JP2003281783A - Optical information recording medium - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a recording medium for DVD (DVD-R, DVD+R) with small dependency on recording wavelength and excellent recording characteristics. <P>SOLUTION: In an optical information recording medium formed by successively overlying at least a dye recording layer, a metal reflection layer on a substrate the surface of which a groove and/or a pit is formed, it is characterized by an absorbance L of from 10 to 40%, a ratio of a maximum absorbance to a minimum absorbance of from 1.0 to 2.0 a reflectance of from 45 to 85% to a range of which track pitch of the groove is 0.73 to 0.75 μm, depth of the groove is 1450 to 1650 Å, groove width is 0.21 to 0.31 μm, and optical wavelength in vacuum is λ645 nm to 670 nm. <P>COPYRIGHT: (C)2004,JPO

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a magneto-optical recording medium having a dye recording layer (light absorbing layer).

[0002]

2. Description of the Related Art In addition to an optical recording medium such as a read-only CD (compact disc), a recordable CD (CD
-R, CD-RW) have been put to practical use and are widely spread.
Unlike the conventional CD, the CD-R and the CD-RW allow the user to record information, and the signal after recording satisfies the conventional CD standard, and thus can be reproduced by a commercially available CD player. It has features. As one of the methods for realizing such a medium, for example, in CD-R, in JP-A-2-42652, a dye is spin-coated on a substrate to provide a light absorption layer, and a metal reflection layer is provided behind the light absorption layer. It has been proposed to provide a dye-based material as a material for such a light absorption layer.

One of the reasons for this is that the CD-R has a high reflectance (65%) satisfying the CD standard, but in order to obtain a high reflectance in the above medium structure,
This is because the light absorption layer needs to satisfy a specific complex refractive index at the recording / reproducing light wavelength, and the light absorption characteristics of the dye are suitable. However, the optical absorption spectrum of the optical information recording medium using this dye-based material is as shown in FIG. 1, and the complex refractive index uses the characteristics of the absorption band edge portion in the optical absorption spectrum of the dye film. However, there is a problem that the wavelength dependence is large.

Particularly, as a next-generation medium, a medium capable of recording and / or reproducing by using a laser beam having a wavelength near 650 nm, which is shorter than a conventional laser beam having a wavelength near 780 nm for CD, for high density recording, DVD-R, DVD +
Although developed as R, the conventional CD-R dyes described above (for example, pentamethinecyanine dyes and phthalocyanine dyes) have a large wavelength dependence of the recording material.
The recording / reproducing characteristics at a wavelength of 650 nm cannot be satisfied. This is because the absorption coefficient k at 650 nm is large and the reflectance is low, which makes recording and reproduction difficult.

Therefore, trimethine cyanine dyes, azo dyes, tetraazaporphyrazine dyes and the like have been proposed as organic dyes used in recording layer materials for controlling the absorption band wavelength of dyes which are recording materials. Kaihei 7-3
No. 09069, Japanese Patent Application Laid-Open No. 8-99467, Japanese Patent Application Laid-Open No. 9-169166, Japanese Patent Application Laid-Open No. 9-66671, Japanese Patent Application Laid-Open No. 11-48612 and the like. However, although these dyes can satisfy the optical characteristics at 650 nm, there is a problem that the characteristics cannot be satisfied at the wavelength range of 645 nm to 670 nm which is the actual use wavelength range of the DVD + R drive.

When the laser light wavelength changes due to the drive environment, a recording defect is likely to occur in the DVD recording drive. In particular, in a high temperature environment, the wavelength of the laser beam shifts to a long wavelength, so that the absorption coefficient k of the dye recording layer becomes small, resulting in insufficient recording sensitivity. In order to reduce such wavelength dependence, JP-A-2001-26
In Japanese Patent Publication No. 180, it is proposed to mix three kinds of a dye having a maximum absorption wavelength in 500 to 620 nm, a long wavelength dye and a short wavelength dye, but a recording wavelength range in a DVD recording drive (645 to 670 nm). No attention was paid to the absorptance and the wavelength variation of the absorptivity, and the wavelength dependence of the recording sensitivity cannot be improved. In addition, JP 2001-9
In Japanese Patent No. 3187, the maximum absorption wavelength is in the range of 500 nm to 620 nm, and the optical absorption (B) at 630 nm and 65
The ratio with the light absorption (A) at 0 nm is 1.1 ≦ B / A ≦
Although a light absorbing layer of 2.2 has been proposed, the present invention aims to satisfy recording and reproduction at a short wavelength of 630 nm and reproduction at 650 nm.
Recording wavelength range in recording drive (645 nm to 670 n
No attention is paid to the absorptance and the wavelength variation of the absorptivity in m), and the wavelength dependence of the recording sensitivity cannot be improved.

Further, in order to form a high-density recording, that is, a recording pit having a size smaller than that of a CD, the above adjustment of the optical characteristics is not sufficient, and there is a problem that the jitter of the recording signal is large. . CD for DVD
In addition to the difference in the recording format, the track pitch and the shortest pit length are reduced, and the reproduction light is narrowed down.
The density is about 6 to 8 times higher than that of D, but this is due to the different optical configuration. That is, the CD has a plate thickness of about 1.2 mm, a reproduction wavelength of about 780 nm, and an NA:
0.45-0.5, track pitch: about 1.6 μm, shortest pit length: about 0.8 μm, whereas DVD has a plate thickness: about 0.6 mm, reproduction wavelength: about 650 nm, NA:
0.6 to 0.65, track pitch: about 0.74 μm,
Shortest pit length: There is a difference of about 0.4 μm.

[0008]

SUMMARY OF THE INVENTION The object of the present invention is to solve the above-mentioned problems of the prior art and to provide a recording medium for DVD (DVD-R, DVD) having a small recording wavelength dependency and excellent recording characteristics.
+ R) to provide.

[0009]

[Means for Solving the Problems] The above problems are solved by the following (1)
It is solved by the invention of (4). (1) In an optical information recording medium in which at least a dye recording layer and a metal reflection layer are sequentially laminated on a substrate having grooves and / or pits formed on the surface thereof, the track pitch of the grooves is 0.73 to 0.75 μm. And, the groove depth is 1450 to 1650Å and the groove width is 0.21 to 0.31.
μm, and the light wavelength in vacuum is λ645 nm to 670
In the range of nm, the light absorption rate L is 10% to 40%, the ratio of the maximum value to the minimum value in the wavelength characteristic L (λ) of the light absorption rate is 1.0 to 2.0, and the light reflectance is 45. % To 85%, an optical information recording medium.

(2) The dye recording layer has a thermal decomposition temperature of 200 to 3
The optical information recording medium as described in (1) above, which is an organic material at 50 ° C. (The thermal decomposition temperature is the weight (TG) inflection point on a thermobalance.)

