EP1377976A2 - Optischer datenträger enthaltend in der informationsschicht einen merocyaninfarbstoff als lichtabsorbierende verbindung - Google Patents

Optischer datenträger enthaltend in der informationsschicht einen merocyaninfarbstoff als lichtabsorbierende verbindung

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Publication number
EP1377976A2
EP1377976A2 EP02730031A EP02730031A EP1377976A2 EP 1377976 A2 EP1377976 A2 EP 1377976A2 EP 02730031 A EP02730031 A EP 02730031A EP 02730031 A EP02730031 A EP 02730031A EP 1377976 A2 EP1377976 A2 EP 1377976A2
Authority
EP
European Patent Office
Prior art keywords
stands
propyl
butyl
methyl
ethyl
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Withdrawn
Application number
EP02730031A
Other languages
German (de)
English (en)
French (fr)
Inventor
Horst Berneth
Friedrich-Karl Bruder
Wilfried Haese
Rainer Hagen
Karin HASSENRÜCK
Serguei Kostromine
Peter Landenberger
Rafael Oser
Thomas Sommermann
Josef-Walter Stawitz
Thomas Bieringer
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Lanxess Deutschland GmbH
Original Assignee
Bayer Chemicals AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority claimed from DE10115227A external-priority patent/DE10115227A1/de
Priority claimed from DE10117464A external-priority patent/DE10117464A1/de
Application filed by Bayer Chemicals AG filed Critical Bayer Chemicals AG
Publication of EP1377976A2 publication Critical patent/EP1377976A2/de
Withdrawn legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D221/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
    • C07D221/02—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
    • C07D221/04—Ortho- or peri-condensed ring systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D217/00—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems
    • C07D217/12—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring
    • C07D217/14—Heterocyclic compounds containing isoquinoline or hydrogenated isoquinoline ring systems with radicals, substituted by hetero atoms, attached to carbon atoms of the nitrogen-containing ring other than aralkyl radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/04—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring
    • C07D311/06—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2
    • C07D311/08—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring
    • C07D311/12—Benzo[b]pyrans, not hydrogenated in the carbocyclic ring with oxygen or sulfur atoms directly attached in position 2 not hydrogenated in the hetero ring substituted in position 3 and unsubstituted in position 7
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D311/00—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02—Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
    • C07D311/78—Ring systems having three or more relevant rings
    • C07D311/80—Dibenzopyrans; Hydrogenated dibenzopyrans
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/04—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D455/00—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
    • C07D455/03—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
    • C07D455/04—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing a quinolizine ring system condensed with only one six-membered carbocyclic ring, e.g. julolidine
    • C—CHEMISTRY; METALLURGY
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    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
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    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic Table
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    • C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
    • C09B23/0091—Methine or polymethine dyes, e.g. cyanine dyes having only one heterocyclic ring at one end of the methine chain, e.g. hemicyamines, hemioxonol
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    • C09B23/02—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups
    • C09B23/04—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups one >CH- group, e.g. cyanines, isocyanines, pseudocyanines
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    • C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
    • C09B23/10—The polymethine chain containing an even number of >CH- groups
    • C09B23/105—The polymethine chain containing an even number of >CH- groups two >CH- groups
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    • C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
    • C09B23/16—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing hetero atoms
    • C09B23/162—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing hetero atoms only nitrogen atoms
    • C09B23/164—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing hetero atoms only nitrogen atoms containing one nitrogen atom
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    • 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
    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/0025—Monoazo dyes prepared by diazotising and coupling from diazotized amino heterocyclic compounds
    • C09B29/0029—Monoazo dyes prepared by diazotising and coupling from diazotized amino heterocyclic compounds the heterocyclic ring containing only nitrogen as heteroatom
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    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/0025—Monoazo dyes prepared by diazotising and coupling from diazotized amino heterocyclic compounds
    • C09B29/0074—Monoazo dyes prepared by diazotising and coupling from diazotized amino heterocyclic compounds the heterocyclic ring containing nitrogen and sulfur as heteroatoms
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    • C09B29/00—Monoazo dyes prepared by diazotising and coupling
    • C09B29/34—Monoazo dyes prepared by diazotising and coupling from other coupling components
    • C09B29/36—Monoazo dyes prepared by diazotising and coupling from other coupling components from heterocyclic compounds
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    • C09B44/00—Azo dyes containing onium groups
    • C09B44/10—Azo dyes containing onium groups containing cyclammonium groups attached to an azo group by a carbon atom of the ring system
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    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B47/00—Porphines; Azaporphines
    • C09B47/04—Phthalocyanines abbreviation: Pc
    • C09B47/045—Special non-pigmentary uses, e.g. catalyst, photosensitisers of phthalocyanine dyes or pigments
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    • C09B47/00—Porphines; Azaporphines
    • C09B47/04—Phthalocyanines abbreviation: Pc
    • C09B47/08—Preparation from other phthalocyanine compounds, e.g. cobaltphthalocyanineamine complex
    • C09B47/085—Preparation from other phthalocyanine compounds, e.g. cobaltphthalocyanineamine complex substituting the central metal atom
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    • C09B47/00—Porphines; Azaporphines
    • C09B47/04—Phthalocyanines abbreviation: Pc
    • C09B47/08—Preparation from other phthalocyanine compounds, e.g. cobaltphthalocyanineamine complex
    • C09B47/24—Obtaining compounds having —COOH or —SO3H radicals, or derivatives thereof, directly bound to the phthalocyanine radical
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    • C09K9/00—Tenebrescent materials, i.e. materials for which the range of wavelengths for energy absorption is changed as a result of excitation by some form of energy
    • C09K9/02—Organic tenebrescent materials
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    • 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
    • G11B7/258—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 reflective layers
    • G11B7/2595—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 reflective layers based on gold

Definitions

  • Optical data carrier containing a merocyanine dye in the information layer as a light-absorbing compound
  • the invention relates to a write-once optical data carrier which contains a merocyanine dye in the information layer as a light-absorbing compound, and to a process for its production.
  • the write-once optical data carriers using special light-absorbing substances or their mixtures are particularly suitable for use with high-density writable optical data storage media that are marked with blue ones
  • Laser diodes in particular GaN or SHG laser diodes (360 - 460 am) work and / or for use with DVD-R or CD-R discs that work with red (635 - 660 nm) or infrared (780 - 830 nm) laser diodes , and the application of the above-mentioned dyes to a polymer substrate, in particular polycarbonate, by spin coating or vapor deposition.
  • the storage density can be increased by using shorter-wave laser radiation (635 to 660 nm) and a higher numerical aperture NA.
  • the recordable format in this case is the DVD-R.
  • NA is the numerical aperture of the objective lens used. To receive one The highest possible storage density should be aimed at using the smallest possible wavelength ⁇ . 390 nm are currently possible on the basis of semiconductor laser diodes.
  • the patent literature describes dye-based writable optical data memories which are equally suitable for CD-R and DVD-R systems (JP-A 11 043 481 and JP-A 10 181 206).
  • JP-A 11 043 481 and JP-A 10 181 206 For a high reflectivity and a high modulation level of the readout signal, as well as for a sufficient sensitivity when writing, use is made of the fact that the IR wavelength 780 nm of the CD-R lies at the foot of the long-wave flank of the absorption peak of the dye.
  • the red wavelength 635 nm or 650 nm of the DVD-R lies at the foot of the short-wave flank of the absorption peak of the dye.
  • the writable information layer made of light-absorbing organic substances must have a morphology which is as amorphous as possible in order to keep the noise signal as small as possible when writing or reading.
  • the substances are applied by spin coating from a solution, by vapor deposition and / or sublimation, subsequent crystallization of the light-absorbing substances with metallic or dielectric layers in vacuum is prevented.
  • the amorphous layer of light-absorbing substances should preferably have a high heat resistance, since otherwise further layers of organic or inorganic material, which are applied to the light-absorbing information layer by sputtering or vapor deposition, are blurred by diffusion
  • An excessively high vapor pressure of a light-absorbing substance can sublimate the above-mentioned sputtering or vapor deposition of further layers in a high vacuum and thus reduce the desired layer thickness. This in turn leads to a negative influence on the reflectivity.
