KR20140004081A - 키랄 액정고분자의 색채 전이성의 단순화 제어방법 및 그 조성물 - Google Patents
키랄 액정고분자의 색채 전이성의 단순화 제어방법 및 그 조성물 Download PDFInfo
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- KR20140004081A KR20140004081A KR1020137012703A KR20137012703A KR20140004081A KR 20140004081 A KR20140004081 A KR 20140004081A KR 1020137012703 A KR1020137012703 A KR 1020137012703A KR 20137012703 A KR20137012703 A KR 20137012703A KR 20140004081 A KR20140004081 A KR 20140004081A
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- South Korea
- Prior art keywords
- liquid crystal
- precursor composition
- chiral liquid
- composition
- salt
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 209
- 229920000106 Liquid crystal polymer Polymers 0.000 title description 11
- 239000004977 Liquid-crystal polymers (LCPs) Substances 0.000 title description 11
- 239000002243 precursor Substances 0.000 claims abstract description 143
- 239000004973 liquid crystal related substance Substances 0.000 claims abstract description 129
- 150000003839 salts Chemical class 0.000 claims abstract description 77
- -1 lithium tetrafluoroborate Chemical compound 0.000 claims description 125
- 150000001875 compounds Chemical class 0.000 claims description 61
- 238000000034 method Methods 0.000 claims description 47
- 239000002019 doping agent Substances 0.000 claims description 40
- 239000000758 substrate Substances 0.000 claims description 37
- 230000003098 cholesteric effect Effects 0.000 claims description 18
- 229940126062 Compound A Drugs 0.000 claims description 16
- NLDMNSXOCDLTTB-UHFFFAOYSA-N Heterophylliin A Natural products O1C2COC(=O)C3=CC(O)=C(O)C(O)=C3C3=C(O)C(O)=C(O)C=C3C(=O)OC2C(OC(=O)C=2C=C(O)C(O)=C(O)C=2)C(O)C1OC(=O)C1=CC(O)=C(O)C(O)=C1 NLDMNSXOCDLTTB-UHFFFAOYSA-N 0.000 claims description 16
- 229910052751 metal Inorganic materials 0.000 claims description 15
- 239000002184 metal Substances 0.000 claims description 15
- AMXOYNBUYSYVKV-UHFFFAOYSA-M lithium bromide Chemical compound [Li+].[Br-] AMXOYNBUYSYVKV-UHFFFAOYSA-M 0.000 claims description 14
- 238000007639 printing Methods 0.000 claims description 14
- 238000010438 heat treatment Methods 0.000 claims description 12
- 238000000576 coating method Methods 0.000 claims description 11
- 238000007641 inkjet printing Methods 0.000 claims description 11
- 239000011248 coating agent Substances 0.000 claims description 10
- 230000007704 transition Effects 0.000 claims description 10
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 9
- 238000004806 packaging method and process Methods 0.000 claims description 8
- NHGXDBSUJJNIRV-UHFFFAOYSA-M tetrabutylammonium chloride Chemical compound [Cl-].CCCC[N+](CCCC)(CCCC)CCCC NHGXDBSUJJNIRV-UHFFFAOYSA-M 0.000 claims description 7
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 6
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 claims description 6
- 150000003863 ammonium salts Chemical class 0.000 claims description 6
- 235000013361 beverage Nutrition 0.000 claims description 6
- 239000003814 drug Substances 0.000 claims description 6
- 229910052744 lithium Inorganic materials 0.000 claims description 6
- IIPYXGDZVMZOAP-UHFFFAOYSA-N lithium nitrate Chemical compound [Li+].[O-][N+]([O-])=O IIPYXGDZVMZOAP-UHFFFAOYSA-N 0.000 claims description 6
- VWDWKYIASSYTQR-UHFFFAOYSA-N sodium nitrate Chemical compound [Na+].[O-][N+]([O-])=O VWDWKYIASSYTQR-UHFFFAOYSA-N 0.000 claims description 6
- 150000001342 alkaline earth metals Chemical class 0.000 claims description 5
