JP2003206363A - Plastic molded article having hard coat properties and lens for eyeglasses formed therefrom - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To produce a plastic molded article that is excellent in optical characteristics, thermal characteristics and mechanical characteristics and excellent in a balance of various performance such as scratch resistance, dyeing properties or the like and provide an eyeglass lens or the like. <P>SOLUTION: The plastic molded article having hard coat properties is provided with a film having hard coat properties on at least one surface of a molded article comprising a transparent thermoplastic resin having a refractive index of not less than 1.59, an Abbe number of 28 or more and a glass transition point temperature of not less than 100°C. <P>COPYRIGHT: (C)2003,JPO

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention is excellent in optical properties such as high refractive index and low dispersion and has scratch resistance, abrasion resistance, impact resistance, chemical resistance, flexibility, heat resistance and flame retardancy. Resistance, light resistance,
The present invention relates to a plastic molded product which is excellent in weather resistance and has good light fastness for dyed products, which is suitable for optical use such as spectacle lenses and camera lenses.

[0002]

2. Description of the Related Art Recently, plastic moldings have been proposed for various purposes. Among them, various materials such as an optical lens, a functional optical film, and a disk substrate are applied to the plastic molded body according to various uses. In addition, with the rapid development of the fields of healthcare and electronics, it has been particularly desired that the plastic molding itself has high functionality and high performance. Eyeglass lenses can be mentioned as a health care application of plastic moldings suitable for optics, but active material development is being carried out from the viewpoints of thinning, weight reduction, safety (impact resistance), fashionability, and the like. Currently, 90% of the market is occupied by resin lenses made of plastic moldings because they are superior to glass in safety and weight reduction. Conventional resin lenses for eyeglass lenses are CR-3
9, acrylic (halogen atom-containing bisphenol A type,
Examples include sulfur atom-containing systems) and polyurethane, but many resin lenses have been put to practical use with the aim of achieving low dispersion and high refractive index. However, all the resin lenses described above are thermosetting, and the method of manufacturing the resin lenses uses a cast polymerization method in which a monomer is cast into a glass mold. This method has a problem that the manufacturing cost is increased, such as a long-time polymerization process for obtaining a uniform resin lens and an annealing process for relaxing stress distortion. If a thermoplastic resin such as polycarbonate is applied to the lens, the moldability will be good, and the manufacturing cost will be much lower than that of a thermosetting resin, but the refractive index is low (1.58). Performance as an application is insufficient. Further, many thermoplastic resins having a refractive index higher than that of polycarbonate are known, but they have problems such as high dispersibility and coloring, and have problems in application to optical lenses.

[0003]

DISCLOSURE OF THE INVENTION The inventors of the present invention have conducted extensive studies in order to solve the above-mentioned drawbacks and have improved the scratch resistance of the surface while maintaining the original physical properties of the plastic molded product and have a good adhesion. The present invention has been completed by finding a plastic molded product having a hard coat property capable of dyeing various colors. The object of the present invention is to provide a plastic molded product having high scratch resistance, excellent antireflection properties, high transparency, high refractive index, low dispersion, and hard coat properties excellent in mechanical properties, particularly optical spectacle lenses. And to provide a functional optical film.

[0004]

In order to solve the above problems, the present invention has the following constitution. That is, (1) a film having a hard coat property is provided on at least one surface of a molded article made of a thermoplastic transparent resin having a refractive index of 1.59 or more, an Abbe number of 28 or more, and a glass transition temperature of 100 ° C. or more A plastic molded product having a hard coat property, (2) a plastic molded product having a hard coat property according to the above (1), wherein the thermoplastic transparent resin contains a phosphorus atom, ) The hard coat property according to (1) or (2) above, wherein the hard coat film has a refractive index of 1.40 to 1.65 and contains an organic polymer. Plastic molded product, (4) Plastic molded product having hard coat property according to the above (3), wherein the organic polymer is a crosslinkable resin, (5) Antireflection A plastic molded product having a hard coat property according to any one of (1) to (4) above, wherein (6) the thermoplastic transparent resin is a carbonate residue, and is represented by the following general formula (I): It consists of the phosphonic acid residue shown and the divalent phenol residue shown by the following general formula (II), and the molar fraction of the phosphonic acid residue and the carbonate residue is represented by the formula (1).
Which satisfies the requirement (1) or (2), the plastic molded article having hard coat properties, and the general formula (I):

[0005]

[Chemical 3]

General formula (II)

[0007]

[Chemical 4]

[In the general formula (I), R ¹ represents an organic group, X ¹ represents oxygen, sulfur or selenium, and the thermoplastic transparent resin contains two or more kinds of phosphonic acid residues different in R ¹ or X ^1. But it's okay. In the general formula (II), R ² are each independently selected from the group consisting of a hydrogen atom, a halogen atom, an aliphatic group having 1 to 20 carbon atoms, a hydrocarbon group selected from an aromatic group, and a nitro group, and p, q is an integer of p + q = 0-8, Y ¹ is a single bond,
Ether group, thioether group, alkylene group, alkylidene group, cycloalkylene group, halo-substituted alkylene group,
Halo-substituted alkylidene group, phenylalkylidene group, carbonyl group, sulfone group, aliphatic phosphine oxide group, aromatic phosphine oxide group, alkylsilane group,
It is selected from the group consisting of dialkylsilane groups and fluorene groups. The resin composition may contain two or more divalent phenol residues having different R ² or Y ¹ . 1> (a) / {(a) + (b)} ≧ 0.5 (1) [wherein (a) is the number of moles of the phosphonic acid residue,
(B) shows the number of moles of carbonate residues. ] (7) An eyeglass lens comprising a plastic molded product having a hard coat property according to any one of (1) to (6) above.

[0009]

BEST MODE FOR CARRYING OUT THE INVENTION The thermoplastic transparent resin used in the present invention is generally a chain polymer, which softens when the temperature is raised and exhibits fluidity and is molded into a desired shape by heat and pressure. It is a resin that can be. In the present invention, the chemical structure is not particularly limited, but the effects of the present invention can be obtained by selectively using those having the following features.

That is, the thermoplastic transparent resin used in the present invention has a refractive index of 1.59 or more. It is preferably 1.65 or more. When it is used for a lens for spectacles, when it is less than 1.59, it is not suitable because the effect of reducing the edge thickness and the lens weight are not clearly recognized. The refractive index referred to in the present invention means d-line (wavelength 587.6n
The value found in m) is said.

In addition, the thermoplastic transparent resin used in the present invention has a Abbe number of 28 or more.
It is preferably 35 or more. If the Abbe number is less than 28, the chromatic aberration is insufficient, which is a problem when used for a lens.
The Abbe number is an index representing the degree of light dispersion, and the Abbe number (νd) = (nd−1) / (nf−nc) (where nd: d line refractive index (wavelength 587.6 nm),
nf: f-line refractive index (wavelength 656.3 nm), nc: c-line refractive index (wavelength 486.1 nm). ) Is represented by the formula.

Further, a resin having a glass transition temperature of 100 ° C. or higher is used as the glass transition temperature of the thermoplastic transparent resin used in the present invention. It is preferably 130 ° C. or higher. If the temperature is lower than 100 ° C., there is a problem in suitability for post-processing such as formation of a film having heat resistance and hard coat property and imparting antireflection property.

The total light transmittance of the thermoplastic transparent resin used in the present invention is preferably 60% or more, more preferably 80% or more.

As described above, the thermoplastic transparent resin used in the present invention may be selected according to the above selection criteria.
In the present invention, as a thermoplastic transparent resin satisfying such properties, a structure having a pentavalent phosphorus atom, particularly a phosphonic acid structure, is introduced into the main chain of the polymer to easily provide a heat having the above characteristics. A plastic transparent resin can be obtained.

Examples of such a thermoplastic transparent resin containing a phosphorus atom include the following polymers, which are preferably used. That is, it consists of a carbonate residue, a phosphonic acid residue represented by the following general formula (I) and a divalent phenol residue represented by the following general formula (II), and the molar fraction of the phosphonic acid residue and the carbonate residue is It is a thermoplastic transparent resin that satisfies the formula (1). General formula (I)

[0016]

[Chemical 5]

General formula (II)

[0018]

[Chemical 6]

