EP1036129A1 - Fluoreszenzzusammensetzung zur herstellung von optischen speicherplatten - Google Patents
Fluoreszenzzusammensetzung zur herstellung von optischen speicherplattenInfo
- Publication number
- EP1036129A1 EP1036129A1 EP98957623A EP98957623A EP1036129A1 EP 1036129 A1 EP1036129 A1 EP 1036129A1 EP 98957623 A EP98957623 A EP 98957623A EP 98957623 A EP98957623 A EP 98957623A EP 1036129 A1 EP1036129 A1 EP 1036129A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- fluorescent composition
- fluorescent
- dyes
- pits
- composition
- 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.)
- Withdrawn
Links
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- 230000003287 optical effect Effects 0.000 title claims abstract description 47
- 238000004519 manufacturing process Methods 0.000 title claims description 8
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- 239000000758 substrate Substances 0.000 claims abstract description 33
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- 239000002356 single layer Substances 0.000 claims abstract description 12
- 239000001018 xanthene dye Substances 0.000 claims abstract description 6
- SEACYXSIPDVVMV-UHFFFAOYSA-L eosin Y Chemical group [Na+].[Na+].[O-]C(=O)C1=CC=CC=C1C1=C2C=C(Br)C(=O)C(Br)=C2OC2=C(Br)C([O-])=C(Br)C=C21 SEACYXSIPDVVMV-UHFFFAOYSA-L 0.000 claims abstract description 4
- 150000004032 porphyrins Chemical class 0.000 claims abstract description 4
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical group [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 claims abstract description 4
- BCHZICNRHXRCHY-UHFFFAOYSA-N 2h-oxazine Chemical compound N1OC=CC=C1 BCHZICNRHXRCHY-UHFFFAOYSA-N 0.000 claims abstract description 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims abstract description 3
- 239000000999 acridine dye Substances 0.000 claims abstract description 3
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 claims abstract description 3
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- 229920000642 polymer Polymers 0.000 claims description 32
- 238000000034 method Methods 0.000 claims description 22
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 17
- 239000007850 fluorescent dye Substances 0.000 claims description 14
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- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 6
- QGKMIGUHVLGJBR-UHFFFAOYSA-M (4z)-1-(3-methylbutyl)-4-[[1-(3-methylbutyl)quinolin-1-ium-4-yl]methylidene]quinoline;iodide Chemical compound [I-].C12=CC=CC=C2N(CCC(C)C)C=CC1=CC1=CC=[N+](CCC(C)C)C2=CC=CC=C12 QGKMIGUHVLGJBR-UHFFFAOYSA-M 0.000 claims description 5
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- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 abstract 1
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- OELZFJUWWFRWLC-UHFFFAOYSA-N oxazine-1 Chemical compound C1=CC(N(CC)CC)=CC2=[O+]C3=CC(N(CC)CC)=CC=C3N=C21 OELZFJUWWFRWLC-UHFFFAOYSA-N 0.000 description 4
- 230000035515 penetration Effects 0.000 description 4
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- 239000004417 polycarbonate Substances 0.000 description 4
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- 229920004897 Triton X-45 Polymers 0.000 description 3
- RSOILICUEWXSLA-UHFFFAOYSA-N bis(1,2,2,6,6-pentamethylpiperidin-4-yl) decanedioate Chemical compound C1C(C)(C)N(C)C(C)(C)CC1OC(=O)CCCCCCCCC(=O)OC1CC(C)(C)N(C)C(C)(C)C1 RSOILICUEWXSLA-UHFFFAOYSA-N 0.000 description 3
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- SHXOKQKTZJXHHR-UHFFFAOYSA-N n,n-diethyl-5-iminobenzo[a]phenoxazin-9-amine;hydrochloride Chemical compound [Cl-].C1=CC=C2C3=NC4=CC=C(N(CC)CC)C=C4OC3=CC(=[NH2+])C2=C1 SHXOKQKTZJXHHR-UHFFFAOYSA-N 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
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- 229910052717 sulfur Inorganic materials 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
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- ZXEKIIBDNHEJCQ-UHFFFAOYSA-N isobutanol Chemical compound CC(C)CO ZXEKIIBDNHEJCQ-UHFFFAOYSA-N 0.000 description 2
- 229910052760 oxygen Inorganic materials 0.000 description 2
- 229920005596 polymer binder Polymers 0.000 description 2
- 239000002491 polymer binding agent Substances 0.000 description 2