- 239000002417 nutraceutical Substances 0.000 claims description 5
- 235000021436 nutraceutical agent Nutrition 0.000 claims description 5
- 239000003505 polymerization initiator Substances 0.000 claims description 5
- 229910052708 sodium Inorganic materials 0.000 claims description 5
- 239000011734 sodium Substances 0.000 claims description 5
- 239000000126 substance Substances 0.000 claims description 5
- 239000003513 alkali Substances 0.000 claims description 4
- 229910052782 aluminium Inorganic materials 0.000 claims description 4
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 4
- 239000011888 foil Substances 0.000 claims description 4
- 238000007646 gravure printing Methods 0.000 claims description 4
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 claims description 4
- 239000011159 matrix material Substances 0.000 claims description 4
- 230000005855 radiation Effects 0.000 claims description 4
- 238000010020 roller printing Methods 0.000 claims description 4
- 239000007787 solid Substances 0.000 claims description 4
- 239000007921 spray Substances 0.000 claims description 4
- 238000007766 curtain coating Methods 0.000 claims description 3
- MHCFAGZWMAWTNR-UHFFFAOYSA-M lithium perchlorate Chemical group [Li+].[O-]Cl(=O)(=O)=O MHCFAGZWMAWTNR-UHFFFAOYSA-M 0.000 claims description 3
- 229910001486 lithium perchlorate Inorganic materials 0.000 claims description 3
- 229910001496 lithium tetrafluoroborate Inorganic materials 0.000 claims description 3
- 238000007645 offset printing Methods 0.000 claims description 3
- 238000007649 pad printing Methods 0.000 claims description 3
- 238000007650 screen-printing Methods 0.000 claims description 3
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 3
- 239000011780 sodium chloride Substances 0.000 claims description 3
- 239000004317 sodium nitrate Substances 0.000 claims description 3
- 235000010344 sodium nitrate Nutrition 0.000 claims description 3
- 238000010345 tape casting Methods 0.000 claims description 3
- JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 claims description 3
- 238000007644 letterpress printing Methods 0.000 claims description 2
- 230000001419 dependent effect Effects 0.000 claims 1
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- 239000000463 material Substances 0.000 description 13
- 239000002904 solvent Substances 0.000 description 13
- 238000004519 manufacturing process Methods 0.000 description 11
- 239000004986 Cholesteric liquid crystals (ChLC) Substances 0.000 description 8
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 8
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 8
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- 239000000049 pigment Substances 0.000 description 7
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 6
- 239000000976 ink Substances 0.000 description 6
- 230000003287 optical effect Effects 0.000 description 6
- 239000011347 resin Substances 0.000 description 6
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- 150000004756 silanes Chemical class 0.000 description 5
- 229910013684 LiClO 4 Inorganic materials 0.000 description 4
- 125000003545 alkoxy group Chemical group 0.000 description 4
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- SFHYNDMGZXWXBU-LIMNOBDPSA-N 6-amino-2-[[(e)-(3-formylphenyl)methylideneamino]carbamoylamino]-1,3-dioxobenzo[de]isoquinoline-5,8-disulfonic acid Chemical compound O=C1C(C2=3)=CC(S(O)(=O)=O)=CC=3C(N)=C(S(O)(=O)=O)C=C2C(=O)N1NC(=O)N\N=C\C1=CC=CC(C=O)=C1 SFHYNDMGZXWXBU-LIMNOBDPSA-N 0.000 description 3
