JP2001344814A - Optical information recording medium - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide an optical information recording medium excellent in tone improving effect. SOLUTION: One or more organic dyestuffs selected from the group consisting of anthrapyridone dyestuffs, anthraquinone dyestuffs, heterocyclic dyestuffs shown by formulae 1, 2, 3, 4, 5, perinone dyestuffs, perylene dyestuffs and thioindigo dyestuffs are incorporated in a transparent substrate of the optical information recording medium having a recording layer where information can be recorded by a laser beam so that the respective contents of the dyestuffs are 0.001-1.0 mass %.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to an optical information recording medium, and more particularly to a write-once optical information recording medium suitably used as a music recording medium.

[0002]

2. Description of the Related Art An optical information recording medium for reproducing or recording / reproducing with a laser beam or the like is called an optical disk, and among them, a compact disk (C) for audio reproduction.
D) is widely known. Also, a write-once optical information recording medium (CD-R) has been put to practical use. These optical information recording media adopt a digital recording / reproducing method in which an analog signal is converted into a digital signal and recorded, and a digital signal is converted into an analog signal and reproduced. In this digital recording / reproducing method, even if there is an error between recording and reproduction, if the encoded pulse train can be read on the reproducing side, the error can be corrected and the original analog signal can be reproduced. Conventionally, it has been considered that the effect of the structure of the optical information recording medium itself on the recording / reproducing characteristics is small.

[0003] On the other hand, although there are a few, attention has been paid to the influence of the structure of an optical information recording medium on the recording / reproducing characteristics. For example, Japanese Patent Application Laid-Open No. H2-214078 discloses that a layer made of a soft and flexible material such as rubber that absorbs and attenuates vibration is applied to one surface of an optical disk, and the natural frequency of the disk is determined by the soft and flexible material. There have been proposals for absorbing and improving the reproduction sound quality of compact discs. However, the optical disc described in Japanese Patent Application Laid-Open No. H2-214078 has a problem that different frequency components are generated, and it is not always possible to improve sound quality. Further, when a material such as rubber is provided on the surface of the disk, there is another problem in handling the disk that the disks adhere to each other when they are placed on top of each other, and that the writability of the surface is slightly inferior.

[0004]

In recent years, with the spread of CD-Rs, copy-protected CD-Rs exclusively for music have been used.
Since the development of the optical information recording medium, the relationship between the structure of the optical information recording medium and the recording / reproducing characteristics, particularly the sound quality, has been reviewed. Therefore,
An object of the present invention is to provide an optical information recording medium having an excellent sound quality improving effect.

[0005]

In order to solve the above problems, an optical information recording medium according to claim 1 comprises a transparent substrate and a recording layer on which information can be recorded by a laser beam. The transparent substrate contains one or more organic dyes selected from the group consisting of the following organic dyes (a) to (f), and the content of the organic dye is 0. 0.001 to 1.0% by mass. (A) anthrapyridone dye (b) anthraquinone dye (c) heterocyclic dye (d) perinone dye (e) perylene dye (f) thioindigo dye In the optical information recording medium according to claim 1, By using a transparent substrate containing a predetermined amount of one or more organic dyes selected from the organic dye group consisting of a) to (f), the sound quality is improved and the sound quality improvement effect is maintained for a long time. Can be maintained. It is not clear why the sound quality is improved in this way, but it is presumed that the characteristics at the time of reproduction rather than at the time of recording contribute to the sound quality improvement effect of the optical information recording medium of the present invention. That is, light other than the reproduction light does not reach the detector during reproduction due to the light absorption of the organic dye, noise is reduced, and the sound quality is improved, or light of a specific spectrum is reproduced by the light absorption of the organic dye. At the same time, it is considered that the sound quality is improved by reaching the detector and affecting the sensitivity of the detector. Further, it is considered that the light resistance of the optical information recording medium is improved and the sound quality improving effect is maintained for a long time.

In the above-mentioned optical information recording medium, in order to maintain the sound quality improving effect for a long period of time, the average transmittance of the transparent substrate for light in a wavelength range from 300 nm to the wavelength of the reproducing laser beam is set to be equal to that of the reproducing laser beam. The transmittance is preferably 70% or less, more preferably 50% or less, of the transmittance for light having a wavelength.

[0007]

DESCRIPTION OF THE PREFERRED EMBODIMENTS Embodiments of the optical information recording medium of the present invention will be described below in detail.