  • the object of the invention is therefore to provide suitable compounds that meet the high requirements (such as light stability, favorable signal-to-noise ratio, damage-free application to the substrate material, etc.) for use in the information layer in a write-once optical data carrier, in particular for high-density recordable optical media Meet data storage formats in a laser wavelength range from 340 to 830 nm.
  • the invention therefore relates to an optical data carrier, comprising a preferably transparent substrate, optionally already coated with one or more reflection layers, on the surface of which an information layer which can be written on with light, optionally one or more reflection layers and optionally a protective layer or a further substrate or a covering layer are applied, which can be written and read with blue, red or infrared light, preferably laser light, the information layer containing a light-absorbing compound and optionally a binder, characterized in that at least one merocyanine dye is used as the light-absorbing compound.
  • the light-absorbing compound should preferably be thermally changeable.
  • the thermal change preferably takes place at a temperature ⁇ 600 ° C., particularly preferably at a temperature ⁇ 400 ° C., very particularly preferably at a temperature ⁇ 300 ° C., in particular ⁇ 200 ° C.
  • a change can be, for example, a decomposition or chemical change in the chromophoric center of the light-absorbing compound.
  • a merocyanine dye of the formula is preferred
  • X 1 for CN, CO-R 1 , COO-R 2 , CONHR 3 , CONR 3 R 4 or SO 2 R ! stands, X 2 is hydrogen, C ⁇ - to C 6 -alkyl, C 6 - to C ⁇ 0 aryl, a five or six membered heterocyclic radical, CN, CO-R 1 COO-R 2, CONHR 3, CONR 3 R 4 , SO 2 R 1 or a rest of the formulas
  • X represents N or CH
  • X 4 represents O, S, N, NR 6 or CH, where X 3 and X 4 do not simultaneously represent CH, X 5 represents O, S or NR 6 ,
  • X 6 represents O, S, N, NR 6 , CH or CH 2 ,
  • the ring D together with the N atom represents a hydrogenated five- or six-membered heterocyclic ring which can contain 1 to 4 heteroatoms and / or can be substituted by nonionic or ionic radicals,
  • the ring E together with the N atom represents an aromatic, quasi-aromatic or partially hydrogenated five- or six-membered heterocyclic ring which Can contain 1 to 4 heteroatoms and / or can contain benzene or naphthane and / or can be substituted by nonionic or ionic radicals,
  • Y l represents N or CR 7 ,
  • Y 2 represents N or CR 8 ,
  • R ° represents Cr to C 6 alkyl or C 7 to C 15 aralkyl
  • R 1 to R 6 and R 5 ' independently of one another are hydrogen, C to C 6 alkyl, C 3 to C 6 alkenyl, C 5 to C 7 cycloalkyl, C 6 to Cio-aryl or C 7 - to C 15 aralkyl,
  • R 7 and R 8 independently of one another represent hydrogen, cyano or Cr to C 6 alkyl or
  • R 6 and R 8 together represent a - (CH2) 2 - or - ⁇ CH 2 ) 3 bridge
  • R 9 and R 10 independently of one another represent Cr to C 6 alkyl, C 6 to o-aryl, a five- or six-membered heterocyclic radical or C 7 to C 15 aralkyl or
  • NR 9 R 10 can form a five- or six-membered ring and
  • n 1 or 2.
  • nonionic radicals are Cr to C 4 alkyl, Cr to C 4 alkoxy, halogen, cyano, nitro, Cr to C 4 alkoxycarbonyl, Cr to C 4 alkylthio, phenyl, Pyridyl, Cr to C 4 alkanoylamino, benzoylamino, mono- or di-Cr to C - alkylamino, pyrrolidino, piperidino, piperazino or morpholino in question.
  • Suitable ionic residues are, for example, ammonium residues or COO " or SO 3 " residues5, which can be attached via a direct bond or via - (CH 2 ) n -, where n is an integer from 1 to 6.
  • Alkyl, alkoxy, aryl and heterocyclic radicals can optionally carry further radicals such as alkyl, halogen, nitro, cyano, CO-NH 2 , alkoxy, trialkylsilyl, trialkylsiloxy or phenyl, the alkyl and alkoxy radicals can be straight-chain or branched , the alkyl radicals can be partially or perhalogenated, the alkyl and alkoxy radicals can be ethoxylated or propoxylated or silylated, adjacent alkyl and / or alkoxy radicals on aryl or heterocyclic radicals can together form a three- or four-membered bridge and the heterocyclic radicals can be fused to benzene and / or be quaternized.
  • further radicals such as alkyl, halogen, nitro, cyano, CO-NH 2 , alkoxy, trialkylsilyl, trialkylsiloxy or phenyl, the alkyl and
  • Alkyl-NC 6 - bis-arylamino, pyrrolidino, morpholino or piperidino may be substituted, and
  • the merocyanines used are those of the formula (VI)
  • X 2 represents hydrogen, methyl, ethyl, phenyl, 2- or 4-pyridyl, thiazol-2yl, benzthiazol-2-yl, benzoxazol-2-yl, CN, CO-R 1 , COO-R 2 or a residue of
  • X 3 represents CH
  • X 4 represents O, S or NR 6 ,
  • the ring B of the formula (II) represents furan-2-yl, thiophen-2-yl, pyrrol-2-yl or thiazol-5-yl, where the rings mentioned are each represented by methyl, ethyl, propyl, butyl, methoxy, Ethoxy, fluorine, chlorine, bromine, cyano, nitro, methoxycarbonyl, ethoxycarbonyl, methylthio, ethylthio, phenoxy, tolyloxy,
  • Y 1 represents N or CR 7 ,
  • R 1 , R 2 , R 5 and R 6 independently of one another represent hydrogen, methyl, ethyl, propyl, butyl, pentyl, hexyl, phenyl or benzyl and
  • R 5 additionally stands for - (CH 2 ) 3 -N (CH 3 ) 2 or - (CH 2 ) 3 -N + (CH 3 ) 3
  • An " , R> 5 ' represents methyl, ethyl, propyl, butyl, pentyl, hexyl, phenyl or benzyl and
  • R represents hydrogen or cyano.
  • the merocyanines used are those of the formula (VII)
  • X 1 represents CN, CO-R 1 , COO-R 2 or SO ⁇ 1 ,
  • X 2 represents hydrogen, methyl, ethyl, phenyl, 2- or 4-pyridyl, thiazol-2yl, benzthiazol-2-yl, benzoxazol-2-yl, CN, CO-R 1 , COO-R 2 or a residue of
  • M + stands for a cation
  • X 5 stands for NR 6 .
  • X 6 represents S, NR 6 or CH 2 ,
  • Y 2 -Y 1 stands for NN or (CR 8 ) - (CR 7 ),
  • R 1 , R 2 , R 5 and R 6 independently of one another represent hydrogen, methyl, ethyl, propyl, butyl, pentyl, hexyl, phenyl or benzyl and
  • R 5 additionally stands for - (CH 2 ) 3 -N (CH 3 ) 2 or - (CH 2 ) 3 -N + (CH 3 ) 3 An " ,
  • R 5 represents methyl, ethyl, propyl, butyl, pentyl, hexyl, phenyl or benzyl,
  • the merocyanines used are those of the formula (VIII) (VIII), wherein
  • X 1 represents CN, CO-R 1 , COO-R 2 or SO2R 1 ,
  • X 2 represents hydrogen, methyl, ethyl, phenyl, 2- or 4-pyridyl, thiazol-2yl, benzothiazol-2-yl, benzoxazol-2-yl, CN, CO-R 1 , COO-R 2 or a radical of the formulas
  • M + stands for a cation
  • NR 9 R 10 for dimethylamino, diethylamino, dipropylamino, dibutylamino, N-methyl-N-phenylamino, N-ethyl-N-phenylamino, N-methyl-N-tolylamino, N-methyl-N-anisylamino, carbazolo, pyrrolidino, piperidino or morpholino stands,
  • Y 1 represents N or CR 7 ,
  • R 1 , R 2 , R 5 and R 6 independently of one another represent hydrogen, methyl, ethyl, propyl, butyl, pentyl, hexyl, phenyl or benzyl and
  • R 5 additionally stands for - (CH 2 ) 3 -N (CH 3 ) 2 or - (CH 2 ) 3 -N + (CH 3 ) 3 An " ,
  • R 5 ' represents methyl, ethyl, propyl, butyl, pentyl, hexyl, phenyl or benzyl
  • R 7 represents hydrogen
  • n 0 or 1.
