EP1386317A1 - Optical data carrier that contains a cyanine dye as the light-absorbing compound in the information layer - Google Patents

Abstract

The invention relates to an optical data carrier that contains a preferably transparent substrate that is optionally already coated with one or more reflective layers, onto whose surface an information layer which can be written on with light, optionally one or more reflective layers and optionally a protective layer or a further substrate or a cover layer are applied. Said optical data carrier can be written on and read with blue, red or infrared light, preferably laser light, and the information layer comprises a light-absorbing compound and optionally a binder. The inventive data carrier is further characterized in that at least one cyanine dye is used as the light-absorbing compound.

Description

Optical data carrier containing a cyanine dye in the information layer as a light-absorbing compound

The invention relates to a write-once optical data carrier which contains a cyanine 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 nm) 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 compact disk (CD-R, 780 nm), which can be written on once, has experienced enormous volume growth recently and represents the technically established system.

The next generation of optical data storage - the DVD - is currently in the

Market launched. 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.

Today, optical data storage formats, the blue laser diodes (based on GaN, JP

08 191 171 or Second Harmonie Generation SHG JP 09 050 629) (360 nm to

460 nm) with high laser performance. Writable optical

Data storage will therefore also be used in this generation. Which he-

'Reachable storage density depends on the focus of the laser spot in the information level. The spot size scales with the laser wavelength λ / NA.

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 λ. 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). 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. This concept is described in JP-A 02 557 335, JP-A 10 058 828, JP-A 06 336 086, JP-A 02 865 955, WO-A 09 917 284 and US-A 5 266 699 to the 450 nm range Working length extended on the short-wave flank and the red and IR range on the long-wave flank of the absorption peak.

In addition to the optical properties mentioned above, 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. For this purpose, it is particularly preferred that when 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

Form interfaces and thus adversely affect reflectivity. About that In addition, a light-absorbing substance with too low heat resistance at the interface to a polymeric carrier can diffuse in it and in turn adversely affect the reflectivity.

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 accordingly to provide suitable compounds which 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 writable optical media Meet data storage formats in a laser wavelength range from 340 to 830 nm.

It has surprisingly been found that light-absorbing compounds from the group of cyanine dyes can meet the above-mentioned requirement profile particularly well.

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 cover layer is 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 cyanine 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. Such a change can be, for example, a decomposition or chemical change in the chromophoric center of the light-absorbing compound.

A cyanine dye of the formula (I) is preferred

wherein

X and X represent nitrogen or

X * ^* 1 - ^* Rn l and v X3 -R independently of one another stand for S,

X ^{2 stands} for O, S, NR °, CR * or CR 8 ⁸ -Rr, 9 ^y ,

X ^{4 represents} O, S, CR ¹⁰ or NR ⁷ ,

Y stands for N or CR ^D ,

R ¹ , R ² , R ⁶ and R ⁷ independently of one another are C ^* . To C ₁₆ alkyl, C ₃ to C ₆ alkenyl, C ₅ to C ₇ cycloalkyl or C ₇ to C ₁₆ aralkyl stand,

R ³ , R ⁴ and R ⁵ independently of one another are hydrogen, Ci- to -C ₆ alkyl or cyano or R ¹ and R ³ together represent a - (C ^, - (CH2) ₃ - or - (CH ₂ ) ₄ bridge if m = 0 and p> 0 or

R ¹ and R ⁵ together represent a - (CH ₂ ) 2-, - (CH2) ₃ - or - (CH ₂ ) ₄ bridge if m = 0 and p = 0 or

R ² and R ⁵ together represent a * - (CH ₂ ) 2, - (CH ₂ ) ₃ - or - (CH ₂ ) ₄ bridge if n = 0,

R ⁸ , R ⁹ and R ^{10 are} independently hydrogen or C- _. - are to C ₁₆ alkyl or

CR R ⁹ for a bivalent radical of the formulas

or stands

where the two bonds originate from the yesterday (*) ring atom,

m and n independently of one another represent 0 or 1,

p represents 0, 1 or 2,

the ring A including X ¹ , X ² and the radical connecting X ¹ and X ² and the ring B including X ³ , X ⁴ and the radical connecting X ³ and X ⁴ independently of one another for a five- or six-membered aromatic or quasi-aromatic or partially hydrogenated heterocyclic

Stand ring, which contain 1 to 4 heteroatoms and / or benz or naphthanelliert and / or can be substituted by nonionic radicals, wherein the rings A and B are preferably not the same, and An ^"stands for an anion.

Examples of nonionic radicals are C 1 -C ₄ -alkyl, C 1 -C ₄ -alkoxy, halogen, cyano, nitro, C 1 -C ₄ -alkoxycarbonyl, C ₁ -C -alkylthio, C- _. - to C ₄ - alkanoylamino, benzoylamino, mono- or di-C- _. - Up to C ₄ alkylamino in question.

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 quaternized.

The rest of the formula II is particularly preferred

for benzthiazol-2-yl, thiazol-2-yl, thiazolin-2-yl, benzoxazol-2-yl, oxazol-2-yl,

Oxazolin-2-yl, benzimidazol-2-yl, imidazol-2-yl, imidazolin-2-yl, pyrolin-2-yl, 3-H-indol-2-yl, benz [c, d] indol-2- yl, 2- or 4-pyridyl or 2- or 4-quinolyl, where X ^{1 is} N, the rings mentioned by C- _. - to C ₆ -alkyl, C \ - to C ₆ -alkoxy, fluorine, chlorine, bromine, iodine, cyano, nitro, C _\ - to C ₆ -alkoxycarbonyl, Ci- to C ₆ -alkylthio,

C ₁ -C ₆ -acylamino, C ₆ -C ₁₀ -aryl, C ₆ -Cio-aryloxy or C ₆ -C -o-arylcarbonylamino may be substituted. The rest of the formula III is particularly preferred

for benzthiazol-2-ylidene, thiazol-2-ylidene, thiazolin-2-ylidene, isothiazol-3-ylidene, l, 3,4-thiadiazol-2-ylidene, l, 2,4-thiadiazol-5-ylidene, benzoxazole -2-ylidene, oxazol-2-ylidene, oxazolin-2-ylidene, l, 3,4-oxadiazol-2-ylidene, benzimidazol-2-ylidene, imidazol-2-ylidene, imidazolin-2-ylidene, pyrolin-2 -ylidene, l, 3,4-triazol-2-ylidene, 3H-indol-2-ylidene, benz [c, d] indol-2-ylidene, 2- or 4-pyridyl or 2- or 4-quinolyl, which on X, which stands for N, bear the remainder R, the one given above

