JP2012042537A - Optical filter - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide an optical filter excellent in durability and in optical characteristics such as optical absorption properties and a narrow half-value width.SOLUTION: The optical filter includes at least one kind of neodymium 1,3-diketone complexes.

Description

  The present invention relates to an optical filter. More specifically, the present invention relates to an optical filter containing at least one neodymium 1,3-diketone complex. Furthermore, the present invention relates to a display filter such as a plasma display panel (PDP) or a liquid crystal display (LCD) containing the compound.

  In recent years, various functional materials have been actively developed in various fields such as optoelectronics-related applications accompanying the advancement of information technology in society. For example, as the organic material, cyanine dyes, polymethine dyes, squarylium dyes, tetraazaporphyrin dyes, metal dithiol complex dyes, phthalocyanine dyes, diimonium dyes or inorganic oxide particles are used. Among them, tetraazaporphyrin compounds having specific substituents have absorption maximums in the wavelength range of 570 to 605 nm, and are therefore widely used in various display filters such as liquid crystal displays, plasma displays, and organic electroluminescent elements (Patent Documents). 1-4).

  In general, when a compound that selectively absorbs a specific wavelength is applied to, for example, a display filter for a plasma display or a liquid crystal display, the compound is contained in the polymer film, A method of applying to one side or both sides is applied. In addition, a method in which a compound that selectively absorbs a specific wavelength is contained in an adhesive layer used when laminating a plurality of polymer films. When producing such a filter for display, the compound itself that selectively absorbs a specific wavelength needs characteristics such as solubility in an organic solvent. In addition, when the display filter is used by being mounted on an actual display, durability (for example, light resistance and wet heat resistance) is required. From such a demand, the durability of the compound itself is also demanded for a compound that selectively absorbs a specific wavelength.

From such points, the compounds having a specific structure described in Patent Documents 1 to 4 have characteristics required for display filter applications, such as solubility in organic solvents and durability (light resistance). Although it has certain characteristics, at present, further durability (for example, resistance to moist heat) and further optical characteristics (narrow width at half maximum) are demanded.
On the other hand, means for applying the rare earth element neodymium to various functional materials has been proposed. For example, in a spectacle lens, a method of blending an inorganic neodymium compound such as neodymium oxide into a lens material has been proposed (Patent Document 5). As a neodymium compound, a contact lens made of a polymer of trisacetylacetone neodymium and a polymerizable monomer and having good transparency and an excellent antiglare effect has been proposed (Patent Document 6). Furthermore, an interlayer film for laminated glass, which is used in automobiles, railway vehicles, aircraft, ships, buildings, etc., containing a neodymium compound containing trivalent neodymium ions as a constituent component has been proposed (Patent Document 7). .
As described above, since the neodymium compound has a sharp absorption in the vicinity of 570 to 590 nm, it is possible to selectively reduce light having a wavelength that the human eye feels most dazzling. Furthermore, it is used for spectacle lenses and automobile glass for the purpose of reducing visual fatigue. However, until now, there has been no report regarding the application of neodymium 1,3-diketone complexes to optical filters.

JP 2002-251144 A JP 2002-40233 A JP 2000-275432 A JP 2008-268331 A JP 2000-75128 A JP-A-4-370106 JP 2007-55839 A

An object of the present invention is to provide an optical filter. More specifically, an optical filter comprising a neodymium 1,3-diketone complex having excellent optical characteristics (for example, light absorption characteristics, narrow half-value width) and durability (for example, moisture and heat resistance) Is to provide.

As a result of earnest studies on the optical filter, the present inventors have completed the present invention. That is, the present invention
(I) regarding an optical filter comprising at least one 1,3-diketone complex of neodymium;
(Ii) The optical filter of (i) above, wherein the neodymium 1,3-diketone complex is a compound of the following general formula (1).
[Wherein R1 and R2 each independently represents a linear or branched alkyl group or a substituted or unsubstituted aryl group]
(Iii) R1 in the general formula (1) is a methyl group, and R2 is a linear or branched alkyl group having 1 to 4 carbon atoms;
(Iv) R1 in the general formula (1) is a phenyl group, R2 is a linear or branched alkyl group having 1 to 4 carbon atoms, and (v) the above optical filter The present invention relates to a display using any one of the optical filters (i) to (iv).

According to the present invention, it is possible to provide an optical filter having excellent optical properties and durability, which contains a neodymium 1,3-diketone complex.

It is typical sectional drawing of the optical filter of this invention. It is typical sectional drawing of the optical filter of this invention. It is typical sectional drawing of the optical filter of this invention. It is typical sectional drawing of the optical filter of this invention. It is typical sectional drawing of the optical filter of this invention. It is typical sectional drawing of the optical filter of this invention. It is typical sectional drawing of the optical filter of this invention.

Hereinafter, the present invention will be described in detail.
<Neodymium 1,3-diketone complex of the present invention>
The present invention contains at least one neodymium 1,3-diketone complex (hereinafter abbreviated as compound A according to the present invention) in which three molecules of 1,3-diketone are coordinated with rare earth neodymium. It is related with the optical filter which becomes. The present invention also relates to a display using this optical filter.
The compound A according to the present invention is a compound in which three molecules of 1,3-diketone such as acetylacetone, propionylacetone and butyrylacetone are coordinated to one atom of neodymium, a rare earth element, and has excellent optical properties (for example, light Absorption characteristics, narrow half-value width), and excellent durability. An optical filter comprising a neodymium 1,3-diketone complex having such characteristics has excellent optical characteristics and excellent durability.
The compound A according to the present invention is preferably a compound represented by at least one selected from compounds of the general formula (1).

[Wherein R1 and R2 each independently represents a linear or branched alkyl group or a substituted or unsubstituted aryl group]
In the present specification, the aryl group represents, for example, a carbocyclic aromatic group such as a phenyl group or a naphthyl group, for example, a heterocyclic aromatic group such as a furyl group, a thienyl group or a pyridyl group, Represents a carbocyclic aromatic group.

<Compound of general formula (1)>
In the compound represented by the general formula (1), preferably, R1 and R2 are each independently a linear or branched alkyl group having 1 to 12 carbon atoms or a substituted or unsubstituted aryl group having 4 to 30 carbon atoms. Represents.
Specific examples of R1 and R2 in the general formula (1) include, for example, methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, neopentyl group, tert-pentyl group, 1,2-dimethylpropyl group, 1-methylbutyl group, 2-methylbutyl group, n-hexyl group, 1-methylpentyl group, 2-methylpentyl group 4-methylpentyl group, 4-methyl-2-pentyl group, 1,2-dimethylbutyl group, 2,3-dimethylbutyl group, 3,3-dimethylbutyl group, 1-ethylbutyl group, 2-ethylbutyl group, n-heptyl group, 1-methylhexyl group, 3-methylhexyl group, 5-methylhexyl group, 2,4-dimethylpentyl group, cyclohexyl Rumethyl group, n-octyl group, tert-octyl group, 1-methylheptyl group, 2-ethylhexyl group, 2-propylpentyl group, 2,5-dimethylhexyl group, 2,5,5-trimethylhexyl group, n- Nonyl group, 2,2-dimethylheptyl group, 2,6-dimethyl-4-heptyl group, 3,5,5-trimethylhexyl group, n-decyl group, 4-ethyloctyl group, n-undecyl group, 1- Linear or branched alkyl group such as methyldecyl group, n-dodecyl group, 1,3,5,7-tetramethyloctyl group

