JPH04306266A - Material for optical disk and cured material - Google Patents

Abstract

PURPOSE:To provide an optical disk material having excellent long-term durability and giving a cured material having high slipperiness and low dust-collecting tendency. CONSTITUTION:The objective optical disk material contains (A) a monofunctional (meth)acrylate, (B) a bifunctional or polyfunctional (meth) acrylate, (C) a photopolymerization initiator, (D) an agent for decreasing friction coefficient and (E) an antistatic agent as an arbitrary component. The material is useful as a coating agent for preventing the scratch damage of optical disk.

Description

[Detailed description of the invention]

0001

[Industrial Application Field] The present invention is useful as a protective coating agent for optical disk recording media for recording and reproducing optical signals at high speed and high density, and as a hard coating agent for preventing scratches on optical disks. The present invention relates to a material for optical discs which has excellent adhesion to media, good moisture resistance, and hardness, and which prevents dust from adhering to the surface of the optical disc.

0002

2. Description of the Related Art Currently, ultraviolet curing overcoating agents are used as protective coating agents for compact disc recording media for consumer use. On the other hand, writable and erasable optical discs are currently being developed, and protective coating agents for optical discs, hard coating agents for preventing scratches, etc. are also being developed.

0003

[Problems to be Solved by the Invention] Recording media for optical discs are susceptible to moisture and heat shock, and have excellent properties such as moisture resistance, heat shock resistance, high hardness, and resistance to dust adhesion to protective coating agents. Quality is required. Conventionally used protective coating agents for compact discs cannot be used as protective coating agents or hard coating agents for optical disks because of insufficient moisture resistance and the problem of dust adhesion.

0004

[Means for Solving the Problems] In order to solve the above problems, the present inventors, as a result of intensive research, have developed an optical disc that cures quickly with ultraviolet rays, has less dust adhesion, and has excellent adhesiveness, moisture resistance, and hardness. succeeded in providing materials for 1. That is, the present invention provides a monofunctional unsaturated compound (A)
, a difunctional or more functional (meth)acrylate (B), a photopolymerization initiator (C), a low-friction imparting agent (D), and an antistatic agent (E) as an optional component. 2. The present invention relates to a cured product of the optical disc material according to item 1, which has a dynamic friction coefficient of 0.16 or less.

Specifically, the monofunctional unsaturated compound (A) used in the present invention includes, for example, N-vinylpyrrolidone, acryloylmorphene, tricyclodecane (
meth)acrylate, isobornyl(meth)acrylate, tetrahydrofurfuryl(meth)acrylate, carbitol(meth)acrylate, hydroxyethyl(
Examples include meth)acrylate and the like.

[0006] Bifunctional or higher functional (meth)acrylate (B)
Specific examples include neopentyl glycol di(meth)acrylate, hydroxypivalic acid neopentyl glycol di(meth)acrylate, tricyclodecane dimethylol di(meth)acrylate, trimethylolpropane tri(meth)acrylate, Dioxane glycol di(meth)acrylate (manufactured by Nippon Kayaku Co., Ltd., K
AYARAD R-604), pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, ditrimethylolpropane tetra(meth)acrylate, dipentaerythritol penta and hexaacrylate, bisphenol type epoxy acrylate, polyurethane acrylate, etc. be able to. The proportion of the (meth)acrylate (B) having two or more functional groups used in the present invention is preferably 100 parts by weight based on 100 parts by weight of the monofunctional unsaturated compound (A).
-2000 parts by weight, particularly preferably 150-1000 parts by weight.

[0007] As the photopolymerization initiator (C), any known photopolymerization initiator can be used, but it is desirable that the photopolymerization initiator has good storage stability after being blended. Examples of such photopolymerization initiators include benzophenone, 2,2-diethoxyacetophenone, 4'-phenoxy-2,2-dichloroacetonephenone, 2-hydroxy-2-methylpropiophenone, and 1-hydroxycyclohexyl. Examples include phenyl ketone, benzyl dimethyl ketone, 1-(4-isopropylphenyl)-2-hydroxy-2-methylpropan-1-one, 2,4,6-trimethylbenzoyldiphenylphosphine oxide, and the like. Such a photopolymerization initiator (C) can be used in combination with one or more known and commonly used photopolymerization accelerators such as benzoic acid-based or tertiary amine-based photopolymerization accelerators. The proportion of the photopolymerization initiator (C) used in the present invention is preferably 0.1 to 10 parts by weight, particularly preferably 100 parts by weight of the total weight of components (A) and (B). , 1-7 parts by weight.