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 3
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- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 3
- 150000001768 cations Chemical class 0.000 description 3
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- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 3
- BTJPUDCSZVCXFQ-UHFFFAOYSA-N 2,4-diethylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(CC)=CC(CC)=C3SC2=C1 BTJPUDCSZVCXFQ-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- 229920002799 BoPET Polymers 0.000 description 2
- XVZXOLOFWKSDSR-UHFFFAOYSA-N Cc1cc(C)c([C]=O)c(C)c1 Chemical group Cc1cc(C)c([C]=O)c(C)c1 XVZXOLOFWKSDSR-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 239000004988 Nematic liquid crystal Substances 0.000 description 2
- 239000004698 Polyethylene Substances 0.000 description 2
- 241001122767 Theaceae Species 0.000 description 2
- NLGINBDFXRCWQW-UHFFFAOYSA-N [3-methyl-4-[4-(4-prop-2-enoyloxybutoxy)benzoyl]oxyphenyl] 4-(4-prop-2-enoyloxybutoxy)benzoate Chemical compound C=1C=C(OC(=O)C=2C=CC(OCCCCOC(=O)C=C)=CC=2)C(C)=CC=1OC(=O)C1=CC=C(OCCCCOC(=O)C=C)C=C1 NLGINBDFXRCWQW-UHFFFAOYSA-N 0.000 description 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate group Chemical group C(C=C)(=O)[O-] NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
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- 235000016213 coffee Nutrition 0.000 description 2
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- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 2
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- 125000003253 isopropoxy group Chemical group [H]C([H])([H])C([H])(O*)C([H])([H])[H] 0.000 description 2
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- 125000000008 (C1-C10) alkyl group Chemical group 0.000 description 1
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- 125000003562 2,2-dimethylpentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
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- 239000005711 Benzoic acid Substances 0.000 description 1
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- QXEOVDINFQVJNQ-UHFFFAOYSA-N CC(C)(C(=O)C1=CC=C(C=C1)OOCCOO)O Chemical compound CC(C)(C(=O)C1=CC=C(C=C1)OOCCOO)O QXEOVDINFQVJNQ-UHFFFAOYSA-N 0.000 description 1
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- CNABMOFURFOGGD-UHFFFAOYSA-N COC1=CC(=CC(=C1OC(=O)OCCCCOOC(=O)C=C)OC)C(=O)OC2=C(C=C(C=C2)OC(=O)C3=CC(=C(C=C3)OC(=O)OCCCCOC(=O)C=C)OC)OC Chemical compound COC1=CC(=CC(=C1OC(=O)OCCCCOOC(=O)C=C)OC)C(=O)OC2=C(C=C(C=C2)OC(=O)C3=CC(=C(C=C3)OC(=O)OCCCCOC(=O)C=C)OC)OC CNABMOFURFOGGD-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 1
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- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
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- POUIWZSDRNCUHW-SAZLYLDSSA-N [(3r,3ar,6r,6ar)-6-(2-methyl-4-prop-2-enoyloxybenzoyl)oxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-yl] 2-methyl-4-prop-2-enoyloxybenzoate Chemical compound CC1=CC(OC(=O)C=C)=CC=C1C(=O)O[C@H]1[C@H]2OC[C@@H](OC(=O)C=3C(=CC(OC(=O)C=C)=CC=3)C)[C@H]2OC1 POUIWZSDRNCUHW-SAZLYLDSSA-N 0.000 description 1
