AU732936B2 - Fluorescent materials and their use - Google Patents
Fluorescent materials and their use Download PDFInfo
- Publication number
- AU732936B2 AU732936B2 AU66151/98A AU6615198A AU732936B2 AU 732936 B2 AU732936 B2 AU 732936B2 AU 66151/98 A AU66151/98 A AU 66151/98A AU 6615198 A AU6615198 A AU 6615198A AU 732936 B2 AU732936 B2 AU 732936B2
- Authority
- AU
- Australia
- Prior art keywords
- phenyl
- host
- guest
- chromophore
- alkyl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
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- 239000000463 material Substances 0.000 title claims abstract description 39
- 239000000203 mixture Substances 0.000 claims abstract description 124
- 238000002189 fluorescence spectrum Methods 0.000 claims abstract description 12
- 125000005605 benzo group Chemical group 0.000 claims abstract description 11
- 238000000862 absorption spectrum Methods 0.000 claims abstract description 10
- -1 xanthens Chemical class 0.000 claims description 150
- 229920000642 polymer Polymers 0.000 claims description 62
- 125000000217 alkyl group Chemical group 0.000 claims description 57
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 50
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 38
- 239000011159 matrix material Substances 0.000 claims description 36
- 239000002904 solvent Substances 0.000 claims description 36
- 125000003545 alkoxy group Chemical group 0.000 claims description 35
- 150000001875 compounds Chemical class 0.000 claims description 31
- 238000000034 method Methods 0.000 claims description 31
- 239000002245 particle Substances 0.000 claims description 31
- 239000000843 powder Substances 0.000 claims description 31
- 229910052751 metal Inorganic materials 0.000 claims description 27
- 239000002184 metal Substances 0.000 claims description 27
- 230000008569 process Effects 0.000 claims description 23
- 125000001424 substituent group Chemical group 0.000 claims description 23
- 238000002360 preparation method Methods 0.000 claims description 22
- 125000004414 alkyl thio group Chemical group 0.000 claims description 18
- 229910052739 hydrogen Inorganic materials 0.000 claims description 17
- 125000006177 alkyl benzyl group Chemical group 0.000 claims description 15
- 229910052799 carbon Inorganic materials 0.000 claims description 14
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 14
- 229910052731 fluorine Inorganic materials 0.000 claims description 12
- 229910052794 bromium Inorganic materials 0.000 claims description 11
- 239000012876 carrier material Substances 0.000 claims description 10
- 229910052801 chlorine Inorganic materials 0.000 claims description 10
- 239000000178 monomer Substances 0.000 claims description 10
- 229910052736 halogen Inorganic materials 0.000 claims description 9
- ZYGHJZDHTFUPRJ-UHFFFAOYSA-N benzo-alpha-pyrone Natural products C1=CC=C2OC(=O)C=CC2=C1 ZYGHJZDHTFUPRJ-UHFFFAOYSA-N 0.000 claims description 8
- 238000009826 distribution Methods 0.000 claims description 8
- 239000000975 dye Substances 0.000 claims description 8
- 239000002243 precursor Substances 0.000 claims description 8
- SDLWGEXLAMKZHI-UHFFFAOYSA-N isoindolo[2,3-a]benzimidazol-11-one Chemical class C1=CC=C2N3C(=O)C4=CC=CC=C4C3=NC2=C1 SDLWGEXLAMKZHI-UHFFFAOYSA-N 0.000 claims description 7
- 230000003595 spectral effect Effects 0.000 claims description 7
- 235000001671 coumarin Nutrition 0.000 claims description 6
- 125000000000 cycloalkoxy group Chemical group 0.000 claims description 6
- 238000002156 mixing Methods 0.000 claims description 6
- 150000002979 perylenes Chemical class 0.000 claims description 6
- 229920002120 photoresistant polymer Polymers 0.000 claims description 6
- 238000006116 polymerization reaction Methods 0.000 claims description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
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- 238000005401 electroluminescence Methods 0.000 claims description 4
- 230000001376 precipitating effect Effects 0.000 claims description 4