  For example, phenyl group, 2-methylphenyl group, 3-methylphenyl group, 4-methylphenyl group, 3-ethylphenyl group, 4-ethylphenyl group, 4-n-propylphenyl group, 4-isopropylphenyl group, 4 -N-butylphenyl group, 4-isobutylphenyl group, 4-tert-butylphenyl group, 4-n-pentylphenyl group, 4-isopentylphenyl group, 4-tert-pentylphenyl group, 4-n-hexylphenyl Group, 4-cyclohexylphenyl group, 4-n-heptylphenyl group, 4-n-octylphenyl group, 4-n-nonylphenyl group, 4-n-decylphenyl group, 4-n-undecylphenyl group, 4 -N-dodecylphenyl group, 4-n-tetradecylphenyl group, 4-n-hexadecylphenyl group, 4-n-octadecyl Phenyl group, 2,3-dimethylphenyl group, 2,4-dimethylphenyl group, 2,5-dimethylphenyl group, 2,6-dimethylphenyl group, 3,4-dimethylphenyl group, 3,5-dimethylphenyl group 3,4,5-trimethylphenyl group, 2,3,5,6-tetramethylphenyl group, 5-indanyl group, 1,2,3,4-tetrahydro-5-naphthyl group, 1,2,3, 4-tetrahydro-6-naphthyl group, 2-methoxyphenyl group, 3-methoxyphenyl group, 4-methoxyphenyl group, 3-ethoxyphenyl group, 4-ethoxyphenyl group, 4-n-propoxyphenyl group, 4-iso Propoxyphenyl group, 4-n-butoxyphenyl group, 4-isobutoxyphenyl group, 4-n-pentyloxyphenyl group, 4-n-hexyloxyphenyl 4-cyclohexyloxyphenyl group, 4-n-heptyloxyphenyl group, 4-n-octyloxyphenyl group, 4-n-nonyloxyphenyl group, 4-n-decyloxyphenyl group, 4-n-undecyl Oxyphenyl group, 4-n-dodecyloxyphenyl group, 4-n-tetradecyloxyphenyl group, 4-n-hexadecyloxyphenyl group, 4-n-octadecyloxyphenyl group, 2,3-dimethoxyphenyl group, 2,4-dimethoxyphenyl group, 2,5-dimethoxyphenyl group, 3,4-dimethoxyphenyl group, 3,5-dimethoxyphenyl group, 3,5-diethoxyphenyl group, 2-methoxy-4-methylphenyl group 2-methoxy-5-methylphenyl group, 3-methoxy-4-methylphenyl group, 2-methyl-4-methoxy Phenyl group, 3-methyl-4-methoxyphenyl group, 3-methyl-5-methoxyphenyl group, 4-phenylphenyl group, 3-phenylphenyl group, 2-phenylphenyl group, 4- (4′-methylphenyl) Phenyl group, 4- (4′-methoxyphenyl) phenyl group, 3,5-diphenylphenyl group, 1-naphthyl group, 2-naphthyl group, 4-methyl-1-naphthyl group, 4-ethoxy-1-naphthyl group 6-n-butyl-2-naphthyl group, 6-methoxy-2-naphthyl group, 7-ethoxy-2-naphthyl group, 2-furyl group, 2-thienyl group, 3-thienyl group, 2-pyridyl group, 3-pyridyl group, 4-pyridyl group, 4-pyrrolidinophenyl group, 4-piperidinophenyl group, 4-morpholinophenyl group, 4-pyrrolidino-1-naphthyl group, etc. It may be mentioned unsubstituted aryl group.

  In the compound represented by the general formula (1), more preferably, R1 and R2 are each independently a linear or branched alkyl group having 1 to 8 carbon atoms or a substituted or unsubstituted aryl group having 4 to 24 carbon atoms. Represents a group. More preferably, R1 and R2 each independently represent a linear or branched alkyl group having 1 to 4 carbon atoms or a substituted or unsubstituted aryl group having 6 to 16 carbon atoms. Particularly preferably, one of R1 or R2 is a methyl group, and the other substituent is a linear or branched alkyl group having 1 to 4 carbon atoms, or one of R1 or R2 is a phenyl group, and the other substituent is The group represents a linear or branched alkyl group having 1 to 4 carbon atoms.

Specific examples of the compound represented by the general formula (1) according to the present invention include the compounds shown in Table 1, but the present invention is not limited thereto.

<Method for producing compound of general formula (1)>
The compound represented by the general formula (1) according to the present invention can be produced by various organic chemical methods.
That is, the compound represented by the general formula (1) includes, for example, a 1,3-diketone compound represented by the general formula (2) and a neodymium compound (for example, neodymium oxide, neodymium acetate, neodymium nitrate), If desired, it can be produced by reacting in the presence of aqueous ammonia (for example, it can be produced according to the method described in Chemical Physics Letter 248 (1996) 8-12, JP-A-7-90247).

[Wherein R1 to R2 represent the same meaning as in the general formula (1)]

In addition, the compound represented by General formula (2) can be manufactured with reference to a method known per se. As an example, a method via aldol (e.g. can be prepared according to Tetrahedron., 35 425 (1979)) or a method via enamine (e.g. J. Am.
Chem. Soc., 76 2029 (1954)].

The amount of the compound represented by the general formula (2) is not particularly limited, and is generally preferably about 3.0 to 9.0 mol based on the neodymium compound, and preferably 3.0 to 7 It is more preferable to use about 0.0 mol.
The solvent is not particularly limited as long as it does not inhibit this reaction. For example, methanol, ethanol, 1-propanol, 2-propanol, 1-butanol, 2-butanol, isobutyl alcohol, isopentyl alcohol, cyclohexanol And alcohols such as ethylene glycol, propylene glycol, 2-methoxyethanol and 2-ethoxyethanol, and water.
These solvents are appropriately selected according to the ease of reaction, and can be used singly or in combination of two or more.
In the case of using a solvent, generally, when the amount of the solvent increases, the efficiency of the reaction decreases. On the other hand, when the amount of the solvent decreases, it becomes difficult to uniformly heat and stir or a side reaction tends to occur. Therefore, it is desirable that the amount of the solvent is up to 100 times, preferably 5 to 50 times that of the whole compound by weight ratio.

What is necessary is just to select the usage-amount of ammonia water suitably in the range of 0.01-10.0 times mole with respect to the compound represented by General formula (2).
The reaction temperature may be appropriately selected in the range of 0 to 200 ° C., but is preferably in the range of room temperature to solvent reflux temperature.
The reaction time is not constant depending on the reaction scale and reaction temperature, but may be appropriately selected within the range of 1 to 48 hours.
After completion of the reaction, the reaction solution is discharged into water, and the precipitate is filtered off and washed with water. If necessary, the precipitate can be purified by a method such as recrystallization.
Furthermore, the compound represented by the general formula (1) includes a hydrate or a solvate.

The compound A according to the present invention has an absorption maximum wavelength in a wavelength region between 570 and 590 nm, and specifically, a concentration of 0.01 g in the solution.
In the absorption spectrum measured at / L, optical path length 10 mm, the half width of the absorption peak is 8 nm or more and less than 20 nm. In this specification, the half width is the full width at half maximum, and in the absorption spectrum, a straight line parallel to the horizontal axis and the peak drawn with a value half of the extinction coefficient value (εg) at the absorption maximum wavelength. Expressed by the distance (nm) between two intersections formed by.

