description 4
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 claims description 4
- FSDNTQSJGHSJBG-UHFFFAOYSA-N piperidine-4-carbonitrile Chemical compound N#CC1CCNCC1 FSDNTQSJGHSJBG-UHFFFAOYSA-N 0.000 claims description 4
- 229920001223 polyethylene glycol Polymers 0.000 claims description 4
- FBCQUCJYYPMKRO-UHFFFAOYSA-N prop-2-enyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC=C FBCQUCJYYPMKRO-UHFFFAOYSA-N 0.000 claims description 4
- JLGLQAWTXXGVEM-UHFFFAOYSA-N triethylene glycol monomethyl ether Chemical compound COCCOCCOCCO JLGLQAWTXXGVEM-UHFFFAOYSA-N 0.000 claims description 4
- 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 claims description 3
- 229910000077 silane Inorganic materials 0.000 claims description 3
- OGBWMWKMTUSNKE-UHFFFAOYSA-N 1-(2-methylprop-2-enoyloxy)hexyl 2-methylprop-2-enoate Chemical compound CCCCCC(OC(=O)C(C)=C)OC(=O)C(C)=C OGBWMWKMTUSNKE-UHFFFAOYSA-N 0.000 claims description 2
- LIPRQQHINVWJCH-UHFFFAOYSA-N 1-ethoxypropan-2-yl acetate Chemical compound CCOCC(C)OC(C)=O LIPRQQHINVWJCH-UHFFFAOYSA-N 0.000 claims description 2
- XOJWAAUYNWGQAU-UHFFFAOYSA-N 4-(2-methylprop-2-enoyloxy)butyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCCOC(=O)C(C)=C XOJWAAUYNWGQAU-UHFFFAOYSA-N 0.000 claims description 2
- SAPGBCWOQLHKKZ-UHFFFAOYSA-N 6-(2-methylprop-2-enoyloxy)hexyl 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCCCCCCOC(=O)C(C)=C SAPGBCWOQLHKKZ-UHFFFAOYSA-N 0.000 claims description 2
- FIHBHSQYSYVZQE-UHFFFAOYSA-N 6-prop-2-enoyloxyhexyl prop-2-enoate Chemical compound C=CC(=O)OCCCCCCOC(=O)C=C FIHBHSQYSYVZQE-UHFFFAOYSA-N 0.000 claims description 2
- DHMANIAEDBFOCS-UHFFFAOYSA-N C(C(=C)C)(=O)O.C(C(=C)C)(=O)O.C(C=C)(=O)O.C(C=C)(=O)O.C(COCCOCCO)O Chemical compound C(C(=C)C)(=O)O.C(C(=C)C)(=O)O.C(C=C)(=O)O.C(C=C)(=O)O.C(COCCOCCO)O DHMANIAEDBFOCS-UHFFFAOYSA-N 0.000 claims description 2
- QJDMIGNGHPYANQ-UHFFFAOYSA-N C(C(=C)C)(=O)O.C(C(=C)C)(=O)O.C(C=C)(=O)O.C(C=C)(=O)O.C(COCCOCCOCCO)O Chemical compound C(C(=C)C)(=O)O.C(C(=C)C)(=O)O.C(C=C)(=O)O.C(C=C)(=O)O.C(COCCOCCOCCO)O QJDMIGNGHPYANQ-UHFFFAOYSA-N 0.000 claims description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 claims description 2
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 claims description 2
- RTAQQCXQSZGOHL-UHFFFAOYSA-N Titanium Chemical compound [Ti] RTAQQCXQSZGOHL-UHFFFAOYSA-N 0.000 claims description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 claims description 2
- QCWXUUIWCKQGHC-UHFFFAOYSA-N Zirconium Chemical compound [Zr] QCWXUUIWCKQGHC-UHFFFAOYSA-N 0.000 claims description 2
- VNACESCBYXLGBN-UHFFFAOYSA-N acetic acid;1-methoxypropan-2-yl acetate Chemical compound CC(O)=O.COCC(C)OC(C)=O VNACESCBYXLGBN-UHFFFAOYSA-N 0.000 claims description 2
- 229910052782 aluminium Inorganic materials 0.000 claims description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 2
- 150000002222 fluorine compounds Chemical class 0.000 claims description 2
- 125000003976 glyceryl group Chemical group [H]C([*])([H])C(O[H])([H])C(O[H])([H])[H] 0.000 claims description 2
- 239000012046 mixed solvent Substances 0.000 claims description 2
- TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 claims description 2
- 229920000671 polyethylene glycol diacrylate Polymers 0.000 claims description 2
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 claims description 2
- 229910052710 silicon Inorganic materials 0.000 claims description 2
- 239000010703 silicon Substances 0.000 claims description 2
- 229910052709 silver Inorganic materials 0.000 claims description 2
- 239000004332 silver Substances 0.000 claims description 2
- 238000004381 surface treatment Methods 0.000 claims description 2
- 229910052718 tin Inorganic materials 0.000 claims description 2
- 229910052719 titanium Inorganic materials 0.000 claims description 2
- 239000010936 titanium Substances 0.000 claims description 2
- 229910052725 zinc Inorganic materials 0.000 claims description 2
- 239000011701 zinc Substances 0.000 claims description 2
- 229910052726 zirconium Inorganic materials 0.000 claims description 2
- 229960004592 isopropanol Drugs 0.000 claims 4
- DKPFZGUDAPQIHT-UHFFFAOYSA-N Butyl acetate Natural products CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 claims 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 abstract description 7
- 238000002360 preparation method Methods 0.000 description 13
- 239000000758 substrate Substances 0.000 description 8
- 239000010410 layer Substances 0.000 description 7
- MYWOJODOMFBVCB-UHFFFAOYSA-N 1,2,6-trimethylphenanthrene Chemical compound CC1=CC=C2C3=CC(C)=CC=C3C=CC2=C1C MYWOJODOMFBVCB-UHFFFAOYSA-N 0.000 description 6
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 6
- 239000004642 Polyimide Substances 0.000 description 5
- 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 5
- 125000001931 aliphatic group Chemical group 0.000 description 5
- 229920001721 polyimide Polymers 0.000 description 5
- XLPJNCYCZORXHG-UHFFFAOYSA-N 1-morpholin-4-ylprop-2-en-1-one Chemical compound C=CC(=O)N1CCOCC1 XLPJNCYCZORXHG-UHFFFAOYSA-N 0.000 description 4
- FDSUVTROAWLVJA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol;prop-2-enoic acid Chemical compound OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OCC(CO)(CO)COCC(CO)(CO)CO FDSUVTROAWLVJA-UHFFFAOYSA-N 0.000 description 4
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 4
- 230000000052 comparative effect Effects 0.000 description 4
- 229910052731 fluorine Inorganic materials 0.000 description 4
- 239000011737 fluorine Substances 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- YUYCVXFAYWRXLS-UHFFFAOYSA-N trimethoxysilane Chemical compound CO[SiH](OC)OC YUYCVXFAYWRXLS-UHFFFAOYSA-N 0.000 description 4
- 125000003700 epoxy group Chemical group 0.000 description 3
- 238000007542 hardness measurement Methods 0.000 description 3
- 229920000139 polyethylene terephthalate Polymers 0.000 description 3
- 239000005020 polyethylene terephthalate Substances 0.000 description 3
- 239000005052 trichlorosilane Substances 0.000 description 3
- YZCKVEUIGOORGS-OUBTZVSYSA-N Deuterium Chemical compound [2H] YZCKVEUIGOORGS-OUBTZVSYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 2
- 125000003342 alkenyl group Chemical group 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 125000003710 aryl alkyl group Chemical group 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 125000004104 aryloxy group Chemical group 0.000 description 2
- 230000001588 bifunctional effect Effects 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- CZRTVSQBVXBRHS-UHFFFAOYSA-N ethyl carbamate prop-2-enoic acid Chemical compound OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.CCOC(N)=O CZRTVSQBVXBRHS-UHFFFAOYSA-N 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 125000001072 heteroaryl group Chemical group 0.000 description 2
- 125000000592 heterocycloalkyl group Chemical group 0.000 description 2
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 125000002560 nitrile group Chemical group 0.000 description 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 2
- 150000003961 organosilicon compounds Chemical class 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 2
- 239000004926 polymethyl methacrylate Substances 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000002356 single layer Substances 0.000 description 2
- 239000012756 surface treatment agent Substances 0.000 description 2
- NPMRPDRLIHYOBW-UHFFFAOYSA-N 1-(2-butoxyethoxy)propan-2-ol Chemical compound CCCCOCCOCC(C)O NPMRPDRLIHYOBW-UHFFFAOYSA-N 0.000 description 1
- KWVGIHKZDCUPEU-UHFFFAOYSA-N 2,2-dimethoxy-2-phenylacetophenone Chemical compound C=1C=CC=CC=1C(OC)(OC)C(=O)C1=CC=CC=C1 KWVGIHKZDCUPEU-UHFFFAOYSA-N 0.000 description 1
- PTTPXKJBFFKCEK-UHFFFAOYSA-N 2-Methyl-4-heptanone Chemical compound CC(C)CC(=O)CC(C)C PTTPXKJBFFKCEK-UHFFFAOYSA-N 0.000 description 1
- QPXVRLXJHPTCPW-UHFFFAOYSA-N 2-hydroxy-2-methyl-1-(4-propan-2-ylphenyl)propan-1-one Chemical compound CC(C)C1=CC=C(C(=O)C(C)(C)O)C=C1 QPXVRLXJHPTCPW-UHFFFAOYSA-N 0.000 description 1
- XMLYCEVDHLAQEL-UHFFFAOYSA-N 2-hydroxy-2-methyl-1-phenylpropan-1-one Chemical compound CC(C)(O)C(=O)C1=CC=CC=C1 XMLYCEVDHLAQEL-UHFFFAOYSA-N 0.000 description 1
