JPS60252344A - Optical information recording medium - Google Patents

Abstract

PURPOSE:To enable recording and regeneration using long wavelength light, such as semiconductor laser beams, and to obtain a record superior in storage stability and recording density and low in deterioration of regeneration by providing a recording layer incorporated with the specified compd. CONSTITUTION:The recording layer 2 formed on a base plate 1 contains a compd. represented by the formula in which R1-R4 are each H, halogen, hydroxy, carboxyl, alkyl, aryl, aryl, alkoxy, aralkyl, or the like; X is an acid anion; m is 0, 1, or 2; and l is 1 or 2. Such a recording layer 2 is formed by executing the vapor deposition, sputtering, CVD, coating with its solvent soln., or the like methods. The use of such a compsn. for the recording layer 2 permits recording to be executed with high sensitivity even by using long wavelength light, such as semiconductor laser beams, a well-shaped pit to be formed, a high S/N ratio to be secured, further, stability to heat and light to be enhanced, and a recording medium good in storage stability and small in deterioration of regeneration to be obtained.

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 Conventionally, information recording and reproducing apparatuses are known that record and reproduce information by irradiating a rotating disk-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 organic thin films whose physical properties can change with relatively long wavelength light for the recording layer, but organic compounds that have absorption characteristics on the long wavelength side 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, the present invention provides an optical information recording medium having a recording layer containing a compound represented by the following general formula.

General Formula However, R1 to R4 may be the same or different, and each represents hydrogen, halogen, hydroxy group,
It represents a carboxyl group, substituted or unsubstituted alkyl, acyl, aryl, alkoxy, aralkyl, alkenyl or acyloxy group, X represents an acid anion, m represents 0.1 or 2 and l 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.

Compound m RI R2 A 2 p-N(CHs)2p-CI B I T)-N(CH5)2 1)-N(CH3)2
c, op-ct I)-N(CH3)2D2
1)-N(CH3)2 ))-'N(CH3)2E 2
p-OCH3'T)-0CH! .

FOp-BrpBr G 1 p-N(C2Hs)2p-CIH' Op-N
(C2Hs)z p-N(02H5).

I 1 p-N(CHg)+ p-N(C'H3)2J
1 p-C(t, o-C1p-C1, o-CIK
1 p-N (CIH7) 2p-N (C3H7) 2L
1 p-oc2H5p-OC2H5M Op-N (
CH3) 2 Tl-N (CH3) 22.3 position
2 and 3 positions 6 N 1 2.3 positions 2 and 3 positions @ 0 0 p-CH,5C) (=CH-p-CH3C'H
=C'H-P 1 p-CH2=CH-CH2D-CH
2=CH-CH2-Q'l p-Coto p-minR1p-'OHJ)-0H R3R4X Wa=C1p-N(CHq)2 CI0Cl04p-N(
CHp=N(cHsu2 CA'04p-cz p, N(
CH3)2 C1C1104p-N(CH2p-N(C
H3) 2Cl04p-OCH5p-0CHy, C
I p-Br p7Br CH5+5O3 p-c6 Tl-N(C2H5)2 8F4T) N(
C2H5)2 p-N(C2H5)2 BF4T)-N
(CH3)2 p-N(CHg)2 5bF6p-CI
! , a-C1p-CI, o-Ce C104T)-N(
C3H7)2 p-N(C5H7)2 CIJl-O
C2H5p-OC2H5C1041)-N(CH3)2
p-N(CHs)2 I2.3 position 6 2.3 position G 2.6 position 2,3 position @ As F 6p-CM,,C
H=CH-p-CH3Cl-1=CH-(Jp-CH2
=CH(-CH2-p-CH2-=CH-CH2-CH
,4805p-伶p(γBF4p-OHp-0Fi C104 The optical information recording medium of the present invention basically consists of a substrate and a recording layer, but may further include an undercoat layer and a storage layer as necessary. It is also possible to provide a rice cake layer or the like.Also, it is also possible to form a so-called air sandwich structure in which two recording media are placed facing each other with the recording layers facing each other.

The recording layer in the present invention is capable of producing some optical change by irradiation with a laser beam and recording information based on the change, and it is necessary that the recording layer contains a compound of the above general formula. be. 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 above compounds of the present invention can be used with other dyes such as phthalocyanine dyes, Nato7? :)'o
Cocorin dye, dioxazine dye, )I77-1m/
Thiazine dyes, phenanthrene dyes, cyanine (merocyanine) dyes, anthraquinone (indanthrene) dyes, xanthine dyes, triphenylmethane dyes, croconium dyes, biryllium dyes, azulene dyes, etc., or metals. Compounds such as In, 13n
, T6. B1, At%Be, TeO2,! 9Ho
, As, C(1), etc., in the form of a mixed dispersion or a laminate.The above compounds of the present invention can also be used in polymeric materials such as ionomer resins, polyamide resins, vinyl resins, natural polymers, silicones, It may be mixed and dispersed in various materials such as liquid comuna or silane coupling agents, or stabilizers (e.g. transition metal complexes), dispersants, flame retardants, lubricants, antistatic agents, etc. may be used for the purpose of improving properties. It can also be used together with agents, surfactants, plasticizers, etc.

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 has a recording Wj2 containing a compound of the above general formula on a substrate 1. Further, the recording layer can also have a two-layer structure in which a light-reflecting layer and a light-absorbing layer are combined in any order.

The recording layer can be formed by conventional means such as vapor deposition, sputtering, CV'D or solution coating.