[In the general formula (I), R ¹ represents an organic group, X ¹ represents oxygen, sulfur or selenium, and two or more kinds of phosphonic acid residues having different R ¹ or X ¹ are contained in the thermoplastic transparent resin. But it's okay. In the general formula (II), R ² are each independently selected from the group consisting of a hydrogen atom, a halogen atom, an aliphatic group having 1 to 20 carbon atoms, a hydrocarbon group selected from an aromatic group, and a nitro group, and p, q is an integer of p + q = 0-8, Y ¹ is a single bond,
Ether group, thioether group, alkylene group, alkylidene group, cycloalkylene group, halo-substituted alkylene group,
Halo-substituted alkylidene group, phenylalkylidene group, carbonyl group, sulfone group, aliphatic phosphine oxide group, aromatic phosphine oxide group, alkylsilane group,
It is selected from the group consisting of dialkylsilane groups and fluorene groups. The resin composition may contain two or more divalent phenol residues having different R ² or Y ¹ . 1> (a) / {(a) + (b)} ≧ 0.5 (1) [wherein (a) is the number of moles of the phosphonic acid residue,
(B) shows the number of moles of carbonate residues. Specific examples of the substituent R ¹ on the phosphorus atom of the compound represented by the general formula (I) include phenyl, halo-substituted phenyl, methoxyphenyl, ethoxyphenyl, ethyl, isopropyl, cyclohexyl, vinyl, allyl, benzyl. , Aminoalkyl, hydroxyalkyl, halo-substituted alkyl, alkyl sulfide groups and the like. Specific examples of the phosphonic acid units constituting the phosphonic acid residue represented by the general formula (I) include methylphosphonic acid, ethylphosphonic acid, n-propylphosphonic acid, isopropylphosphonic acid and n-butylphosphonic acid. , Isobutylphosphonic acid, t-butylphosphonic acid, n-pentylphosphonic acid, neopentylphosphonic acid, cyclohexylphosphonic acid, benzylphosphonic acid, chloromethylphosphonic acid, dichloromethylphosphonic acid, bromomethylphosphonic acid, dibromomethylphosphonic acid, 2-chloroethyl Phosphonic acid, 1,2-dichloroethylphosphonic acid, 2-bromoethylphosphonic acid, 1,2-dibromoethylphosphonic acid, 3-chloropropylphosphonic acid, 2,3-dichloropropylphosphonic acid 3-bromopropylphosphonic acid,
2,3-dibromopropylphosphonic acid, 2-chloro-1
-Methylethylphosphonic acid, 1,2-dichloro-1-methylethylphosphonic acid, 2-bromo-1-methylethylphosphonic acid, 1,2-dibromo-1-methylethylphosphonic acid, 4-chlorobutylphosphonic acid, 3,4 -Dichlorobutylphosphonic acid, 4-bromobutylphosphonic acid,
3,4-dibromobutylphosphonic acid, 3-chloro-1-
Methylpropylphosphonic acid, 2,3-dichloro-1-methylpropylphosphonic acid, 3-bromo-1methylpropylphosphonic acid, 2,3-dibromo-1-methylphosphonic acid, 1-chloromethylpropylphosphonic acid, 1-chloro -1-chloromethylpropylphosphonic acid, 1-bromomethylpropylphosphonic acid, 1-bromo-1-bromomethylpropylphosphonic acid, 5-chloropentylphosphonic acid, 4,5-dichloropentylphosphonic acid, 5-bromopentyl Phosphonic acid, 4,5-dibromopentylphosphonic acid, 1-hydroxymethylphosphonic acid, 2-hydroxyethylphosphonic acid, 3-hydroxypropylphosphonic acid, 4-hydroxybutylphosphonic acid, 5-hydroxypentylphosphonic acid, 1-aminomethylphosphonic acid Acid, 2
-Aminoethylphosphonic acid, 3-aminopropylphosphonic acid, 4-aminobutylphosphonic acid, 5-aminopentylphosphonic acid, methylthiomethylphosphonic acid, methylthioethylphosphonic acid, methylthiopropylphosphonic acid,
Methylthiobutylphosphonic acid, ethylthiomethylphosphonic acid, ethylthioethylphosphonic acid, ethylthiopropylphosphonic acid, propylthiomethylphosphonic acid, propylthioethylphosphonic acid, butylthiomethylphosphonic acid, phenylphosphonic acid, 4-chlorophenylphosphonic acid, 3, 4-dichlorophenylphosphonic acid, 3,5-dichlorophenylphosphonic acid, 4-bromophenylphosphonic acid, 3,4-bromophenylphosphonic acid, 3,5-bromophenylphosphonic acid, 4-methoxyphenylphosphonic acid, 3,4- Dimethoxyphenylphosphonic acid, 1-naphthylphosphonic acid, 2-naphthylphosphonic acid, 5,6
7,8-Tetrahydro-2-naphthylphosphonic acid, 5,
6,7,8-tetrahydro-1-naphthylphosphonic acid,
Benzylphosphonic acid, 4-bromophenylmethylphosphonic acid, 3,4-dibromophenylmethylphosphonic acid,
3,5-Dibromophenylmethylphosphonic acid, 2-phenylethylphosphonic acid, 2- (4-bromophenyl) ethylphosphonic acid, 2- (3,4-dibromophenyl) ethylphosphonic acid, 2- (3,5-dibromo) Phenyl) ethylphosphonic acid, 3-phenylpropylphosphonic acid, 3
-(4-Bromophenyl) propylphosphonic acid, 3-
(3,4-dibromophenyl) propylphosphonic acid, 3
-(3,5-dibromophenyl) propylphosphonic acid,
4-phenylbutylphosphonic acid, 4- (4-bromophenyl) butylphosphonic acid, 4- (3,4-dibromophenyl) butylphosphonic acid, 4- (3,5-dibromophenyl) butylphosphonic acid, 2-pyridyl Phosphonic acid, 3
-Pyridylphosphonic acid, 4-pyridylphosphonic acid, 1-
Pyrrolidinomethylphosphonic acid, 1-pyrrolidinoethylphosphonic acid, 1-pyrrolidinopropylphosphonic acid, 1-pyrrolidinobutylphosphonic acid, pyrrole-1-phosphonic acid, pyrrole-2-phosphonic acid, pyrrole-3-phosphonic acid, Thiophene-2-phosphonic acid, thiophene-3-
Phosphonic acid, dithian-2-phosphonic acid, trithian-
2-phosphonic acid, furan-2-phosphonic acid, furan-3
-Phosphonic acid, vinylphosphonic acid, allylphosphonic acid, and the like, and thiophosphonic acid in which the oxygen atom bonded to the phosphorus atom by a double bond is substituted with a sulfur atom are also included. These may be used alone or in combination of two or more. Further, these phosphonic acids may be phosphonic acid derivatives such as acid chlorides, esters and amides thereof.

Further, these phosphonic acid residues may be partially replaced with the corresponding phosphonite residues which are trivalent phosphorus functional groups. By this, the oxidation resistance of the resin can be imparted, but in consideration of characteristic stability such as optical characteristics, the substitution ratio thereof is preferably 50% or less, more preferably 25% or less, further preferably 10% or less. is there.

