ZA200405408B - Ink composition containing lanthanide complexes. - Google Patents
Ink composition containing lanthanide complexes. Download PDFInfo
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- ZA200405408B ZA200405408B ZA200405408A ZA200405408A ZA200405408B ZA 200405408 B ZA200405408 B ZA 200405408B ZA 200405408 A ZA200405408 A ZA 200405408A ZA 200405408 A ZA200405408 A ZA 200405408A ZA 200405408 B ZA200405408 B ZA 200405408B
- Authority
- ZA
- South Africa
- Prior art keywords
- ink composition
- composition according
- formula
- component
- compound
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims description 67
- 229910052747 lanthanoid Inorganic materials 0.000 title claims description 8
- 150000002602 lanthanoids Chemical class 0.000 title claims description 8
- 150000001875 compounds Chemical class 0.000 claims description 27
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 21
- 238000007639 printing Methods 0.000 claims description 16
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 claims description 14
- 239000003446 ligand Substances 0.000 claims description 14
- 229910052739 hydrogen Inorganic materials 0.000 claims description 12
- 239000001257 hydrogen Substances 0.000 claims description 12
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 11
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 11
- 239000011230 binding agent Substances 0.000 claims description 11
- 239000003960 organic solvent Substances 0.000 claims description 11
- 229920005989 resin Polymers 0.000 claims description 11
- 239000011347 resin Substances 0.000 claims description 11
- 239000004753 textile Substances 0.000 claims description 10
- 239000003086 colorant Substances 0.000 claims description 8
- 150000002431 hydrogen Chemical class 0.000 claims description 8
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen(.) Chemical compound [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims description 8
- 239000002904 solvent Substances 0.000 claims description 8
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims description 7
- 239000000463 material Substances 0.000 claims description 7
- 229910052717 sulfur Inorganic materials 0.000 claims description 7
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 6
- 238000000034 method Methods 0.000 claims description 6
- 239000011593 sulfur Substances 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- 125000001931 aliphatic group Chemical group 0.000 claims description 4
- 150000004945 aromatic hydrocarbons Chemical class 0.000 claims description 4
- 150000001768 cations Chemical class 0.000 claims description 4
- 230000007935 neutral effect Effects 0.000 claims description 4
- 229920000058 polyacrylate Polymers 0.000 claims description 4
- 229920002635 polyurethane Polymers 0.000 claims description 4
- 239000004814 polyurethane Substances 0.000 claims description 4
- 125000002112 pyrrolidino group Chemical group [*]N1C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 claims description 4
- ROFVEXUMMXZLPA-UHFFFAOYSA-N Bipyridyl Chemical group N1=CC=CC=C1C1=CC=CC=N1 ROFVEXUMMXZLPA-UHFFFAOYSA-N 0.000 claims description 3
- 239000001856 Ethyl cellulose Substances 0.000 claims description 3
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 claims description 3
- 229910052693 Europium Inorganic materials 0.000 claims description 3
- 239000000020 Nitrocellulose Substances 0.000 claims description 3
- 229910052771 Terbium Inorganic materials 0.000 claims description 3
- 238000010521 absorption reaction Methods 0.000 claims description 3
- 125000003277 amino group Chemical group 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 125000004122 cyclic group Chemical group 0.000 claims description 3