Has meaning, the rings mentioned by C * _. - to C ₆ - alkyl, C _\ - to C ₆ alkoxy, fluorine, chlorine, bromine, iodine, cyano, nitro, Ci to C ₆ alkoxycarbonyl, C- _. - to C ₆ alkylthio, Ci to C _ö acylamino, C ₆ - to C ₁₀ -aryl, C ₆ - to C _t o-aryloxy, C ₆ - to C ₁₀ - arylcarbonylamino, mono- or di-C * - to C ₆ -alkylamino, N- - to C ₆ -alkyl-N-

C ₆ - to C ₁₀ arylamino, pyrrolidino, morpholino or piperazino may be substituted.

In a particularly preferred form, the cyanine dyes used are those of the formula (I)

wherein

ring A and ring B represent different heterocycles.

In a likewise particularly preferred form, the cyanine dyes used are those of the formula (I) embedded image in which

Y stands for N.

In a likewise particularly preferred form, the ones used are

Cyanine dyes around those of the formula (I),

wherein

Y stands for C-CN.

In a likewise particularly preferred form, the cyanine dyes used are those of the formula (I)

wherein

p stands for 0 or 1.

Anions An ^" are all monovalent anions or an equivalent of a polyvalent anion or an equivalent of an oligomeric or polymeric anion.

They are preferably colorless anions. Suitable anions are, for example, chloride, bromide, iodide, tetrafluoroborate, perchlorate, hexafluorosilicate, hexafluorophosphate, methosulfate, ethosulfate, C _\ - to C ₁₀ -alkanesulfonate, C _\ - to C ₁₀ - perfluoroalkanesulfonate, optionally by chlorine, hydroxy, Cj _. - to C ₄ - alkoxy substituted C [- to C ₁₀ -alkanoate, optionally by nitro, cyano, hydroxy, Cj.- to C ₂₅ -

Alkyl, perfluoro-Ci-C - alkyl, Ci to C alkoxycarbonyl or chlorine-substituted benzene or naphthalene or biphenyl disulphonate, optionally substituted by nitro, cyano, hydroxy, d- to C alkyl, CJ to C ₄ -alkoxy , Ci- to C -alkoxycarbonyl or chlorine substituted benzene or naphthalene or biphenyl disulfonate, optionally by nitro, cyano, C- _. - to C ₄ -alkyl, d- to C ₄ -alkoxy, - to C ₄ -

Alkoxycarbonyl, benzoyl, chlorobenzoyl or toluoyl substituted benzoate, the Anion of naphthalenedicarboxylic acid, diphenyl ether disulfonate, tetraphenyl borate, cyanotriphenyl borate, tetra-Ci to C ₂ o-alkoxy borate, tetraphenoxy borate, 7,8- or 7,9-dicarba-nido-undecaborate (l-) or (2-), which may be present the B and / or C atoms are substituted by one or two Ci to C ₁₂ alkyl or phenyl groups, dodecahydrodicarbadodecaborate (2-) or B-Cr to Cπ-alkyl-C-phenyl-dode- cahydro-dicarbadodecaborate (l-), polystyrene sulfonate, poly (meth) acrylate, polyallyl sulfonate.

Bromide, iodide, tetrafluoroborate, perchlorate, hexafluorophosphate, methanesulfonate, trifluoromethanesulfonate, benzenesulfonate, toluenesulfonate, dodecylbenzenesulfonate, tetradecanesulfonate, polystyrene sulfonate are preferred.

In a very particularly preferred form, the cyanine dyes used are those of the formulas (IV) to (XII)

On-

On

On-

arr

On-

At what

X ^{21 represents} O, S, NR ¹² or CR ¹³ R ¹⁴ ,

X ⁴¹ and X ⁴³ independently represent O, S, NR ²² or CR ²³ R ²⁴ ,

X ^{42 stands} for N or CR ^2D ,

R ¹¹ , R ¹² , R ²¹ and R ²² independently of one another are methyl, ethyl, propyl, butyl, pentyl, hexyl, benzyl, phenethyl, cyclohexyl, chloroethyl, cyanomethyl, cyanoethyl, hydroxyethyl, 2-hydroxypropyl, methoxyethyl, ethoxyethyl or a radical of the formula

stand or

R. 1 ^u 1 _™ and, R, 2 ^Z 1 ⁱ stand for a - (CH ₂ ) ₂ - or - (CH ₂ ) ₃ bridge, R ²³ and R ^{24 represent} hydrogen, methyl or ethyl or

CR, 23τ R-.24 for a bivalent radical of the formula

stands,

where the two bonds originate from the yesterday (*) ring atom,

R ^{15 represents} hydrogen, methyl, methoxy, chlorine, cyano, nitro, methoxycarbonyl, methanesulfonyl or aminosulfonyl,

R ^{16 represents} hydrogen or

R ¹⁵ and R ¹⁶ together represent a -CH = CH-CH = CH bridge or

X ²¹ and R ¹⁶ together stand for * C = CH-CH * = CH-, of which the previous (*)

Atom go out two bonds,

R ¹⁷ and R ¹⁸ stand for hydrogen or together for a -CH = CH-CH = CH bridge,

R ^{25 represents} hydrogen, methyl, phenyl, chlorine, cyano, methoxycarbonyl, ethoxycarbonyl or methylthio,

R ^{26 represents} hydrogen, methyl, phenyl, methoxy, ethoxy, phenoxy, cyano, methoxycarbonyl, ethoxycarbonyl, methylthio, dimethylamino, diethylamino, dipropylamino, dibutylamino, pyrrolidino, piperidino, N-methylpiperazino or morpholino or R ²⁵ and R ²⁶ together represent a - (CH ₂ ) ₃ -, - (CH ₂ ) -, -S- (CH ₂ ) ₂ -S- or -CH = CH- CH = CH-bridge, which is represented by methyl , Methoxy, chlorine, cyano, nitro, methoxycarbonyl, methanesulfonyl or aminosulfonyl may be substituted,

