ES2439046T3 - Marcaje de polímero de cristal líquido quiral - Google Patents
Marcaje de polímero de cristal líquido quiral Download PDFInfo
- Publication number
- ES2439046T3 ES2439046T3 ES10726011.9T ES10726011T ES2439046T3 ES 2439046 T3 ES2439046 T3 ES 2439046T3 ES 10726011 T ES10726011 T ES 10726011T ES 2439046 T3 ES2439046 T3 ES 2439046T3
- Authority
- ES
- Spain
- Prior art keywords
- liquid crystal
- chiral liquid
- chiral
- precursor composition
- acryloyloxy
- Prior art date
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- 229920000106 Liquid crystal polymer Polymers 0.000 title claims abstract description 19
- 239000004977 Liquid-crystal polymers (LCPs) Substances 0.000 title claims abstract description 16
- 239000000203 mixture Substances 0.000 claims abstract description 202
- 239000004973 liquid crystal related substance Substances 0.000 claims abstract description 143
- 239000002243 precursor Substances 0.000 claims abstract description 135
- 238000000034 method Methods 0.000 claims abstract description 41
- 239000000758 substrate Substances 0.000 claims abstract description 37
- 238000010438 heat treatment Methods 0.000 claims abstract description 23
- 230000008569 process Effects 0.000 claims abstract description 16
- 230000000379 polymerizing effect Effects 0.000 claims abstract description 7
- 150000001875 compounds Chemical class 0.000 claims description 79
- 238000002372 labelling Methods 0.000 claims description 18
- 230000003098 cholesteric effect Effects 0.000 claims description 16
- 239000002019 doping agent Substances 0.000 claims description 14
- 230000003287 optical effect Effects 0.000 claims description 14
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 12
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims description 11
- 238000007641 inkjet printing Methods 0.000 claims description 11
- 239000000049 pigment Substances 0.000 claims description 11
- 238000001228 spectrum Methods 0.000 claims description 6
- 238000005507 spraying Methods 0.000 claims description 4
- 230000006870 function Effects 0.000 claims description 3
- 239000011159 matrix material Substances 0.000 claims description 2
- 238000012546 transfer Methods 0.000 claims description 2
- -1 container Substances 0.000 description 116
- 239000004986 Cholesteric liquid crystals (ChLC) Substances 0.000 description 15
- 239000000463 material Substances 0.000 description 15
- 238000007639 printing Methods 0.000 description 15
- KLDXJTOLSGUMSJ-JGWLITMVSA-N Isosorbide Chemical class O[C@@H]1CO[C@@H]2[C@@H](O)CO[C@@H]21 KLDXJTOLSGUMSJ-JGWLITMVSA-N 0.000 description 12
- 239000000976 ink Substances 0.000 description 11
- 125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 10
- 239000010408 film Substances 0.000 description 10
- 239000002904 solvent Substances 0.000 description 9
- 239000003795 chemical substances by application Substances 0.000 description 8
- 239000003570 air Substances 0.000 description 7
- 230000008901 benefit Effects 0.000 description 7
- 239000000975 dye Substances 0.000 description 7
- 238000006116 polymerization reaction Methods 0.000 description 7
- 230000015572 biosynthetic process Effects 0.000 description 6
- 125000004432 carbon atom Chemical group C* 0.000 description 6
- 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 5
- 125000000217 alkyl group Chemical group 0.000 description 5
- 239000011248 coating agent Substances 0.000 description 5
- 238000000576 coating method Methods 0.000 description 5
- 239000013078 crystal Substances 0.000 description 5
- 230000008021 deposition Effects 0.000 description 5
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 5
- 230000005855 radiation Effects 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
