JP2001246850A - Optical information recording medium - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide an optical information recording medium, which has a favorable recording sensitivity to laser light having a wavelength of 660 nm or more for DVD-R, is excellent in characteristics such as percentage modulation, jitter or the like through the regeneration with laser light having a wavelength of 620 to 690 nm and has a light interference layer, the recording power of which is small, and is suitable for the recording and regeneration using the laser lights having the above wavelengths. SOLUTION: As the above optical information recording medium, an exampled one has the light interference layer made of a pigment layer including an indolenine-based tri-methine-based cyanine pigment, which is obtained by condensating benzene rings to the 6, 7, 6', 7' of the indolenine skeleton such as being had by 1,1'-dialkyl 3,3,3',3'-tetramethyl 6,7,6',7'-dibezoindo carbocyanine perchlorate. Further, the light interference layer is suitable for being recorded with the laser light having the wavelength of 660 nm or more and can be regenerated with the laser light having the wavelength selected from the range of 620 to 690 nm.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a write-once optical information recording medium in a heat mode, in which recording and reproduction can be performed by a laser beam in a short wavelength region, such as a DVD-R.

[0002]

2. Description of the Related Art As a means for recording and reproducing data such as images such as characters and figures, video or audio, a wavelength 77 is used.
An optical disc having a recording layer containing a pentamethine cyanine dye, for example, is known as a CD-R as a recording material capable of recording and reproducing corresponding to a laser beam of 0 to 830 nm. DVD-R (digital video disc-recordable or digital versatile disc-recordable), which can record and reproduce at high density with red laser light of 620 to 690 nm, will replace CD-R and will play a role in the coming era. (Optical information recording medium).

[0003]

The DVD-R has a so-called temperature dependency, in which the oscillation wavelength of a semiconductor laser changes depending on the temperature of the laser. Therefore, high-output oscillation is performed for high-speed recording. However, if the structure of the laser drive source is reduced by making the device of the drive source (drive) of the laser more compact, the oscillation wavelength becomes longer due to an increase in the temperature of the laser. In the case of DVD-R media using a recording layer using an organic dye material, the recording layer is easily affected by a change in oscillation wavelength due to the characteristics of the organic dye material. However, there is a problem in that the sensitivity is deteriorated due to the decrease in the amount of light absorption when the wavelength is increased. Actually, the oscillation wavelength of the semiconductor laser is 635 to 650 nm according to the current standard.
It may be 0 nm or more. However, a cyanine dye material that has been frequently used as an organic dye material for a recording layer of a DVD-R medium is a semiconductor laser 635-35.
It has an appropriate absorption in the wavelength region of 650 nm, and among them, the trimethine cyanine dye represented by the following general formula [Chemical Formula 2] is preferable.
No. 1-341611), the synthesis method is relatively easy, and a product of the dye is easily obtained. However, a trimethine-based cyanine having an appropriate absorption in a wavelength range of 660 nm or more of a semiconductor laser is disclosed. No pigment is known.

[0004]

Embedded image [However, R ₁ , R ₂ and X ⁻ represent the same as those in the following general formula [Chemical Formula 1]. ]

In order to solve this problem, the conventional 635
In order to modify a cyanine dye having an appropriate absorption in the wavelength region of a semiconductor laser of about 650 nm so as to have an absorption on a longer wavelength side, for example, a trimethine-based cyanine dye represented by the above general formula [Chemical Formula 2] is used. It is extremely difficult to introduce a substituent for increasing the wavelength into the benzoindolenine skeleton or methine chain in terms of the type of the substituent, the degree of increasing the wavelength, and the synthesis method. In the method of lengthening the methine group, for example, just by changing n in the above general formula [Chemical Formula 2] from 1 to 2, an appropriate absorption shifts to a longer wavelength side by about 100 nm, and the appropriate absorption becomes 700 nm or more. Can be obtained, but this gives D
There is a problem that it is not suitable as a dye for a recording layer of VD-R. For these reasons, there has been a demand for a trimethine-based cyanine dye material having an appropriate absorption in a wavelength region of 660 nm or more of a semiconductor laser, which has not been easily obtained conventionally.

[0006] It is an object of the present invention to provide a DVD player particularly for recording DVDs.
A light having a light interference layer containing a trimethine-based cyanine dye, which is capable of causing sufficient light absorption and exothermic decomposition by obtaining an appropriate absorption for a short wavelength laser light of 60 nm or more, that is, having good sensitivity. An object of the present invention is to provide an information recording medium.