97 9R R and R independently of one another represent hydrogen or methyl or together represent a * - (CH ₂ ) ₃ -, - (CH ₂ ) ₄ bridge,

q represents 0 or 1,

Y represents CH, C-CN or N and

An ^" for tetrafluoroborate, perchlorate, hexafluorophosphate, iodide, rhodanide, cyanate, hydroxyacetate, methoxyacetate, lactate, citrate, methanesulfonate, ethanesulfonate, trifluoromethanesulfonate, benzenesulfonate, toluenesulfonate, butylbenzene sulfonate, butylbenzene sulfonate sulfonate, butylbenzene sulfonate of polystyrene sulfonate,

in the case of the cyanine dyes of the formula (IV) X ²¹ and X ^{41 must} not be the same if together represent a -CH = CH-CH-CH bridge.

In an exceptionally preferred manner, the formulas (IV) to (XII)

X 21 for O or S,

X r41 ¹ for S or C (CH ₃ ) ₂ ,

X ⁴² for N or CR ²⁵ ,

R ^D for hydrogen or together with R 26 ^Ö _Λ for a -CH-CH-CH * = CH bridge, X4 "3 for S or CH ₂ ,

R ²⁷ and R ²⁸ for hydrogen,

for 0 and

Y for N or CH,

the other radicals have the meaning given above.

In a likewise very particularly preferred form, the cyanine dyes used are those of the formulas (XIII) to (XXV)

On-

On-

On-

(XVIII)

arr

On-

On-

On-

On-

(XXIII)

On-

wherein

X ^{21 represents} O, S, NR ¹² or CR ¹³ R ¹⁴ ,

X ²² , X ⁴¹ and X ⁴³ independently represent O, S, NR ²² or CR ²³ R ²⁴ ,

X ^{4Z stands} for N or CR 2 ₅ ^D ,

R ¹¹ , R ¹² , R ²¹ and R ²² independently of one another are methyl, ethyl, propyl, butyl,

Pentyl, hexyl, benzyl, phenethyl, cyclohexyl, chloroethyl, cyanomethyl, cyanoethyl, hydroxyethyl, 2-hydroxypropyl, methoxyethyl, ethoxyethyl or a radical of the formula

stand,

R ²³ and R ^{24 represent} hydrogen, methyl or ethyl or CR R for a bivalent radical of the formula

stands,

where the two bonds originate from the yesterday (*) ring atom,

R ^{15 represents} hydrogen, methyl, methoxy, chlorine, cyano, nitro, methoxycarbonyl, methanesulfonyl or aminosulfonyl,

R ^{16 represents} hydrogen or

R ¹⁵ and R ¹⁶ together represent a -CH * == CH-CH = CH bridge or

X ²¹ and R ¹ together stand for * C = CH-CH * = CH-, where two bonds originate from the yesterday (*) atom,

R and R stand for hydrogen or together for a -CH = CH-CH = CH bridge,

R ^{25 represents} hydrogen, methyl, phenyl, chlorine, cyano, methoxycarbonyl, ethoxycarbonyl or methylthio,

R ^{26 represents} hydrogen, methyl, phenyl, methoxy, ethoxy, phenoxy, cyano, methoxycarbonyl, ethoxycarbonyl, methylthio, dimethylamino, diethylamino, dipropylamino, dibutylamino, pyrrolidino, piperidino, N-methylpiperazino or morpholino or

R ²⁵ and R ²⁶ together represent a - (CH ₂ ) ₃ -, - (CH ₂ ) ₄ -, -S- (CH ₂ ) ₂ -S- or -CH = CH- CH = -CH bridge, which can be substituted by methyl, methoxy, chlorine, cyano, nitro, methoxycarbonyl, methanesulfonyl or aminosulfonyl, R ²⁷ to R ³⁰ independently of one another represent hydrogen or methyl or

R ²⁷ and R ²⁸ or R ²⁹ and R ³⁰ together represent a - (CH ₂ ) ₃ -, - (CH ₂ ) bridge,

q and s independently of one another represent 0 or 1,

Y represents CH, C-CN or N and

An ^" for tetrafluoroborate, perchlorate, hexafluorophosphate, iodide, rhodanide, cyanate, hydroxyacetate, methoxyacetate, lactate, citrate, methanesulfonate, ethanesulfonate, trifluoromethanesulfonate, benzenesulfonate, toluenesulfonate, butylbenzenesulfonyl sulfonate, chlorobenzene sulfonate, chlorobenzene sulfonate, chlorobenzene sulfonate, chlorobenzene sulfonate, chlorobenzene sulfonate, chlorobenzene sulfonate, chlorobenzene sulfonate, chlorosulfonic acid of polystyrene sulfonate,

in the case of the cyanine dyes of the formula (XIII) X ²¹ and X ^{41 are} preferably not the same if X ^{42 stands} for CR ^2D , R ²⁵ and R ²⁶ together represent a -CH = CH-CH = CH bridge and Y stands for CH stands, and in the case of the cyanine dyes of the formula (XXV) X ²² and X ^{43 must} not be the same if q and s are the same and Y stands for CH.

In formulas (XIII) to (XXV),

X ²¹ for O, S or C (CH ₃ ) ₂ ,

X ⁴¹ for S or C (CH ₃ ) ₂ ,

X ⁴² for N or CR ²⁵ ,

R ²³ for hydrogen or together with R ²⁶ for a -CH = CH-CH = CH bridge,

X ²² and X ^{3 are} independently S or CH _2; R ²⁷ to R ³⁰ for hydrogen,

q and s for 0 and

Y for N, CH or C-CN,

where the other radicals have the meaning given above,

preferably not in the case of the cyanine dyes of the formula (XIII) X ²¹ and X ⁴¹

Δ.1 9 ** * ζ ή are the same if X stands for C-R, R and R together stand for a - CH * = CH-CH = CH bridge and Y stands for CH, and in the case of

99 ΔP

Cyanine dyes of the formula (XXV) X and X must not be the same if Y stands for CH.