  • All monovalent anions or an equivalent of a polyvalent anion can be considered as anions An " . They are preferably colorless anions.
  • Suitable anions are, for example, chloride, bromide, iodide, tetrafluoroborate,
  • Bromide, iodide, tetrafluoroborate, perchlorate, methanesulfonate, benzenesulfonate, toluenesulfonate, dodecylbenzenesulfonate, tetradecanesulfonate are preferred.
  • Tetramethylammonium, tetraethylammonium, tetrabutylammonium are preferred.
  • a write-once optical data carrier which is written and read with the light of a blue laser
  • Extinction value at ⁇ max ⁇ preferably not more than 50 nm apart.
  • Such a merocyanine dye preferably has no longer wavelength maximum ⁇ max2 up to a wavelength of 500 nm, particularly preferably up to 550 nm, very particularly preferably up to 600 nm.
  • Merocyanine dyes with an absorption maximum ⁇ ma ⁇ of 345 to 400 nm are preferred.
  • Merocyanine dyes with an absorption maximum ⁇ maxl of 350 to 380 nm are particularly preferred.
  • the merocyamine dyes ⁇ 2 and ⁇ / 10 are preferably not more than 40 nm apart, more preferably not more than 30 nm apart, very particularly preferably not more than 20 nm apart.
  • a write-once optical data carrier which is written and read with the light of a blue laser
  • Extinction value at ⁇ max2 preferably not more than 50 nm apart.
  • Such a merocyanine dye preferably has no shorter-wave maximum ⁇ maxl up to a wavelength of 350 nm, particularly preferably up to 320 nm, very particularly preferably up to 290 nm.
  • Merocyanine dyes with an absorption maximum ⁇ maX 2 of 410 to 530 nm are preferred.
  • Merocyanine dyes with an absorption maximum ⁇ maX2 of 420 to 510 nm are particularly preferred.
  • Merocyanine dyes with an absorption maximum ⁇ maX2 of 430 to 500 nm are very particularly preferred.
  • the merocyanine dyes ⁇ m and ⁇ , as defined above, are preferably not more than 40 nm apart, more preferably not more than 30 nm apart, very particularly preferably not more than 20 nm apart.
  • a write-once optical data medium which is written and read with the light of a red laser
  • the wavelength yi at which the extinction in the long-wave edge of the absorption maximum of the wavelength ⁇ max2 is one-tenth of the absorbance value at ⁇ max2 preferably in each case are no more than 50 nm apart.
  • Such a merocyanine dye preferably has no longer wavelength maximum ⁇ max3 up to a wavelength of 750 nm, particularly preferably up to 800 nm, very particularly preferably up to 850 nm.
  • Merocyanine dyes with an absorption maximum ⁇ m ax2 of 550 to 620 nm are particularly preferred.
  • Merocyanine dyes with an absorption maximum ⁇ max2 of 580 to 610 nm are very particularly preferred.
  • the merocyanine dyes ⁇ and ⁇ / 10 are preferably not more than 40 nm apart, more preferably not more than 30 nm apart, very particularly preferably not more than 20 nm apart.
  • a write-once optical data carrier according to the invention which is written and read with the light of an infrared laser, preference is given to those merocyanine dyes whose absorption maximum ⁇ max3 is in the range from 650 to 810 nm, the wavelength ⁇ at which the absorbance in the long-wave
  • Flank of the absorption maximum of the wavelength ⁇ max is half of the extinction value at ⁇ max , and the wavelength ⁇ / ⁇ o at which the extinction in the long-wave flank of the absorption maximum of the wavelength ⁇ max3 is one-tenth of the absorbance value at ⁇ max3 , preferably not in each case are more than 50 nm apart.
  • Merocyanine dyes with an absorption maximum ⁇ ma 3 of 660 to 790 nm are preferred.
  • Merocyanine dyes with an absorption maximum ⁇ max3 of 670 to 760 nm are particularly preferred.
  • Merocyanine dyes with an absorption maximum ⁇ max3 of 680 to 740 nm are very particularly preferred.
  • ⁇ ⁇ a and ⁇ ! / 10 are preferably not more than 40 nm apart, particularly preferably not more than 30 nm apart, very particularly preferably not more than 20 nm apart.
  • the merocyanine dyes have a molar extinction coefficient ⁇ > 40,000 l / mol cm, preferably> 60,000 l / mol cm, particularly preferably> 80,000 l / mol cm, very particularly preferably> 100,000 1 / mol cm.
  • a method for determining such a dipole moment change ⁇ is described, for example, in F. Würthner et al., Angew. Chem. 1997, 109, 2933 and in the literature cited therein.
  • Low solvatochromism (dioxane / DMF) is also a suitable selection criterion.
  • X rl 1 ö U l 1 stands for O or S
  • X rl ⁇ 0 ⁇ 2 / stands for N or CR 1 1 0 W 4
  • R 101 and R 102 independently of one another represent methyl, ethyl, propyl, butyl, pentyl, hexyl, cyclohexyl, benzyl or phenyl and R 101 additionally represents hydrogen or
  • NR 101 R 102 stands for pyrrolidino, piperidino or Mo ⁇ holino
  • R 103 represents hydrogen, methyl, ethyl, propyl, butyl, pentyl, hexyl, cyclohexyl, phenyl, tolyl, methoxyphenyl, thienyl, chlorine or NR 101 R 102 ,
  • R 104 represents hydrogen, methyl, ethyl, phenyl, chlorine, cyano, formyl or a radical of the formula
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • R 104 preferably represents hydrogen or cyano.
  • X 101 stands for O or S
  • R 101 and R 102 independently of one another represent methyl, ethyl, propyl, butyl, pentyl, hexyl, cyclohexyl, benzyl or phenyl and R 101 additionally represents
  • NR 101 R 102 stands for pyrrolidino, piperidino or Mo ⁇ holino
  • R 103 for hydrogen, methyl, ethyl, propyl, butyl, pentyl, hexyl, cyclohexyl,
  • R 104 represents hydrogen, methyl, ethyl, phenyl, chlorine, cyano, formyl or a radical of the formula stands,
  • Y Wl stands for N or CH
  • R 106 represents hydrogen, methyl, ethyl, propyl, butyl, trifluoromethyl, cyano, methoxycarbonyl, ethoxycarbonyl, cyclohexyl or phenyl,
  • R 104 preferably represents hydrogen or cyano.
  • Y 1 is preferably CH.
  • X 101 stands for O or S
  • X 102 stands for N or CR 104 ,
  • R 101 and R 102 independently of one another represent methyl, ethyl, propyl, butyl, pentyl, hexyl, cyclohexyl, benzyl or phenyl and R 101 additionally represents hydrogen or
  • NR , 01 R 102 stands for pyrrolidino, piperidino or Mo ⁇ holino,
  • R 103 represents hydrogen, methyl, ethyl, propyl, butyl, pentyl, hexyl, cyclohexyl, phenyl, tolyl, methoxyphenyl, thienyl, chlorine or NR 101 R 102 ,
  • R 104 represents hydrogen, methyl, ethyl, phenyl, chlorine, cyano, formyl or a radical of the formula stands,
  • Y rl' ⁇ ⁇ l ⁇ stands for N or CH
  • X rl03 represents cyano, acetyl, methoxycarbonyl or ethoxycarbonyl
  • R 115 and R 116 independently of one another represent hydrogen, methyl, cyano or 2- or 4-pyridyl and
  • R 104 preferably represents hydrogen or cyano.
  • Y 1 is preferably CH.