(3) The optical information recording medium as described in (1) or (2) above, wherein the dye recording layer contains a formazan chelate compound represented by the following general formula (I).

[Chemical 2] (In the formula, Z represents a residue which forms a polyheterocycle together with the carbon atom and the nitrogen atom to which it is bonded, and the polyheterocycle has an alkyl group, an alkoxy group, a thioalkoxy group, a substituent It may have a substituent such as amino group, allyl group, allyloxy group, anilino group, keto group, etc. A represents an alkyl group, an aralkyl group, an allyl group or a cyclohexyl group, and an alkyl group, an alkoxy group or a halogen group. It may have a substituent such as a keto group, a carboxyl group or an ester thereof, a nitrile group, a nitro group, etc. B represents an allyl group, an alkyl group, an alkoxy group, a halogen group, a carboxyl group or an ester thereof, a nitrile. Base,
It may have a substituent such as a nitro group. M represents a divalent metal atom. n represents the number of formazan ligands coordinated to M. )

(4) The above-mentioned (1), (2) or (3) is characterized in that track information is recorded by wobbling the groove in a meandering shape at a substantially constant frequency.
Optical recording information recording medium described.

[0013]

BEST MODE FOR CARRYING OUT THE INVENTION The present invention will be described in more detail below. FIG. 2A shows an example of the layer structure of the DVD-R medium.
Reference numeral 1 is a substrate, 2 is a dye recording layer (light absorbing layer), 3 is a reflective layer (metal reflective layer), 4 is a protective layer, 5 is an adhesive layer, and 6 is a cover substrate. Playback is performed. Further, as shown in FIG. 2B, a guide groove 7 is formed on the surface of the substrate 1. One of the features of a recording medium that can be reproduced by a CD player such as a DVD + R or a CD-R is that track information is recorded by wobbling the guide groove or the pit row in a meandering shape. The meandering state of the guide groove can be detected from the track signal as a wobble signal, and the track information is recorded in advance on the substrate by performing FM modulation or phase modulation on a predetermined frequency. Here, the track information is address information, disk rotation frequency information, etc., and when it is detected from the track signal, it is easily separated from the information data signal, and ROM signal compatibility is easily obtained.

The DVD-R is constructed so as to obtain a high reflectance due to the multiple interference effect of both interfaces of the dye recording layer, and the dye recording layer is required to have an optical characteristic that the refractive index n is large and the absorption k is relatively small. Is. The preferred range is n> 2, 0.03
<K <0.2. Such optical characteristics can be obtained by utilizing the characteristics of the long wavelength end of the light absorption band of the dye film. FIG. 1 shows the light absorption spectrum of the dye recording layer. As can be seen from FIG. 1, when the wavelength becomes longer than 650 nm,
Both n and k decrease.

The optical information recording medium of the present invention is an optical information recording medium in which at least a dye recording layer and a reflective layer are sequentially laminated on a substrate having grooves and / or pits formed on the surface thereof. Wavelength λ645 nm to 670
In the range of nm, the light absorption rate L is 10% to 40%, the ratio of the maximum value to the minimum value in the wavelength characteristic L (λ) of the light absorption rate is 1.0 to 2.0, and the light reflectance is 45. % -85%, so the actual use wavelength of the DVD recording drive is 645 nm
It has suitable light absorption in the range of up to 670 nm, has a small change in light absorption rate, and has a small change in recording sensitivity due to wavelength fluctuation. Further, the particularly preferable light absorption rate L is 2
It is 0% to 40%.

Further, in the optical information recording medium of the present invention, the groove track pitch is 0.73 to 0.75 μm, the groove depth is 1450 to 1650Å, and the groove width is 0.21 to 0.21.
By setting the thickness to 0.31 μm, the spread of the recording pits formed in the dye recording layer is adjusted by the groove, and good signal jitter can be obtained. Although the groove width is usually trapezoidal as shown in FIG. 3, the groove width in the present invention means the bottom width Wbot. If the groove depth is shallower than 1450Å, the effect of adjusting the shape of the recording pits is reduced and the signal jitter is increased. On the other hand, if the groove depth is deeper than 1650Å, the reflectance will be 45
%, And it becomes difficult to play it on a DVD player. Similarly, if the groove depth is narrower than 0.21 μm, the effect of arranging the shape of the recording pits is reduced and the signal jitter is increased. On the other hand, when the groove depth is wider than 0.31 μm, the reflectance is likely to drop to 45% or less, which makes it difficult to reproduce on a DVD player. In addition, when the groove width is wide, the interference between adjacent grooves greatly affects the reproduced signal, and the wobble signal amplitude fluctuates greatly. This is because when the meandering of the adjacent grooves has the same phase, the amplitude is large, and when the meandering of the adjacent grooves has the opposite phase, the amplitude becomes small. Therefore, the reading accuracy of the track information is reduced. In addition, signal jitter increases.

The light wavelength in vacuum is λ645 nm to 670 nm.
The recording layer having a light absorptance L of 10% to 40% with respect to the range of nm contains a mixture of two or more kinds of dyes having different wavelength characteristics inclination dL / dλ of the light absorptance as a dye recording layer. It can be easily obtained. More preferably, the dye recording layer has a slope dL / d of the wavelength characteristic of the light absorption rate.
λ contains a mixture of two or more kinds of dyes each having a positive or negative sign.

Such characteristics are due to the fact that the dye recording layer contains at least two kinds of the dye compound (α) having the following characteristics (i) and the dye compound (β) having the following characteristics (ii). Easily obtained. (I) The maximum absorption wavelength of the light absorption spectrum of the dye film is 55
It is 0 nm or more and less than 650 nm. (Ii) The maximum absorption wavelength of the light absorption spectrum of the dye film is 65
It is 0 nm or more and 750 nm or less. In addition, the mixing ratio in this case is 0.5% to 20% in terms of a molar ratio of (β) / (α) between the dye compound having the characteristic (ii) and the dye compound having the characteristic (i). Is preferred. When the ratio is smaller than 0.5%, the effect of mixing is small. On the other hand, if it is larger than 20%, the light absorptivity at the recording / reproducing wavelength (645 nm to 670 nm) becomes large, and it becomes difficult to obtain the reflectance.

Further, in order to form recording pits with less jitter, the thermal decomposition temperature of the dye compound used in the recording layer is preferably 200 to 350 ° C. If the thermal decomposition temperature deviates from this range, it is difficult to obtain the effect of adjusting the shape of the recording pit by the groove. Especially, the decomposition temperature is 350
If the temperature is higher than ° C, the recording sensitivity will decrease. In addition, the difference in thermal decomposition temperature when two or more kinds of dye compounds are mixed is the decomposition temperature of the compound having the highest decomposition temperature and the compound having the lowest decomposition temperature among the dye compounds (α) or (β). It is a difference and preferably 50 ° C. or lower. The thermal decomposition temperature refers to the inflection point of the Tg curve when the dye compound is heated at 10 ° C / min on a thermobalance.