The compound A according to the present invention can be used for various optical filter applications (for example, display applications, indoor / outdoor applications, and spectacle lens applications).
As a display using an optical filter, for example, a plasma display (PDP) such as a plasma display (PDP) that emits plasma with different emission spectra and a method of expressing colors by adjusting the emission condition is known. Usually, the RED emission spectrum has a peak in the vicinity of a wavelength of 590 nm in addition to a peak in the vicinity of a wavelength of 630 nm corresponding to the original red. This peak near 590 nm is close to an orange color and causes a deterioration in color reproducibility. In addition, GREEN and BLUE emission spectra also contain red-type noise with a high wavelength, which similarly causes deterioration in color reproducibility. These are spectra specific to plasma emission, and it is impossible to control this emission spectrum by changing the design of the PDP itself.
Since the compound A according to the present invention has an absorption maximum wavelength in a wavelength region between 570 to 590 nm and the half-value width of the absorption peak is 8 nm or more and less than 20 nm, an optical filter using the compound A according to the present invention Is attached to the PDP, so that it is possible to selectively absorb a peak around 590 nm, and it can be said that it is effective for red, blue, and green color reproducibility.
In addition, the compound A according to the present invention further has absorption in a wavelength region between 510 to 530 nm, and thus can be an intermediate color optical filter. Color purity and color reproducibility are improved.

Furthermore, in indoor and outdoor applications, light entrances (for example, windows) of transport equipment such as general houses and buildings, vehicles, airplanes, ships, etc., for showcases and exhibitions of aquariums, museums, museums, etc. It can be used as an optical filter that is provided on a glass or transparent polymer sheet.
Moreover, in spectacle lens applications, it can also be used as an optical filter provided in myopia glasses, reading glasses, protective glasses, sunglasses, goggles, polarized sunglasses, polarized goggles, 3D video glasses, 3D video goggles, etc. .
When the compound A according to the present invention is used for various optical filters, for example, at least one compound A according to the present invention is contained in the substrate (for example, glass, plastic). In addition, containing in a base material means not only containing in the inside of a base material but the state apply | coated to the surface of a base material, the state pinched | interposed between the base materials.

Next, the optical filter containing at least one compound A according to the present invention will be described more specifically.

<Filter for display>
The display filter of the present invention includes, for example, a plasma display, a liquid crystal display, an organic electroluminescence display, an FED (Field Emission Display), a CRT (Cathode
It is a filter applicable to various displays such as (Ray Tube) and is used by being mounted on various displays. In addition, in a liquid crystal display, it can apply to various aspects, such as a transmission type and a reflection type, for example.
The display filter of the present invention functions as a light control film having a characteristic of correcting the visible light spectrum of the display screen by containing at least one compound A according to the present invention.
Further, the display filter of the present invention further functions as an electromagnetic wave shield having a characteristic of blocking electromagnetic waves from the display screen by providing a transparent conductive layer having a surface resistance of 0.01 to 30Ω / □. The display filter of the present invention further functions as a near-infrared cut filter having a characteristic of blocking near-infrared rays from the display screen by containing a near-infrared absorbing compound having an absorption maximum at a wavelength of about 800 to 1100 nm. To do.

When the display filter of the present invention is applied to, for example, a plasma display filter, the configuration is not particularly limited, but in general, the functional transparent layer (A), the substrate (B), and the transparent adhesive layer It is a filter consisting of (C).
The filter for plasma display comprises at least one compound A according to the present invention in at least one layer or member constituting the functional transparent layer, the substrate and the transparent adhesive layer.
The plasma display filter is provided on the plasma display screen, and generally has a functional transparent layer (A) provided on the outside air side, and a transparent adhesive layer (C) provided on the display side and adhered to the screen. A substrate (B) is provided between the functional transparent layer (A) and the transparent adhesive layer (C) (FIG. 1).
Further, for the purpose of shielding electromagnetic waves generated from the plasma display, it is preferable that the plasma display filter is further provided with a transparent conductive layer (D). In this case, the transparent conductive layer (D) is provided between the functional transparent layer (A) and the substrate (B) (FIG. 2).
The transparent conductive layer (D) may be provided between the base (B) and the transparent adhesive layer (C) (FIG. 3).
Of course, when configuring the plasma display filter, various other configurations can be made in consideration of desired required characteristics.
For example, the filter for plasma displays can be provided with a hard coat layer and a further transparent adhesive layer as desired. Moreover, it can also be set as the filter for plasma displays which provides a some functional transparent layer. These layers may also contain the compound A according to the present invention.

When the display filter of the present invention is applied to, for example, a liquid crystal display filter, the configuration is generally
(1) Filter comprising the substrate (B) (FIG. 4)
(2) Filter comprising a transparent adhesive layer (C) (FIG. 5)
(3) Filter comprising the substrate (B) and the transparent adhesive layer (C) (FIG. 6)
(4) There is a filter (FIG. 7) composed of a substrate (B) and a functional transparent layer (A).
The filter for a liquid crystal display comprises at least one compound A according to the present invention in at least one layer or member constituting the functional transparent layer, the substrate and the transparent adhesive layer.

  The liquid crystal display filter is provided in an arbitrary path from the light source in the display to the outermost surface of the visual recognition unit. For example, in the case of a transmissive liquid crystal display, the liquid crystal display filter is not only on the liquid crystal display screen, but for example, a light guide plate, a backlight, a polarizing plate, a color filter, etc., with a transparent adhesive layer interposed, Provided.

Hereinafter, the functional transparent layer (A) will be described.
The display filter of the present invention has an antireflection function, an antiglare function, an antireflection antiglare function, a hard coat function (friction resistance function), an antistatic function, an antistatic function, depending on the installation method for the display and the required functions. A functional transparent layer having at least one of a soiling function, a gas barrier function, and an ultraviolet ray cutting function and transmitting visible light is provided.
The functional transparent layer is a functional film itself having one or more of the above functions, or a support formed by applying a functional film to the coating method, printing method, or various conventionally known film forming methods, and further having each function. Supports can be used. The support is preferably a transparent support, and is generally a transparent glass or a transparent polymer film. In addition, as a transparent polymer film, the transparent polymer film illustrated by the base | substrate (B) mentioned later can be mentioned, for example. The thickness of the support is not particularly limited. In addition, for example, a compound A according to the present invention can be contained in a support made of a transparent polymer film. Even when the functional transparent layer is the functional film itself, the compound A according to the present invention can be contained in the film.

The functional transparent layer has either an anti-reflection (AR: anti-reflection) function for suppressing external light reflection, an anti-glare (AG: anti-glare) function, or an anti-reflection / anti-glare (ARAG) function having both functions. It is preferable to have such a function.
The functional transparent layer having the antireflection function can determine the constituent members of the antireflection film and the film thickness of each constituent member by optical design in consideration of the optical characteristics of the support that forms the antireflection film. As the functional transparent layer having an antireflection function, for example, a thin film such as fluorine-based transparent polymer resin having a refractive index of 1.5 or less in the visible light region, magnesium fluoride, silicon-based resin, silicon oxide, Single layer formed with optical wavelength of ¼ wavelength, inorganic compound thin film made of metal oxide, fluoride, silicide, boride, carbide, nitride, sulfide, etc. with different refractive index, or silicon-based Some organic compound thin films made of a resin, an acrylic resin, a fluorine-based resin, and the like are laminated in the order of a high refractive index layer and a low refractive index layer when viewed from the support. As a method for forming the inorganic compound thin film, for example, a known method such as a sputtering method, an ion plating method, a vacuum deposition method, or a wet coating method can be applied. As a method for forming the organic compound thin film, for example, a known method such as a bar coating method, a reverse coating method, a gravure coating method, a die coating method, a roll coating method, or a comma coating method can be applied. The visible light reflectance of the surface of the functional transparent layer having an antireflection function is generally adjusted to 2% or less, preferably 1.3% or less, and more preferably 0.8% or less.

