JP5428223B2 - Metal complex dye and filter for display - Google Patents

Description

The present invention relates to a metal complex dye that can effectively absorb light of a specific wavelength, and more particularly to a display filter suitably used for a plasma display, a liquid crystal display, and the like.

Conventionally, many dyes suitable for various applications have been developed. Under such circumstances, various tetraazaporphyrin compounds have been proposed as dyes to be applied to filters used in liquid crystals or plasma displays (see, for example, Patent Documents 1 to 3), and are suitable for color inks for inkjet inks and laser printers. As such, neutral dye compounds such as various methine dyes and azomethine dyes have been proposed (see, for example, Patent Documents 4 to 6).
Japanese Patent No. 3834479 Japanese Patent No. 3311720 JP 2002-40233 A JP 2006-9028 A JP 2001-159832 A Japanese Patent Laid-Open No. 10-30061

  In general, methine dyes and azomethine dyes are considered to make it easier to set a desired wavelength to a maximum absorption wavelength than the tetraazaporphyrin compounds described above.

  However, the dye used as a display filter must have a sufficiently high solubility in a solvent because it is required to apply an accurate amount to the desired thickness on the filter substrate during manufacture. I must. In particular, since it is always required to be arranged near the light source and to maintain the performance for a long time, high light resistance is required.

  This invention pays attention to such a subject, and absorbs the light of a desired wavelength effectively while absorbing the light of a desired wavelength effectively, and the metal complex pigment | dye which can be employ | adopted suitably for the filter for a display. Provide a display filter.

  In order to achieve such an object, the present invention takes the following measures. That is, the metal complex dye according to the present invention is represented by the following general formula (I), which is obtained by salt-forming a salicylic acid complex with a metal complex of a neutral dye compound having a function as a neutral ligand. It is characterized by that.

In the formula (I), A represents an aromatic group which may have a substituent, a heterocyclic group which may have a substituent, or an indolelidene group which may have a substituent, B and C each represent a heterocyclic group containing one or more nitrogen atoms, and one of B and C is the second position as viewed from the atom associated with the other in order to form a coordination site with the other adjacent one. It is assumed that there is always one nitrogen atom at the position. L represents a carbon atom which may have a substituent, a methylideneamino group which may have a substituent, or a nitrogen atom, and the bond connecting A and Lm and B and Lm is a single bond or a double bond Represents. m represents an integer of 1 to 2; M represents a metal atom selected from the group VIII, Ib, IIb, IIIa, IVa, Va, VIa, VIIa, preferably a metal element such as Ni, Cu, Pd, Co, or Zn. N represents an integer of 1-6. p represents an integer of 1 to 2; R ₁ ~ ₄ are each independently a hydrogen atom, a halogen atom, a nitro group, a cyano group, hydroxy group, amino group, carboxy group, a formyl group, an acyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, a sulfonic acid group, sulfonamide A linear, branched or cyclic alkyl group having 1 to 20 carbon atoms, a linear, branched or cyclic halogenoalkyl group having 1 to 20 carbon atoms, a linear, branched or cyclic group having 1 to 20 carbon atoms An alkoxy group, a linear, branched or cyclic halogenoalkoxy group having 1 to 20 carbon atoms, an aryloxy group having 6 to 20 carbon atoms, a heteroaryl group, a linear, branched or cyclic group having 1 to 20 carbon atoms. Alkylthio group, arylthio group having 6 to 20 carbon atoms, linear, branched or cyclic monoalkylamino group having 1 to 20 carbon atoms, linear, branched or cyclic group having 2 to 20 carbon atoms Represents a dialkylamino group, R1 and R2, R2 and R3, R3 and R4 may form a ring except an aromatic via a respective connecting group. M ₁ represents boron, aluminum, gallium, indium, thallium, trivalent iron, or a trivalent cobalt atom.