- 125000004663 dialkyl amino group Chemical group 0.000 claims description 3
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims description 3
- 229920001249 ethyl cellulose Polymers 0.000 claims description 3
- 235000019325 ethyl cellulose Nutrition 0.000 claims description 3
- 238000001704 evaporation Methods 0.000 claims description 3
- 230000008020 evaporation Effects 0.000 claims description 3
- 229920001220 nitrocellulos Polymers 0.000 claims description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 3
- 229920000570 polyether Polymers 0.000 claims description 3
- 229920001909 styrene-acrylic polymer Polymers 0.000 claims description 3
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 3
- 229910052692 Dysprosium Inorganic materials 0.000 claims description 2
- 150000008365 aromatic ketones Chemical class 0.000 claims description 2
- 150000001733 carboxylic acid esters Chemical class 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims description 2
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 claims 1
- 239000004721 Polyphenylene oxide Substances 0.000 claims 1
- RXKJFZQQPQGTFL-UHFFFAOYSA-N dihydroxyacetone Chemical compound OCC(=O)CO RXKJFZQQPQGTFL-UHFFFAOYSA-N 0.000 claims 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 claims 1
- -1 n- pentyl Chemical group 0.000 description 23
- 238000009472 formulation Methods 0.000 description 11
- 239000000758 substrate Substances 0.000 description 10
- 238000004020 luminiscence type Methods 0.000 description 9
- 239000000123 paper Substances 0.000 description 8
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 5
- 229910052761 rare earth metal Inorganic materials 0.000 description 5
- 150000002910 rare earth metals Chemical class 0.000 description 5
- 239000013522 chelant Substances 0.000 description 4
- 229920003023 plastic Polymers 0.000 description 4
- 239000004033 plastic Substances 0.000 description 4
- 230000005855 radiation Effects 0.000 description 4
- 125000001424 substituent group Chemical group 0.000 description 4
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000004698 Polyethylene Substances 0.000 description 3
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 239000012141 concentrate Substances 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 238000007865 diluting Methods 0.000 description 3
- 239000000975 dye Substances 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- 150000002334 glycols Chemical class 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Chemical class C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- 239000010985 leather Substances 0.000 description 3
- 239000011159 matrix material Substances 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- 229920000573 polyethylene Polymers 0.000 description 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N pyridine Substances C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical class NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- 239000004743 Polypropylene Substances 0.000 description 2
- KYQCOXFCLRTKLS-UHFFFAOYSA-N Pyrazine Chemical class C1=CN=CC=N1 KYQCOXFCLRTKLS-UHFFFAOYSA-N 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical class N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- YRKCREAYFQTBPV-UHFFFAOYSA-N acetylacetone Chemical compound CC(=O)CC(C)=O YRKCREAYFQTBPV-UHFFFAOYSA-N 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 239000000460 chlorine Substances 0.000 description 2
- FKRCODPIKNYEAC-UHFFFAOYSA-N ethyl propionate Chemical compound CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 150000002739 metals Chemical class 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- 150000002825 nitriles Chemical class 0.000 description 2