In a likewise very particularly preferred form, the cyanine dyes used are those of the formulas (XXVI) to (XXXVII)

(XXVII)

(XXVIII)

(XXXII)

On-

(XXXIII),

On-

(XXXIV)

On-

(XXXVI)

(XXXVII),

wherein

X ^ 21 ^{i stands} for O, S _: NR ¹² or CR ¹³ R ¹⁴ ,

X, 4 ⁴ 1 ¹ and ^* Xv4 ⁴ 3 ^J independently represent O, S, NR 2 ^ 2 or CR> 2 ^Z 3 ^J _π R2 ^/ 4

X A2 ^{Δ stands} for N or CR 2 ' ₅ ⁰ ,

R ¹¹ , R ¹² , R ²¹ and R ²² independently of one another are methyl, ethyl, propyl, butyl,

Pentyl, hexyl, benzyl, phenethyl, cyclohexyl, chloroethyl, cyanomethyl, cyanoethyl, hydroxyethyl, 2-hydroxypropyl, methoxyethyl, ethoxyethyl or a radical of the formula

stand, R ²³ and R ^{24 represent} hydrogen, methyl or ethyl or

CR ²³ R ²⁴ for a bivalent radical of the formula

stands,

where the two bonds originate from the yesterday (*) ring atom,

R ^{15 represents} hydrogen, methyl, methoxy, chlorine, cyano, nitro, methoxycarbonyl, methanesulfonyl or aminosulfonyl,

R ^{16 represents} hydrogen or

R ¹⁵ and R ¹⁶ together represent a -CH = CH-CH = CH bridge or

X ²¹ and R ¹⁶ together represent * C = CH-CH = CH-, where two bonds originate from the yesterday (*) atom,

R ¹⁷ and R ¹⁸ stand for hydrogen or together for a -CH = CH-CH * = CH bridge,

R ^{25 represents} hydrogen, methyl, phenyl, chlorine, cyano, methoxycarbonyl, ethoxycarbonyl or methylthio,

R ²⁶ for hydrogen, methyl, phenyl, methoxy, ethoxy, phenoxy, cyano,

Methoxycarbonyl, ethoxycarbonyl, methylthio, dimethylamino, diethylamino, dipropylamino, dibutylamino, pyrrolidino, piperidino, N-methylpiperazino or morpholino is or R ²⁵ and R ²⁶ together represent a - (CH ₂ ) ₃ -, - (CH ₂ ) ₄ -, -S- (CH ₂ ) ₂ -S- or -CH = CH- CH = CH bridge through which Methyl, methoxy, chlorine, cyano, nitro, methoxycarbonyl, methanesulfonyl or aminosulfonyl can be substituted,

R ²⁷ and R ²⁸ independently of one another represent hydrogen or methyl or together represent a - (CH ₂ ) ₃ -, - (CH ₂ ) ₄ bridge,

q represents 0 or 1,

Y represents CH, C-CN or N and

An ^" for tetrafluoroborate, perchlorate, hexafluorophosphate, iodide, rhodanide,

Cyanate, hydroxyacetate, methoxyacetate, lactate, citrate, methanesulfonate, ethanesulfonate, trifluoromethanesulfonate, benzenesulfonate, toluenesulfonate, butylbenzenesulfonate, chlorobenzenesulfonate, dodecylbenzenesulfonate, naphthalenesulfonate or represents an equivalent of

wherein in the case of the cyanine dyes of the formula (XXVI) X ²¹ and X ^{41 are} preferably not the same when X is CR, R and R ~ together are a -CH = CH-CH = CH bridge and Y is CH.

The formulas (XXVI) to (XXVIII) and (XXXII) to (XXXIV) are particularly preferred:

wherein

X ^{21 represents} O, S or C (CH ₃ ) ₂ ,

X ^{41 represents} S or C (CH ₃ ) ₂ ,

X ^{42 represents} N or CR ²⁵ , R ²⁵ stands for hydrogen or together with R ²⁶ stand for a -CH = CH-CH * = CH- bridge,

X4 ⁴ 3 ^{J represents} S or CH ₂ ,

97 9R

R and R represent hydrogen,

q stands for 0 and

Y represents N, CH or C-CN,

where the other radicals have the meaning given above,

preferably in the case of the cyanine dyes of the formula (XXVI) X ²¹ and X ⁴¹

.19 ¹ **! 9 * ^ 9ή are not the same if X stands for CR, R and R together stand for a -CH = CH-CH = CH bridge and Y stands for CH.

For a write-once optical data carrier according to the invention which is written and read with the light of a blue laser, preference is given to those cyanine dyes whose absorption maximum λ _ma χi is in the range 340 to 410 nm, the wavelength λ ₂ at which the absorbance in the long-wave flank of the absorption maximum of the wavelength λ _maxl is half the absorbance value at λmaxi, and the wavelength λmo at which the extinction in the long-wave flank of the absorption maximum of the wavelength λ _max ι is one tenth of the

Extinction value at λ _max ι, preferably not more than 50 nm apart. Such a cyanine dye preferably has no longer-wave maximum λ _maX2 up to a wavelength of 500 nm, particularly preferably 550 nm, very particularly preferably 600 nm. Cyanine dyes with an absorption maximum λ _maxl of 345 to 400 nm are preferred.

Cyanine dyes with an absorption _maximum λ _max ι of 350 to 380 nm are particularly preferred.

Cyanine dyes with an absorption maximum λ _m ai of 360 to 370 nm are very particularly preferred.

These radicals F λj _{/ 2} and λ * _./10 , as defined above, are preferably not more than 40 nm apart, particularly preferably not further than 30 nm, very particularly preferably not further than 10 nm apart.

Suitable dyes in this sense are those of the formulas (IV) to (VI) and (X) to (XII), in which Y is N, and those of the formulas (VII) to (IX), in which Y is

CH stands.