- 125000003545 alkoxy group Chemical group 0.000 description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 4
- 239000012705 liquid precursor Substances 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 150000004756 silanes Chemical class 0.000 description 4
- 239000002966 varnish Substances 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- WBXXIZYZOXVEHE-UHFFFAOYSA-N 3-methoxy-4-(4-prop-2-enoyloxybenzoyl)oxybenzoic acid Chemical compound COC1=CC(C(O)=O)=CC=C1OC(=O)C1=CC=C(OC(=O)C=C)C=C1 WBXXIZYZOXVEHE-UHFFFAOYSA-N 0.000 description 3
- ZBWYHNHRVUSVNU-UHFFFAOYSA-N 4-(4-prop-2-enoyloxybutoxy)benzoic acid Chemical compound OC(=O)C1=CC=C(OCCCCOC(=O)C=C)C=C1 ZBWYHNHRVUSVNU-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- FWDBOZPQNFPOLF-UHFFFAOYSA-N ethenyl(triethoxy)silane Chemical compound CCO[Si](OCC)(OCC)C=C FWDBOZPQNFPOLF-UHFFFAOYSA-N 0.000 description 3
- MHCFAGZWMAWTNR-UHFFFAOYSA-M lithium perchlorate Chemical compound [Li+].[O-]Cl(=O)(=O)=O MHCFAGZWMAWTNR-UHFFFAOYSA-M 0.000 description 3
- 229910001486 lithium perchlorate Inorganic materials 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 230000003595 spectral effect Effects 0.000 description 3
- KBLZDCFTQSIIOH-UHFFFAOYSA-M tetrabutylazanium;perchlorate Chemical compound [O-]Cl(=O)(=O)=O.CCCC[N+](CCCC)(CCCC)CCCC KBLZDCFTQSIIOH-UHFFFAOYSA-M 0.000 description 3
- 239000012956 1-hydroxycyclohexylphenyl-ketone Substances 0.000 description 2
- MOORDUFBWVCWMP-UHFFFAOYSA-N 3-methyl-4-(4-prop-2-enoyloxybutoxy)benzoic acid Chemical compound CC1=CC(C(O)=O)=CC=C1OCCCCOC(=O)C=C MOORDUFBWVCWMP-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 239000005711 Benzoic acid Substances 0.000 description 2
- FBPFZTCFMRRESA-KVTDHHQDSA-N D-Mannitol Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-KVTDHHQDSA-N 0.000 description 2
- 239000004988 Nematic liquid crystal Substances 0.000 description 2
- 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 2
- NIXOWILDQLNWCW-UHFFFAOYSA-M acrylate group Chemical group C(C=C)(=O)[O-] NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 235000010233 benzoic acid Nutrition 0.000 description 2
- MQDJYUACMFCOFT-UHFFFAOYSA-N bis[2-(1-hydroxycyclohexyl)phenyl]methanone Chemical compound C=1C=CC=C(C(=O)C=2C(=CC=CC=2)C2(O)CCCCC2)C=1C1(O)CCCCC1 MQDJYUACMFCOFT-UHFFFAOYSA-N 0.000 description 2
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 description 2
- 230000003750 conditioning effect Effects 0.000 description 2
- 238000013461 design Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 239000012530 fluid Substances 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 239000000123 paper Substances 0.000 description 2
- 229960003424 phenylacetic acid Drugs 0.000 description 2
- 239000003279 phenylacetic acid Substances 0.000 description 2
- 238000010526 radical polymerization reaction Methods 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
- 230000009466 transformation Effects 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- KLDXJTOLSGUMSJ-KVTDHHQDSA-N (3r,3ar,6r,6ar)-2,3,3a,5,6,6a-hexahydrofuro[3,2-b]furan-3,6-diol Chemical compound O[C@@H]1CO[C@@H]2[C@H](O)CO[C@@H]21 KLDXJTOLSGUMSJ-KVTDHHQDSA-N 0.000 description 1
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 description 1
- LLNAMUJRIZIXHF-CLFYSBASSA-N (z)-2-methyl-3-phenylprop-2-en-1-ol Chemical compound OCC(/C)=C\C1=CC=CC=C1 LLNAMUJRIZIXHF-CLFYSBASSA-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
- 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
- 125000003660 2,3-dimethylpentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(C([H])([H])[H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- XZRHNAFEYMSXRG-UHFFFAOYSA-M 2,5-dimethylbenzoate Chemical compound CC1=CC=C(C)C(C([O-])=O)=C1 XZRHNAFEYMSXRG-UHFFFAOYSA-M 0.000 description 1