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 229920001155 polypropylene Polymers 0.000 description 2
- 239000011148 porous material Substances 0.000 description 2
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 2
- 238000006862 quantum yield reaction Methods 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 2
- 239000002023 wood Substances 0.000 description 2
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical class C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 description 1
- FLBAYUMRQUHISI-UHFFFAOYSA-N 1,8-naphthyridine Chemical class N1=CC=CC2=CC=CN=C21 FLBAYUMRQUHISI-UHFFFAOYSA-N 0.000 description 1
- HMNZROFMBSUMAB-UHFFFAOYSA-N 1-ethoxybutan-1-ol Chemical compound CCCC(O)OCC HMNZROFMBSUMAB-UHFFFAOYSA-N 0.000 description 1
- CVBUKMMMRLOKQR-UHFFFAOYSA-N 1-phenylbutane-1,3-dione Chemical compound CC(=O)CC(=O)C1=CC=CC=C1 CVBUKMMMRLOKQR-UHFFFAOYSA-N 0.000 description 1
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical class C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 description 1
- YRAJNWYBUCUFBD-UHFFFAOYSA-N 2,2,6,6-tetramethylheptane-3,5-dione Chemical compound CC(C)(C)C(=O)CC(=O)C(C)(C)C YRAJNWYBUCUFBD-UHFFFAOYSA-N 0.000 description 1
- JFJNVIPVOCESGZ-UHFFFAOYSA-N 2,3-dipyridin-2-ylpyridine Chemical class N1=CC=CC=C1C1=CC=CN=C1C1=CC=CC=N1 JFJNVIPVOCESGZ-UHFFFAOYSA-N 0.000 description 1
- AZUHIVLOSAPWDM-UHFFFAOYSA-N 2-(1h-imidazol-2-yl)-1h-imidazole Chemical class C1=CNC(C=2NC=CN=2)=N1 AZUHIVLOSAPWDM-UHFFFAOYSA-N 0.000 description 1
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 1
- IMSODMZESSGVBE-UHFFFAOYSA-N 2-Oxazoline Chemical compound C1CN=CO1 IMSODMZESSGVBE-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- HKOAFLAGUQUJQG-UHFFFAOYSA-N 2-pyrimidin-2-ylpyrimidine Chemical class N1=CC=CN=C1C1=NC=CC=N1 HKOAFLAGUQUJQG-UHFFFAOYSA-N 0.000 description 1
- MWVTWFVJZLCBMC-UHFFFAOYSA-N 4,4'-bipyridine Chemical group C1=NC=CC(C=2C=CN=CC=2)=C1 MWVTWFVJZLCBMC-UHFFFAOYSA-N 0.000 description 1
- UQRONKZLYKUEMO-UHFFFAOYSA-N 4-methyl-1-(2,4,6-trimethylphenyl)pent-4-en-2-one Chemical group CC(=C)CC(=O)Cc1c(C)cc(C)cc1C UQRONKZLYKUEMO-UHFFFAOYSA-N 0.000 description 1
- CRQJERFKOCCFPE-UHFFFAOYSA-N 5-methyl-1,3-bis(piperidin-1-ylmethyl)-1,3,5-triazinane-2-thione Chemical class S=C1N(CN2CCCCC2)CN(C)CN1CN1CCCCC1 CRQJERFKOCCFPE-UHFFFAOYSA-N 0.000 description 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
- 229920000742 Cotton Polymers 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 description 1
- 150000001204 N-oxides Chemical class 0.000 description 1
- ZCQWOFVYLHDMMC-UHFFFAOYSA-N Oxazole Chemical class C1=COC=N1 ZCQWOFVYLHDMMC-UHFFFAOYSA-N 0.000 description 1
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- 229920002319 Poly(methyl acrylate) Polymers 0.000 description 1
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- 239000002174 Styrene-butadiene Substances 0.000 description 1
- XTXRWKRVRITETP-UHFFFAOYSA-N Vinyl acetate Chemical compound CC(=O)OC=C XTXRWKRVRITETP-UHFFFAOYSA-N 0.000 description 1
- DGEZNRSVGBDHLK-UHFFFAOYSA-N [1,10]phenanthroline Chemical class C1=CN=C2C3=NC=CC=C3C=CC2=C1 DGEZNRSVGBDHLK-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
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- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
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- 125000003545 alkoxy group Chemical group 0.000 description 1
- 229920000180 alkyd Polymers 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
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- 125000000129 anionic group Chemical group 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 125000005428 anthryl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C3C(*)=C([H])C([H])=C([H])C3=C([H])C2=C1[H] 0.000 description 1
