JPS60254039A - Optical information recording medium - Google Patents

Abstract

PURPOSE:To obtain an optical information recording medium capable of recording and reproducing this record using long wavelength light, such as semiconductor laser beams, superior in storage stability, small in reproduction deterioration, and high in recording density by using a recording layer contg. a specified compd. CONSTITUTION:This optical information recording medium is obtained fundamentally only by forming on a base plate a layer contg. a compd. represented by the formula in which each of R1-R5 is independent of each other, and each is H, halogen, OH, COOH, optionally substd. alkyl, alkoxy, aryl, acyl, acyloxy, or alkenyl, and X is an acid anion, and l, m are 1 or 2. The recording layer is formed by vapor deposition, sputtering, CVD or solution coating, etc. Glass, plastics, such as polyester or methyl methacrylate, metals, and ceramics are used for the base plate. As a result, the obtained recording medium has a pit formed in a good shape, and has high S/N ratio and high heat and light stability, superior storage stability, and small reproduction deterioration.

Description

DETAILED DESCRIPTION OF THE INVENTION [Technical Field] The present invention relates to an optical information recording medium having a recording layer containing a specific compound. More specifically, the present invention relates to an optical information recording medium used in a method of directly recording with a laser beam and reproducing information by changing reflected light.

[Prior art]

2. Description of the Related Art Information recording and reproducing apparatuses have been known that record and reproduce information by irradiating a rotating disc-shaped information recording medium with a laser beam. As a recording layer of an information recording medium used in this type of information recording device, a recording layer using a low melting point metal or a low melting point metal and a dielectric material has been proposed.

However, these have drawbacks such as poor storage stability, low resolution, low recording density, and high cost. Therefore, it has recently been proposed to use a thin organic layer for the recording layer whose physical properties can change with relatively long wavelength light, but organic compounds that have absorption characteristics in the long wavelength region are generally resistant to heat and light. Currently, a recording layer with satisfactory recording properties has not been developed due to problems such as low stability.

〔the purpose〕

The present invention has been made in view of the above-mentioned current situation, and its purpose is to provide an optical information recording medium that is capable of recording and reproducing using long wavelength light such as a semiconductor laser, has excellent storage stability, has little reproduction deterioration, and has a high recording density. It is to be.

〔composition〕

As a result of intensive research to achieve the above object, the present inventors discovered that the compound represented by the following general formula itself is useful as a stable recording material, leading to the completion of the present invention.

That is, an object of the present invention is to provide an optical information recording medium having a recording layer containing a compound represented by the following general formula.

General Formula However, R1 to R1 may be the same or different (and each represents hydrogen, halogen, hydroxy group, carboxyl group, or substituted or unsubstituted alkyl group,
represents an aryl, acyl, acyloxy, alkoxy or alkenyl group, X represents an acid anion and j
and m represents 1 or 2.

Specific examples of the above compounds of the present invention are shown in the table below, but the present invention is not limited thereto.

AHHH B m-CJ? m-Cl H Cp-CH3p-CH3p-CH5 D m-OHm-OHH EHHH F, p-CH=CH21)-CE(=CH2HG p
-oca5 p-oca3 H Hp-cocH3p-COCH3H I H'HH ,7,'HHH KHHH LHHH MHHH Nu(HH OHHH PHHH Q HHH RHHH 8HHp-C1 HHHCl0a Hm-C1m-C11C7l 04 p-CH3p-CH5p-CF (3C104Hm -OH
m-OHC104 HHI (CH3-45O3H Hp-CH=CH2p-C”H=CH2CF3COOH
p-oca3 p-0CH5CH5 building 8031 (Hp-
COCH3p-C0CH= CH3-@-8O3HHH
' HCF3COO HH, HCH3 building 5O3H HHHBF4 HHHI HHHBr HHHCI H'HH◎-803H HHHCH,804 HHHC2H5804 H-HHC3H)804 p-C1l HHC104 Compound R1R2R5 THHp-B r U HHp-IV H, Hp-0H W HHp-C0CH3 X HHp -CHriH2 Y HHp-oca5 Z HHI) -C6H5 1HHp-0-C,5'H5 2, HHp-CH3-C6H5 3HHp-0C2H5 dHHo-C1 -ct 5 HHo -CH3 -CH3 6m-C1m-C1p- CHs 7 m-Br m-Br p-CH3 8o-C2H5o-C2H5p-CH39o -OCR
3o -OCH5p -CR310m-C0CR3X
m-COCH3p-CH311Ho-CH3p-C21
H5 R4R5R,5X p-Br HH' C104 p-I HHC104 p-OHHH' C104 p-COCH3H' Hcxo4 p-CJ (=CH2HH'Cl104 p-OCH5HHczo4 p-C6H5' HHC104 p-o-c6H 5HHczo4 p-C'H3 -C6I(5HHC1041)-0C2H
5HH(JO4 p-CH5m-C1m-Cl Cl04p-CH5m-
Br m-Br C104p-CH5o-C2H5o
C2H5C104p-CH50-OCH30-OCH3
C104p-CH3m-COCH3m-COCH3C1
04p-OCH3o-OC2H5o-COCH3ClO
4 compounds R1,, R2: R3 j2 m-C1m-CI p-C2H513o-C1o
-Cl1 o-C2H3p-ci I) -CA' i4 o-C7o-C10-CH5 p-cz p-cz p-cu3 15 o-C1o-C1o -CH5 p-C1p-C1p-CH3 160CH30-CH30-CH5 p -CH3, p-CH3p-cH3 1'7 0-OCH50-OCH30-OCH5p-O
CH3p-OCH3' p-0CH3180-C6H5
0-C6H50-C6H5p-C6H5p-C6H5T
)-C,5H519,o-CH3o-CH3o-C2H
3p-C'H3p-CR31)-C21H5R4R5R
6X p-CH3, m-Br m-Br C104)-CH3
0-Br o-Br C104p-Br p-Br )-CH50-CI 0-CI ClO4ChuCH3p
-C1p-Cl3-CH3o-Br o-Br C104v-CH5p
-Br p-Br) -CH30-CH3, 0-CH3C104)-CH
5p-CH3,p-CH5)-0CH5o-0CH5o-0CH5C104)-0
CH5p-0CH5p-0CH5)-C6H50-C6
H50-C6H5ClO4coC5f(s, p-C'
61(s I)-C6H5)-C2H5o-CH3o-
CH3C104)-C2H51)-CH3p-CH5 The optical information recording medium of the present invention basically consists of a substrate and a recording layer, but if necessary, an undercoat layer, a protective layer, etc. may be further provided. You can also do it. It is also possible to form a so-called air sandwich structure in which two recording media are placed facing each other with their recording layers facing each other.