For a write-once optical data carrier according to the invention which is written and read with the light of a blue laser, preference is also given to those cyanine dyes whose absorption maximum λ _maX2 in the range 420 to

550 nm, where the wavelength λι ₂ , at which the extinction in the short-wave flank of the absorption maximum of wavelength λ _max2 is half of the extinction _value at λ _maX2 , and the wavelength λ o, at which the extinction in the short-wave flank of the absorption maximum Wavelength λ _{max is} one tenth of the extinction value at λ _{ma 2} , preferably not more than 50 nm apart. Such a cyanine dye preferably has no shorter-wave maximum λ _maxl up to a wavelength of 350 nm, particularly preferably up to 320 nm, very particularly preferably up to 290 nm Cyanine dyes with an absorption maximum λ _maX2 of 410 to 530 nm are preferred.

Cyanine dyes with an absorption maximum λ _max2 of 420 to 510 nm are particularly preferred.

Cyanine dyes with an absorption maximum λ _m ax2 of 430 to 500 nm are very particularly preferred.

With these cyanine dyes λ- _./ and λmo, as defined above, 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.

Suitable dyes in this sense are those of the formulas (IV) to (VI) and (X) to (XII), in which Y is CH, and those of the formulas (XIII) to (XXIV).

For a write-once optical data carrier according to the invention which is written and read with the light of a red laser, preference is given to those cyanine dyes whose absorption maximum λ _{maX2 is} in the range from 500 to 650 nm, the wavelength λ at which the extinction in the long-wave flank of

Absorption maximum of the wavelength λ _max2 is half the absorbance _value at λ _ma χ ₂ , and the wavelength λ * _./ ι ₀ , at which the absorbance in the long-wave flank of the absorption maximum of the wavelength λ _ma 2 is one tenth of the absorbance value at λ _ma 2 , preferably not more than 50 nm apart. Such a cyanine dye preferably does not have a longer-wave maximum λ _max3 up to a wavelength of 750 nm, particularly preferably up to 800 nm, very particularly preferably up to 850 nm.

Cyanine dyes with an absorption maximum λ _max2 of 530 to 630 nm are preferred. Cyanine dyes with an absorption maximum λ _{ma 2} of 550 to 620 nm are particularly preferred.

Cyanine dyes with an absorption maximum λ _m ax2 of 580 to 610 nm are very particularly preferred.

With these cyanine dyes λ- _./2 and λ _1/10 , 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.

Suitable dyes in this sense are those of the formulas (XIII) to (XV) and (XIX) to (XXI).

For 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 cyanine dyes whose absorption maximum λ _{max3 is} in the range from 650 to 810 nm, the wavelength λι _{/ 2} at which the absorbance in the long-wave flank of the absorption maximum of the wavelength λ _max3 is half the extinction value at λ _max3 , and the wavelength λ _\ o at which the extinction in the long-wave flank of the absorption maximum of the wavelength λ _{maX3 is} one tenth of the extinction value at λ _max3 are preferably no more than 50 nm apart.

Cyanine dyes with an absorption maximum λ _maX 3 of 660 to are preferred

790 nm.

Cyanine dyes with an absorption maximum λ _maX3 of 670 to 760 nm are particularly preferred. Cyanine dyes with an absorption maximum λ _m a 3 of 680 to 740 nm are very particularly preferred.

These cyanine dyes λι _{/ 2} and λj _/ io, 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.

Suitable dyes in this sense are those of the formulas (XXV) to (XXVII) and (XXXI) to (XXXIII),

At the absorption maximum λ _{ma 2, the} cyanine dyes have a molar extinction coefficient ε> 40,000 1 / mol cm, preferably> 60,000 1 / mol cm, particularly preferably> 80,000 1 / mol cm, very particularly preferably> 100,000 1 / mol cm.

The absorption spectra are measured, for example, in solution.

Suitable cyanine dyes with the required spectral properties are, in particular, those in which the dipole moment change Δμ = | μ _g - μ _ag |, ie the positive difference between the dipole moments in the ground state and the first excited state, is as small as possible, preferably <5 D, particularly preferably < 2 D. A method for determining such a dipole moment change Δμ is described, for example, in F. Würthner et al., Angew. Chem. 1997, 109, 2933 and in the literature cited therein. A low solvatochromism (methanol / methylene chloride) is also a suitable selection criterion. Preferred are cyanine dyes, whose solvent Δλ ^■ = Iλ _Methyl i _ench i _or i _d - λ ^* viethanoi | _> ie the positive difference of the absorption wavelengths in the solvents methylene chloride and methanol, <25 nm, particularly preferably <15 nm, very particularly preferably <5 nm. Cyanine dyes of the formula (I) are known in some cases, e.g. B. from DE-P 883 025, DE-OS 1 070 316, DE-OS 1 170 569, J. Chem. Soc. 1951, 1087, Ann. Soc. Chim. Pol 1963, 225.

Another object of the invention are cyanine dyes of the formula

_R

wherein

R ^{71 represents} d- to C ₁₆ alkyl, C ₃ to C ₆ alkenyl, C ₅ to C ₇ cycloalkyl or C ₇ to C ₁₆ aralkyl,

R ⁷² for C to C ₁₆ -alkoxy, Ci- to C ^ -alkylthio, bis-C -.- to C ₁₆ -dialkylamino, N-Cj- to Cι ₆ -alkyl-NC ₆ - to Qo-arylamino, pyrrolidino, piperidino,

Piperazino or Moφholino stands,

Y stands for N and

the other radicals have the meanings given above for formula (I).

Cyanine dyes of the formula (XL) are preferred,

wherein

R ¹ and R ⁷¹ independently of one another represent methyl, ethyl, propyl, butyl or benzyl, R ^{72 represents} dimethylamino, diethylamino, dipropylamino, dibutylamino, pyrrolidino, piperidino or Moφholino,

Y stands for N,

p represents 0 or 1,

R ³ and R ^{4 represent} hydrogen and

ring A for benzfhiazol-2-yl, thiazol-2-yl, thiazolin-2-yl, benzoxazol-2-yl,

Pyrolin-2-yl or 3,3-dimethyl-3H-indol-2-yl, with benzthiazol-2-yl, thiazol-2-yl, benzoxazol-2-yl and 3,3-dimethyl-3H-indole- 2-yl can be substituted by methyl, methoxy, chlorine, cyano, nitro or methoxycarbonyl, and

An ^"stands for an anion.