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- 125000003710 aryl alkyl group Chemical group 0.000 description 1
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- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
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- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
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- NZZIMKJIVMHWJC-UHFFFAOYSA-N dibenzoylmethane Chemical compound C=1C=CC=CC=1C(=O)CC(=O)C1=CC=CC=C1 NZZIMKJIVMHWJC-UHFFFAOYSA-N 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
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- POLCUAVZOMRGSN-UHFFFAOYSA-N dipropyl ether Chemical compound CCCOCCC POLCUAVZOMRGSN-UHFFFAOYSA-N 0.000 description 1
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- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- NNMXSTWQJRPBJZ-UHFFFAOYSA-K europium(iii) chloride Chemical compound Cl[Eu](Cl)Cl NNMXSTWQJRPBJZ-UHFFFAOYSA-K 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
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- 239000011086 glassine Substances 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 125000001072 heteroaryl group Chemical group 0.000 description 1
- 125000005842 heteroatom Chemical group 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
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- 125000004491 isohexyl group Chemical group C(CCC(C)C)* 0.000 description 1
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([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
- 230000005923 long-lasting effect Effects 0.000 description 1
- 239000007769 metal material Substances 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 125000006606 n-butoxy group Chemical group 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 238000007645 offset printing Methods 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 125000002971 oxazolyl group Chemical group 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- INAAIJLSXJJHOZ-UHFFFAOYSA-N pibenzimol Chemical class C1CN(C)CCN1C1=CC=C(N=C(N2)C=3C=C4NC(=NC4=CC=3)C=3C=CC(O)=CC=3)C2=C1 INAAIJLSXJJHOZ-UHFFFAOYSA-N 0.000 description 1
- 125000000587 piperidin-1-yl group Chemical group [H]C1([H])N(*)C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 description 1
- 229920002492 poly(sulfone) Polymers 0.000 description 1
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920001748 polybutylene Polymers 0.000 description 1
- 229920001707 polybutylene terephthalate Polymers 0.000 description 1
- 229920001610 polycaprolactone Polymers 0.000 description 1
- 239000004632 polycaprolactone Substances 0.000 description 1
- 229920000647 polyepoxide Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 125000000561 purinyl group Chemical group N1=C(N=C2N=CNC2=C1)* 0.000 description 1
- 125000003373 pyrazinyl group Chemical group 0.000 description 1
- 125000002098 pyridazinyl group Chemical group 0.000 description 1
- 150000003222 pyridines Chemical class 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- 125000000168 pyrrolyl group Chemical group 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007650 screen-printing Methods 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000004759 spandex Substances 0.000 description 1
- 239000011115 styrene butadiene Substances 0.000 description 1
- 229920003048 styrene butadiene rubber Polymers 0.000 description 1
- 150000003462 sulfoxides Chemical class 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