Specific examples of the dihydric phenol constituting the dihydric phenol residue represented by the general formula (II) include 1,1-bis (4-hydroxyphenyl) methane,
1,1-bis (4-hydroxyphenyl) ethane, 1,
1-bis (4-methyl-2-hydroxyphenyl) methane, 1,1-bis (3,5-dimethyl-4-hydroxyphenyl) methane, 2,2-bis (4-hydroxyphenyl) -4-methylpentane , 1,1-bis (4-hydroxyphenyl) cyclohexane, 1,1-bis (4-
Hydroxyphenyl) cycloheptane, 1,1-bis (4-hydroxyphenyl) cyclooctane, 1,1-
Bis (4-hydroxyphenyl) cyclodecane, 1,1
-Bis (4-hydroxyphenyl) cyclododecane,
2,2-bis (4-hydroxyphenyl) propane,
2,2-bis (3-methyl-4-hydroxyphenyl)
Propane, 2,2-bis (3,5-dimethyl-4-hydroxyphenyl) propane, 1,1-bis (4-hydroxyphenyl) -1-phenylethane, 1,1-bis (4-hydroxyphenyl)- 2-ethylhexane,
2,2-bis (3-phenyl-4-hydroxyphenyl) propane, 1,1-bis (3-methyl-4-hydroxyphenyl) methane, 4,4′-biphenol, 2,
2-bis (4-hydroxyphenyl) butane, 1,1-
Bis (4-hydroxyphenyl) -2-methylpropane, 1,1-bis (4-hydroxyphenyl) -1-phenylmethane, 2,2-bis (4-hydroxyphenyl) octane, 1,1-bis (3 -Methyl-4-hydroxyphenyl) cyclohexane, 2,2-bis (3-allyl-4-hydroxyphenyl) propane, 2,2-bis (3-isopropyl-4-hydroxyphenyl) propane, 2,2-bis ( 3-tert-butyl-4-hydroxyphenyl) propane, 2,2-bis (3-sec)
Butyl-4-hydroxyphenyl) propane, bisphenolfluorene, 1,1-bis (2-methyl-4-hydroxy-5-tert-butylphenyl) -2-methylpropane, 4,4 '-[1,4-phenylene -Bis (2-propylidene)]-bis (2-methylphenol), 1,1-bis (3-phenyl-4-hydroxyphenyl) cyclohexane, 4,4'-dihydroxyphenyl ether, 1,1-bis (2 -Hydroxyphenyl) methane, 2,4'-methylenebisphenol, 1,
1-bis (3-methyl-4-hydroxyphenyl) methane, 1,1-bis (4-hydroxyphenyl) propane, 1,1-bis (2-hydroxy-5-methylphenyl) ethane, 1,1-bis (4-hydroxyphenyl)
-3-methyl-butane, 1,1-bis (2-hydroxy-3,5-dimethylphenyl) methane, 1,1-bis (4-hydroxyphenyl) cyclopentane, 1,1-
Bis (3-methyl-4-hydroxyphenyl) cyclopentane, 3,3-bis (4-hydroxyphenyl) pentane, 3,3-bis (3-methyl-4-hydroxyphenyl) pentane, 3,3-bis ( 3,5-dimethyl-4
-Hydroxyphenyl) pentane, 2,2-bis (2-
Hydroxy-3,5-dimethylphenyl) propane,
2,2-bis (4-hydroxyphenyl) nonane, 1,
1-bis (3-methyl-4-hydroxyphenyl) -1
-Phenylethane, 1,1-bis (3,5-dimethyl-
4-hydroxyphenyl) cyclohexane, 2,2-bis (4-hydroxyphenyl) decane, 1,1-bis (4-hydroxyphenyl) decane, 1,1-bis (2
-Hydroxy-3-tert-butyl-5-methylphenyl) methane, 1,1-bis (4-hydroxyphenyl) diphenylmethane, terpene diphenol, 1,1
-Bis (3-tert-butyl-4-hydroxyphenyl) cyclohexane, 1,1-bis (2-methyl-4-)
Hydroxy-5-tert-butylphenyl) -2-methylpropane, 2,2-bis (3-cyclohexyl-4)
-Hydroxyphenyl) propane, 1,1-bis (3,3
5-ditert-butyl-4-hydroxyphenyl) methane, 1,1-bis (3,5-disecbutyl-4-hydroxyphenyl) methane, 1,1-bis (3-cyclohexyl-4-hydroxyphenyl) Cyclohexane,
1,1-bis (2-hydroxy-3,5-ditert-
Butylphenyl) ethane, 1,1-bis (3-nonyl-
4-hydroxyphenyl) methane, 2,2-bis (3,3
5-ditert-butyl-4-hydroxyphenyl) propane, 1,1-bis (2-hydroxy-3,5-dit)
ert-butyl-6-methylphenyl) methane, 1,1
-Bis (3-phenyl-4-hydroxyphenyl) -1
-Phenylethane, 4,4-bis (4-hydroxyphenyl) pentanoic acid, bis (4-hydroxyphenyl) acetic acid butyl ester, 1,1-bis (3-fluoro-4-)
Hydroxyphenyl) methane, 1,1-bis (2-hydroxy-5-fluorophenyl) methane, 2,2-bis (4-hydroxyphenyl) -1,1,1,3,3,3
-Hexafluoropropane, 2,2-bis (3-fluoro-4-hydroxyphenyl) propane, 1,1-bis (3-fluoro-4-hydroxyphenyl) -1-phenylmethane, 1,1-bis (3 -Fluoro-4-hydroxyphenyl) -1- (p-fluorophenyl) methane, 1,1-bis (4-hydroxyphenyl) -1-
(P-Fluorophenyl) methane, 2,2-bis (3-
Chloro-4-hydroxy-5-methylphenyl) propane, 2,2-bis (3,5-dichloro-4-hydroxyphenyl) propane, 2,2-bis (3-chloro-4-)
Hydroxyphenyl) propane, 1,1-bis (3,5
-Dibromo-4-hydroxyphenyl) methane, 2,2
-Bis (3,5-dibromo-4-hydroxyphenyl)
Propane, 2,2-bis (3-nitro-4-hydroxyphenyl) propane, 3,3'-dimethyl-4,4'-
Biphenol, 3,3 ', 5,5'-tetramethyl-
4,4'-biphenol, 3,3 ', 5,5'-tetratert-butyl-4,4'-biphenol, bis (4
-Hydroxyphenyl) ketone, 3,3'-difluoro-4,4'-biphenol, 3,3 ', 5,5'-tetrafluoro-4,4'-biphenol, bis (4-hydroxyphenyl) dimethylsilane, Bis (4-hydroxyphenyl) sulfone, bis (3-methyl-4-hydroxyphenyl) sulfone, bis (3,5-dimethyl-4)
-Hydroxyphenyl) sulfone, bis (3,5-dibromo-4-hydroxyphenyl) sulfone, bis (4-
Hydroxyphenyl) thioether, bis (3-methyl-4-hydroxyphenyl) ether, bis (3-methyl-4-hydroxyphenyl) thioether, bis (3,5-dimethyl-4-hydroxyphenyl) ether, bis (3,3 5-dimethyl-4-hydroxyphenyl) thioether, 1,1-bis (2,3,5-trimethyl-4-hydroxyphenyl) -1-phenylmethane, 2,2-bis (4-hydroxyphenyl) dodecane, 2 , 2-bis (3-methyl-4-hydroxyphenyl) dodecane, 2,2-bis (3,5-dimethyl-4-)
Hydroxyphenyl) dodecane, 1,1-bis (3-t
ert-butyl-4-hydroxyphenyl) -1-phenylethane, 1,1-bis (3,5-ditert-butyl-4-hydroxyphenyl) -1-phenylethane,
1,1-bis (2-methyl-4-hydroxy-5-cyclohexylphenyl) -2-methylpropane, 1,1-
Bis (2-hydroxy-3,5-ditert-butylphenyl) ethane, 2,2-bis (4-hydroxyphenyl) propanoic acid methyl ester, 2,2-bis (4-hydroxyphenyl) propanoic acid ethyl ester, Isatin bisphenol, isatin biscresol, 2,
2 ', 3,3', 5,5'-hexamethyl-4,4'-
Biphenol, bis (2-hydroxyphenyl) methane, 2,4'-methylenebisphenol, 1,2-bis (4-hydroxyphenyl) ethane, 2- (4-hydroxyphenyl) -2- (2-hydroxyphenyl) propane , Bis (2-hydroxy-3-allylphenyl) methane, 1,1-bis (2-hydroxy-3,5-dimethylphenyl) -2-methylpropane, 1,1-bis (2
-Hydroxy-5-tert-butylphenyl) ethane, bis (2-hydroxy-5-phenylphenyl) methane, 1,1-bis (2-methyl-4-hydroxy-5)
-Tert-butylphenyl) butane, bis (2-methyl-4-hydroxy-5-cyclohexylphenyl) methane, 2,2-bis (4-hydroxyphenyl) pentadecane, 2,2-bis (3-methyl-4-) Hydroxyphenyl) pentadecane, 2,2-bis (3,5-dimethyl-4-hydroxyphenyl) pentadecane, 1,2-
Bis (3,5-ditert-butyl-4-hydroxyphenyl) ethane, bis (2-hydroxy-3,5-dit
ert-butylphenyl) methane, 2,2-bis (3-
Styryl-4-hydroxyphenyl) propane, 1,1
-Bis (4-hydroxyphenyl) -1- (p-nitrophenyl) ethane, bis (3,5-difluoro-4-hydroxyphenyl) methane, bis (3,5-difluoro-4-hydroxyphenyl) -1- Phenylmethane, bis (3,5-difluoro-4-hydroxyphenyl) diphenylmethane, bis (3-fluoro-4-hydroxyphenyl) diphenylmethane, 2,2-bis (3-chloro-4-hydroxyphenyl) propane, 3, 3 ',
5,5'-tetratert-butyl-2,2'-biphenol, 2,2'-diallyl-4,4'-biphenol, 1,1-bis (4-hydroxyphenyl) -3,
3,5-Trimethyl-cyclohexane, 1,1-bis (4-hydroxyphenyl) -3,3,5,5-tetramethyl-cyclohexane, 1,1-bis (4-hydroxyphenyl) -3,3,4 -Trimethyl-cyclohexane, 1,1-bis (4-hydroxyphenyl) -3,3
-Dimethyl-5-ethyl-cyclohexane, 1,1-bis (4-hydroxyphenyl) -3,3,5-trimethyl-cyclopentane, 1,1-bis (3,5-dimethyl-4-hydroxyphenyl)- 3,3,5-Trimethyl-cyclohexane, 1,1-bis (3,5-diphenyl-4-hydroxyphenyl) -3,3,5-trimethyl-cyclohexane, 1,1-bis (3-methyl-4-) Hydroxyphenyl) -3,3,5-trimethyl-cyclohexane, 1,1-bis (3-phenyl-4-hydroxyphenyl) -3,3,5-trimethyl-cyclohexane, 1,1-bis (3,5- Dichloro-4-hydroxyphenyl) -3,3,5-trimethyl-cyclohexane, 9,9-bis (4-hydroxyphenyl) fluorene, 9,9-bis ( , 5-Dimethyl-4-hydroxyphenyl) fluorene, 1,1-bis (3,5-dibromo-4-hydroxyphenyl) -3,3,5-trimethyl-cyclohexane, α, α-bis (4-hydroxyphenyl) ) -1,4-Diisopropylbenzene and the like, which may be used alone or in combination of two or more.

Such a dihydric phenol can be used depending on the performance of the thermoplastic transparent resin obtained. Further, dihydroxybenzene can be used within a range where the effect of the present invention is not impaired. Examples of these dihydroxybenzenes include resorcinol, hydroquinone, 1,2.
-Dihydroxybenzene and the like can be mentioned, and these can be used alone or in combination.