When using the coating method, it is dissolved in an organic solvent and sprayed.
It is carried out by conventional coating methods such as 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, N,
Amides such as N-dimethylformamide and N,N-dimethylacetamide, sulfoxides such as dimethyl sulfoxide, tetrahydrofuran, dioxane, ethers of ethylene glycol monomethyl ether, esters such as methyl acetate and ethyl acetate, chloroform, methylene chloride , aliphatic halokenated hydrocarbons such as dichloroethane, carbon tetrachloride, and trichloroethane, or aromatics such as carrot, toluene, xylene, ligroin, monochlorobenzene, and dichlorobenzene. The thickness of the recording layer is 100^~10μm
Preferably, 200λ to 2 μm is appropriate.

The substrate 1 must be transparent to the laser beam used when writing and recording is performed from the substrate side, and does not need to be transparent when writing and recording is performed from the recording layer side. Substrates include glass, polyester, polyamide, polyolefin,
Plastics such as polycarbonate, epoxy, polyimide, and polymethyl methacrylate, metals, and ceramics are commonly 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 3 and/or a protective layer 4.

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) improving adhesiveness, (b) acting as a barrier against water or gas, (c) improving storage stability of the recording layer, and (d)
) improvement of reflectance, (e) protection of the substrate from solvents and (
f) Used for purposes such as forming pre-grooves.

For the purpose of (a), various substances such as the above-mentioned polymer materials and silane coupling agents can be used;
For the purposes of b) and (c), inorganic compounds such as B102, MgF2.5iO5'r1o may be used in addition to the above polymer materials.
2. Metals or metalloids such as ZnO1TiN, EIiN, etc. such as Zn%Cu, Els Ni, Cr, Ge
, Be, cd%Ag, At, etc. can be used.

For the purpose of (d), metals such as At or Ag or organic thin films with metallic luster such as methane dyes, xanthine dyes, etc. can be used, and (e)
For the purpose of f), ultraviolet curing resins, thermosetting resins,
Thermoplastic resin or the like can be used.

The thickness of the subbing layer is 0.1 to 30 μm, preferably [12 to 1
0 μm is appropriate. In addition, the protective layer 4 is free from scratches, dust,
This layer is provided for the purpose of protecting the recording layer from dirt and improving the chemical stability of the recording layer, and can be made of the same material as the undercoat layer. The thickness of the protective layer is 0.1
A suitable thickness is at least μm, preferably at least 50 μm.

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 film is placed inside and sealed, or it may be a so-called close sandwich structure (bonded structure) in which it is bonded with a protective layer 4 interposed therebetween.

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 r) with a thickness of 1.2
1.2 of the above compound example B on the substrate (abbreviated as PMMA J)
- A recording hood was prepared by spin-coating a dichloroethane solution to form a recording layer with a thickness of 700 mm.

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 G.

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 A recording medium was prepared by vacuum depositing the Compound Example C on a PMMA substrate having a thickness of 1.2 mm to form a recording layer having a thickness of 6QOλ.

Example 5 The above compound example A and the compound of the following general formula (1) were deposited on a PMMA substrate with a thickness of 1.2 m. A 1,2-dichloroethane solution mixed at a weight ratio of :1 was spin-coated to a thickness of 600 mm.
A large recording layer was formed to produce a recording medium.

Example 6 A 1,2-dichloroethane solution containing a mixture of Compound Example E and a compound of the following general formula (It) at a weight ratio of 7:3 was spin-coated onto a PMMA substrate with a JQI size of 1.2 to give a thick coating. Sa4
A recording layer of 0.00 kyu is provided on top of which the following general formula (Il
A recording medium was prepared by vacuum-depositing the compound (1) to a thickness of 200 Å.

Example 7 A Tθ vapor deposited film with a thickness of 150X was provided on a PMMA substrate with a thickness of 1.2 WpA, and the above compound example
．． A recording medium was prepared by spin-coating a 2-dichloroethane solution to form a recording layer with a thickness of 400 Å.

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 MH2, linear velocity 1.5 m/s
Information was written and reproduced using e and c, and C was measured by performing vector analysis (scanning filter, [Z] band width 30KT (12).
c7/N was measured after 50 hours of irradiation with 00 lux tungsten light. The results are summarized in the table below.

Example 1 53 52 2 52 50 3 55 54 4 53 51 5 56 55 6 52 51 7 51 50 [Effects] The optical information recording medium of the present invention configured as described above can exhibit the following effects. .

1. High sensitivity recording is possible even with a long wavelength laser (semiconductor laser 4°).

2. Make the bit 3fe b2 in good shape.
- A higher concentration than that of Il-1 can be obtained.

3. High stability against heat and light, excellent storage stability, and recording strength with little playback deterioration.

[Brief explanation of drawings]

1 to 4 are cross-sectional views showing the structure of the optical information recording medium of the present invention. 1... Substrate, 2... Recording layer, 3... Lower bow 1 layer, 4...
・Protective layer. Patent applicant: Ichinoko Ichi Co., Ltd.

Claims (1)

[Claims] General formula (wherein R1 to R4 may be the same or different (and each is hydrogen, ], hydroxy group, carboxyl group, substituted or unsubstituted alkyl, acyl, aryl) , alkoxy, aralkyl, alkenyl or acyloxy group, X represents an acid anion, m represents 0.1 or 2 and l represents 1 or 2
1. An optical information recording medium comprising a recording layer comprising a compound (representing the formula).