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- 125000000335 thiazolyl group Chemical group 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 238000010023 transfer printing Methods 0.000 description 1
- 229940005605 valeric acid Drugs 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/30—Inkjet printing inks
- C09D11/32—Inkjet printing inks characterised by colouring agents
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/004—Dyeing with phototropic dyes; Obtaining camouflage effects
-
- 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
- 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
- B41M3/144—Security printing using fluorescent, luminescent or iridescent effects
-
- 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
- C09D11/50—Sympathetic, colour changing or similar inks
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/0004—General aspects of dyeing
- D06P1/0012—Effecting dyeing to obtain luminescent or phosphorescent dyeings
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P5/00—Other features in dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form
- D06P5/30—Ink jet printing
Landscapes
- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Textile Engineering (AREA)
- Life Sciences & Earth Sciences (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Ink Jet Recording Methods And Recording Media Thereof (AREA)
- Ink Jet (AREA)
- Paints Or Removers (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP02405139 | 2002-02-26 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ZA200405408B true ZA200405408B (en) | 2005-06-17 |
Family
ID=27763474
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ZA200405408A ZA200405408B (en) | 2002-02-26 | 2004-07-07 | Ink composition containing lanthanide complexes. |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US7108742B2 (enExample) |
| EP (1) | EP1478706A1 (enExample) |
| JP (1) | JP4532907B2 (enExample) |
| KR (1) | KR101015026B1 (enExample) |
| CN (1) | CN1308403C (enExample) |
| AR (1) | AR038597A1 (enExample) |
| AU (1) | AU2003206918B2 (enExample) |
| BR (1) | BR0307945A (enExample) |
| CA (1) | CA2473180A1 (enExample) |
| MX (1) | MXPA04007383A (enExample) |
| NZ (1) | NZ534637A (enExample) |
| PL (1) | PL370078A1 (enExample) |
| RU (1) | RU2004129273A (enExample) |
| TW (1) | TW200303336A (enExample) |
| WO (1) | WO2003072664A1 (enExample) |
| ZA (1) | ZA200405408B (enExample) |
Families Citing this family (37)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101076621B1 (ko) * | 2002-10-30 | 2011-10-26 | 시바 홀딩 인크 | 중합체 물질 중에 ｕｖ-발광성 화합물을 혼입하는 방법 |
| KR100561466B1 (ko) * | 2003-08-08 | 2006-03-16 | 삼성전자주식회사 | 자가분산가능한 비피리딘계 금속 착화합물 및 이를 포함한잉크조성물 |
| EP1531171A1 (en) * | 2003-11-12 | 2005-05-18 | Sicpa Holding S.A. | Inkjet ink composition exhibiting low gloss |
| DE102005003596B4 (de) * | 2005-01-25 | 2011-12-15 | ITCF Institut für Textilchemie und Chemiefasern | Gemisch und Verfahren zur Bedruckung von Textilien |
| US10072168B2 (en) * | 2005-10-13 | 2018-09-11 | Hewlett-Packard Development Company L.P. | Marking fluids for vinyl substrates |
| JP5046543B2 (ja) | 2006-04-06 | 2012-10-10 | オリヱント化学工業株式会社 | 赤色発光材料を含有するインキ組成物 |
| EP2094497B1 (en) * | 2006-11-07 | 2010-12-15 | Basf Se | Laser marking of pigmented substrates |
| BRPI0808446A2 (pt) | 2007-03-15 | 2014-08-05 | Basf Se | Composição de revestimento, processo para a preparação da mesma, substrato, processo para a preparação de um substrato marcado, e, composto. |
| US9834660B2 (en) * | 2007-06-28 | 2017-12-05 | Honeywell International Inc. | Rare earth metal complexes that excite in the long UV wavelength range |
| ATE538185T1 (de) * | 2007-08-22 | 2012-01-15 | Datalase Ltd | Laserempfindliche beschichtungszusammensetzung |
| WO2009059888A1 (en) * | 2007-11-07 | 2009-05-14 | Basf Se | New fiber products |