  The functional transparent layer having an antiglare function is generally a transparent layer with respect to a visible light region having a minute uneven surface state of about 0.1 μm to 10 μm. The functional transparent layer having an antiglare function is, for example, an acrylic resin, a silicon resin, a melamine resin, a urethane resin, an alkyd resin, a fluorine resin, or a thermosetting resin, or a photocurable resin. Inorganic particles such as silica and organic silicon compounds, or inks formed by dispersing organic compound particles such as melamine and acrylic, for example, bar coating method, reverse coating method, gravure coating method, die coating method, roll coating method It can be formed by coating and curing on a support by a method such as a comma coating method. The average particle diameter of the inorganic compound particles and the organic compound particles is generally 1 to 40 μm. The functional transparent layer having an antiglare function is, for example, a thermosetting resin such as an acrylic resin, a silicon resin, a melamine resin, a urethane resin, an alkyd resin, a fluorine resin, or a photocurable resin. Can be formed by pressing a mold having a desired haze or surface state and curing the surface to irregularities. The haze value that serves as an index of the antiglare function is generally 0.5 to 20%.

The functional transparent layer having an antireflection antiglare function can be prepared by forming an antireflection film on a film having an antiglare function or a support having an antiglare function. The visible light reflectance of the surface of the functional transparent layer having an antireflection antiglare function is generally adjusted to 1.5% or less, preferably 1.0% or less.
For the purpose of adding scratch resistance performance to the display filter of the present invention, it is preferable that the functional transparent layer has a hard coat function (friction resistance function). The functional transparent layer having a hard coat function can be prepared by forming a film having a hard coat function or a hard coat film on a support. Examples of the hard coat film include thermosetting resins such as acrylic resins, silicon resins, melamine resins, urethane resins, alkyd resins, and fluorine resins, or photocurable resins. The thickness of the hard coat film is generally about 1 to 100 μm. The hard coat film can also be used for a high refractive index layer or a low refractive index layer of a transparent functional layer having an antireflection function. Further, an antireflection film may be formed on the hard coat film, and the functional transparent layer may have both an antireflection function and a hard coat function. Similarly, the functional transparent layer may have both functions of an antiglare function and a hard coat function.
A functional transparent layer having both an antiglare function and a hard coat function can be prepared, for example, by forming an antireflection film on a hard coat film having irregularities by dispersing particles or the like. As for the surface hardness of the functional transparent layer having a hard coat function, the pencil hardness according to JISK5600 is at least H or more, preferably 2H or more.

Generally, a display filter is easily charged with static electricity, and an antistatic function may be required in consideration of prevention of dust adhesion and prevention of adverse effects on the human body. In this case, in order to provide an antistatic function, the functional transparent layer may have a certain conductivity. In general, the conductivity may be about 10 ¹¹ Ω / □ or less in terms of surface resistance. Examples of the conductive material include known transparent conductive films such as ITO (Indium Tin Oxide), and conductive films in which conductive ultrafine particles such as ITO ultrafine particles and tin oxide ultrafine particles are dispersed. Moreover, it is preferable that the layer which comprises the functional transparent layer which has any one or more functions of an antireflection function, an anti-glare function, an anti-glare function, and a hard-coat function has electroconductivity. It is preferable that the functional transparent film has a gas barrier function with respect to, for example, environmental substances or moisture. The required gas barrier function is generally 10 g / m ² · day or less in terms of moisture permeability. Examples of the film having a gas barrier function include silicon oxide, aluminum oxide, tin oxide, indium oxide, yttrium oxide, magnesium oxide, or a mixture thereof, or a metal oxide thin film obtained by adding other elements to these, Examples thereof include films made of various resins such as vinylidene chloride, acrylic resin, silicon resin, melamine resin, urethane resin, and fluorine resin. The thickness of the film having a gas barrier function is generally 10 to 200 nm in the case of a metal oxide thin film, and is generally 1 to 100 μm in the case of a resin. The film having a gas barrier function may have a single layer structure or a multilayer structure. Examples of the film having a gas barrier function against moisture include, for example, polyethylene, polypropylene, nylon, polyvinylidene chloride, vinylidene chloride and vinyl chloride, vinylidene chloride and acrylonitrile copolymers, and various resins such as fluorine resins. Mention may be made of membranes.

Further, the layer constituting the functional transparent layer having any one or more of the antireflection function, the antiglare function, the antireflection antiglare function, the antistatic function, and the hard coat function further serves as a gas barrier function. It can be. Furthermore, an antifouling function can be imparted to the surface of the functional transparent layer so that fingerprints and the like can be easily prevented or removed. The compound having an antifouling function is a compound having non-wetting properties with respect to water and / or fats and oils, and examples thereof include fluorine compounds and silicon compounds.
In addition, by forming, for example, an inorganic thin film single layer that absorbs ultraviolet rays, or an antireflection film composed of an inorganic thin film multilayer, or a transparent film containing an ultraviolet absorbing compound, on the functional transparent layer, Furthermore, an ultraviolet cut function can be imparted. When the functional transparent layer is the functional film itself, for example, it may be formed on the main surface of the transparent conductive layer by various film forming methods such as a coating method and a printing method. In the case where the functional transparent layer is a transparent substrate on which a functional film is formed or a transparent substrate having each function, the functional transparent layer may be formed, for example, on the main surface of the transparent conductive layer via an adhesive.

Hereinafter, the substrate (B) will be described.
The substrate functions as a filter support, and generally transparent glass or transparent polymer film is used in the visible light region. Examples of the transparent polymer film include polyethylene terephthalate, polyether sulfone, polystyrene, polyethylene naphthalate, polyarylate, polyether ether ketone, polycarbonate, polyethylene, polypropylene, nylon 6 and other celluloses, polyimide, triacetyl cellulose and the like. Resins, polyurethane resins, fluorine resins such as polytetrafluoroethylene, vinyl compounds such as polyvinyl chloride, polyacrylic acid, polyacrylic acid esters, polyacrylonitrile, addition polymers of vinyl compounds, polymethacrylic acid, polymethacrylic acid esters , Vinylidene compounds such as polyvinylidene chloride, vinyl compounds such as vinylidene fluoride / trifluoroethylene copolymer, ethylene / vinyl acetate copolymer Or copolymers of fluorine-based compound, polyether such as polyethylene oxide, epoxy resins, polyvinyl alcohol, polyvinyl butyral, but is not limited thereto. The substrate generally has a thickness of 10 to 250 μm, preferably 50 to 250 μm.
From the viewpoint of production efficiency, the substrate is preferably a flexible transparent polymer film, and the filter using the transparent polymer film directly bonded to the display surface as a substrate is made of the substrate glass of the display. When broken, there is an advantage that the glass can be prevented from scattering. In the present invention, the surface of the substrate may be subjected to etching treatment such as sputtering treatment, corona treatment, flame treatment, ultraviolet ray irradiation and electron beam irradiation, or undercoating treatment. A hard coat layer may be formed on at least one main surface of the substrate. Examples of the hard coat film that becomes the hard coat layer include thermosetting resins such as acrylic resins, silicon resins, melamine resins, urethane resins, alkyd resins, and fluorine resins, or photocurable resins. Can be mentioned. The thickness of the hard coat layer is about 1 to 100 μm. Further, the hard coat layer may contain one or more compounds A according to the present invention.
The display filter of the present invention, particularly the plasma display filter, preferably functions as an electromagnetic wave shielding body having a property of shielding electromagnetic waves from the display screen. The plasma display filter includes a functional transparent layer, a substrate, a transparent In addition to the adhesive layer, a transparent conductive layer (D) is preferably provided.