Further, the thermoplastic transparent resin used in the present invention does not necessarily have to be linear, and a polyhydric phenol can be copolymerized depending on the performance of the thermoplastic transparent resin obtained. Specific examples of such polyphenols include tris (4-hydroxyphenyl) methane,
4,4 '-[1- [4- [1- (4-hydroxyphenyl) -1-methylethyl] phenyl] ethylidene] bisphenol, 2,3,4,4'-tetrahydroxybenzophenone, 4- [bis ( 4-hydroxyphenyl) methyl] -2-methoxyphenol, tris (3-methyl-4-hydroxyphenyl) methane, 4- [bis (3-
Methyl-4-hydroxyphenyl) methyl] -2-methoxyphenol, 4- [bis (3,5-dimethyl-4-)
Hydroxyphenyl) methyl] -2-methoxyphenol, 1,1,1-tris (4-hydroxyphenyl) ethane, 1,1,1-tris (3-methyl-4-hydroxyphenyl) ethane, 1,1,1 -Tris (3,5-dimethyl-4-hydroxyphenyl) ethane, tris (3
-Methyl-4-hydroxyphenyl) methane, tris (3,5-dimethyl-4-hydroxyphenyl) methane, 2,6-bis [(2-hydroxy-5-methylphenyl) methyl] -4-methylphenol, 4 -[Bis (3,5-dimethyl-4-hydroxyphenyl) methyl] -1,2-dihydroxybenzene, 2- [bis (2
-Methyl-4-hydroxy-5-cyclohexylphenyl) methyl] -phenol, 4- [bis (2-methyl-
4-hydroxy-5-cyclohexylphenyl) methyl] -1,2-dihydroxybenzene, 4-methylphenyl-1,2,3-trihydroxybenzene, 4-
[(4-hydroxyphenyl) methyl] -1,2,3-
Trihydroxybenzene, 4- [1- (4-hydroxyphenyl) -1-methyl-ethyl] -1,3-dihydroxybenzene, 4-[(3,5-dimethyl-4-hydroxyphenyl) methyl] -1, 2,3-trihydroxybenzene, 1,4-bis [1-bis (3,4-dihydroxyphenyl) -1-methyl-ethyl] benzene, 1,
4-bis [1-bis (2,3,4-trihydroxyphenyl) -1-methyl-ethyl] benzene, 2,4-bis [(4-hydroxyphenyl) methyl] -1,3-dihydroxybenzene, 2 -[Bis (3-methyl-4-hydroxyphenyl) methyl] phenol, 4- [bis (3
-Methyl-4-hydroxyphenyl) methyl] phenol, 2- [bis (2-methyl-4-hydroxyphenyl) methyl] phenol, 4- [bis (3-methyl-4)
-Hydroxyphenyl) methyl] -1,2-dihydroxybenzene, 4- [bis (4-hydroxyphenyl) methyl] -2-ethoxyphenol, 2- [bis (2,3
-Dimethyl-4-hydroxyphenyl) methyl] phenol, 4- [bis (3,5-dimethyl-4-hydroxyphenyl) methyl] phenol, 3- [bis (3,5-
Dimethyl-4-hydroxyphenyl) methyl] phenol, 2- [bis (2-hydroxy-3,6-dimethylphenyl) methyl] phenol, 4- [bis (2-hydroxy-3,6-dimethylphenyl) methyl] phenol , 4- [bis (3,5-dimethyl-4-hydroxyphenyl) methyl] -2-methoxyphenol, 3,6-
[Bis (3,5-dimethyl-4-hydroxyphenyl)
Methyl] -1,2-dihydroxybenzene, 4,6-
[Bis (3,5-dimethyl-4-hydroxyphenyl)
Methyl] -1,2,3-trihydroxybenzene, 2-
[Bis (2,3,6-trimethyl-4-hydroxyphenyl) methyl] phenol, 2- [bis (2,3,5-
Trimethyl-4-hydroxyphenyl) methyl] phenol, 3- [bis (2,3,5-trimethyl-4-hydroxyphenyl) methyl] phenol, 4- [bis (2,3,5-trimethyl-4-hydroxyphenyl) )
Methyl] phenol, 4- [bis (2,3,5-trimethyl-4-hydroxyphenyl) methyl] -1,2-dihydroxybenzene, 3- [bis (2-methyl-4-hydroxy-5-cyclohexylphenyl) Methyl] phenol, 4- [bis (2-methyl-4-hydroxy-5)
-Cyclohexylphenyl) methyl] phenol, 4-
[Bis (2-methyl-4-hydroxy-5-cyclohexylphenyl) methyl] -2-methoxyphenol,
2,4,6- [Tris (4-hydroxyphenylmethyl) -1,3-dihydroxybenzene, 1,1,2,2
-Tetra (3-methyl-4-hydroxyphenyl) ethane, 1,1,2,2-tetra (3,5-dimethyl-4-)
Hydroxyphenyl) ethane, 1,4-[[bis (4-
Hydroxyphenyl) methyl]] benzene, 1,4-di [bis (3-methyl-4-hydroxyphenyl) methyl] benzene, 1,4-di [bis (3,5-dimethyl-
4-hydroxyphenyl) methyl] benzene, 4-
[1,1-bis (4-hydroxyphenyl) ethyl] aniline, (2,4-dihydroxyphenyl) (4-hydroxyphenyl) ketone, 2- [bis (4-hydroxyphenyl) methyl] phenol, 1,3,3 3-Tori (4
-Hydroxyphenyl) butane and the like can be mentioned, and these can be used alone or in combination.

Further, the thermoplastic transparent resin used in the present invention may be copolymerized with other components or blended with other polymers within a range not impairing the object of the present invention. Examples of such components include (meth) acrylic acid ester-based monomers, aromatic vinyl monomers, alicyclic vinyl monomers, and heterocyclic vinyl monomers as copolymerizable monomers. Examples of the molecule include polymers obtained from the above-mentioned monomers and the like. In particular, an amorphous polymer is useful in the embodiment of the present invention in terms of transparency. Further, various antioxidants such as hindered phenol-based, hindered amine-based, thioether-based, and phosphorus-phosphorus-based antioxidants can be added as long as the characteristics are not impaired.

As a method for producing a thermoplastic transparent resin which is a preferred embodiment used in the present invention, a solution polymerization method (A.
Conix, Ind. Eng. Chem., 51, 147 (1959), Japanese Patent Publication No. 37
-5599), a melt polymerization method of heating an acid halide and a divalent phenol in the presence of a catalyst such as magnesium chloride, and a melt polymerization method of heating a divalent acid and a divalent phenol in the presence of diallyl carbonate ( Japanese Patent Publication 38-262
99), an interfacial polymerization method of mixing a divalent acid halide dissolved in an organic solvent incompatible with water and a divalent phenol dissolved in an alkaline aqueous solution (WM Eareckso
n, J. Poly. Sci., XL, 399 (1959), Japanese Patent Publication No. 40-195
No. 9), etc., but the solution polymerization method is particularly preferably adopted. Explaining one example of the solution polymerization method, a phosphonic acid derivative that is a precursor molecule of a phosphonic acid residue,
The resin of the present invention can be obtained by mixing and reacting a dihydric phenol in the presence of a base such as triethylamine, followed by addition of a precursor molecule of a carbonate residue such as triphosgene and condensation polymerization. At this time, a higher molecular weight compound can be obtained by adding triphosgene after the addition of the phosphonic acid derivative, instead of simultaneously adding and reacting the phosphonic acid derivative and triphosgene. As the phosphonic acid derivative or carbonate derivative, halides, acid anhydrides, esters and the like thereof are used, but are not particularly limited.

A preferred embodiment of the method for controlling the molecular weight of the thermoplastic transparent resin used in the present invention is to add a monofunctional substance during polymerization. Examples of the monofunctional substance used as the molecular weight modifier include monophenols such as phenol, cresol and p-tert-butylphenol, benzoic acid chloride,
Examples thereof include monovalent acid chlorides such as methanesulfonyl chloride and phenyl chloroformate.

The plastic molded article of the present invention comprises a coating having a hard coat property provided on at least one surface of the above-mentioned thermoplastic transparent resin. The hard coat property means that a coating film having a hardness higher than that of the plastic molded body is provided so as to supplement the surface hardness of the plastic molded body and improve scratch resistance. An organic polymer is contained in the hard coat film of the present invention. Specific examples of usable organic polymers include polyvinyl alcohol, celluloses, melamine resins, epoxy resins, polysiloxane resins, acrylic resins, urethane resins, and polycarbonate resins. Further, these organic polymer components can be used alone or in combination of two or more kinds, and the organic polymer can be three-dimensionally crosslinked by using various curing agents, crosslinking agents and the like. . For applications where scratch resistance is particularly important, a curable coating is preferable, and for example, an acrylic resin, a polysiloxane resin, an epoxy resin, a urethane resin, a melamine resin, or a single type or a complex type is preferably used. The method for curing the coating having the hard coat property of the present invention is
Although not particularly limited, known methods such as heat drying, ultraviolet irradiation, and electron beam irradiation can be applied. It is also possible to use these methods together. Among them, in consideration of various characteristics such as scratch resistance, heat resistance, chemical resistance, and optical characteristics, it is preferable to use a polysiloxane resin, and more preferably, an organosilicon compound represented by the following general formula (III) or The hydrolyzate and the following general formula (IV)
At least one organosilicon compound selected from the group consisting of organosilicon compounds represented by and a hydrolyzate thereof and / or a hydrolyzate thereof is used.

General formula (III)

[0029]

[Chemical 7]

General formula (IV)

[0031]

[Chemical 8]

(Where R³, R^Four, R^Five, R⁶Has 1 carbon
10 to 10 organic groups. Z¹, Z², Z ³Is a hydrolyzable group
And c, d, and e are 0 or 1. Y²Is the carbon number
2 to 40 organic groups. ).