P = 1 is particularly preferred and ring A represents 3,3-dimethyl-3H-indol-2-yl, 5-methyl-3,3-dimethyl-3H-indol-2-yl, 5-methoxy-3, 3-dimethyl-3H-indol-2-yl, 5-nitro-3,3-dimethyl-3H-indol-2-yl, 5-chloro-3,3-dimethyl-3H-indol-2-yl or 5-

Methoxycarbonyl-3,3-dimethyl-3H-indol-2-yl, very particularly preferably for 3,3-dimethyl-3H-indol-2-yl.

Another object of the invention are cyanine dyes of the formula

wherein R ^{211 stands} for C ₆ -C ₆ alkyl, C ₃ - to C ₆ alkenyl, C ₅ - to C ₇ cycloalkyl or C ₇ - to C _{] 6} aralkyl,

X ^{44 stands} for S, O or CH,

971 9R1

R and R are independently hydrogen or C- _. - represent C ₃ alkyl or together represent a - (CH ₂ ) ₃ - or - (CH ₂ ) bridge,

u represents 0 or 1,

Y stands for CH and

the other radicals have the meanings given above for formula (I).

Cyanine dyes of the formula (XLI) are preferred,

wherein

R ¹ and R ²¹¹ independently of one another represent methyl, ethyl, propyl, butyl or benzyl,

X ^{44 stands} for S or CH,

R ^m and R ²⁸ 'represent hydrogen,

u represents 0 or 1,

p represents 0 or 1,

R ³ and R ^{4 represent} hydrogen and the ring A for benzthiazol-2-yl, thiazol-2-yl, thiazolin-2-yl, benzoxazol-2-yl,

Pyrolin-2-yl or 3,3-dimethyl-3H-indol-2-yl, where benzthiazol-2-yl,

Thiazol-2-yI, benzoxazol-2-yl and 3,3-dimethyl-3H-indol-2-yl can be substituted by methyl, methoxy, chlorine, cyano, nitro or methoxycarbonyl, and

An ^"stands for an anion.

P = 1 is particularly preferred and ring A represents 3,3-dimethyl-3H-indol-2-yl,

5-methyl-3,3-dimethyl-3H-indol-2-yl, 5-methoxy-3,3-dimethyl-3H-indol-2-yl, 5-nitro-3,3-dimethyl-3H-indole- 2-yl, 5-chloro-3,3-dimethyl-3H-indol-2-yl or 5-methoxycarbonyl-3,3-dimethyl-3H-indol-2-yl, very particularly preferably for 3,3-dimethyl 3 H-indol-2-yl.

Also particularly preferred is p = 0 and the ring A stands for benzthiazol-2-yl, 5-mefhoxy-benzthiazol-2-yl, 5-chloro-benzothiazol-2-yl, 5-cyano-benzothiazol-2-yl, 3 , 3-Dimethyl-3H-indol-2-yl, 5-methyl-3,3-dimethyl-3H-indol-2-yl, 5-methoxy-3,3-dimethyl-3H-indol-2-yl , 5-nitro-3,3-dimethyl-3H-indol-2-yl, 5-chloro-3,3-dimethyl-3H-indol-2-yl or 5-methoxycarbonyl-3,3-dimethyl-3H-indole -2-yl, very particularly preferred for benzothiazol-2-yl or 3,3-dimethyl-3H-indol-2-yl.

The cyanine dyes can be prepared by processes known per se.

The light-absorbing substances described guarantee a sufficiently high level

Reflectivity (> 10%) of the optical data carrier in the unwritten state as well as a sufficiently high absorption for the thermal degradation of the information layer with selective illumination with focused light if the light wavelength is in the range from 360 to 460 nm and 600 to 680 nm. The contrast between written and unwritten points on the data carrier is due to the change in reflectivity of the amplitude as well as the phase of the incident Light realized through the optical properties of the information layer that changed after thermal degradation.

The cyanine dyes are preferably applied to the optical data carrier by spin coating or vacuum evaporation. The cyanine dyes can be mixed with one another or with other dyes with similar spectral properties. In particular, dyes with different anions can also be mixed. In addition to the cyanine dyes, the information layer can contain additives such as binders, wetting agents, stabilizers, thinners and sensitizers and other constituents.

Mixtures with other, preferably cationic, dyes can also be used. Preferably used as mixed dyes are those whose λ _max differs from the λ _max2 or λ _{max3 of} the dyes of the formula (I) by no more than 30 nm, preferably no more than 20 nm, very particularly preferably no more than 10 nm. Examples include dyes from the classes of cyanines, streptocyanines, hemicyanines, diazahemicyanines, null methines, enamine dyes, hydrazone dyes, di- or tri (het) arylmethane dyes, xanthene dyes, azine dyes (phenazines, oxazines, thiazines) or, for example, from the classes of azo dyes .

Anthraquinone dyes, neutrocyanines, polyphyrins or phthalocyanines. Such dyes are known, for example, from H. Berneth, Cationic Dyes in Ulimann's Encyclopedia of Industrial Chemistry, VCH, 6 edition.

In addition to the information layer, the optical data storage device can carry further layers such as metal layers, dielectric layers, barrier layers and protective layers. Metals and dielectric and / or barrier layers serve, among other things, to adjust the reflectivity and the heat balance. Depending on the laser wavelength, metals can be gold, silver, aluminum and others. Dielectric layers are, for example, silicon dioxide and silicon nitride. Barrier layers are electrical or metal layers. Protective layers are, for example, photocurable lacquers, (pressure-sensitive) adhesive layers and protective films.

Pressure-sensitive adhesive layers mainly consist of acrylic adhesives. Nitto Denko DA-8320 or DA-8310, disclosed in patent JP-A 11-273147, for example, can be used for this purpose.

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 one

Adhesive layer (5), a cover layer (6).

The structure of the optical data carrier can preferably:

- Contain a preferably transparent substrate (1), on the surface of which at least one information layer (3) which can be written on with light and which 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.

contain a preferably transparent substrate (1), on the surface of which a protective layer (2), 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.

contain a preferably 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 cover layer (6) are applied. contain 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.