- GJKGAPPUXSSCFI-UHFFFAOYSA-N 2-Hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone Chemical compound CC(C)(O)C(=O)C1=CC=C(OCCO)C=C1 GJKGAPPUXSSCFI-UHFFFAOYSA-N 0.000 description 1
- UHFFVFAKEGKNAQ-UHFFFAOYSA-N 2-benzyl-2-(dimethylamino)-1-(4-morpholin-4-ylphenyl)butan-1-one Chemical compound C=1C=C(N2CCOCC2)C=CC=1C(=O)C(CC)(N(C)C)CC1=CC=CC=C1 UHFFVFAKEGKNAQ-UHFFFAOYSA-N 0.000 description 1
- 125000005916 2-methylpentyl group Chemical group 0.000 description 1
- KTALPKYXQZGAEG-UHFFFAOYSA-N 2-propan-2-ylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(C(C)C)=CC=C3SC2=C1 KTALPKYXQZGAEG-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- YSAGOEXYYDKWMQ-UHFFFAOYSA-N 3,5-dimethoxy-4-(4-prop-2-enoyloxybutoxycarbonyloxy)benzoic acid Chemical compound COC1=CC(C(O)=O)=CC(OC)=C1OC(=O)OCCCCOC(=O)C=C YSAGOEXYYDKWMQ-UHFFFAOYSA-N 0.000 description 1
- 125000003682 3-furyl group Chemical group O1C([H])=C([*])C([H])=C1[H] 0.000 description 1
- AFSPQNIJOUOBNS-UHFFFAOYSA-N 3-methoxy-4-(3-methoxy-4-prop-2-enoyloxybenzoyl)oxybenzoic acid Chemical compound COC1=C(C=CC(=C1)C(=O)OC2=C(C=C(C=C2)C(=O)O)OC)OC(=O)C=C AFSPQNIJOUOBNS-UHFFFAOYSA-N 0.000 description 1
- UIHCLUNTQKBZGK-UHFFFAOYSA-N 3-methyl-2-pentanone Chemical compound CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 1
- 125000005917 3-methylpentyl group Chemical group 0.000 description 1
- FZSPMWRVYVLZDR-UHFFFAOYSA-N 4-(4-prop-2-enoyloxybenzoyl)oxybenzoic acid Chemical compound C1=CC(C(=O)O)=CC=C1OC(=O)C1=CC=C(OC(=O)C=C)C=C1 FZSPMWRVYVLZDR-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 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 1
- BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 description 1
- 239000004990 Smectic liquid crystal Substances 0.000 description 1
- KPXGLKCJLNOCFC-UHFFFAOYSA-N [3-ethoxy-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(OCC)=CC=1OC(=O)C1=CC=C(OCCCCOC(=O)C=C)C=C1 KPXGLKCJLNOCFC-UHFFFAOYSA-N 0.000 description 1
- ZNTYEAIXIYCGGN-UHFFFAOYSA-N [3-methoxy-4-[2-methoxy-4-(4-prop-2-enoyloxybutoxy)benzoyl]oxyphenyl] 2-methoxy-4-(4-prop-2-enoyloxybutoxy)benzoate Chemical compound C=1C=C(OC(=O)C=2C(=CC(OCCCCOC(=O)C=C)=CC=2)OC)C(OC)=CC=1OC(=O)C1=CC=C(OCCCCOC(=O)C=C)C=C1OC ZNTYEAIXIYCGGN-UHFFFAOYSA-N 0.000 description 1
- VFMHQZOQINFPHE-UHFFFAOYSA-N [3-methoxy-4-[2-methyl-4-(4-prop-2-enoyloxybutoxycarbonyloxy)benzoyl]oxyphenyl] 2-methyl-4-(4-prop-2-enoyloxybutoxycarbonyloxy)benzoate Chemical compound C=1C=C(OC(=O)C=2C(=CC(OC(=O)OCCCCOC(=O)C=C)=CC=2)C)C(OC)=CC=1OC(=O)C1=CC=C(OC(=O)OCCCCOC(=O)C=C)C=C1C VFMHQZOQINFPHE-UHFFFAOYSA-N 0.000 description 1
- ZFJRXQLCPSGTKJ-UHFFFAOYSA-N [3-methoxy-4-[3-methoxy-4-(4-prop-2-enoyloxybutoxy)benzoyl]oxyphenyl] 3-methoxy-4-(4-prop-2-enoyloxybutoxy)benzoate Chemical compound C=1C=C(OC(=O)C=2C=C(OC)C(OCCCCOC(=O)C=C)=CC=2)C(OC)=CC=1OC(=O)C1=CC=C(OCCCCOC(=O)C=C)C(OC)=C1 ZFJRXQLCPSGTKJ-UHFFFAOYSA-N 0.000 description 1
- PLNOOCVQSGEWRZ-UHFFFAOYSA-N [3-methoxy-4-[3-methyl-4-(4-prop-2-enoyloxybutoxy)benzoyl]oxyphenyl] 3-methyl-4-(4-prop-2-enoyloxybutoxy)benzoate Chemical compound C=1C=C(OC(=O)C=2C=C(C)C(OCCCCOC(=O)C=C)=CC=2)C(OC)=CC=1OC(=O)C1=CC=C(OCCCCOC(=O)C=C)C(C)=C1 PLNOOCVQSGEWRZ-UHFFFAOYSA-N 0.000 description 1
- NEVZDCCMTOVGEM-UHFFFAOYSA-N [3-methoxy-4-[4-(4-prop-2-enoyloxybutoxycarbonyloxy)benzoyl]oxyphenyl] 4-(4-prop-2-enoyloxybutoxycarbonyloxy)benzoate Chemical compound C=1C=C(OC(=O)C=2C=CC(OC(=O)OCCCCOC(=O)C=C)=CC=2)C(OC)=CC=1OC(=O)C1=CC=C(OC(=O)OCCCCOC(=O)C=C)C=C1 NEVZDCCMTOVGEM-UHFFFAOYSA-N 0.000 description 1
- BIRWGODCLXBCDJ-UHFFFAOYSA-N [3-methyl-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(C)=CC=1OC(=O)C1=CC=C(OCCCCOC(=O)C=C)C=C1C BIRWGODCLXBCDJ-UHFFFAOYSA-N 0.000 description 1