| EP2209862B1 (en) * | 2007-11-14 | 2015-01-07 | Hewlett-Packard Development Company, L.P. | Ink visible under narrow band uv radiation |
| JP2009292748A (ja) * | 2008-06-03 | 2009-12-17 | National Institute Of Advanced Industrial & Technology | 希土類金属錯体並びにそれを用いたインク組成物及び蛍光標識剤。 |
| US8936357B2 (en) * | 2008-06-30 | 2015-01-20 | Eastman Kodak Company | Inkjet printer with inks containing polyoxygenated-polyols |
| US7857900B2 (en) | 2008-09-19 | 2010-12-28 | Xerox Corporation | Solid phase change fluorescent ink and ink sets |
| JP5645832B2 (ja) | 2008-10-27 | 2014-12-24 | データレース リミテッドＤａｔａｌａｓｅ Ｌｔｄ． | 基材にマーキングするためのレーザー感受性水性組成物 |
| KR101658805B1 (ko) * | 2008-11-14 | 2016-09-22 | 삼성전자주식회사 | 란탄계 착물 및 이를 포함하는 비가시 발광 잉크 |
| UY32616A (es) * | 2009-05-12 | 2010-12-31 | Sicpa Holding Sa | Documento seguro que comprende quelatos luminiscentes |
| WO2012107558A1 (en) * | 2011-02-11 | 2012-08-16 | Fábrica Nacional De Moneda Y Timbre - Real Casa De La Moneda | Luminescent pigments and their use in security applications |
| US20120314000A1 (en) * | 2011-06-10 | 2012-12-13 | George Sarkisian | Pre-treatment compositions for inkjet printing |
| US9616699B2 (en) | 2012-06-11 | 2017-04-11 | Sicpa Holding Sa | Methods for printing tactile security features |
| KR20150065714A (ko) * | 2012-09-28 | 2015-06-15 | 시크파 홀딩 에스에이 | 발광 란타나이드 착물, 및 발광 착물을 함유하는 물품 및 잉크 |
| AU2013343801A1 (en) | 2012-11-09 | 2015-04-02 | Sicpa Holding Sa | Irreversibly magnetically induced images or patterns |
| WO2014086531A1 (en) | 2012-12-07 | 2014-06-12 | Sicpa Holding Sa | Non-periodic tiling document security element |
| RU2647243C2 (ru) | 2013-05-01 | 2018-03-14 | Сикпа Холдинг Са | Защитные элементы, демонстрирующие динамическое визуальное движение |
| FR3008104B1 (fr) * | 2013-07-03 | 2015-07-17 | Commissariat Energie Atomique | Marquage fluorescent d'un substrat polymerique |
| 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 |
| FR3025206A1 (fr) * | 2014-09-01 | 2016-03-04 | Commissariat Energie Atomique | Encre coloree et luminescente, procede d'elaboration d'une telle encre et procede de marquage d'un substrat par une telle encre. |
| JP2018522257A (ja) | 2015-07-01 | 2018-08-09 | シクパ ホルディング ソシエテ アノニムＳｉｃｐａ Ｈｏｌｄｉｎｇ Ｓａ | 郵便切手 |
| CA3041994C (en) | 2016-12-09 | 2025-05-13 | Sicpa Holding Sa | LOW ENERGY CURABLE OFFSET AND TYPOGRAPHIC PRINTING INKS AND PRINTING PROCESSES |
| MY192151A (en) | 2016-12-09 | 2022-08-02 | Sicpa Holding Sa | Low energy curing offset and letterpress printing inks and printing process |
| RU2758894C2 (ru) | 2017-06-26 | 2021-11-02 | Сикпа Холдинг Са | Печать защитных признаков |
| CN110680767B (zh) * | 2018-07-05 | 2022-04-19 | 中国科学技术大学 | 一种水性荧光指甲油其制备方法以及使用方法 |
| CN110684369A (zh) * | 2018-07-05 | 2020-01-14 | 中国科学技术大学 | 一种水溶性红色有机荧光染料及其制备方法以及一种水性隐形红色荧光防伪油墨和使用方法 |
| AR120745A1 (es) | 2019-12-18 | 2022-03-16 | Sicpa Holding Sa | Tintas de impresión offset curables con radicales por uv-led y procesos de impresión |
| EP3988320A1 (en) | 2021-12-20 | 2022-04-27 | Sicpa Holding SA | Security marking, corresponding engraved intaglio printing plate, and methods and devices for producing, encoding/decoding and authenticating said security marking |
| WO2025233239A1 (en) | 2024-05-08 | 2025-11-13 | Sicpa Holding Sa | Processes for producing optical effect layers |
Family Cites Families (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL6603007A (enExample) * | 1965-03-08 | 1966-09-09 | ||
| JPS53140105A (en) * | 1977-05-12 | 1978-12-06 | Dainippon Toryo Kk | Jet printing aqueous ink visually recognized by ultraviolet ray radiation |
| FR2585987B1 (fr) | 1985-08-08 | 1989-02-03 | Petrel Sarl | Procede de marquage de securite, matieres pourvues de marques de securite |