  If it is such, it can be set as the filter for a display which can be manufactured with high efficiency by making it melt | dissolve suitably with respect to solvents, such as methyl ethyl ketone and toluene, for example. In addition, by providing a filter with excellent light resistance in a display that is constantly irradiated with high-intensity light, it is possible to display a high-quality image over a long period of time, in other words, providing a display with excellent durability. It becomes possible to do.

Here, specific examples of R _{1 to} R ₄ are each independently a hydrogen atom; a halogen atom; a nitro group; a cyano group; a hydroxy group; an amino group; a carboxy group; a formyl group; an acyl group; Oxycarbonyl group; sulfonic acid group; sulfonamide group; methyl group, ethyl group, n-propyl group, iso-propyl group, n-butyl group, iso-butyl group, sec-butyl group, t-butyl group, n- Pentyl group, 2-methylbutyl group, 1-methylbutyl group, neo-pentyl group, 1,2-dimethylpropyl group, 1,1-dimethylpropyl group, cyclopentyl-group, n-hexyl group, 4-methylpentyl group, 3 -Methylpentyl group, 2-methylpentyl group, 1-methylpentyl group, 3,3-dimethylbutyl group, 2,3-dimethylbutyl group, 1,3-dimethylbutyl group, 2,2-dimethylbutyl group, 1 , 2-dimethylbutyl group, 1,1-dimethylbutyl group Group, 3-ethylbutyl group, 2-ethylbutyl group, 1-ethylbutyl group, 1,1,2-trimethylbutyl group, 1-ethyl-2-methylpropyl group, cyclo-hexyl group, n-heptyl group, 2 -Methylhexyl group, 3-methylhexyl group, 4-methylhexyl group, 5-methylhexyl group, 2,4-dimethylpentyl group, n-octyl group, 2-ethylhexyl group, 2,5-dimethylhexyl group, 2 , 5,5-trimethylpentyl group, 2,4-dimethylhexyl group, 2,2,4-trimethylpentyl group, n-nonyl group, 3,5,5-trimethylhexyl group, n-decyl group, 4-ethyl Octyl group, 4-ethyl-4,5-dimethylhexyl group, n-undecyl group, n-dodecyl group, 1,3,5,7-tetramethyloctyl group, 4-butyloctyl group, 6,6-diethyloctyl Group, n-tridecyl group, 6-methyl-4-butyloctyl group, n-tetradecyl group, n-pentadecyl group, 3,5-dimethylheptadecyl Group, 2,6-dimethylheptadecyl group, 2,4-dimethylheptadecyl group, 2,2,5,5-tetramethylhexyl group, 1-cyclopentyl-2,2-dimethylpropyl group, 1-cyclopentyl- A linear, branched or cyclic alkyl group having 1 to 20 carbon atoms such as 2,2-dimethylpropyl group, 1-cyclo-hexyl-2,2-dimethylpropyl group;
A linear, branched, or cyclic halogenoalkyl group having 1 to 20 carbon atoms such as a chloromethyl group, a dichloromethyl group, a fluoromethyl group, a trifluoromethyl group, a pentafluoroethyl group, or a nonafluorobutyl group;
Methoxy group, ethoxy group, n-propoxy group, iso-propoxy group, n-butoxy group, iso-butoxy group, sec-butoxy group, t-butoxy group, n-pentoxy group, iso-pentoxy group, neo-pentoxy group A linear, branched or cyclic alkoxy group having 1 to 20 carbon atoms, such as n-hexyloxy group and n-dodecyloxy group;