- LWRBVKNFOYUCNP-UHFFFAOYSA-N 2-methyl-1-(4-methylsulfanylphenyl)-2-morpholin-4-ylpropan-1-one Chemical compound C1=CC(SC)=CC=C1C(=O)C(C)(C)N1CCOCC1 LWRBVKNFOYUCNP-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- MCDBEBOBROAQSH-UHFFFAOYSA-N 3-[dimethoxy(methyl)silyl]propyl prop-2-enoate Chemical compound CO[Si](C)(OC)CCCOC(=O)C=C MCDBEBOBROAQSH-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
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- 229920012266 Poly(ether sulfone) PES Polymers 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- RMKZLFMHXZAGTM-UHFFFAOYSA-N [dimethoxy(propyl)silyl]oxymethyl prop-2-enoate Chemical compound CCC[Si](OC)(OC)OCOC(=O)C=C RMKZLFMHXZAGTM-UHFFFAOYSA-N 0.000 description 1
- 238000005299 abrasion Methods 0.000 description 1
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 1
- 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 1
- PCDHSSHKDZYLLI-UHFFFAOYSA-N butan-1-one Chemical compound CCC[C]=O PCDHSSHKDZYLLI-UHFFFAOYSA-N 0.000 description 1
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- 239000011247 coating layer Substances 0.000 description 1
- 238000005336 cracking Methods 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 229910052805 deuterium Inorganic materials 0.000 description 1
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 1
- LTYMSROWYAPPGB-UHFFFAOYSA-N diphenyl sulfide Chemical compound C=1C=CC=CC=1SC1=CC=CC=C1 LTYMSROWYAPPGB-UHFFFAOYSA-N 0.000 description 1
- 239000000428 dust Substances 0.000 description 1
- 230000005611 electricity Effects 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 125000005010 perfluoroalkyl group Chemical group 0.000 description 1
- 239000005054 phenyltrichlorosilane Substances 0.000 description 1
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- 229920000515 polycarbonate Polymers 0.000 description 1
- 239000011112 polyethylene naphthalate Substances 0.000 description 1
- 229920006389 polyphenyl polymer Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 239000001294 propane Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- LIVNPJMFVYWSIS-UHFFFAOYSA-N silicon monoxide Chemical compound [Si-]#[O+] LIVNPJMFVYWSIS-UHFFFAOYSA-N 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- 239000012748 slip agent Substances 0.000 description 1
- 238000010561 standard procedure Methods 0.000 description 1
- 230000003068 static effect Effects 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
- 239000005341 toughened glass Substances 0.000 description 1
- 238000002834 transmittance Methods 0.000 description 1
- ORVMIVQULIKXCP-UHFFFAOYSA-N trichloro(phenyl)silane Chemical compound Cl[Si](Cl)(Cl)C1=CC=CC=C1 ORVMIVQULIKXCP-UHFFFAOYSA-N 0.000 description 1
- ZDHXKXAHOVTTAH-UHFFFAOYSA-N trichlorosilane Chemical compound Cl[SiH](Cl)Cl ZDHXKXAHOVTTAH-UHFFFAOYSA-N 0.000 description 1
- JCVQKRGIASEUKR-UHFFFAOYSA-N triethoxy(phenyl)silane Chemical compound CCO[Si](OCC)(OCC)C1=CC=CC=C1 JCVQKRGIASEUKR-UHFFFAOYSA-N 0.000 description 1
- NBXZNTLFQLUFES-UHFFFAOYSA-N triethoxy(propyl)silane Chemical compound CCC[Si](OCC)(OCC)OCC NBXZNTLFQLUFES-UHFFFAOYSA-N 0.000 description 1
- QQQSFSZALRVCSZ-UHFFFAOYSA-N triethoxysilane Chemical compound CCO[SiH](OCC)OCC QQQSFSZALRVCSZ-UHFFFAOYSA-N 0.000 description 1
- ZNOCGWVLWPVKAO-UHFFFAOYSA-N trimethoxy(phenyl)silane Chemical compound CO[Si](OC)(OC)C1=CC=CC=C1 ZNOCGWVLWPVKAO-UHFFFAOYSA-N 0.000 description 1
- HQYALQRYBUJWDH-UHFFFAOYSA-N trimethoxy(propyl)silane Chemical compound CCC[Si](OC)(OC)OC HQYALQRYBUJWDH-UHFFFAOYSA-N 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- 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
- 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
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/18—Manufacture of films or sheets
-
- 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
- C09D7/20—Diluents or solvents
-
- 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
-
- 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
-
- 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
Abstract
Description
본 발명은 유연성을 가지며 디스플레이 표면을 보호할 수 있는 플렉서블 하드코팅용 조성물 및 이를 이용하여 제조된 플렉서블 하드코팅 필름에 관한 것이다.The present invention relates to a composition for flexible hard coating having flexibility and protecting a display surface, and a flexible hard coating film prepared using the same.
여기서는, 본 개시에 관한 배경기술이 제공되며, 이들이 반드시 공지기술을 의미하는 것은 아니다.Here, background art is provided with respect to the present disclosure, and these do not necessarily mean known art.
모바일(mobile), 터치 패널(touch panel), 자동차 내비게이션(car navigation) 등 디스플레이의 보호 또는 미관을 좋게 하기 위해서, 화상 표시 부분보다 넓은 영역으로 되도록 얇은 판상의 커버 윈도우(cover window)를 디스플레이의 전방면에 배치하는 것이 행해지고 있다. In order to improve the protection or aesthetics of the display, such as mobile, touch panel, car navigation, etc., a thin cover window is formed to cover a wider area than the image display part. It is arrange | positioned in the direction.
커버 윈도우로서 강화유리를 사용하고 있는데 유리는 내열성, 광 투과성 및 기계적 강도에는 우수한 특성을 보이지만 무겁고 깨지기 쉬우며 플렉서블 디스플레이에는 적용이 어려운 단점이 있어 이를 대체하기 위해 열적, 광학적 특성이 우수한 투명 플라스틱 필름이 관련 업계에서 검토되고 있다.As a cover window, tempered glass is used. Glass has excellent characteristics in heat resistance, light transmittance, and mechanical strength, but it is heavy and fragile and difficult to apply in flexible display. It is being reviewed in the relevant industry.
그러나 플라스틱 필름의 경우 기계적 유연성이 유리 기판보다 훨씬 우수하지만 강도 및 표면경도가 유리 기판보다 떨어지기 때문에 하드 코팅층을 포함할 수 있는데, 하드 코팅층 상에 내오염 코팅층 등의 기능성 박막층이 적층될 경우 외부 마모에 의해 쉽게 박리되는 문제점이 있다. 또한 불소 함유 표면처리제를 이용하여 내오염 기능이 향상된 코팅 조성물을 제공하고자 하였으나, 불소함유 표면처리제의 경우 마모 혹은 마찰 시 정전기가 쉽게 발생하여 먼지 제거성이나 내마모성이 저하되는 특성이 있다.In the case of plastic films, however, the mechanical flexibility is much higher than that of the glass substrate, but since the strength and surface hardness are inferior to that of the glass substrate, it may include a hard coating layer. There is a problem of being easily peeled off. In addition, although a fluorine-containing surface treatment agent was used to provide a coating composition with improved stain resistance, the fluorine-containing surface treatment agent has a characteristic of easily removing dust or abrasion resistance due to the occurrence of static electricity during wear or friction.
한편, 최근에는 기존의 유연성이 없는 유리기판 대신에 플라스틱 등과 같이 유연성 있는 재료를 사용하여 종이처럼 휘어져도 표시 성능을 그대로 유지할 수 있는 플렉서블(flexible) 표시장치가 차세대 표시장치로 급부상하면서, 경도(hardness)가 높고 내찰상성이 좋을 뿐만 아니라, 제조 공정이나 사용 중에 필름 가장자리의 컬(curl) 현상이 일어나지 않고, 적당한 유연성을 갖추어 크랙이 발생하지 않는 하드코팅 필름이 요구되고 있다.On the other hand, in recent years, a flexible display device that can maintain display performance even if it is bent like a paper using a flexible material such as plastic instead of a glass substrate without conventional flexibility has emerged as a next-generation display device. There is a need for a hard-coated film having a high c) and a good scratch resistance, not causing curling at the edges of the film during the manufacturing process or use, and having adequate flexibility and no cracking.
본 발명은 상기와 같은 문제점을 해결하기 위한 것으로 유연성을 가지면서도 경도(hardness)가 우수하고 내찰상성이 우수한 플렉서블 하드코팅 필름을 형성할 수 있는 조성물을 제공하는 것이다. The present invention is to provide a composition capable of forming a flexible hard coating film having flexibility and excellent hardness and scratch resistance to solve the above problems.
그러나 본 발명의 목적들은 상기에 언급된 목적으로 제한되지 않으며, 언급되지 않은 또 다른 목적들은 아래의 기재로부터 당업자에게 명확하게 이해될 수 있을 것이다.However, the objects of the present invention are not limited to the above-mentioned objects, and other objects not mentioned will be clearly understood by those skilled in the art from the following description.
본 발명은 다관능성 우레탄 아크릴레이트 올리고머, 아크릴레이트 모노머 및 다관능성 우레탄 아크릴레이트 화합물을 포함하는 아크릴레이트계 유기 바인더; 광중합 개시제; 유기 용매; 및 금속산화물 나노입자가 분산매 상에 분산된 제1 첨가제를 포함하는 첨가제;를 포함하는 플렉서블 하드코팅 조성물을 제공한다. The present invention is an acrylate organic binder comprising a polyfunctional urethane acrylate oligomer, an acrylate monomer and a polyfunctional urethane acrylate compound; Photopolymerization initiator; Organic solvents; And an additive comprising a first additive in which metal oxide nanoparticles are dispersed on a dispersion medium.