- 125000005504 styryl group Chemical group 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims description 4
- 125000001118 alkylidene group Chemical group 0.000 claims description 3
- 230000008033 biological extinction Effects 0.000 claims description 3
- 125000005843 halogen group Chemical group 0.000 claims description 3
- 150000004893 oxazines Chemical class 0.000 claims description 3
- 150000002916 oxazoles Chemical class 0.000 claims description 3
- 238000006862 quantum yield reaction Methods 0.000 claims description 3
- 230000001678 irradiating effect Effects 0.000 claims description 2
- 239000007787 solid Substances 0.000 abstract description 48
- 125000004432 carbon atom Chemical group C* 0.000 description 80
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 42
- 238000010992 reflux Methods 0.000 description 25
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 24
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 22
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 19
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 18
- 238000000576 coating method Methods 0.000 description 18
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 18
- 125000005037 alkyl phenyl group Chemical group 0.000 description 17
- 238000001914 filtration Methods 0.000 description 16
- 238000000103 photoluminescence spectrum Methods 0.000 description 15
- 125000003118 aryl group Chemical group 0.000 description 14
- 239000012299 nitrogen atmosphere Substances 0.000 description 14
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- 238000005160 1H NMR spectroscopy Methods 0.000 description 13
- 229910052717 sulfur Inorganic materials 0.000 description 13
- 229910052757 nitrogen Inorganic materials 0.000 description 12
- 229910052760 oxygen Inorganic materials 0.000 description 12
- 229960000583 acetic acid Drugs 0.000 description 11
- 150000002148 esters Chemical class 0.000 description 11
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 11
- 239000012362 glacial acetic acid Substances 0.000 description 11
- 125000005842 heteroatom Chemical group 0.000 description 11
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 11
- 229920005989 resin Polymers 0.000 description 10
- 239000011347 resin Substances 0.000 description 10
- 125000006413 ring segment Chemical group 0.000 description 10
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 9
- 125000006193 alkinyl group Chemical group 0.000 description 9
- 150000001408 amides Chemical class 0.000 description 9
- 239000000049 pigment Substances 0.000 description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 8
- 125000003342 alkenyl group Chemical group 0.000 description 8
- 150000002367 halogens Chemical class 0.000 description 8
- 125000001072 heteroaryl group Chemical group 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 7
- ZNGNTIXCMRUCMD-UHFFFAOYSA-N 3a,4,5,7a-tetraphenyl-2-benzofuran-1,3-dione Chemical compound O=C1OC(=O)C2(C=3C=CC=CC=3)C(C=3C=CC=CC=3)=C(C=3C=CC=CC=3)C=CC12C1=CC=CC=C1 ZNGNTIXCMRUCMD-UHFFFAOYSA-N 0.000 description 7
- 239000000460 chlorine Substances 0.000 description 7
- 239000011521 glass Substances 0.000 description 7
- 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 7
- 150000003839 salts Chemical class 0.000 description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 6
- 125000003710 aryl alkyl group Chemical group 0.000 description 6
- 229920001109 fluorescent polymer Polymers 0.000 description 6
- 229910044991 metal oxide Inorganic materials 0.000 description 6
- 150000004706 metal oxides Chemical class 0.000 description 6
- 150000002739 metals Chemical class 0.000 description 6
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 6
- 230000005855 radiation Effects 0.000 description 6
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 5
- 238000001035 drying Methods 0.000 description 5
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 5
- 125000001624 naphthyl group Chemical group 0.000 description 5