- 229920006254 polymer film Polymers 0.000 description 2
- 238000000926 separation method Methods 0.000 description 2
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- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 1
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N Butyraldehyde Chemical group CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 1
- WSNMPAVSZJSIMT-UHFFFAOYSA-N COc1c(C)c2COC(=O)c2c(O)c1CC(O)C1(C)CCC(=O)O1 Chemical compound COc1c(C)c2COC(=O)c2c(O)c1CC(O)C1(C)CCC(=O)O1 WSNMPAVSZJSIMT-UHFFFAOYSA-N 0.000 description 1
- PYGXAGIECVVIOZ-UHFFFAOYSA-N Dibutyl decanedioate Chemical compound CCCCOC(=O)CCCCCCCCC(=O)OCCCC PYGXAGIECVVIOZ-UHFFFAOYSA-N 0.000 description 1
- 239000001856 Ethyl cellulose Substances 0.000 description 1
- 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 description 1
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 1
- 239000000020 Nitrocellulose Substances 0.000 description 1
- 229910006069 SO3H Inorganic materials 0.000 description 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
- FJWGYAHXMCUOOM-QHOUIDNNSA-N [(2s,3r,4s,5r,6r)-2-[(2r,3r,4s,5r,6s)-4,5-dinitrooxy-2-(nitrooxymethyl)-6-[(2r,3r,4s,5r,6s)-4,5,6-trinitrooxy-2-(nitrooxymethyl)oxan-3-yl]oxyoxan-3-yl]oxy-3,5-dinitrooxy-6-(nitrooxymethyl)oxan-4-yl] nitrate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O)O[C@H]1[C@@H]([C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@@H](CO[N+]([O-])=O)O1)O[N+]([O-])=O)CO[N+](=O)[O-])[C@@H]1[C@@H](CO[N+]([O-])=O)O[C@@H](O[N+]([O-])=O)[C@H](O[N+]([O-])=O)[C@H]1O[N+]([O-])=O FJWGYAHXMCUOOM-QHOUIDNNSA-N 0.000 description 1
- 238000006359 acetalization reaction Methods 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 1
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- VJHINFRRDQUWOJ-UHFFFAOYSA-N dioctyl sebacate Chemical compound CCCCC(CC)COC(=O)CCCCCCCCC(=O)OCC(CC)CCCC VJHINFRRDQUWOJ-UHFFFAOYSA-N 0.000 description 1
- 230000008034 disappearance Effects 0.000 description 1
- IINNWAYUJNWZRM-UHFFFAOYSA-L erythrosin B Chemical compound [Na+].[Na+].[O-]C(=O)C1=CC=CC=C1C1=C2C=C(I)C(=O)C(I)=C2OC2=C(I)C([O-])=C(I)C=C21 IINNWAYUJNWZRM-UHFFFAOYSA-L 0.000 description 1
- 229940011411 erythrosine Drugs 0.000 description 1
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- 239000004174 erythrosine Substances 0.000 description 1
- XILOJFAIDZBTOV-UHFFFAOYSA-N ethanol;2-methylpropan-1-ol;propan-2-ol Chemical compound CCO.CC(C)O.CC(C)CO XILOJFAIDZBTOV-UHFFFAOYSA-N 0.000 description 1
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- DOIRQSBPFJWKBE-UHFFFAOYSA-N phthalic acid di-n-butyl ester Natural products CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
- G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
- G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
- G11B7/252—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers
- G11B7/253—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of substrates
- G11B7/2533—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of substrates comprising resins
- G11B7/2534—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of substrates comprising resins polycarbonates [PC]
-
- G—PHYSICS
- G11—INFORMATION STORAGE
- G11B—INFORMATION STORAGE BASED ON RELATIVE MOVEMENT BETWEEN RECORD CARRIER AND TRANSDUCER
- G11B7/00—Recording or reproducing by optical means, e.g. recording using a thermal beam of optical radiation by modifying optical properties or the physical structure, reproducing using an optical beam at lower power by sensing optical properties; Record carriers therefor
- G11B7/24—Record carriers characterised by shape, structure or physical properties, or by the selection of the material
- G11B7/241—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material
- G11B7/252—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers
- G11B7/256—Record carriers characterised by shape, structure or physical properties, or by the selection of the material characterised by the selection of the material of layers other than recording layers of layers improving adhesion between layers
Definitions
- This invention relates generally to optical materials for, and to a method of, forming optical memory discs of the CD-ROM type for use with fluorescent reading, including disks for three-dimensional (3D) optical memory systems.