Examples of dyes used in the recording layer (light absorbing layer) in the present invention include cyanine dyes, phthalocyanine dyes, pyrylium dyes, thiopyrylium dyes, azurenium dyes, squarylium dyes, azo dyes,
Formazan chelate dye, metal complex salt dye such as Ni, Cr, naphthoquinone dye, anthraquinone dye,
Examples thereof include indophenol dyes, indoaniline dyes, triphenylmethane dyes, triallylmethane dyes, aminium dyes, diimmonium dyes and nitroso compounds. Furthermore, if necessary, other third
Ingredients such as binders, stabilizers and the like can be included.

The thickness of the recording layer is 100 to 5000.
Å is preferable, and 500 to 3000 Å is particularly preferable. This is because if the thickness of the recording layer is smaller than this range, the recording sensitivity is lowered, and if it is thicker, the reflectance is lowered.

Among the above dyes (light absorbing materials), the maximum absorption wavelength of the light absorption spectrum of the dye film is 550 nm.
As the dye compound (α) having a wavelength of 650 nm or more,
At least one dye selected from formazan chelate dyes, tetraazaporphyrazine dyes, cyanine dyes and azo dyes is preferable from the viewpoint of easy film-forming property and optical property adjustment by solvent coating.

Particularly, the formazan chelate compound represented by the general formula (I) has excellent durability against light and heat, and
It is most preferable because it easily obtains good thermal decomposition characteristics of 200 ° C. to 350 ° C., and further has the ability to improve the photostability of the dyes to be mixed. Particularly preferable structures are those in which Z is a pyridazine ring, a pyrimidine ring, a pyrazine ring or a triazine ring in the general formula (I), and M is iron, cobalt, nickel, copper, zinc or palladium. Specific examples of such dyes are listed in JP-A-2001-23235.

Examples of the tetraazaporphyrazine dye include those of the following general formula (II), cyanine dyes of the following general formula (III), and azo dyes of the general formula (IV). First, the general formula (II) of the tetraazaporphyrazine dye is shown.

[Chemical 3] (In the formula, M ¹ is a divalent metal atom, a monosubstituted trivalent metal atom,
It represents a disubstituted tetravalent metal atom or an oxymetal. R ¹ and R ² may be the same or different and are a linear, branched or cyclic alkyl group having 1 to 10 carbon atoms, an alkoxy group or an alkylthio group, an aryl group having 6 to 20 carbon atoms, an aryloxy group. Alternatively, it represents an arylthio group, a halogen atom, a nitro group, a CN group, an OH group or a hydrogen atom. )

Central metal M¹As a concrete example of
The following may be mentioned, but among them, Zn, Ni, C
One metal atom selected from u, Pd, VO and TiO
Or metal oxides are preferred. These M¹Compound of
It is easy to manufacture and has good light absorption characteristics. <Divalent metal> Cu²⁺, Zn²⁺, Fe²⁺, Co²⁺, Ni²⁺, Ru²⁺, R
h²⁺, Pd²⁺, Pt²⁺, Mn²⁺, Mg²⁺, Ti²⁺, Be
²⁺, Ca²⁺, Ba²⁺, Cd²⁺, Hg²⁺, Pb²⁺, Sn²⁺
Such. <1 substitution trivalent metal> Al-Cl, Al-Br, Al-F, Al-I, Ga-
Cl, Ga-F, Ga-I, Ga-Br, In-Cl,
In-Br, In-I, In-F, Tl-Cl, Tl-
Br, Tl-I, Tl-F, Al-C₆H_Five, Al-C₆
H_Four(CH₃), In-C₆H_Five, In-C₆H_Four(C
H₃), In-C_TenH₇, Mn (OH), Mn (OC
₆H_Five), Mn [OSi (CH₃)₃], FeCl, RuC
l etc. <2-substituted tetravalent metal> CrCl₂, SiCl₂, SiBr₂, SiF₂, Si
I₂, ZrCl₂, GeCl ₂, GeBr₂, GeI₂, G
eF₂, SnCl₂, SnBr₂, SnI₂, SnF₂, T
iCl₂, TiBr₂, TiF₂, Si (OH)₂, Ge
(OH)₂, Zr (OH)₂, Mn (OH)₂, Sn (O
H)₂, TiR₂, CrR₂, SiR₂, SnR₂, GeR₂
[Where R is an alkyl group, a phenyl group, a naphthyl group, or
And its derivatives], Si (OR ')₂, Sn (O
R ')₂, Ge (OR ')₂, Ti (OR ')₂, Cr
(OR ')₂[Here, R'is an alkyl group, phenyl
Group, naphthyl group, trialkylsilyl group, dialkyl group
Rucoxysilyl group and its derivatives], Sn (S
R "~)₂, Ge (SR "~)₂[R "is an alkyl group,
Represents a phenyl group, a naphthyl group and derivatives thereof]
What. <Oxy-substituted> VO, MnO, TiO, etc.

In the above general formula (II), the central metal M ^{1
But, Mn 2+, Fe 2+, Co} 2+, when the Zn ^{2 +} and Cd ^2+, it is preferable to add an amino compound to a film forming property improvements. When M ¹ is ^one of these metals, the amino compound is easily coordinated with M ^1, and the coordination prevents association, and the solubility in a solvent and the coating film-forming property are improved. Examples of the amino compound include, but are not limited to, the following compounds.

N-butylamine, n-hexylamine,
tert-butylamine, pyrrole, pyrrolidine, pyridine, piperidine, purine, imidazole, benzimidazole, 5,6-dimethylbenzimidazole, 2,
5,6-trimethylbenzimidazole, naphthimidazole, 2-methylnaphthimidazole, quinoline, isoquinoline, quinoxaline, benzquinoline, phenanthridine, indoline, carbazole, norharman,
Thiazole, benzthiazole, benzoxazole,
Benztriazole, 7-azaindole, tetrahydroquinoline, triphenylimidazole, phthalimide, benzisoquinoline-5,10-dione, triazine, perimidine, 5-chlorotriazole, ethylenediamine, azobenzene, trimethylamine, N, N-dimethylformamide, 1 ( 2H) phthalazinone, phthalhydrazide, 1,3-diiminoisoindoline, oxazole, polyimidazole, polybenzimidazole,
Polythiazole and the like.

Of these, compounds containing an N atom in the heterocycle are preferred because of their high effect of preventing association of the tetraazaporphyrazine-based compound and excellent durability (heat resistance and light resistance). . Furthermore, from the viewpoint of maintaining the thermal stability of the light absorbing layer, the amino compound has a melting point of 15
It is preferably 0 ° C. or higher. Melting point 150 ° C
If it is less than the above, the characteristics (especially optical characteristics) of the light absorption layer are likely to change in a high temperature and high humidity environment. Among them, particularly preferable are imidazole, benzimidazole and thiazole derivatives.