Hereinafter, the transparent conductive layer (D) will be described.
When the display filter is in the form of an electromagnetic wave shield, a transparent conductive layer is formed on one main surface of the substrate. The transparent conductive layer in the present invention is a transparent conductive layer composed of a single layer or a multilayer thin film. In addition, in the electromagnetic wave shield, electrical connection between the transparent conductive layer and the outside is necessary. For example, the functional transparent layer, the transparent adhesive layer, and the like secure the conduction portion while leaving the peripheral portion of the transparent conductive layer. It will be necessary. As a single transparent conductive layer, there are a conductive mesh such as a metal mesh and a conductive grid pattern film, and a transparent conductive thin film such as a metal thin film and an oxide semiconductor thin film. As the transparent conductive layer composed of a multilayer thin film, there is a multilayer thin film in which a metal thin film and a high refractive index transparent thin film are laminated. Multi-layer thin film composed of metal thin film and high refractive index transparent thin film prevents the reflection of metal in the specific wavelength region by the high-refractive index transparent thin film, the conductivity of silver and other metals and the near-infrared reflection characteristics due to free electrons. Since it can be performed, it has preferable characteristics with respect to conductivity, near-infrared cut function, and visible light transmittance. In order to obtain a display filter having an electromagnetic wave shielding function and a near-infrared cut function, a metal thin film having a high conductivity for electromagnetic wave absorption and a reflective interface for electromagnetic wave reflection and a high refractive index transparent thin film were laminated. A transparent conductive layer comprising a multilayer thin film is preferred. In order to have an electromagnetic wave shielding function necessary for a plasma display in addition to a high visible light transmittance and a low visible light reflectance, the transparent conductive layer generally has a surface resistance of 0.01 to 30Ω / □, more preferably It is desirable to be 0.1 to 15Ω / □, more preferably 0.1 to 5Ω / □. Also, the transparent conductive layer itself can have a near-infrared cut function, and the light transmittance minimum in the near-infrared wavelength region, for example, 800 to 1100 nm, can be 20% or less.

In the present invention, a preferred transparent conductive layer is 2 on the one main surface of the substrate, in the order of the high refractive index transparent thin film layer (Dt) and the metal thin film layer (Dm), with (Dt) / (Dm) as repeating units. The film is repeatedly laminated 4 times, and further formed thereon by laminating at least a high refractive index transparent thin film layer, and the surface resistance of the transparent conductive layer is 0.1 to 5Ω / □. The material for the metal thin film layer is preferably silver, gold, platinum, palladium, copper, indium, tin, or an alloy of silver and gold, platinum, palladium, copper, indium or tin. Although the content rate of the silver in the alloy containing silver is not specifically limited, Generally, it is 50 to less than 100 mass%. In the case of a metal thin film composed of a plurality of layers, at least one layer should be used without alloying silver, or when viewed from the substrate, only the first and / or outermost metal thin film layer is a silver alloy. It can be. The metal thin film layer is required to be in a continuous state rather than a discontinuous island structure from the viewpoint of conductivity, and the thickness is preferably 4 to 30 nm. In the case of a metal thin film composed of a plurality of layers, it is not necessary that all the layers have the same thickness, and further, all the layers may not be silver or a silver alloy having the same composition. Examples of the method for forming the metal thin film layer include known methods such as sputtering, ion plating, vacuum deposition, and plating.
The transparent thin film forming the high refractive index transparent thin film layer is not particularly limited as long as it has transparency in the visible light region and has a function of preventing light reflection in the visible light region of the metal thin film layer. In general, a material having a refractive index with respect to visible light of 1.6 or more, preferably 1.8 or more is used. Examples of the material for forming such a transparent thin film include oxides such as indium, titanium, zirconium, bismuth, tin, zinc, antimony, tantalum, cerium, lanthanum, thorium, magnesium, and gallium, or the oxides of these oxides. A mixture, zinc sulfide, etc. can be mentioned, More preferably, they are a zinc oxide, a titanium oxide, an indium oxide, and a mixture (ITO) of an indium oxide and a tin oxide. The thickness of the high refractive index transparent thin film layer is not particularly limited, but is generally 5 to 200 nm. Examples of the method for forming the high refractive index transparent thin film layer include known methods such as sputtering, ion plating, ion beam assist, vacuum deposition, and wet coating. For the purpose of improving the environmental resistance of the transparent conductive layer, a protective layer made of an organic or inorganic material can be provided on the surface of the transparent conductive layer to such an extent that various properties such as conductivity and optical properties are not significantly impaired. In addition, in order to improve the environmental resistance of the metal thin film layer and the adhesion between the metal thin film layer and the high refractive index transparent thin film layer, conductivity, optical characteristics, etc. are provided between the metal thin film layer and the high refractive index transparent thin film layer. An inorganic layer can be provided to such an extent that these properties are not impaired. In addition, as a material which forms an inorganic substance layer, copper, nickel, chromium, gold | metal | money, platinum, zinc, zirconium, titanium, tungsten, tin, palladium etc., or the alloy which consists of 2 or more types of these materials is mentioned, for example. . The thickness of the inorganic layer is preferably about 0.2 to 2 nm. As a method for forming the transparent conductive layer, there is a method using a conductive mesh in addition to a method using a transparent conductive thin film. A single-layer metal mesh will be described as an example of the conductive mesh. As a single-layer metal mesh, for example, there is one in which a copper mesh layer is formed on a base. Generally, a single layer of metal mesh is formed by bonding a copper foil on a base and then processing it into a mesh. As the copper foil, rolled copper or electrolytic copper is used, and a porous copper foil having a pore diameter of 0.5 to 5 μm is preferable. The porosity of the copper foil is preferably 0.01 to 20%, more preferably 0.02 to 5%. The porosity is a value defined by P / R where R is the volume and P is the pore volume. The copper foil may be subjected to various surface treatments (for example, chromate treatment, roughening treatment, pickling, zinc / chromate treatment). The thickness of the copper foil is generally 3 to 30 μm. The aperture ratio of the light transmission portion of the metal mesh is generally 60 to 95%. The shape of the opening is not particularly limited, but it is preferably in the form of a regular triangle, a regular square, a regular hexagon, a circle, a rectangle, a rhombus, and the like, and is arranged in the plane. In general, it is preferable that one side or diameter of the opening of the light transmitting portion is 5 to 200 μm. Further, the width of the metal in the portion where the opening is not formed is preferably 5 to 50 μm. The substantial sheet resistance of the metal layer having the light transmitting portion is preferably 0.01 to 0.5Ω / □. In order to electrically connect the transparent conductive layer and the ground portion (ground conductor) of the display device, a conductive adhesive layer is provided.