Alternatively, the optical data carrier has, for example, the following layer structure (cf. FIG. 2): 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 invention further relates to optical data carriers according to the invention described with blue or red light, in particular laser light.

The following examples illustrate the subject matter of the invention.

Examples

example 1

8.1 g of 2-amino-3-methyl-5-diisopropylamino-l, 3,4-thiadiazoIium methosulfate, prepared from 2-amino-5-diisopropylamino-l, 3,4-thiadiazole and dimethyl sulfate, and 5 g, 3,3-Trimethyl-2-methylene-3H-indole-ω-aldehyde was boiled in a mixture of 25 ml of toluene and 2.3 g of methanesulfonic acid for 12 hours on a water separator. After cooling, 50 ml of hexane were added and the separated oil was separated off. This was taken up in 200 ml of water. The aqueous phase was extracted three times with 200 ml of chlorine form. The chloroform phase was spun in. 2.3 g (19% of theory) of a red powder of the formula were obtained

Mp = 115 ° C λ _ma (methanol) = 544 nm ε = 96235 1 / mol cm λi _{/ 2} - λι ₁₀ (short-wave flank) = 36 nm λi _{/ 2} - λι _/1.0 (long-wave flank) = 13 nm

Solubility:> 2% in TFP (2,2,3, 3-tetrafluoropropanol) glassy film Example 2

3.1 g of l-methyl-2-methylthio-benzothiazolium methosulfate, made from 2-methyl-thiobenzothiazole and dimethyl sulfate, and 2.6 g of l-ethyl-2-methyl-thiazolinium iodide, made from 2-methylthiazoline and ethyl iodide were boiled in 50 ml of pyridine for 3 h. After cooling, the product was filtered off with suction, washed with 5 ml of pyridine and dried. 1.1 g (27% of theory) of a colorless powder of the formula were obtained

Mp = 250-254 ° C λ _max (methanol) = 384 nm ε = 54621 1 / mol cm λ) _./2 - λ- _./10 (long-wave flank) = 10 nm solubility: 5% in TFP (2, 2,3,3-tetrafluoropropanol)

0.4 g of the above product was stirred in 15 ml of methanol with 0.1 g of lithium perchlorate for 1 hour at the reflux temperature. After cooling, the product was filtered off with suction, washed with 3 ml of methanol and dried. 0.3 g (80% of theory) of a colorless powder of the formula were obtained

Mp = 220-225 ° C λmax (methanol) = 384 nm ε = 56117 1 / mol cm λι / 2 - λι _/ ιo (long-wave flank) = 10 nm

Solubility: 5% in TFP (2,2,3,3-tetrafluoropropanol) glassy film

Suitable cyanine dyes are also listed in the following table:

1) in methanol unless otherwise stated. 2)

Δλ = | λiviethylenchlorid "M _et hanol | 3) on the short-wave flank 4) on the long-wave flank 5) in methanol / chloroform 1: 1 6) in acetone 7) inNMP

Example 39

It became a 2 wt .-% solution consisting of 66.7 wt .-% of the dye from Example 24 and 33.3 wt .-% of the dye of the formula at room temperature

made in 2,2,3,3-tetrafluoropropanol. 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 disk and the groove structure corresponded to those that are usually used for DND-R. The disk with the dye layer as the information carrier was 120 nm

Gold and then vapor-deposited on the gold layer with 200 nm SiO. A UN-curable acrylic varnish was then applied by spin coating and cured using a UN lamp. The disk was built with a dynamic writing test set-up on an optical bench, consisting of a diode laser (λ = 656 nm), for generating linear polarized light, a polarization-sensitive one

Beam splitter, a λ / 4 plate and a movably suspended collecting lens with a numerical aperture NA = 0.6 (actuator lens) tested. The light reflected from the reflective layer of the disk was coupled out of the beam path with the aid of the above-mentioned polarization-sensitive beam splitter and focused on a quadrant detector by an astigmatic lens. A signal-to-noise ratio C / N = 42 dB was measured at a linear speed V - 3.5 m / s and a write power P _w = 21 mW. The write power was applied as an oscillating pulse sequence, the disk being alternately irradiated for 1 μs with the above-mentioned write power P _w and for 4 μs with the read power P _r <0.6 mW. The disc has been oscillating with this for so long

The pulse train was irradiated until it had turned around once. The marking generated in this way was then read out with the reading power P _r and the above-mentioned signal-to-noise ratio C / N was measured.

Claims

claims

Optical data carrier containing 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 reflective layers and optionally a protective layer or a further substrate or a covering layer, which are coated with blue, red or Infrared light, preferably laser light, can be described and read, the information layer containing a light-absorbing compound and optionally a binder, characterized in that at least one cyanine dye is used as the light-absorbing compound. ^■

Optical data carrier according to claim 1, characterized in that the cyanine dye of the formula (I)

corresponds,

wherein

X ^r l. u. "ndJ X stand for nitrogen or

X - ^* Rn l and v X3 -R are independently S,

X stands for O, S, NR ^b , CR ^δ or CR> 8 ^Ö R _π 9 ^*

X ^{4 represents} O, S, CR ¹⁰ or NR ⁷ , Y represents N or CR ⁵ ,

R ¹ , R ² , R ⁶ and R ⁷ independently of one another represent Ci to C ₁₆ alkyl, C ₃ to C ₆ alkenyl, C ₅ to C ₇ cycloalkyl or C ₇ to C ₁₆ aralkyl,

R ³ , R ⁴ and R ⁵ independently of one another represent hydrogen, Ci to C ₁₆ alkyl or cyano,

or

R and R together for one - (CH ₂ ) ₃ - or - (CH ₂ ) ₄ bridge if m = 0 and p> 0 or

R ¹ and R ⁵ together represent a - (CH ₂ ) ₂ -, - (CH ₂ ) ₃ - or - (CH ₂ ) ₄ bridge if m = 0 and p = 0 or

R ² and R ⁵ together represent a - (CH ₂ ) ₂ -, - (CH ₂ ) ₃ - or - (CH ₂ ) bridge if n = 0,

R ⁸ , R ⁹ and R ¹⁰ independently of one another for hydrogen or Ci to Cι ₆ -

Stand alkyl or

CR ⁸ R ⁹ for a bivalent radical of the formulas

or stands

where the two bonds originate from the yesterday (*) ring atom,

m and n independently of one another represent 0 or 1, p represents 0, 1 or 2,

the ring A including X ¹ , X ² and the radical connecting X ¹ and X ² and the ring B including X ³ , X ⁴ and the radical connecting X ³ and X ⁴ independently of one another for a five- or six-membered group aromatic or quasi-aromatic or partially hydrogenated heterocyclic ring which contain 1 to 4 heteroatoms and / or benzyl or naphthane fused and / or substituted by nonionic radicals, the rings A and B preferably not being the same, and

An ^"stands for an anion.