| FR2603043B1 (fr) * | 1986-08-19 | 1988-11-10 | Petrel Sarl | Marquage de securite, matieres pourvus de marques de securite, appareil pour reveler la marque de securite |
| JPS63191870A (ja) * | 1987-02-03 | 1988-08-09 | Mitsui Toatsu Chem Inc | 発光性インク組成物 |
| JPS646085A (en) * | 1987-06-30 | 1989-01-10 | Mitsui Toatsu Chemicals | Luminescent compound and ink composition and resin composition containing same |
| JPS646085U (enExample) * | 1987-07-01 | 1989-01-13 | ||
| JPH01287043A (ja) * | 1988-05-12 | 1989-11-17 | Mitsui Petrochem Ind Ltd | パラフィン系炭化水素化合物および／または水酸基を有する炭化水素化合物の製造方法 |
| JPH0350291A (ja) * | 1989-07-18 | 1991-03-04 | Mitsui Toatsu Chem Inc | 発光性インク組成物 |
| US5158703A (en) * | 1991-04-03 | 1992-10-27 | Mitsui Toatsu Chemicals Inc. | Resin composition for ultraviolet luminescent screen |
| EP0801652B1 (en) * | 1995-01-06 | 1998-07-15 | Ciba SC Holding AG | Triboluminescent lanthanide iii complexes |
| US5837042A (en) * | 1996-06-10 | 1998-11-17 | Videojet Systems International, Inc. | Invisible fluorescent jet ink |
| AU714019B2 (en) * | 1995-09-15 | 1999-12-16 | Videojet Systems International, Inc. | Invisible fluorescent jet ink |
| JPH10287043A (ja) * | 1997-04-16 | 1998-10-27 | Dainippon Toryo Co Ltd | ジェット印刷用インク及び隠し記号等を視認する方法 |
| JP4530569B2 (ja) * | 2000-04-10 | 2010-08-25 | 日本化薬株式会社 | 赤色蛍光材料およびそれを含有する組成物 |
| JP4386565B2 (ja) * | 2000-12-07 | 2009-12-16 | オリヱント化学工業株式会社 | 紫外線励起型インキ組成物 |
| JP2002275182A (ja) * | 2001-03-22 | 2002-09-25 | Nippon Kayaku Co Ltd | 赤色蛍光材料およびそれを含有する組成物 |
| JP4266538B2 (ja) * | 2001-07-16 | 2009-05-20 | オリヱント化学工業株式会社 | 赤色発光性インキ組成物 |
| JP4266542B2 (ja) * | 2001-08-31 | 2009-05-20 | オリヱント化学工業株式会社 | 青色発光性インキ組成物 |
-
2003
- 2003-02-18 MX MXPA04007383A patent/MXPA04007383A/es active IP Right Grant
- 2003-02-18 EP EP03704644A patent/EP1478706A1/en not_active Withdrawn
- 2003-02-18 US US10/503,153 patent/US7108742B2/en not_active Expired - Fee Related
- 2003-02-18 KR KR1020047013260A patent/KR101015026B1/ko not_active Expired - Fee Related
- 2003-02-18 BR BR0307945-7A patent/BR0307945A/pt not_active IP Right Cessation
- 2003-02-18 JP JP2003571358A patent/JP4532907B2/ja not_active Expired - Fee Related
- 2003-02-18 CN CNB038046113A patent/CN1308403C/zh not_active Expired - Fee Related
- 2003-02-18 CA CA002473180A patent/CA2473180A1/en not_active Abandoned
- 2003-02-18 AU AU2003206918A patent/AU2003206918B2/en not_active Ceased
- 2003-02-18 WO PCT/EP2003/001620 patent/WO2003072664A1/en not_active Ceased
- 2003-02-18 NZ NZ534637A patent/NZ534637A/en unknown
- 2003-02-18 PL PL03370078A patent/PL370078A1/xx unknown
- 2003-02-18 RU RU2004129273/04A patent/RU2004129273A/ru not_active Application Discontinuation
- 2003-02-24 AR ARP030100593A patent/AR038597A1/es not_active Application Discontinuation
- 2003-02-24 TW TW092103776A patent/TW200303336A/zh unknown
-
2004
- 2004-07-07 ZA ZA200405408A patent/ZA200405408B/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| CN1308403C (zh) | 2007-04-04 |
| TW200303336A (en) | 2003-09-01 |
| JP2005518472A (ja) | 2005-06-23 |
| MXPA04007383A (es) | 2004-10-11 |
| AU2003206918A1 (en) | 2003-09-09 |
| BR0307945A (pt) | 2004-12-21 |
| US20050119368A1 (en) | 2005-06-02 |
| US7108742B2 (en) | 2006-09-19 |
| WO2003072664A1 (en) | 2003-09-04 |
| EP1478706A1 (en) | 2004-11-24 |
| AR038597A1 (es) | 2005-01-19 |
| KR20040088546A (ko) | 2004-10-16 |
| RU2004129273A (ru) | 2005-08-10 |
| NZ534637A (en) | 2006-02-24 |
| PL370078A1 (en) | 2005-05-16 |
| CA2473180A1 (en) | 2003-09-04 |
| JP4532907B2 (ja) | 2010-08-25 |
| CN1639281A (zh) | 2005-07-13 |
| KR101015026B1 (ko) | 2011-02-16 |
| AU2003206918B2 (en) | 2007-12-06 |
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