Examples of the conductive adhesive and conductive adhesive used for the conductive adhesive layer include acrylic adhesives, silicon adhesives, urethane adhesives, polyvinyl butyral adhesives (PVB), and ethylene-vinyl acetate adhesives. There are materials in which metal particles such as carbon, Cu, Ni, Ag, and Fe are dispersed as conductive particles in a base material such as (EVA), polyvinyl ether, saturated polyester, and melamine resin. The volume resistivity of the conductive adhesive and the conductive adhesive is generally 1 × 10 ⁻⁴ to 1 × 10 ³ Ω · cm. Examples of the conductive adhesive and the conductive pressure-sensitive adhesive include a sheet form and a liquid form. As the conductive adhesive material, a sheet-like pressure sensitive adhesive material can be suitably used. After pasting the sheet-like adhesive material, or after applying the adhesive, it is laminated and pasted. The liquid conductive adhesive can be cured by treatment at room temperature or high temperature after application and bonding, or by irradiation with ultraviolet rays. Examples of the method for applying the liquid conductive adhesive include a screen printing method, a bar coating method, a reverse coating method, a gravure coating method, a die coating method, a roll coating method, and a comma coating method. The thickness of the conductive adhesive layer is set in consideration of the volume resistivity and necessary conductivity, and is generally 0.5 to 50 μm, preferably 1 to 30 μm. A double-sided adhesive type conductive tape having conductivity on both sides can also be used.

Hereinafter, the transparent adhesive layer (C) will be described.
In the present invention, the transparent adhesive layer is a layer made of any transparent adhesive material (adhesive, adhesive). The transparent adhesive layer is, for example, an acrylic adhesive, a silicon adhesive, a urethane adhesive, a polyvinyl butyral adhesive (PVB), an ethylene-vinyl acetate adhesive (EVA), a polyvinyl ether, a saturated polyester, a melamine resin. Formed from. In addition, as an adhesive material, a sheet form or a liquid form can be used. For example, when using a sheet-like pressure-sensitive adhesive material as the adhesive material, the sheet-like adhesive material is applied or an adhesive is applied, and then laminated and bonded. For example, when a liquid adhesive is used as the adhesive, it is cured and bonded by treatment at room temperature or high temperature after application and bonding, or by ultraviolet irradiation. Examples of the coating method include a screen printing method, a bar coating method, a reverse coating method, a gravure coating method, a die coating method, a roll coating method, and a comma coating method.
Although the thickness of a transparent adhesion layer is not specifically limited, Generally, it is 0.5-50 micrometers. The surface on which the transparent adhesive layer is formed and the surface to be bonded are preferably subjected to an easy adhesion treatment such as an easy adhesion coat or a corona discharge treatment in advance. Furthermore, after bonding through the transparent adhesive layer, the air mixed between the members at the time of bonding is defoamed or dissolved in the adhesive material to further improve the adhesion between the members. It is preferable to perform the treatment under pressure and heating conditions. The compound A dye according to the present invention can be contained in at least one layer of the transparent adhesive layer.
The display filter of the present invention contains at least one compound A according to the present invention.
In addition, in this specification, content includes not only those contained in each layer consisting of various members or films, or the transparent adhesive material, but also the state of being applied to the surface of each member or each layer. is there.

Examples of the method for incorporating the compound A according to the present invention into a display filter include the following methods (1) to (4).
(1) A method of adding to a transparent adhesive material and including it in a transparent adhesive layer,
(2) A method of kneading and containing the polymer resin,
(3) A method in which the compound A according to the present invention is dispersed or dissolved in an organic solvent containing a polymer resin or a resin monomer, and various members are cast on each layer, for example,
(4) There is a method in which the compound A according to the present invention is added to an organic solvent containing a binder resin, and various members are coated as paints and coated on each layer.
In the above method (1), the content of the compound A according to the present invention is not particularly limited. %. In the methods (2) and (3), the content of the compound A according to the present invention is not particularly limited, but is generally 10 ppm to 30% by mass with respect to the polymer resin or resin monomer. Preferably, it is 10 ppm to 20% by mass. In the method (4), the content of the compound A according to the present invention is not particularly limited. %. Moreover, generally binder resin density | concentration is 1-50 mass% with respect to the whole coating material.

In the display filter of the present invention, in addition to the compound A according to the present invention, one or more light absorbing compounds can be used in combination as long as the desired effects of the present invention are not impaired. Examples of such a light absorbing compound include, but are not limited to, compounds having desired absorption in the visible light region, such as anthraquinone compounds, phthalocyanine compounds, methine compounds, azomethine compounds, oxazine compounds, Examples include azo compounds, styryl compounds, coumarin compounds, porphyrin compounds, dibenzofuranone compounds, diketopyrrolopyrrole compounds, rhodamine compounds, xanthene compounds, and pyromethene compounds. When the display filter of the present invention is in the form of a near infrared cut filter, one or more near infrared absorbing compounds may be further contained.
The near-infrared absorbing compound is preferably a compound having an absorption maximum at about 800 to 1100 nm. The near-infrared absorbing compound is not particularly limited. For example, phthalocyanine compounds (for example, metal phthalocyanine complexes), naphthalocyanine compounds (for example, metal naphthalocyanine complexes), anthraquinone compounds, dithiol compounds (for example, nickel dithiol) Complex) and diimonium salt compounds. The concentration of these light-absorbing compounds and near-infrared-absorbing compounds should be set arbitrarily in consideration of the absorption wavelength and extinction coefficient of the compound, and the desired optical characteristics (for example, color purity and transmission characteristics) of the display filter. Can do.
The display filter of the present invention has, for example, excellent transmission characteristics without significantly impairing the brightness and visibility of the plasma display, and can improve the optical characteristics (for example, color purity and contrast) of the plasma display. it can. The display filter of the present invention can improve, for example, the optical characteristics (for example, color purity) of a liquid crystal display.

EXAMPLES Hereinafter, although a production example and an Example demonstrate this invention further in detail, this invention is not limited to these.
In addition, in the following production examples, examples and comparative examples, the measurement of the absorption spectrum uses a toluene solution with a concentration of 0.01 g / L, using a U-3500 type self-recording spectroscopic clock manufactured by Hitachi, Ltd. as a measuring instrument, Measurement was performed at an optical path length of 10 mm.

Example 1 Production of Compound No. 1 39.0 g of acetylacetone was added to 240 mL of methanol and stirred at room temperature for 10 minutes. To this mixture, 57.0 g of neodymium nitrate was added and stirred at room temperature for 2 hours. Further, 170 mL of 4% aqueous ammonia solution was added dropwise over 1 hour and reacted at room temperature for 1 hour. The reaction product was allowed to stand, and the precipitate was collected by filtration. The precipitate collected by filtration was washed with water and dried to obtain 50.1 g of blue crystals. This compound showed an absorption maximum wavelength at 585 nm in toluene, and the half width was 10.

(Example 2) Production of compound of compound number 3 In Example 1, instead of using acetylaeton, 13.2 was used except that 63.2 g of 1-phenyl-1,3-butanedione was used. According to the operation, 52.4 g of compound No. 3 was obtained as a blue solid. This compound showed an absorption maximum wavelength at 588 nm in toluene, and the half-width was 11.