The recording layer in the present invention is capable of causing some optical change by irradiation with laser light and recording information based on the change, and the recording layer must contain a compound of the above general formula. Further, in forming the recording layer, one kind or a combination of two or more kinds of compounds of the above general formula may be used. Furthermore, the compound of the present invention can be used with other dyes such as phthalocyanine dyes, tetrahydrocholine dyes, dioxazine dyes, triphetchazizine dyes, phenanthrene dyes, cyanine (merocyanine), etc.
dyes, anthraquinone (indanthrene) dyes, xanthine dyes, triphenylmethane dyes, croconium dyes, biryllium dyes, azulene dyes, metals, metal compounds such as ToSBi, Sn, ToSBi
, At, se%TeO2,8nO1A day, C(1), etc., and can also be used in the form of a mixed dispersion or a layered structure.

Further, the above compound of the present invention can be mixed and dispersed in various materials such as polymeric materials such as ionomer resins, polyamide resins, vinyl resins, natural polymers, silicones, and liquid rubbers, or silane coupling agents. Alternatively, it can be used together with stabilizers (eg, transition metal complexes), dispersants, flame retardants, lubricants, antistatic agents, surfactants, plasticizers, etc. for the purpose of improving properties.

Next, the structure of the optical information recording medium according to the present invention will be explained with reference to the drawings.

As shown in FIG. 1, the optical information recording medium of the present invention basically comprises a substrate 1 and a recording layer 2 containing a compound of the above general formula. Further, the recording J- can also have a two-layer structure in which a light reflection layer and a light absorption layer are combined in any order.

The recording layer can be formed by conventional means such as vapor deposition, sputtering, CVD or solution coating. When a coating method is used, it is dissolved in an organic solvent and applied by a conventional coating method such as spraying, roller coating, dipping, and spinning. Organic solvents generally include alcohols such as methanol, ethanol, and isopropanol; ketones such as acetone, methyl ethyl ketone, and cyclohexanone;
- Amides such as dimethylformamide and N,N-dimethylacetamide, sulfoxides such as dimethyl sulfoxide, ethers such as tetrahydrofuran, dioxane, and ethylene glycol monomethyl ether, esters such as methyl acetate and ethyl acetate, , aliphatic halokenated hydrocarbons such as methylene chloride, dichloroethane, carbon tetrachloride, and trichloroethane, or aromatics such as benzene, toluene, xylene, ligroin, monochlorobenzene, and dichlorobenzene. The thickness of the recording layer is 10o^~10μ
m is preferably 200X to 2 μm.

When writing and recording is performed from the substrate side, it must be transparent to the laser beam used, and when writing and recording is performed from the recording layer side, it does not need to be transparent. As the substrate, glass, plastics such as polyester, polyamide, polyolefin, polycarbonate, epoxy, polyimide, and polymethyl methacrylate, metals, and ceramics are usually used, but any other materials used for recording media may be used.

Furthermore, as shown in FIGS. 2 to 4, the structure shown in FIG. 1 may be further provided with an undercoat layer 5 and/or a hochichi M4.

At this time, the undercoat layer and/or the protective layer may contain a compound represented by the above general formula of the present invention.