[0008] CD-R, CD according to an embodiment of the present invention
As shown in FIG. 1, the RW type optical information recording medium has a light absorbing layer 12, a light reflecting layer 14, and a protective layer 1 on a disk-shaped transparent substrate 10 having a center hole formed in the center.
6 may be provided in this order. Further, an intermediate layer or the like may be provided as necessary.

The transparent substrate 10 is a disk-shaped transparent resin plate having a diameter of 120 ± 3 mm and a thickness of 0.6 ± 0.1 m.
m or its diameter is 80 ± 3mm and thickness is 0.6 ±
A 0.1 mm disk-shaped substrate is generally used. Here, “transparent” means that it is transparent to reproduction light or transparent to recording light and reproduction light. Examples of the material of the transparent substrate 10 include glass; polycarbonate; acrylic resins such as polymethyl methacrylate; vinyl chloride resins such as polyvinyl chloride and vinyl chloride copolymer; epoxy resins; amorphous polyolefin and polyester. it can. If desired, they may be used in combination. Among the above materials, polycarbonate is preferred from the viewpoints of moisture resistance, dimensional stability, cost, and the like.

The present invention is characterized in that the transparent substrate 10 contains one or more organic dyes selected from the group consisting of the following organic dyes (a) to (f): By including these pigments in the substrate, the sound quality can be remarkably improved and the sound quality improving effect can be maintained for a long time. (A) anthrapyridone dye (b) anthraquinone dye (c) heterocyclic dye (d) perinone dye (e) perylene dye (f) thioindigo dye Anthrapyridone dyes of structural formulas (1) to (5) are preferably used.

[0011]

Embedded image

The anthraquinone dye (b) includes
C. I. Solvent Red 52, C.I. I. Solvent Red 149, C.I. I. Solvent Blue 94,
C. I. Solvent Green 3 (Structural Formula (6) below), Plastron Red 8350 (manufactured by Arimoto Chemical Industries), and Mitsui PS Green BH (manufactured by Mitsui Chemicals, Inc.)
Is preferably used.

[0013]

Embedded image

The heterocyclic dye (c) includes C.I. I.
Solvent Yellow 33, C.I. I. Solvent Yellow 54, C.I. I. Solvent Yellow 105 and Diamond Resin Yellow F (manufactured by Mitsubishi Chemical Corporation) are preferably used. (D) Perinone dyes include C.I. I. Solvent Orange 60, C.I. I. Solvent Red 135 is preferably used. Examples of the perylene dye (e) include C.I. I. Solvent Green 5 is preferably used. Examples of the perylene dye (f) include C.I. I. Bat Red 41 (the following structural formula (7)) is preferably used.

[0015]

Embedded image

The dye can be contained in the transparent substrate by mixing the dye into a resin such as polycarbonate, which is a substrate material, at the time of molding the substrate. The transparent substrate can be impregnated with the dye by molding the transparent substrate. May be incorporated with a dye. In addition, when the above dye is mixed into the resin which is the substrate material, the above dye may be directly mixed into the resin which is the substrate material. Alternatively, it may be mixed with a resin that is a substrate material. By using the master batch, the dye can be mixed more uniformly.

The dye content in the transparent substrate 10 is 0.001.
To 1.0% by mass. 0.001 pigment content
If the amount is less than mass%, the dye is not uniformly dispersed in the substrate, and a sufficient sound quality improving effect cannot be obtained. On the other hand, when the content exceeds 1.0% by mass, the aggregation of the dye occurs and the reproduction cannot be partially performed, so that a so-called sound skipping phenomenon occurs. In addition, when a dye is blended using a masterbatch, the amount of the masterbatch used increases, the production process becomes large, and the production cost increases. The upper limit of the pigment content is preferably 0.5% by mass, and 0.1% by mass.
Is more preferred. When the upper limit is 0.5% by mass, the lower limit is preferably 0.001% by mass, more preferably 0.005% by mass, and particularly preferably 0.01% by mass. The upper limit is 0.
When it is 1% by mass, the lower limit is preferably 0.001% by mass,
0.005% by mass is more preferable, and 0.01% by mass is particularly preferable.

The transparent substrate 10 may contain an ultraviolet absorber, a surface active agent, a plasticizer, and the like in addition to the above dyes. Further, in order to maintain the sound quality improving effect for a long period of time, the transparent substrate 10 has a wavelength of 300 nm from the transparent substrate to the wavelength of the reproducing laser beam (for example, 780 nm for CD-R, DVD-R
In this case, the average transmittance for light in the wavelength range up to 635 nm) is 70% of the transmittance for light having the wavelength of the reproducing laser beam.
% Or less, and more preferably 50% or less.