Fluoromethoxy group, difluoromethoxy group, trifluoromethoxy group, 1,1,2,2,2-pentafluoroethoxy group, 1,1,2,2-tetrafluoroethoxy group, 1,1,2-trifluoroethoxy group Group, 1,2,2-trifluoroethoxy group, 2,2-difluoroethoxy group, 1,2-difluoroethoxy group, 1,1-difluoroethoxy group, 2-fluoroethoxy group, 1-fluoroethoxy group, 2 , 2,3,3-Tetrafluoro-1-propoxy group, 2,2,3,3,3-pentafluoro-1-propoxy group, 2,2,3,3,4,4,4-heptafluoro- 1-butoxy group, 2,2,3,4,4,4-hexafluoro-1-butoxy group, 2,2,3,3,4,4,5,5-octafluoro-1-pentyloxy group, 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexyloxy group, 4,4,5,5,6,6,7,7,7-nonafluoro-1-heptyloxy Group, 2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoro-1-heptyloxy group, 7,7,8,8,8-pentafluoro-1- Octyl Oki Group, 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-1-octyloxy group, 2,2,3,3,4,4, 5,5,6,6,7,7,8,8,9,9, -hexadecafluoro-1-nonyloxy group, 4,4,5,5,6,6,7,7,8,8, 9,9,10,10,11,11,11-tridecafluoro-1-nonyloxy group, 7,7,8,8,9,9,10,10,10-nonafluoro-1-nonyloxy group, 3, 3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluoro-1-decyloxy group, 4,4,5,5,6 , 6,7,7,8,8,9,9,10,10,11,11,11-heptadecafluoro-1-decyloxy group, 7,7,8,8,9,9,10,10, 11,11,12,12,12-tridecafluoro-1-dodecyloxy group, 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10, 10,11,11,11,12,12,12-Henicosafluoro-1-dodecyloxy group, 7,7,8,8,9,9,10,10,11,11,12,12,13,13, 14,14,14-heptadecafluoro-1-tetradecyloxy group, as branched type, 1H, 1H, 2,5-di (trifluoromethyl) -3,3-dioxaundecafluoro-1 -Nonyloxy group, 6- (perfluoro-1-methyl Ruethyl) -1-hexyloxy group, 2- (perfluoro-1-methylbutyl) -1-ethoxy group, 2- (perfluoro-3-methylbutyl) ethoxy group, 2- (perfluoro-7-methyloctyl) ethoxy A straight-chain, branched or cyclic halogenoalkoxy group having 1 to 20 carbon atoms such as a group, 2H-hexafluoro-2-propoxy group, 2,2-bis (trifluoromethyl) -1-propoxy group;
Phenyl group, nitrophenyl group, cyanophenyl group, hydroxyphenyl group, methylphenyl group, dimethylphenyl group, trimethylphenyl group, dichlorophenyl group, methoxyphenyl group, ethoxyphenyl group, trifluoromethylphenyl group, N, N-dimethylamino Aryl groups having 6 to 20 carbon atoms such as phenyl group, naphthyl group, nitronaphthyl group, cyanonaphthyl group, hydroxynaphthyl group, methylnaphthyl group, trifluoromethylnaphthyl group;
Aryloxy groups having 6 to 20 carbon atoms such as phenoxy group, 2-methylphenoxy group, 4-methylphenoxy group, 4-t-butylphenoxy group, 2-methoxyphenoxy group, 4-iso-propylphenoxy group;
Heteroaryl groups such as pyrrolyl, thienyl, furanyl, oxazolyl, isoxazolyl, oxadiazolyl, imidazolyl, benzoxazolyl, benzothiazolyl, benzoimidazolyl, benzofuranyl, indolyl;
Methylthio group, ethylthio group, n-propylthio group, iso-propylthio group, n-butylthio group, iso-butylthio group, sec-butylthio group, t-butylthio group, n-pentylthio group, iso-pentylthio group, 2-methylbutyl C1-C20 linear, branched, or cyclic alkylthio groups such as thio group, 1-methylbutylthio group, neo-pentylthio group, 1,2-dimethylpropylthio group, 1,1-dimethylpropylthio group ;
Arylthio groups having 6 to 20 carbon atoms such as phenylthio group, 4-methylphenylthio group, 2-methoxyphenylthio group, 4-t-butylphenylthio group;
A linear, branched, or cyclic monoalkylamino group having 1 to 20 carbon atoms such as a methylamino group, an ethylamino group, an n-propylamino group, an n-butylamino group, or an n-hexylamino group;
Linear, branched or cyclic dialkylamino having 2 to 20 carbon atoms such as dimethylamino group, diethylamino group, di-n-propylamino group, di-n-butylamino group, N-methyl-N-cyclohexylamino group Group;
Examples of R ₁ and R ₂ , R ₂ and R ₃ , and R ₃ and R ₄ forming a ring through a linking group include —CH ₂ CH ₂ CH ₂ CH ₂ —, —CH ₂ CH ₂ CH (NO _{2) CH 2 -, - CH} 2 CH (CH 3) CH 2 CH 2 -, - CH 2 CH (Cl) CH 2 CH 2 - and the like.