Specific examples of the linear, branched or cyclic alkyl group having 1 to 10 carbon atoms include methyl group, ethyl group, propyl group, n-butyl group, iso-butyl group and tert-group.
Butyl group, sec-butyl group, n-pentyl group, iso
-Pentyl group, neo-pentyl group, 1-methylbutyl group, 2-methylbutyl group, n-hexyl group, 2-ethylbutyl group, 3-methylpentyl group, 2,3-dimethylbutyl group, n-heptyl group, n- Octyl group, 2-ethylhexyl group, n-nonyl group, 2,5,5-trimethylhexyl group, n-decyl group, 4-ethyloctyl group, 4-
Ethyl-4,5 dimethylhexyl group, n-undecyl group, n-dodecyl group, 1,3,5,7-tetramethyloctyl group, 4-butyloctyl group, 6,6-diethyloctyl group, n-tridecyl group , 6-methyl-4-butyloctyl group, n-tetradecyl group, n-pentadecyl group, cyclohexyl group, adamantyl group, norbornyl group, 2-chlorobutyl group and the like.

Specific examples of the linear, branched or cyclic alkoxy group having 1 to 10 carbon atoms include methoxy group, ethoxy group, propyloxy group, iso-propyloxy group and n.
-Butyloxy group, iso-butyloxy group, tert
-Butyloxy group, sec-butyloxy group, n-pentyloxy group, neo-pentyloxy group, iso-pentyloxy group, tert-pentyloxy group, 1-methylbutyloxy group, 2-methylbutyloxy group, n-
Examples thereof include a hexyloxy group, a cyclohexyloxy group, an adamantyloxy group, a norbornyloxy group and a 2-chlorobutyloxy group.

Specific examples of the linear, branched or cyclic alkylthio group having 1 to 10 carbon atoms include methylthio group, ethylthio group, n-propylthio group, iso-propylthio group, n-butylthio group and iso-butylthio group. ter
t-butylthio group, sec-butylthio group, n-pentylthio group, iso-pentylthio group, neo-pentylthio group, 1,2-dimethylpropylthio group, n-hexylthio group, 1-ethyl-2-methylpropylthio group, Two
-Ethylbutylthio group, cyclohexylthio group, 2-methyl-1-iso-propylthio group, n-heptylthio group, 2-methylhexylthio group, 1-ethylpentylthio group, n-octylthio group, 2-ethylhexylthio group A 3-methyl-1-iso-propylbutylthio group,
n-nonylthio group, 3-methyl-1-iso-butylbutylthio group, 3,5,5-trimethylhexylthio group,
Examples thereof include a 2-chlorobutylthio group and a 4-tert-butylcyclohexylthio group.

Specific examples of the aryl group having 6 to 20 carbon atoms include phenyl group, 2-methylphenyl group, 2,4-dimethylphenyl group, 2,4,6-trimethylphenyl group and 2-iso-propylphenyl group. Group, 4-bromophenyl group, 2,6-dichlorophenyl group, naphthyl group and the like, and specific examples of the aryloxy group having 6 to 20 carbon atoms include a phenoxy group, a 2-methylphenoxy group,
2,4-dimethylphenoxy group, 2,4,6-trimethylphenoxy group, 2-iso-propylphenoxy group,
4-bromophenoxy group, 2,6-dichlorophenoxy group, naphthyloxy group and the like, and also has 6 to 6 carbon atoms.
Specific examples of the arylthio group of 20 include a phenylthio group, a 2-methylphenylthio group, a 2,4-dimethylphenylthio group, a 2,4,6-trimethylphenylthio group,
Examples thereof include a 2-iso-propylphenylthio group, a 4-bromophenylthio group, a 2,6-dichlorophenylthio group, and a naphthylthio group.

Specific examples of the halogen atom include F and C.
l, Br and I atoms are mentioned.

Of the above substituents, particularly preferred are linear or branched alkyl groups having 4 to 10 carbon atoms, alkoxy groups, alkylthio groups, and aryloxy groups and arylthio groups having 6 to 20 carbon atoms. . Compounds having these groups have excellent solubility and are easy to form by coating. Also,
When the carbon number is larger than these, the absorbance per unit film of the light absorption layer is lowered, and it becomes difficult to obtain a good complex refractive index, which is not preferable. Further, other groups may be added to R ¹ and R ² for the purpose of improving recording sensitivity, adjusting the absorption wavelength of the recording layer, improving solubility in a coating solvent, and the like. Examples of the group include a sulfonic acid group, an aminosulfonic acid group, a carboxyl group, an amide group and an imide group.

Tetraazapo of the general formula (II)
Rufirazine compounds are, for example, R ¹And R²With a substituent
The maleonitrile possessed by
Easily synthesized by heat cyclization reaction in coal
Wear.

As the cyanine dye, the trimethine indolenine type cyanine dye of the general formula (III) can be used.

[Chemical 4] (In the formula, Q ₃ and Q ₄ each represent a group of atoms necessary for completing an indolenine ring or a benzoindolenine ring together with a pyrrole ring, and the rings completed by Q ₃ or Q ₄ may be the same or different. R ³ represents a hydrogen atom or a monovalent substituent, R ⁴ and R ⁵ each represent an alkyl group, and X ⁻ represents a monovalent anion.)

Describing the general formula (III), Q ₃ and Q ₄ each represent an atomic group necessary for completing an indolenine ring or a benzoindolenine ring together with a pyrrole ring, and are completed by Q ₃ or Q _4. The rings may be the same or different. Moreover, such an indolenine ring or a benzoindolenine ring may have a substituent, and such a substituent includes a halogen atom, an alkyl group, an aryl group, an acyl group, an amino group, and the like.

R ³ represents a hydrogen atom or a monovalent substituent. As the monovalent substituent, an alkyl group, an aryl group,
Examples thereof include an azo group, an ester group, an acyl group, a halogen atom or a heterocyclic group, and among these monovalent substituents, an alkyl group, an aryl group, an azo group, an ester group, an acyl group,
The heterocyclic group may have a substituent. When it has a substituent, examples of the substituent include a halogen atom, an alkyl group, an alkoxy group, an amino group, a heterocyclic group and a nitro group.

R ⁴ and R ⁵ each represent an alkyl group. The alkyl group may have a substituent, and the carbon number thereof is preferably 1 to 4. Examples of the alkyl group represented by R ⁴ and R ⁵ include a methyl group, an ethyl group, (n-, i
Examples include-) propyl group, (n-, i-, s-, t-) butyl group, methoxymethyl group, methoxyethyl group and ethoxyethyl group. As R ⁴ and R ⁵ , an unsubstituted alkyl group, an alkoxyalkyl group and the like are preferable, and in the sense of improving solubility in a coating solvent, at least one of R ⁴ and R ⁵ is an alkoxyalkyl group, particularly It is preferably an alkoxyalkyl group having 3 to 6 carbon atoms.