본 발명은 성분 조성에 의하여 유연성을 가지면서도 경도(hardness)가 우수하고 내찰상성이 좋을 뿐만 아니라, 제조 공정이나 사용 중에 필름 가장자리의 컬(curl) 현상이 일어나지 않고, 적당한 유연성을 갖추어 크랙이 발생하지 않는 하드코팅 필름을 형성할 수 있는 플렉서블 하드코팅 조성물을 제공할 수 있다. According to the present invention, the composition of the present invention not only has excellent hardness and good scratch resistance, but also does not cause curl at the edge of the film during the manufacturing process or use, and does not generate cracks due to proper flexibility. It is possible to provide a flexible hard coating composition capable of forming a hard coating film.
본 발명에 따른 플렉서블 하드코팅 조성물을 이용하여 단일층의 플렉서블 하드코팅 필름을 형성할 수 있으며, 또한 별도의 기재층 상에 본 발명에 따른 플렉서블 하드코팅 조성물을 코팅하여 플렉서블 하드코팅 필름을 형성할 수 있다.By using the flexible hard coating composition according to the present invention can be formed a single layer of a flexible hard coating film, it is also possible to form a flexible hard coating film by coating the flexible hard coating composition according to the invention on a separate substrate layer have.
이하에 본 발명을 상세하게 설명하기에 앞서, 본 명세서에 사용된 용어는 특정의 실시예를 기술하기 위한 것일 뿐 첨부하는 특허청구의 범위에 의해서만 한정되는 본 발명의 범위를 한정하려는 것은 아님을 이해하여야 한다. 본 명세서에 사용되는 모든 기술용어 및 과학용어는 다른 언급이 없는 한은 기술적으로 통상의 기술을 가진 자에게 일반적으로 이해되는 것과 동일한 의미를 가진다.Prior to describing the present invention in detail below, it is understood that the terminology used herein is for the purpose of describing particular embodiments only and is not intended to limit the scope of the invention, which is limited only by the scope of the appended claims. shall. All technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art unless otherwise indicated.
본 명세서 및 청구범위의 전반에 걸쳐, 다른 언급이 없는 한 포함(comprise, comprises, comprising)이라는 용어는 언급된 물건, 단계 또는 일군의 물건, 및 단계를 포함하는 것을 의미하고, 임의의 어떤 다른 물건, 단계 또는 일군의 물건 또는 일군의 단계를 배제하는 의미로 사용된 것은 아니다.Throughout this specification and claims, unless otherwise indicated, the termcomprise, constitutes, and configure means to include the referenced article, step, or group of articles, and step, and any other article It is not intended to exclude a stage or group of things or groups of stages.
한편, 본 발명의 여러 가지 실시예들은 명확한 반대의 지적이 없는 한 그 외의 어떤 다른 실시예들과 결합될 수 있다. 특히 바람직하거나 유리하다고 지시하는 어떤 특징도 바람직하거나 유리하다고 지시한 그 외의 어떤 특징 및 특징들과 결합될 수 있다. 이하, 첨부된 도면을 참조하여 본 발명의 실시예 및 이에 따른 효과를 설명하기로 한다.On the other hand, various embodiments of the present invention can be combined with any other embodiment unless clearly indicated to the contrary. Any feature indicated as particularly preferred or advantageous may be combined with any other feature and features indicated as preferred or advantageous. Hereinafter, with reference to the accompanying drawings will be described an embodiment of the present invention and the effects thereof.
본 발명의 일실시예에 따른 플렉서블 하드코팅 조성물은 유연성을 가지면서도 경도(hardness)가 높고 내찰상성이 우수한 필름 형성이 가능한 조성물로서, 아크릴레이트계 유기 바인더, 광중합 개시제, 유기 용매 및 첨가제를 포함한다.The flexible hard coating composition according to an embodiment of the present invention is a composition capable of forming a film having flexibility and high hardness and excellent scratch resistance, and includes an acrylate-based organic binder, a photopolymerization initiator, an organic solvent, and an additive. .
상기 아크릴레이트계 유기 바인더는 다관능성 우레탄 아크릴레이트 올리고머, 아크릴레이트 모노머 및 다관능성 우레탄 아크릴레이트 화합물을 포함한다. The acrylate-based organic binder includes a polyfunctional urethane acrylate oligomer, an acrylate monomer, and a polyfunctional urethane acrylate compound.
상기 다관능성 우레탄 아크릴레이트 올리고머는 탄소수 6 내지 15의 2관능 이상의 우레탄 아크릴레이트 올리고머를 포함한다. 바람직하게는 탄소수 8 내지 15의 6관능 내지 15관능의 지방족 우레탄 아크릴레이트 올리고머를 포함하는 것이 빠른 경화 속도 및 높은 경도, 우수한 내찰상성 측면에서 좋다. 가장 바람직하게는 알리파틱 우레탄 아크릴레이트(aliphatic urethane acrylate)를 사용하는 것이 좋다. The multifunctional urethane acrylate oligomer includes a bifunctional or higher urethane acrylate oligomer having 6 to 15 carbon atoms. It is preferable to include a C6-C15 aliphatic urethane acrylate oligomer having 8 to 15 carbon atoms in view of fast curing speed, high hardness, and excellent scratch resistance. Most preferably, aliphatic urethane acrylate is used.
상기 다관능성 우레탄 아크릴레이트 올리고머는 상기 아크릴레이트계 유기 바인더 내에서 40 내지 60wt% 로 포함되며, 바람직하게는 45 내지 55wt% 로 포함되는 것이 좋다. The polyfunctional urethane acrylate oligomer is included in the acrylate-based organic binder 40 to 60wt%, preferably 45 to 55wt%.
상기 아크릴레이트 모노머는 트리메틸올프로판 트리아크릴레이트(Trimethylolpropane triacrylate; TMPTA), 트리프로필렌글리콜 디아크릴레이트(Tripropylene Glycol Diacrylate; TPGDA), 디펜타에리트리톨 헥사아크릴레이트(Dipentaerythritol hexaacrylate; DPHA), 아크릴로일 모르폴린(Acryloyl Morpholine; ACMO), 디-트리메틸로올프로판(Di-trimethylolpropane triacrylate; DMPTA), 디펜타에리트리톨 펜타아크릴레이트(Dipentaerythritol pentaacrylate; DEPTA) 및 펜타에리트리톨 테트라아크릴레이트(Pentaerythritol tetraacrylate; PETA) 로 구성되는 군에서 선택되는 적어도 1종 이상을 포함한다. The acrylate monomer is trimethylolpropane triacrylate (TMPTA), tripropylene glycol diacrylate (TPGDA), dipentaerythritol hexaacrylate (DPHA), acryloyl mor Acryloyl Morpholine (ACMO), Di-trimethylolpropane triacrylate (DMPTA), Dipentaerythritol pentaacrylate (DEPTA) and Pentaerythritol tetraacrylate (PETA) At least one selected from the group consisting of.
상기 아크릴레이트 모노머는 상기 아크릴레이트계 유기 바인더 내에서 15 내지 25 wt%로 포함되며, 바람직하게는 17 내지 22wt% 로 포함되는 것이 좋다. The acrylate monomer is included in the acrylate-based organic binder 15 to 25 wt%, preferably 17 to 22wt%.
상기 아크릴레이트 모노머는 상기 구성되는 군에서 선택되는 적어도 2종 이상을 포함하는 것이 좋고, 이 때 트리메틸올프로판 트리아크릴레이트(Trimethylolpropane triacrylate; TMPTA), 트리프로필렌글리콜 디아크릴레이트(Tripropylene Glycol Diacrylate; TPGDA), 디펜타에리트리톨 헥사아크릴레이트(Dipentaerythritol hexaacrylate; DPHA) 및 아크릴로일 모르폴린(Acryloyl Morpholine; ACMO) 로 구성되는 제1 아크릴레이트 모노머에서 선택되는 어느 1종 이상과 디-트리메틸로올프로판(Di-trimethylolpropane triacrylate; DMPTA), 디펜타에리트리톨 펜타아크릴레이트(Dipentaerythritol pentaacrylate; DEPTA) 및 펜타에리트리톨 테트라아크릴레이트(Pentaerythritol tetraacrylate; PETA) 로 구성되는 제2 아크릴레이트 모노머에서 선택되는 어느 1종 이상을 포함하는 것이 좋다.The acrylate monomer may include at least two or more selected from the group consisting of, wherein trimethylolpropane triacrylate (TMPTA), tripropylene glycol diacrylate (TPGDA) At least one selected from a first acrylate monomer composed of dipentaerythritol hexaacrylate (DHA) and acryloyl morpholine (ACMO) and di-trimethylolol propane (Di any one or more selected from second acrylate monomers consisting of -trimethylolpropane triacrylate (DMPTA), dipentaerythritol pentaacrylate (DEPTA) and pentaerythritol tetraacrylate (PETA); Good to do.
상기 아크릴레이트 모노머는 상기 구성되는 군에서 선택되는 적어도 2종 이상을 포함하는 경우, 상기 제1 아크릴레이트 모노머와 제2 아크릴레이트 모노머를 중량비율로 2:1 내지 4:1 로 포함하는 것이 좋다. When the acrylate monomer includes at least two or more selected from the group consisting of, the first acrylate monomer and the second acrylate monomer may be included in a weight ratio of 2: 1 to 4: 1.