  In the above formula (I), A represents an aromatic group which may have a substituent, a heterocyclic group which may have a substituent, or an indolelidene group which may have a substituent. However, specific examples of those shown in A can include those represented by the following general formula (II).

In formula (II), R < ₅ > -R < ₁₁ > is synonymous with said R < ₁ > -R < ₄ >, respectively. Further, R ₆ and R ₇ , R ₇ and R ₈ , R ₈ and R ₉ , R ₁₀ and R ₁₁ may be ring-formed in the same manner as described above via a linking group.

  In the formula (I), B represents a heterocyclic group containing one or more nitrogen atoms, and is located at the second position as viewed from the atom related to the bond with C to form a coordination site with adjacent C. Although one nitrogen atom is necessarily present in each, specific examples of those represented by B include those represented by the following general formula (III).

In formula (III), R < ₁₂ > is synonymous with said R < ₁ > -R < ₄ >, respectively.

  In the formula (I), each C represents a heterocyclic group containing one or more nitrogen atoms, and in the second position as viewed from the atom related to the bond with B in order to form a coordination position with B. Although one nitrogen atom is necessarily present, a specific example of what is represented by C includes one represented by the following general formula (IV).

In formula (IV), R < ₁₃ > -R < ₁₆ > is synonymous with said R < ₁ > -R < ₄ >, respectively. Further, R ₁₃ and R ₁₄ , R ₁₄ and R ₁₅ , R ₁₅ and R ₁₆ may be ring-formed in the same manner as described above via a linking group.

  And as a specific example of the metal complex dye mentioned above, what is shown to the following compounds (1) thru | or (6) can be mentioned.

  And the metal complex pigment | dye which makes the structure mentioned above can provide what has a selective light absorption wavelength between 480-510 nm.

  The display filter according to the present invention has the above-described metal complex dye in any part of the display, and is particularly applied to a plasma display, a liquid crystal display, or an organic EL display.

  Here, the “display” applied to the present invention is a concept broadly indicating what can display an image by emitting light, and the display described in the present invention includes a plasma display, a liquid crystal display, and an organic EL display. It is not limited to, but is a concept that includes, for example, an SED or a conventional cathode ray tube that is used. Of course, the liquid crystal display is not limited to a reflection type or a transmission type.

  ADVANTAGE OF THE INVENTION According to this invention, it can be set as the display filter which can be manufactured with high efficiency by making it melt | dissolve suitably with respect to a solvent. In addition, by providing a filter with excellent light resistance in a display that is constantly irradiated with high-intensity light, it is possible to display a high-quality image over a long period of time, in other words, providing a display with excellent durability. It becomes possible to do.

Hereinafter, an embodiment of the present invention will be described with reference to the drawings.
<First embodiment>
As shown in FIG. 1, the display filter 1 according to the present embodiment is a so-called so-called plasma display PD (FIG. 2), liquid crystal display LD (FIG. 3), other organic EL display, SED display, or the like. It can be widely used in display devices, that is, displays D.