X ⁻ represents a monovalent anion, ClO ₄ ⁻ ,
Examples thereof include Cl ⁻ , I ⁻ , BF ₄ ⁻ , PF ₆ ⁻ , SbF ₆ ⁻ , and paratoluenesulfonate ion.

Examples of the azo compound include those represented by the following general formula (IV).

[Chemical 5] (In the formula, Ring D represents a heterocycle containing a nitrogen atom and a carbon atom, and Ring E represents an aromatic ring containing two carbon atoms.
Y represents a group having active hydrogen. )

In the azo dye represented by the above formula (IV), specific examples of the heterocycle D include, for example, thiazole ring, benzothiazole ring, pyridobenzothiazole ring,
Examples thereof include a benzopyridothiazole ring, a pyridothiazole ring, a pyridine ring, a quinoline ring, a thiadiazole ring and an imidazole ring, and a pyridine ring or a thiadiazole ring is preferable.

These heterocycles preferably have one or more substituents, and specific examples of the substituents include an alkyl group, a halogenated alkyl group, an aryl group, an alkoxy group, a halogenated alkoxy group and an aryloxy group. Group, alkylthio group, halogenated alkylthio group, arylthio group, aralkyl group, halogen atom, cyano group, nitro group, ester group, carbamoyl group, acyl group, acylamino group, sulfamoyl group, sulfonamide group, amino group, hydroxyl group, Examples thereof include a phenylazo group, a pyridinoazo group and a vinyl group, and these substituents may further have a substituent.

Among the substituents on the heterocycle, preferred substituents are an alkyl group having 1 to 15 carbon atoms which may have a substituent and an alkyl group having 1 to 15 carbon atoms which may have a substituent. Fluoroalkyl group, 1-2 carbon atoms which may have a substituent
5 alkoxy group, halogen atom, cyano group, nitro group, alkylthio group having 1 to 15 carbon atoms which may have a substituent, and fluoroalkylthio group having 1 to 15 carbon atoms which may have a substituent. , An alkylsulfamoyl group having 1 to 15 carbon atoms which may have a substituent, a phenylsulfamoyl group having 6 to 20 carbon atoms which may have a substituent, and a substituent Good phenylazo group, optionally substituted pyridinoazo group, C2-16 ester group, C2-16 carbamoyl group, C2-16 acyl group, C2-15 Acylamino group, sulfonamide group having 1 to 15 carbon atoms, -NR ⁶ R
⁷ (R ⁶ and R ⁷ each independently represent a hydrogen atom or an alkyl group, or may have a substituent phenyl group 1 to 15 carbon atoms which may have a substituent, R ⁶ and R ⁷ may be linked to form a 5- or 6-membered ring), a hydroxyl group, —CR ⁸ ═C (CN) R ⁹ (R ⁸ is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms). And R ⁹ represents a cyano group or an alkoxycarbonyl group having 2 to 7 carbon atoms)
Etc. In addition, all the above alkyl groups may be sulfonated, nitrated, cyanated, halogenated, acetylated, or hydroxylated.

Examples of the aromatic ring E containing two carbon atoms of the general formula (IV) include a benzene ring, a naphthalene ring, a pyridone ring, a pyridine ring and a pyrazole ring.
A benzene ring is preferable, and a ring substituted with at least one electron-donating group is particularly preferable. Such electron-donating substituents include alkyl groups, halogenated alkyl groups, aryl groups, alkoxy groups, halogenated alkoxy groups, aryloxy groups, alkylthio groups,
Halogenated alkylthio group, arylthio group, aralkyl group, halogen atom, cyano group, nitro group, ester group, carbamoyl group, acyl group, acylamino group, sulfamoyl group, sulfonamide group, amino group, hydroxyl group, phenylazo group, pyridinoazo group , Vinyl group, etc., and these substituents may further have a substituent.

Of the substituents on the aromatic ring, preferred is an alkyl group having 1 to 15 carbon atoms, which may have a substituent.
It has a C1 to C15 fluoroalkyl group which may have a substituent, a C1 to C25 alkoxy group which may have a substituent, a halogen atom, a cyano group, a nitro group and a substituent. Optionally substituted C1-15 alkylthio group, optionally substituted C1-15 fluoroalkylthio group, optionally substituted C1-5
15 alkylsulfamoyl group, optionally substituted phenylsulfamoyl group having 6 to 20 carbon atoms, optionally substituted phenylazo group, optionally substituted Pyridinoazo group, C2-C16 ester group, C2-C16 carbamoyl group, C2-1
6 acyl group, an acylamino group having 1 to 15 carbon atoms, a sulfonamido group having 1 to 15 carbon atoms, -NR ⁶ R ⁷ (R ⁶ and R ⁷ are as defined above), a hydroxyl group, -CR ⁸ = C ( C
N) R ⁹ (R ⁸ and R ⁹ are the same as the above) and the like.

Particularly preferred electron donating groups are monoalkylamino groups having 1 to 8 carbon atoms which may have a substituent and dialkylamino groups having 2 to 8 carbon atoms which may have a substituent. , 1 to 8 carbon atoms which may have a substituent
An alkoxy group of 1 to 1 carbon atoms which may have a substituent
8 alkyl group, 6 to 6 carbon atoms which may have a substituent
Examples thereof include an aryloxy group having 12 carbon atoms, an aralkyl group having 7 to 12 carbon atoms which may have a substituent, a carbamoyl group, an amino group and a hydroxyl group. In addition, all the above alkyl groups may be sulfonated, nitrated, cyanated, halogenated, acetylated, or hydroxylated.