- MOANORAONCJDBH-UHFFFAOYSA-N [3-methyl-4-[2-methyl-4-(4-prop-2-enoyloxybutoxycarbonyloxy)benzoyl]oxyphenyl] 2-methyl-4-(4-prop-2-enoyloxybutoxycarbonyloxy)benzoate Chemical compound C=1C=C(OC(=O)C=2C(=CC(OC(=O)OCCCCOC(=O)C=C)=CC=2)C)C(C)=CC=1OC(=O)C1=CC=C(OC(=O)OCCCCOC(=O)C=C)C=C1C MOANORAONCJDBH-UHFFFAOYSA-N 0.000 description 1
- 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 1
- ZKBUNGNDTCOGEU-UHFFFAOYSA-N [3-methyl-4-[4-(4-prop-2-enoyloxybutoxycarbonyloxy)benzoyl]oxyphenyl] 4-(4-prop-2-enoyloxybutoxycarbonyloxy)benzoate Chemical compound C=1C=C(OC(=O)C=2C=CC(OC(=O)OCCCCOC(=O)C=C)=CC=2)C(C)=CC=1OC(=O)C1=CC=C(OC(=O)OCCCCOC(=O)C=C)C=C1 ZKBUNGNDTCOGEU-UHFFFAOYSA-N 0.000 description 1
- GUCGBJCPTFMCIN-UHFFFAOYSA-N [4-[2,5-dimethyl-4-(4-prop-2-enoyloxybutoxy)benzoyl]oxy-3-methylphenyl] 2,5-dimethyl-4-(4-prop-2-enoyloxybutoxy)benzoate Chemical compound C=1C=C(OC(=O)C=2C(=CC(OCCCCOC(=O)C=C)=C(C)C=2)C)C(C)=CC=1OC(=O)C1=CC(C)=C(OCCCCOC(=O)C=C)C=C1C GUCGBJCPTFMCIN-UHFFFAOYSA-N 0.000 description 1
- RBSUIFXXRHFXLC-UHFFFAOYSA-N [4-[3,5-dimethoxy-4-(4-prop-2-enoyloxybutoxy)benzoyl]oxy-3-methoxyphenyl] 3,5-dimethoxy-4-(4-prop-2-enoyloxybutoxy)benzoate Chemical compound C=1C=C(OC(=O)C=2C=C(OC)C(OCCCCOC(=O)C=C)=C(OC)C=2)C(OC)=CC=1OC(=O)C1=CC(OC)=C(OCCCCOC(=O)C=C)C(OC)=C1 RBSUIFXXRHFXLC-UHFFFAOYSA-N 0.000 description 1
- AXONFZQHJMOHMM-UHFFFAOYSA-N [4-[3,5-dimethoxy-4-(4-prop-2-enoyloxybutoxycarbonyloxy)benzoyl]oxy-3-methylphenyl] 3,5-dimethoxy-4-(4-prop-2-enoyloxybutoxycarbonyloxy)benzoate Chemical compound COC1=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 AXONFZQHJMOHMM-UHFFFAOYSA-N 0.000 description 1
- CSWCFEONJJHWCY-UHFFFAOYSA-N [4-[3,5-dimethyl-4-(4-prop-2-enoyloxybutoxy)benzoyl]oxy-3-methoxyphenyl] 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)=C(OCCCCOC(=O)C=C)C(C)=C1 CSWCFEONJJHWCY-UHFFFAOYSA-N 0.000 description 1
- 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
- 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
- 125000005083 alkoxyalkoxy group Chemical group 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 239000012080 ambient air Substances 0.000 description 1
- VEQOALNAAJBPNY-UHFFFAOYSA-N antipyrine Chemical compound CN1C(C)=CC(=O)N1C1=CC=CC=C1 VEQOALNAAJBPNY-UHFFFAOYSA-N 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 235000013361 beverage Nutrition 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- CREMABGTGYGIQB-UHFFFAOYSA-N carbon carbon Chemical compound C.C CREMABGTGYGIQB-UHFFFAOYSA-N 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 230000006835 compression Effects 0.000 description 1
- 238000007906 compression Methods 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000013036 cure process Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 238000009795 derivation Methods 0.000 description 1
- GVZWVCMTOCTDMO-UHFFFAOYSA-N dimethylphosphoryl-(2,4,6-trimethylphenyl)methanone Chemical compound CC1=CC(C)=C(C(=O)P(C)(C)=O)C(C)=C1 GVZWVCMTOCTDMO-UHFFFAOYSA-N 0.000 description 1
- 238000001548 drop coating Methods 0.000 description 1
- 238000010894 electron beam technology Methods 0.000 description 1
- NKSJNEHGWDZZQF-UHFFFAOYSA-N ethenyl(trimethoxy)silane Chemical compound CO[Si](OC)(OC)C=C NKSJNEHGWDZZQF-UHFFFAOYSA-N 0.000 description 1
- WOXXJEVNDJOOLV-UHFFFAOYSA-N ethenyl-tris(2-methoxyethoxy)silane Chemical compound COCCO[Si](OCCOC)(OCCOC)C=C WOXXJEVNDJOOLV-UHFFFAOYSA-N 0.000 description 1
- BHXIWUJLHYHGSJ-UHFFFAOYSA-N ethyl 3-ethoxypropanoate Chemical compound CCOCCC(=O)OCC BHXIWUJLHYHGSJ-UHFFFAOYSA-N 0.000 description 1
- 238000000605 extraction Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 125000005417 glycidoxyalkyl group Chemical group 0.000 description 1
- 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
- 239000012535 impurity Substances 0.000 description 1
- 230000006698 induction Effects 0.000 description 1