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 5
- 229920001169 thermoplastic Polymers 0.000 description 5
- 229920001187 thermosetting polymer Polymers 0.000 description 5
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 4
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Chemical class CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 4
- RRHGJUQNOFWUDK-UHFFFAOYSA-N Isoprene Chemical compound CC(=C)C=C RRHGJUQNOFWUDK-UHFFFAOYSA-N 0.000 description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- 239000004952 Polyamide Substances 0.000 description 4
- 229920002472 Starch Polymers 0.000 description 4
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 238000010521 absorption reaction Methods 0.000 description 4
- 150000001356 alkyl thiols Chemical class 0.000 description 4
- 125000002947 alkylene group Chemical group 0.000 description 4
- 125000004104 aryloxy group Chemical group 0.000 description 4
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- 239000003086 colorant Substances 0.000 description 4
- 238000004440 column chromatography Methods 0.000 description 4
- 229920001577 copolymer Polymers 0.000 description 4
- 229920006037 cross link polymer Polymers 0.000 description 4
- 125000002704 decyl group Chemical class [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
- 125000006182 dimethyl benzyl group Chemical group 0.000 description 4
- 125000003438 dodecyl group Chemical class [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 4
- 238000004108 freeze drying Methods 0.000 description 4
- 239000000499 gel Substances 0.000 description 4
- 125000003187 heptyl group Chemical class [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 125000002960 margaryl group Chemical class [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 125000006178 methyl benzyl group Chemical group 0.000 description 4
- 125000001421 myristyl group Chemical class [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 125000001400 nonyl group Chemical class [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 125000002347 octyl group Chemical class [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 125000000913 palmityl group Chemical class [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 125000002958 pentadecyl group Chemical class [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
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- 125000003493 decenyl group Chemical class [H]C([*])=C([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- 125000006038 hexenyl group Chemical class 0.000 description 1
- 125000003707 hexyloxy group Chemical class [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
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- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 1
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- 235000019239 indanthrene blue RS Nutrition 0.000 description 1
- UHOKSCJSTAHBSO-UHFFFAOYSA-N indanthrone blue Chemical compound C1=CC=C2C(=O)C3=CC=C4NC5=C6C(=O)C7=CC=CC=C7C(=O)C6=CC=C5NC4=C3C(=O)C2=C1 UHOKSCJSTAHBSO-UHFFFAOYSA-N 0.000 description 1
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- 229910052744 lithium Inorganic materials 0.000 description 1
- 238000004020 luminiscence type Methods 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
- 125000005397 methacrylic acid ester group Chemical group 0.000 description 1
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 description 1
- 229940043265 methyl isobutyl ketone Drugs 0.000 description 1
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 1
- 239000004570 mortar (masonry) Substances 0.000 description 1
- XVDBWWRIXBMVJV-UHFFFAOYSA-N n-[bis(dimethylamino)phosphanyl]-n-methylmethanamine Chemical compound CN(C)P(N(C)C)N(C)C XVDBWWRIXBMVJV-UHFFFAOYSA-N 0.000 description 1
- 125000005186 naphthyloxy group Chemical group C1(=CC=CC2=CC=CC=C12)O* 0.000 description 1
- 125000005029 naphthylthio group Chemical group C1(=CC=CC2=CC=CC=C12)S* 0.000 description 1