[0007]

Means for Solving the Problems The inventors of the present invention have conducted intensive studies to solve the above-mentioned problems, and as a result, special trimethine-based cyanine has been applied to a short-wavelength laser beam of 660 nm or more for DVD recording. The present inventors have found that an optical information recording medium provided with an optical interference layer having a dye in a dye layer achieves the above object, and has accomplished the present invention. Therefore, the present invention provides (1) an optical information recording medium having an optical interference layer including a dye layer on a substrate, wherein the dye layer contains a trimethine cyanine dye represented by the following general formula (Formula 1):
It is an object of the present invention to provide an optical information recording medium in which the light interference layer is suitable for recording with a laser beam having a wavelength of 660 nm or more and can be reproduced with a laser beam selected from a wavelength range of 620 nm to 690 nm.

Embedded image [However, R ₁ and R ₂ are a substituted or unsubstituted alkyl group,
Alkoxyl, carboxyl, alkoxycarbonyl, alkylcarboxyl, halogenated alkyl, alkylhydroxyl, aralkyl, alkenyl, alkylamide, alkylamino, alkylsulfonamide, alkylcarbamoyl, alkylsulfamoyl A group, a hydroxyl group, a halogen atom, an alkylalkoxyl group, an alkylsulfonyl group, an alkylcarboxyl group or an alkylsulfonyl group bonded to a metal ion or an alkyl group, a phenyl group, a benzyl group,
An alkylphenyl group and a phenoxyalkyl group (a hydrogen atom in the benzene ring and / or the alkyl moiety may be substituted with a substituent other than a metal ion such as an alkyl group, a carboxyl group, a hydroxyl group, or a halogen atom; the same applies to the corresponding part of the alkylphenyl group) represents a substituent selected from the group of may be the same or different, X ^-. a halogen atom, PF ₆ ^-, perchlorate, fluoroboric acid, Anions of phosphoric acid, benzenesulfonic acid, SbF ₆ ⁻ , toluenesulfonic acid, alkylsulfonic acid, benzenecarboxylic acid, alkylcarboxylic acid, trifluoromethylcarboxylic acid, periodic acid, SCN ⁻ , tetraphenylboric acid and tungstic acid Represents an anion selected from the group of. Further, in the present invention, (2), the dye layer is represented by the above general formula [Chemical Formula 1]
The above (1), which contains other dyes in addition to the trimethine cyanine dye of formula (I) and contains at least 50% by weight of the trimethine cyanine dye of the general formula [1] in all the dyes.
The optical information recording medium of (3) and the light interference layer provide the optical information recording medium of (1) or (2) containing a light stabilizer.

In the present invention, the light interference layer has a wavelength (not less than 660 nm) shorter than 660 nm, preferably 66 nm.
It is formed so that recording is possible with laser light in the wavelength region of 0 nm to 680 nm and reproduction is possible with laser light in the wavelength region of 620 nm to 690 nm.
This is to make this light interference layer usable for DVD-R. The light interference layer is composed of a dye layer made of an organic dye material or a layer made of another organic material or an inorganic material, a recording layer including a single layer or a plurality of dye layers capable of forming pits by laser irradiation, In addition to the recording layer, for the purpose of adjusting the optical properties of the optical information recording medium, the refractive index, the thickness of which is adjusted, for example, an enhanced layer made of a resin material, furthermore, a substrate and a dye layer, if there are a plurality of dye layers, between them An intermediate layer to be provided is also included, and these are generic names.