First, the organosilicon compound represented by the general formula (III) or its hydrolyzate will be described. In the formula represented by the general formula (III), R ³ and R ⁴ are organic groups having 1 to 10 carbon atoms, and specific examples thereof include carbonization of methyl group, ethyl group, phenyl group, vinyl group and the like. Halogenated hydrocarbon group such as hydrogen group, chloropropyl group, 3,3,3-trifluoropropyl group, epoxy group such as γ-glycidoxypropyl group, β- (3,4-epoxycyclohexyl) ethyl group Examples include organic groups, (meth) acryl group-containing organic groups such as γ-methacryloxypropyl group, γ-acryloxypropyl group, and other organic groups having various substituents such as mercapto group, cyano group and amino group. . R ³ and R ⁴ may be the same or different. Z ¹ is not particularly limited as long as it is a functional group capable of being hydrolyzed, that is, a silanol group is formed by a hydrolysis reaction. Specific examples thereof include alkoxy groups such as methoxy group, ethoxy group and methoxyethoxy group. Group, an acyloxy group such as an acetoxy group, a halogen group such as a chloro group and a bromo group, and an aryloxy group such as a phenoxy group. Further, c is 0 or 1, but when c is 1, it is resistant that at least one of R ^{3 and} R ⁴ is a reactive group such as an epoxy group-containing organic group or a (meth) acryloxy group-containing organic group. It is preferable from the viewpoint of improving scratch resistance. As specific representative examples of these organosilicon compounds, methyltrimethoxysilane, methyltriethoxysilane, methyltrimethoxyethoxysilane, methyltriacetoxysilane, methyltripropoxysilane, methyltributoxysilane, ethyltrimethoxysilane, Ethyltriethoxysilane,
Vinyltrimethoxysilane, vinyltriethoxysilane, vinyltriacetoxysilane, vinyltrimethoxyethoxysilane, phenyltrimethoxysilane, phenyltriethoxysilane, phenyltriacetoxysilane, γ-chloropropyltrimethoxysilane, γ-chloropropyltriethoxy Silane, γ-chloropropyltriacetoxysilane, γ-methacryloxypropyltrimethoxysilane, γ-aminopropyltrimethoxysilane, γ-aminopropyltriethoxysilane, γ-mercaptopropyltrimethoxysilane, γ-mercaptopropyltriethoxysilane , N-β- (aminoethyl) -γ-aminopropyltrimethoxysilane, β-cyanoethyltriethoxysilane, methyltriphenoxysilane, chloromethyltrimethoxy Sisilane, chloromethyltriethoxysilane, glycidoxymethyltrimethoxysilane, glycidoxymethyltriethoxysilane, α
-Glycidoxyethyltrimethoxysilane, α-glycidoxyethyltriethoxysilane, β-glycidoxyethyltrimethoxysilane, β-glycidoxyethyltriethoxysilane, α-glycidoxypropyltrimethoxysilane, α -Glycidoxypropyltriethoxysilane, β-glycidoxypropyltrimethoxysilane, β
-Glycidoxypropyltriethoxysilane, γ-glycidoxypropyltrimethoxysilane, γ-glycidoxypropyltriethoxysilane, γ-glycidoxypropyltripropoxysilane, γ-glycidoxypropyltributoxysilane, γ -Glycidoxypropyltrimethoxyethoxysilane, γ-glycidoxypropyltriphenoxysilane, α-glycidoxybutyltrimethoxysilane, α-glycidoxybutyltriethoxysilane, β-glycidoxybutyltrimethoxysilane, β-
Glycidoxybutyltriethoxysilane, γ-glycidoxybutyltrimethoxysilane, γ-glycidoxybutyltriethoxysilane, δ-glycidoxybutyltrimethoxysilane, δ-glycidoxybutyltriethoxysilane, (3 , 4-Epoxycyclohexyl) methyltrimethoxysilane, (3,4-epoxycyclohexyl)
Methyltriethoxysilane, β- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, β- (3,3
4-epoxycyclohexyl) ethyltriethoxysilane, β- (3,4-epoxycyclohexyl) ethyltripropoxysilane, β- (3,4-epoxycyclohexyl) ethyltributoxysilane, β- (3,4-epoxycyclohexyl) Ethyltrimethoxyethoxysilane, β- (3,4-epoxycyclohexyl) ethyltrimethoxyethoxysilane, β- (3,4-epoxycyclohexyl) ethyltriphenoxysilane, γ-
(3,4-epoxycyclohexyl) propyltrimethoxysilane, γ- (3,4-epoxycyclohexyl)
Propyltriethoxysilane, δ- (3,4-epoxycyclohexyl) butyltrimethoxysilane, δ-
Trialkoxysilanes such as (3,4-epoxycyclohexyl) butyltriethoxysilane, triacyloxysilanes, or triphenoxysilanes or hydrolysates thereof and dimethyldimethoxysilane, phenylmethyldimethoxysilane, dimethyldiethoxysilane, phenylmethyldi Ethoxysilane, γ-chloropropylmethyldimethoxysilane, γ-chloropropylmethyldiethoxysilane, dimethyldiacetoxysilane, γ-methacryloxypropylmethyldimethoxysilane, γ-methacryloxypropylmethyldiethoxysilane, γ-
Mercaptopropylmethyldimethoxysilane, γ-mercaptopropylmethyldiethoxysilane, γ-aminopropylmethyldimethoxysilane, γ-aminopropylmethyldiethoxysilane, methylvinyldimethoxysilane, methylvinyldiethoxysilane, glycidoxymethylmethyldimethoxysilane , Glycidoxymethylmethyldiethoxysilane, α-glycidoxyethylmethyldimethoxysilane, α-glycidoxyethylmethyldiethoxysilane, β-glycidoxyethylmethyldimethoxysilane, β-glycidoxyethylmethyldiethoxysilane Silane, α-glycidoxypropylmethyldimethoxysilane, α-glycidoxypropylmethyldiethoxysilane, β-glycidoxypropylmethyldimethoxysilane, β-glycidoxypropylmethyl Diethoxysilane, γ-glycidoxypropylmethyldimethoxysilane, γ-glycidoxypropylmethyldiethoxysilane, γ-glycidoxypropylmethyldipropoxysilane, γ-glycidoxypropylmethyldibutoxysilane, γ-glycine Sidoxypropylmethylmethoxyethoxysilane, γ-glycidoxypropylmethyldiphenoxysilane, γ-glycidoxypropylmethyldiacetoxysilane, γ-glycidoxypropylethyldimethoxysilane, γ-glycidoxypropylethyldiethoxysilane , Γ-glycidoxypropylvinyldimethoxysilane, γ-glycidoxypropylvinyldiethoxysilane, γ-glycidoxypropylphenyldimethoxysilane, γ-glycidoxypropylphenyldiethoxysilane, etc. Silane, di-phenoxy silane or diacyl-oxy silane or hydrolyzate thereof are examples.

Next, another usable organosilicon compound represented by the general formula (IV) or its hydrolyzate will be described. Examples of R ⁵ and R ⁶ in the general formula (IV) are the same as those in the general formula (III). Examples of Z ² and Z ^{3 are the same} as those of Z ^1, and d and e are 0 or 1. Y ² is an organic group having 2 to 40 carbon atoms. That is, Y ² is a functional group contained in the molecule through two Si atoms and a Si—C bond, and the functional group contains a carbon atom such as an oxygen atom and a nitrogen atom, and a hetero atom other than hydrogen. But there is no problem. Furthermore, within the range of 2 to 40 carbon atoms, the organic group may be in a chain form, and even if an oxygen atom or the like is present as an epoxy ring, there is no problem and a functional group at the time of curing. It is preferable from the point of contributing as.

As a concrete example,

[0036]

[Chemical 9]

And the like.

As the organosilicon compound represented by the above general formula (III) or (IV), it is preferable to use an organosilicon compound containing an epoxy group or a glycidoxy group particularly for the purpose of imparting dyeability. Further, in order to lower the refractive index, it is preferable to use an organosilicon compound containing a fluoroalkyl group, a methyl group or the like. In order to further increase the refractive index, it is preferable to use an organosilicon compound containing a phenyl group, a styryl group, or the like. Further, from the viewpoints of curing speed, easiness of hydrolysis and the like, as Z ¹ , Z ² and Z ³ , an alkoxy group having 1 to 4 carbon atoms or an alkoxyalkoxy group is preferably used. Among these organosilicon compounds, a hydrolyzate is preferable in order to lower the curing temperature and further accelerate the curing. Hydrolysis is produced by mixing pure water or an acidic aqueous solution such as hydrochloric acid, acetic acid or sulfuric acid and stirring. It is also possible to easily control the degree of hydrolysis by adjusting the blending amount of pure water or an acidic aqueous solution. At the time of hydrolysis, it is preferable to mix pure water or an acidic aqueous solution in an amount of at least equimolar and not more than 3 times the molar amount of Z ¹ , Z ² and Z ³ of the general formula (III) or (IV) from the viewpoint of accelerating the curing. During the hydrolysis, it is possible to perform the hydrolysis without a solvent because alcohol or the like is generated, but it is also possible to perform the hydrolysis after mixing the organic silicon compound and the solvent for the purpose of performing the hydrolysis more uniformly. It is possible. Depending on the purpose, it is also possible to remove an appropriate amount of alcohol and the like after hydrolysis under heating and / or reduced pressure before use, and to add an appropriate solvent after that. Examples of these solvents include alcohols, esters, ethers, ketones, halogenated hydrocarbons, aromatic hydrocarbons such as toluene and xylene, and solvents such as N, N-dimethylformamide. These solvents can be used as a mixed solvent of two or more kinds, if necessary. Further, depending on the purpose, it is possible to accelerate the hydrolysis reaction and further heat it to room temperature or higher in order to proceed the reaction such as precondensation, or to lower the hydrolysis temperature to room temperature or lower in order to suppress precondensation. It is also possible. Further, there is a fine particle inorganic substance as a constituent component which is preferably used for the purpose of improving the scratch resistance of a coating having a hard coat property, controlling the refractive index, improving the heat resistance and the like. The fine particulate inorganic material is preferably one that does not impair the transparency in the coating film state, and is not particularly limited as long as it achieves the purpose, but workability,
A particularly preferable example from the viewpoint of imparting transparency is a sol dispersed in a colloidal form. Specific representative examples thereof include magnesium fluoride sol, silica sol, titanium oxide sol, cerium oxide sol, zirconia sol, antimony oxide sol, and alumina sol. The blending amount of the fine particle inorganic material is not particularly limited, but in order to more significantly express the blending effect, it is preferable that the coating film having a hard coat property contains 5% by weight or more and 80% by weight or less. That is, when the amount is less than 5% by weight, no obvious compounding effect is observed, and when the amount is 80% by weight or more, cracks tend to occur in the coating. As the particle size of the fine particle inorganic material, those having an average particle size of 1 to 200 nm are usually used, but those having an average particle size of 5 to 100 nm are preferably used. When the average particle diameter exceeds 200 nm, the transparency of the coating film is reduced and the turbidity becomes large, which makes it difficult to form a thick film. Again 1
If it is less than nm, the stability of the dispersed state is poor and the reproducibility is poor. Further, there is no problem even if various kinds of surfactants and amines are added in order to improve the dispersibility of the particulate inorganic substance. Further, there is no problem in using two or more kinds of fine particle inorganic substances in combination. In the coating composition for forming a film having these hard coat properties, it is possible to use various surfactants for the purpose of improving the flow at the time of application, particularly dimethylpolysiloxane and alkylene oxide. Block or graft copolymers with and further fluorine-containing surfactants are effective. Further, it is possible to add an ultraviolet absorber for the purpose of improving weather resistance and light resistance, and an antioxidant as a method for improving heat deterioration resistance. Further, in these coating compositions, an inorganic compound other than the inorganic fine particles can be blended within a range that does not significantly reduce the film performance, the transparency and the like. By using these compounds in combination, various properties such as adhesion to a plastic molded product, chemical resistance, scratch resistance, durability, and dyeability can be improved. Examples of the compoundable inorganic materials include metal alkoxides represented by the following general formula (V), chelate compounds and / or hydrolysates thereof.