- 150000002825 nitriles Chemical class 0.000 description 1
- 125000005187 nonenyl group Chemical class C(=CCCCCCCC)* 0.000 description 1
- 150000007523 nucleic acids Chemical class 0.000 description 1
- 102000039446 nucleic acids Human genes 0.000 description 1
- 108020004707 nucleic acids Proteins 0.000 description 1
- 125000005064 octadecenyl group Chemical class C(=CCCCCCCCCCCCCCCCC)* 0.000 description 1
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- 229910052700 potassium Inorganic materials 0.000 description 1
- 235000015320 potassium carbonate Nutrition 0.000 description 1
- 238000007639 printing Methods 0.000 description 1
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- 125000005063 tetradecenyl group Chemical class C(=CCCCCCCCCCCCC)* 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
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- FCFMKFHUNDYKEG-UHFFFAOYSA-N thietane 1,1-dioxide Chemical compound O=S1(=O)CCC1 FCFMKFHUNDYKEG-UHFFFAOYSA-N 0.000 description 1
- 230000036962 time dependent Effects 0.000 description 1
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- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B57/00—Other synthetic dyes of known constitution
- C09B57/12—Perinones, i.e. naphthoylene-aryl-imidazoles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B69/00—Dyes not provided for by a single group of this subclass
- C09B69/10—Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds
- C09B69/109—Polymeric dyes; Reaction products of dyes with monomers or with macromolecular compounds containing other specific dyes
-
- 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
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
-
- 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
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S428/00—Stock material or miscellaneous articles
- Y10S428/917—Electroluminescent
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Luminescent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Saccharide Compounds (AREA)
- Electroluminescent Light Sources (AREA)
- Pyridine Compounds (AREA)
- Processes Of Treating Macromolecular Substances (AREA)
- Pigments, Carbon Blacks, Or Wood Stains (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Investigating, Analyzing Materials By Fluorescence Or Luminescence (AREA)
- Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
Applications Claiming Priority (11)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP97810050 | 1997-02-03 | ||
| EP97810049 | 1997-02-03 | ||
| EP97810049 | 1997-02-03 | ||
| EP97810051 | 1997-02-03 | ||
| EP97810050 | 1997-02-03 | ||
| EP97810051 | 1997-02-03 | ||
| EP97810054 | 1997-02-04 | ||
| EP97810055 | 1997-02-04 | ||
| EP97810054 | 1997-02-04 | ||
| EP97810055 | 1997-02-04 | ||
| PCT/EP1998/000314 WO1998033862A1 (en) | 1997-02-03 | 1998-01-21 | Fluorescent materials and their use |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU6615198A AU6615198A (en) | 1998-08-25 |
| AU732936B2 true AU732936B2 (en) | 2001-05-03 |
Family
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Family Applications (5)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU60958/98A Ceased AU735326B2 (en) | 1997-02-03 | 1998-01-21 | Process for the preparation of fluorescent compositions, fluorescent compositions and their use |
| AU60959/98A Ceased AU737620B2 (en) | 1997-02-03 | 1998-01-21 | Fluorescent compositions and their use |
| AU62120/98A Ceased AU730993B2 (en) | 1997-02-03 | 1998-01-21 | Fluorescent host-guest-system |
| AU66151/98A Ceased AU732936B2 (en) | 1997-02-03 | 1998-01-21 | Fluorescent materials and their use |
| AU62931/98A Ceased AU726721B2 (en) | 1997-02-03 | 1998-01-21 | Fluorescent chromophore, covalently linked to an organic support material |
Family Applications Before (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU60958/98A Ceased AU735326B2 (en) | 1997-02-03 | 1998-01-21 | Process for the preparation of fluorescent compositions, fluorescent compositions and their use |
