JP2002012672A - Colorant master pellet for optical molded article and optical recording medium substrate - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a colorant master batch which is suitable for producing colored optical resin molded articles such as colored DVD substrates and colored CD-R substrates. SOLUTION: The colorant master pellets for being blended with an optical resin material comprising a thermoplastic resin to obtain colored optical resin molded articles, characterized in that the colorant master pellets comprise the thermoplastic resin (component A) and a colorant (component B) and that the component B having particle diameters of >=200 μm is contained in an amount of less than one particle per 20 g of the master pellets on the average.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

TECHNICAL FIELD The present invention relates to a colorant master pellet used for producing a colored optical resin molded product. Specifically, the present invention satisfies the advanced optical properties required for optical resin molded products by reducing the particle size of the colorant dispersed in the colorant master pellet to a certain amount or less, and improves the design and other properties. It is possible to provide an optical resin molded product having the function of: More specifically, the present invention relates to a colorant master pellet capable of imparting functions such as designability and recording storability to a high-performance optical recording medium substrate such as a DVD and a CD-R.

[0002]

2. Description of the Related Art Optical resin molded products having various optical functions are usually transparent or nearly colorless. However, a colored molded product may be used depending on the application. In particular, in recent years, colored products have increased in optical recording media typified by CDs (compact disks) and DVDs (digital versatile disks). The purpose of such coloring is to have a design property and a long-term storage property of the recording film.

Various methods can be considered for coloring optical resin molded articles such as optical recording media, as in the case of coloring general resins. Among them, the master pellet method can be one of the effective methods for the following reasons.

(1) In the case of master pellets, no dispersion medium is used. Increasing the component increases the instability factor in many respects and is not fundamentally desirable. In the case of optical resin molded products, extremely minute foreign matter and deterioration are also fields in which the problem arises. On the other hand, particularly in the field of optical recording medium substrates and the like, it is exposed to an extremely high molding temperature, and the components contained in the material are likely to be easily degraded. In the case of the master pellet, it is not necessary to consider the problem of thermal deterioration due to the dispersion medium, and therefore, the degree of freedom of coloring is increased.

(2) In the case of master pellets, the problem of reagglomeration does not occur. This point is extremely important in the field of optical resin molded products in which minute aggregates are a problem. Considerable attention must be paid to re-aggregation in so-called liquid colors and the like, and in some cases, the use of colorants may be restricted.

(3) In the master pellet, the colorant can be dispersed in the same resin as the main raw material in advance. Therefore, the colorant can be dispersed very quickly, which is particularly suitable in the field of optical recording media where the molding cycle is short and the plasticization time is greatly restricted.

The coloring of an optical recording medium is described in
JP-A-124212 describes an optical recording medium colored using a liquid colorant in which a dye is dispersed in a dispersion medium. This publication also describes that when a liquid colorant is used, the presence of a dye having a size of 50 μm or more affects the characteristics of an optical recording medium.

However, as described above, the coloring method described in the above publication is not sufficient for an optical recording medium and the like that will have a higher density in the future. On the other hand, in a colorant masterbatch for coloring an optical resin molded product such as an optical recording medium, it was necessary to consider various factors.

[0009]

SUMMARY OF THE INVENTION An object of the present invention is to provide a colorant master pellet suitable for producing a colored optical resin molded article such as a colored DVD substrate or a CD-R substrate. It is assumed that. The present inventors have intensively studied to achieve such an object. As a result, it has been found that even in master pellets capable of achieving good dispersibility, the size of the colorant in such pellets is an important factor. That is, it has been found that a coloring agent exceeding a specific size in the master pellet easily generates such a dispersion failure that lowers the optical quality even in the final optical resin molded product, and has completed the present invention.

[0010]

SUMMARY OF THE INVENTION The present invention relates to a colorant master pellet which is mixed with an optical resin material made of a thermoplastic resin to obtain a colored optical resin molded product. The pellets are composed of a thermoplastic resin (component A) and a coloring agent (component B), and have a particle size of 200 μm.
The ratio of the component B is less than one on average per 20 g of the master pellet.

Examples of the optical resin molded article of the present invention include an optical recording medium substrate, a lens, an optical filter, an optical fiber, an optical waveguide, an optical prism, and a microlens. It is suitable as a target of.

Further, as the optical recording medium of the present invention, compact discs (CD, CD-R, CD-RW, etc.), magneto-optical discs (MO, MD, etc.), digital versatile discs (DVD-ROM, DVD-V)
video, DVD-Audio, DVD-R, DVD-
And an optical card represented by a RAM and the like. Particularly, an optical disk is a suitable object.

The optical resin molded article of the present invention is colored with a coloring agent for various purposes. Such purposes include the provision of design properties, protection of parts having high photodegradability (by cutting off light rays having harmful wavelengths), identification of product types, and selection of light of specific wavelengths.

The colorant master pellet for optical molded articles of the present invention is diluted according to the colorant concentration. That is, generally, the master pellet is mixed with an uncolored optical resin material as a main raw material, and a colored optical resin molded product is obtained through a process such as melt molding. The optical material as the main raw material is generally not colored, but any colored material can be used.

The dilution ratio (weight ratio) of the colorant of the present invention is generally about 2 to 50 times, but preferably 3 to 30 times, more preferably for more precise optical molded products. The ratio is 3 to 25 times, more preferably 3.5 to 20 times, particularly preferably 4 to 18 times. Here, the dilution ratio is
For example, in the case of three times, the colorant master pellet 1
The uncolored optical resin material is 2 parts by weight.
Refers to the case of parts by weight. Within the above range, the problem of contamination caused by the colorant master pellet can be reduced. In addition, problems such as uneven dilution due to a decrease in the dilution ratio and problems such as thermal deterioration due to an increase in the concentration of the colorant hardly occur.

The thermoplastic resin forming the optical resin molded article of the present invention includes various resins usable for optical applications. Specifically, examples thereof include an aromatic polycarbonate resin, an amorphous polyolefin resin, an acrylic resin, a hydrogenated polystyrene resin, an amorphous polyester resin, and an amorphous polyarylate resin. Further preferred in the present invention are aromatic polycarbonate resins, amorphous polyolefin resins, and amorphous polyarylate resins which require a high molding temperature. Among them, the aromatic polycarbonate resin is suitable as the thermoplastic resin forming the optical resin molded article of the present invention.

Examples of the amorphous polyolefin resin include APO resin manufactured by Mitsui Chemicals, Inc., Arton manufactured by JSR Corporation, and ZEONEX manufactured by Zeon Corporation. The details of the aromatic polycarbonate resin will be described later.

The colorant master pellet of the present invention comprises a thermoplastic resin (component A) and a colorant (component B).
The average is less than 1 piece per 0 g.

Examples of the component A include the above-mentioned thermoplastic resins. As the component A, it is basically preferable to use the same type of thermoplastic resin as the optical resin molded product. However, when the component A is compatible and becomes transparent even when it is of a different type (for example, an aromatic polycarbonate resin and an amorphous resin are used). (For example, a polymer alloy of a functional polyarylate resin) or when the same type is compatible and becomes transparent (for example, a polymer alloy of a bisphenol A type polycarbonate polymer and a polycarbonate polymer or copolymer of another dihydric phenol). May be a part of the resin.

When the thermoplastic resin used for the component A is of the same type as the thermoplastic resin in the optical resin molded product, it is preferable that the molecular weight and the molecular weight distribution are similar.