General formula (V) M (OR ⁷ ) m (where R ⁷ is an alkyl group, an acyl group or an alkoxyalkyl group, and m is the same as the number of charges of the metal M. M
Examples thereof include silicon, titanium, zircon, antimony, tantalum, germanium, aluminum and the like. ).

When forming a film having a hard coat property in the present invention, various curing agents can be used for the purpose of facilitating curing, curing at low temperature and the like. As the curing agent, various epoxy resin curing agents, various organic silicon resin curing agents, etc. are applied. Specific examples of these curing agents include various organic acids and their acid anhydrides, nitrogen-containing organic compounds, various metal complex compounds or metal alkoxides, and organic carboxylates and carbonates of alkali metals. Examples thereof include various salts, radical polymerization initiators such as peroxides and azobisisobutyronitrile. These curing agents can be used as a mixture of two or more kinds. Among these curing agents, the following aluminum chelate compounds are particularly useful for the purpose of the present invention from the viewpoints of stability of coating materials and prevention of coloration of coating films after coating. The aluminum chelate compound as used herein is an aluminum chelate compound represented by the general formula AlY _n Z _3-n (where Y is OL (L is an alkyl group having 1 to 4 carbon atoms), and Z is the general formula M ¹ COCH ₂ C
A ligand derived from a compound represented by OM ² (M ¹ and M ² are both alkyl groups having 1 to 4 carbon atoms), and a general formula M ³ COCH ₂ COOM ⁴ (M ³ and M ⁴ are both carbon It is at least one selected from the ligands derived from the compounds represented by the formulas (alkyl groups of 1 to 4), and n is 0, 1 or 2. ). Among the aluminum chelate compounds represented by Al Y _n Z _3-n , aluminum acetylacetonate and aluminum bisethylacetoacetate from the viewpoints of solubility in coating compositions, stability, effect as a curing catalyst, and the like. Monoacetylacetonate, aluminum di-n-butoxide-monoethylacetoacetate, aluminum-di-iso-propoxide-monomethylacetoacetate and the like are preferable. There is no problem in using two or more of these curing agents in combination. As a coating method, a method used in a usual coating operation can be applied, but for example, a dip coating method, a flow coating method, a spin coating method and the like are preferable. The coating composition thus applied is generally cured by heating and drying. As a heating method, hot air or infrared rays can be used. The heating temperature should be determined depending on the thermoplastic transparent resin to be applied and the coating composition used, but usually room temperature to 250 ° C., more preferably 35 to 200 ° C. is used. If the temperature is lower than this, curing or drying tends to be insufficient, and if the temperature is higher than this, thermal decomposition, cracking, etc. occur, and further problems such as yellowing are likely to occur.

The refractive index of the coating having a hard coat property in the present invention is preferably in the range of 1.40 to 1.65 in order to impart antireflection property or to obtain a plastic molded product having no interference fringes. Further, in order to obtain a high-quality plastic molded product without interference fringes, it is preferable to set the difference in refractive index between the thermoplastic transparent resin and the film having hard coat property to ± 0.05. Especially in applications where it is necessary to suppress the generation of interference fringes as much as possible, the difference in refractive index is ± 0.02
It is preferable to set it within the range. The film thickness of the hard coat film in the present invention is not particularly limited, but from the viewpoint of maintaining the adhesion strength, scratch resistance, etc., it is 10 to 20,0.
It is preferably used between 00 nm. That is, 10n
If it is less than m, the coating effect is not recognized, and if it exceeds 20,000 nm, uneven coating is likely to occur.

In applying the coating material in the present invention, it is preferable that the surface to be applied is cleaned, and in the cleaning, dirt is removed by a surfactant, degreasing by an organic solvent, and steam cleaning by Freon. Etc. are applied.

Further, in the present invention, it is possible to pretreat the interface for the purpose of improving the adhesiveness with the thermoplastic transparent resin when coating a film having a hard coat property. Examples of such pretreatment include chemical treatment with acid, alkali, etc., corona discharge, activated gas treatment with direct current, low frequency, high frequency, microwave, etc. under reduced pressure, short wavelength ultraviolet irradiation, etc., depending on the concentration. .

In the present invention, antireflection property can be preferably imparted. With antireflection, when looking at an object through a transparent molded article, it is difficult to see that the reflected light is strong and the reflected image is clear.
This is to prevent a reflected image called flare and the like from causing discomfort to the eyes. For example, in a single layer coating,
A film with a refractive index lower than that of the base material has an optical film thickness of 1/4 of the light wavelength.
Or, it is to give a minimum reflectance, that is, a maximum transmittance by selecting it to be an odd multiple thereof. Here, the optical film thickness is given by the product of the refractive index of the film and the film thickness of the film. Examples of the method for imparting antireflection property include wet coating and dry coating such as vacuum deposition. Further, the film structure for imparting the antireflection property may be a single layer or a multilayer, and the refractive index of the thermoplastic transparent resin, the refractive index and the film thickness of the coating having the hard coat property, or the required reflection The optimum combination is determined by the prevention performance and the like.
Many combinations have already been proposed for antireflection characteristics (Optical Technology Contact, Vol. 9, No. 6).
8.17-23. (1971), OPTICS OF
THIN FILMS, 159-282. A. VASI
CEK (NORTH-HALLAND PUBLISH
ING COMPANY). AMSTERDAM (19
60)), it is no problem to use these combinations in the present invention. Further, the above-mentioned pretreatment or the like is effective as a means for improving the adhesion between the layers.

The plastic molded product of the present invention can be preferably used as a lens. The method for obtaining the lens may be any known method and is not particularly limited, and examples thereof include an injection molding method, a press molding method, a compression molding method, a transfer molding method, a lamination molding method and an extrusion molding method.

Further, the plastic molded product of the present invention has particularly good optical properties, mechanical properties, impact resistance, scratch resistance, is easy to be applied to a large-sized molded product, and further has dyeability and heat resistance. Since it has light resistance, light resistance, and weather resistance,
In addition to lenses such as eyeglass lenses, it is preferably used for films, filters for various display elements, and the like.

[0047]

The present invention will be described below with reference to examples.
The invention is not limited by these examples.
In addition, each measurement and evaluation were performed by the following methods.

1. Various Performances of Thermoplastic Transparent Resin 1.1 Optical Characteristics The thermoplastic transparent resin was polished so that two surfaces orthogonal to each other had a mirror finish. Using a refractometer (KPR-2 manufactured by Calnew Optical Co., Ltd.), d-line (wavelength: 58)
The refractive index (nd) (7.6 nm) and the Abbe number (νd) obtained from the following equation were measured. Abbe number (νd) = (nd−1) / (nf−nc) (where nd: d line refractive index (wavelength 587.6 nm),
nf: f-line refractive index (wavelength 656.3 nm), nc: c-line refractive index (wavelength 486.1 nm). ) That is, the larger the value, the lower the dispersion.

1.2 Mechanical Properties A sample was molded into a size of about 10 mm × 25 mm × 3 mm, and Tensilon manufactured by Orientec Co., Ltd. (Model RTM-10
0) is used, distance between fulcrums is 22 mm, bending speed is 1.5 m
A bending test was performed at m. The evaluation parameter was the toughness value (bending stress x fracture displacement), which is an index of brittleness.

1.3 Glass Transition Temperature Differential Scanning Calorimeter (Seiko Denshi Kogyo KK: SSC
5200) was used to measure the glass transition temperature (Tg) under the following conditions. In addition, the measurement was performed twice for one sample without taking out the sample from the measuring instrument, and the measurement result of the second time was used. That is, immediately after completion of the first measurement operation, cooling and stabilization of the temperature after cooling were performed under the following condition (a), and immediately after that, the second measurement was performed under the same conditions.

Sample container: Open type sample container made of aluminum Sample amount: Approximately 5 mg Atmosphere: Dry nitrogen flow (20 ml / min) Measuring conditions: 0 to 250 ° C. Temperature rising rate: 10 ° C./min (a) Cooling, temperature stabilization Cooling rate 20 under a dry nitrogen flow atmosphere of 20 ml / min.
The temperature was stabilized at 0 ° C./min at 0 ° C. and kept for 30 minutes.

2. Various performances of plastic molded product having hard coat property 2.1 Those in which transparency and cracks were not observed by visual inspection were evaluated as ◯.

2.2 Total light transmittance Digital SM color computer (Suga Test Instruments Co., Ltd.)
Company: SM-7-CH) is used, and total light transmittance (Tt
%) And yellowness index (ΔYI) were measured.

2.3 Haze A haze value (Hz%) was measured using a fully automatic direct-reading haze computer (HGM-2DP manufactured by Suga Test Instruments Co., Ltd.).

2.4 On the surface of the adhesive coating, 100 cross-cuts reaching a thermoplastic transparent resin of 1 mm were put on the coating with a rope knife, and a cellophane adhesive tape (trade name "Cellotape (registered trademark)" Nichiban (Ltd.) was used. ) Was strongly adhered and rapidly peeled off in the 90 ° direction, and there was no film peeling.

2.5 The scratch-resistant coating surface was rubbed with No. 0000 steel wool (manufactured by Japan Steel Wool Co., Ltd .: trade name "Bonster") to determine the degree of scratches. The judgment criteria are as follows. ○: No scratches even with strong rubbing △: Slight scratches with strong rubbing ×: Scratches with weak rubbing

2.6 Dyeing disperse dye (a mixture of three colors of red, blue and yellow) was used at 93 ° C.
After dyeing for 0 minute, the degree of dyeing was measured by using the apparatus described in the above item 2.2, and the total light transmittance was measured. The smaller the total light transmittance, the deeper the dyeability.