  • CX 103 X 104 preferably represents a radical of the formulas
  • X 105 stands for S or CR ⁇ R 111 ,
  • R 108 represents methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, methoxyethyl, methoxypropyl, cyanoethyl, hydroxyethyl, acetoxyethyl, chloroethyl, cyclohexyl, benzyl or phenethyl,
  • R 109 represents hydrogen, methyl, ethyl, methoxy, ethoxy, cyano, chlorine, trifluoromethyl, trifluoromethoxy, methoxycarbonyl or ethoxycarbonyl,
  • R 110 and R 111 independently of one another represent methyl or ethyl or CR il lOn Rl llc for a bivalent radical of the formula
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • X 105 is preferably C (CH 3 ) 2 .
  • X 105 stands for S or CR 1 TM R lu ,
  • R 108 for methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, methoxyethyl, methoxypropyl, cyanoethyl, hydroxyethyl, acetoxyethyl, chloroethyl,
  • R 109 represents hydrogen, methyl, ethyl, methoxy, ethoxy, cyano, chlorine, trifluoromethyl, trifluoromethoxy, methoxycarbonyl or ethoxycarbonyl, R, 1 1 1 ⁇ 0 ⁇ . and R, 1 1 1 '1' independently of one another represent methyl or ethyl or
  • Y rl 1 Ol represents N or CH
  • R 105 for hydrogen, methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, methoxyethyl, methoxypropyl, cyanoethyl, hydroxyethyl, acetoxyethyl, chloroethyl, cyclohexyl, phenyl, tolyl, methoxyphenyl or
  • R 106 represents hydrogen, methyl, ethyl, propyl, butyl, trifluoromethyl, cyano, methoxycarbonyl, ethoxycarbonyl, cyclohexyl or phenyl,
  • X 105 is preferably C (CH 3 ) 2 .
  • Y 1 is preferably CH.
  • CX 103 X 104 preferably represents a radical of the formula (CIX), in which R 107 represents a radical of the formulas
  • X 105 stands for S or CR 110 R m ,
  • R 108 represents methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, methoxyethyl, methoxypropyl, cyanoethyl, hydroxyethyl, acetoxyethyl, chloroethyl, cyclohexyl, benzyl or phenethyl,
  • R 109 represents hydrogen, methyl, ethyl, methoxy, ethoxy, cyano, chlorine, trifluoromethyl, trifluoromethoxy, methoxycarbonyl or ethoxycarbonyl,
  • R uo and R 111 independently of one another represent methyl or ethyl or CR 110 R 1U for a bivalent radical of the formula
  • Yl'O ⁇ l ⁇ stands for N or CH
  • X rl03 represents cyano, acetyl, methoxycarbonyl or ethoxycarbonyl
  • R 115 and R 116 independently of one another represent hydrogen, methyl, cyano or 2- or 4-pyridyl and
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • X 105 is preferably C (CH 3 ) 2 .
  • Y 1 is preferably CH.
  • CX 103 X 104 preferably represents a radical of the formulas
  • CX 103 X 104 particularly preferably represents a radical of the formulas (CXXVIII) to (CXXX).
  • Merocyanines which are also very particularly preferred in the context of the invention are those of the formula
  • R 112 represents methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, methoxyethyl, methoxypropyl, cyanoethyl, hydroxyethyl, acetoxyethyl, chloroethyl, cyclohexyl, benzyl or phenethyl,
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • R 112 for methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, methoxyethyl, methoxypropyl, cyanoethyl, hydroxyethyl, acetoxyethyl, chloroethyl,
  • Y rl'O ⁇ l ⁇ stands for N or CH
  • R 106 for hydrogen, methyl, ethyl, propyl, butyl, trifluoromethyl, cyano,
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • Y 1 is preferably CH.
  • Merocyanines which are also particularly preferred for the purposes of the invention are those of the formula
  • Y rl ⁇ O ⁇ l i stands for N or CH
  • X rl03 represents cyano, acetyl, methoxycarbonyl or ethoxycarbonyl
  • R 115 and R 116 independently of one another represent hydrogen, methyl, cyano or 2- or 4-pyridyl and
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • Y 1 is preferably CH.
  • CX 103 X 104 preferably represents a radical of the formulas
  • R 115 and R 116 independently of one another represent methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, phenyl, benzyl or phenethyl or
  • NR, 115r R> 116 represents pyrrolidino, piperidino or Mo ⁇ holino
  • R ⁇ ° represents hydrogen, methyl, ethyl, propyl, butyl, trifluoromethyl, cyano, methoxycarbonyl, ethoxycarbonyl, cyclohexyl or phenyl,
  • n 1 or 2
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • N is preferably 2.
  • CX 103 X 104 is preferably a radical of the formula (CIX), in which R 107 is a radical of the formulas (CXII) or (CXffl).
  • R 115 and R 116 independently of one another represent methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, phenyl, benzyl or phenethyl or
  • X 103 represents cyano, acetyl, methoxycarbonyl or ethoxycarbonyl, X 104 for 2-, 3- or 4-pyridyl, thiazol-2-yl, benzthiazol-2-yl, oxazol-2-yl, benzoxazol-2-yl, benzimidazol-2-yl, N-methyl- or N- Ethylbenzimidazol-2-yl or for a radical of the formulas
  • R 115 and R 116 independently of one another represent hydrogen, methyl, cyano or 2- or 4-pyridyl and
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • N is preferably 2.
  • CX , 03 X 104 is a radical of the formulas
  • CX 103 X 104 particularly preferably represents a radical of the formulas (CXXVIII) to (CXXX).
  • X rl ' 0 ⁇ 5 D represents O, S or CH 2 ,
  • R 108 represents methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, methoxyethyl, methoxypropyl, cyanoethyl, hydroxyethyl, acetoxyethyl, chloroethyl, cyclohexyl, benzyl or phenethyl,
  • Y 101 represents N or CH
  • R, 1 ⁇ 0 ⁇ 6 o represents hydrogen, methyl, ethyl, propyl, butyl, trifluoromethyl, cyano, methoxycarbonyl, ethoxycarbonyl, cyclohexyl or phenyl, R 107 for cyano, methoxycarbonyl, ethoxycarbonyl, -CH 2 SO 3 " M + or a radical of the formulas
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • X 105 is preferably S or CH 2 .
  • Y 1 is preferably CH.
  • c ⁇ i03 i04 ⁇ ⁇ is a radical of formula (CI ⁇ ) 5 wor i n R 107 FLIR a radical of the formulas
  • R, 1 w 0S represents methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, methoxyethyl, methoxypropyl, cyanoethyl, hydroxyethyl, acetoxyethyl, chloroethyl, cyclohexyl, benzyl or phenethyl,
  • Y rl l O l l u is N or CH
  • X r! 03 represents cyano, acetyl, methoxycarbonyl or ethoxycarbonyl
  • R 115 and R 116 independently of one another represent hydrogen, methyl, cyano or 2- or 4-pyridyl and
  • X 105 is preferably S or CH 2 .
  • Y 1 is preferably CH.
  • CX 103 X 104 preferably represents a radical of the formulas
  • CX 103 X 104 particularly preferably represents a radical of the formulas (CXXVIII) to (CXXX).
  • X 104 preferably represents a ring of the formulas (CV), (CVII), ( CIX) or (CXXII) or for a remainder of the formulas (CXXVi ⁇ ) to (CXXX).