- information is written in the form of local changes to the active medium optical thickness or the reflection coefficient, while reading is performed using laser emission and is based on the laser beam phase or amplitude changes in information record centers.
- CD-ROM's are the least expensive and most sophisticated of the optical information carriers. However, both the storage volume and the signal-to-noise ratio of currently used
- CD-ROM's are inadequate for the new generations of computers and video systems now under development.
- a promising approach to the increase of optical information carrier capacity consists of - increasing the number of information bits per active layer by shortening the pits and increasing their amount, and
- the pit size is halved and the number of active layers is increased to 4, two on each side of the substrate. This has enabled the disk capacity to be increased up to 20 GB.
- the fluorescent light is excited and registered with a detector.
- optical disks proposed in the first of the above references are so constructed
- form A transforms to form B.
- Form B absorbs two reading emission photons and emits the fluorescent light which is absorbed by a detector.
- Materials of this type are intended for repeatedly rewritten memory, because heating or irradiation results in erasing
- dyes belonging to these classes exhibit satisfactory fluorescence capacity in polymer matrices provided that true solutions have been formed, i.e. dyes are present in the polymer in a molecularly dispersed state.
- dyes are usually applied to a grooved substrate by spin coating or another method, e.g. vacuum evaporation, in the form of polycrystalline or amorphous opaque thin films having a thickness of about 10 nm. For this reason, and due to the fact that the laser wavelength being used for reading by the reflection coefficient variation method may not coincide with the dye absorption maximum, the dye concentration of the
- a fluorescent composition meeting a number of specific requirements is used. The most important of these requirements are as follows:
- the absorption bandwidth of the fluorescent compound should coincide with the emission wavelength of a laser used for reading.
- the material should have the maximum possible quantum yield of fluorescence
- the fluorescent composition should not scatter the excitation laser emission and fluorescent light passing through it.
- the fluorescent dye should be readily compatible with a matrix, forming a true solution of the needed concentration in the matrix, and should not migrate from it.
- the fluorescent composition should penetrate the pits easily and not color space
- the refraction index of the fluorescent composition must be close to that of a pit-
- Still another object of the present invention is to develop a fluorescent composition exhibiting physical and physicochemical properties needed for use in CD-ROM type optical disks, including those intended for a 3D optical memory with fluorescence reading, where data carriers represent pits filled with fluorescent composition.
- This fluorescent composition consisting of fluorescent dye, film-forming polymer, organic solvent, plastifier and (if necessary) surfactant and light stabilizer provides forming active layers of CD-ROM's with fluorescence reading, free from the drawbacks of prior art optical disks with active layers based on polymer films containing organic dyes.
- composition including:
- a fluorescent dye whose absorption band coincides with the wavelength of the laser emission used for reading, this dye having a high quantum yield of fluorescence, forming a true solution with a polymer matrix and not migrating from the matrix;
- the composition may be completed with surfactants that reduce the surface tension of the composition and thus improve substrate surface wetting and penetration
- the fluorescent composition After being applied to the substrate and dried, the fluorescent composition has a refractive index close to that of substrate.