- 125000003253 isopropoxy group Chemical group [H]C([H])([H])C([H])(O*)C([H])([H])[H] 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229960002479 isosorbide Drugs 0.000 description 1
- 229910052747 lanthanoid Inorganic materials 0.000 description 1
- 150000002602 lanthanoids Chemical class 0.000 description 1
- 235000010355 mannitol Nutrition 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- MSRJTTSHWYDFIU-UHFFFAOYSA-N octyltriethoxysilane Chemical compound CCCCCCCC[Si](OCC)(OCC)OCC MSRJTTSHWYDFIU-UHFFFAOYSA-N 0.000 description 1
- 229960003493 octyltriethoxysilane Drugs 0.000 description 1
- 239000013307 optical fiber Substances 0.000 description 1
- MPQXHAGKBWFSNV-UHFFFAOYSA-N oxidophosphanium Chemical class [PH3]=O MPQXHAGKBWFSNV-UHFFFAOYSA-N 0.000 description 1
- AUONHKJOIZSQGR-UHFFFAOYSA-N oxophosphane Chemical compound P=O AUONHKJOIZSQGR-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000008447 perception Effects 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- FAQJJMHZNSSFSM-UHFFFAOYSA-N phenylglyoxylic acid Chemical class OC(=O)C(=O)C1=CC=CC=C1 FAQJJMHZNSSFSM-UHFFFAOYSA-N 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical class N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000003495 polar organic solvent Substances 0.000 description 1
- 230000010287 polarization Effects 0.000 description 1
- ZNNZYHKDIALBAK-UHFFFAOYSA-M potassium thiocyanate Chemical compound [K+].[S-]C#N ZNNZYHKDIALBAK-UHFFFAOYSA-M 0.000 description 1
- 229940116357 potassium thiocyanate Drugs 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000008521 reorganization Effects 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229910000077 silane Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 229960002920 sorbitol Drugs 0.000 description 1
- 125000004213 tert-butoxy group Chemical group [H]C([H])([H])C(O*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 150000005621 tetraalkylammonium salts Chemical class 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 230000032258 transport Effects 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
- B41M5/28—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using thermochromic compounds or layers containing liquid crystals, microcapsules, bleachable dyes or heat- decomposable compounds, e.g. gas- liberating
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
- B41M5/28—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using thermochromic compounds or layers containing liquid crystals, microcapsules, bleachable dyes or heat- decomposable compounds, e.g. gas- liberating
- B41M5/281—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used using thermochromic compounds or layers containing liquid crystals, microcapsules, bleachable dyes or heat- decomposable compounds, e.g. gas- liberating using liquid crystals only
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M3/00—Printing processes to produce particular kinds of printed work, e.g. patterns
- B41M3/14—Security printing
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B42—BOOKBINDING; ALBUMS; FILES; SPECIAL PRINTED MATTER
- B42D—BOOKS; BOOK COVERS; LOOSE LEAVES; PRINTED MATTER CHARACTERISED BY IDENTIFICATION OR SECURITY FEATURES; PRINTED MATTER OF SPECIAL FORMAT OR STYLE NOT OTHERWISE PROVIDED FOR; DEVICES FOR USE THEREWITH AND NOT OTHERWISE PROVIDED FOR; MOVABLE-STRIP WRITING OR READING APPARATUS
- B42D15/00—Printed matter of special format or style not otherwise provided for
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B42—BOOKBINDING; ALBUMS; FILES; SPECIAL PRINTED MATTER
- B42D—BOOKS; BOOK COVERS; LOOSE LEAVES; PRINTED MATTER CHARACTERISED BY IDENTIFICATION OR SECURITY FEATURES; PRINTED MATTER OF SPECIAL FORMAT OR STYLE NOT OTHERWISE PROVIDED FOR; DEVICES FOR USE THEREWITH AND NOT OTHERWISE PROVIDED FOR; MOVABLE-STRIP WRITING OR READING APPARATUS