상기 다관능성 우레탄 아크릴레이트 화합물은 중량평균분자량이 5,000 이상이며 2관능 이상의 우레탄 아크릴레이트 화합물을 포함한다. 바람직하게는 바람직하게는 중량평균분자량이 10,000 내지 30,000 이며 6관능 내지 15관능의 우레탄 아크릴레이트 화합물을 포함하는 것이 빠른 경화 속도 및 높은 경도, 우수한 내찰상성 측면에서 좋다. 가장 바람직하게는 알리파틱 우레탄 헥사아크릴레이트(Aliphatic Urethane Hexaacrylate)를 사용하는 것이 좋다. The multifunctional urethane acrylate compound has a weight average molecular weight of 5,000 or more and includes a bifunctional or more urethane acrylate compound. Preferably, the weight average molecular weight is 10,000 to 30,000, and it is preferable to include a 6 to 15 functional urethane acrylate compound in view of fast curing speed, high hardness, and excellent scratch resistance. Most preferably, it is preferable to use Aliphatic Urethane Hexaacrylate.
상기 다관능성 우레탄 아크릴레이트 화합물은 상기 아크릴레이트계 유기 바인더 내에서 15 내지 35wt% 로 포함되며, 바람직하게는 20 내지 30wt% 로 포함되는 것이 좋다. The polyfunctional urethane acrylate compound is included in the acrylate-based organic binder 15 to 35wt%, preferably 20 to 30wt%.
상기 광중합 개시제는 아세토페논계 화합물을 포함한다. 상기 아세토페논계 화합물은 2-하이드록시-2-메틸-1-페닐프로판-1-온, 1-(4-이소프로필페닐)-2-하이드록시-2-메틸프로판-1-온, 4-(2-하이드록시에톡시)-페닐 (2-하이드록시)프로필 케톤, 1-하이드록시시클로헥실 페닐 케톤(1-hydroxy-cyclohexylphenyl keton), 2,2-디메톡시-2-페닐 아세토페논, 2-메틸-(4-메틸티오페닐)-2-몰폴리노-1-프로판-1-온(Irgacure-907), 2-벤질-2-디메틸아미노-1-(4-몰폴리노페닐)-부탄-1-온으로 구성되는 군에서 선택되는 적어도 1종 이상을 포함한다. The photopolymerization initiator includes an acetophenone-based compound. The acetophenone-based compound is 2-hydroxy-2-methyl-1-phenylpropan-1-one, 1- (4-isopropylphenyl) -2-hydroxy-2-methylpropan-1-one, 4- (2-hydroxyethoxy) -phenyl (2-hydroxy) propyl ketone, 1-hydroxycyclohexylphenyl keton, 2,2-dimethoxy-2-phenyl acetophenone, 2 -Methyl- (4-methylthiophenyl) -2-morpholino-1-propan-1-one (Irgacure-907), 2-benzyl-2-dimethylamino-1- (4-morpholinophenyl)- It contains at least one or more selected from the group consisting of butan-1-one.
상기 광중합 개시제는 상기 아크릴레이트계 유기 바인더 100 중량부에 대하여 5 내지 15 중량부로 포함되며, 바람직하게는 7 내지 10 중량부로 포함되는 것이 좋다. The photopolymerization initiator may be included in an amount of 5 to 15 parts by weight based on 100 parts by weight of the acrylate-based organic binder, and preferably 7 to 10 parts by weight.
상기 유기 용매는 메틸에틸케톤(methylethylketone), 에틸아세테이트(ethylacetate), 싸이클로헥산(cyclohexane), 메틸이소부틸케톤(Methyl isobutyl ketone), 이소프로필알콜(isopropylalcohol), 폴리프로필렌 글리콜(polypropylene glycol), 폴리프로필렌글리콜메틸에테르아세테이트(Polypropylene glycol methyl ether acetate), 메톡시트리글리콜(methoxytriglycol), 에톡시트리글리콜(ethoxytriglycol), 부톡시트리글리콜(butoxytriglycol), 1-부톡시에톡시-2-프로판올(1-butoxyethoxy-2-propanol) 및 페닐 글리콜 에테르(phenyl glycol ether) 로 구성되는 군에서 선택되는 적어도 1종 이상을 포함한다. The organic solvent is methyl ethyl ketone, ethyl acetate, ethyl hexane, cyclohexane, methyl isobutyl ketone, isopropyl alcohol, polypropylene glycol, polypropylene Polypropylene glycol methyl ether acetate, methoxytriglycol, ethoxytriglycol, butoxytriglycol, 1-butoxyethoxy-2-propanol (1-butoxyethoxy -2-propanol) and at least one selected from the group consisting of phenyl glycol ethers.
상기 유기 용매는 상기 구성되는 군에서 선택되는 적어도 2종 이상을 포함하여 혼합한 혼합 용매를 사용하는 것이 좋고, 이 때 메틸에틸케톤(methylethylketone), 에틸아세테이트(ethylacetate), 싸이클로헥산(cyclohexane), 메틸이소부틸케톤(Methyl isobutyl ketone) 및 이소프로필알콜(isopropylalcohol) 로 구성되는 제1 용매에서 선택되는 어느 1종 이상과 폴리프로필렌 글리콜(polypropylene glycol), 폴리프로필렌글리콜메틸에테르아세테이트(Polypropylene glycol methyl ether acetate), 메톡시트리글리콜(methoxytriglycol), 에톡시트리글리콜(ethoxytriglycol), 부톡시트리글리콜(butoxytriglycol), 1-부톡시에톡시-2-프로판올(1-butoxyethoxy-2-propanol) 및 페닐 글리콜 에테르(phenyl glycol ether) 로 구성되는 제2 용매에서 선택되는 어느 1종 이상을 포함하는 것이 좋다.It is preferable to use a mixed solvent including at least two or more selected from the group consisting of the organic solvent, wherein methyl ethyl ketone, ethyl acetate, cyclohexane, methyl At least one selected from the first solvent consisting of isobutyl ketone and isopropyl alcohol, and polypropylene glycol, polypropylene glycol methyl ether acetate , Methoxytriglycol, ethoxytriglycol, butoxytriglycol, 1-butoxyethoxy-2-propanol and phenyl glycol ether It is preferable to include any one or more selected from the second solvent consisting of glycol ether).
상기 유기 용매는 상기 구성되는 군에서 선택되는 적어도 2종 이상을 포함하는 경우, 상기 제1 용매와 제2 용매를 중량비율로 1:3 내지 1:1 로 포함하는 것이 좋다. When the organic solvent includes at least two or more selected from the group consisting of the above, it is preferable to include the first solvent and the second solvent in a weight ratio of 1: 3 to 1: 1.
상기 유기 용매는 상기 아크릴레이트계 유기 바인더 100 중량부에 대하여 90 내지 120 중량부로 포함되며, 바람직하게는 100 내지 115 중량부로 포함되는 것이 좋다. The organic solvent may be included in an amount of 90 to 120 parts by weight, preferably 100 to 115 parts by weight, based on 100 parts by weight of the acrylate-based organic binder.
상기 첨가제는 금속산화물 나노입자가 분산매 상에 분산된 제1 첨가제를 포함하고, 불소계 화합물인 제2 첨가제를 더 포함할 수 있다. The additive may include a first additive in which metal oxide nanoparticles are dispersed on a dispersion medium, and may further include a second additive that is a fluorine compound.
더욱 구체적으로 상기 제1 첨가제는 D50이 10 내지 50 nm 인 금속산화물 나노입자가 아크릴레이트계 화합물 또는 아세테이트계 화합물인 분산매에 20 내지 40 wt% 로 분산된 용액이다. More specifically, the first additive is a solution in which the metal oxide nanoparticles having a D50 of 10 to 50 nm are dispersed at 20 to 40 wt% in a dispersion medium which is an acrylate compound or an acetate compound.
상기 금속산화물 나노입자는 알루미늄, 규소, 주석, 지르코늄, 티타늄, 은 및 아연의 산화물로 구성되는 군에서 선택되는 어느 1종 이상을 포함하고, 바람직하게는 알루미늄 산화물 또는/ 및 규소 산화물을 포함하는 것이 좋다. The metal oxide nanoparticles include any one or more selected from the group consisting of oxides of aluminum, silicon, tin, zirconium, titanium, silver and zinc, and preferably include aluminum oxide and / or silicon oxide. good.
또한 상기 금속산화물 나노입자는 실란 화합물로 표면 처리하여 소수화된 금속산화물 나노입자를 사용할 수 있다. 상기 실란 화합물은 아크릴옥시알킬 트리메톡시실란, 메타아크릴옥시알킬 트리메톡시실란, 메타아크릴옥시알킬 트리에톡시실란, 메타아크릴옥시알킬 트리클로로실란, γ-메타아크릴옥시프로필 트리메톡시실란, γ-메타아크릴옥시프로필 메틸디메톡시실란, γ-메타아크릴옥시프로필 메틸디이소프록시실란, 아크릴옥시프로필트리메톡시실란, 아크릴옥시프로필 메틸디메톡시실란, γ-메타아크릴옥시카비톨 트리메톡시실란, 페닐 트리클로로실란, 페닐 트리메톡시실란, 페닐 트리에톡시실란, 프로필 트리메톡시실란, 프로필 트리에톡시실란, 글리시드옥시알킬 트리메톡시실란, 글리시드옥시알킬 트리에톡시실란, 글리시드옥시알킬 트리클로로실란, 멜라민계 트리메톡시 실란, 아크릴계 트리메톡시 실란, 퍼플루오로알킬 트리알콕시실란, 퍼플루오로메틸 알킬 트리알콕시실란 및 퍼플루오로알킬 트리클로로실란으로 이루어진 군으로부터 선택된 적어도 1종 이상을 포함한다. In addition, the metal oxide nanoparticles may be hydrophobized metal oxide nanoparticles by surface treatment with a silane compound. The said silane compound is acryloxyalkyl trimethoxysilane, methacrylicoxyalkyl trimethoxysilane, methacrylicoxyalkyl triethoxysilane, methacrylicoxyalkyl trichlorosilane, (gamma)-methacryloxypropyl trimethoxysilane, (gamma) -Methacryloxypropyl methyldimethoxysilane, (gamma) -methacryloxypropyl methyldiisohydroxysilane, acryloxypropyl trimethoxysilane, acryloxypropyl methyldimethoxysilane, (gamma) -methacryloxycarbitol trimethoxysilane, Phenyl trichlorosilane, phenyl trimethoxysilane, phenyl triethoxysilane, propyl trimethoxysilane, propyl triethoxysilane, glycidoxyalkyl trimethoxysilane, glycidoxyalkyl triethoxysilane, glycidoxy Alkyl trichlorosilane, melamine trimethoxy silane, acrylic trimethoxy silane, perfluoroalkyl trialkoxysilane, perfluorometh At least one selected from the group consisting of butyl alkyl trialkoxysilane and perfluoroalkyl trichlorosilane.