- Fig. 1 shows a cross-sectional view of a portion of an optical disk according to a preferred embodiment of the present invention during an intermediate stage in its formation
- Fig. 2 shows a cross-sectional view of a portion of the completed optical disk.
- the CD-ROM multilayer optical disk of the invention is shown in Fig. 1 wherein a
- substrate 1 having pits 3 is filled with a fluorescent composition 5 having the properties described herein.
- the multilayered structure can be formed by either glueing at least one other layer of substrate 9 to the substrate 1 by the adhesive layer 7.
- the adhesive is preferably a UV or photo cured adhesive that is cured with light ray 11.
- layers of substrate 9 can be cast or coated onto substrate 1 as long as the casting or coating process
- a multi layered optical disk is shown in Fig. 2 the disk 13 as shown has ten layers.
- the fluorescent composition used for the manufacture of CD-ROM type optical disks, including those intended for the 3D optical memory with fluorescence reading, where pits filled with this fluorescent composition play the role of data carriers, is produced as follows:
- a transparent solution is obtained with the following concentration values: film-forming polymer 0.2 - 5.0 wt. %, fluorescent dye 0.001 - 0.1 mole/kg, plastisizer 1.0 - 50 wt. % w.r.t. the polymer, surfactant 0.01 - 2.0 wt. % w.r.t. the polymer, and light-stabilizer 0.1 - 2.0 wt. % w.r.t. the polymer.
- the fluorescent composition solution is applied by spin coating, roller
- the coating is applied so that the pits are filled with the composition, while the substrate surface among the pits remains uncolored and does not fluoresce.
- the remaining fluorescent composition is removed from the substrate surface by rinsing with
- Xanthene dyes of the eosine group including fluorescine, eosine, erythrosine.
- R stands for H, Cl, Br, or I
- R stands for H, Na, Alk
- R 2 stands for H, Cl.
- Xanthene dyes of the rhodamine group including rhodamine B, 3B, C, G, 6G, 101, of the general structure II
- R stands for H, CH 3 , C 2 H 5 , CH 2 COOH, C 2 H 4 OH;
- R stands for H, Na, CH 3 C 2 H 5 , Ar; and
- X is an anion selected from Cl “ , Br “ , I “ , F “ , HCO 2 “ , CH 5 CO 2 “ ,C10 4 "
- R stands for H, CH 3 , C 2 H 5 ;
- R stands for H, C 6 H 5 ;
- R 2 stands for H, Alkyl;
- R 3 stands for H, CH 3 ;
- X is an anion selected from F, Cl, Br, I, HCOO, CH 3 CHOHCOO, ClO 4 , etc..
- R stands for H, CH 3 , and benzo-group
- R stands for H, CH 3 , C 2 H 5
- X is an anion
- R stands for phenyl, naphthyl
- R stands for H, alkyl, phenyl
- R 2 stands for H, benzo-
- R 3 stands for H, SO 3 H
- X is an anion
- M stands for 2H, metal, metal oxide, metal halide.
- R stands for Alk, Ar, C 6 F 5 , C 6 H n ; M stands for 2H, Mg, A1C1, Fe +3 etc..
- film-forming polymers exhibiting high transparency, easily penetrating pits and easily removable from the substrate surface are used. They include the following high-molecular compounds:
- R stands for H, CH, . C 2 H 5 , C 3 H 7 , C 4 H 9 .
- This group includes polyvinylbutyral containing 55 to 75 mol. % of butyral group and having a glass transition temperature of 55°C; polyvinylformal with an acetalization degree of 75 to 85 mol. %; and polyvinylethylal.
- These polymers may be used together with phenol-formaldehyde resins.
- This group includes polymetylmetacrylate, polybutylmetacrylate, and
- metylmetacrylate- or butylmetacrylate-metacrylic acid copolymers are metylmetacrylate- or butylmetacrylate-metacrylic acid copolymers.