In the transparent substrate 10, tracking grooves or grooves (pre-grooves) representing information such as address signals are formed at a predetermined track pitch. The average pitch of these pregrooves is preferably in the range of 0.1 to 50 μm, more preferably 0.2 to 30 μm, and still more preferably 0.3 to 10 μm. The average depth of the pregroove is preferably in the range of 10 to 5000 nm, more preferably 30 to 3000 μm, and still more preferably 50 to 1 μm.
000 μm. Audio CD-R, CD
In the case of -RW, an application code for identifying audio use is prerecorded in the pregroove as a wobble.

The pregroove having the above-mentioned predetermined shape can be formed directly on the transparent substrate 10 when a resin material such as polycarbonate is injection-molded or extruded. Alternatively, the pre-groove may be formed by providing a pre-groove layer. As a material for the pregroove 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. For the formation of the pre-groove layer, for example, first, a mixed solution composed of the above-mentioned acrylate ester and the polymerization initiator was applied on a precisely formed master (stamper), and further, a substrate was placed on this coating solution layer. Thereafter, the coating layer is cured by irradiating ultraviolet rays through the substrate or the matrix to fix the substrate and the coating layer. Next, the pregroove can be obtained by peeling the substrate from the matrix. The thickness of the pre-groove layer is generally 0.05 to
In the range of 100 μm, preferably 0.1 to 50 μm
Range.

The transparent substrate 1 on which the light absorbing layer 12 is provided
On the surface of No. 0, an undercoat layer can be provided for the purpose of improving flatness, improving adhesive strength, preventing deterioration of the dye recording layer, and the like. As the material of the undercoat layer, for example, polymethyl methacrylate, acrylic acid / methacrylic acid copolymer,
Styrene / maleic anhydride copolymer, polyvinyl alcohol, N-methylol acrylamide, styrene / vinyl toluene copolymer, chlorosulfonated polyethylene,
Nitrocellulose, polyvinyl chloride, chlorinated polyolefin, polyester, polyimide, vinyl acetate-vinyl chloride copolymer, ethylene-vinyl acetate copolymer, polyethylene, polypropylene, polycarbonate and other high-molecular substances; and silane coupling agents Surface modifiers can be mentioned. The undercoat layer is prepared by dissolving or dispersing the above substance in an appropriate solvent to prepare a coating solution, and then applying the coating solution to the substrate surface using a coating method such as spin coating, dip coating, or extrusion coating. Can be formed. The thickness of the undercoat layer is generally in the range of 0.005 to 20 μm, preferably
It is in the range of 1 to 10 μm.

The light absorbing layer 12 may be any of a dye recording layer for recording with a dye, a phase change recording layer for recording by phase change, and a magneto-optical recording layer for recording by magneto-optics.
A dye recording layer is preferable because it is easily formed and has excellent stability.

The dye used in the dye recording layer is not particularly limited, and examples of usable dyes include cyanine dyes, phthalocyanine dyes, imidazoquinoxaline dyes, pyrylium / thiopyrylium dyes, azurenium dyes, Squarylium dyes, metal complex dyes such as Ni and Cr, naphthoquinone dyes, anthraquinone dyes, indophenol dyes, indoaniline dyes, triphenylmethane dyes, merocyanine dyes,
Oxonol dyes, aminium / diimmonium dyes, and nitroso compounds can be mentioned.

The dye recording layer is formed by applying a solution in which a dye is dissolved in an appropriate solvent. The concentration of the dye in the coating solution is generally in the range of 0.01 to 15% by mass, preferably in the range of 0.1 to 10% by mass, particularly preferably in the range of 0.5 to 5% by mass, and most preferably. 0.5
-3% by mass. Examples of solvents for the coating solution for forming the dye recording layer include esters such as butyl acetate and cellosolve acetate; ketones such as methyl ethyl ketone, cyclohexanone and methyl isobutyl ketone; chlorinations such as dichloromethane, 1,2-dichloroethane, and chloroform. Hydrocarbons; amides such as dimethylformamide; hydrocarbons such as cyclohexane; ethers such as tetrahydrofuran, ethyl ether, dioxane; ethanol, n-propanol, isopropanol, n-
Alcohols such as butanol and diacetone alcohol;
Fluorinated solvents such as 2,2,3,3-tetrafluoropropanol; ethylene glycol monomethyl ether;
Examples thereof include glycol ethers such as ethylene glycol monoethyl ether and propylene glycol monomethyl ether. The above-mentioned solvents can be used alone or in combination of two or more in consideration of the solubility of the dye used. Preferably, a fluorinated solvent such as 2,2,3,3-tetrafluoropropanol is used. Further, the thickness of the dye recording layer is generally in the range of 20 to 500 nm, and preferably in the range of 50 to 300 nm.