- RCXJSWHFNRJVJP-MYZQXJPJSA-N [(3r,3ar,6r,6ar)-6-[3-methoxy-4-(4-prop-2-enoyloxybenzoyl)oxybenzoyl]oxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-yl] 3-methoxy-4-(4-prop-2-enoyloxybenzoyl)oxybenzoate Chemical compound COC1=CC(C(=O)O[C@H]2[C@H]3OC[C@H]([C@H]3OC2)OC(=O)C=2C=C(OC)C(OC(=O)C=3C=CC(OC(=O)C=C)=CC=3)=CC=2)=CC=C1OC(=O)C1=CC=C(OC(=O)C=C)C=C1 RCXJSWHFNRJVJP-MYZQXJPJSA-N 0.000 description 1
- LHRBRJNVYDFKJG-QWWQXMGCSA-N [(3r,3ar,6r,6ar)-6-[4-(4-prop-2-enoyloxybutoxy)benzoyl]oxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-yl] 4-(4-prop-2-enoyloxybutoxy)benzoate Chemical compound C1=CC(OCCCCOC(=O)C=C)=CC=C1C(=O)O[C@H]1[C@H]2OC[C@@H](OC(=O)C=3C=CC(OCCCCOC(=O)C=C)=CC=3)[C@H]2OC1 LHRBRJNVYDFKJG-QWWQXMGCSA-N 0.000 description 1
- RCXJSWHFNRJVJP-CGDFPWMZSA-N [(3s,3ar,6r,6ar)-6-[3-methoxy-4-(4-prop-2-enoyloxybenzoyl)oxybenzoyl]oxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-yl] 3-methoxy-4-(4-prop-2-enoyloxybenzoyl)oxybenzoate Chemical compound COC1=CC(C(=O)O[C@H]2[C@H]3OC[C@@H]([C@H]3OC2)OC(=O)C=2C=C(OC)C(OC(=O)C=3C=CC(OC(=O)C=C)=CC=3)=CC=2)=CC=C1OC(=O)C1=CC=C(OC(=O)C=C)C=C1 RCXJSWHFNRJVJP-CGDFPWMZSA-N 0.000 description 1
- HIIYFDZFXVPIKC-UHFFFAOYSA-N [2-methoxy-4-[3-methyl-4-(4-prop-2-enoyloxybutoxy)benzoyl]oxyphenyl] 3,5-dimethyl-4-(4-prop-2-enoyloxybutoxy)benzoate Chemical compound C=1C=C(OC(=O)C=2C=C(C)C(OCCCCOC(=O)C=C)=C(C)C=2)C(OC)=CC=1OC(=O)C1=CC=C(OCCCCOC(=O)C=C)C(C)=C1 HIIYFDZFXVPIKC-UHFFFAOYSA-N 0.000 description 1
- KXFHARPQJUOTAC-UHFFFAOYSA-N [2-methyl-4-[4-(4-prop-2-enoyloxybutoxycarbonyloxy)benzoyl]oxyphenyl] 3-methoxy-4-(4-prop-2-enoyloxybutoxycarbonyloxy)benzoate Chemical compound C1=C(OC(=O)OCCCCOC(=O)C=C)C(OC)=CC(C(=O)OC=2C(=CC(OC(=O)C=3C=CC(OC(=O)OCCCCOC(=O)C=C)=CC=3)=CC=2)C)=C1 KXFHARPQJUOTAC-UHFFFAOYSA-N 0.000 description 1
- KKTXYGWCGPODEP-UHFFFAOYSA-N [3-ethoxy-4-[2-methyl-4-(4-prop-2-enoyloxybutoxy)benzoyl]oxyphenyl] 2-methyl-4-(4-prop-2-enoyloxybutoxy)benzoate Chemical compound C=1C=C(OC(=O)C=2C(=CC(OCCCCOC(=O)C=C)=CC=2)C)C(OCC)=CC=1OC(=O)C1=CC=C(OCCCCOC(=O)C=C)C=C1C KKTXYGWCGPODEP-UHFFFAOYSA-N 0.000 description 1
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- XLSLWFTXOAUMMN-UHFFFAOYSA-N [4-[3,5-dimethyl-4-(4-prop-2-enoyloxybutoxy)benzoyl]oxy-3-methylphenyl] 3,5-dimethyl-4-(4-prop-2-enoyloxybutoxy)benzoate Chemical compound C=1C=C(OC(=O)C=2C=C(C)C(OCCCCOC(=O)C=C)=C(C)C=2)C(C)=CC=1OC(=O)C1=CC(C)=C(OCCCCOC(=O)C=C)C(C)=C1 XLSLWFTXOAUMMN-UHFFFAOYSA-N 0.000 description 1
- UKFVBFUWBBJVQZ-UHFFFAOYSA-N [4-[3-methoxy-4-(4-prop-2-enoyloxybutoxycarbonyloxy)benzoyl]oxy-2-methylphenyl] 3,5-dimethoxy-4-(4-prop-2-enoyloxybutoxycarbonyloxy)benzoate Chemical compound C1=C(OC(=O)OCCCCOC(=O)C=C)C(OC)=CC(C(=O)OC=2C=C(C)C(OC(=O)C=3C=C(OC)C(OC(=O)OCCCCOC(=O)C=C)=C(OC)C=3)=CC=2)=C1 UKFVBFUWBBJVQZ-UHFFFAOYSA-N 0.000 description 1
- DDUZXYBLNGUUGF-UHFFFAOYSA-N [4-[3-methoxy-4-(4-prop-2-enoyloxybutoxycarbonyloxy)benzoyl]oxy-3-methylphenyl] 3-methoxy-4-(4-prop-2-enoyloxybutoxycarbonyloxy)benzoate Chemical compound C1=C(OC(=O)OCCCCOC(=O)C=C)C(OC)=CC(C(=O)OC=2C=C(C)C(OC(=O)C=3C=C(OC)C(OC(=O)OCCCCOC(=O)C=C)=CC=3)=CC=2)=C1 DDUZXYBLNGUUGF-UHFFFAOYSA-N 0.000 description 1
- VWZUYVSSHSVASL-BVTGPKHJSA-N [4-[[(3r,3ar,6r,6ar)-6-[3-methoxy-4-(3-methoxy-4-prop-2-enoyloxybenzoyl)oxybenzoyl]oxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-yl]oxycarbonyl]-2-methoxyphenyl] 3-methoxy-4-prop-2-enoyloxybenzoate Chemical compound C1=C(OC(=O)C=C)C(OC)=CC(C(=O)OC=2C(=CC(=CC=2)C(=O)O[C@H]2[C@H]3OC[C@H]([C@H]3OC2)OC(=O)C=2C=C(OC)C(OC(=O)C=3C=C(OC)C(OC(=O)C=C)=CC=3)=CC=2)OC)=C1 VWZUYVSSHSVASL-BVTGPKHJSA-N 0.000 description 1