- Cellulose ethers and esters of the general structure [C 6 H 7 O 2 (OR) 3 ] n (XIV) and [C 6 H 7 O 2 (OCOR) 3 ] n (XV), respectively, including ethyl cellulose with ⁇ 230 - - 260 (where ⁇ is the number of substituted hydroxyl groups per 100 glycoside residues of the cellulose macromolecule), cellulose acetobutyrate, and cellulose nitrate (with a nitrogen content of 9 -
- phenol-formaldehyde resins (resols and novolacs), melamine- formaldehyde resins, urea- formaldehyde resins, and polyvinylacetate may be used as film- forming polymers for fluorescent compositions.
- Solvents being used for fluorescent compositions wet the substrate surface well, help
- composition penetration into the pits but do not interact with the substrate material and produce no pit deformation.
- polycarbonate disks only dioxane and aliphatic alcohols, methanol, ethanol, propanol, isopropanol, isobutanol, pentanol and their mixtures may be used as solvents.
- Film-forming polymers proposed in the present invention exhibit various ranges of a highly elastic state and, therefore, provide different plasticity of coatings.
- An inadequate plasticity of the polymer hinders the penetration of the fluorescent composition in small pits of size 0.1 - 1.0 ⁇ m.
- plastifiers are used. As plastifiers allow the decrease of the flow point and glass transition temperature, as well as the elasticity modulus of
- fluorescent composition proposed are phtalic esters (including dibutyl phtalate and dioctyl phtalate), sebacic esters (including dibutyl sebacate and di-(2-ethyl-hexyl) sebacate), and phosphate esters (including tributyl phosphate and tricresyl phosphate).
- phtalic esters including dibutyl phtalate and dioctyl phtalate
- sebacic esters including dibutyl sebacate and di-(2-ethyl-hexyl) sebacate
- phosphate esters including tributyl phosphate and tricresyl phosphate
- non-ionogenic compounds like Tritons X and
- FC-430 and FC-431 Fluorosurfactants produced by the 3M Company can be used.
- HALS Hindered Amine Light Stabilizers
- Tinuvins 292, 144, 622, and 770 are used as light-stabilizers.
- Multilayer optical disks are manufactured using adhesives which provide a good shrinkage-free adhesion of the surfaces being connected, produce no adverse effect on the properties of fluorescing pits and signal-to-noise ratio, transparent for laser excitation and fluorescence light. These requirements are met by UV-light cured optical adhesives, preferably P-92, UV-71, UV-69, UV-74, J-91, VTC-2, SK-9. from Summers Laboratories,
- Tinuvin 292 0.5 wt. % w.r.t. PVB
- composition solution is filtered, allowed to stand at 40°C for aeration and applied
- the fluorescent composition layer is treated with ethyl alcohol for 20 seconds while remaining on
- the fluorescent composition has an absorption maximum at 645 nm and a fluorescence maximum at 680 nm
- Example 2 A composition similar to that of Example 1 , except that nile blue (perchlorate) is used as a fluorescing dye. A 6.3-g/l solution in ethyl alcohol is taken in proportion giving a
- the fluorescent composition has an absorption maximum at 630 nm and a fluorescence maximum at 665 nm.
- Example 2 A composition similar to that of Example 1 , except that cyanine dye HITC (iodide) is used as a fluorescing dye.
- a 5.1 -g/1 solution in ethyl alcohol is taken in proportion giving a concentration of 0.8 wt. % w.r.t. PVB.
- the fluorescent composition has an absorption maximum at 640 nm and a fluorescence maximum at 680 nm.
- Example 2 A composition similar to that of Example 1, except that cyanine dye HITC (perchlorate) is used as a fluorescing dye. A 5.3-g/l solution in ethyl alcohol is taken in proportion giving a
- the fluorescent composition has an absorption maximum at 755 nm and a fluorescence maximum at 800 nm and is suitable for fluorescence reading by diode laser with an emission wavelength of 780 nm.
- methacrylate copolymer resin 2550 (Elvacite acrylic resins, DuPont) with a concentration of 7.5 g/1 is used as a film-forming polymer, and dioctyl
- phtalate with a concentration of 40 wt. % w.r.t. copolymer 2550 is used as a plastifier.