The colorant used as the component B in the present invention includes perylene dyes, coumarin dyes, thioindigo dyes, anthraquinone dyes, thioxanthone dyes, ferrocyanides such as navy blue, perinone dyes, and quinoline. Organic dyes such as organic dyes, quinacridone dyes, dioxazine dyes, isoindolinone dyes, and phthalocyanine dyes, and carbon black. Transparent organic colorants are preferable among these. More preferred are anthraquinone dyes, perinone dyes, quinoline dyes, perylene dyes, coumarin dyes, and thioindigo dyes.

Specific examples of the component B dye include CI S
solvent Red 52, CISolvent R
ed 149, CI Solvent Red 15
0, CI Solvent Red 191, CI S
solvent Red 151, CI Solvent
Red 135, CI Solvent Red16
8, CI Disperse Red 22, CI S
solvent Blue 94, CI Solvent
Blue 97, CI SolventViolet
13, CI Solvent Violet 14,
CI Disperse Violet 28, CI
Solvent Green 3, CI Solven
Anthraquinone dyes known as t Green 28, CI Vat Orange 9, CI Vat
Pyranthrone anthraquinone dyes, isodibenzanthrone anthraquinone dyes known as Orange 2, CIVat Orange 4, CI V
at Orange 1, CI Vat Yellow
And dibenzopyrene quinones and anthraquinone dyes known as No. 4. As thioindigo dyes, CI Vat Red 1, CI Vat
Red 2, CI Vat Red41, CI Vat
Red 47 and the like. As perylene dyes, CI Vat Red 15, CI V
at Orange 7, CI Solvent Gr
F Orange 240, F Red 300, and Luengen series manufactured by BASF
F Yellow083, F Red339 and the like. Coumarin-based dyes include MACROLEX Fluorescent Yel manufactured by Bayer AG.
low 10GN, Solvent Yellow16
0: 1, MACROLEX Fluorescent
Red G and quinoline dyes include CI Solv
entYellow 33, CI Solvent Y
yellow 157, CI Disperse Yellow
ow 54, CI Disperse Yellow
160 and the like. As perinone dyes, CI Solvent Red 135, CI
Solvent Red 179, CI Solven
t Orange 60, CI Pigment Blue 15: 1 as a phthalocyanine dye, CI
Pigment Green 7, CI Pigmen
t Green 36 and the like. These can be used alone or in combination of two or more, and can be colored according to the purpose.

The B component needs to have an average of less than one particle having a particle size of 200 μm or more in 20 g of the colorant master pellet. When one or more particles having a particle diameter of 200 μm or more are contained in a proportion of 20 g or more in a pellet, optical characteristics are deteriorated even when a master pellet having good dispersibility is used. That is, in the optical resin molded product, the colorant component cannot achieve sufficiently fine dispersion, and the colorant particles become optical foreign substances, which lowers the optical characteristics of the optical resin molded product.

More preferably, the number of particles having a particle size of 100 μm or more is less than one average in 20 g of the colorant master pellet, and even more preferably the number of particles having a particle size of 50 μm or more is less than one average in 20 g of the colorant master pellet. The smaller the proportion of particles having a large particle diameter is, the more applicable it is to optical resin molded products requiring higher performance. For example, in optical recording media, higher density DVD
In this case, particles having a size of 50 μm or more
Those having an average of less than one in g are preferred. The use of such a coloring agent makes it possible to further improve the production yield. The particle size of the component B refers to the maximum length of the dispersed particles.

In order to produce the above-mentioned colorant master pellets, it is important to (1) the particle size of the colorant itself, (2) conditions for melt-kneading, and (3) conditions for pre-mixing before melt-kneading. The B component having a specific particle size or more can be reduced to a specific amount or less in consideration of such factors.

With regard to the factor (1), specifically, it is important to sufficiently purify a coloring agent such as a dye and to reduce various impurities which are nuclei for reaggregation as much as possible. In addition, it is necessary to give due consideration to its storage. If the particle size of the colorant is large in the raw material stage before the production of the colorant master pellet, it is difficult to achieve a small particle size dispersion depending on the following conditions (2) and (3). . This is because the aggregate of the colorant is sufficiently deformed by a shearing action or the like, unlike a foreign substance such as a metal piece or a carbide, so that it is often difficult to remove the aggregate by a filter in a die.

With respect to the factor (2), specifically, it is important to increase the shearing action in the extruder to some extent. Therefore, it is appropriate to provide a kneading zone in the extruder as long as the resin and the colorant do not deteriorate. Further, it is appropriate to install a filter such as a sintered metal in the die, remove the foreign matter, and use a shearing action and a dispersing action when passing through the filter to finely disperse the colorant.

Further, the factor (3) is also important. As a method for achieving finer dispersion of the colorant under such premixing conditions, the following methods are specifically mentioned. That is, as a method for producing a colorant master pellet, the following methods (1) to (5) can be mainly cited, but a method of once preparing a high-concentration master agent, such as and, is preferable (necessary raw material (A Component, B component and other optional components), a method of melt-kneading, a master agent containing a high concentration of a coloring agent is prepared and premixed with other raw materials,
Thereafter, a method of melt kneading, and a method of independently supplying and melting and kneading a master agent containing a coloring agent at a high concentration and other raw materials). In the above method, other raw materials are added again to a melt kneader such as an extruder, and in the case of a resin produced by melt polymerization, a master agent is added at any stage during the polymerization. The method of can also be taken.

Here, the master agent (hereinafter, simply referred to as "master agent") used for producing the above-mentioned colorant master pellets may be in the form of pellets or granules. The master agent is preferably in the form of a powder. In the case of pellets, it is necessary to melt and mix an extremely high concentration of the coloring agent and the thermoplastic resin, which facilitates the thermal deterioration of the coloring agent. That is, in such a master agent, a method in which an excessive heat load can be avoided as much as possible is more preferable.

In order to prepare a powdery master agent, first, a method of mixing a coloring agent and other raw materials necessary for preparing the master agent with a powder mixer such as a Henschel mixer is used. No. As the mixer, a super floater is particularly preferred. Such a coloring agent may be in a liquid state dissolved or dispersed in another medium, in addition to a usual solid state. In the case of a liquid state, it is preferable to evaporate the medium by setting the heat generated during mixing and the setting of the jacket temperature of the mixer. In the case of a liquid, there is an advantage that such a liquid can be filtered to remove necessary foreign substances and poorly dispersed components at the same time. When a liquid colorant is used, the medium is preferably a component that is a poor solvent or a non-solvent for the thermoplastic resin that is the component A that forms the master agent.

As a second method for preparing a granular master agent, a method of simultaneously removing a solvent component from a solution of a higher concentration liquid master agent and other raw materials, or a method of preparing other raw materials is used. A method of dissolving in a solution to remove a solvent component is exemplified. The solution of the master agent and the other raw materials can be mixed or independently supplied into the solvent removing device. For example, a powder of the master agent can be obtained using a spray dryer.

In the colorant master pellet, B
As a method of examining the particle size of the component, for example, a method of examining the presence or absence of a colorant component having a specific particle size or more using a microscope, an optical sensor, or the like after forming a plate by heating and pressing the pellet. Further, as a method of continuously processing, for example, a method of arranging pellets on a transparent film, hot-pressing it through a heating roll or the like, and processing the obtained continuous film with a device having an optical sensor can be exemplified. . This makes it possible to more easily check.

The colorant master pellet most preferably contains all of the colorant contained in the obtained optical resin molded product as the B component. This is because problems such as contamination can be avoided as much as possible. However, 2
It is also possible to combine more than one kind of master pellet.