- PZKGOJUVRBSKKT-MYZQXJPJSA-N [4-[[(3r,3ar,6r,6ar)-6-[4-(3-methoxy-4-prop-2-enoyloxybenzoyl)oxybenzoyl]oxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-yl]oxycarbonyl]phenyl] 3-methoxy-4-prop-2-enoyloxybenzoate Chemical compound C1=C(OC(=O)C=C)C(OC)=CC(C(=O)OC=2C=CC(=CC=2)C(=O)O[C@H]2[C@H]3OC[C@H]([C@H]3OC2)OC(=O)C=2C=CC(OC(=O)C=3C=C(OC)C(OC(=O)C=C)=CC=3)=CC=2)=C1 PZKGOJUVRBSKKT-MYZQXJPJSA-N 0.000 description 1
- COAMSPAXPYYAAB-JPGNECAASA-N [4-[[(3r,3ar,6r,6ar)-6-[4-(4-prop-2-enoyloxybenzoyl)oxybenzoyl]oxy-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3-yl]oxycarbonyl]phenyl] 4-prop-2-enoyloxybenzoate Chemical compound C1=CC(OC(=O)C=C)=CC=C1C(=O)OC1=CC=C(C(=O)O[C@H]2[C@H]3OC[C@H]([C@H]3OC2)OC(=O)C=2C=CC(OC(=O)C=3C=CC(OC(=O)C=C)=CC=3)=CC=2)C=C1 COAMSPAXPYYAAB-JPGNECAASA-N 0.000 description 1
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- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 description 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 description 1
- 150000002823 nitrates Chemical class 0.000 description 1
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- MSRJTTSHWYDFIU-UHFFFAOYSA-N octyltriethoxysilane Chemical compound CCCCCCCC[Si](OCC)(OCC)OCC MSRJTTSHWYDFIU-UHFFFAOYSA-N 0.000 description 1
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- FAQJJMHZNSSFSM-UHFFFAOYSA-N phenylglyoxylic acid Chemical class OC(=O)C(=O)C1=CC=CC=C1 FAQJJMHZNSSFSM-UHFFFAOYSA-N 0.000 description 1
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- YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical class C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 0.000 description 1
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- JXUKBNICSRJFAP-UHFFFAOYSA-N triethoxy-[3-(oxiran-2-ylmethoxy)propyl]silane Chemical compound CCO[Si](OCC)(OCC)CCCOCC1CO1 JXUKBNICSRJFAP-UHFFFAOYSA-N 0.000 description 1
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Images
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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
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/52—Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
- C09K19/58—Dopants or charge transfer agents
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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
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/52—Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
- C09K19/54—Additives having no specific mesophase characterised by their chemical composition
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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
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/52—Liquid crystal materials characterised by components which are not liquid crystals, e.g. additives with special physical aspect: solvents, solid particles
- C09K19/58—Dopants or charge transfer agents
- C09K19/586—Optically active dopants; chiral dopants
- C09K19/588—Heterocyclic compounds
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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
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K2019/0444—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group
- C09K2019/0448—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group the end chain group being a polymerizable end group, e.g. -Sp-P or acrylate
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/24—Structurally defined web or sheet [e.g., overall dimension, etc.]