상기 아크릴레이트계 화합물은 부탄디올 디아크릴레이트(Butanediol Diacrylate :BDDA), 부틸렌 글리콜 디메타크릴레이트(Butylene Glycol Dimethacrylate : BGDMA), 헥산디올 디아크릴레이트(Hexanediol Diacrylate : HDDA), 디메타크릴레이트(Dimethacrylate : HDDMA), 네오펜틸 글리콜 디아크릴레이트 : Neopentyl Glycol Diacrylate : NPGDA), 에틸렌 글리콜 디메타크릴레이트(Ethylene Glycol Dimethacrylate : EGDMA), 디에틸렌 글리콜 디아크릴레이트(Diethylene Glycol Diacrylate : DEGDA), 디에틸렌 글리콜 디아크릴레이트 디메타크릴레이트(Diethylene GlycolDiacrylate Dimethacrylate : DEGDMA), 트리에틸렌 글리콜 디아크릴레이트(Triethylene Glycol Diacrylate : TEGDA), 트리에틸렌 글리콜 디아크릴레이트 디메타크릴레이트(Triethylene Glycol Diacrylate Dimethacrylate : TEGDMA),테트라에틸렌 글리콜 디아크릴레이트(Tetraethylene Glycol Diacrylate : TTEGDA), 테트라에틸렌 글리콜 디아크릴레이트 디메타크릴레이트(Tetraethylene Glycol Diacrylate Dimethacrylate : TTEGDMA), 폴리에틸렌 글리콜 디아크릴레이트(Polyethylene Glycol Diacrylate : PEGDA), 폴리에틸렌 글리콜 디아크릴레이트 디메타크릴레이트(Polyethylene Glycol Diacrylate Dimethacrylate : PEGDMA), 디프로필렌 글리콜 디아크릴레이트(DipropyleneGlycol Diacrylate : DPGDA), 트리프로필렌 글리콜 디아크릴레이트(Tripropylene Glycol Diacrylate : TPGDA), 알릴메타크릴레이트(Ally Methacrylate : ALMA), 트리메틸롤프로판 트리아크릴레이트(Trimethylolpropane Triacrylate :TMPTA), 트리메타크릴레이트(Trimethacrylate : TMPTMA), 펜타에리트리톨 트리아크릴레이트(PentaerythritolTriacrylate : PETA), 에톡실레이트 프로폭실화된 트리메틸롤프로판 트리아크릴레이트(Ethoxylate PropoxylatedTrimethylolpropane Triacrylate : TMPEOTA) 및 글리세릴 프로폭실화된 트리아크릴레이트(Gylceryl PropoxylatedTriacrylate : GPTA)로 이루어진 군으로부터 선택되는 적어도 1종 이상을 포함하며, 바람직하게는 트리프로필렌 글리콜 디아크릴레이트(Tripropylene Glycol Diacrylate : TPGDA)를 포함하는 것이 좋다.The acrylate compound may include butanediol diacrylate (BDDA), butylene glycol dimethacrylate (BGDMA), hexanediol diacrylate (HDDA), and dimethacrylate (Dimethacrylate). : HDDMA), Neopentyl Glycol Diacrylate: Neopentyl Glycol Diacrylate (NPGDA), Ethylene Glycol Dimethacrylate (EGDMA), Diethylene Glycol Diacrylate (DEGDA), Diethylene Glycol Diacrylate Diethylene Glycol Diacrylate Dimethacrylate (DEGDMA), Triethylene Glycol Diacrylate (TEGDA), Triethylene Glycol Diacrylate Dimethacrylate (TEGDMA), Tetraethylene Glycol Diacrylate (Tetraethylene Glycol Diacrylate: TTEGDA), Tetraethylene Glycol Diacrylate Dimethacrylate (TTEGDMA), Polyethylene Glycol Diacrylate (PEGDA), Polyethylene Glycol Diacrylate Dimethacrylate (PEGDMA), Dipropylene Glycol Diacrylate (DPGDA), Tripropylene Glycol Diacrylate (TPGDA), Allyl Methacrylate (ALMA), Trimethylolpropane Triacrylate (TMPTA) , Trimethacrylate (TMPTMA), pentaerythritol Triacrylate (PETA), ethoxylate propoxylated Trimethylolpropane Triacrylate (TMPEOTA) and glyceryl propoxylated Triacrylate: including at least one or more selected from the group consisting of (Gylceryl PropoxylatedTriacrylate GPTA), and preferably tripropylene glycol diacrylate: good to include (Tripropylene Glycol Diacrylate TPGDA).
상기 아세테이트계 화합물은 메톡시 프로필아세테이트(Methoxypropylacetate), 프로필렌 글리콜 모노메틸에테르 아세테이트(Propylene glycol monomethyl ether acetate), 다이에틸렌 글리콜 모노에틸에테르 아세테이트(diethylene glycol monoethyletheracetate), 프로필렌 글리콜 모노메틸에테르 아세테이트(propylene glycol monomethylether acetate), 프로필렌글리콜 모노에틸에테르 아세테이트(propylene glycol monoethylether acetate), 에틸 아세테이트(ethylacetate), 2-(2-에톡시에톡시) 에틸 아세티이트(2-(2-ethoxyethoxy) ethyl acetate), 메틸 아세테이트(methylacetate) 및 부틸 아세테이트(butyl acetate)로 이루어진 군으로부터 선택되는 적어도 1종 이상을 포함하며, 바람직하게는 메톡시 프로필아세테이트(Methoxypropylacetate)를 포함하는 것이 좋다.The acetate-based compound is methoxy propylacetate, propylene glycol monomethyl ether acetate, diethylene glycol monoethyletheracetate, propylene glycol monomethylether acetate acetate), propylene glycol monoethylether acetate, ethylacetate, 2- (2-ethoxyethoxy) ethyl acetate, methyl acetate It includes at least one selected from the group consisting of (methylacetate) and butyl acetate (butyl acetate), preferably containing methoxy propylacetate (Methoxypropylacetate).
상기 제1 첨가제는 상기 아크릴레이트계 유기 바인더 100 중량부에 대하여 1 내지 25 중량부로 포함되며, 바람직하게는 2 내지 12 중량부로 포함되는 것이 좋다.The first additive is included in 1 to 25 parts by weight, preferably 2 to 12 parts by weight based on 100 parts by weight of the acrylate-based organic binder.
더욱 구체적으로 상기 제2 첨가제는 불소를 포함하는 아크릴계 화합물이다. 상기 불소를 포함하는 아크릴계 화합물은 퍼플루오로알킬 아크릴레이트(Perfluoroalkyl acrylates), 퍼플루오로알킬에틸 아크릴레이트(Perfluoroalkyl ethyl acrylates; TEAc), 퍼플루오로알킬에틸 메타아크릴레이트(Perfluoroalkylethyl Methacrylates; TEMAc) 및 2,2-트리플루오로 에틸 메타크릴레이트(Trifluoroethyl methacrylate) 로 구성되는 군에서 선택되는 적어도 1종 이상을 포함한다. 바람직하게는 퍼플루오로알킬 아크릴레이트(Perfluoroalkyl acrylates)를 포함하는 것이 좋다. More specifically, the second additive is an acrylic compound containing fluorine. The fluorine-containing acrylic compound includes perfluoroalkyl acrylates, perfluoroalkyl ethyl acrylates (TEAc), perfluoroalkylethyl methacrylates (TEMAc), and 2 And at least one selected from the group consisting of 2-trifluoroethyl methacrylate. It is preferable to include perfluoroalkyl acrylates.
상기 제2 첨가제는 상기 아크릴레이트계 유기 바인더 100 중량부에 대하여 0.1 내지 5 중량부로 포함되며, 바람직하게는 1 내지 3 중량부로 포함되는 것이 좋다.The second additive is included in an amount of 0.1 to 5 parts by weight, preferably 1 to 3 parts by weight, based on 100 parts by weight of the acrylate-based organic binder.