  • Another object of the invention are merocyanines of the formula
  • O ⁇ l ⁇ stands for O or S
  • X 102 stands for CH
  • R 101 and R 102 independently of one another for methyl, ethyl, propyl, butyl, pentyl,
  • R 101 is additionally hydrogen or
  • NR 101 R 102 stands for pyrrolidino, piperidino or Mo ⁇ holino
  • R 103 represents hydrogen
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • Another object of the invention are merocyanines of the formula
  • R. 101 additionally stands for hydrogen or
  • R 103 represents hydrogen or phenyl
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • Another object of the invention are merocyanines of the formula
  • X 105 is C (CH 3 ) 2 ,
  • R 108 represents propyl, butyl, pentyl, hexyl, heptyl, octyl, methoxyethyl, methoxypropyl, cyanoethyl, hydroxyethyl, acetoxyethyl, chloroethyl, cyclohexyl, benzyl or phenethyl,
  • R 109 represents methyl, ethyl, methoxy, ethoxy, cyano, chlorine, trifluoromethyl, trifluoromethoxy or ethoxycarbonyl,
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • Another object of the invention are merocyanines of the formula
  • X 101 stands for O or S
  • X 102 stands for N or CR 104 ,
  • R and R independently of one another represent methyl, ethyl, propyl, butyl, pentyl, hexyl, cyclohexyl, benzyl or phenyl and R 101 additionally represents hydrogen or
  • NR 101 R 102 stands for pyrrolidino, piperidino or Mo ⁇ holino
  • R 103 represents hydrogen or phenyl
  • R 104 represents hydrogen or cyano
  • Y 101 stands for CH
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • Another object of the invention are merocyanines of the formula
  • X 101 stands for O or S
  • X 102 stands for N or CR 104 ,
  • R 101 and R 102 independently of one another represent methyl, ethyl, propyl, butyl, pentyl, hexyl, cyclohexyl, benzyl or phenyl and R 101 additionally represents hydrogen or
  • NR 101 R 102 stands for pyrrolidino, piperidino or Mo ⁇ holino
  • R 103 represents hydrogen, methyl, ethyl, propyl, butyl, pentyl, hexyl, cyclohexyl, phenyl, tolyl, methoxyphenyl, thienyl, chlorine or NR 101 R 102 ,
  • R 104 represents hydrogen, methyl, ethyl, phenyl, chlorine, cyano, formyl or a radical of the formula stands,
  • Y rl ⁇ O ⁇ l ⁇ stands for N or CH
  • R 105 for hydrogen, methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl,
  • Methoxyethyl methoxypropyl, cyanoethyl, hydroxyethyl, acetoxyethyl, chloroethyl, cyclohexyl, phenyl, tolyl, methoxyphenyl or a balance of the
  • R 106 represents hydrogen, methyl, ethyl, propyl, butyl, trifluoromethyl, cyano, methoxycarbonyl, ethoxycarbonyl, cyclohexyl or phenyl,
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • Another object of the invention are merocyanines of the formula
  • X 101 stands for O or S
  • X 102 stands for CR 104 ,
  • R 101 and R 102 independently of one another represent methyl, ethyl, propyl, cyclohexyl, benzyl or phenyl and R 101 additionally represents hydrogen or
  • R 103 represents hydrogen, methyl or ethyl
  • R 104 represents hydrogen, methyl or ethyl
  • Y 101 stands for CH
  • R 106 represents methyl, ethyl, propyl or butyl
  • R 107 represents cyano, methoxycarbonyl or ethoxycarbonyl
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • Another object of the invention are merocyanines of the formula
  • X 101 stands for O or S
  • X 102 stands for N or CR 104 ,
  • R 101 and R 102 independently of one another represent methyl, ethyl, propyl, butyl, pentyl, hexyl, cyclohexyl, benzyl or phenyl and R 101 additionally represents hydrogen or
  • NR 101 R 102 stands for pyrrolidino, piperidino or Mo ⁇ holino
  • R 103 represents hydrogen, methyl, ethyl, propyl, butyl, pentyl, hexyl, cyclohexyl, phenyl, tolyl, methoxyphenyl, thienyl, chlorine or NR 101 R 102 ,
  • R 104 represents hydrogen, methyl, ethyl, phenyl, chlorine, cyano, formyl or a radical of the formula stands,
  • Y 101 represents N or CH
  • R ⁇ ° represents cyano, methoxycarbonyl or ethoxycarbonyl
  • R 107 represents cyano, methoxycarbonyl or ethoxycarbonyl
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • Another object of the invention are merocyanines of the formula
  • X 101 stands for O or S
  • R 101 and R 102 independently of one another represent propyl, butyl, pentyl, hexyl, cyclohexyl, benzyl or phenyl and R 101 additionally represents hydrogen or
  • NR 101 R 102 stands for pyrrolidino, piperidino or Mo ⁇ holino
  • R 103 represents hydrogen or phenyl
  • R 104 represents hydrogen or cyano
  • Y 101 stands for CH
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • Another object of the invention are merocyanines of the formula
  • X rl'O ⁇ l ⁇ stands for O or S
  • X lüi stands for N or CR 104 .
  • R 101 and R 102 independently of one another represent propyl, butyl, pentyl, hexyl, cyclohexyl, benzyl or phenyl and R 01 additionally represents hydrogen or
  • NR 10I R 102 stands for pyrrolidino, piperidino or Mo ⁇ holino
  • R 103 represents hydrogen or phenyl
  • R, 1 ⁇ 0 m 4 represents hydrogen or cyano
  • Y rl ⁇ O ⁇ l ⁇ stands for CH
  • R, 1 ⁇ 0 ⁇ 5 > for propyl, butyl, pentyl, hexyl, heptyl, octyl, methoxyethyl, methoxypropyl, cyanoethyl, hydroxyethyl, acetoxyethyl, chloroethyl, cyclohexyl, phenyl, tolyl, methoxyphenyl, - (CH 2 ) 3 -N (CH 3 ) 2, - (CH 2 ) 3 - N * (CH 3 On " or
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • Another object of the invention are merocyanines of the formula
  • X 101 stands for O or S
  • X 102 stands for N or CR 104 ,
  • R 101 and R 102 independently of one another represent methyl, ethyl, propyl, butyl, pentyl, hexyl, cyclohexyl, benzyl or phenyl and R 101 additionally represents hydrogen or
  • R 103 represents hydrogen, methyl, ethyl, propyl, butyl, pentyl, hexyl, cyclohexyl, phenyl, tolyl, methoxyphenyl, thienyl, chlorine or NR 101 R 102 ,
  • R, 104 for hydrogen, methyl, ethyl, phenyl, chlorine, cyano, formyl or a radical of the formula stands,
  • Y rl ⁇ O ⁇ l ⁇ stands for N or CH
  • R 105 represents hydrogen, methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, methoxyethyl, methoxypropyl, cyanoethyl, hydroxyethyl, acetoxyethyl, chloroethyl, cyclohexyl, phenyl, tolyl or methoxyphenyl,
  • R 106 represents hydrogen, methyl, ethyl, propyl, butyl, trifluoromethyl, cyano, methoxycarbonyl, ethoxycarbonyl, cyclohexyl or phenyl,
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • Another object of the invention are merocyanines of the formula
  • X rl'O "l 1 represents O or S
  • X 102 stands for N or CR 104 ,
  • R 101 and R 102 independently of one another are methyl, ethyl, propyl, butyl, pentyl,
  • R 101 is additionally hydrogen or
  • NR lül R ⁇ 2 stands for pyrrolidino, piperidino or Mo ⁇ holino
  • R 103 represents hydrogen, methyl, ethyl, propyl, butyl, pentyl, hexyl, cyclohexyl, phenyl, tolyl, methoxyphenyl, thienyl, chlorine or NR i0, R 102 ,
  • R 104 represents hydrogen, methyl, ethyl, phenyl, chlorine, cyano, formyl or a radical of the formula
  • X 103 represents cyano, methoxycarbonyl or ethoxycarbonyl
  • X 104 represents benzthiazol-2-yl, benzoxazol-2-yl or 2- or 4-pyridyl,
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • Another object of the invention are merocyanines of the formula
  • X 101 stands for O or S
  • X 102 stands for N or CR 104 , R 101 and R 102 independently of one another represent methyl, ethyl, propyl, butyl, pentyl, hexyl, cyclohexyl, benzyl or phenyl and R 101 additionally represents hydrogen or
  • NR 101 R 102 stands for pyrrolidino, piperidino or Mo ⁇ holino
  • R 103 represents hydrogen, methyl, ethyl, propyl, butyl, pentyl, hexyl, cyclohexyl, phenyl, tolyl, methoxyphenyl, thienyl, chlorine or NR 101 R 102 ,
  • R 104 represents hydrogen, methyl, ethyl, phenyl, chlorine, cyano, formyl or a radical of the formula
  • Y rl ⁇ O ⁇ l ⁇ stands for N or CH
  • one of the radicals R 115 and R 116 represents hydrogen, methyl, cyano or 2- or 4-pyridyl and the other represents hydrogen, and An "stands for an anion,
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • Another object of the invention are merocyanines of the formula of the formula
  • R 108 for methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, methoxyethyl,
  • Methoxypropyl cyanoethyl, hydroxyethyl, acetoxyethyl, chloroethyl, cyclohexyl, benzyl or phenethyl,
  • R 109 represents hydrogen, methyl, ethyl, methoxy, ethoxy, cyano, chlorine, trifluoromethyl, trifluoromethoxy, methoxycarbonyl or ethoxycarbonyl,
  • Y 101 stands for CH
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • Another object of the invention are merocyanines of the formula of the formula
  • R, 1 ⁇ 0 ⁇ 8 * represents methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, methoxyethyl, methoxypropyl, cyanoethyl, hydroxyethyl, acetoxyethyl, chloroethyl, cyclohexyl, benzyl or phenethyl,
  • R 109 for hydrogen, methyl, ethyl, methoxy, ethoxy, cyan, chlorine,
  • Trifluoromethyl, trifluoromethoxy, methoxycarbonyl or ethoxycarbonyl, lOl stands for CH
  • R 105 for hydrogen, methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl,
  • Methoxyethyl methoxypropyl, cyanoethyl, hydroxyethyl, acetoxyethyl, chloroethyl, cyclohexyl, phenyl, tolyl, methoxyphenyl or
  • R 106 represents hydrogen, methyl, ethyl, propyl, butyl, trifluoromethyl, cyano, methoxycarbonyl, ethoxycarbonyl, cyclohexyl or phenyl,
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • Another object of the invention are merocyanines of the formula of the formula
  • R 109 represents hydrogen, methyl, ethyl, methoxy, ethoxy, cyano, chlorine, trifluoromethyl, trifluoromethoxy, methoxycarbonyl or ethoxycarbonyl,
  • Y 101 stands for CH
  • R 105 for hydrogen, methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, methoxyethyl, methoxypropyl, cyanoethyl, hydroxyethyl, acetoxyethyl, chloroethyl, cyclohexyl, phenyl, tolyl, methoxyphenyl or
  • R 106 represents cyano, methoxycarbonyl or ethoxycarbonyl
  • R 107 represents cyano, methoxycarbonyl or ethoxycarbonyl, where the alkyl radicals such as propyl, butyl, etc. can be branched.