- Y10T428/24802—Discontinuous or differential coating, impregnation or bond [e.g., artwork, printing, retouched photograph, etc.]
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- Chemical & Material Sciences (AREA)
- Crystallography & Structural Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Liquid Crystal Substances (AREA)
- Liquid Crystal (AREA)
- Polarising Elements (AREA)
- Credit Cards Or The Like (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US42058210P | 2010-12-07 | 2010-12-07 | |
| US61/420,582 | 2010-12-07 | ||
| EP2010069051 | 2010-12-07 | ||
| EPPCT/EP2010/069051 | 2010-12-07 | ||
| PCT/EP2011/071935 WO2012076533A1 (en) | 2010-12-07 | 2011-12-06 | Simplified control of color shifting properties of a chiral liquid crystal polymer |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20140004081A true KR20140004081A (ko) | 2014-01-10 |
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| KR (1) | KR20140004081A (enExample) |
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| UY (1) | UY33770A (enExample) |
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Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
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| MX2015007822A (es) | 2012-12-20 | 2015-08-20 | Sicpa Holding Sa | Capa o patron de polimero de cristal liquido quiral que comprende crateres aleatoriamente distribuidos en el mismo. |
| TW201502257A (zh) | 2013-07-10 | 2015-01-16 | Sicpa Holding Sa | 包括可印碼與手性液晶聚合物層的標記 |
| RU2640269C2 (ru) | 2013-10-17 | 2017-12-27 | Сикпа Холдинг Са | Способы ротогравюрной печати для получения оптически изменяющихся признаков защиты |
| TW201520216A (zh) | 2013-10-21 | 2015-06-01 | Sicpa Holding Sa | 對掌性摻雜物與使用聚合性液晶材料標記之識別法及鑑別法 |
| TW201518485A (zh) | 2013-11-08 | 2015-05-16 | Sicpa Holding Sa | 以手性液晶前驅物及修飾樹脂爲基礎的複合標記 |
| WO2015067683A1 (en) * | 2013-11-08 | 2015-05-14 | Sicpa Holding Sa | Salt-free composite marking based on chiral liquid crystal precursors comprising chiral acrylate dopants |
| BR112016010348B1 (pt) * | 2013-11-08 | 2022-05-24 | Sicpa Holding Sa | Método para prover uma marcação em um substrato, substrato, e método para aumentar uma posição de uma banda de reflexão seletiva |
| TW201601928A (zh) | 2014-03-31 | 2016-01-16 | 西克帕控股有限公司 | 包含對掌性液晶聚合物與發光物質的標記 |
| EP3778248A4 (en) * | 2018-03-29 | 2021-06-02 | FUJIFILM Corporation | IMAGE GENERATION PROCESS |
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| JPS6024829B2 (ja) * | 1979-10-17 | 1985-06-14 | 松下電器産業株式会社 | エレクトロクロミック表示材料 |
| FR2586724B1 (fr) | 1985-08-27 | 1988-03-11 | Routier Equip Sa | Barriere metallique, notamment pour l'equipement de voies de circulation routiere |
| DE69325555D1 (de) | 1992-04-27 | 1999-08-12 | Merck Patent Gmbh | Elektrooptisches fluessigkristallsystem |
| GB2268906A (en) | 1992-07-24 | 1994-01-26 | Portals Ltd | Counterfeit protection for documents using optical effects of liquid crystal |