Specific examples of the low friction agent (D) include silicon compounds (for example, DC 11PA SH 7PA, SH21PA, SH manufactured by Toray Silicon Co., Ltd.).
28PA, SH29PA, SH30PA, manufactured by Nippon Unicar Co., Ltd., L-7001, L-7002, L-7500
etc.), fluorine-based compounds (e.g., Sumitomo 3M Ltd.)
Organic copolymers (e.g., Polyflow 75, manufactured by Kyoeisha Yushi Co., Ltd., Florard FC-430, manufactured by Sannopco Co., Ltd.);
Co., Ltd., Pelenol F40, etc.) Unsaturated group-containing silicon compounds (Nippon Unica Co., Ltd., Y-9777, etc.)
etc. can be mentioned. The above-mentioned low friction imparting agent (D)
By adding , the coefficient of dynamic friction of the cured product of the optical disc material of the present invention can be preferably made to be 0.16 or less, and it is possible to prevent charging due to friction on the surface of the cured product and reduce the adhesion of dust. can. If the coefficient of dynamic friction of the cured product exceeds 0.16, its hardening cannot be expected to be very good. The usage ratio of the low friction imparting agent (D) used in the present invention is 10% of the total weight of component (A) + component (B) + component (C).
The amount is preferably from 0.01 to 5 parts by weight, particularly preferably from 0.1 to 2 parts by weight.

[0009] As the antistatic agent (E), there are ionic antistatic agents, nonionic antistatic agents, etc., and specifically, Resistit 141 and Resistit 212 manufactured by Daiichi Kogyo Seiyaku Co., Ltd. , Resistat PE139, Cationogen ES-0-8, New Frontier C-1615, Miyoshi Yushi Co., Ltd., Dasparrow 125B, Dasper 125
Cathiolite BC- manufactured by BN Kyoeisha Yushi Kagaku Kogyo Co., Ltd.
50, Chemistat 1120, manufactured by Sanyo Chemical Industries, Ltd.
Examples include Eleminol AS-2H, Chemistat 6120, manufactured by Asahi Denka Co., Ltd., ADEKA COL CS-141E, Tetronic TR-701, and ADEKAMIN 4MAC-30. The usage ratio of the antistatic agent (E) used in the present invention is (A) component + (B) component + (C) component + (
D) 0.0 to 10 parts by weight per 100 parts by weight of the total component
Parts by weight are preferred, particularly preferably 1-4 parts by weight. The optical disc material of the present invention can be produced by mixing and dissolving components (A) to (E).

The optical disc material of the present invention comprises (A), (
B), (C), (D), and (E) (optional ingredients) alone are sufficient to achieve the intended purpose, but in order to further improve performance, some may be added without changing the original characteristics. Materials such as polymerization inhibitors, leveling agents, light stabilizers, and silane coupling agents may also be added. Moreover, any amount of solvents can be used to improve coating properties. The cured product of the optical disc material of the present invention can be obtained by irradiation with ultraviolet rays in a conventional manner. Specifically, it can be obtained by irradiating ultraviolet rays using, for example, a low-pressure or high-pressure mercury lamp, a xenon lamp, or the like. The optical disc material of the present invention is useful as a scratch-preventing coating agent for optical discs and as a protective agent for recording films of optical discs. The scratch-preventing cured product for optical discs using the optical disc material of the present invention can be formed by applying the optical disc material onto an optical disc substrate by, for example, a spin coating method, and curing it by irradiating it with ultraviolet rays. form things. When applying an optical disc material onto an optical disc substrate, the thickness thereof is usually preferably about 1 to 50 μm.

[0011]

[Examples] The present invention will be specifically explained below using examples. Note that parts in Examples are parts by weight.