The colored optical resin molded product of the present invention comprises:
0.005 to 10% by weight, preferably 0.02% by weight of the colorant
To 5% by weight, more preferably 0.02 to 2% by weight. With such a content of the coloring agent, it is generally recognized that the coloring is clearly performed, and the function required for the coloring agent can be sufficiently exhibited.
When the content of the coloring agent exceeds 10% by weight, the properties as an optical resin molded product are affected, which is not preferable.

The colorant master pellet of the present invention can be obtained by the most common method of cutting a melt-extruded strand. Therefore, the shape may be cylindrical or prismatic. It is also possible to use a so-called hot cut method of directly cutting the melt extrudate. In such a case, it is general to take a shape close to a sphere.

As described above, the colorant master pellet of the present invention can take any form or shape, but preferably has the same form and shape as the main raw material for optical use. This is because in such a case, problems of classification and uneven distribution at the time of mixing hardly occur, and the effects intended by the present invention can be further exhibited. Therefore, those having a columnar shape are most preferable. This is because most of optical materials as main raw materials are columnar pellets. Also, the size is preferably substantially the same as the size of the main raw material for optical use from the viewpoint of classification. Generally, those having a diameter of 2.0 to 3.3 mm and a length of 2.5 to 3.5 mm are suitable.

The production of the colorant master pellet is preferably carried out in an environment in which the presence of foreign matter that inhibits such optical properties is minimized. More specifically, it must be at the same level as when manufacturing optical materials for optical recording media. For example, (i) a raw material having a small amount of foreign substances is used, (ii) a manufacturing apparatus such as an extruder or a pelletizer is installed in an atmosphere of clean air obtained through a filter or the like, and (iii) a cooling bath. As the cooling water, one having a small amount of foreign substances such as metal ions obtained through an ion exchange resin or the like, and (i)
v) Means such as filling the supply hopper, the supply flow path, and the storage tank of the obtained pellets with clean air or the like can also be used. It is necessary to produce the colorant master pellet of the present invention in an environment in which the levels of foreign substances and impurities obtained by these prescriptions are at the same level as when producing optical materials for optical recording media.

As a device used for melt-kneading, a screw-type melt-kneading device is preferable. For example, those generally used such as a single screw extruder and a twin screw extruder can be used. For the production of pellets, a vented twin-screw extruder is particularly preferable, and one capable of evacuating from the vent is preferable.

The details of the aromatic polycarbonate resin suitable as the resin forming the optical resin molded product of the present invention will be described below. The aromatic polycarbonate resin used in the present invention is usually obtained by reacting a dihydric phenol with a carbonate precursor by an interfacial polycondensation method or a melt transesterification method, or a solid phase transesterification method of a carbonate prepolymer. Or a compound obtained by polymerizing a cyclic carbonate compound by a ring-opening polymerization method.

Representative examples of the dihydric phenol used here include hydroquinone, resorcinol, 4,4
4'-dihydroxydiphenyl, bis (4-hydroxyphenyl) methane, bis {(4-hydroxy-3,5-
Dimethyl) phenyl @ methane, 1,1-bis (4-hydroxyphenyl) ethane, 1,1-bis (4-hydroxyphenyl) -1-phenylethane, 2,2-bis (4
-Hydroxyphenyl) propane (commonly known as bisphenol A), 2,2-bis} (4-hydroxy-3-methyl)
Phenyl {propane, 2,2-bis {(4-hydroxy-3,5-dimethyl) phenyl} propane, 2,2-bis {(3-isopropyl-4-hydroxy) phenyl}
Propane, 2,2-bis {(4-hydroxy-3-phenyl) phenyl} propane, 2,2-bis (4-hydroxyphenyl) butane, 2,2-bis (4-hydroxyphenyl) -3-methylbutane, 2,2-bis (4-hydroxyphenyl) -3,3-dimethylbutane, 2,4
-Bis (4-hydroxyphenyl) -2-methylbutane, 2,2-bis (4-hydroxyphenyl) pentane, 2,2-bis (4-hydroxyphenyl) -4-methylpentane, 1,1-bis (4 -Hydroxyphenyl) cyclohexane, 1,1-bis (4-hydroxyphenyl) -4-isopropylcyclohexane, 1,1-
Bis (4-hydroxyphenyl) -3,3,5-trimethylcyclohexane, 9,9-bis (4-hydroxyphenyl) fluorene, 9,9-bis {(4-hydroxy-3-methyl) phenyl} fluorene, α , Α'-bis (4-hydroxyphenyl) -o-diisopropylbenzene, α, α'-bis (4-hydroxyphenyl) -m
-Diisopropylbenzene, α, α'-bis (4-hydroxyphenyl) -p-diisopropylbenzene, 1,
3-bis (4-hydroxyphenyl) -5,7-dimethyladamantane, 4,4′-dihydroxydiphenylsulfone, 4,4′-dihydroxydiphenylsulfoxide, 4,4′-dihydroxydiphenylsulfide,
4,4'-dihydroxydiphenyl ketone, 4,4'-
Examples thereof include dihydroxydiphenyl ether and 4,4′-dihydroxydiphenyl ester, and these can be used alone or as a mixture of two or more.

Among them, bisphenol A, 2,2-bis {(4-hydroxy-3-methyl) phenyl} propane, 2,2-bis (4-hydroxyphenyl) butane,
2,2-bis (4-hydroxyphenyl) -3-methylbutane, 2,2-bis (4-hydroxyphenyl)-
3,3-dimethylbutane, 2,2-bis (4-hydroxyphenyl) -4-methylpentane, 1,1-bis (4
A homopolymer obtained from at least one bisphenol selected from the group consisting of -hydroxyphenyl) -3,3,5-trimethylcyclohexane and α, α'-bis (4-hydroxyphenyl) -m-diisopropylbenzene, or Copolymers are preferred. Further, bisphenol A homopolymer, 1,1-bis (4-hydroxyphenyl) -3,3,5-trimethylcyclohexane, bisphenol A, 2,2-bis {(4-hydroxy-3-methyl) Phenyl｝ propane and α, α '
A copolymer with one or more monomers selected from -bis (4-hydroxyphenyl) -m-diisopropylbenzene is preferably used, and particularly, a homopolymer of bisphenol A or 1,1-bis (4-hydroxy Phenyl) -3,3,5-trimethylcyclohexane and α,
A copolymer with α'-bis (4-hydroxyphenyl) -m-diisopropylbenzene is preferred.

As the carbonate precursor, carbonyl halide, carbonate ester, haloformate and the like are used, and specific examples include phosgene, diphenyl carbonate and dihaloformate of dihydric phenol.

In producing the polycarbonate resin by reacting the above-mentioned dihydric phenol with the carbonate precursor by the interfacial polycondensation method or the melt transesterification method, if necessary, a catalyst, a terminal stopper and an oxidation of the dihydric phenol may be used. An inhibitor or the like may be used. Further, the polycarbonate resin may be a branched polycarbonate resin obtained by copolymerizing a trifunctional or higher polyfunctional aromatic compound, or a polyester carbonate resin obtained by copolymerizing an aromatic or aliphatic bifunctional carboxylic acid, Further, a mixture of two or more of the obtained polycarbonate resins may be used.