  • Another object of the invention are merocyanines of the formula
  • R 108 for methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, methoxyethyl,
  • Methoxypropyl cyanoethyl, hydroxyethyl, acetoxyethyl, chloroethyl, cyclohexyl, benzyl or phenethyl,
  • R 109 represents hydrogen, methyl, ethyl, methoxy, ethoxy, cyano, chlorine, trifluoromethyl, trifluoromethoxy, methoxycarbonyl or ethoxycarbonyl,
  • Y 101 stands for CH
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • Another object of the invention are merocyanines of the formula
  • X 105 represents C (CH 3 ) 2 ,
  • R 108 represents methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, methoxyethyl, methoxypropyl, cyanoethyl, hydroxyethyl, acetoxyethyl, chloroethyl, cyclohexyl, benzyl or phenethyl,
  • R 109 represents hydrogen, methyl, ethyl, methoxy, ethoxy, cyano, chlorine, trifluoromethyl, trifluoromethoxy, methoxycarbonyl or ethoxycarbonyl,
  • R 105 represents hydrogen, methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, methoxyethyl, methoxypropyl, cyanoethyl, hydroxyethyl, acetoxyethyl, chloroethyl, cyclohexyl, phenyl, tolyl or methoxyphenyl,
  • R 106 represents hydrogen, methyl, ethyl, propyl, butyl, trifluoromethyl, cyano, methoxycarbonyl, ethoxycarbonyl, cyclohexyl or phenyl,
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • Another object of the invention are merocyanines of the formula
  • X -1 W 05 D stands for C (CH 3 ) 2 ,
  • R 108 represents methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, methoxyethyl, methoxypropyl, cyanoethyl, hydroxyethyl, acetoxyethyl, chloroethyl, cyclohexyl, benzyl or phenethyl,
  • R 109 represents hydrogen, methyl, ethyl, methoxy, ethoxy, cyano, chlorine, trifluoromethyl, trifluoromethoxy, methoxycarbonyl or ethoxycarbonyl,
  • X 103 represents cyano, methoxycarbonyl or ethoxycarbonyl
  • X represents benzthiazol-2-yl, benzoxazol-2-yl or 2- or 4-pyridyl, preferably 2-pyridyl,
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • Another object of the invention are merocyanines of the formula wherein
  • R, 1 1 0 U 8 8 represents methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, methoxyethyl, methoxypropyl, cyanoethyl, hydroxyethyl, acetoxyethyl, chloroethyl, cyclohexyl, benzyl or phenethyl,
  • R, 1 ⁇ 0 ⁇ 9 y represents hydrogen, methyl, ethyl, methoxy, ethoxy, cyan, chlorine, trifluoromethyl, trifluoromethoxy, methoxycarbonyl or ethoxycarbonyl,
  • one of the radicals R 115 and R 116 represents hydrogen, methyl, cyano or 2- or 4-pyridyl and the other represents hydrogen, and An "stands for an anion,
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • Another object of the invention are merocyanines of the formula
  • R 115 and R 116 are independently methyl, ethyl, propyl, butyl, pentyl,
  • Hexyl, heptyl, octyl, phenyl, tolyl, anisyl, benzyl or phenethyl is or
  • n 1 or 2
  • R 105 for hydrogen, methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, methoxyethyl, methoxypropyl, cyanoethyl, hydroxyethyl, acetoxyethyl, chloroethyl, cyclohexyl, phenyl, tolyl, methoxyphenyl or
  • R 106 for hydrogen, methyl, ethyl, propyl, butyl, trifluoromethyl, cyano,
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • Another object of the invention are merocyanines of the formula
  • R 115 and R 116 independently of one another represent methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, phenyl, tolyl, anisyl, benzyl or phenethyl or
  • NR, 115 R ⁇ ⁇ 6 ⁇ stands for pyrrolidino, piperidino or Mo ⁇ holino
  • n 1 or 2
  • stem (*) indicates the ring atom from which the double bond originates
  • Methoxyethyl methoxypropyl, cyanoethyl, hydroxyethyl, acetoxyethyl, chloroethyl, cyclohexyl, phenyl, tolyl, methoxyphenyl or
  • R 106 represents cyano, methoxycarbonyl or ethoxycarbonyl
  • R 107 represents cyano, methoxycarbonyl or ethoxycarbonyl
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • Another object of the invention are merocyanines of the formula
  • R 115 and R 116 independently of one another represent methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, phenyl, tolyl, anisyl, benzyl or phenethyl or
  • NR 115 R 116 represents pyrrolidino, piperidino or Mo ⁇ holino
  • n 1 or 2
  • stem (*) indicates the ring atom from which the double bond originates
  • R 105 represents hydrogen, methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, methoxyethyl, methoxypropyl, cyanoethyl, hydroxyethyl, acetoxyethyl, chloroethyl, cyclohexyl, phenyl, tolyl or methoxyphenyl,
  • R 106 represents hydrogen, methyl, ethyl, propyl, butyl, trifluoromethyl, cyano, methoxycarbonyl, ethoxycarbonyl, cyclohexyl or phenyl,
  • R represents cyano, methoxycarbonyl, ethoxycarbonyl or a radical of the formulas
  • Another object of the invention are merocyanines of the formula
  • R 115 and R 116 independently of one another represent methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, phenyl, tolyl, anisyl, benzyl or phenethyl or
  • NR, 115r R> 116 represents pyrrolidino, piperidino or Mo ⁇ holino
  • n 1 or 2
  • X rl03 represents cyano, methoxycarbonyl or ethoxycarbonyl
  • X represents benzthiazol-2-yl, benzoxazol-2-yl or 2- or 4-pyridyl, preferably 2-pyridyl,
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • Another object of the invention are merocyanines of the formula
  • R 115 and R 116 independently of one another represent methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, phenyl, tolyl, anisyl, benzyl or phenethyl or
  • NR 115 R 116 represents pyrrolidino, piperidino or Mo ⁇ holino
  • n 1 or 2
  • one of the radicals R 115 and R 116 represents hydrogen, methyl, cyano or 2- or 4-pyridyl and the other represents hydrogen, and
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • Another object of the invention are merocyanines of the formula
  • R, 1'0 ⁇ 8 represents methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, methoxyethyl, methoxypropyl, cyanoethyl, hydroxyethyl, acetoxyethyl, chloroethyl, cyclohexyl, benzyl or phenethyl,
  • stem (*) indicates the ring atom from which the double bond originates
  • R 106 represents hydrogen, methyl, ethyl, propyl, butyl, trifluoromethyl, cyano, methoxycarbonyl, ethoxycarbonyl, cyclohexyl or phenyl,
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • Another object of the invention are merocyanines of the formula
  • X rl i O m S represents O, S or CH 2
  • R 108 represents methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, methoxyethyl, methoxypropyl, cyanoethyl, hydroxyethyl, acetoxyethyl, chloroethyl, cyclohexyl, benzyl or phenethyl,
  • stem (*) indicates the ring atom from which the double bond originates
  • R 105 for hydrogen, methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, methoxyethyl, methoxypropyl, cyanoethyl, hydroxyethyl, acetoxyethyl,
  • R 106 represents cyano, methoxycarbonyl or ethoxycarbonyl
  • R 107 represents cyano, methoxycarbonyl or ethoxycarbonyl, where the alkyl radicals such as propyl, butyl, etc. can be branched.