The coating solution for forming the dye recording layer contains
If desired, an anti-fading agent or a binder may be added, and further, depending on the purpose, an antioxidant, a UV absorber, a plasticizer,
Then, various additives such as a lubricant may be added. Representative examples of the anti-fading agent include a nitroso compound, a metal complex, a diimmonium salt, and an aminium salt. These examples are disclosed in, for example, Japanese Patent Application Laid-Open No. 2-300288.
No. 3,224,793, and No. 4-146189. Examples of the binder include natural organic high molecular substances such as gelatin, cellulose derivatives, dextran, rosin, and rubber; and hydrocarbon resins such as polyethylene, polypropylene, polystyrene, and polyisobutylene, polyvinyl chloride, polyvinylidene chloride,
Vinyl resins such as polyvinyl chloride / polyvinyl acetate copolymers, acrylic resins such as polymethyl acrylate and polymethyl methacrylate, polyvinyl alcohol, chlorinated polyethylene, epoxy resins, butyral resins, rubber derivatives, phenol / formaldehyde resins And synthetic organic polymers such as precondensates of thermosetting resins. When a binder is used, the amount of the binder used is generally 20 parts by weight or less based on 100 parts by weight of the dye,
It is preferably at most 10 parts by weight, more preferably at most 5 parts by weight.

On the light absorbing layer 12, a light reflecting layer 14 is provided for the purpose of improving the reflectance. The material of the light reflection layer 14 may be a light reflective substance having a high reflectance to laser light, and the reflectance of the material is preferably 30% or more, more preferably 50% or more, and further preferably 70% or more. preferable. Examples include Mg, Se, Y, Ti,
Zr, Hf, V, Nb, Ta, Cr, Mo, W, Mn,
Re, Fe, Co, Ni, Ru, Rh, Pd, Ir, P
t, Cu, Ag, Au, Zn, Cd, Al, Ga, I
Examples include metals and semimetals such as n, Si, Ge, Te, Pb, Po, Sn, and Bi, and stainless steel. Of these, preferred are Cr, Ni, P
t, Cu, Ag, Au, Al and stainless steel.
These substances may be used alone or in combination of two or more. It can also be used as an alloy. As a material of the light reflection layer 14, Au, Ag, Al
Or an alloy thereof is particularly preferred. The light reflecting layer 14 can be formed, for example, by vapor deposition, sputtering, or ion plating of the light reflecting substance. The thickness of the light reflection layer 14 is generally 10 to 800.
nm, preferably 20 to 500 nm, more preferably 50 to 300 nm.

The protective layer 16 is formed on the light reflecting layer 14 for the purpose of improving the scratch resistance and moisture resistance of the optical information recording medium.
Is provided. As a material used for the protective layer 16, for example, SiO, SiO ₂ , MgF ₂ , Sn
Examples include inorganic substances such as O ₂ and Si ₃ N ₄ and organic substances such as thermoplastic resins, thermosetting resins, and UV-curable resins. The protective layer 16 can be formed, for example, by laminating a film obtained by extrusion of a plastic on the light reflecting layer via an adhesive. Alternatively, it may be provided by a method such as vacuum deposition, sputtering, or coating. In the case of a thermoplastic resin or a thermosetting resin, they can also be formed by dissolving these in an appropriate solvent to prepare a coating solution, applying the coating solution, and drying. In the case of a UV-curable resin, it can also be formed by preparing a coating solution as it is or by dissolving it in an appropriate solvent, applying the coating solution, and irradiating with UV light to cure. These coating solutions further contain an antistatic agent, antioxidant, UV
Various additives such as an absorbent may be added according to the purpose.
Further, the thickness of the protective layer is generally in the range of 0.1 to 100 μm.

The recording of information on the optical information recording medium is performed, for example, as follows. The optical information recording medium of the present invention is 1x speed (1.2 to 1.2 times) of a normal CD format.
(1.4 m / sec), and 4 ×, 6 × or higher speed recording. First, the optical information recording medium is set to a predetermined linear velocity (1.
(2 to 1.4 m / sec) or a predetermined constant angular velocity while irradiating recording light such as semiconductor laser light from the substrate side. By this light irradiation, the dye recording layer absorbs the light and locally raises the temperature. For example, information is recorded by forming pits and changing the optical characteristics. The information recorded as described above can be reproduced by irradiating the semiconductor laser light from the substrate side while rotating the optical information recording medium at a predetermined constant linear speed, and detecting the reflected light.