Examples of the trifunctional or higher polyfunctional aromatic compound include phloroglucin, phloroglucid, and 4,6-
Dimethyl-2,4,6-tris (4-hydroxydiphenyl) heptene-2,2,4,6-trimethyl-2,4
6-tris (4-hydroxyphenyl) heptane, 1,
3,5-tris (4-hydroxyphenyl) benzene,
1,1,1-tris (4-hydroxyphenyl) ethane, 1,1,1-tris (3,5-dimethyl-4-hydroxyphenyl) ethane, 2,6-bis (2-hydroxy-5-methylbenzyl) ) -4-Methylphenol, 4
-{4- [1,1-bis (4-hydroxyphenyl) ethyl] benzene} -α, α-dimethylbenzylphenol and other trisphenols, tetra (4-hydroxyphenyl) methane, bis (2,4-dihydroxyphenyl) )
Examples thereof include ketone, 1,4-bis (4,4-dihydroxytriphenylmethyl) benzene, trimellitic acid, pyromellitic acid, benzophenonetetracarboxylic acid, and acid chlorides thereof, among which 1,1,1-tris (4-hydroxyphenyl) ethane, 1,1,1-
Tris (3,5-dimethyl-4-hydroxyphenyl)
Ethane is preferred, and 1,1,1-tris (4-hydroxyphenyl) ethane is particularly preferred.

When a polyfunctional compound producing such a branched polycarbonate resin is contained, such a ratio is preferably 0.001 to 1 mol%, more preferably 0.005 to 0.5 mol%, particularly preferably, in the total amount of the aromatic polycarbonate. 0.01
~ 0.3 mol%. In addition, particularly in the case of the melt transesterification method, a branched structure may occur as a side reaction, and the amount of such a branched structure is also 0.001 to 1 mol%, preferably 0.005 to 5 mol%, of the total amount of the aromatic polycarbonate.
0.5 mol%, particularly preferably 0.01 to 0.3 mol%
Is preferred. The ratio is ¹ H
-It can be calculated by NMR measurement.

The reaction by the interfacial polycondensation method is usually a reaction between dihydric phenol and phosgene, and is carried out in the presence of an acid binder and an organic solvent. As the acid binder, for example, an alkali metal hydroxide such as sodium hydroxide or potassium hydroxide or an amine compound such as pyridine is used.
As the organic solvent, for example, halogenated hydrocarbons such as methylene chloride and chlorobenzene are used. Further, for promoting the reaction, for example, a catalyst such as a tertiary amine such as triethylamine, tetra-n-butylammonium bromide, or tetra-n-butylphosphonium bromide, a quaternary ammonium compound, or a quaternary phosphonium compound may be used. it can. At that time, the reaction temperature is usually 0 to 40 ° C., the reaction time is preferably about 10 minutes to 5 hours, and the pH during the reaction is preferably maintained at 9 or more.

In such a polymerization reaction, a terminal stopper is usually used. Monofunctional phenols can be used as such a terminal stopper. Monofunctional phenols are commonly used as molecular terminators for molecular weight control, and the resulting polycarbonate resins are capped by groups based on monofunctional phenols, so that Excellent heat stability. Such a monofunctional phenol is generally a phenol or a lower alkyl-substituted phenol, and may be a monofunctional phenol represented by the following general formula (1).

[0048]

Embedded image

(Wherein A is a hydrogen atom or a group having 1 to 9 carbon atoms)
Is a linear or branched alkyl group or a phenyl group-substituted alkyl group, and r is an integer of 1 to 5, preferably 1 to 3. )

Specific examples of the above monofunctional phenols include phenol, p-tert-butylphenol, p-cumylphenol and isooctylphenol.

Further, other monofunctional phenols include:
Phenols or benzoic acid chlorides having a long-chain alkyl group or aliphatic polyester group as a substituent, or long-chain alkylcarboxylic acid chlorides can also be used. Among these, phenols having a long-chain alkyl group represented by the following general formulas (2) and (3) as a substituent are preferably used.

[0052]

Embedded image

[0053]

Embedded image

(Wherein X is -RO-, -R-CO-O
— Or —RO—CO—, wherein R represents a single bond or a divalent aliphatic hydrocarbon group having 1 to 10, preferably 1 to 5 carbon atoms, and n represents an integer of 10 to 50. Show. )

As the substituted phenols of the general formula (2), those having n of 10 to 30, especially 10 to 26, are preferred. Specific examples thereof include decyl phenol, dodecyl phenol, tetradecyl phenol, hexadecyl phenol and Octadecylphenol, eicosylphenol, docosylphenol, triacontylphenol and the like can be mentioned.

Further, as the substituted phenols of the general formula (3), compounds wherein X is -R-CO-O- and R is a single bond are suitable, and n is 10-30, especially 10-26.
Are preferred, and specific examples thereof include, for example, decyl hydroxybenzoate, dodecyl hydroxybenzoate,
Examples include tetradecyl hydroxybenzoate, hexadecyl hydroxybenzoate, eicosyl hydroxybenzoate, docosyl hydroxybenzoate and triacontyl hydroxybenzoate.

The terminal terminator is desirably introduced at least at 5 mol%, preferably at least 10 mol%, based on all terminals of the obtained polycarbonate resin. More preferably, the terminal terminator is introduced in an amount of 80 mol% or more with respect to all terminals, that is, the terminal hydroxyl group (OH group) derived from dihydric phenol is more preferably 20 mol% or less, and particularly preferably. This is the case when 90 mol% or more of the terminal terminator is introduced to all the terminals, that is, when the OH group is 10 mol% or less. Further, the terminal stoppers may be used alone or in combination of two or more.

The reaction by the melt transesterification method is usually a transesterification reaction between a dihydric phenol and a carbonate ester, and is produced by mixing the dihydric phenol and the carbonate ester while heating in the presence of an inert gas. It is performed by a method of distilling alcohol or phenol. The reaction temperature varies depending on the boiling point of the produced alcohol or phenol, but is usually in the range of 120 to 350 ° C. In the late stage of the reaction, the system was set at 1.33 × 10 ³ -1.
The distillation of alcohol or phenol generated by reducing the pressure to about 3.3 Pa is facilitated. Reaction time is usually 1-4
About an hour.

Examples of the carbonate ester include an optionally substituted ester such as an aryl group having 6 to 10 carbon atoms, an aralkyl group, or an alkyl group having 1 to 4 carbon atoms. Specifically, diphenyl carbonate, bis (chlorophenyl) carbonate, dinaphthyl carbonate, bis (diphenyl) carbonate, dimethyl carbonate, diethyl carbonate, dibutyl carbonate and the like can be mentioned, with diphenyl carbonate being preferred.

A polymerization catalyst may be used to increase the polymerization rate. Examples of the polymerization catalyst include sodium hydroxide, potassium hydroxide, alkali metal compounds such as sodium and potassium salts of dihydric phenol, and water. Alkaline earth metal compounds such as calcium oxide, barium hydroxide and magnesium hydroxide; nitrogen-containing basic compounds such as tetramethylammonium hydroxide, tetraethylammonium hydroxide, trimethylamine and triethylamine; alkoxides of alkali metals and alkaline earth metals Manganese, organic acid salts of alkali metals and alkaline earth metals, zinc compounds, boron compounds, aluminum compounds, silicon compounds, germanium compounds, organic tin compounds, lead compounds, osmium compounds, antimony compounds Compounds, titanium compounds, usually the esterification reaction, such as zirconium compounds, there can be used a catalyst used in the transesterification reaction. The catalyst may be used alone or in combination of two or more. The amount of the polymerization catalyst used is preferably 1 × 10 ⁻⁸ to 1 ×, based on 1 mol of the dihydric phenol used as the raw material.
It is selected in the range of 10 ⁻³ equivalents, more preferably 1 × 10 ^{−7 to} 5 × 10 ⁻⁴ equivalents.