X in the above formula (IV) has active hydrogen.
Is not particularly limited as long as it is a group
Is -OH, -COOH, -B (OH)_2,-NHSO₂
R^Ten(R^TenIs a hydrogen atom or a carbon which may have a substituent
It may have an alkyl group or a substituent of the number 1 to 25
Represents a phenyl group), -CONH₂, -SO₂NH₂,-
NH₂And the like, and particularly preferred one is -O.
H, -COOH, -NHSO₂R^Ten(R^TenIs the same as above
The same). In addition, X is -OH, -COOH, etc.
When it is a group capable of dissociating to an anion, azo gold
When forming a genus complex compound, use it as it is
However, it may be used in the form of a salt with a cation. Such a sun
As ions, Na⁺, Li⁺, K ⁺Inorganic sun
On and P⁺(C₆H_Five)_Four, N⁺(C₂H_Five)_Four, N⁺(C
_FourH₉)_Four, C₆H_FiveN⁺(CH₃)₃Organic cations such as
You can

The azo dye is used as a metal complex. Examples of the metal capable of forming a complex with an azo dye include Ni, Co, Fe, Ru, Rh, Pd, and C.
Transition metals such as u, Zn, Mn, Os, Ir and Pt are preferable, and Ni, Co, Cu, Pd, Mn and Zn are particularly preferable. These are acetates, halides, BF
^4- used in the form of salt, etc., resulting in Ni ^2+, Co ²⁺ , C
O ³⁺ , Cu ²⁺ , Pd ²⁺ , Mn ²⁺ , Zn ^{2+ and the} like can be obtained as a complex coordinated with an azo dye. Preferred specific examples of the metal complex of the azo dye used in the present invention include N
i ²⁺ , Co ²⁺ , Co ³⁺ , Cu ²⁺ , Pd ²⁺ , Mn ²⁺ , Zn
A complex such as ²⁺ may be mentioned.

As the dye compound (β) having a maximum absorption wavelength of 650 nm to 750 nm in the light absorption spectrum of the film, a phthalocyanine dye or a cyanine dye is used because of its film-forming property by solvent coating and easy adjustment of optical properties. It is preferable that at least one dye selected from Specific examples of the phthalocyanine dye include those of the following general formula (V), and examples of the cyanine dye include those of the following general formula (VI).

[0051]

[Chemical 6] (In the formula, M ² is a divalent metal atom, a monovalent trivalent metal atom,
It represents a disubstituted tetravalent metal atom or an oxymetal. A ¹ and A ² ,
Either one of A ³ and A ⁴ , A ⁵ and A ⁶ and A ⁷ and A ⁸ is independently —O—R ¹¹ or —S—R ¹² ,
Alternatively, —N (R ¹³ ) (R ¹⁴ ), the other represents a hydrogen atom.
R ¹¹ , R ¹² , R ¹³ and R ¹⁴ may be the same or different, and may be a linear, branched or cyclic alkyl group having 1 to 10 carbon atoms, an alkoxy group or an alkylthio group,
It represents an aryl group having 6 to 20 carbon atoms, an aryloxy group or an arylthio group, a halogen atom, a nitro group, a CN group or a hydrogen atom. ) Specific structures include M ² , R ¹¹ , R ¹² , R ¹³ , and R ^14.
As the group, the same groups as those exemplified in the general formula (II) of the tetraazaporphyrazine dye can be adopted.

As the cyanine dye, a pentamethine indolenine type cyanine dye material of the general formula (VI) can be used.

[Chemical 7] (In the formula, Q ₃ and Q ₄ each represent a group of atoms necessary for completing an indolenine ring or a benzoindolenine ring together with a pyrrole ring, and the rings completed by Q ₃ or Q ₄ may be the same or different. R ³ represents a hydrogen atom or a monovalent substituent, R ⁴ and R ⁵ each represent an alkyl group, and X ⁻ represents a monovalent anion.) A specific structure is a methine chain. Is the same as in the general formula (III), except that the length becomes longer.

The substrate used in the present invention can be arbitrarily selected from various materials used as substrates for conventional information recording media. Examples of substrate materials include
Examples thereof include acrylic resins such as polymethylmethacrylate, vinyl chloride resins such as polyvinyl chloride and vinyl chloride copolymer, epoxy resins, polycarbonate resins, amorphous polyolefins, polyesters, glasses such as soda lime glass, and ceramics. In particular, from the viewpoint of dimensional stability, transparency and flatness, polymethyl methacrylate, polycarbonate resin, epoxy resin, amorphous polyolefin, polyester, glass and the like can be mentioned.

On the surface of the substrate on which the recording layer is provided, an undercoat layer may be provided for the purpose of improving flatness, improving adhesive strength and preventing alteration of the recording layer. Examples of the material of the undercoat layer include polymethylmethacrylate and acrylic acid /
Methacrylic acid copolymer, styrene / maleic anhydride copolymer, polyvinyl alcohol, N-methylol acrylamide, styrene / sulfonic acid copolymer, styrene / vinyltoluene copolymer, chlorosulfonated polyethylene, nitrocellulose, polyvinyl chloride Polymer substances such as chlorinated polyolefins, polyesters, polyimides, vinyl acetate / vinyl chloride copolymers, ethylene / vinyl acetate copolymers, polyethylene, polypropylene, polycarbonates: Organic substances such as silane coupling agents: Inorganic oxides Inorganic substances such as (SiO ₂ , Al ₂ O ₃ etc.) and inorganic fluorides (MgF ₂ ) can be mentioned. The layer thickness of the undercoat layer is generally in the range of 0.005 to 20 μm, preferably 0.01 to 10 μm.

A pregroup layer may be provided on the substrate (or undercoat layer) for the purpose of forming a groove for tracking or an unevenness representing information such as an address signal. As the material for the pregroup layer, a mixture of at least one monomer (or oligomer) of acrylic acid monoester, diester, triester, and tetraester and a photopolymerization initiator can be used.

Further, a reflective layer is provided on the recording layer for the purpose of improving the S / N ratio, reflectance and sensitivity during recording. The light-reflecting substance that is the material of the reflecting layer is a substance having a high reflectance for laser light, and examples thereof include Mg, Se, Y, Ti, Zr, Hf, V, Nb, and T.
a, Cr, Mo, W, Mn, Re, Fe, Co, Ni,
Ru, Rh, Pd, Ir, Pt, Cu, Ag, Au, Z
n, Cd, Al, Ca, In, Si, Ge, Te, P
Mention may be made of metals and semi-metals such as b, Po, Sn, Si, Nd. Of these, preferred is A
u, Al and Ag. These substances may be used alone or in combination of two or more or as an alloy. The layer thickness of the reflective layer is generally 100 to 30.
It is in the range of 00Å.

A protective layer is provided on the recording layer (or reflective layer) for the purpose of physically and chemically protecting the recording layer and the like. This protective layer may be provided on the side of the substrate on which the recording layer is not provided for the purpose of enhancing scratch resistance and moisture resistance. An example of the material used for the protective layer is Si.
Inorganic substances such as O, SiO ₂ , MgF ₂ , SnO _2, etc., thermoplastic resins, thermosetting resins, and UV curable resins can be mentioned. In addition, the layer thickness of the protective layer is generally 500Å to 5
It is in the range of 0 μm.

Next, a method of manufacturing the optical recording medium of the present invention will be described. The method for producing an optical recording medium of the present invention comprises the dye compound (α) directly or through another layer on a substrate having grooves and / or pits formed on the surface thereof.
A recording layer containing (β) as a main component is provided by a coating film forming means, a reflective layer is provided thereon by a vacuum film forming means directly or through another layer, and a protective layer is further provided thereon. Be done. That is, the manufacturing method of the present invention comprises the following steps. (A) A recording layer (light absorbing layer) containing the dye compounds (α) and (β) as a main component is applied directly or through another layer onto a substrate having grooves and / or pits formed on the surface. A step of providing a light reflecting layer on the recording layer by a vacuum film forming means directly or via another layer, and a step of providing a protective layer on the recording layer.