2.7 Leveling property The appearance after dyeing in the above item 2.6 was visually observed by rotating it on white paper. The judgment criteria are as follows. ○: uniformly dyed ×: uneven dyeing is observed.

2.8 Lightfastness Using a UV long life fade meter (FAL-5B, manufactured by Suga Test Instruments Co., Ltd.), irradiation was performed for a predetermined time, and the yellowness (ΔYI ) Was measured.

2.9 Heat resistance The product was left in a dryer set at 120 ° C. for 8 hours, and the yellowness index (ΔYI) was measured using the apparatus described in 2.2 above.

2.10 Refractive index self-recording spectrophotometer (U-341, manufactured by Hitachi, Ltd.)
0) was used and was calculated from the reflection spectrum and the film thickness of the coating by the following formula. (Here, the refractive index is n and the incident angle is θ (U
-3410), the film thickness is d, the wavelengths of two measurement points in the reflection spectrum are λ ₁ λ _2, and the number of interference peaks between them is N. ) The film thickness d is represented by the following equation.

[0062] d = (N-1) / [2 × (n 2 -sin
² θ) ^1/2 × {(1 / λ ₁ ) − (1 / λ ₂ )}] When N = 2, the refractive index n is represented by the following equation.

N = [{λ ₁ × λ ₂ / d × (λ ₂ −λ ₁ )} ²
+ Sin ² θ] ^1/2 .

Example 1 1. Preparation of thermoplastic transparent resin 1,2-dichloroethane (100 ml) under nitrogen atmosphere
1,1-bis (4-hydroxyphenyl) cyclohexane (40 mmol), and triethylamine (8
(8 mmol) were mixed and stirred under ice cooling. Add 1 part of phenylphosphonic acid dichloride (30 mmol) to this solution.
A 2-dichloroethane (45 ml) solution was added dropwise over 60 minutes, and after completion of the addition, the mixture was stirred at room temperature for 120 minutes. Then, a solution of triphosgene in 1,2-dichloroethane (5.83 ml) having a concentration of 0.571 mol / l was added dropwise over 30 minutes, and after the addition was completed, the mixture was stirred for 120 minutes. Then, using an oil bath, the solution was stirred at 70 ° C. for 120 minutes. Then, the mixture was stirred for 12 hours at room temperature. The reaction solution was poured into 2,000 ml of hexane for reprecipitation, and the polymer was collected by filtration. Then, (1) ethanol (2000 ml), (2) water / ethanol = 1/1 mixed solution (2000 ml), and (3) water (2000 ml) were generated in this order. The polymer was washed and dried to obtain the target resin powder with a yield of 91%. When the thermal characteristics of the obtained resin powder were measured by DSC, Tg was 141 ° C. Further, the obtained resin powder was charged into a mold heated to 220 ° C., the mold was closed and pressurized with a pressure of 2 t, and then the mold was cooled. A thermoplastic transparent resin was obtained by dividing the mold after cooling. Regarding the optical characteristics of this thermoplastic transparent resin, the refractive index was 1.61 and the Abbe number was 31. Further, the mechanical property had a toughness value of 23. Furthermore, when an -8D lens (center thickness: 1.5 mm) having an altitude for nearsightedness was produced and chromatic aberration of a portion having a large edge thickness was observed by light transmitted through a fluorescent lamp, no rainbow was observed.

2. Preparation of coating composition 2.1 Preparation of γ-glycidoxypropyltrimethoxysilane hydrolyzate 53.6 g of γ-glycidoxypropyltrimethoxysilane was charged into a reactor equipped with a stirrer, and the liquid temperature was 10 ° C. Keeping at 1 while stirring, 12.3 g of 0.01N hydrochloric acid aqueous solution
Is gradually added dropwise. After completion of dropping, cooling was stopped to obtain a hydrolyzate of γ-glycidoxypropyltrimethoxysilane. 2.2 Preparation of coating composition To the above-mentioned γ-glycidoxypropyltrimethoxysilane hydrolyzate, 9.3 g of n-propyl alcohol, 9.7 g of benzyl alcohol, and N, N-dimethylformamide 4 were prepared.
0.5 g, acetylacetone 11.6 g, silicon-based surfactant 0.8 g, bisphenol A type epoxy resin (manufactured by Shell Chemical Co., Ltd .: trade name "Epicoat 827") 3
7.9 g was mixed and mixed, and further colloidal antimony pentoxide sol (manufactured by Nissan Kagaku Co., Ltd .: trade name "AMT-13"
5 ″ average particle diameter 30 nm) 216.8 g and aluminum acetylacetonate 7.6 g were mixed and sufficiently stirred to obtain a coating composition.

3. Preparation of plastic molded product having hard coat property The thermoplastic transparent resin obtained in the above item 1 is added to the above 2.
The coating composition prepared in the item 2 is pulled up at a speed of 10
It was applied by dip coating on a thermoplastic transparent resin under the condition of cm / min, and then precured at 100 ° C. for 12 minutes. Then 110
It was heated at ℃ for 4 hours to obtain a plastic molded product having a hard coat property.

The various properties of the obtained plastic molded product having a hard coat property are as follows: appearance is O, Tt is 88.5%,
ΔYI is 2.0, Hz is 1.2%, adhesion is ◯, scratch resistance is ◯, dyeing property is Tt 30%, level dyeing property is ◯, and light resistance is ΔYI of 3 after irradiation for 300 hours. .2, heat resistance is 120
The ΔYI after heating at 8 ° C. for 8 hours was 2.2. The refractive index of the coating having a hard coat property was 1.59.

Example 2 The procedure of Example 1 was repeated, except that the method for preparing the coating composition and the method for producing a plastic molded article having a hard coat property were changed as shown below.

1. Preparation of coating composition pentaerythritol triacrylate 60.0 g, 2
-Hydroxy-3-phenoxypropyl acrylate 1
0.0g and 0.5g of silicon-based surfactant are mixed and mixed,
Further, colloidal antimony pentoxide sol (manufactured by Nissan Chemical Industries, Ltd .: trade name "AMT-130" average particle size 2
0 nm) 30.0 g, 2-methyl-4′-methylthio-
2-Moliphorinopropiophenone (2.0 g) and 2-hydroxycyclohexyl phenyl ketone (1.5 g) were mixed and sufficiently stirred to obtain a coating composition.

2. Preparation of Plastic Molded Body Having Hard Coatability The coating composition prepared in the above 1 was applied to the thermoplastic transparent resin of Example 1 by dipping and coating the thermoplastic transparent resin at a pulling rate of 10 cm / min, and then at 80 ° C. for 10 minutes. Minute pre-curing was performed. After that, with a high-pressure mercury lamp, the total light intensity was 5400
Ultraviolet irradiation was carried out under the condition of mJ / cm ² to obtain a plastic molded product having a hard coat property.

The various properties of the obtained plastic molded product having a hard coat property are as follows: appearance is O, Tt is 88.2%,
ΔYI is 2.5, Hz is 1.1%, adhesion is ◯, scratch resistance is ◯, dyeing property is 75% Tt, level dyeing property is ◯, and light resistance is ΔYI of 4 after irradiation for 300 hours. .6, heat resistance is 120
The ΔYI after heating at / 8 ° C. was 3.1. The refractive index of the coating having a hard coat property was 1.56.

Example 3 The procedure of Example 1 was repeated, except that the method for preparing the coating composition and the method for producing a plastic molded article having a hard coat property were changed as shown below.

1. Preparation of coating composition 1.1 Preparation of polyvinyl alcohol 304.0 g of purified water was charged into a reactor equipped with a stirrer, quasi-complete saponification type (91 to 94 mol%), and polymerization degree (6.
00) polyvinyl alcohol 96.0 g was added, and then the mixture was kept at 80 to 90 ° C. and dissolved with stirring. 1.2 Preparation of γ-glycidoxypropyltrimethoxysilane hydrolyzate A reactor equipped with a stirring device was charged with 53.6 g of γ-glycidoxypropyltrimethoxysilane, the liquid temperature was kept at 10 ° C., and the mixture was stirred. However, 0.01N hydrochloric acid aqueous solution 12.3g
Is gradually added dropwise. After completion of dropping, cooling was stopped to obtain a hydrolyzate of γ-glycidoxypropyltrimethoxysilane. 1.3 Preparation of coating composition Aqueous polyvinyl alcohol solution described in 1.1 above 101.6
g, 4.5 g of γ-glycidoxypropyltrimethoxysilane hydrolyzate described in 1.2 above, 0.3 g of fluorosurfactant, 419.6 g of purified water, and methyl alcohol 33.
7.6 g, 1,3-dimethyl-2-imidazolidinone 6
9.7 g and 1,4-dioxane 29.9 g were mixed and mixed, and further colloidal silica sol (Catalyst Kasei Kogyo Co., Ltd.)
Company: Product name "OSCAL-1132" average particle system 13
nm) 86.6 g and aluminum acetylacetonate 0.3 g were mixed and sufficiently stirred to obtain a coating composition.

2. Preparation of Plastic Molded Product Having Hard Coatability The coating composition prepared in the above section 1.3 was applied to the thermoplastic transparent resin of Example 1 by dipping and coating the thermoplastic transparent resin at a pulling rate of 20 cm / min, and then 90 12 at ℃
Minute pre-curing was performed. Then, it was heated at 130 ° C. for 2 hours to obtain a plastic molded product having a hard coat property.

The various characteristics of the obtained plastic molded product having a hard coat property are as follows: appearance is good, Tt is 91.8%,
ΔYI is 1.9, Hz is 1.0%, adhesion is ◯, scratch resistance is Δ, dyeing property is 85.0%, dyeing property is ◯, light resistance is ΔYI after irradiation for 300 hours. 3.0, heat resistance is 1
The ΔYI after heating at 20 ° C./8 h was 2.1. The refractive index of the hard coat film was 1.50.