The above dye layer contains a trimethine cyanine dye represented by the above general formula [1]. This trimethine-based cyanine dye has a similar structure to the trimethine-based cyanine dye represented by the above general formula [Chemical Formula 2] except that the condensation position of the benzene ring to the indolenine is different in the molecular structure of each compound. While
The absorption can be shifted to longer wavelengths. The reason for this is that the trimethine-based cyanine dye represented by the above general formula [Chemical Formula 1] is compared with the trimethine-based cyanine dye represented by the above general formula [Chemical Formula 2] in comparison with the condensation position of the benzene ring to the indolenine. It is considered that the difference causes a shift such that the distribution of electrons in the molecule is easily spread, that is, the energy is easily reduced, and the laser light on the longer wavelength side is more easily absorbed. The pentamethine cyanine dye in which the position of condensation of benzene to indolenine is the same as the trimethine cyanine dye represented by the above general formula [Chemical Formula 1] is C
A trimethine cyanine dye represented by the general formula [1], which is known as a dye used in a DR recording layer (Japanese Patent Application No. 4-201482),
R ₁ and R ₂ are C ₂ H ₅ (ethyl group), X ⁻ is ClO ₄ ⁻
Is also exemplified with a number of pentamethine cyanine dyes and other trimethine cyanine dyes, and a recording layer containing an ion conjugate formed by each cyanine dye cation and an anion of a copper complex of bisphenylenedithiol. An optical recording medium provided with improved light fastness is also known (JP-A-4-25493). However, not only the former but also the latter is represented by the above general formula [Chemical Formula 1]. The use of a trimethine cyanine dye as an ion binder, not as an ion binder alone, is not shown, or its absorbency to laser light in the wavelength region of 660 nm or more is not mentioned at all, and its examples are not mentioned. Absent. Thus, the present invention provides
A compound represented by the above general formula [Chemical formula 1], which is particularly excellent in absorptivity to laser light in a wavelength region of 660 nm or more, is converted to D
It is characterized in that it is used as the dye material of the dye layer of the VD interference layer, that is, the wavelength of the laser beam, the structure of the dye and the application are selected and combined.

In the light interference layer of the present invention, one or more kinds of other dyes other than the trimethine cyanine dye represented by the above general formula [1] may be used in combination by providing the same dye layer or another dye layer. And the above general formula [Chemical formula 1]
At least 50% by weight of a trimethine cyanine dye,
That is, when the content is 50% by weight or more, the recording sensitivity is improved. Examples of the other dyes include a trimethine cyanine dye represented by the following general formula [Chemical Formula 3].

Embedded image Wherein A represents any one of the following general formulas [Chemical Formula 4] to [Chemical Formula 6],

Embedded image ,

Embedded image ,

Embedded image , A ′ represents any one of the following general formulas [Formula 7] to [Formula 9],

Embedded image ,

Embedded image ,

Embedded image , A and A ′ may be the same or different (provided that D ₁ and D ₂ each represent a hydrogen atom, an alkyl group, an alkoxyl group, a hydroxyl group, a halogen atom, a carboxyl group,
Alkoxycarbonyl group, alkylcarboxyl group, alkylhydroxyl group, aralkyl group, alkenyl group,
Alkylamide group, alkylamino group, alkylsulfonamide group, alkylcarbamoyl group, alkylsulfamoyl group, alkylsulfonyl group, phenyl group, cyano group, ester group, nitro group, acyl group, allyl group, aryl group, aryloxy Group, alkylthio group, arylthio group, phenylazo group, pyridinoazo group, alkylcarbonylamino group, sulfonamide group, amino group, alkylsulfone group, thiocyano group, mercapto group, chlorosulfone group, alkylazomethine group, alkylaminosulfone group, vinyl Represents a substituent selected from the group consisting of a group and a sulfone group, and may be the same or different, and p and q are the numbers of the substituents, each representing one or a plurality of integers. ), R ₃ and R ₄ are a substituted or unsubstituted alkyl group, carboxyl group, alkoxycarbonyl group, alkylcarboxyl group, alkoxyl group, alkylhydroxyl group, aralkyl group, alkenyl group, alkylamide group, alkylamino group, alkylsulfone Amide group, alkylcarbamoyl group, alkylsulfamoyl group, hydroxyl group, halogen atom, alkylalkoxyl group, halogenated alkyl group, alkylsulfonyl group, alkylcarboxyl group or alkylsulfolinyl group bonded to metal ion or alkyl group, phenyl Group, benzyl group, alkylphenyl group, and phenoxyalkyl group (substituting hydrogen atoms in the benzene ring and / or alkyl part with substituents other than metal ions such as alkyl, carboxyl, hydroxyl, and halogen atoms) At best,
The same applies to the corresponding parts of the phenyl group, benzyl group and alkylphenyl group. )), May be the same or different, and X ⁻ represents the same one as in the above general formula [1]. In this general formula [Chemical formula 3], A is the above-mentioned general formula [Chemical formula 4]
A 'is arbitrarily selected from the general formulas [Chemical Formula 6] and A' is arbitrarily selected from the general formulas [Chemical Formula 7] to [Chemical Formula 9]. Compounds. For example, a combination of each of the general formulas [Chemical Formula 4] and each of the general formulas [Chemical Formula 7] to [Chemical Formula 9] can be mentioned, and the same applies to each of the other general formulas [Chemical Formula 5] and [Chemical Formula 6]. A, the substituent (D ₁ ) p of A ′,
(D ₂ ) p and q of q are at least 1, but are a plurality of integers, that is, integers of 2 or more. In addition, as a method of synthesizing a dye, The Chemistry of Syn is
thetic Dyes Vol 14 can be used.