(Recording Layer (Light Absorption Layer) Forming Step) First, the dye compound (α) is directly or through another layer formed on a substrate having grooves and / or pits formed on the surface thereof.
A recording layer (light absorbing layer) containing (β) as a main component is provided by a coating and film forming means. That is, the dye compounds (α) and (β) are dissolved in a solvent and coated on the substrate as a liquid coating solution to form a recording layer. As a solvent for preparing this coating solution, a known organic solvent (for example, alcohol, cellosolve, carbon halide, ketone, ether, etc.) can be used. As the coating method, the spin coating method is preferable because the layer thickness can be controlled by adjusting the concentration and viscosity of the recording layer and the drying temperature of the solvent. Further, an undercoat layer may be provided on the surface of the substrate on which the recording layer is provided for the purpose of improving the flatness of the substrate surface, improving the adhesive strength, and preventing alteration of the recording layer. The undercoat layer in this case is prepared by, for example, dissolving or dispersing the above-mentioned undercoat layer substance in a suitable solvent to prepare a coating solution, and then applying the coating solution by spin coating, dip coating, extrusion coating or the like. Can be formed by applying to the surface of the substrate.

(Light-Reflecting Layer Forming Step) Next, a light-reflecting layer is provided on the recording layer directly or via another layer by a vacuum film forming means. That is, the light-reflecting substance described above is deposited, for example, by vapor deposition,
A reflective layer is formed on the recording layer by sputtering or ion plating.

(Protective Layer Forming Step) A protective layer is provided on the light reflecting layer. That is, the protective layer material made of the above-mentioned inorganic substance or various resins is formed by vacuum film formation or coating film formation. In particular, it is preferable to use a UV curable resin, which is formed by spin-coating the resin and then curing it by irradiating with ultraviolet rays.

[0062]

EXAMPLES The present invention will be described below with reference to Examples and Comparative Examples, but the present invention is not limited thereto.

Example 1 Diameter 120 mm, Thickness 0.6
On the surface of a polycarbonate disc of mm, a depth of about 150
0Å, width about 0.24μm, track pitch 0.74μm
1. Prepare a substrate having a guide groove uneven pattern, mix the following dye compounds (α) and (β), dissolve in 2,2,3,3-tetrafluoropropanol, and spin coat the coating solution. Thus, a recording layer (light absorption layer) having a film thickness of about 1000Å was provided. [Dye Compound (α)] In the general formula (I), Z is 3,6-phenoxytriazole, A is 2-trifluoromethylphenyl, B is phenyl, and a formazan Ni chelate compound (1) having a structure of n = 2, Further, in the formula (III), Q ₃ and Q ₄
Each form a benzoindolenine ring together with a pyrrole ring, R ³ is H, R ⁴ , R ⁵ is CH ₃ , and X ⁻ is ClO ₄ ⁻ (3) Trimethine cyanine dye (2) [Dye compound (β)] General In formula (VI), pentamethine cyanine in which Q ₃ and Q ₄ each form a benzoindolenin ring together with a pyrrole ring, R ³ is CH ₃ , R ⁴ , R ⁵ is CH ₃ , and X ⁻ is ClO ₄ ^—. Dye (11) The mixing ratio of the compounds (1), (2) and (11) is 49: in molar ratio.
It was set to 49: 2. The characteristics of the dyes (1), (2) and (11) are shown in Table 1.

Next, on the recording layer, an Ag film having a thickness of about 1400 Å was formed by a sputtering method using Ar as a sputtering gas.
Was provided with a reflective layer. Further, a protective layer made of an ultraviolet curable resin is further provided thereon to a thickness of about 4 μm to prepare a disc body, and the two disc bodies are bonded together with a hot melt adhesive to obtain the DVD + R optical recording medium of the present invention. It was

A wavelength of 645n at the mirror reflection portion of this medium
When the light absorptance and light reflectance in the range of m to 670 nm were measured with a spectrophotometer, the results shown in Table 2 were obtained. The relationship between wavelength and light absorption is shown in FIG. Further, when a DVD (8-16) signal was recorded on this medium under the conditions of wavelengths of 655 nm and 670 nm, NA: 0.65, and linear velocity of 3.49 m / s, the recording laser power was 10 mW at any wavelength. The following good recording sensitivities were obtained. Furthermore, recording was performed under the conditions of a wavelength of 655 nm and a linear velocity of 8.4 m / s, and a DVD-ROM player optical system (NA: 0.6
(0, wavelength 650 nm), and the jitter of the pit edge-clock was measured by a time interval analyzer, σ / T was 7.5%, and good signal characteristics were obtained. The Asymmetry of the recording signal
Was about 0.01.

(Example 2) In the general formula (II), M ¹ is Cu and R ¹ is -O-C in the general formula (II).
A tetraazaporphyrazine dye (3) in which (CF ₃ ) ₂ -C ₆ H ₅ and R ² are H is also mixed with a dye compound (β) in the general formula (V), in which M ² is VO and R ¹ is _{-O-C (CF 3) 2} -
Dye compound (3) instead of C ₆ H ₅ dye compound (12)
The present invention was carried out in the same manner as in Example 1 except that the molar ratio of (12) and (12) was set to 90:10, and the mixture was dissolved in a mixed solvent of tetrahydrofuran, 2-ethoxyethanol and ethylcyclohexane and spin-coated. DVD of
A + R optical recording medium was prepared and the recording characteristics were evaluated.
The characteristics of the dye compounds (3) and (12) are as shown in Table 1. The results are shown in Table 2, and good recording sensitivity was obtained.

(Example 3) In place of the dye compound (11) in Example 1, in the general formula (V), M ² is Si (OC).
The compound (13) in which OC ₄ H ₉ ) ₂ and R ¹ are —CH ₂ —CF ₂ —CF ₂ —CF ₃ is used, and the dye compounds (1), (2) and (1) are used.
A DVD + R optical recording medium of the present invention was prepared and evaluated in the same manner as in Example 1 except that the mixing ratio of 3) was 46: 46: 8 in terms of molar ratio. The dye compound (1
The characteristics of 3) are as shown in Table 1. The results are shown in Table 2, and good recording sensitivity was obtained.