Example 4 An antireflection film consisting of 5 layers was formed on the plastic molded body having a hard coat property obtained in Example 1 by a vapor deposition method using a metal oxide substance of SiO ₂ and ZrO _{2 by} an equivalent film method. Formed.

The reflection molding color of the obtained plastic molding having a hard coat property was green, and the Tt was 98.2.
%Met. It was not observed when the interference fringes were observed under a fluorescent lamp.

Example 5 The hard-coated plastic molded product obtained in Example 2 was spin-coated to form a single-layer antireflection film using the following antireflection coating composition.

1. Preparation of antireflection coating composition 1.1 Preparation of methyltrimethoxysilane, 3,3,3-trifluoropropyltrimethoxysilane cohydrolyzate In a reactor equipped with a stirrer, 4.9 g of methyltrimethoxysilane, 3.5 g of 3,3,3-trifluoropropyltrimethoxysilane was charged, the liquid temperature was kept at 10 ° C., and 2.8 g of 0.01 N hydrochloric acid aqueous solution was gradually added dropwise while stirring. After completion of the dropping, cooling was stopped to obtain a cohydrolyzate of methyltrimethoxysilane and 3,3,3-trifluoropropyltrimethoxysilane. 1.2 Preparation of coating composition Methyltrimethoxysilane as described in 1.1 above, 3,3,3
-Trifluoropropyltrimethoxysilane co-hydrolyzate, 56.0 g of n-propyl alcohol, 24.
0 g, ethyl cellosolve 7.5 g, silicon-based surfactant 1.0 g previously adjusted to 5 wt% with n-propyl alcohol, and aluminum acetylacetonate 0.2.
4 g was blended and sufficiently stirred to obtain a coating composition. 1.3 Preparation of plastic molded product having antireflection property The coating composition prepared in the above section 1.2 was used for 3,50
Spin coating at 0 rpm, then 82
Pre-cure for 12 minutes at 0 ° C. Then, it was heated at 93 ° C. for 4 hours to obtain a plastic molded product having a hard coat property.

The reflection interference color of the obtained plastic molded product having a hard coat property was reddish purple, and Tt was 96.
It was 1%.

Example 6 1. Preparation of thermoplastic transparent resin In a nitrogen atmosphere, 1,2-dichloroethane (50 ml) was mixed with bisphenol A (20 mmol) and triethylamine (40 mmol), and the mixture was stirred under ice cooling.
Add phenylphosphonic acid dichloride (20 mm
3) of 1,2-dichloroethane (60 ml) solution of
The mixture was added dropwise over 5 minutes, and after completion of the addition, the mixture was stirred at room temperature for 90 minutes. Then, the same treatment as in Example 1 (yield 85%)
Resin powder was obtained. When the thermal characteristic of the obtained resin powder was measured by DSC, Tg was 110 ° C. Further, the obtained resin powder was charged into a mold heated to 220 ° C., the mold was closed and pressurized with a pressure of 2 t, and then the mold was cooled. A thermoplastic transparent resin was obtained by dividing the mold after cooling.
The optical characteristic of this thermoplastic transparent resin is that the refractive index is 1.6.
1, the Abbe number was 30. Further, the mechanical property had a toughness value of 1.

2. Preparation of plastic molded product having hard coat property The thermoplastic transparent resin obtained in the above 1 was similarly provided with the coating composition of Example 1 to obtain a plastic molded product having hard coat property. The various properties of the obtained plastic molded product having a hard coat property have an appearance of ○,
Tt is 88.7%, ΔYI is 1.9, Hz is 1.1%,
Adhesion is good, scratch resistance is good, dyeability is Tt 29%,
The level dyeability is ○, and the light resistance is ΔYI after irradiation for 300 hours of 3.
0, the heat resistance was ΔYI of 2.1 after heating at 120 ° C./8 h.

Example 7 1. Preparation of thermoplastic transparent resin The resin powder obtained in Example 6 and a commercially available polycarbonate resin "Taflon A2200" (manufactured by Idemitsu Petrochemical Co., Ltd.) were mixed at a solution molar ratio of 1: 1 (concentration: 0). 0.5 mol / l dichloroethane solution) and then treated in the same manner as in Example 1 to obtain a resin powder. The Tg of the obtained resin powder was 125 ° C. Further, the obtained resin powder was charged into a mold heated to 220 ° C., the mold was closed and pressurized with a pressure of 2 t, and then the mold was cooled. A thermoplastic transparent resin was obtained by dividing the mold after cooling. The optical characteristic of this thermoplastic transparent resin is that the refractive index is 1.
The Abbe number was 59 and the Abbe number was 30. Further, the mechanical property had a toughness value of 15.

2. Preparation of plastic molded product having hard coat property The thermoplastic transparent resin obtained in the above 1 was similarly provided with the coating composition of Example 1 to obtain a plastic molded product having hard coat property. The various properties of the obtained plastic molded product having a hard coat property have an appearance of ○,
Tt is 89.0%, ΔYI is 1.8, Hz is 1.2%,
Adhesion is good, scratch resistance is good, dyeability is Tt 30%,
The level dyeability is ○, and the light resistance is ΔYI of 2. after irradiation for 300 hours.
8. The heat resistance was ΔYI of 2.0 after heating at 120 ° C. for 8 hours.

Comparative Example 1 The same procedure as in Example 1 was carried out except that no coating having a hard coat property was provided. The various characteristics of the thermoplastic transparent resin are as follows: O is appearance, Tt is 88.7%, ΔYI is 1.9, Hz is 1.1%, scratch resistance is X, and dyeability is Tt of 87.9.
%, Light resistance was ΔYI of 3.1 after irradiation for 300 hours, and heat resistance was ΔYI of 2.2 after heating at 120 ° C. for 8 hours.

Comparative Example 2 A polycarbonate resin "Taflon A2200" (refractive index: 1.58, Abbe number: 29) manufactured by Idemitsu Petrochemical Co., Ltd. was used as a thermoplastic transparent resin, and it was used at a high myopia number of-.
When an 8D lens (center thickness: 1.5 mm) was produced and chromatic aberration was observed in a portion having a large edge thickness by light transmitted through a fluorescent lamp, it was observed to be rainbow-shaped and was somewhat optically inferior.

[0087]

The plastic molded product having a hard coat property obtained by the present invention has the following effects. (1) Injection molding is possible, and mass-produced and inexpensive plastic moldings can be obtained. (2) A plastic molded product having a high refractive index, a high Abbe and a high Tg can be obtained. (3) It has a high scratch-resistant surface and is excellent in heat resistance and durability. (4) It can be dyed and has excellent fashionability. (5) A lens with a high degree of impact resistance and a thin edge can be obtained.

─────────────────────────────────────────────────── ─── Continuation of front page (51) Int.Cl. ⁷ Identification code FI theme code (reference) // C08L 101: 00 G02B 1/10 Z F term (reference) 2K009 AA15 BB24 CC24 CC33 CC34 CC35 CC37 CC42 DD02 DD05 DD06 4F006 AA31 AB03 AB20 AB24 AB32 AB34 AB35 AB37 AB39 AB67 AB73 BA01 BA02 BA14 CA05 DA04 4J030 CA01 CB02 CB14 CB32 CB33 CB35 CB52 CC25 CD11 CE02 CG06 4J038 BA021 CE021 CG001 DA161 DB001 DE001 DG001 DL031 PB08

Claims (7)

[Claims] 1. A film having a hard coat property is provided on at least one surface of a molded article made of a thermoplastic transparent resin having a refractive index of 1.59 or more, an Abbe number of 28 or more, and a glass transition temperature of 100 ° C. or more. A plastic molded product having a hard coat property, characterized by: 2. The plastic molded product having a hard coat property according to claim 1, wherein the thermoplastic transparent resin contains a phosphorus atom. 3. The hard coat property according to claim 1 or 2, wherein the hard coat film has a refractive index of 1.40 to 1.65 and contains an organic polymer. A plastic molded product having. 4. The plastic molded product having a hard coat property according to claim 3, wherein the organic polymer is a crosslinkable resin. 5. A plastic molded product having a hard coat property according to claim 1, which has antireflection property. 6. A thermoplastic transparent resin comprising a carbonate residue, a phosphonic acid residue represented by the following general formula (I) and a divalent phenol residue represented by the following general formula (II). The molar fraction of carbonate residues is expressed by the formula (1)
The plastic molded product having a hard coat property according to claim 1 or 2, characterized in that: General formula (I) General formula (II) [In the general formula (I), R ¹ represents an organic group, X ¹ represents oxygen, sulfur or selenium, and two or more kinds of phosphonic acid residues having different R ¹ or X ¹ may be contained in the thermoplastic transparent resin.
In the general formula (II), R ² are each independently selected from the group consisting of a hydrogen atom, a halogen atom, an aliphatic group having 1 to 20 carbon atoms, a hydrocarbon group selected from an aromatic group, and a nitro group, and p, q
Is an integer of p + q = 0-8, Y ¹ is a single bond, an ether group,
Thioether group, alkylene group, alkylidene group, cycloalkylene group, halo-substituted alkylene group, halo-substituted alkylidene group, phenylalkylidene group, carbonyl group,
It is selected from the group consisting of a sulfone group, an aliphatic phosphine oxide group, an aromatic phosphine oxide group, an alkylsilane group, a dialkylsilane group and a fluorene group. Two divalent phenol residues having different R ² or Y ¹ are contained in the resin composition.
You may include 1 or more types. 1> (a) / {(a) + (b)} ≧ 0.5 (1) [wherein (a) is the number of moles of the phosphonic acid residue,
(B) shows the number of moles of carbonate residues. ] 7. An eyeglass lens comprising a plastic molded product having a hard coat property according to any one of claims 1 to 6.