The trimethine-based cyanine dye represented by the above general formula [1] or the other dye may be used alone. However, in order to improve light resistance, a light stabilizer is added to the dye layer. It may be contained or used in another layer. Examples of such a light stabilizer include a metal complex, which is represented by the following general formula [Chemical Formula 1]
0].

[0012]

Embedded image Wherein R ¹ and R ² each represent a halogen atom, a phenyl group, an alkyl group, a cyano group, a thioalkyl group, an alkylsulfonyl group, r and s represent an integer of 1 to ^4,
Is an alkyl group, Y is N or P, M is Cu, Co or Ni
And the like. ]

Specific compounds belonging to the above general formula [Chemical Formula 10] include the following compounds [Chemical Formula 11] and [Chemical Formula 12].

[0014]

Embedded image

[0015]

Embedded image

Further, examples of the light stabilizer include aminium-based and diimonium-based stabilizers. Specific compounds include compounds represented by the following [Chemical Formula 13] and [Chemical Formula 14]. At least one of these light stabilizers can be used, that is, one type or a combination of two or more types can be used.

[0017]

Embedded image

[0018]

Embedded image

To manufacture the optical information recording medium of the present invention,
A cyanine dye represented by the above general formula [Chemical formula 1], or a mixed dye obtained by dissolving the cyanine dye and the other dyes represented by the above general formula [Chemical formula 3] (the former is preferably mixed in an amount of 50% by weight or more); Alternatively, a solution in which a metal complex represented by the above general formula [Chemical Formula 12] or another light stabilizer is dissolved in each of them is prepared and applied to a light-transmitting substrate. For these dye solutions, fluorinated solvents such as chloroform, dichloroethane, and fluorinated alcohol, methyl ethyl ketone, dimethylformamide, methanol, toluene, cyclohexanone, acetylacetone, diacetone alcohol, cellosolves such as methyl cellosolve, dioxane, and the like can be used. . In this case, the mixing ratio of the cyanine dye is preferably 1% by weight to 10% by weight. Examples of the substrate used in the present invention include glass and plastics such as epoxy resin, methacrylic resin, polycarbonate resin, polyester resin, polyvinyl chloride resin, and polyolefin resin. The substrate may have track grooves or pits formed thereon, or may have a signal necessary for an address signal. Also,
In order to apply the cyanine dye solution to the substrate, it is preferable to use a spin coating method. Further, the light interference layer in the present invention may contain other compounds such as a singlet oxygen quencher, a light absorber, a radical scavenger (scavenger) other than the above metal complex.

A reflective layer may be provided in addition to the above-mentioned light interference layer, and a protective layer may be provided on the reflective layer, and a protective layer may be provided on the substrate surface (on the side where laser light is incident).
As the reflection layer, a high reflectance of a metal film such as Au, Al, Ag, Cu, Pt, each of these other alloys, and an alloy to which a trace component other than these is added, formed by vapor deposition, sputtering, etc. A material film is mentioned, and as a protective layer, a solution of a radiation-curable resin such as an ultraviolet-curable resin is applied by a spin coating method or the like for the purpose of protecting the optical information recording medium and improving weather resistance, and radiation-cured. An application layer is mentioned.

In this way, an optical disc is obtained in which the light interference layer including the dye layer and the reflection layer are provided on the substrate, and further the protection layer and the like are provided. An optical disk having another similar configuration or another configuration having at least the light interference layer may be bonded, or the substrate itself may be opposed and bonded. The material for this lamination,
As a method, ultraviolet curable resin, cationic curable resin,
A double-sided pressure-sensitive adhesive sheet, a hot melt method, a spin coating method, a dispensing method (extrusion method), a screen printing method, a roll coating method and the like are used.