Example 1 30 parts of pentaerythritol triacrylate, 30 parts of pentaerythritol tetraacrylate, 10 parts of trimethylolpropane triacrylate, 20 parts of acryloylmorpholine, Irgacure 184 (manufactured by Ciba Geigy Co., Ltd., photopolymerization initiator) 5th Division and Florado FC-
430 (manufactured by Sumitomo 3M Limited, low friction agent) 1
A material for an optical disc of the present invention was obtained by dissolving and mixing the following parts. The optical disc material was applied onto a polycarbonate substrate for optical discs using a spin coater, and the material was cured by irradiation with a high-pressure mercury lamp (manufactured by Nippon Battery Co., Ltd., 2 kW). Heat a scratch-resistant coated optical disc to 90°C at 60°C.
% RH and a moisture resistance test was performed, the result was 200
There was no abnormality in the optical disc even after 0 hours had elapsed. or,
The pencil hardness of the scratch-prevention coated surface is F, and the adhesion (
10 goblets with a size of 1 x 1 mm are made on the coated surface.
The adhesion after peeling off with cellophane tape in 0-piece increments was evaluated. ) was 100/100. Similarly, a cigarette adsorption test was performed on a coated surface (the coated surface was strongly rubbed with a Tetoron cloth 15 times, then cigarette ash was sprinkled on it, and the unadsorbed ash was shaken off with an optical disc to determine the degree of ash adhesion). was visually observed.) As a result, almost no ash was observed. Furthermore, the coefficient of dynamic friction was measured on the similarly coated surface. The coefficient of dynamic friction was 0.1600. (Measuring device: HEIDON-14, mating material: glass base material)

Example 2 40 parts of pentaerythritol triacrylate, 30 parts of pentaerythritol tetraacrylate, 10 parts of tricyclodecane dimethylol diacrylate, 20 parts of N-vinylcaprolactam, 5 parts of Irgacure 184, Y-9777 (Nippon Unica Co., Ltd.) A material for an optical disc of the present invention was obtained by dissolving and mixing 2 parts of a low-friction imparting agent (manufactured by Co., Ltd.). Using this, an optical disc coated with a scratch prevention coating was obtained in the same manner as in Example 1. A test was conducted in the same manner as in Example 1, and as a result of the moisture resistance test, no abnormality was found even after 2000 hours. Pencil hardness is HB and adhesion is 100/100.
Met. In addition, the results of the tobacco adsorption test showed that almost no ash was observed. The coefficient of dynamic friction is 0.1561
Met.

Example 3 40 parts of pentaerythritol triacrylate, 30 parts of pentaerythritol tetraacrylate, 15 parts of trimethylolpropane triacrylate, 15 parts of tetrahydrofurfuryl acrylate, Irgacure 184
5 parts of Perenol F40 (manufactured by Sannopco Co., Ltd., a low friction imparting agent) and 3 parts of Cationogen ES-0-8 (manufactured by Daiichi Kogyo Seiyaku Co., Ltd., an antistatic agent) were dissolved and mixed. A material for an optical disc was obtained. Using this, Example 1
In the same manner as above, an optical disc coated with an anti-scratch coating was obtained. A test was conducted in the same manner as in Example 1, and as a result of the moisture resistance test, no abnormality was found even after 2000 hours. The pencil hardness was HB and the adhesion was 100/100. In addition, the results of the tobacco adsorption test showed that almost no ash was observed. The coefficient of dynamic friction was 0.1552.

Comparative Example 1 An optical disk material was obtained by mixing in the same manner as in Example 1, except that Florado FC-430 was omitted. Using this, an optical disc coated with a scratch prevention coating was obtained in the same manner as in Example 1. A test was conducted in the same manner as in Example 1, and as a result of the moisture resistance test, no abnormality was found even after 2000 hours. Adhesion is 100/100 with pencil hardness and F
Met. Also, the results of the tobacco adsorption test showed that there was a lot of ash attached. The dynamic friction coefficient was 0.1756.

[0016]

Effects of the Invention: The cured product obtained by curing the material for optical discs of the present invention is hard, has excellent moisture resistance, adhesive properties, and does not easily attract dust. Useful as a coating agent.

Claims (2)

[Claims] Claim 1: Monofunctional (meth)acrylate (A), bifunctional or more functional (meth)acrylate (B), photopolymerization initiator (
C) A material for an optical disc, comprising a low-friction imparting agent (D) and an antistatic agent (E) as an optional component. 2. A cured product of the optical disc material according to claim 1, which has a dynamic friction coefficient of 0.16 or less.