In the polymerization reaction, in order to reduce the number of phenolic terminal groups, for example, bis (chlorophenyl) carbonate, bis (bromophenyl) carbonate, bis (nitrophenyl) carbonate is used later or after completion of the polycondensation reaction. , Bis (phenylphenyl)
Carbonate, chlorophenylphenyl carbonate,
It is preferable to add compounds such as bromophenylphenyl carbonate, nitrophenylphenyl carbonate, phenylphenyl carbonate, methoxycarbonylphenylphenyl carbonate, and ethoxycarbonylphenylphenyl carbonate. Of these, 2-chlorophenylphenyl carbonate, 2-methoxycarbonylphenylphenyl carbonate and 2-ethoxycarbonylphenylphenyl carbonate are preferred, and 2-methoxycarbonylphenylphenyl carbonate is particularly preferred.

Further, it is preferable to use a deactivator for neutralizing the activity of the catalyst in such a polymerization reaction. Specific examples of this deactivator include, for example, benzenesulfonic acid, p-toluenesulfonic acid, methylbenzenebenzenesulfonic acid, ethylbenzenebenzenesulfonic acid, butylbenzenesulfonic acid, octylbenzenesulfonic acid, phenylbenzenebenzenesulfonic acid, p-toluenesulfonic acid. Sulfonates such as methyl acrylate, ethyl p-toluenesulfonate, butyl p-toluenesulfonate, octyl p-toluenesulfonate, and phenyl p-toluenesulfonate; further, trifluoromethanesulfonic acid, naphthalenesulfonic acid, and sulfonated polystyrene , Methyl acrylate-sulfonated styrene copolymer, 2-phenyl-2-propyl dodecylbenzenesulfonic acid, dodecylbenzenesulfonic acid-2-
Phenyl-2-butyl, octylsulfonic acid tetrabutylphosphonium salt, decylsulfonic acid tetrabutylphosphonium salt, benzenesulfonic acid tetrabutylphosphonium salt, dodecylbenzenesulfonic acid tetraethylphosphonium salt, dodecylbenzenesulfonic acid tetrabutylphosphonium salt, dodecylbenzenesulfone Acid tetrahexyl phosphonium salt, dodecyl benzene sulfonic acid tetraoctyl phosphonium salt, decyl ammonium butyl sulfate, decyl ammonium decyl sulfate, dodecyl ammonium methyl sulfate, dodecyl ammonium ethyl sulfate, dodecyl methyl ammonium methyl sulfate, dodecyl dimethyl ammonium tetradecyl sulfate, tetradecyl Dimethyl ammonium Chill sulfate, tetramethylammonium hexyl sulfate, decyltrimethylammonium hexadecyl sulfate, tetrabutylammonium dodecylbenzyl sulfate, tetraethylammonium dodecylbenzyl sulfate, there may be mentioned compounds such as tetramethylammonium dodecylbenzyl sulfate, and the like. Two or more of these compounds can be used in combination.

Among the deactivators, those of the phosphonium salt or ammonium salt type are preferred. The amount of such a catalyst is preferably 0.5 to 50 mol per 1 mol of the remaining catalyst, and 0.01 to 500 ppm, more preferably 0 to 500 ppm, based on the polycarbonate resin after polymerization. It is used at a rate of 0.01 to 300 ppm, particularly preferably 0.01 to 100 ppm.

The polycarbonate resin has a viscosity average molecular weight (M) of preferably 10,000 to 22,000, more preferably 12,000 to 20,000, and more preferably 1 to 20,000.
3,000 to 18,000 is more preferred, and 13,50
0 to 16,500 is particularly preferred. An aromatic polycarbonate resin having such a viscosity average molecular weight can obtain sufficient strength as a resin molded article for optical use, and can reduce optical distortion and birefringence as much as possible. Further, two or more aromatic polycarbonate resins may be mixed.
The viscosity average molecular weight referred to in the present invention is 100 ml of methylene chloride.
The specific viscosity (η _SP ) obtained from a solution of 0.7 g of a polycarbonate resin dissolved at 20 ° C. is inserted into the following equation. η _SP /c=[η]+0.45×[η] ² c (where [η]
Is the intrinsic viscosity) [η] = 1.23 × 10 ⁻⁴ M ^0.83 c = 0.7

In the case of optical resin molded articles, particularly optical recording media, it is often necessary to reduce the sodium component contained in the resin as much as possible. This is because such a component is one of the factors for generating optical foreign matter in a long term. As described above, since a polycarbonate resin uses a sodium compound as a catalyst in the production thereof, it is necessary to sufficiently wash with water in the case of interfacial polycondensation and to pay sufficient attention to the amount of such a catalyst in the case of the melt transesterification method. , The content of sodium element in the polycarbonate resin itself is 0.5 pp
m or less is preferable. More preferably, the content is 0.3 ppm or less, particularly preferably 0.2 ppm
It is preferable to use the following polycarbonate resin as an optical resin material as a main raw material of the present invention or an A component of the colorant master pellet.

The optical resin molded article of the present invention may contain various heat stabilizers, release agents, antistatic agents, light stabilizers and the like. Further, it is possible to include these components in a high concentration as long as the object of the present invention is not impaired. However, it is more preferable that the master batch and the optical material as the main raw material are contained at substantially the same concentration.

As the release agent, various types of release agents can be used, but fatty acid esters are preferred. Examples of such a fatty acid ester include an ester of an aliphatic saturated monovalent carboxylic acid having 6 to 34 carbon atoms and a monohydric or dihydric or higher polyhydric alcohol. Such aliphatic saturated monovalent carboxylic acids include caproic acid, caprylic acid, capric acid, undecanoic acid, lauric acid, tridecanoic acid, myristic acid, pentadecanoic acid, palmitic acid, margaric acid, stearic acid, nonadecanoic acid, araxic acid, Behenic acid, montanic acid and the like.

Specifically, esters of monohydric alcohol and saturated fatty acid include stearyl stearate, palmityl palmitate, butyl stearate, methyl laurate, isopropyl palmitate and the like.

Specifically, as a partial ester or a total ester of a polyhydric alcohol and a saturated fatty acid, monoglyceride stearate, diglyceride stearate, triglyceride stearate, monosorbitate stearate,
Behenic acid monoglyceride, pentaerythritol monostearate, pentaerythritol tetrastearate, pentaerythritol tetraperargonate, propylene glycol monostearate, biphenyl biphenate, sorbitan monostearate, 2-ethylhexyl stearate, dipentaerythritol hexastearate, etc. All or partial esters of dipentaerythritol.

Further, a partial ester of an aliphatic saturated monohydric carboxylic acid having preferably 10 to 24 carbon atoms, more preferably 16 to 22 carbon atoms, and a polyhydric alcohol having 2 or more valences can be mentioned. Examples of the dihydric or higher polyhydric alcohol include ethylene glycol, glycerin, and pentaerythritol. Particularly preferred is a partial ester of stearic acid and glycerin.

In the release agent, the fatty acid ester is preferably 90% by weight or more, more preferably 95% by weight or more, and particularly preferably substantially only the fatty acid ester based on 100% by weight of the total amount of the release agent. It consists of.

Further, the acid value of the above fatty acid ester is preferably 3 or less, more preferably 2 or less. In the case of glycerin monostearate, the acid value is 1.5 or less, and the purity is 95% by weight.
The above is preferred. More preferred glycerin monostearate has an acid value of 1.2 or less and a purity of 98% by weight or more. A known method can be used to measure the acid value of the fatty acid ester.

The composition ratio of the release agent is 0.005 to 0.5% by weight based on 100% by weight of the optical resin molded product.
Is more preferable, and more preferably 0.01 to 0.2% by weight.

As the heat stabilizer, a phosphorus stabilizer can be preferably mentioned. As the phosphorus-based stabilizer, any of phosphite-based, phosphonite-based, and phosphate-based stabilizers can be used.