[0022]

DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS
However, the track pitch length is 0.74 μm (0.80 μm
), And has only a wobble signal (pre-pip
Signal may also be used) Use polycarbonate substrate
The dye layer of the light interference layer belongs to the above general formula [Chemical Formula 1].
A compound, wherein R₁, R_TwoIs the same kind and has 5 or more carbon atoms
Lower (at least 5 carbon atoms) lower alkyl group, preferably
Is a normal lower alkyl group dye,
X^-Is perchloric acid (ClO_Four ^-) Of the dye that is the anion
Each indolenine trimethine cyanine dye
(1,1'-dialkyl-3,3,3 ', 3'-tetra
Methyl-6,7,6 ', 7'-dibenzoindocarboxy
6, with an indolenine skeleton like anine perchlorate
Indolenine system with benzene ring fused to 7,6 ', 7'
Trimethine cyanine dyes)
Solution, each dye and metal complex, diimonium light
Solutions with stabilizers, and also
The combination of the general formulas [Formula 4] and [Formula 8]
A dye represented by the above general formula [Chemical Formula 3],
D₁, D _TwoWherein R is both hydrogen,_Three, R_FourIs different
A color that is a species and is a lower alkyl group having 3 or 4 carbon atoms
Element, especially X^-Is the anion of iodine
Indolenine-based trimethine-based pigments
Belongs to each of these ~ for cyanine dyes
Dyes are added, and dyes belonging to each of the above
Preparation of dye solution occupying 50-100% by weight of body
And spin-coating using each of these solutions
The film is formed to have a dry film thickness of 50 to 150 nm. So
After that, a reflective layer of Au or Al is provided by sputtering.
A protective layer made of an ultraviolet curable resin
Formed by the coating method, and then the polycarbonate substrate
For adhesive layer made of UV curable resin by pin coating method
A laminated optical disk is obtained. this
660 nm to 680 n
When recording is performed by irradiating a laser beam of m
Did you use the trimethine cyanine dye of Chemical Formula 1?
Characteristics such as sensitivity, modulation, and jitter
Do not use a dye belonging to the general formula [Chemical formula 1].
Except when the dye represented by the general formula [Chemical Formula 2] is used
Is higher in recording power than the optical disc obtained in the same way.
Can be made smaller.

[0023]

Next, embodiments of the present invention will be described. Example 1 0.32 μm width, 100 nm depth, pitch 0.7 on the surface
A thickness of 0.4 μm in which spiral grooves of 4 μm are formed.
A transparent substrate made of polycarbonate having a diameter of 6 mm and an outer diameter (diameter) of 120 mmφ was formed by an injection molding method. Next, in the above general formula [Chemical formula 1], R ₁ and R ₂ are both n-.
An indolenine-based trimethine-based cyanine dye in which C ₅ H ₁₁ , X ⁻ is ClO ₄ ⁻ and a diimmonium-based stabilizer represented by the above [Chemical Formula 14] as a light stabilizer are weight ratio 95:
5, and this mixture is dissolved in a fluorinated alcohol, for example, 2,2,3,3-tetrafluoro-1-propanol (manufactured by Tokyo Chemical Industry Co., Ltd .; hereinafter abbreviated as TFP) so as to be 3% by weight, The solution was applied on the surface of the substrate by spin coating to form a 100 nm-thick light interference layer composed of a photosensitive dye film.

The absorption spectrum [wavelength dependence of the absorbance (Abs) in the wavelength range of 400 to 800 nm] of this light interference layer was measured using a visible ultraviolet spectrophotometer / U-4000 (manufactured by Hitachi, Ltd.). The absorption spectrum (wavelength (W) of the absorbance (Absorbance) shown in FIG.
avelength) (change due to a change in nm). An Au film having a thickness of 80 nm was formed on the light interference layer by a sputtering method to form a reflection layer. Also,
An ultraviolet-curable resin SD-211 (manufactured by Dainippon Ink and Chemicals, Inc.) was spin-coated on the reflective layer, and the coating was irradiated with ultraviolet light and cured to form a protective film having a thickness of 5 μm. Further, an ultraviolet curable resin SD-318 is formed on the protective film of the substrate and the light interference layer on which the protective film is not formed.
After dropping (made by Dainippon Ink and Chemicals, Inc.), another substrate formed in the same manner as above was placed on the substrate, and the resin was uniformly diffused in the gap by a spin coating method. Irradiation was performed from the substrate side to cure the substrate, and an adhesive layer of resin having a thickness of 25 μm was formed in a region of 32 mmφ to 120 mmφ of the substrate from the beginning, and the laminated substrates were bonded to each other to produce a bonded optical disk.