  Here, the display filter 1 according to the present invention is provided in a light path from the light emitting source to the outermost surface of the visual recognition unit, and has a function of selectively absorbing light of a specific wavelength. 1 and the selective light absorption wavelength is at least the dye P and / or Q existing between 480 and 510 nm.

  And it is characterized by including the pigment | dye represented by these pigment | dye P and Q, and the tetraaza porphyrin compound.

<Second embodiment>
Next, the aspect which applied suitably the filter 2 for plasma displays mentioned above to plasma display PD is explained in full detail. In addition, this embodiment shows an example in which the present invention is applied to the plasma display PD, and does not limit the present invention.

  The plasma display filter 2 according to the present invention is obtained by suitably applying the display filter 1 according to the first embodiment to a plasma display PD. That is, as shown in FIG. 2, the plasma display PD according to the present invention includes at least a plasma display body PD1 for displaying an image and a plasma display filter 2 provided on the plasma display PD screen. To do.

  Hereinafter, an example of the configuration of the plasma display PD and the plasma display filter 2 will be described with reference to the drawings.

  As shown in FIG. 2, the plasma display filter 2 is provided on the outside air side, and is provided on the plasma display PD side with a functional transparent layer 21 having antireflection and / or antiglare properties, and adheres to the screen. And a polymer film 23 provided as a substrate between the functional transparent layer 21 and the transparent adhesive layer 22. And the pigment | dyes P and Q which concern on the said embodiment are contained in at least 1 layer among these functional transparent layers 21, the polymer film 23, and the transparent adhesion layer 22, It is characterized by the above-mentioned. In other words, at least one of the functional transparent layer 21, the polymer film 23, and the transparent adhesive layer 22 includes the dyes P and Q, thereby constituting the display filter 1 according to the first embodiment. It is what. In addition, as shown in the drawing, specifically, a polymer film 24 for increasing the thickness capable of containing the pigments P and Q may be further provided.

  In this embodiment, in addition to the dyes P and Q described in the first embodiment, a near-infrared absorbing dye NR is further included, which will be described later.

  Hereinafter, the plasma display filter 2 will be described.

  The plasma display filter 2 has a visible light transmittance of 30 to 85% as a whole.

  As described above, the functional transparent layer 21 is provided on the outside air side and has antireflection properties and / or antiglare properties. Specifically, one or more of hard coat properties, antireflection properties, antiglare properties, antistatic properties, antifouling properties, gas barrier properties, and UV protection properties, depending on the installation method on the display and the required functions It has the function of The visible light reflectance of the surface of the functional transparent layer 21 having antireflection properties is desirably 2% or less, preferably 1.3% or less, and more preferably 0.8% or less.

  As described above, the transparent adhesive layer 22 can be suitably attached to the plasma display main body PD1 by having adhesiveness.

  As described above, the polymer film 23 or the polymer film 24 for raising the bulk is provided as a substrate between the functional transparent layer 21 and the transparent adhesive layer 22, and the functional transparent layer 21 and the transparent adhesive are provided. Various existing materials and thicknesses can be adopted as long as the layer 22 can be favorably supported and has transparency.

  Here, the plasma display filter 2 according to the present embodiment has the following characteristics.

  That is, the plasma display filter 2 has the absorption maximum at wavelengths of 480 nm to 510 nm between the respective suitable emission wavelengths in order to contribute to the improvement of the color purity of blue light emission and the improvement of the color purity of green light emission. By using the dye P shown as the compound (1) and / or the dye Q shown as the compound 2, the unnecessary light emission is suitably reduced. Thereby, it can prevent that blue becomes green and / or green becomes blue, and can improve the color purity. The contrast can be improved by improving the color purity.

  The minimum transmittance of the display filter 1 in the wavelength range is 50 to 90%, preferably 50 to 75% of the maximum transmittance at a wavelength of 450 to 480 nm and / or the maximum transmittance at a wavelength of 510 to 535 nm. It is.