상기 플렉서블 하드코팅 조성물을 이용하여 단일층의 플렉서블 하드코팅 필름을 형성할 수 있으며, 또한 별도의 기재층 상에 상기 플렉서블 하드코팅 조성물을 코팅하여 플렉서블 하드코팅 필름을 형성할 수 있다. 이때 상기 기재층은 폴리에틸렌테레프탈레이트(Poluethyleneterephthalate, PET), 폴리메틸메타크릴레이트(Polymethylmethacrylate, PMMA), 폴리카보네이트(Polycarbonate, PC), 폴리스티렌(Polystyrene, PS), 폴리이미드(Polyimide, PI), 폴리페닐렌설파이드(Polyphenylenesulfide, PPS), 폴리에틸렌나프탈레이트(Polyethylenenaphthalate, PEN), 폴리에테르설폰(Polyethersulfone, PES) 및 알릴(allyl) 수지로 구성되는 군에서 선택되는 어느 하나 이상을 포함하여 형성된 층을 사용할 수 있고, 바람직하게는 알콕시실란기(alkoxysilane group)와 반응성을 갖는 구조를 포함하는 화합물을 포함하여 형성된 고강도의 기재층인 것이 좋다. The flexible hard coating composition may be used to form a single-layer flexible hard coating film, and the flexible hard coating composition may be coated on a separate substrate layer to form a flexible hard coating film. In this case, the substrate layer is polyethylene terephthalate (PET), polymethylmethacrylate (PMMA), polycarbonate (PC), polystyrene (PS), polyimide (Polyimide, PI), polyphenyl A layer formed of at least one selected from the group consisting of phenylsulfide (PPS), polyethylenenaphthalate (PEN), polyethersulfone (PES), and allyl resin may be used. Preferably, it is preferably a high-strength base layer formed of a compound including a compound containing a structure having reactivity with an alkoxysilane group.
알콕시실란기(alkoxysilane group)와 반응성을 갖는 구조를 포함하는 화합물은 입방구조의 [R3SiO3/2]p 를 포함하는 유기실리콘 화합물을 포함하는 아크릴계 광경화성 수지(acrylic photocurable resin)를 들 수 있다. Examples of the compound having a structure reactive with an alkoxysilane group include an acrylic photocurable resin including an organosilicon compound containing a cubic structure [R 3 SiO 3/2 ] p . have.
상기 R3은 각각 독립적으로 수소; 중수소; 할로겐; 아민기; 에폭시기; 사이클로헥실에폭시기; (메타)아크릴기; 사이올기; 이소시아네이트기; 니트릴기; 니트로기; 페닐기; 중수소, 할로겐, 아민기, 에폭시기, (메타)아크릴기, 사이올기, 이소시아네이트기, 니트릴기, 니트로기, 페닐기로 치환되거나 치환되지 않은 C1~C40의 알킬기; C2~C40의 알케닐기; C1~C40의 알콕시기; C3~C40의 시클로알킬기; C3~C40의 헤테로시클로알킬기; C6~C40의 아릴기; C3~C40의 헤테로아릴기; C3~C40의 아르알킬기; C3~C40의 아릴옥시기; 또는 C3~C40의 아릴사이올기 이고, 상기 p는 6, 8, 10, 또는 12 이다. Each R 3 is independently hydrogen; heavy hydrogen; halogen; Amine group; Epoxy groups; Cyclohexyl epoxy group; (Meth) acryl group; Siol group; Isocyanate group; Nitrile group; Nitro group; Phenyl group; C 1 -C 40 alkyl group which is unsubstituted or substituted with deuterium, halogen, amine group, epoxy group, (meth) acryl group, siol group, isocyanate group, nitrile group, nitro group, or phenyl group; C 2 -C 40 alkenyl group; C 1 ~ C 40 Alkoxy group; C 3 -C 40 cycloalkyl group; C 3 ~ C 40 Heterocycloalkyl group; C 6 -C 40 aryl group; C 3 ~ C 40 heteroaryl group; An aralkyl group of C 3 ~ C 40; C 3 -C 40 aryloxy group; Or a C 3 to C 40 arylcyol group, wherein p is 6, 8, 10, or 12.
상기 유기실리콘 화합물은 상기 각각 독립적으로 포함되는 R5 중 적어도 하나 이상이 (메타)아크릴기 또는 (메타)아크릴기로 치환된 C1~C40의 알킬기; C2~C40의 알케닐기; C1~C40의 알콕시기; C3~C40의 시클로알킬기; C3~C40의 헤테로시클로알킬기; C6~C40의 아릴기; C3~C40의 헤테로아릴기; C3~C40의 아르알킬기; C3~C40의 아릴옥시기; 또는 C3~C40의 아릴사이올기인 것이 좋다. The organosilicon compound may be a C 1 ~ C 40 alkyl group wherein at least one or more of R 5 independently of each other is substituted with a (meth) acryl group or a (meth) acryl group; C 2 -C 40 alkenyl group; C 1 ~ C 40 Alkoxy group; C 3 -C 40 cycloalkyl group; C 3 ~ C 40 Heterocycloalkyl group; C 6 -C 40 aryl group; C 3 ~ C 40 heteroaryl group; An aralkyl group of C 3 ~ C 40; C 3 -C 40 aryloxy group; Or a C 3 to C 40 arylcyol group.
실시예Example
(1) 실시예 1(1) Example 1
먼저, 메틸이소부틸케톤(Methyl isobutyl ketone) 19.77g 과 폴리프로필렌글리콜메틸에테르아세테이트(Polypropylene glycol methyl ether acetate) 29.87g 을 혼합하여 혼합 유기 용매 49.64g 을 제조하였다.First, 49.64 g of a mixed organic solvent was prepared by mixing 19.77 g of methyl isobutyl ketone and 29.87 g of polypropylene glycol methyl ether acetate.
상기 제조된 혼합 유기 용매 49.64g 에 알리파틱 우레탄아크릴레이트(aliphatic urethane acrylate) 21.6g, 디펜타에리트리톨 헥사아크릴레이트(Dipentaerythritol hexaacrylate) 9.12g, 펜타에리트리톨 테트라아크릴레이트(Pentaerythritol tetraacrylate) 3.03g, 알리파틱 우레탄 헥사아크릴레이트(Aliphatic Urethane Hexaacrylate) 11.25g, 1-하이드록시시클로헥실 페닐 케톤(1-hydroxy-cyclohexylphenyl keton) 4.16g, 퍼플루오로알킬 아크릴레이트(Perfluoroalkyl acrylates) 0.8g 및 BYK 371 0.4g(슬립제)을 첨가하고 혼합하여 제1 조성물 100g 을 제조하였다. 21.6 g of aliphatic urethane acrylate in the prepared organic solvent 49.64 g, 9.12 g of dipentaerythritol hexaacrylate, 3.03 g of pentaerythritol tetraacrylate, ali 11.25 g of Aliphatic Urethane Hexaacrylate, 4.16 g of 1-hydroxycyclohexylphenyl keton, 0.8 g of Perfluoroalkyl acrylates and 0.4 g of BYK 371 ( Slip agent) was added and mixed to prepare 100 g of the first composition.
상기 제조된 제1 조성물 100g 에 트리프로필렌 글리콜 디아크릴레이트(Tripropylene Glycol Diacrylate)에 D50이 40nm 인 알루미늄 산화물(aluminum oxide) 나노입자가 30wt%로 분산된 용액 11.1g 을 혼합하여 플렉서블 하드코팅 조성물인 제2 조성물 111.1g을 제조하였다. 100 g of the first composition prepared above was mixed with Tripropylene Glycol Diacrylate and 11.1 g of a solution in which an aluminum oxide nanoparticle having a D50 of 40 nm was dispersed at 30 wt%, thereby preparing a flexible hard coating composition. 21.1 g of the composition was prepared.
(2) 실시예 2(2) Example 2
상기 실시예 1에서 제조된 제1 조성물 100g 에 메톡시 프로필아세테이트(Methoxypropylacetate)에 D50이 20nm 이고 표면 소수화 처리된 알루미늄 산화물(aluminum oxide) 나노입자가 30wt%로 분산된 용액 11.1g 을 혼합하여 플렉서블 하드코팅 조성물인 제2 조성물 111.1g을 제조하였다. Flexible hard by mixing 11.1 g of a solution in which D50 is 20 nm and surface hydrophobized aluminum oxide nanoparticles dispersed at 30 wt% in 100 g of the first composition prepared in Example 1 is mixed with 20 nm of methoxy propylacetate. 111.1 g of a second composition, a coating composition, were prepared.
(3) 실시예 3(3) Example 3
상기 실시예 1에서 제조된 제1 조성물 100g 에 트리프로필렌 글리콜 디아크릴레이트(Tripropylene Glycol Diacrylate)에 D50이 40nm 인 알루미늄 산화물(aluminum oxide) 나노입자가 30wt%로 분산된 용액 1.01g 을 혼합하여 플렉서블 하드코팅 조성물인 제2 조성물 101.01g을 제조하였다. Flexible hard by mixing 1.0 g of a solution in which 30 wt% of aluminum oxide nanoparticles having a D50 of 40 nm was mixed with tripropylene glycol diacrylate in 100 g of the first composition prepared in Example 1. 101.01 g of the second composition, a coating composition, was prepared.
(4) 실시예 4(4) Example 4
상기 실시예 1에서 제조된 제1 조성물 100g 에 트리프로필렌 글리콜 디아크릴레이트(Tripropylene Glycol Diacrylate)에 D50이 40nm 인 알루미늄 산화물(aluminum oxide) 나노입자가 30wt%로 분산된 용액 3.09g 을 혼합하여 플렉서블 하드코팅 조성물인 제2 조성물 103.09g을 제조하였다. 100 g of the first composition prepared in Example 1 was mixed with Tripropylene Glycol Diacrylate and 3.09 g of a solution in which 30 wt% of aluminum oxide nanoparticles having a D50 of 40 nm was dispersed at 30 wt%. 103.09 g of the second composition, a coating composition, was prepared.