Various phosphite-based stabilizers in the present invention can be used. Specifically, for example, general formula (4)

[0076]

Embedded image

[Wherein R ¹ is hydrogen or C 1-20
An alkyl group, an aryl group or alkaryl group having 6 to 20 carbon atoms, an aralkyl group having 7 to 30 carbon atoms, or a halo or alkylthio (the alkyl group has 1 to 3 carbon atoms)
0) or a hydroxy substituent, and the three R ^{1 s} can be selected either identically or differently,
Further, a cyclic structure can be selected by being derived from a dihydric phenol. ] It is a phosphite compound represented by these.

In a more preferred embodiment of the general formula (4), the following general formula (5)

[0079]

Embedded image

[0080] [wherein R ² and R ³ is hydrogen or an alkyl group having 1 to 20 carbon atoms, an aryl group or alkyl aryl group having 6 to 20 carbon atoms, an aralkyl group having 7 to 30 carbon atoms, R ² And R ³ are not hydrogen at the same time and can be selected either the same or different. And a phosphite compound represented by the following formula:

The general formula (6)

[0082]

Embedded image

[Wherein R ⁴ and R ⁵ are each hydrogen and carbon number 1
An alkyl group having 20 to 20 carbon atoms, an aryl group or an alkylaryl group having 6 to 20 carbon atoms, an aralkyl group having 7 to 30 carbon atoms, a cycloalkyl group having 4 to 20 carbon atoms,
And represents 25 2- (4-oxyphenyl) propyl-substituted aryl groups. The cycloalkyl group and the aryl group can be selected from those not substituted with an alkyl group and those substituted with an alkyl group. And a phosphite compound represented by the following formula:

Further, the general formula (7)

[0085]

Embedded image

Wherein R ⁶ and R ⁷ are alkyl groups having 12 to 15 carbon atoms. Note that R ⁶ and R ⁷ may be the same or different from each other. And a phosphite compound represented by the following formula:

Examples of the phosphonite stabilizer include a phosphonite compound represented by the following general formula (8) and a phosphonite compound represented by the following general formula (9).

[0088]

Embedded image

[0089]

Embedded image

[Wherein, Ar ¹ and Ar ^{2 each} represent an aryl group or an alkylaryl group having 6 to 20 carbon atoms, or
It represents 5 to 25 2- (4-oxyphenyl) propyl-substituted aryl groups, and the four Ar ^{1 s} can be the same or different. Or two Ar ²
Can be the same or different from each other. ]

In the present invention, among the above-mentioned phosphite compounds and phosphonite compounds, more preferred phosphorus-based stabilizers include the phosphite compound represented by the above formula (5) (component E1) and the above-mentioned formula (8). )
(E2 component) and the phosphonite compounds represented by the above general formula (9) (E3 component) can be mentioned, and these can be used alone or in combination of two or more, and more preferably the above general formula (1) At least 5% by weight of 100% by weight of the E component
This is the case.

Preferred specific examples of the phosphite compound corresponding to the above general formula (4) include diphenylisooctyl phosphite, 2,2′-methylenebis (4,6-di-tert-butylphenyl) octyl phosphite, Examples include diphenyl mono (tridecyl) phosphite, phenyl diisodecyl phosphite, and phenyl di (tridecyl) phosphite. More preferred specific examples corresponding to the above general formula (5) include triphenyl phosphite, tris (dimethylphenyl) phosphite, tris (diethylphenyl) phosphite, tris (di-iso-propylphenyl) phosphite, Tris (di-n-butylphenyl) phosphite, tris (2,4-di-tert-butylphenyl) phosphite, tris (2,6-di-tert-butylphenyl) phosphite and the like. Dialkyl-substituted phenyl) phosphite is preferred, tris (di-tert-butylphenyl) phosphite is more preferred, and tris (2,4-di-tert-butylphenyl) phosphite is particularly preferred. The above phosphite compounds can be used alone or in combination of two or more.

Preferred specific examples of the phosphite compound corresponding to the above general formula (6) include distearylpentaerythritol diphosphite, bis (2,4-
Di-tert-butylphenyl) pentaerythritol diphosphite, bis (2,6-di-tert-butyl-4-methylphenyl) pentaerythritol diphosphite, phenylbisphenol A pentaerythritol diphosphite, dicyclohexylpentaerythritol diphosphite And distearyl pentaerythritol diphosphite, bis (2,4-di-tert-butylphenyl) pentaerythritol diphosphite, bis (2,6-di-ter
(tert-butyl-4-methylphenyl) pentaerythritol diphosphite. Such phosphite compounds can be used alone or in combination of two or more.

Preferred specific examples of the phosphite compound corresponding to the general formula (7) include 4,4'-isopropylidenediphenol tetratridecyl phosphite.

Preferred specific examples of the phosphonite compound corresponding to the general formula (8) include tetrakis (2,4-di-iso-propylphenyl) -4,4 ′
-Biphenylenediphosphonite, tetrakis (2,4-
Di-n-butylphenyl) -4,4'-biphenylenediphosphonite, tetrakis (2,4-di-tert-butylphenyl) -4,4'-biphenylenediphosphonite, tetrakis (2,4-di- tert-butylphenyl) -4,3′-biphenylenediphosphonite, tetrakis (2,4-di-tert-butylphenyl) -3,
3'-biphenylenediphosphonite, tetrakis (2,
6-di-iso-propylphenyl) -4,4'-biphenylenediphosphonite, tetrakis (2,6-di-n
-Butylphenyl) -4,4'-biphenylenediphosphonite, tetrakis (2,6-di-tert-butylphenyl) -4,4'-biphenylenediphosphonite, tetrakis (2,6-di-tert-butyl) Phenyl)-
4,3′-biphenylenediphosphonite, tetrakis (2,6-di-tert-butylphenyl) -3,3 ′
-Biphenylenediphosphonite; tetrakis (di-tert-butylphenyl) -biphenylenediphosphonite is preferred; tetrakis (2,4-di-t
(tert-butylphenyl) -biphenylenediphosphonite is more preferred. This tetrakis (2,4-di-te
(rt-butylphenyl) -biphenylenediphosphonite is preferably a mixture of two or more, specifically, tetrakis (2,4-di-tert-butylphenyl) -4,
4'-biphenylenediphosphonite (E2-1 component),
Tetrakis (2,4-di-tert-butylphenyl)
One kind of -4,3'-biphenylenediphosphonite (E2-2 component) and tetrakis (2,4-di-tert-butylphenyl) -3,3'-biphenylenediphosphonite (E2-3 component) Alternatively, two or more of them can be used in combination, but a mixture of these three is preferred. In the case of three kinds of mixtures, the mixing ratio is E2-1.
Component, E2-2 component and E2-3 component in a weight ratio of 10
The range of 0:37 to 64: 4 to 14 is preferable, and 100:
The range of 40-60: 5-11 is more preferable.

Preferred examples of the phosphonite compound corresponding to the above general formula (9) include bis (2,4-di-
iso-propylphenyl) -4-phenyl-phenylphosphonite, bis (2,4-di-n-butylphenyl) -3-phenyl-phenylphosphonite, bis (2,4-di-tert-butylphenyl)- 4-phenyl-phenylphosphonite, bis (2,4-di-te
rt-butylphenyl) -3-phenyl-phenylphosphonite bis (2,6-di-iso-propylphenyl) -4-phenyl-phenylphosphonite, bis (2,6-di-n-butylphenyl) -3 -Phenyl-
Phenylphosphonite, bis (2,6-di-tert-
Butylphenyl) -4-phenyl-phenylphosphonite, bis (2,6-di-tert-butylphenyl)-
3-phenyl-phenylphosphonite and the like, and bis (di-tert-butylphenyl) -phenyl-phenylphosphonite is preferable, and bis (2,4-di-te
(rt-butylphenyl) -phenyl-phenylphosphonite is more preferred. This screw (2,4-di-tert)
-Butylphenyl) -phenyl-phenylphosphonite is preferably a mixture of two or more, specifically, bis (2,4-di-tert-butylphenyl) -4-phenyl-phenylphosphonite (E3-1 component). )and,
Bis (2,4-di-tert-butylphenyl) -3-
One or two of phenyl-phenylphosphonite can be used in combination, but a mixture of these two is preferred. In the case of two types of mixtures, the mixing ratio is
The weight ratio is preferably in the range of 5: 1 to 4, more preferably 5: 2 to 3.