The optical disk manufactured as described above includes:
NA (numerical aperture)
e)) DDU with = 0.65, laser wavelength = 662 nm
9.3 mW (recording sensitivity) when recorded at a linear velocity of 3.5 m / sec with a -1000 (Pulstec recording device)
Met. Then, when the jitter was measured with a time interval analyzer / TA-320 manufactured by Yokogawa Electric Corporation, it was 8.5%. DVDSpecificati
According to the standard of on-read-only DISC, Data to Clock Jitter
(Jitter) is the channel bit rate = 26.6.
The deviation value σ of the binarized data edge signal is standardized using Mbps (38.23 nsec) as a reference clock. Further, the modulation degree I ₁₄ / I _top after recording was measured using a laser beam having a wavelength of 650 nm. Here, I _top substantially coincides with the maximum reflected light amount of the HF (EFM) signal and the maximum reflected light amount of I ₁₄ . I ₁₄ is a signal of an optical modulation component which is diffracted at the largest pit to be recorded in the groove to be recorded and is reflected by a non-pit portion and the amount of light returning to the objective lens and the amount of light returning to the lens. is there. In this example, in the above general formula [Chemical formula 1], R ₁ and R ₂ are the same type of n-C 5
This is an example using a trimethine cyanine dye that is an alkyl group (n-pentyl group), and has a wavelength of 662 nm (wavelength of 6).
Recording with a laser beam of at least 60 nm) and a wavelength of 650.
It can be seen that it is suitable for reproduction with a laser beam of nm, has good sensitivity, has a high degree of modulation, and has no high jitter.

Example 2 In Example 1, instead of the above trimethine cyanine dye, R ₁ and R ₂ are both nC ₄ H ₉ and X ⁻ is ClO ₄ ⁻ in the above general formula [1]. An optical disc was prepared in the same manner as in Example 1, except that a certain indolenine-based trimethine-based cyanine dye was used. FIG. 2 shows the result of the measurement, and recording was performed on the optical disc in the same manner as in Example 1. The measurement result is shown in Table 1. In the optical disk of this embodiment, the dye used in the first embodiment is different from the dye of the general formula [Chemical Formula 1] in that R ₁ and R ₂ are the same kind of n-alkyl group having 4 carbon atoms (n
-Butyl group), but recording with a laser beam having a wavelength of 662 nm (wavelength 660 nm or more) and wavelength 6
It can be seen that it is suitable for reproduction with a laser beam of 50 nm, has good sensitivity, does not have high jitter, and has a slightly better modulation factor than that of the first embodiment.

Example 3 In Example 1, together with the above trimethine cyanine dye, a trimethine cyanine dye represented by the following [Chemical Formula 15] and a diimonium-based stabilizer represented by the above [Chemical Formula 14] were included. An optical disc was produced by performing the same procedure as in Example 1 except that the weight ratio was 60: 35: 5 except that the optical interference layer composed of the dye layer and the subsequent steps were performed. Is shown in FIG. 3, and recording was performed on the optical disc in the same manner as in Example 1, and the measured results are shown in Table 1.

[0028]

Embedded image

The optical disk of this embodiment is obtained by mixing (60:35 by weight) the trimethine cyanine dye belonging to the general formula [1] and the trimethine cyanine dye belonging to the general formula [3]. Here is an example of using
The recording medium was suitable for recording with a laser beam having a wavelength of 662 nm (wavelength of 660 nm or more) and reproducing with a laser beam having a wavelength of 650 nm. The sensitivity was good, the jitter was not high, and the degree of modulation was relatively high. In addition, substantially the same results were obtained in Examples 1 to 3 except that the metal complex of the above [Formula 11] was used instead of the diimmonium-based light stabilizer.

Comparative Example 1 A light interference layer consisting of a dye layer was prepared in the same manner as in Example 1, except that the trimethine cyanine dye represented by the above formula [15] was used in place of the trimethine cyanine dye. Then, an optical disk was produced by performing the following steps, and the absorption spectrum of the optical interference layer was measured in the same manner as in Example 1. FIG. 4 shows the result. The optical disk was recorded and measured in the same manner as in Example 1. Table 1 shows the results. The optical disk of this comparative example is an example using a dye that does not belong to the above general formula [Chemical Formula 1]. However, as a result of performing the same evaluation as in Example 1, recording could not be performed due to insufficient sensitivity. .