| AU60959/98A Ceased AU737620B2 (en) | 1997-02-03 | 1998-01-21 | Fluorescent compositions and their use |
| AU62120/98A Ceased AU730993B2 (en) | 1997-02-03 | 1998-01-21 | Fluorescent host-guest-system |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU62931/98A Ceased AU726721B2 (en) | 1997-02-03 | 1998-01-21 | Fluorescent chromophore, covalently linked to an organic support material |
Country Status (12)
| Country | Link |
|---|---|
| US (6) | US6274065B1 (enExample) |
| EP (5) | EP0968253B1 (enExample) |
| JP (5) | JP2001511200A (enExample) |
| KR (3) | KR20000070747A (enExample) |
| CN (5) | CN1251606A (enExample) |
| AT (4) | ATE276331T1 (enExample) |
| AU (5) | AU735326B2 (enExample) |
| DE (4) | DE69805060T2 (enExample) |
| DK (2) | DK0968254T3 (enExample) |
| ES (3) | ES2171289T3 (enExample) |
| PT (1) | PT963426E (enExample) |
| WO (3) | WO1998033864A1 (enExample) |
Families Citing this family (80)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0648817B1 (de) * | 1993-10-13 | 1999-11-10 | Ciba SC Holding AG | Neue Fluoreszenzfarbstoffe |
| DK0968254T3 (da) * | 1997-02-03 | 2004-12-06 | Ciba Sc Holding Ag | Fluorescerende materialer og deres anvendelse |
| US6786954B1 (en) * | 1999-06-10 | 2004-09-07 | The Board Of Trustees Of The Leland Stanford Junior University | Document security method utilizing microdrop combinatorics, ink set and ink composition used therein, and product formed |
| US7082093B1 (en) | 1999-07-15 | 2006-07-25 | D Data Inc. | Optical data storage system having combined fluorescent three-dimensional information carrier |
| EP1087005B1 (en) * | 1999-09-27 | 2004-02-25 | Ciba SC Holding AG | Fluorescent diketopyrrolopyrroles |
| TWI261064B (en) | 1999-09-27 | 2006-09-01 | Ciba Sc Holding Ag | Fluorescent diketopyrrolopyrroles |
| GB9923577D0 (en) * | 1999-10-05 | 1999-12-08 | Glaxo Group Ltd | Chemical constructs |
| US6582504B1 (en) | 1999-11-24 | 2003-06-24 | Sharp Kabushiki Kaisha | Coating liquid for forming organic EL element |
| US6703248B1 (en) * | 1999-12-15 | 2004-03-09 | Dade Behring Marburg Gmbh | Particles for diagnostic and therapeutic use |
| US6533961B2 (en) * | 2000-02-22 | 2003-03-18 | 3M Innovative Properties Company | Durable fluorescent organic pigments and methods of making |
| KR20010095437A (ko) * | 2000-03-30 | 2001-11-07 | 윤덕용 | 발광물질/점토 나노복합소재를 이용한 유기 전기 발광 소자 |
| EP1739135A3 (en) * | 2000-08-07 | 2008-12-10 | Eastman Chemical Company | Colorant compounds containing copolymerizable vinyl groups |
| US6727372B2 (en) * | 2000-08-07 | 2004-04-27 | Eastman Chemical Company | Colorant compounds containing copolymerizable vinyl groups |
| DE60201050T2 (de) * | 2001-06-12 | 2005-09-08 | Kao Corp. | Tinte auf Wasserbasis |
| US7272285B2 (en) * | 2001-07-16 | 2007-09-18 | Massachusetts Institute Of Technology | Fiber waveguides and methods of making the same |
| US20050038143A1 (en) * | 2001-09-04 | 2005-02-17 | Shlomo Yitzchaik | Photoresponsive polymer systems and their use |
| KR100478521B1 (ko) | 2001-10-29 | 2005-03-28 | 삼성에스디아이 주식회사 | 유기 전계 발광 소자용 고분자 발광 혼합 조성물 및 그를이용한 유기 전계 발광 소자 |
| WO2003048268A1 (fr) * | 2001-12-03 | 2003-06-12 | Toyo Ink Mfg. Co., Ltd. | Composition pour element electroluminescent organique et element electroluminescent organique utilisant cette composition |
| US6856088B2 (en) * | 2001-12-31 | 2005-02-15 | Lg. Philips Lcd Co., Ltd. | Organic electroluminescence display device and method of fabricating the same |
| EP1478713A1 (en) * | 2002-02-01 | 2004-11-24 | Ciba SC Holding AG | Fluorescent compositions comprising diketopyrrolopyrroles |
| EP1371688B1 (en) | 2002-06-14 | 2008-10-22 | Rohm And Haas Company | Colorants, dispersants and dispersions containing polymeric nanoparticles |
| US6818919B2 (en) * | 2002-09-23 | 2004-11-16 | Air Products And Chemicals, Inc. | Light emitting layers for LED devices based on high Tg polymer matrix compositions |
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