| DE4405316A1 (de) | 1994-02-19 | 1995-08-24 | Basf Ag | Neue polymerisierbare flüssigkristalline Verbindungen |
| DE19532408A1 (de) | 1995-09-01 | 1997-03-06 | Basf Ag | Polymerisierbare flüssigkristalline Verbindungen |
| JPH1124054A (ja) | 1997-07-09 | 1999-01-29 | Daicel Chem Ind Ltd | コレステリック液晶表示素子 |
| IT1301796B1 (it) | 1998-06-24 | 2000-07-07 | I P S S R L Internat Products | Procedimento di stampa in continuo o in fogli di cristalli liquidi,materiali termocromici e/o fotocromici. |
| DE19836885A1 (de) | 1998-08-14 | 2000-02-17 | Clariant Gmbh | Lasermarkierung von Effektbeschichtungen |
| DE19905394A1 (de) | 1999-02-10 | 2000-08-17 | Basf Ag | Flüssigkristalline Stoffgemenge |
| US6589445B2 (en) * | 2000-06-27 | 2003-07-08 | Fuji Photo Film Co., Ltd. | Light-reaction type optically active compound, light-reaction type chiral agent, liquid crystal composition, liquid crystal color filter, optical film, recording medium, and method of changing twist structure of liquid crystal |
| CA2445080A1 (en) | 2001-04-24 | 2002-10-31 | Merck Patent Gesellschaft Mit Beschraenkter Haftung | Birefringent marking |
| JP2003082352A (ja) * | 2001-09-17 | 2003-03-19 | Fuji Photo Film Co Ltd | 液晶組成物、選択反射膜、及びその製造方法 |
| GB0127252D0 (en) | 2001-11-13 | 2002-01-02 | Vantico Ag | Production of composite articles composed of thin layers |
| JP4678130B2 (ja) * | 2003-01-20 | 2011-04-27 | 株式会社Ｇｓユアサ | 密閉型ニッケル水素蓄電池とその製造法 |
| GB0323295D0 (en) | 2003-10-04 | 2003-11-05 | Dow Corning | Deposition of thin films |
| JP2007519941A (ja) | 2003-11-21 | 2007-07-19 | メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフトング | 抽出剤を用いたキラル液晶膜の改変方法 |
| JP4446444B2 (ja) | 2004-11-22 | 2010-04-07 | 日東電工株式会社 | 偽造防止機能付シートの製造方法、物品、認証カード、バーコードラベル、及び認証システム |
| US20060257633A1 (en) | 2005-04-27 | 2006-11-16 | Hitachi Maxell, Ltd. | Method for modifying surface of polymer substrate, method for forming plated film on polymer substrate, method for producing polymer member, and coating member |
| CN100387640C (zh) * | 2005-07-22 | 2008-05-14 | 东北大学 | 热致前胆甾液晶聚合物及其制备方法 |
| US7879256B2 (en) * | 2006-03-31 | 2011-02-01 | E. I. Du Pont De Nemours And Company | Liquid crystal compositions, polymer networks derived therefrom and process for making the same |
| WO2008110316A1 (en) | 2007-03-13 | 2008-09-18 | Technische Universitei Eindhoven | Polarization selective scattering security device and method for manufacturing the same |
| JP4948317B2 (ja) * | 2007-08-08 | 2012-06-06 | 三井化学株式会社 | 液晶シール剤、それを用いた液晶表示パネルの製造方法及び液晶表示パネル |
| GB2457911B (en) | 2008-02-27 | 2010-05-12 | Rue De Int Ltd | Improved method for producing an optically varible security device |
| WO2009121605A2 (en) * | 2008-04-02 | 2009-10-08 | Sicpa Holding S.A. | Identification and authentication using liquid crystal material markings |