On the other hand, examples of the phosphate stabilizers include tributyl phosphate, trimethyl phosphate, tricresyl phosphate, triphenyl phosphate, trichlorophenyl phosphate, triethyl phosphate, diphenylcresyl phosphate, diphenyl monoorthoxenyl phosphate, tribubutoxyethyl phosphate, and the like. Examples thereof include dibutyl phosphate, dioctyl phosphate, and diisopropyl phosphate, and preferred is trimethyl phosphate.

The optical resin molded article of the present invention may contain an antioxidant generally known for the purpose of preventing oxidation. Examples of such antioxidants include pentaerythritol tetrakis (3-mercaptopropionate),
Pentaerythritol tetra (β-laurylthiopropionate) ester, glycerol-3-stearylthiopropionate, triethylene glycol-N-bis-3- (3-tert-butyl-4-hydroxy-5-
Methylphenyl) propionate, 1,6-hexanediol bis [3- (3,5-di-tert-butyl-4)
-Hydroxyphenyl) propionate], tetrakis [methylene-3- (3 ′, 5′-di-tert-butyl-4-hydroxyphenyl) propionate] methane,
n-octadecyl-3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionate, 1,
3,5-trimethyl-2,4,6-tris (3,5-di-tert-butyl-4-hydroxy-hydroxybenzyl) benzene, N, N-hexamethylenebis (3,5
-Di-tert-butyl-4-hydrocinnamide),
3,5-di-tert-butyl 4-hydroxy-benzylphosphonate-diethyl ester, tris (3,5-
Di-tert-butyl-4-hydroxybenzyl) isocyanurate, 3,9-bis {1,1-dimethyl-2-
[Β- (3-tert-butyl-4-hydroxy-5-
Methylphenyl) propionyloxy] ethyl} -2,
4,8,10-tetraoxaspiro (5,5) undecane and the like.

The heat stabilizer is preferably contained in an amount of 0.0001 to 0.1 part by weight, more preferably 0.0005 part by weight, per 100 parts by weight of the optical resin molded article of the present invention.
To 0.05 parts by weight, more preferably 0.001 to 0.0 parts by weight
3 parts by weight. The antioxidant is used in an amount of 0.001 to 0.0 per 100 parts by weight of the optical resin molded product of the present invention.
5 parts by weight are preferred.

Various methods known in the art can be used to obtain a resin molded article for optical use using the colorant master pellet of the present invention. For example, desired methods such as injection molding, extrusion molding and compression molding can be used. It can be formed into a shape.
Particularly preferred is injection molding, and the colorant master pellets of the present invention are well suited for such injection molding. That is, the colorant master pellet of the present invention achieves a good colorant dispersion even in a molding method with a short plasticization time by high cycle molding of an optical recording medium or the like,
It does not lower the optical characteristics caused by poor dispersion.

The method for supplying the colorant master pellet of the present invention and the optical material as a main raw material to a molding machine such as an injection molding machine may be a method of supplying them as a mixture thereof, or each of them may be independently prepared in a specific amount. Any of the methods of supplying and mixing in an injection molding machine or the like can be performed.
The mixture can be prepared by a method of mixing a predetermined ratio in a batch system, a method of continuously supplying the mixture to a mixer with a weighing machine to obtain a mixture, or the like.

[0102]

DESCRIPTION OF THE PREFERRED EMBODIMENTS Hereinafter, the present invention will be described specifically with reference to examples, but the present invention is not limited to these examples. Further, “parts” in the examples means parts by weight unless otherwise specified. The evaluation items and methods are as follows.

(1) Measurement of Dispersion Defective Component in Colorant Master Pellets 100 g of each colorant master pellet shown in Table 1 was sampled. The pellets were sandwiched between polycarbonate resin films in a line, and pressed by a heating roll to form a continuous film having a substantially constant thickness. Such a film is continuously fed, and the film is
Photographs were taken with a CD camera, and the obtained images were processed to confirm the number of particles having a particle size of 200 μm or more. The setting of the particle size was performed based on the number of pixels of the image processing apparatus. When the presence of a particle having a particle diameter of 200 μm or more was confirmed, it was confirmed by FT-IR measurement whether or not the particle itself was caused by the colorant. The continuous film of pellets was prepared by feeding a polycarbonate resin film having a thickness of 0.1 mm and a width of 25 mm from an up-and-down method, and the pellets were spaced apart at a constant interval in the length direction to be approximately 1 mm.
The films were arranged almost in the center in a row.
A pre-heating zone of 140 ° C. and a radius of 120 mm, a temperature of 200 ° C., a roll gap of 0.4 mm
200m in diameter by heating press through a heating roll
Using a reel having a length of m, a film for measuring a poor dispersion component was obtained.

(2) BLER Measurement For 200 CD disk samples, the BLER of each sample was measured using a BLER measuring device (manufactured by Sony, CDpla).
(yer control unit CDS-3000)
, And the number of disks having a C ₁ AVE of 1 (pieces / second) or more was examined. Note that C ₁ AV in Table 2 is used.
E is the average value per second of the C1 error (random error that can be corrected by the C1 code).

Reference Example 1 (Production of Colorant Master Pellets CM-1) The colorant components shown in Table 1 and the powder component of the A component were uniformly mixed by a super floater to obtain a master agent. This master agent was mixed with the remaining component A so as to have the composition ratio shown in Table 1, and treated with a comb-shaped V-type blender for 10 minutes to be uniformly mixed. The resulting mixture was melt-kneaded at a cylinder temperature of 260 ° C. while evacuating the vent from a vented twin-screw extruder with a diameter of 30 mm [KTX-30 Kobe Steel Ltd.], and the obtained strand was cooled with water for cooling. Then, the mixture was pelletized with a pelletizer. The temperature of the pellet immediately after pelletization was about 129 ° C.

Further, a filter of a sintered metal was provided at a die portion of the extruder so that the number of foreign substances having a size of 5 μm or more was 20 or less per gram. All of the above devices were placed under an atmosphere of 1.005 atm in which clean air circulated through a filter, and water for strand cooling was passed through a 1 μm filter, and ion-exchanged water passed through an ion-exchange membrane was used. .

The size of the pellets was measured with a digital caliper for 150 pellets, and the average value was calculated. In addition, the average value was 3.0 mm in average length and 2.7 mm in average diameter in any of the prepared colorant master pellets.

Reference Examples 2, 3, and 6 (Colorant Master Pellets CM-2, CM-3, DM-
Production of 1) A coloring agent component shown in Table 1 and a powder component of the A component were uniformly mixed by a super floater to obtain a master agent. This master agent was mixed with the remaining component A so as to have the composition ratio shown in Table 1, and treated with a comb-shaped V-type blender for 10 minutes to be uniformly mixed. Subsequent processing was performed under the same conditions as in Reference Example 1.