- B42D25/00—Information-bearing cards or sheet-like structures characterised by identification or security features; Manufacture thereof
- B42D25/20—Information-bearing cards or sheet-like structures characterised by identification or security features; Manufacture thereof characterised by a particular use or purpose
- B42D25/24—Passports
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B42—BOOKBINDING; ALBUMS; FILES; SPECIAL PRINTED MATTER
- B42D—BOOKS; BOOK COVERS; LOOSE LEAVES; PRINTED MATTER CHARACTERISED BY IDENTIFICATION OR SECURITY FEATURES; PRINTED MATTER OF SPECIAL FORMAT OR STYLE NOT OTHERWISE PROVIDED FOR; DEVICES FOR USE THEREWITH AND NOT OTHERWISE PROVIDED FOR; MOVABLE-STRIP WRITING OR READING APPARATUS
- B42D25/00—Information-bearing cards or sheet-like structures characterised by identification or security features; Manufacture thereof
- B42D25/20—Information-bearing cards or sheet-like structures characterised by identification or security features; Manufacture thereof characterised by a particular use or purpose
- B42D25/29—Securities; Bank notes
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B42—BOOKBINDING; ALBUMS; FILES; SPECIAL PRINTED MATTER
- B42D—BOOKS; BOOK COVERS; LOOSE LEAVES; PRINTED MATTER CHARACTERISED BY IDENTIFICATION OR SECURITY FEATURES; PRINTED MATTER OF SPECIAL FORMAT OR STYLE NOT OTHERWISE PROVIDED FOR; DEVICES FOR USE THEREWITH AND NOT OTHERWISE PROVIDED FOR; MOVABLE-STRIP WRITING OR READING APPARATUS
- B42D25/00—Information-bearing cards or sheet-like structures characterised by identification or security features; Manufacture thereof
- B42D25/30—Identification or security features, e.g. for preventing forgery
- B42D25/36—Identification or security features, e.g. for preventing forgery comprising special materials
- B42D25/364—Liquid crystals
-
- 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
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
-
- B42D2033/26—
-
- 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.]
-
- 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.]
- Y10T428/24835—Discontinuous or differential coating, impregnation or bond [e.g., artwork, printing, retouched photograph, etc.] including developable image or soluble portion in coating or impregnation [e.g., safety paper, etc.]
Landscapes
- Chemical & Material Sciences (AREA)
- Crystallography & Structural Chemistry (AREA)
- Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Business, Economics & Management (AREA)
- Accounting & Taxation (AREA)
- Finance (AREA)
- Wood Science & Technology (AREA)
- Materials Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Liquid Crystal Substances (AREA)
- Liquid Crystal (AREA)
- Polarising Elements (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Credit Cards Or The Like (AREA)
- Ink Jet Recording Methods And Recording Media Thereof (AREA)
- Duplication Or Marking (AREA)
- Thermal Transfer Or Thermal Recording In General (AREA)
- Materials For Medical Uses (AREA)
- Heating, Cooling, Or Curing Plastics Or The Like In General (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US26766809P | 2009-12-08 | 2009-12-08 | |
| US267668P | 2009-12-08 | ||
| PCT/EP2010/056873 WO2011069689A1 (en) | 2009-12-08 | 2010-05-19 | Chiral liquid crystal polymer marking |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2439046T3 true ES2439046T3 (es) | 2014-01-21 |
Family
ID=42311269
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES10726011.9T Active ES2439046T3 (es) | 2009-12-08 | 2010-05-19 | Marcaje de polímero de cristal líquido quiral |
Country Status (25)
| Country | Link |
|---|---|
| US (1) | US8426012B2 (enExample) |
| EP (1) | EP2509795B1 (enExample) |
| JP (1) | JP5771850B2 (enExample) |
| KR (1) | KR20120104989A (enExample) |
| CN (1) | CN102712201B (enExample) |