Example 3 Production of Compound No. 6 In Example 1, Example 1 was used except that 55.4 g of 5,5-dimethyl-2,4-hexanedione was used instead of acetylaeton. In accordance with the procedure described in 5), 52.4 g of compound No. 6 was obtained as a blue solid. This compound had an absorption maximum wavelength at 587 nm in toluene, and the half-width was 11.

(Example 4) Production of compound of compound number 7 In Example 1, instead of using acetylaeton, it was described in Example 1 except that 55.4 g of 6-methyl-2,4-heptanedione was used. In this manner, 56.1 g of compound No. 7 was obtained as a blue solid. This compound showed an absorption maximum wavelength at 590 nm in toluene, and its half-value width was 12.

Example 5 Production of Compound No. 11 Example 1 except that 60.8 g of 2,6-dimethyl-3,5-heptanedione was used instead of using acetylaeton in Example 1. 57.3 g of compound No. 11 was obtained as a blue solid. This compound showed an absorption maximum wavelength at 588 nm in toluene, and the half width was 13.

(Example 6) Manufacture of display filter A triacetylcellulose (TAC) film (thickness: 80 μm) as a base, and a functional transparent layer as a functional transparent layer on one side thereof is rolled to the next functional transparent film. It was formed continuously with a roll. That is, a photopolymerization initiator is added to a polyfunctional methacrylate resin, and a coating liquid in which ITO fine particles (average particle size: 10 nm) are further dispersed is applied with a gravure coater and UV cured to form a conductive hard coat film. (Film thickness: 3 μm) was formed. A fluorine-containing organic compound solution is coated on the microgravure coater, dried at 90 ° C and thermally cured to form an antireflective film (film thickness: 100 nm) with a refractive index of 1.4. Hard coat function (Pencil hardness: 2H), antireflection function (surface visible light reflectance: 0.9%), antistatic function (surface resistance: 7 × 10 ⁹ Ω / □), functional transparent film having antifouling function Formed.
On the other hand, the compound of Compound No. 1 produced in Example 1 was dissolved in an ethyl acetate / toluene (50:50 mass%) solvent to prepare a diluted solution.
An acrylic pressure-sensitive adhesive (80% by mass) and a diluent (20% by mass) containing the compound of Compound No. 1 are mixed, and a dry film thickness of 25 μm is formed on the TAC surface of the functional transparent film / TAC film by a comma coater. And dried to form a transparent adhesive layer. A release film was laminated on the surface of the transparent adhesive layer and wound into a roll to produce a display filter having a release film.
In addition, the dilution liquid was prepared so that the compound of the compound number 1 might contain 1650 (mass) ppm in the dry adhesive material. Furthermore, the display filter was cut into a sheet shape, the release film was peeled off, and was bonded to the front surface of the plasma display panel (display portion 920 mm × 520 mm) using a single wafer laminator. At this time, sheet cutting and bonding position alignment were performed so that the transparent adhesive layer portion was bonded to the entire display portion. After pasting, it was autoclaved at 60 ° C. and 2 × 10 ⁵ Pa to obtain a display device equipped with a display filter.

The display filter produced above was measured and evaluated for the following items. The evaluation results are shown in Tables 2 and 3.
(I) Plasma display contrast ratio (maximum luminance / minimum luminance ratio)
The plasma display was evaluated before and after the display filter was mounted. The measurement method is the brightness of Minolta Co., Ltd. with the maximum brightness (cd / m ² ) when displaying white on the plasma display and the minimum brightness (cd / m ² ) when displaying black on the plasma display at a brightness of 100 lx. The contrast ratio (maximum luminance / minimum luminance ratio) was determined using a meter (LS-110). The contrast ratio before the display filter was mounted was 20.
(II) Heat resistance test of display filter The display filter was evaluated by storing at 80 ° C. and 85% RH for 100 hours. The measuring method was to measure the small pieces of the display filter before and after the heat resistance test using a spectrophotometer (U-300) manufactured by Hitachi, Ltd., and the transmittance at 595 nm was 610 nm. The ratio to the transmittance in% (%) (transmittance at 595 nm / transmittance at 610 nm × 100) was evaluated.
(III) Color purity of emission color of plasma display Evaluation was performed before and after forming a filter for display. In the three primary colors of red (R), green (G), and blue (B), RGB chromaticity (x, y) was measured using a CRT color analyzer (CA100) manufactured by Minolta. The closer the chromaticity of the three primary colors is to the chromaticity determined by the NTSC system, the better.

(Examples 7 to 10) Preparation of display filter In Example 6, instead of using the compound of Compound No. 1 in forming the adhesive layer, the compound of Compound No. 3 produced in Example 2 (Example 7) ), The compound of Compound No. 6 (Example 8) produced in Example 3, the compound of Compound No. 7 (Example 9) produced in Example 4, and the compound No. 11 produced in Example 5 A display filter was produced by the method described in Example 6 except that the compound (Example 10) was used, and a display device equipped with the display filter was obtained.
Table 2 and Table 3 show the results of measurement and evaluation of the produced display filter in the same manner as in Example 6.

(Comparative Example 1) Production of display filter In Example 6, a display filter was produced by the method described in Example 6 except that the compound of Compound No. 1 was not used in forming the adhesive layer. A display device equipped with the display filter was obtained.
Table 2 and Table 3 show the results of measurement and evaluation of the produced display filter in the same manner as in Example 6.

Comparative Example 2 Preparation of Display Filter In Example 6, instead of using the compound of Compound No. 1 when forming the adhesive layer, as a comparative compound, Japanese Patent Application Laid-Open No. 2008-268331 represented by the following formula (B) A display filter was produced by the method described in Example 6 except that the compound described in Japanese Patent Publication No. Gazette was used, and a display device equipped with the display filter was obtained. Table 2 and Table 3 show the results of measurement and evaluation of the produced display filter in the same manner as in Example 6.

From Table 2, it can be seen that the contrast of the plasma display equipped with the display filter of the present invention is greatly improved. Moreover, it turns out that the heat-and-moisture resistance of the display filter of this invention is excellent.
From Table 3, it can be seen that the contrast and color purity of the plasma display equipped with the display filter of the present invention, particularly the color purity of red, is greatly improved.

(Example 11) Production of filter for display 0.018% by mass of compound No. 1 synthesized in Example 1 on polyethylene terephthalate (PET) pellets, and red dye PS for correcting chromaticity of white light emission After mixing 0.004 mass% of -Red-G [Mitsui Chemicals Co., Ltd.], it melted at 260-280 degreeC, and produced PET film (thickness: 250 micrometers) with the extruder. Thereafter, the PET film was biaxially stretched to prepare a film-like substrate (thickness: 125 μm) containing the compound of Compound No. 1 and the red dye PS-Red-G in the substrate.
Furthermore, the following functional transparent film was continuously formed by roll-to-roll as a functional transparent layer on one surface of the film-like substrate wound up in a roll. That is, a photopolymerization initiator is added to a polyfunctional methacrylate resin, and a coating liquid in which organic silica fine particles (average particle size: 15 μm) are further dispersed is applied and UV-cured to produce an antiglare function (haze value: 5%) and a functional transparent film (thickness: 3 μm) having a hard coat function (pencil hardness: 2H). Then, the transparent adhesive layer was formed on the film-like base | substrate surface on the opposite side to a functional transparent film using the acrylic adhesive.
A release film was laminated on the surface of the transparent adhesive layer and wound into a roll to produce a display filter having a release film. Further, the display filter was cut into a sheet shape, the release film was peeled off, and bonded to the front surface of the plasma display panel (display portion 920 mm × 520 mm) using a single-wafer laminator. At this time, sheet cutting and bonding position alignment were performed so that the transparent adhesive layer portion was bonded to the entire display portion. After pasting, autoclaving was performed under conditions of 60 ° C. and 2 × 10 ⁵ Pa to obtain a display device equipped with a display filter. This display filter had a transmittance of 31% at 595 nm with respect to the transmittance at a wavelength of 610 nm. In addition, the plasma display equipped with this display filter improved the contrast ratio of the bright place under the condition of ambient illuminance of 100 lx to 38, compared with 20 before the display filter was installed.