(5) 실시예 5(5) Example 5
상기 실시예 1에서 제조된 제1 조성물 100g 에 트리프로필렌 글리콜 디아크릴레이트(Tripropylene Glycol Diacrylate)에 D50이 40nm 인 알루미늄 산화물(aluminum oxide) 나노입자가 30wt%로 분산된 용액 5.26g 을 혼합하여 플렉서블 하드코팅 조성물인 제2 조성물 105.26g을 제조하였다. 100 g of the first composition prepared in Example 1 was mixed with Tripropylene Glycol Diacrylate and 5.26 g of a solution in which an aluminum oxide nanoparticle having a D50 of 40 nm was dispersed at 30 wt% was mixed. 105.26 g of the second composition, a coating composition, was prepared.
(6) 비교예(6) Comparative Example
상기 실시예 1에서 제조된 제1 조성물 100g을 비교예인 플렉서블 하드코팅 조성물로서 사용하였다. 100 g of the first composition prepared in Example 1 was used as a flexible hard coating composition as a comparative example.
제조예Production Example
상기 실시예에서 제조된 플렉서블 하드코팅 조성물을 두께 30μm, 60μm의 투명 폴리이미드 (Polyimide, PI) 기재층 상에 플로우 코팅한 후 60℃에서 5분간 건조하고 1000mJ 의 광량으로 자외선을 조사하여 두께 4 내지 6μm의 플렉서블 하드코팅 필름을 하기 표 1과 같은 조합으로 제조하였다. The flexible hard coating composition prepared in the above embodiment was flow coated on a transparent polyimide (PI) substrate layer having a thickness of 30 μm and 60 μm, dried at 60 ° C. for 5 minutes, and irradiated with ultraviolet light at a light quantity of 1000 mJ to 4 to thickness. A 6 μm flexible hard coat film was prepared in a combination as shown in Table 1 below.
두께(μm)Substrate layer
Thickness (μm)
두께(μm)Hard coating film
Thickness (μm)
실험예Experimental Example
(1) 경도 측정(1) hardness measurement
상기 제조예에 따라 제조된 필름에 대하여 연필경도 시험기를 사용하여 PET 표준법(연필경도 측정법)으로 하중 1kg에 대한 연필경도를 측정하였다. 연필경도 측정 결과를 하기 표 2에 나타내었다. The pencil hardness against the load of 1kg was measured by the PET standard method (pencil hardness measurement method) using a pencil hardness tester for the film prepared according to the above production example. Pencil hardness measurement results are shown in Table 2 below.
(2) 내스크레치성 및 내마모성 측정(2) Scratch resistance and wear resistance measurement
상기 제조예에 따라 제조된 필름에 대하여 Steel wool을 이용하여 1.5kg 하중으로 왕복하였을 때 표면에 스크레치가 발생하는 횟수를 측정하여 내스크레치성을 평가하였다. 내스크레치성 측정 결과를 하기 표 2에 나타내었다. The scratch resistance was evaluated by measuring the number of times the scratch occurred on the surface of the film produced according to the preparation example when reciprocating at 1.5kg load using steel wool. The scratch resistance measurement results are shown in Table 2 below.
제조예compare
Production Example
테스트Visually
Test
전술한 각 실시예에서 예시된 특징, 구조, 효과 등은 실시예들이 속하는 분야의 통상의 지식을 가지는 자에 의하여 다른 실시예들에 대해서도 조합 또는 변형되어 실시 가능하다. 따라서 이러한 조합과 변형에 관계된 내용들은 본 발명의 범위에 포함되는 것으로 해석되어야 할 것이다.Features, structures, effects, and the like illustrated in the above-described embodiments may be combined or modified with respect to other embodiments by those skilled in the art to which the embodiments belong. Therefore, contents related to such combinations and modifications should be construed as being included in the scope of the present invention.
Claims (13)
광중합 개시제;
유기 용매; 및
금속산화물 나노입자가 분산매 상에 분산된 제1 첨가제를 포함하는 첨가제;를 포함하는 플렉서블 하드코팅 조성물.
An acrylate organic binder comprising a polyfunctional urethane acrylate oligomer, an acrylate monomer and a polyfunctional urethane acrylate compound;
Photopolymerization initiator;
Organic solvents; And
Flexible hard coating composition comprising a; metal oxide nanoparticles comprising an additive comprising a first additive dispersed on a dispersion medium.
상기 제1 첨가제는 D50이 10 내지 50 nm 인 금속산화물 나노입자가 아크릴레이트계 화합물 또는 아세테이트계 화합물인 분산매에 20 내지 40 wt% 로 분산된 용액인 것을 특징으로 하는 플렉서블 하드코팅 조성물.
The method of claim 1,
The first additive is a flexible hard coating composition, characterized in that the metal oxide nanoparticles having a D50 of 10 to 50 nm dispersed in 20 to 40 wt% in a dispersion medium that is an acrylate compound or an acetate compound.
상기 금속산화물 나노입자는 알루미늄, 규소, 주석, 지르코늄, 티타늄, 은 및 아연의 산화물로 구성되는 군에서 선택되는 어느 1종 이상을 포함하는 것을 특징으로 하는 플렉서블 하드코팅 조성물.
The method of claim 1,
The metal oxide nanoparticles flexible hard coating composition comprising any one or more selected from the group consisting of oxides of aluminum, silicon, tin, zirconium, titanium, silver and zinc.
상기 금속산화물 나노입자는 실란 화합물로 표면 처리하여 소수화된 금속산화물 나노입자인 것을 특징으로 하는 플렉서블 하드코팅 조성물.
The method of claim 1,
The metal oxide nanoparticles are flexible hard coating compositions, characterized in that the surface treatment with a silane compound hydrophobized metal oxide nanoparticles.
상기 아크릴레이트계 화합물은 부탄디올 디아크릴레이트(Butanediol Diacrylate :BDDA), 부틸렌 글리콜 디메타크릴레이트(Butylene Glycol Dimethacrylate : BGDMA), 헥산디올 디아크릴레이트(Hexanediol Diacrylate : HDDA), 디메타크릴레이트(Dimethacrylate : HDDMA), 네오펜틸 글리콜 디아크릴레이트 : Neopentyl Glycol Diacrylate : NPGDA), 에틸렌 글리콜 디메타크릴레이트(Ethylene Glycol Dimethacrylate : EGDMA), 디에틸렌 글리콜 디아크릴레이트(Diethylene Glycol Diacrylate : DEGDA), 디에틸렌 글리콜 디아크릴레이트 디메타크릴레이트(Diethylene GlycolDiacrylate Dimethacrylate : DEGDMA), 트리에틸렌 글리콜 디아크릴레이트(Triethylene Glycol Diacrylate : TEGDA), 트리에틸렌 글리콜 디아크릴레이트 디메타크릴레이트(Triethylene Glycol Diacrylate Dimethacrylate : TEGDMA),테트라에틸렌 글리콜 디아크릴레이트(Tetraethylene Glycol Diacrylate : TTEGDA), 테트라에틸렌 글리콜 디아크릴레이트 디메타크릴레이트(Tetraethylene Glycol Diacrylate Dimethacrylate : TTEGDMA), 폴리에틸렌 글리콜 디아크릴레이트(Polyethylene Glycol Diacrylate : PEGDA), 폴리에틸렌 글리콜 디아크릴레이트 디메타크릴레이트(Polyethylene Glycol Diacrylate Dimethacrylate : PEGDMA), 디프로필렌 글리콜 디아크릴레이트(DipropyleneGlycol Diacrylate : DPGDA), 트리프로필렌 글리콜 디아크릴레이트(Tripropylene Glycol Diacrylate : TPGDA), 알릴메타크릴레이트(Ally Methacrylate : ALMA), 트리메틸롤프로판 트리아크릴레이트(Trimethylolpropane Triacrylate :TMPTA), 트리메타크릴레이트(Trimethacrylate : TMPTMA), 펜타에리트리톨 트리아크릴레이트(PentaerythritolTriacrylate : PETA), 에톡실레이트 프로폭실화된 트리메틸롤프로판 트리아크릴레이트(Ethoxylate PropoxylatedTrimethylolpropane Triacrylate : TMPEOTA) 및 글리세릴 프로폭실화된 트리아크릴레이트(Gylceryl PropoxylatedTriacrylate : GPTA)로 이루어진 군으로부터 선택되는 적어도 1종 이상을 포함하는 것을 특징으로 하는 플렉서블 하드코팅 조성물.
The method of claim 2,
The acrylate compound may include butanediol diacrylate (BDDA), butylene glycol dimethacrylate (BGDMA), hexanediol diacrylate (HDDA), and dimethacrylate (Dimethacrylate). : HDDMA), Neopentyl Glycol Diacrylate: Neopentyl Glycol Diacrylate (NPGDA), Ethylene Glycol Dimethacrylate (EGDMA), Diethylene Glycol Diacrylate (DEGDA), Diethylene Glycol Diacrylate Diethylene Glycol Diacrylate Dimethacrylate (DEGDMA), Triethylene Glycol Diacrylate (TEGDA), Triethylene Glycol Diacrylate Dimethacrylate (TEGDMA), Tetraethylene Glycol Diacrylate (Tetraethylene Glycol Diacrylate: TTEGDA), Tetraethylene Glycol Diacrylate Dimethacrylate (TTEGDMA), Polyethylene Glycol Diacrylate (PEGDA), Polyethylene Glycol Diacrylate Dimethacrylate (PEGDMA), Dipropylene Glycol Diacrylate (DPGDA), Tripropylene Glycol Diacrylate (TPGDA), Allyl Methacrylate (ALMA), Trimethylolpropane Triacrylate (TMPTA) , Trimethacrylate (TMPTMA), pentaerythritol Triacrylate (PETA), ethoxylate propoxylated Trimethylolpropane Triacrylate (TMPEOTA) and glyceryl propoxylated Triacrylate (Gylceryl PropoxylatedTriacrylate: GPTA) flexible characterized in that it comprises at least one or more selected from the group consisting of a hard coating composition.