  • Another object of the invention are merocyanines of the formula
  • X 105 represents O, S or CH 2 ,
  • R 108 for methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, methoxyethyl,
  • R 105 represents hydrogen, methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, methoxyethyl, methoxypropyl, cyanoethyl, hydroxyethyl, acetoxyethyl, chloroethyl, cyclohexyl, phenyl, tolyl or methoxyphenyl,
  • R 106 represents hydrogen, methyl, ethyl, propyl, butyl, trifluoromethyl, cyano, methoxycarbonyl, ethoxycarbonyl, cyclohexyl or phenyl,
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • Another object of the invention are merocyanines of the formula
  • R 108 for methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, methoxyethyl, methoxypropyl, cyanoethyl, hydroxyethyl, acetoxyethyl, chloroethyl,
  • Y 101 stands for CH
  • X 103 represents cyano, methoxycarbonyl or ethoxycarbonyl
  • X 104 represents benzthiazol-2-yl, benzoxazol-2-yl or 2- or 4-pyridyl, preferably 2-pyridyl,
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • Another object of the invention are merocyanines of the formula
  • X 105 represents O, S or CH 2 ,
  • R 108 for methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, octyl, methoxyethyl, methoxypropyl, cyanoethyl, hydroxyethyl, acetoxyethyl, chloroethyl,
  • one of the radicals R 115 and R 116 represents hydrogen, methyl, cyano or 2- or 4-pyridyl and the other represents hydrogen, and
  • alkyl radicals such as propyl, butyl, etc. can be branched.
  • the light-absorbing substances described guarantee a sufficiently high reflectivity (> 10%) of the optical data carrier in the blank state and a sufficiently high absorption for the thermal degradation of the information layer in the case of selective illumination with focused light, if the light wavelength length is in the range from 360 to 460 nm, 600 to 680 nm and 750 to 820 nm.
  • the contrast between written and unwritten points on the data carrier is realized by the change in reflectivity of the amplitude as well as the phase of the incident light by the optical properties of the information layer which have changed after thermal degradation.
  • the merocanine dyes are preferably applied to the optical data carrier by spin coating or vacuum evaporation.
  • the merocyanines can be used with one another or with other dyes with similar spectral properties be mixed.
  • the information layer can contain additives such as binders, wetting agents, stabilizers, thinners and sensitizers and other constituents.
  • the optical data storage device can carry further layers such as metal layers, dielectric layers and protective layers.
  • Metals and dielectric layers serve u. a. to adjust the reflectivity and the heat balance. Depending on the laser wavelength, metals can be gold, silver, aluminum, etc. his.
  • Dielectric layers are, for example, silicon dioxide and silicon nitride.
  • Protective layers are, for example photocurable, lacquers (pressure sensitive)
  • Adhesive layers and protective films are Adhesive layers and protective films.
  • Pressure-sensitive adhesive layers mainly consist of acrylic adhesives.
  • the optical data carrier has, for example, the following layer structure (cf. FIG. 1): a transparent substrate (1), optionally a protective layer (2), an information layer (3), optionally a protective layer (4), optionally an adhesive layer (5), a cover layer (6).
  • the structure of the optical data carrier can preferably:
  • Light preferably laser light, optionally a protective layer (4), optionally an adhesive layer (5), and a transparent cover layer (6) are applied.
  • a preferably transparent substrate (1) on the surface of a protective layer (2), at least one with light, preferably laser light writable information layer (3), optionally an adhesive layer (5), and a transparent cover layer (6) are applied.
  • a transparent substrate (1) on the surface of which there is optionally a protective layer (2), at least one information layer (3) that can be written on with light, preferably laser light, optionally a protective layer (4), optionally an adhesive layer (5), and a transparent one Cover layer (6) are applied.
  • a preferably transparent substrate (1) on the surface of which at least one information layer (3) which can be written on with light, preferably laser light, optionally an adhesive layer (5), and a transparent cover layer (6) are applied.
  • the optical data carrier has, for example, the following layer structure
  • a preferably transparent substrate 11
  • an information layer (12)
  • optionally a reflection layer 13
  • optionally an adhesive layer 14
  • another preferably transparent substrate 15
  • the optical data carrier has, for example, the following layer structure
  • a preferably transparent substrate 21
  • an information layer 22
  • optionally a reflection layer 23
  • a protective layer 24
  • the invention further relates to optical data carriers according to the invention described with blue, red or infrared light, in particular laser light.
  • a 4% by weight solution of the dye from Example 7 in 2,2,3,3-tetrafluoropropanol was prepared at room temperature. This solution was applied to a pregrooved polycarbonate substrate using spin coating.
  • the pregrooved polycarbonate substrate was manufactured as a disk using injection molding. The dimensions of the disc and the groove structure corresponded to those which are usually used for DVD-R.
  • the disk with the dye layer as the information carrier was sputtered with 100 nm silver.
  • a UV-curable acrylic lacquer was then applied by spin coating and cured using a UV lamp. With a dynamic writing test setup, which was built on an optical bench, consisting of one
  • NA 0.65

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  • Engineering & Computer Science (AREA)
  • Manufacturing & Machinery (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Materials Engineering (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Optical Record Carriers And Manufacture Thereof (AREA)
  • Thermal Transfer Or Thermal Recording In General (AREA)
  • Paper (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pyridine Compounds (AREA)
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EP02730031A 2001-03-28 2002-03-20 Optischer datenträger enthaltend in der informationsschicht einen merocyaninfarbstoff als lichtabsorbierende verbindung Withdrawn EP1377976A2 (de)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
DE10115227A DE10115227A1 (de) 2001-03-28 2001-03-28 Optischer Datenträger enthaltend in der Informationsschicht eine lichtabsorbierende Verbindung mit mehreren chromophoren Zentren
DE10115227 2001-03-28
DE10117464 2001-04-06
DE10117464A DE10117464A1 (de) 2001-04-06 2001-04-06 Optischer Datenträger enthaltend in der Informationsschicht einen Merocyaninfarbstoff als lichtabsorbierende Verbindung
PCT/EP2002/003068 WO2002080161A2 (de) 2001-03-28 2002-03-20 Optischer datenträger enthaltend in der informationsschicht einen merocyaninfarbstoff als lichtabsorbierende verbindung

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US (1) US20030003396A1 (enrdf_load_stackoverflow)
EP (1) EP1377976A2 (enrdf_load_stackoverflow)
JP (1) JP2004525800A (enrdf_load_stackoverflow)
CN (1) CN1513175A (enrdf_load_stackoverflow)
TW (1) TWI223807B (enrdf_load_stackoverflow)
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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114450375A (zh) * 2019-10-11 2022-05-06 住友化学株式会社 粘合剂组合物

Families Citing this family (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10016669A1 (de) * 2000-04-04 2001-10-11 Bayer Ag Verwendung von lichtabsorbierenden Verbindungen in der Informationsschicht von optischen Datenträgern sowie optische Datenträger
JP4137771B2 (ja) 2002-11-29 2008-08-20 富士フイルム株式会社 光情報記録媒体および新規オキソノール化合物
TWI241322B (en) * 2002-12-31 2005-10-11 Ind Tech Res Inst Recording medium dye, high density blue ray recording medium and manufacturing method thereof
EP1639046A2 (en) * 2003-06-27 2006-03-29 Ciba SC Holding AG Optical recording materials having high storage density
US20070196767A1 (en) * 2004-06-03 2007-08-23 Clariant International Ltd Use Of Squaric Acid Dyes In Optical Layers For Optical Data Recording
US20060019198A1 (en) * 2004-07-26 2006-01-26 Sue-Min Yeh Optical recording materials
TWI334232B (en) * 2005-10-13 2010-12-01 Tube Smith Technology Co Ltd Blue-laser-adsorbing material
JPWO2007074786A1 (ja) * 2005-12-26 2009-06-04 国立大学法人東北大学 コンフォーメーション病診断プローブ
TWI309667B (en) * 2006-01-10 2009-05-11 Ind Tech Res Inst Organic dye for recording layer and high density optical recording medium using the same
US7758943B2 (en) * 2006-01-10 2010-07-20 Industrial Technology Research Institute Organic dye for recording layer and high density optical recording medium using the same
AR060391A1 (es) * 2006-04-11 2008-06-11 Smithkline Beecham Corp Compuestos de quinolin tiazolidinadiona, sustituidos con heterociclos, composiciones farmaceuticas que los contienen y usos para preparar medicamentos que inhiben la actividad de pi3 quinasas.