As described above, the CD-R and CD-RW optical information recording media according to the present embodiment contain one or more organic dyes selected from a specific organic dye group. By using a transparent substrate, the sound quality can be remarkably improved, and the sound quality improving effect can be maintained for a long time.

In the above, examples of the CD-R and CD-RW type optical information recording media provided with a light reflecting layer and a protective layer have been described. However, these layers are optional constituent elements. May not be provided.

In the above, examples of the optical information recording medium of the CD-R and CD-RW type have been described. However, the optical information recording medium of the present invention can be used for DVD-R, DV,
The present invention can also be applied to a D-RW type optical information recording medium.
In DVD-R and DVD-RW optical information recording media, the track pitch of a pre-groove formed on a transparent substrate is equal to 0.
Except that it is 6 to 0.9 μm, which is narrower than CD-R and CD-RW types, it has basically the same configuration as CD-R and CD-RW type optical information recording media. In addition, the above C
Two laminates each including a transparent substrate, a light absorption layer, a light reflection layer, and a protective layer formed in the same manner as the optical information recording medium of the DR and CD-RW types were prepared, and the two prepared laminates were prepared. Are bonded with an adhesive or the like such that each light absorbing layer is on the inside, so that a DV having a laminated structure having two light absorbing layers
It can be a DR type optical information recording medium. Also,
A laminate having a light absorbing layer on only one side by bonding a laminate and a disc-shaped protective substrate having substantially the same dimensions as the substrate of the laminate with an adhesive or the like so that the light absorbing layer is on the inside.
A DR type optical information recording medium can be manufactured. When the bonding structure is adopted, the diameter of the transparent substrate is 12
Those having a thickness of 0 ± 3 mm and a thickness of 0.6 ± 0.1 mm are generally used, and the thickness of the optical information recording medium after bonding is 1.
It is adjusted to be 2 ± 0.2 mm.

On the protective layer (on the light reflecting layer when the protective layer is not provided), the density is 1.4 to 4.2 g / cm ^3.
Can be provided. By providing the stabilizer layer, the balance in the middle to low frequency ranges of the frequency distribution is improved, and a stable sound that is audio-friendly can be obtained.
It is not clear why the sound quality is improved in this way, but the stabilizer layer presses the optical information recording medium in the vertical direction, and as a result of the optical information recording medium being stabilized, vibration during rotation is suppressed and sound quality is improved. It is estimated to be. The thickness of the stabilizer layer is set so that a mass of about 0.001 to 5.0 g is added to the entire optical information recording medium.
It is determined in consideration of the density of the material and the area of the surface portion of the light reflection layer on which the stabilizer layer is provided.
It is preferably in the range of μm, more preferably in the range of 3 to 200 μm.

As a material for the stabilizer layer,
SiO, SiO _Two, MgF_Two, SnO
_Two, Si_ThreeN_Four, TiO_Two, BaO_TwoAnd other inorganic substances, and
Thermoplastic resin, thermosetting resin, UV curable resin, etc.
Any of the organic substances can be used. In this
Also, since the specific gravity is large and the density can be easily adjusted, titanium
Compounds are preferred, TiO_TwoIs particularly preferred. Also,
These materials may be used alone or as a mixture of two or more.
You may. This stabilizer layer is made of, for example, the material
TiO2_Two, BaO_TwoWhen using inorganic substances such as
These inorganic substances in binder resin such as UV curable resin
And disperse the inorganic resin in the binder resin.
Formed by coating on the light reflection layer by screen printing etc.
be able to. At this time, the inorganic substance and the binder resin
The mixing ratio of the material constituting the stabilizer layer is desired.
Is determined as appropriate so that the density is as follows. In addition, inorganic substances
After extruding the dispersed binder resin into a film
This film is laminated on the light-reflective layer via an adhesive.
To form the stabilizer layer
be able to. In addition, inorganic substances can be directly deposited by vacuum evaporation, spa
Evaporated on the light reflection layer by, for example,
A layer may be formed. In addition, the stabilizer layer
When using thermoplastic resin or thermosetting resin for the material
Prepared a coating solution by dissolving them in an appropriate solvent.
This coating solution is applied on the light reflecting layer by screen printing or the like.
It can be formed by coating and drying.
In particular, when using an ultraviolet (UV) curable resin,
Resin as it is or dissolved in an appropriate solvent
Is prepared, this coating solution is applied on the light reflection layer, and UV
By irradiating light to cure the coating film,
A stabilizer layer can be formed. The disk
UV curable resin has a low cure shrinkage to prevent
Small ones are preferred.