상기 아세테이트계 화합물은 메톡시 프로필아세테이트(Methoxypropylacetate), 프로필렌 글리콜 모노메틸에테르 아세테이트(Propylene glycol monomethyl ether acetate), 다이에틸렌 글리콜 모노에틸에테르 아세테이트(diethylene glycol monoethyletheracetate), 프로필렌 글리콜 모노메틸에테르 아세테이트(propylene glycol monomethylether acetate), 프로필렌글리콜 모노에틸에테르 아세테이트(propylene glycol monoethylether acetate), 에틸 아세테이트(ethylacetate), 2-(2-에톡시에톡시) 에틸 아세티이트(2-(2-ethoxyethoxy) ethyl acetate), 메틸 아세테이트(methylacetate) 및 부틸 아세테이트(butyl acetate)로 이루어진 군으로부터 선택되는 적어도 1종 이상을 포함하는 것을 특징으로 하는 플렉서블 하드코팅 조성물.
The method of claim 2,
The acetate compound may be methoxy propylacetate, propylene glycol monomethyl ether acetate, diethylene glycol monoethyletheracetate, propylene glycol monomethylether acetate acetate), propylene glycol monoethylether acetate, ethylacetate, 2- (2-ethoxyethoxy) ethyl acetate, methyl acetate Flexible hard coating composition comprising at least one selected from the group consisting of (methylacetate) and butyl acetate.
상기 제1 첨가제는 상기 아크릴레이트계 유기 바인더 100 중량부에 대하여 1 내지 25 중량부로 포함되는 것을 특징으로 하는 플렉서블 하드코팅 조성물.
The method of claim 1,
The first additive is a flexible hard coating composition comprising 1 to 25 parts by weight based on 100 parts by weight of the acrylate-based organic binder.
상기 다관능성 우레탄 아크릴레이트 올리고머는 상기 아크릴레이트계 유기 바인더 내에서 40 내지 60wt% 로 포함되고,
상기 아크릴레이트 모노머는 상기 아크릴레이트계 유기 바인더 내에서 15 내지 25 wt%로 포함되며,
상기 다관능성 우레탄 아크릴레이트 화합물은 상기 아크릴레이트계 유기 바인더 내에서 15 내지 35wt% 로 포함되는 것을 특징으로 하는 플렉서블 하드코팅 조성물.
The method of claim 1,
The polyfunctional urethane acrylate oligomer is included in the acrylate-based organic binder at 40 to 60wt%,
The acrylate monomer is included in 15 to 25 wt% in the acrylate-based organic binder,
The polyfunctional urethane acrylate compound is a flexible hard coating composition, characterized in that contained in 15 to 35wt% in the acrylate-based organic binder.
상기 광중합 개시제는 아세토페논계 화합물을 포함하고, 상기 아크릴레이트계 유기 바인더 100 중량부에 대하여 5 내지 15 중량부로 포함되는 것을 특징으로 하는 플렉서블 하드코팅 조성물.
The method of claim 1,
The photopolymerization initiator includes an acetophenone-based compound, the flexible hard coating composition, characterized in that included in 5 to 15 parts by weight based on 100 parts by weight of the acrylate-based organic binder.
상기 유기 용매는 메틸에틸케톤(methylethylketone), 에틸아세테이트(ethylacetate), 싸이클로헥산(cyclohexane), 메틸이소부틸케톤(Methyl isobutyl ketone : MIBK), 이소프로필알콜(isopropylalcohol), 폴리프로필렌 글리콜(polypropylene glycol), 폴리프로필렌글리콜메틸에테르아세테이트(Polypropylene glycol methyl ether acetate : PMA), 메톡시트리글리콜(methoxytriglycol), 에톡시트리글리콜(ethoxytriglycol), 부톡시트리글리콜(butoxytriglycol), 1-부톡시에톡시-2-프로판올(1-butoxyethoxy-2-propanol) 및 페닐 글리콜 에테르(phenyl glycol ether) 로 구성되는 군에서 선택되는 적어도 1종 이상을 포함하고, 상기 아크릴레이트계 유기 바인더 100 중량부에 대하여 90 내지 120 중량부로 포함되는 것을 특징으로 하는 플렉서블 하드코팅 조성물.
The method of claim 1,
The organic solvent is methyl ethyl ketone, ethyl acetate, ethyl hexane, cyclohexane, methyl isobutyl ketone (MIBK), isopropyl alcohol (isopropylalcohol), polypropylene glycol, Polypropylene glycol methyl ether acetate (PMA), methoxytriglycol, ethoxytriglycol, butoxytriglycol, 1-butoxyethoxy-2-propanol (1-butoxyethoxy-2-propanol) and at least one selected from the group consisting of phenyl glycol ether, and includes 90 to 120 parts by weight based on 100 parts by weight of the acrylate-based organic binder Flexible hard coating composition, characterized in that.
상기 유기 용매는 메틸에틸케톤(methylethylketone), 에틸아세테이트(ethylacetate), 싸이클로헥산(cyclohexane), 메틸이소부틸케톤(Methyl isobutyl ketone : MIBK) 및 이소프로필알콜(isopropylalcohol) 로 구성되는 제1 용매에서 선택되는 어느 1종 이상과 폴리프로필렌 글리콜(polypropylene glycol), 폴리프로필렌글리콜메틸에테르아세테이트(Polypropylene glycol methyl ether acetate : PMA), 메톡시트리글리콜(methoxytriglycol), 에톡시트리글리콜(ethoxytriglycol), 부톡시트리글리콜(butoxytriglycol), 1-부톡시에톡시-2-프로판올(1-butoxyethoxy-2-propanol) 및 페닐 글리콜 에테르(phenyl glycol ether) 로 구성되는 제2 용매에서 선택되는 어느 1종 이상을 포함하여 혼합한 혼합 용매이고,
상기 혼합 용매는 상기 제1 용매와 제2 용매를 중량비율로 1:3 내지 1:1 로 포함하는 것을 특징으로 하는 플렉서블 하드코팅 조성물.
The method of claim 1,
The organic solvent is selected from a first solvent consisting of methyl ethyl ketone, ethyl acetate, cyclohexane, methyl isobutyl ketone (MIBK), and isopropyl alcohol (isopropylalcohol). Any one or more of polypropylene glycol, polypropylene glycol methyl ether acetate (PMA), methoxytriglycol, ethoxytriglycol, butoxytriglycol ( butoxytriglycol), 1-butoxyethoxy-2-propanol (1-butoxyethoxy-2-propanol) and phenyl glycol ether (mixture including any one or more selected from a second solvent selected from (phenyl glycol ether) Solvent,
The mixed solvent is a flexible hard coating composition comprising the first solvent and the second solvent in a weight ratio of 1: 3 to 1: 1.
상기 플렉서블 하드코팅 조성물은 불소계 화합물인 제2 첨가제를 더 포함하고,
상기 제2 첨가제는 상기 아크릴레이트계 유기 바인더 100 중량부에 대하여 0.1 내지 5 중량부로 포함하는 것을 특징으로 하는 플렉서블 하드코팅 조성물.
The method of claim 1,
The flexible hard coating composition further includes a second additive which is a fluorine compound,
The second additive is a flexible hard coating composition comprising 0.1 to 5 parts by weight based on 100 parts by weight of the acrylate-based organic binder.
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Cited By (4)
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KR20220041274A (en) * | 2020-09-24 | 2022-04-01 | 주식회사 케이씨텍 | Modified metal oxide nano particle dispersion composition prepared using the same and method for preparing the same |
KR20220109079A (en) * | 2021-01-28 | 2022-08-04 | 에스엠에스주식회사 | Hard coating composition having high scratch-resistant, anti-glare and anti-pollution properties and backcover member coated thereby |
KR20220160737A (en) * | 2021-05-28 | 2022-12-06 | (주) 씨에프씨테라메이트 | Composition for antibacterial film and preparing method of antibacterial film using thereof |
KR102492668B1 (en) * | 2022-09-23 | 2023-01-31 | 에스제이나노텍 주식회사 | Antibacterial film with excellent stain resistance and high temperature durability |
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US8110296B2 (en) | 2006-04-28 | 2012-02-07 | Forschungszentrum Karlsruhe Gmbh | Multifunctional hard material coating |
KR101482707B1 (en) | 2013-02-27 | 2015-01-14 | 한국과학기술원 | Method of surface planarization of colorless and transparent polyimide films impregnated with glass fabric for display substrates and cover window |
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KR20100111671A (en) | 2008-01-07 | 2010-10-15 | 소켄 케미칼 앤드 엔지니어링 캄파니, 리미티드 | Resin compositions for forming hard coating layer |
KR101482707B1 (en) | 2013-02-27 | 2015-01-14 | 한국과학기술원 | Method of surface planarization of colorless and transparent polyimide films impregnated with glass fabric for display substrates and cover window |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
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KR20220041274A (en) * | 2020-09-24 | 2022-04-01 | 주식회사 케이씨텍 | Modified metal oxide nano particle dispersion composition prepared using the same and method for preparing the same |
KR20220109079A (en) * | 2021-01-28 | 2022-08-04 | 에스엠에스주식회사 | Hard coating composition having high scratch-resistant, anti-glare and anti-pollution properties and backcover member coated thereby |
KR20220160737A (en) * | 2021-05-28 | 2022-12-06 | (주) 씨에프씨테라메이트 | Composition for antibacterial film and preparing method of antibacterial film using thereof |
KR102492668B1 (en) * | 2022-09-23 | 2023-01-31 | 에스제이나노텍 주식회사 | Antibacterial film with excellent stain resistance and high temperature durability |
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