From the above results, there was a remarkable difference in the recording sensitivity between the example and the comparative example. In the above description, “weight” may be “mass”.

[0032]

[Table 1]

[0033]

According to the present invention, the use of the trimethine-based cyanine dye represented by the above-mentioned general formula [Chemical Formula 1] makes it particularly suitable for short-wavelength laser light of 660 nm or more for DVD recording. By obtaining the absorption, sufficient light absorption and exothermic decomposition can be caused, and the recording sensitivity can be improved. Further, it is possible to provide an optical information recording medium having excellent electric characteristics such as a modulation factor and a jitter and having a low recording power.

[Brief description of the drawings]

FIG. 1 is a schematic view of a compound of the general formula [1] according to the present invention.
It is a figure which shows the absorption spectrum of the light interference layer which consists of a dye layer containing the dye of an example.

FIG. 2 is a diagram showing an absorption spectrum of a light interference layer composed of a dye layer containing another example of a dye belonging to the above general formula [Chemical Formula 1] according to the present invention.

FIG. 3 shows a light interference layer composed of a dye layer in which a dye belonging to the general formula [Chemical Formula 1] according to the present invention (the same dye as in FIG. 1) and a dye belonging to the general formula [Chemical Formula 3] are used in combination. It is a figure which shows an absorption spectrum.

FIG. 4 is a diagram showing an absorption spectrum of a light interference layer comprising a dye layer containing a dye represented by the above formula [Formula 15] used in Comparative Example 1.

 ──────────────────────────────────────────────────続 き Continued on the front page (72) Inventor Ryo Negishi 6-16-20 Ueno, Taito-ku, Tokyo Inside Taiyo Denki Co., Ltd. (72) Inventor Emiko Hamada 6-16-20 Ueno, Taito-ku, Tokyo Taiyo F-term (in reference) 2H111 EA48 FA12 FB43 FB61 5D029 JA04 JC01

Claims (3)

[Claims] 1. An optical information recording medium having an optical interference layer including a dye layer on a substrate, wherein the dye layer contains a trimethine cyanine dye represented by the following general formula (1):
An optical information recording medium in which the light interference layer is suitable for recording with a laser beam having a wavelength of 660 nm or more and can be reproduced by a laser beam selected from a wavelength range of 620 nm to 690 nm. Embedded image [However, R ₁ and R ₂ are a substituted or unsubstituted alkyl group,
Alkoxyl, carboxyl, alkoxycarbonyl, alkylcarboxyl, halogenated alkyl, alkylhydroxyl, aralkyl, alkenyl, alkylamide, alkylamino, alkylsulfonamide, alkylcarbamoyl, alkylsulfamoyl A group, a hydroxyl group, a halogen atom, an alkylalkoxyl group, an alkylsulfonyl group, an alkylcarboxyl group or an alkylsulfonyl group bonded to a metal ion or an alkyl group, a phenyl group, a benzyl group,
An alkylphenyl group and a phenoxyalkyl group (a hydrogen atom in the benzene ring and / or the alkyl moiety may be substituted with a substituent other than a metal ion such as an alkyl group, a carboxyl group, a hydroxyl group, or a halogen atom; the same applies to the corresponding part of the alkylphenyl group) represents a substituent selected from the group of may be the same or different, X ^-. a halogen atom, PF ₆ ^-, perchlorate, fluoroboric acid, Anions of phosphoric acid, benzenesulfonic acid, SbF ₆ ⁻ , toluenesulfonic acid, alkylsulfonic acid, benzenecarboxylic acid, alkylcarboxylic acid, trifluoromethylcarboxylic acid, periodic acid, SCN ⁻ , tetraphenylboric acid and tungstic acid Represents an anion selected from the group of. ] 2. The dye layer contains other dyes in addition to the above trimethine cyanine dye of the general formula [1], and at least 50% by weight of the trimethine cyanine dye of the general formula [1] in all the dyes. 2. The optical information recording medium according to claim 1, wherein 3. The optical information recording medium according to claim 1, wherein the light interference layer contains a light stabilizer.