| AP (1) | AP3100A (enExample) |
| AR (1) | AR080630A1 (enExample) |
| AU (1) | AU2010330331A1 (enExample) |
| BR (1) | BR112012013141A2 (enExample) |
| CA (1) | CA2781429A1 (enExample) |
| CL (1) | CL2012001457A1 (enExample) |
| CO (1) | CO6541580A2 (enExample) |
| EA (1) | EA022257B1 (enExample) |
| ES (1) | ES2439046T3 (enExample) |
| IL (1) | IL219657A0 (enExample) |
| MA (1) | MA33777B1 (enExample) |
| MX (1) | MX2012006164A (enExample) |
| PH (1) | PH12012501031A1 (enExample) |
| SA (1) | SA110310901B1 (enExample) |
| TN (1) | TN2012000208A1 (enExample) |
| TW (1) | TW201141710A (enExample) |
| UA (1) | UA103275C2 (enExample) |
| UY (1) | UY33085A (enExample) |
| WO (1) | WO2011069689A1 (enExample) |
| ZA (1) | ZA201204054B (enExample) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011069691A1 (en) * | 2009-12-08 | 2011-06-16 | Sicpa Holding Sa | Marking based on chiral liquid crystal polymers |
| WO2011069692A1 (en) * | 2009-12-08 | 2011-06-16 | Sicpa Holding Sa | Marking based on modified chiral liquid crystal polymers |
| US8426014B2 (en) * | 2009-12-08 | 2013-04-23 | Sicpa Holding Sa | Modified marking based on chiral liquid crystal polymers |
| AR086508A1 (es) * | 2011-05-27 | 2013-12-18 | Sicpa Holding Sa | Sustrato con una marcacion de polimero de cristal liquido modificado |
| KR20150013896A (ko) * | 2012-05-25 | 2015-02-05 | 캠브리지 엔터프라이즈 리미티드 | 습윤 중합체 용액 상의 액정 액적 레이저 공진기의 프린팅 및 이로부터 제조된 생성물 |
| 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. |
| CN103343014B (zh) * | 2013-06-21 | 2014-12-03 | 惠州市华阳光学技术有限公司 | 一种液体着色物 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| EP3155556B1 (en) | 2014-06-10 | 2019-12-18 | Sicpa Holding SA | Substrate with a fragmented marking thereon |
| DE102014117877A1 (de) * | 2014-12-04 | 2016-06-23 | Leonhard Kurz Stiftung & Co. Kg | Sicherheitselement |
| GB201701003D0 (en) * | 2017-01-20 | 2017-03-08 | Johnson Matthey Plc | Security device, method of making a security device and method of authenticating a product |
| EP3778248A4 (en) * | 2018-03-29 | 2021-06-02 | FUJIFILM Corporation | IMAGE GENERATION PROCESS |
| CN114375261B (zh) * | 2019-09-27 | 2023-03-28 | 富士胶片株式会社 | 图像记录方法 |
| JPWO2022138142A1 (enExample) * | 2020-12-25 | 2022-06-30 |
Family Cites Families (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19836885A1 (de) | 1998-08-14 | 2000-02-17 | Clariant Gmbh | Lasermarkierung von Effektbeschichtungen |
| DE10039377A1 (de) | 1999-09-03 | 2001-03-08 | Merck Patent Gmbh | Thermochromes flüssigkristallines Medium |
| JP2001188119A (ja) * | 1999-12-28 | 2001-07-10 | Seiko Epson Corp | カラーフィルターの製造方法および液晶表示装置の製造方法 |
| EP1295929B1 (en) * | 2001-09-25 | 2009-01-07 | MERCK PATENT GmbH | Anisotropic polymer film |
| GB0129369D0 (en) | 2001-12-07 | 2002-01-30 | Filtrona United Kingdom Ltd | Method and apparatus for marking articles |
| DE10203938A1 (de) * | 2002-02-01 | 2003-08-14 | Basf Ag | Lagerstabile wässrige Miniemulsionen von cholesterischen Gemischen |
| JP2004170751A (ja) * | 2002-11-21 | 2004-06-17 | Nippon Oil Corp | 液晶積層体 |
| KR20070086939A (ko) * | 2003-07-09 | 2007-08-27 | 가부시키가이샤 제이.에무.에스 | 혼합 주사 포트 |
| JP4515066B2 (ja) * | 2003-09-24 | 2010-07-28 | 大日本印刷株式会社 | 真偽判定用媒体、真偽判定用媒体ラベル、真偽判定用媒体転写シート、真偽判定可能なシート、および真偽判定可能な情報記録体 |
| JP2005096176A (ja) * | 2003-09-24 | 2005-04-14 | Dainippon Printing Co Ltd | 真偽判定用媒体、真偽判定用媒体ラベル、真偽判定用媒体転写シート、真偽判定可能なシート、および真偽判定可能な情報記録体 |
| 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 |
| JP2005301093A (ja) * | 2004-04-15 | 2005-10-27 | Dainippon Printing Co Ltd | 真偽判定用媒体、真偽判定用媒体ラベル、真偽判定用媒体転写シート、真偽判定可能なシート、および真偽判定可能な情報記録体 |
| JP2006145952A (ja) * | 2004-11-22 | 2006-06-08 | Konica Minolta Holdings Inc | 反射型液晶表示素子 |
| 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 |