Further, as shown in FIG. 2, a stabilizer layer 18 may be provided so as to cover the entire surface of the protective layer 16, and as shown in FIG. It may be provided. Since the other configuration is the same as that of the optical information recording medium shown in FIG. 1, the same reference numerals are given and the description is omitted. When the stabilizer layer 18 is provided on the entire surface of the protective layer 16, the sound spreads in all directions. On the other hand, when the stabilizer layer 18 is provided only on the outer peripheral portion of the surface of the light reflecting layer 14, the sound is left and right. Spread in the direction. As described above, it is difficult to obtain a sound that spreads in the left-right direction by the structure of a sound source such as a speaker. Therefore, the stabilizer layer 18
Is preferably provided on the outer peripheral portion of the surface of the protective layer 16.
In any case, in order to avoid eccentricity, as shown in FIG. 4, the center of gravity G of the optical information recording medium is shifted from the center C of the optical information recording medium (the center of the circle of the disc-shaped optical information recording medium). The stabilizer layer 18 is provided so as to be included in a range (shaded area) of 15% of the radius r of the optical information recording medium.

[0035]

The present invention will be described below in more detail with reference to examples. [Example 1] (Preparation of CD-R disc) A resin material obtained by blending 0.03% by mass of the dye represented by the above structural formula (1) with transparent polycarbonate pellet "Panlite AD5503" manufactured by Teijin Limited. Spiral pregrooves (pregroove width (half width): 51) on the surface by injection molding
A colored transparent substrate (1) having a thickness of 0.6 mm, an inner diameter of 15 mm, and an outer diameter of 120 mm having a thickness of 0 nm and a pregroove depth of 180 nm was formed. In the case where a dye is blended using a master batch, since the dye content of the master batch is 1% by mass, the master batch is mixed with the substrate resin pellets at a ratio of 3.0% by mass. The mixing ratio of the pigment is 0.03% by mass.

Indolenine dye (A) 2.6 shown below
5 g, 0.265 g of the anti-fading agent (B), and 0.133 g of a binder (trade name: CA-139, manufactured by Morton Co.)
2,2,3,3-tetrafluoropropanol 100m
The resulting mixture was dissolved in 1 for 10 hours using an ultrasonic vibrator (1800 W) to prepare a coating solution for forming a recording layer.

[0037]

Embedded image

This coating solution is applied onto the surface of the colored transparent substrate (1) on the pregroove side at a rotation speed of 300 rpm to 40 rpm.
The dye recording layer (thickness (within the pre-groove)) is applied by spin coating while changing to 00 rpm, and dried.
(About 200 nm). The conditions for forming the dye recording layer are as follows:
Atmospheric temperature, humidity: 23 ° C., 50% RH, coating liquid temperature: 23 ° C., substrate temperature: 23 ° C., exhaust air velocity: 0.1 m
/ Sec. Next, on the dye recording layer, Ag was sputtered to form a light reflecting layer having a thickness of 150 nm. Further, on the light reflecting layer, a UV curable resin (trade name: SD-318, manufactured by Dainippon Ink and Chemicals, Inc.) was used at a rotation speed of 50 rpm to 5 rpm.
The coating was performed by spin coating while changing to 000 rpm. After the application, the coating was cured by irradiating it with ultraviolet light from a high-pressure mercury lamp to form a protective layer having a thickness of 8 μm.