3. Optical data carrier according to claim 1 or 2, characterized in that in formula (I) the ring A of the formula

for benzthiazol-2-yl, thiazol-2-yl, thiazolin-2-yl, benzoxazol-2-yl, oxazol-2-yl, oxazolin-2-yl, benzimidazol-2-yl, imidazol-2-yl, imidazoline -2-yl,

Pyrolin-2-yl, 3-H-indol-2-yl, benz [c, d] indol-2-yl, 2- or 4-pyridyl or 2- or 4-quinolyl, where X ^{1 is} N, where the rings mentioned in each case by Ci to C ₆ ~ alkyl, C * .- to C ₆ -

Alkoxy, fluorine, chlorine, bromine, iodine, cyano, nitro, Cj- to C ₆ -alkoxycarbonyl, Ci- to C ₆ -alkylthio, Cj- to C ₆ -acylamino, C ₆ - to Cι ₀ -aryl, C ₆ - to Cio-

Aryloxy or C ₆ - to Cio-Arylcarbonylamino can be substituted, and the ring B of the formula

for benzthiazol-2-ylidene, thiazol-2-ylidene, thiazolin-2-ylidene, isothiazol-3-ylidene, l, 3,4-thiadiazol-2-ylidene, l, 2,4-thiadiazol-5-ylidene, benzoxazole -2-ylidene, oxazol-2-ylidene, oxazolin-2-ylidene, l, 3,4-oxadiazol-2-ylidene, benzimidazol-2-ylidene, imidazol-2-ylidene, imidazolin-2-ylidene, pyroline -2-ylidene, l, 3,4-triazol-2-ylidene, 3H-indol-2-ylidene, benz [c, d] indol-2-ylidene, 2- or 4-pyridyl or 2- or 4-quinolyl stands at X ³ , which stands for N, the rest

R carry, which has the meaning given in claim 2, wherein said rings each by C ^* * - to C ₆ - alkyl, C- _. - to C ₆ - alkoxy, fluorine, chlorine, bromine, iodine, cyano, nitro, C * _. - to C ₆ -alkoxycarbonyl, Ci- to Ce-alkylthio, C- _. - to C ₆ -acylamino, C ₆ - to Qo-aryl. C ₆ - to C ₁₀ - aryloxy, C ₆ - to Cio-arylcarbonylamino, mono- or di-Cj to C ₆ -alkylamino, N-Cj- to C _ö -alkyl-NC ₆ - to C ₁₀ -arylamino , Pyrrolidino, Moφholino or Piperazino can be substituted.

Optical data carrier according to one or more of claims 1 to 3, characterized in that the cyanine dye corresponds to the formula (I),

wherein

ring A and ring B represent different heterocycles.

5. Optical data carrier according to one or more of claims 1 to 4, characterized in that the cyanine dye corresponds to the formula (I),

wherein

Y stands for N.

Optical data carrier according to one or more of claims 1 to 4, characterized in that the cyanine dye corresponds to the formula (I),

wherein

Y stands for C-CN.

7. Use of cyanine dyes in the information layer of write-once optical data carriers, the cyanine dyes having an absorption maximum λ _maxl in the range from 340 to 410 nm.

8. Use of cyanine dyes in the information layer of write-once optical data carriers, the cyanine dyes having an absorption maximum λ _ma χ ₂ in the range from 420 to 650 nm.

9. Use of cyanine dyes in the information layer of write-once optical data carriers, the data carriers being written on and read with a blue laser light.

10. Use of cyanine dyes in the information layer of write-once optical data carriers, the data carriers being written on and read with a red laser light.

11. A method for producing the optical data carrier according to claim 1, which is characterized in that a preferably transparent substrate, optionally already coated with a reflection layer, is coated with the cyanine dyes, optionally in combination with suitable binders and additives and optionally suitable solvents, and optionally with a Reflective layer, other intermediate layers and optionally a protective layer or another substrate or a cover layer.

12. Optical data carrier according to claim 1 described with blue, red or infrared, in particular blue or red light, in particular blue or red laser light.

13. Cyanine dyes of the formula

wherein

R ^{: represents} Ci to Cj ₆ alkyl, C ₃ to C ₆ alkenyl, C ₅ to C ₇ cycloalkyl or C to C ₁₆ aralkyl,

R ⁷² for Ci- to Cι ₆ -alkoxy, C _r to C ₁₆ -alkylthio, bis-C _r to C ₁₆ -dialkyl- a ino, N-Ci- to Cι ₆ -alkyl-NC ₆ - to C ₁₀ -arylamino , Pyn-olidino, Piperidino, Piperazino or Moφholino stands,

Y stands for N and

the other radicals have the meanings given in claim 2.

4. Cyanine dyes of the formula

wherein

R represents C _t to C ₁₆ alkyl, C ₃ to C ₆ alkenyl, C ₅ to C ₇ cycloalkyl or C to C ₁₆ aralkyl,

XA ⁴ 4 ^{4 represents} S, O or CH,

R ²⁷¹ and R ²⁸¹ independently of one another for hydrogen or C- _. - represent C ₃ alkyl or together represent a - (CH ₂ ) ₃ - or - (CH ₂ ) ₄ bridge,

u represents 0 or 1,

Y stands for CH and

the other radicals have the meanings given in claim 2.