(Example 12) Manufacture of display filter A biaxially stretched polyethylene terephthalate film (PET) (thickness: 188 μm) is used as a base, and on one side, in order from the PET film, an ITO thin film (film thickness: 40 nm), silver Thin film (film thickness: 11 nm), ITO thin film (film thickness: 95 nm), silver thin film (film thickness: 14 nm), ITO thin film (film thickness: 90 nm), silver thin film (film thickness: 12 nm), ITO thin film (film thickness: 40 nm) in total, 7 transparent conductive layers were formed, and a transparent laminate having a transparent conductive layer having a surface resistance of 2.2 Ω / □ was produced. In a solvent of ethyl acetate / toluene (50: 50% by mass), the compound of Compound No. 3 synthesized in Example 2 and red dye PS-Red-G [manufactured by Mitsui Chemicals, Inc.] were dissolved and diluted did.
Acrylic pressure-sensitive adhesive (80% by mass) and this dilute solution (20% by mass) are mixed, applied to the surface of the substrate side of the transparent laminate with a comma coater to a dry film thickness of 25 μm, dried and adhered. A release film was laminated on the surface to form a transparent adhesive layer sandwiched between the release film and the substrate of the transparent laminate. The adhesive material had a refractive index of 1.51 and an extinction coefficient of 0. In addition, the compound of the compound number 3 and red pigment | dye PS-Red-G were prepared so that it might contain 1150 (mass) ppm and 1050 (mass) ppm in the dry adhesive material, respectively.

On the other hand, a gravure coater is applied to one surface of a triacetyl cellulose film (thickness: 80 μm) by adding a photopolymerization initiator to a polyfunctional methacrylate resin and further dispersing ITO fine particles (average particle size: 10 nm). Was applied and cured with UV to form a conductive hard coat film (film thickness: 3 μm). A fluorine-containing organic compound solution is coated on the microgravure coater, dried at 90 ° C and thermally cured to form an antireflective film (film thickness: 100 nm) with a refractive index of 1.4. Hard coat function (Pencil hardness: 2H), gas barrier function (moisture permeability: 1.8 g / m ² · day), antireflection function (visible surface light reflectance: 1.0%), antistatic function (surface resistance: 7 × 10 ⁹ Ω / □), an antireflection film was produced as a functional transparent layer having an antifouling function. On the other main surface of the antireflection film, an acrylic pressure-sensitive adhesive and a diluent [ethyl acetate / toluene (50: 50% by mass)] are applied and dried to form a transparent pressure-sensitive adhesive layer having a thickness of 25 μm and further separated. A mold film was laminated. The roll-shaped transparent laminate / adhesive / release film was cut into a size of 970 mm × 570 mm and fixed on a glass support plate with the transparent conductive layer surface facing up. Furthermore, using a laminator, the antireflection film was laminated only on the inner side, leaving the conductive portion so that the peripheral portion 20 mm of the transparent conductive layer was exposed. Further, a silver paste was screen-printed in a range of a width of 22 mm at the peripheral edge so as to cover the exposed conductive portion of the transparent conductive layer, and dried to form an electrode having a thickness of 15 μm. A display filter having an electromagnetic wave shielding function having a release film on the transparent adhesive layer surface was prepared by removing from the glass support plate. Furthermore, the release film of the display filter is peeled off and bonded to the front surface of the plasma display panel (display unit 920 mm × 520 mm) using a single wafer laminator, and then at 60 ° C. and 2 × 10 ⁵ Pa. Autoclaved. The electrode part of the display filter and the ground part of the plasma display panel were connected using a conductive copper foil adhesive tape to obtain a display device equipped with the display filter.

In the plasma display equipped with this display filter, the transmittance at 595 nm was 38% with respect to the transmittance at a wavelength of 610 nm. Also, the plasma display equipped with the display filter improved the bright spot contrast ratio under the condition of ambient illuminance of 100 lx to 44, compared with 20 before the display filter was formed. Moreover, even when a home VTR was brought close to a plasma display as 0.5 m as an electronic device using an infrared remote controller, the VTR did not malfunction. When the display filter was not attached, the VTR malfunctioned even when the VTR was moved 5 m away from the plasma display.

(Example 13) Preparation of filter for display The compound of Compound No. 11 synthesized in Example 5 was dissolved in an ethyl acetate / toluene (50: 50% by mass) solvent to obtain a diluted solution. An acrylic pressure-sensitive adhesive (80% by mass) and a dilute solution (20% by mass) containing the compound of Compound No. 11 are mixed and coated on the surface of a polyethylene terephthalate film (75 μm) to a dry film thickness of 20 μm by a die coater. The display filter was manufactured by drying. In addition, the dilution liquid was prepared so that the compound of the compound number 11 might contain 1200 (mass) ppm in the dry adhesive material. In this display filter, the transmittance at 595 nm was 19% with respect to the transmittance at a wavelength of 610 nm. When this display filter is attached to a transmissive liquid crystal display screen (with a color filter) whose red chromaticity (x, y) is (0.612, 0.335), the red chromaticity is (0.617). 0.331). That is, when the display filter of the present invention is mounted, the red chromaticity approaches the red chromaticity (0.670, 0.330) determined by the NTSC system.

  According to the present invention, it is possible to provide an optical filter that is excellent in optical characteristics (for example, light absorption characteristics, narrow half-value width) and durability (for example, resistance to moist heat). More specifically, it has become possible to provide an optical filter used for a display filter such as a plasma display panel (PDP) or a liquid crystal display (LCD).

11: Functional transparent layer (A)
12: Substrate (B)
13: Transparent adhesive layer (C)

21: Functional transparent layer (A)
22: Substrate (B)
23: Transparent adhesive layer (C)
24: Transparent conductive layer (D)

31: Functional transparent layer (A)
32: Substrate (B)
33: Transparent adhesive layer (C)
34: Transparent conductive layer (D)

42: Substrate (B)

53: Transparent adhesive layer (C)

62: Substrate (B)
63: Transparent adhesive layer (C)

71: Functional transparent layer (A)
72: Substrate (B)

Claims (5)

An optical filter comprising at least one 1,3-diketone complex of neodymium.
The optical filter according to claim 1, wherein the neodymium 1,3-diketone complex is a compound of the following general formula (1).
[Wherein R1 and R2 each independently represents a linear or branched alkyl group or a substituted or unsubstituted aryl group]
The optical filter according to claim 2, wherein R1 in the general formula (1) is a methyl group, and R2 is a linear or branched alkyl group having 1 to 4 carbon atoms.
The optical filter according to claim 2, wherein R1 in the general formula (1) is a phenyl group, and R2 is a linear or branched alkyl group having 1 to 4 carbon atoms.
A display using the optical filter according to claim 1.