| EP1889231A1 (en) | 2005-04-29 | 2008-02-20 | EMP Biotech Gmbh | Method for identification of product forgeries |
| JP4935036B2 (ja) * | 2005-09-27 | 2012-05-23 | 大日本印刷株式会社 | 真正性表示体 |
| CN101312833A (zh) * | 2005-11-22 | 2008-11-26 | 默克专利股份有限公司 | 用转移元件热转移液晶膜的方法 |
| JP2007141117A (ja) * | 2005-11-22 | 2007-06-07 | Toppan Printing Co Ltd | 偽造防止媒体およびその偽造防止媒体による真偽判定方法 |
| JP2007171310A (ja) * | 2005-12-19 | 2007-07-05 | Dainippon Printing Co Ltd | 真偽判定体及び真偽判定体付き媒体 |
| EP1876216A1 (en) * | 2006-06-27 | 2008-01-09 | Sicpa Holding S.A. | Cholesteric multi-layers |
| 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 |
| WO2011069692A1 (en) * | 2009-12-08 | 2011-06-16 | Sicpa Holding Sa | Marking based on modified chiral liquid crystal polymers |
| US8426014B2 (en) * | 2009-12-08 | 2013-04-23 | Sicpa Holding Sa | Modified marking based on chiral liquid crystal polymers |
-
2010
- 2010-05-19 ES ES10726011.9T patent/ES2439046T3/es active Active
- 2010-05-19 MX MX2012006164A patent/MX2012006164A/es not_active Application Discontinuation
- 2010-05-19 PH PH1/2012/501031A patent/PH12012501031A1/en unknown
- 2010-05-19 CN CN201080054964.4A patent/CN102712201B/zh not_active Expired - Fee Related
- 2010-05-19 EA EA201290452A patent/EA022257B1/ru not_active IP Right Cessation
- 2010-05-19 UA UAA201208183A patent/UA103275C2/ru unknown
- 2010-05-19 EP EP10726011.9A patent/EP2509795B1/en active Active
- 2010-05-19 CA CA2781429A patent/CA2781429A1/en not_active Abandoned
- 2010-05-19 AU AU2010330331A patent/AU2010330331A1/en not_active Abandoned
- 2010-05-19 AP AP2012006295A patent/AP3100A/xx active
- 2010-05-19 WO PCT/EP2010/056873 patent/WO2011069689A1/en not_active Ceased
- 2010-05-19 JP JP2012542407A patent/JP5771850B2/ja not_active Expired - Fee Related
- 2010-05-19 US US12/783,078 patent/US8426012B2/en active Active
- 2010-05-19 KR KR1020127014427A patent/KR20120104989A/ko not_active Withdrawn
- 2010-05-19 BR BR112012013141A patent/BR112012013141A2/pt not_active IP Right Cessation
- 2010-12-06 SA SA110310901A patent/SA110310901B1/ar unknown
- 2010-12-06 UY UY33085A patent/UY33085A/es not_active Application Discontinuation
- 2010-12-07 TW TW099142549A patent/TW201141710A/zh unknown
- 2010-12-07 AR ARP100104531A patent/AR080630A1/es active IP Right Grant
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2012
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- 2012-05-31 MA MA34914A patent/MA33777B1/fr unknown
- 2012-06-04 ZA ZA2012/04054A patent/ZA201204054B/en unknown
- 2012-06-04 CL CL2012001457A patent/CL2012001457A1/es unknown
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Also Published As
| Publication number | Publication date |
|---|---|
| TN2012000208A1 (en) | 2013-12-12 |
| CL2012001457A1 (es) | 2012-10-05 |
| CN102712201A (zh) | 2012-10-03 |
| EP2509795B1 (en) | 2013-09-11 |
| AP2012006295A0 (en) | 2012-06-30 |
| US8426012B2 (en) | 2013-04-23 |
| UA103275C2 (ru) | 2013-09-25 |
| AP3100A (en) | 2015-01-31 |
| TW201141710A (en) | 2011-12-01 |
| WO2011069689A1 (en) | 2011-06-16 |
| EA022257B1 (ru) | 2015-11-30 |
| UY33085A (es) | 2011-07-29 |
| HK1174877A1 (en) | 2013-06-21 |
| ZA201204054B (en) | 2013-02-27 |
| CN102712201B (zh) | 2015-02-25 |
| MA33777B1 (fr) | 2012-11-01 |
| PH12012501031A1 (en) | 2017-07-26 |
| EP2509795A1 (en) | 2012-10-17 |
| JP5771850B2 (ja) | 2015-09-02 |
| AU2010330331A1 (en) | 2012-06-07 |
| KR20120104989A (ko) | 2012-09-24 |
| JP2013512800A (ja) | 2013-04-18 |
| CA2781429A1 (en) | 2011-06-16 |
| IL219657A0 (en) | 2012-07-31 |
| MX2012006164A (es) | 2012-06-25 |
| EA201290452A1 (ru) | 2013-01-30 |
| SA110310901B1 (ar) | 2014-01-26 |
| CO6541580A2 (es) | 2012-10-16 |
| BR112012013141A2 (pt) | 2017-04-04 |
| US20110135890A1 (en) | 2011-06-09 |
| AR080630A1 (es) | 2012-04-25 |
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