| JP5540473B2 (ja) | 2008-06-12 | 2014-07-02 | 凸版印刷株式会社 | コレステリック液晶ディスプレイ用品 |
| US20100025641A1 (en) | 2008-08-04 | 2010-02-04 | Fujifilm Corporation | Infrared region selective reflection coat and infrared region selective reflection film |
| CN101417564B (zh) | 2008-10-23 | 2011-02-02 | 上海复旦天臣新技术有限公司 | 具有双变色图文的防伪薄膜及其制备方法 |
| CN101825807B (zh) | 2009-03-05 | 2011-09-21 | 上海印钞有限公司 | 一种液晶光学防伪特征图像的制备方法 |
| PE20100769A1 (es) | 2009-04-02 | 2010-11-25 | Sicpa Holding Sa | Identificacion y autenticacion usando marcados de material de cristal liquido polimerico |
| JP5655060B2 (ja) * | 2009-05-01 | 2015-01-14 | エフピーイノベイションズ | ナノ結晶のセルロースフィルムの虹色の波長の制御 |
| CN101710192B (zh) * | 2009-12-23 | 2011-11-16 | 北京科技大学 | 一种超宽波反射液晶偏振片的制备方法 |
-
2011
- 2011-12-06 MX MX2013005926A patent/MX2013005926A/es unknown
- 2011-12-06 KR KR1020137012703A patent/KR20140004081A/ko not_active Withdrawn
- 2011-12-06 AU AU2011340610A patent/AU2011340610A1/en not_active Abandoned
- 2011-12-06 UY UY0001033770A patent/UY33770A/es not_active Application Discontinuation
- 2011-12-06 EA EA201390729A patent/EA201390729A1/ru unknown
- 2011-12-06 BR BR112013013792A patent/BR112013013792A2/pt not_active IP Right Cessation
- 2011-12-06 JP JP2013542507A patent/JP2014502376A/ja active Pending
- 2011-12-06 WO PCT/EP2011/071935 patent/WO2012076533A1/en not_active Ceased
- 2011-12-06 SG SG2013042585A patent/SG190966A1/en unknown
- 2011-12-06 CA CA2818021A patent/CA2818021A1/en not_active Abandoned
- 2011-12-06 CN CN201180058605.0A patent/CN103314076B/zh not_active Expired - Fee Related
- 2011-12-06 MY MYPI2013002069A patent/MY160515A/en unknown
- 2011-12-06 AR ARP110104567A patent/AR084181A1/es unknown
- 2011-12-06 PH PH1/2013/501133A patent/PH12013501133A1/en unknown
- 2011-12-07 TW TW100144996A patent/TWI506126B/zh not_active IP Right Cessation
- 2011-12-07 US US13/313,242 patent/US8951438B2/en active Active
-
2013
- 2013-04-28 IL IL226019A patent/IL226019A0/en unknown
- 2013-06-05 MA MA35971A patent/MA34718B1/fr unknown
- 2013-06-06 CO CO13137642A patent/CO6731091A2/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CN103314076B (zh) | 2015-09-02 |
| MX2013005926A (es) | 2013-08-26 |
| SG190966A1 (en) | 2013-07-31 |
| AR084181A1 (es) | 2013-04-24 |
| IL226019A0 (en) | 2013-06-27 |
| US8951438B2 (en) | 2015-02-10 |
| AU2011340610A1 (en) | 2013-05-30 |
| EA201390729A1 (ru) | 2013-09-30 |
| CN103314076A (zh) | 2013-09-18 |
| US20120141745A1 (en) | 2012-06-07 |
| TWI506126B (zh) | 2015-11-01 |
| PH12013501133A1 (en) | 2019-09-02 |
| WO2012076533A1 (en) | 2012-06-14 |
| JP2014502376A (ja) | 2014-01-30 |
| MA34718B1 (fr) | 2013-12-03 |
| CA2818021A1 (en) | 2012-06-14 |
| TW201300514A (zh) | 2013-01-01 |
| CO6731091A2 (es) | 2013-08-15 |
| UY33770A (es) | 2012-06-29 |
| MY160515A (en) | 2017-03-15 |
| BR112013013792A2 (pt) | 2016-09-13 |
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