- Triton X-45 and Tinuvin 292 are not used. Using oxazine 1
- oxazine 1 as a fluorescent dye
- the adhesive is cured with UV light 11.
Landscapes
- Engineering & Computer Science (AREA)
- Manufacturing & Machinery (AREA)
- Optical Record Carriers And Manufacture Thereof (AREA)
- Manufacturing Optical Record Carriers (AREA)
- Thermal Transfer Or Thermal Recording In General (AREA)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US6438897P | 1997-11-07 | 1997-11-07 | |
US64388 | 1997-11-07 | ||
PCT/US1998/023625 WO1999024527A1 (en) | 1997-11-07 | 1998-11-06 | Fluorescent composition for the manufacture of cd-rom type optical memory disks |
Publications (2)
Publication Number | Publication Date |
---|---|
EP1036129A1 true EP1036129A1 (de) | 2000-09-20 |
EP1036129A4 EP1036129A4 (de) | 2000-12-27 |
Family
ID=22055623
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP98957623A Withdrawn EP1036129A4 (de) | 1997-11-07 | 1998-11-06 | Fluoreszenzzusammensetzung zur herstellung von optischen speicherplatten |
Country Status (4)
Country | Link |
---|---|
EP (1) | EP1036129A4 (de) |
JP (1) | JP2001522745A (de) |
AU (1) | AU1384099A (de) |
WO (1) | WO1999024527A1 (de) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US9275671B2 (en) | 2011-06-09 | 2016-03-01 | Case Western Reserve University | Optical information storage medium |
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EP1155409A1 (de) * | 1999-02-12 | 2001-11-21 | Trid Store IP, L.L.C. | Verfahren zur erhöhung des fluoreszenzsignals von optischen platten mit fluoreszenzlesen |
US7101655B1 (en) | 1999-02-12 | 2006-09-05 | D Data Inc. | Method for increasing fluorescent signal of optical disks with fluorescent reading and resultant discs |
IL129011A0 (en) * | 1999-03-16 | 2000-02-17 | Omd Devices L L C | Multi-layered optical information carriers with fluorescent reading and methods of their production |
WO2001003126A2 (en) | 1999-07-01 | 2001-01-11 | The Regents Of The University Of California | High density non-volatile memory device |
US6381169B1 (en) | 1999-07-01 | 2002-04-30 | The Regents Of The University Of California | High density non-volatile memory device |
IL135309A0 (en) * | 2000-03-28 | 2001-05-20 | Ortal Apert | Three-dimensional optical memory |
US6944115B2 (en) | 2000-09-29 | 2005-09-13 | General Electric Company | Colored data storage media |
WO2002077633A1 (en) | 2001-03-23 | 2002-10-03 | The Regents Of The University Of California | Open circuit potential amperometry and voltammetry |
US6475589B1 (en) | 2001-12-17 | 2002-11-05 | General Electric Company | Colored optical discs and methods for making the same |
US6728129B2 (en) | 2002-02-19 | 2004-04-27 | The Regents Of The University Of California | Multistate triple-decker dyads in three distinct architectures for information storage applications |
CN1754213A (zh) * | 2003-02-27 | 2006-03-29 | 皇家飞利浦电子股份有限公司 | 具有电致变色材料的多叠层荧光信息载体 |
WO2005008640A2 (en) * | 2003-07-22 | 2005-01-27 | Koninklijke Philips Electronics N.V. | Optical record carrier with ase active material, reading device and method for reading such optical record carrier |