Through the above steps, a CD-R type optical information recording medium (CD-R disk) of Example 1 comprising a substrate, a dye recording layer, a light reflecting layer and a protective layer was produced. Example 2 Dye 0.03 represented by the above structural formula (2)
A CD-R disc of Example 2 was produced in the same manner as in Example 1, except that a colored transparent substrate (2) formed using a resin material containing 5% by mass was used. Example 3 Example 1 was repeated except that a colored transparent substrate (3) formed using a resin material containing 0.03% by mass of Plastron Red 8350 (trade name: manufactured by Arimoto Chemical Industry Co., Ltd.) was used. In the same manner as in the above, a CD-R disc of Example 3 was produced. Example 4 Same as Example 1 except that a colored transparent substrate (4) formed using a resin material containing 0.03% by mass of Mitsui PS Green BH (trade name, manufactured by Mitsui Chemicals, Inc.) was used. Thus, a CD-R disc of Example 4 was produced. Example 5 Same as Example 1 except that a colored transparent substrate (5) formed using a resin material containing 0.03% by mass of Diamond Resin Yellow F (trade name: manufactured by Mitsubishi Chemical Corporation) was used. Thus, a CD-R disk of Example 5 was produced. Example 6 Dye 0.03 represented by Structural Formula (7)
A CD-R disk of Example 6 was produced in the same manner as in Example 1, except that a colored transparent substrate (6) formed using a resin material containing 5% by mass was used. Example 7 Dye 0.03 represented by Structural Formula (3)
A CD-R disk of Example 7 was produced in the same manner as in Example 1, except that a colored transparent substrate (7) formed using a resin material containing 5% by mass was used. Example 8 Dye 0.03 represented by Structural Formula (4)
A CD-R disk of Example 8 was produced in the same manner as in Example 1, except that a colored transparent substrate (8) formed using a resin material containing 5% by mass was used. Example 9 Dye 0.03 represented by the structural formula (5)
A CD-R disk of Example 9 was produced in the same manner as in Example 1, except that a colored transparent substrate (9) formed using a resin material containing 5% by mass was used. Example 10 C.I. I. Solvent Red 52 at 0.
Except for using a colored transparent substrate (10) formed using a resin material blended with 03% by mass, in the same manner as in Example 1,
A CD-R disc of Example 10 was produced. Example 11 C.I. I. A CD-R disk of Example 11 was produced in the same manner as in Example 1, except that a colored transparent substrate (11) formed using a resin material containing 0.03% by mass of Solvent Red 149 was used. . Example 12 C.I. I. Solvent Blue 94
Except for using the colored transparent substrate (12) formed using a resin material blended with 03% by mass, in the same manner as in Example 1,
A CD-R disc of Example 12 was produced. Example 13 C.I. I. Solvent Green 3
Except for using the colored transparent substrate (13) formed using a resin material blended with 03% by mass, in the same manner as in Example 1,
A CD-R disc of Example 13 was produced. Example 14 C.I. I. A CD-R disc of Example 14 was produced in the same manner as in Example 1, except that a colored transparent substrate (14) formed using a resin material containing 0.03% by mass of Solvent Yellow 33 was used. . Example 15 C.I. I. A CD-R disk of Example 15 was produced in the same manner as in Example 1, except that a colored transparent substrate (15) formed using a resin material containing 0.03% by mass of Solvent Yellow 54 was used. . Example 16 C.I. I. A CD-R disk of Example 16 was produced in the same manner as in Example 1, except that a colored transparent substrate (16) formed using a resin material containing 0.03% by mass of Solvent Yellow 105 was used. . Example 17 C.I. I. A CD-R disk of Example 17 was produced in the same manner as in Example 1, except that a colored transparent substrate (17) formed using a resin material containing 0.03% by mass of Solvent Orange 60 was used. . Example 18 C.I. I. A CD-R disk of Example 18 was produced in the same manner as in Example 1, except that a colored transparent substrate (18) formed using a resin material containing 0.03% by mass of Solvent Red 135 was used. . Example 19 C.I. I. Solvent Green 5
Except that a colored transparent substrate (19) formed using a resin material mixed with 03% by mass was used, in the same manner as in Example 1,
A CD-R disc of Example 19 was produced. Example 20 A stabilizer layer made of TiO ₂ having a density of 1.4 g / cm ³ , a layer thickness of 10 μm, and a maximum reflection wavelength of 650 nm was formed on the entire surface as shown in FIG. In the same manner as in Example 1, C of Example 20
A DR disk was produced. Example 21 Dye 0.3 Represented by Structural Formula (3)
A CD-R disk of Example 21 was produced in the same manner as in Example 1, except that a colored transparent substrate (20) formed using a resin material containing 5% by mass was used. Example 22 Dye 0.0 Represented by Structural Formula (3)
A CD-R disc of Example 22 was produced in the same manner as in Example 1, except that a colored transparent substrate (21) formed of a resin material containing 03% by mass was used. Comparative Example 1 Dye 0.03 represented by the following structural formula (8)
A CD-R disc of Comparative Example 1 was produced in the same manner as in Example 1, except that a colored transparent substrate (22) formed using a resin material containing 5% by mass was used.

[0040]

Embedded image

Comparative Example 2 The procedure of Example 1 was repeated except that a colored transparent substrate (23) formed using a resin material containing 0.03% by mass of a dye represented by the following structural formula (9) was used. Similarly, a CD-R disc of Comparative Example 2 was produced.