TW200815537A (en) * 2006-09-22 2008-04-01 Sumitomo Seika Chemicals Light-absorbing pigment composition
EP2103611A4 (en) * 2006-12-25 2010-06-30 Univ Tohoku benzoxazole
JP5159128B2 (ja) * 2007-03-16 2013-03-06 株式会社Ａｄｅｋａ メロシアニン化合物、該化合物を用いた光学フィルター及び光学記録材料
JP5241121B2 (ja) * 2007-03-16 2013-07-17 株式会社Ａｄｅｋａ メロシアニン化合物及び該化合物を用いた光学記録材料
TW200902008A (en) * 2007-05-10 2009-01-16 Smithkline Beecham Corp Quinoxaline derivatives as PI3 kinase inhibitors
PE20090717A1 (es) * 2007-05-18 2009-07-18 Smithkline Beecham Corp Derivados de quinolina como inhibidores de la pi3 quinasa
US7781044B2 (en) * 2007-09-05 2010-08-24 Industrial Technology Research Institute Organic compound for recording layer for high speed recording of information and optical recording medium including the same
WO2013011480A1 (en) * 2011-07-21 2013-01-24 Basf Se Merocyanine derivatives
EP3470469A1 (de) * 2017-10-13 2019-04-17 LANXESS Deutschland GmbH Methinfarbstoffe
EP3470466A1 (de) * 2017-10-13 2019-04-17 LANXESS Deutschland GmbH Neue methinfarbstoffe
EP3470470A1 (de) * 2017-10-13 2019-04-17 LANXESS Deutschland GmbH Methinfarbstoffe zum massefärben von synthetischen polyamiden
EP3489228A1 (de) * 2017-11-24 2019-05-29 LANXESS Deutschland GmbH Neue methinfarbstoffe
CN113316572A (zh) * 2019-04-26 2021-08-27 株式会社艾迪科 多次甲基化合物
CN112433285A (zh) * 2020-12-04 2021-03-02 长春理工大学 吸收型窄带滤光片

Family Cites Families (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5856239A (ja) * 1981-09-28 1983-04-02 Tdk Corp 光記録媒体
JPS60239948A (ja) * 1984-05-15 1985-11-28 Ricoh Co Ltd 光情報記録媒体
DE3524143A1 (de) * 1984-07-05 1986-02-06 Ricoh Co., Ltd., Tokio/Tokyo Aufzeichnungsmaterial fuer optische informationen
DE3638756A1 (de) * 1986-11-13 1988-05-26 Basf Ag Verfahren zur uebertragung von farbstoffen
US4861700A (en) * 1987-11-19 1989-08-29 Eastman Kodak Company Photographic element containing yellow filter dyes having tricyanovinyl groups
US4748149A (en) * 1987-02-13 1988-05-31 Eastman Kodak Company Thermal print element comprising a yellow merocyanine dye stabilized with a cyan indoaniline dye
DE3718917A1 (de) * 1987-06-05 1988-12-15 Sueddeutsche Zucker Ag Dicyanvinylsubstituierte furanderivate, verfahren zu ihrer herstellung und deren verwendung
US5252757A (en) * 1987-06-05 1993-10-12 Suddeutsche Zucker-Aktiengsellschaft Dicyanoazulenyl and dicyanovinyl substituted furan
DE3928758A1 (de) * 1988-08-30 1990-03-01 Fuji Photo Film Co Ltd Aufzeichnungsmedium fuer optische information
DE3929698A1 (de) * 1989-09-07 1991-03-14 Basf Ag Triazolopyridinfarbstoffe sowie ein verfahren zum thermischen transfer von methinfarbstoffen
JPH03200957A (ja) * 1989-12-28 1991-09-02 Pioneer Electron Corp 書換型フォトクロミック光ディスク
EP0540468B1 (de) * 1991-10-30 1996-12-04 Ciba-Geigy Ag NIR-Farbstoffe, Verfahren zu ihrer Herstellung und ihre Verwendung
JPH06143838A (ja) * 1992-11-06 1994-05-24 Sankyo Kagaku Kk 感熱転写記録用色素
DE4437166A1 (de) * 1994-10-18 1996-04-25 Basf Ag Farbstoffmischungen, enthaltend Methin- und Azofarbstoffe
DE19611351A1 (de) * 1996-03-22 1997-09-25 Basf Ag Farbstoffmischungen, enthaltend Thienyl- und/oder Thiazolazofarbstoffe
AU5551898A (en) * 1996-11-23 1998-06-22 Basf Aktiengesellschaft Trifluormethylpyridone based indolenine methine dyes
DE19648564A1 (de) * 1996-11-23 1998-05-28 Basf Ag Indoleninmethinfarbstoffe auf Basis von Trifluormethylpyridonen
US6090332A (en) * 1997-05-16 2000-07-18 California Institute Of Technology Process of changing the refractive index of a composite containing a polymer and a compound having large dipole moment and polarizability and applications thereof
WO1999000794A1 (fr) * 1997-06-27 1999-01-07 Sony Corporation Support d'enregistrement optique et dispositif de disque optique
CN1108304C (zh) * 1997-09-26 2003-05-14 复旦大学 蓝光dvd－r用光信息存贮材料
TW411436B (en) * 1998-08-18 2000-11-11 Ind Tech Res Inst Improved structure of optically recordable media and its manufacture method
DE60029155T2 (de) * 1999-03-15 2007-05-31 Fuji Photo Film Co., Ltd., Minami-Ashigara Optisches Informationsaufzeichnungsmedium
TW561115B (en) * 1999-09-08 2003-11-11 Fuji Photo Film Co Ltd Optical information recording medium
JP2002269821A (ja) * 2001-03-06 2002-09-20 Fuji Photo Film Co Ltd 光情報記録媒体
EP1377975A2 (en) * 2001-03-28 2004-01-07 Bayer Chemicals AG Optical data medium containing, in the information layer, a dye as a lightabsorbing compound and having a protective covering layer of predetermined thickness

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
See references of WO02080161A2 *

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN114450375A (zh) * 2019-10-11 2022-05-06 住友化学株式会社 粘合剂组合物

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US20030003396A1 (en) 2003-01-02
JP2004525800A (ja) 2004-08-26
TWI223807B (en) 2004-11-11
CN1513175A (zh) 2004-07-14
WO2002080161A3 (de) 2002-12-19

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