(Embodiment 4) In Embodiment 1, the depth of the substrate groove is 1350Å, 1450Å, 1550Å, 16
50Å, width: 0.19μm, 0.21μm, 0.24μ
A DVD + R optical recording medium of the present invention was prepared in the same manner as in Example 1 except that the thickness was changed to 0.28 μm, and 0.31 μm, and the same evaluation as in Example 1 was performed. The result is shown in Figure 5.
And as shown in Table 2, groove depth 1450Å, 1550
In the cases of Å and 1650Å, good jitter values satisfying the DVD standard (9% or less) were obtained, but in 1350Å, the jitter standard could not be satisfied. The groove width is 0.21 μm,
DVD at 0.24μm, 0.28μm, 0.31μm
A good jitter value satisfying the standard (9% or less) was obtained, but at 0.19 μm, the jitter standard could not be satisfied.

Comparative Example 1 The point that the dye compound (β) in Example 1 was omitted, that is, the recording layer was formed only with the formazan Ni chelate compound (1) of the dye compound (α) and the trimethine cyanine dye (2). Example 1 except that it was formed
Create a DVD + R optical recording medium for comparison in the same manner as
evaluated. The results are shown in Table 2 and the absorption rate is 655n.
m and 670 nm, the laser power standard value of 15 mW or less required for recording at 670 nm could not be satisfied. Further, FIG. 3 shows the relationship between the wavelength and the light absorption rate.

(Comparative Example 2) In Example 2, as the dye compound (β), in the formula (V), M ² was Zn, R ¹¹ was 2,
For comparison, in the same manner as in Example 1 except that the compound (14) of 4,6-trimethylphenylthio was used, and the mixing ratio of the dye compounds (3) and (14) was 95: 5. The DVD + R optical recording medium of was prepared and the recording characteristics were evaluated. The characteristics of the dye compound (14) are as shown in Table 1. The results are shown in Table 2, and 65
Recording sensitivity at 5nm is laser power standard value 15m
I was not satisfied with W.

(Comparative Example 3) The mixing ratio of the dye compounds (1), (2) and (13) in Example 3 was 39: molar ratio.
A DVD + R optical recording medium for comparison was prepared in the same manner as in Example 1 except that it was set to 39:22, and the same recording characteristics as in Example 1 were evaluated. The results are shown in Table 2, and the light reflectance could not satisfy the standard value of 45%.

[0072]

[Table 1]

[0073]

[Table 2]

[0074]

[Table 3]

[0075]

According to the optical information recording medium of the first aspect of the present invention, there is provided an optical information recording medium in which at least a dye recording layer and a metal reflection layer are sequentially laminated on a substrate having grooves and / or pits formed on the surface thereof. The groove track pitch is 0.73 to 0.75 μm, and the groove depth is 14
50 to 1650Å, the groove width is 0.21 to 0.31 μm, and the light absorption rate L is 10% to 40% and the wavelength characteristic L of the light absorption rate is in the range of the light wavelength λ645 nm to 670 nm in vacuum. The ratio between the maximum value and the minimum value in (λ) is 1.0
~ 2.0, the light reflectance is 45% ~ 85%, so DVD
Good recording sensitivity and signal characteristics can be obtained by the drive. According to the optical recording information medium of claim 2, since the dye recording layer is an organic material having a thermal decomposition temperature of 200 to 350 ° C., good recording sensitivity and signal characteristics can be easily obtained. According to the third aspect of the present invention, the optical recording information medium contains the formazan chelate compound represented by the general formula (I) as the dye compound having the characteristics of the first and second aspects. Good recording sensitivity and signal characteristics can be obtained. According to the optical recording information medium of claim 4, since the track information is recorded by wobbling the groove in a meandering manner at a substantially constant frequency, the signal characteristics are excellent and the track information reproduction is also excellent, and the ROM signal is excellent. Easy to get compatibility.

[Brief description of drawings]

FIG. 1 is a diagram showing a light absorption spectrum of an optical information recording medium using a conventional dye material.

FIG. 2A is a diagram showing a layer structure of a DVD-R medium,
FIG. 6B is a view showing that the guide groove is formed in the substrate.

FIG. 3 is a diagram for explaining a groove width according to the present invention.

FIG. 4 is a diagram showing the relationship between the wavelength and the optical absorptance of the optical information recording media of Example 1 and Comparative Example 1.

FIG. 5 is a diagram showing the relationship between groove width and jitter of the optical information recording medium of Example 4.

[Explanation of symbols]

1 substrate 2 Dye recording layer (light absorption layer) 3 reflective layer 4 protective layer 5 Adhesive layer 6 Cover substrate 7 guide groove

─────────────────────────────────────────────────── ─── Continuation of front page (51) Int.Cl. ⁷ Identification code FI theme code (reference) B41M 5/26 B41M 5/26 Y (72) Inventor Tatsuya Tomura 1-3-6 Nakamagome, Ota-ku, Tokyo No. F-term in Ricoh Co., Ltd. (Reference) 2H111 EA03 EA12 EA22 EA43 FA12 FA23 FB42 5D029 JA04 JC03 JC11 MA17 WA02 WB11 WB17 WD10

Claims (4)

[Claims] 1. An optical information recording medium in which at least a dye recording layer and a metal reflection layer are sequentially laminated on a substrate having grooves and / or pits formed on the surface thereof, and the track pitch of the grooves is 0.73 to 0. 0.75 μm, groove depth 1450 to 1650Å, groove width 0.21 to
0.31 μm, and light wavelength λ645 nm in vacuum
The light absorptance L is 10% to 40 in the range of 670 nm.
%, The ratio of the maximum value to the minimum value in the wavelength characteristic L (λ) of the light absorption rate is 1.0 to 2.0, and the light reflectance is 45% to 85%.
An optical information recording medium characterized in that. 2. The thermal decomposition temperature of the dye recording layer is 200 to 3
The optical information recording medium according to claim 1, which is an organic material at 50 ° C. 3. The optical information recording medium according to claim 1, wherein the dye recording layer contains a formazan chelate compound represented by the following general formula (I). [Chemical 1] (In the formula, Z represents a residue which forms a polyheterocycle together with the carbon atom and the nitrogen atom to which it is bonded, and the polyheterocycle has an alkyl group, an alkoxy group, a thioalkoxy group, a substituent It may have a substituent such as amino group, allyl group, allyloxy group, anilino group, keto group, etc. A represents an alkyl group, an aralkyl group, an allyl group or a cyclohexyl group, and an alkyl group, an alkoxy group or a halogen group. It may have a substituent such as a keto group, a carboxyl group or an ester thereof, a nitrile group, a nitro group, etc. B represents an allyl group, an alkyl group, an alkoxy group, a halogen group, a carboxyl group or an ester thereof, a nitrile. Base,
It may have a substituent such as a nitro group. M represents a divalent metal atom. n represents the number of formazan ligands coordinated to M. ) 4. The optical recording information recording medium according to claim 1, wherein track information is recorded by wobbling the groove in a meandering manner at a substantially constant frequency.