[0042]

Embedded image

Comparative Example 3 A CD-R disk of Comparative Example 3 was produced in the same manner as in Example 1 except that a transparent substrate (24) containing no organic dye was used. Comparative Example 4 Dye represented by Structural Formula (3) 0.00
A CD-R disc of Comparative Example 4 was produced in the same manner as in Example 1, except that a colored transparent substrate (25) formed using a resin material containing 03% by mass was used. Comparative Example 5 The procedure of Example 1 was repeated except that a colored transparent substrate (26) formed using a resin material containing 3.0% by mass of the dye represented by the structural formula (3) was used. A CD-R disc of Comparative Example 5 was produced.

Each of the obtained CD-R discs has a commercially available C-R
Recorder "PDR-D7" for DR (Pioneer Corporation:
Using a recording wavelength of 780 nm, nine songs shown in Table 1 below were recorded, and a commercially available CD player (reproduction wavelength: 780 n)
The sound reproduced using m) was viewed by ten music critics, and the sound quality was evaluated from the viewpoints of sound volume, sound clearness, timbre, volume, and sound field (spread of sound). A CD-R disc which does not use the colored transparent substrate containing the specific organic dye of the present invention and which is not provided with a stabilizer layer is evaluated as 60 points, and a clear improvement in sound quality is seen based on this evaluation. In this case, a score of 70 or more was given, and when a remarkable improvement in sound quality was observed, a score of 80 or more was given. Further, the recorded CD-R disc was subjected to a forced test in which light was irradiated for 8 hours using a fade meter (manufactured by Suga Test Instruments Co., Ltd.) equipped with a xenon lamp, and then a commercially available CD player was used. The music was reproduced and viewed by 10 music critics, and the sound quality was evaluated in the same manner as in the example. Table 2 shows the evaluation results.

[0045]

[Table 1]

[0046]

[Table 2]

As is clear from Table 2, the CD-R discs (Examples 1 to 22) using the colored transparent substrate containing 0.03% by mass of the specific organic dye of the present invention were prepared by using other organic dyes. Overall better sound quality evaluation than CD-R discs using a colored transparent substrate containing (Comparative Examples 1 and 2) and CD-R discs using a transparent substrate containing no organic dye (Comparative Example 3) Received. In particular, the CD-R disc provided with the stabilizer layer (Example 20) received high sound quality evaluation. Further, the colored transparent substrate having an organic dye content of 0.0003% by mass does not have a uniform dispersion of the dye in appearance, and the CD-R disc using this substrate (Comparative Example 4) has good sound quality evaluation. I couldn't get it. Furthermore, in a CD-R disc using a colored transparent substrate having an organic dye content of 3.0% (Comparative Example 5), a phenomenon occurs in which a part that is not reproduced is generated and a sound is skipped, which is evaluated. I couldn't do that.

In the case of a CD-R disc using a colored transparent substrate containing another organic dye or a transparent substrate containing no organic dye (or having insufficient content), the sound quality deteriorates after the forced test. On the other hand, a CD using a colored transparent substrate containing a predetermined amount of the specific organic dye of the present invention is used.
With the -R disc, it was found that the sound quality did not change even after the enforcement test was performed, and the disc was stored with good sound quality.

[0049]

According to the present invention, an optical information recording medium having an excellent sound quality improving effect is provided.

[Brief description of the drawings]

FIG. 1 shows a CD-R (CD-R) according to an embodiment of the present invention.
It is a perspective view which shows the layer structure of a W) type | mold optical information recording medium.

FIG. 2 is a perspective view showing an example of an optical information recording medium provided with a stabilizer layer.

FIG. 3 is a perspective view showing another example of an optical information recording medium provided with a stabilizer layer.

FIG. 4 is a schematic plan view showing the position of the center of gravity of an optical information recording medium provided with a stabilizer layer.

[Explanation of symbols]

 Reference Signs List 10 transparent substrate 12 light absorbing layer 14 light reflecting layer 16 protective layer 18 stabilizer layer

 ────────────────────────────────────────────────── ─── Continuing on the front page (72) Inventor Ken Usami 210 Nakanuma, Minamiashigara-shi, Kanagawa Prefecture Fuji Photo Film F-term (reference) 4J002 AA011 CG001 EE056 EN056 EU016 EU096 EV306 FD096 GS02 5D029 KA17 KA26 5D075 EE03 FG12

Claims (1)

[Claims] 1. An optical information recording medium having a transparent substrate and a recording layer on which information can be recorded by a laser beam formed thereon, wherein the transparent substrate comprises an organic dye of the following (a) to (f): Containing one or more organic dyes selected from the group consisting of
An optical information recording medium characterized by being 1.0% by mass. (A) anthrapyridone dye (b) anthraquinone dye (c) heterocyclic dye (d) perinone dye (e) perylene dye (f) thioindigo dye