US7125644B2 (en) * | 2003-08-11 | 2006-10-24 | Hewlett-Packard Development Company, L.P. | Systems and methods for storing data on an optical disk |
KR20060089222A (ko) * | 2003-09-30 | 2006-08-08 | 코닌클리케 필립스 일렉트로닉스 엔.브이. | 하이 콘트라스트 광학 정보매체 |
US7198834B2 (en) | 2005-03-22 | 2007-04-03 | Hewlett-Packard Development Company, L.P. | Imaging media including interference layer for generating human-readable marking on optical media |
US20080102526A1 (en) * | 2006-10-30 | 2008-05-01 | Sysmex Corporation | Reagent, reagent kit and analyzing method |
WO2011147857A1 (en) | 2010-05-25 | 2011-12-01 | Sicpa Holding Sa | Polymer-bonded perylene dyes and compositions containing same |
CN102286008B (zh) * | 2010-09-10 | 2013-09-25 | 郑州轻工业学院 | 氧杂蒽-9-羧酸镉配合物及其制备方法 |
AR086509A1 (es) | 2011-05-25 | 2013-12-18 | Sicpa Holding Sa | Tintes de quaterrileno y/o terrileno unidos a polimeros y composiciones que los contienen |
US11211091B2 (en) | 2011-06-09 | 2021-12-28 | Case Western Reserve University | Optical information storage medium |
CA2889690C (en) * | 2011-10-27 | 2018-01-02 | Chromatic Technologies, Inc. | Photochromic inks |
JP6093988B2 (ja) | 2011-11-10 | 2017-03-15 | シクパ ホルディング ソシエテ アノニムSicpa Holding Sa | 窒素含有置換基を有するポリマー結合多環式芳香族炭化水素 |
CA2853252A1 (en) | 2011-11-23 | 2013-05-30 | Sicpa Holding Sa | Polycyclic aromatic compounds containing an s atom or s(=0)2 group and their use as dyes |
KR102065717B1 (ko) | 2016-12-26 | 2020-01-13 | 주식회사 엘지화학 | 편광자 보호 필름, 이를 포함하는 편광판, 상기 편광판을 포함하는 액정 디스플레이 장치, 및 편광자 보호 필름용 코팅 조성물 |
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Publication number | Priority date | Publication date | Assignee | Title |
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JPS56152878A (en) * | 1980-04-28 | 1981-11-26 | Pilot Ink Co Ltd | Fluorescent ink for marking pen |
JPS6389384A (ja) * | 1986-10-03 | 1988-04-20 | Oike Ind Co Ltd | 蛍光性感熱転写媒体 |
JPS6487393A (en) * | 1987-09-30 | 1989-03-31 | Daicel Chem | Optical information recording medium |
JP2904434B2 (ja) * | 1988-08-12 | 1999-06-14 | パイオニア株式会社 | 光学式情報記録媒体及びその再生装置 |
JPH039882A (ja) * | 1989-06-06 | 1991-01-17 | Sanyo Chem Ind Ltd | 光情報記録媒体 |
DE4123211C1 (de) * | 1991-07-12 | 1993-02-11 | Ems-Togo Ag, Romanshorn, Ch | |
JPH0550757A (ja) * | 1991-08-27 | 1993-03-02 | Ricoh Co Ltd | 光記録方法 |
JP3032873B2 (ja) * | 1991-10-04 | 2000-04-17 | 株式会社サクラクレパス | スキンマーク用紫外線発色性インキ組成物 |
NO301144B1 (no) * | 1995-05-23 | 1997-09-15 | Opticom As | Optisk datalagring |
-
1998
- 1998-11-06 AU AU13840/99A patent/AU1384099A/en not_active Abandoned
- 1998-11-06 WO PCT/US1998/023625 patent/WO1999024527A1/en not_active Application Discontinuation
- 1998-11-06 EP EP98957623A patent/EP1036129A4/de not_active Withdrawn
- 1998-11-06 JP JP2000520526A patent/JP2001522745A/ja not_active Ceased
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US9275671B2 (en) | 2011-06-09 | 2016-03-01 | Case Western Reserve University | Optical information storage medium |
Also Published As
Publication number | Publication date |
---|---|
JP2001522745A (ja) | 2001-11-20 |
AU1384099A (en) | 1999-05-31 |
WO1999024527A1 (en) | 1999-05-20 |
EP1036129A4 (de) | 2000-12-27 |
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