The subbing layer 3 has the following functions: (a) improvement of adhesiveness, (b) barrier against water or gas, (C) improvement of storage stability of the recording layer, (
It is used for the purposes of i) improving reflectance, (e) protecting the substrate from solvents, and (f) forming pregrooves. For the purpose of (c)), various substances such as the above-mentioned polymeric materials and silane cassilling agents can be used.For the purposes of (b) and (Q), inorganic materials other than the above-mentioned polymeric materials can be used. Compounds such as 5102, MgF2, E310, T
8. Metals or metalloids such as 1O2, ZnO1TiN, 8iN, etc., such as Zn%Cu, 8. Ni, CrsGe
, Be.

Cd, AQ%At, etc. can be used. For the purpose of @), metals such as AL, Ag, or organic thin films with metallic luster, such as methane dyes, xanthine dyes, etc., can be used, and for the purposes of (e) and (f), ultraviolet rays can be used. Cured resin, thermosetting resin, thermoplastic resin, etc. can be used.

The thickness of the subbing layer is 0.1 to 30 μm, preferably [12 to 1
0pm75 is appropriate. The protective layer 4 is provided for the purpose of protecting the recording layer from scratches, dust, dirt, etc. and improving the chemical stability of the recording layer, and the same material as that of the undercoat layer can be used for the protective layer 4. The thickness of the preservation layer is a
A suitable thickness is 1 μm or more, preferably 50 μm or more.

Furthermore, as another configuration of the optical information recording medium according to the present invention, two recording media having the same configuration as shown in FIGS. It may be a so-called air sandwich structure in which the two parts are placed inside and sealed, or it may be a so-called close-contact sandwich structure (bonded structure) in which they are bonded via the Hodoku no Noodles 4.

Note that if a semiconductor laser with a wavelength of 750 to 850 nm is used as the laser light source, the device can be made smaller.

/'/ [Example] The present invention will be further explained below with reference to Examples, but the present invention is not limited thereto.

Example 1 Polymethyl methacrylate (hereinafter referred to as [P
(abbreviated as MMA J) 1.2- of the above compound example E on the substrate
A recording medium was prepared by spin-coating a dichloroethane solution to form a recording layer with a thickness of 0.1 μm.

Example 2 A recording medium was produced in the same manner as in Example 1 except that the recording layer was formed using Compound Example B.

Example 3 On the recording layer formed in Example 1, a silver vapor deposited film with a thickness of 100× was further provided to produce a recording medium.

Example 4 Compound Example A was vacuum-deposited on a PMMA substrate with a thickness of 1.2 m to form a recording layer with a thickness of 0.07 μm to produce a recording medium.

Example 5 On a PMMA substrate with a thickness of 1.2 w, the compound example A and the compound of the following general formula (1) were mixed at a weight ratio of 1:1.
, 2-dichloroethane solution was spin-coated to a thickness of 0.1μ.
A recording medium was produced by forming a recording layer of m.

Example 6 A 1,2-dichloroethane solution containing the compound example B and the compound of the following general formula (If) mixed at a weight ratio of 7:B was spin-coated onto a PMMA substrate with a thickness of 1.2-1. Sa0.1
A recording layer of μm is provided on top of the following general formula Qll)
A recording medium was prepared by vacuum-depositing the compound to a thickness of 0.05 μm.

Example 7 A To vapor deposited film with a thickness of 150X was provided on a PMMA substrate with a thickness of 1.2 tea, and 1.
A recording medium was prepared by spin-coating a 2-dichloroethane solution to form a recording layer with a thickness of 0.1 μm.

A write power of 2.25 was applied to the recording medium manufactured in the above example from the substrate side using a semiconductor laser beam with a wavelength of 790 nm.
mW, recording frequency 0.5 KH2, linear velocity 1.5V'8e
Information was written and reproduced using C, and φ was measured by performing an analysis (scanning filter, bandwidth 6°KH2). Next, the C/N was measured after irradiating the same recording medium with 54,000 lux tungsten light for 50 hours. The results are summarized in the table below.

Example 1 52, 50 2 5ro 51 3 52 52 4 46 44 5 54' 52 6 50 47 7 45 43 [Effects] The optical information recording medium of the present invention configured as described above has the following effects. be able to.

1. Recording can be performed with high sensitivity even when using a long wavelength laser (semiconductor laser).

2. It is possible to form a bit with a good shape, resulting in a high yield.

6. A recording medium with high stability against heat and light, excellent storage stability, and little reproduction deterioration can be obtained.

[Brief explanation of the drawing]

1 to 4 are cross-sectional views showing the structure of the optical information recording medium of the present invention. DESCRIPTION OF SYMBOLS 1... Substrate, 2... Recording layer, 3... Undercoat layer, 4
...protective layer. □ Patent applicant Rico Co., Ltd. −

Claims (1)

[Claims] General formula (wherein R1 to R6 may be the same or different and each is hydrogen) - rogene, hydroxy group, carboxyl group, or substituted or unsubstituted alkyl, aryl, acyl, represents an acyloxy, alkoxy or alkenyl group, X represents an acid anion and! and m represents 1 or 2).