Reference Examples 4, 5, and 7 (Colorant Master Pellets CMR-1, CM-4, DM
(Production of R-1) The colorant components and A components shown in Table 1 were directly put into a V-shaped blender with comb teeth and mixed for 10 minutes. The resulting mixture was then pelletized under the same conditions as in Reference Example 1 to obtain a master pellet.

[0110]

[Table 1]

[Examples 1 to 4 and Comparative Example 1] The colorant master pellets obtained above and the pellets of the optical material as the main raw material were passed through a weighing machine from the respective tanks so as to have the ratios shown in Table 2. It was put into the hopper of the molding machine by automatic conveyance. In addition, a mixing zone was provided immediately after the colorant master pellet conveying pipe, where uniform mixed pellets were formed and then charged into a hopper of a molding machine. Pellets are placed in a clean oven before putting them in the tank.
Hot air drying was performed at 20 ° C. for 5 hours.

On the other hand, an injection molding machine (Sumitomo Heavy Industries, Ltd.)
DISK3 M3) is equipped with a mold for exclusive use of CD, a pitted nickel CD stamper is mounted on the mold, and the molding material is automatically fed into a hopper of a molding machine, and a cylinder temperature of 340 ° C. A mold having a diameter of 120 mm and a thickness of 1.2 mm was formed under the conditions of a mold temperature of 75 ° C., an injection speed of 100 mm / sec, and a holding pressure of 3.9 MPa.
0 sheets were obtained. Table 2 shows the evaluation results of these CD disks.

[0113]

[Table 2]

Example 5 In the same manner as in Example 1 except that the mold temperature was set to 125 ° C., the colorant master pellets and the main material pellets were automatically conveyed to the hopper of the injection molding machine, And a dye-based recording layer and a metal reflective film were formed thereon to produce a CD-R disc.
The obtained CD-R disc had the same yield as the uncolored disc. On the other hand, as a result of performing a light resistance test for examining the number of days until an abnormality occurs in writing / reading by attaching the recording surface of the CD-R disk to the window glass so that sunlight passes through the substrate, the colored disk of the present invention was It had better lightfastness than uncolored disks.

Example 6, Comparative Example 2 In the same manner as in Example 1, the colorant master pellets and the pellets of the main raw material were automatically conveyed to a hopper of an injection molding machine.

On the other hand, a mold dedicated to DVD was mounted on the injection molding machine, and a nickel-made DVD-ROM stamper containing information such as address signals was mounted on the mold. Then, the pellets were heated at a cylinder temperature of 380 ° C, a mold temperature of 115 ° C, an injection speed of 300 mm / sec, and a holding pressure of 3.
An optical disk substrate having a diameter of 120 mm and a thickness of 0.6 mm was obtained under the conditions of 9 MPa. Thereafter, an aluminum film was sputtered on the substrate, and a UV curable adhesive was applied by spin coating and adhered to obtain a two-layered optical disc. By the above method, 200 DVD disks were manufactured. When the error rate of the PI error was measured on a deck (DDU-1000 manufactured by Pulstec) for the DVD disk, the DVD disk obtained in the example of the present invention was better than the DVD disk of the comparative example. Showed a good yield.

[0117]

[Table 3]

The symbols and items indicating the components shown in Tables 1 to 3 are as follows. (A component) PC-1: Polycarbonate resin pellet for optical recording medium "Panlite AD-5503" (Teijin Chemical Co., Ltd.)
The polycarbonate resin pellets had a viscosity average molecular weight of 15,300.

PC-2: bisphenol A polycarbonate resin powder having a viscosity average molecular weight of 15,800, obtained by a phosgene method without using an amine catalyst; p-tert-butylphenol was used as a terminal stopper, and tris-butylphenol was used as a stabilizer. It contains 0.0025% by weight of 2,4-di-tert-butylphenyl phosphite.

PCC-1: Among the wholly aromatic dihydroxy components obtained by the phosgene method using an amine catalyst,
1,1-bis (4-hydroxyphenyl) -3,3,5
-Trimethylcyclohexane [bisphenol TMC]
Is 45 mol%, 4,4 ′-(m-phenylenediisopropylidene) diphenol [bisphenol M] is 55 mol%, and an aromatic polycarbonate copolymer powder having a viscosity average molecular weight of 14,800; As p
It uses -tert-butylphenol and contains 0.0025% by weight of tris-2,4-di-tert-butylphenylphosphite as a stabilizer.

PCC-2: The above PCC-1 has an acid value of 0.1.
8 and 97.5% pure stearic acid monoglyceride at 0.055% by weight and trimethyl phosphate at 0.1% by weight.
Aromatic polycarbonate copolymer pellets blended to give a 005% by weight ratio and manufactured under the same apparatus and environment as in the case of manufacturing PC-1

(Component B) Red dye F-1: perylene fluorescent red dye, manufactured by BASF
Lumogen F Red300 red dye F-2: coumarin fluorescent red dye, manufactured by Bayer AG
Macrolex Fluorescent Red
G Red dye F-3: Thioindigo fluorescent red dye, Arimoto Chemical Co., Ltd. Plast Red D54 Red dye-4 Perinone red dye, Kiwa Chemical Co., Ltd. Kp
Plast RedHG Red dye-5 Perinone red dye, Kp manufactured by Kiwa Chemical Co., Ltd.
Plast RedH2G Red Dye-6: Anthraquinone red dye, Arimoto Chemical Co., Ltd.
Plast Red8320 yellow dye-1: heterocyclic (nitrogen-containing quinoline) yellow dye, Arimoto Chemical Co., Ltd. Plast Yellow 8010 blue dye-1: anthraquinone blue dye, manufactured by Bayer
Macrolex Blue RR

[0123]

By using the colorant masterbatch of the present invention, it is possible to obtain good colored optical resin molded products. In particular, such a masterbatch is suitable for coloring an optical recording medium such as a DVD, which is a high-density optical recording medium, or a CD-R or the like in which protection of a recording layer is important. In view of the above, the present invention has a special industrial effect in the field of optical resin molded products, which have conventionally had poor design properties, particularly in the field of high-density optical recording media for which great demand is expected in the future.

──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. ⁷ Identification symbol FI Theme coat ゛ (Reference) C08L 101/00 C08L 101/00 G11B 7/24 526 G11B 7/24 526R (72) Inventor Hisashi Shimizu Tokyo 1-2-2 Uchisaiwai-cho, Chiyoda-ku Teijin Chemicals Co., Ltd. F-term (reference) 4F070 AA12 AA32 AA47 AA48 AA50 AC04 AC45 AE04 FB03 FB04 FB06 4F201 AB12 AH73 BA02 BC12 BL43 4J002 BB001 BC041 BG001 CF0 009 CG001 DA009 KA19

Claims (5)

[Claims] 1. A colorant master pellet which is mixed with an optical resin material comprising a thermoplastic resin to obtain a colored optical resin molded product, wherein the colorant master pellet is a thermoplastic resin (A component). ) And a colorant (component B), wherein the ratio of the component B having a particle size of 200 μm or more is less than one on average per 20 g of the master pellet. 2. The optical molding according to claim 1, wherein the component B is at least one selected from an anthraquinone dye, a perinone dye, a quinoline dye, a perylene dye, a coumarin dye, and a thioindigo dye. Product colorant master pellet. 3. A colored optical resin molded product substantially comprising an aromatic polycarbonate resin.
The colorant master pellet for an optical molded product according to any one of the above. 4. The colorant master pellet for an optical molded product according to claim 1, wherein the colored optical resin molded product is an optical recording medium substrate. 5. An optical recording medium substrate formed by using the colorant master pellet for an optical molded product according to claim 4.