  Further, in order not to significantly impair the emission luminance when the display filter 1 is mounted, the maximum transmittance at wavelengths of 450 n to 480 m where blue, green, and red emission peaks exist, the maximum transmittance at wavelengths of 510 to 535 nm, The maximum transmittance at a wavelength of 615 to 640 nm is preferably 45% or more. The maximum transmittance of the display filter 1 in these wavelength ranges is 85% or less depending on each component.

  Furthermore, as with the improvement of the color purity of the red light emission, the improvement of the color purity of the green light emission is achieved by changing the wavelength of 540 nm to 580 nm, which is adjacent to the long wavelength side of the green having a wavelength of about 510 to 535 nm, from yellow green to green yellow to yellow. What is necessary is just to reduce to some extent. The minimum transmittance of the display filter 1 at a wavelength of 540 to 580 nm is 10 to 90%, preferably 20 to 50% of the maximum transmittance at a wavelength of 510 to 535 nm. This prevents the green from becoming yellowish and improves its color purity.

  Furthermore, similarly, by reducing the wavelength 570 nm to 605 nm to some extent in order to improve the color purity of the red light emission and additionally the green light emission, the minimum transmittance of the electromagnetic wave shielding body at the wavelength 570 nm to 605 nm can be reduced to the required red light emission. The transmittance is configured to be 80% or less with respect to the transmittance at the peak position.

  In addition, the green light emission peak of the plasma display PD may be slightly longer than the green color required by the NTSC system, for example, on the yellowish green side, and the long wavelength side of the light emission peak is trimmed to eliminate the yellowishness. It is also effective to improve the color purity of green light emission to have a peak on the short wavelength side. That is, at 520 to 540 nm, the transmittance may monotonously decrease as the wavelength increases.

  Further, as described above, it further includes a near-infrared absorbing dye NR for efficiently cutting near-infrared rays in the vicinity of 800 to 1000 nm emitted from the plasma display PD. For this reason, the transmittance minimum at a wavelength of 800 to 1100 nm is 20% or less. For this reason, it is possible to prevent malfunctions of the peripheral electronic devices without adversely affecting the wavelengths used by the remote control, transmission optical communication, and the like.

In addition, in order to prevent the pigment contained in the electromagnetic wave shielding body from being emitted from the display or being deteriorated by the ultraviolet rays included in the external light, the functional transparent layer 21 preferably has an ultraviolet cut property. . For example, a functional transparent layer 21 having an antireflection film composed of an inorganic thin film single layer or a multilayer that absorbs ultraviolet rays, a base material that forms a functional transparent film containing an ultraviolet absorber, or a hard coat film. is there. The type and concentration of the ultraviolet absorber are not particularly limited.
Further, at least one layer of the transparent adhesive layer 22 may contain an ultraviolet absorber.
It is important that the UV-cutting member is disposed between the surface on which the UV light is incident and the layer containing the dye, and the UV-cutting property varies depending on the durability of the dye and is not particularly limited.
<Third embodiment>
Subsequently, a mode in which the display filter 1 shown in the first embodiment is suitably applied to the liquid crystal display LD will be described in detail.

  The liquid crystal display filter 3 according to the present embodiment is obtained by applying the display filter 1 according to the first embodiment to a liquid crystal display body LD1 that can display a screen as shown in FIGS. This constitutes the liquid crystal display LD according to the invention.

  Here, the liquid crystal display filter 3 according to the present embodiment has an absorption maximum at wavelengths of 480 nm to 510 nm between the respective suitable emission wavelengths in order to contribute to the improvement of the color purity of the blue emission and the improvement of the color purity of the green emission. By using the dye P shown as the compound (1) shown below and / or the dye Q shown as the compound 2 according to the present invention, the unnecessary light emission is suitably reduced. Thereby, it can prevent that blue becomes green and / or green becomes blue, and can improve the color purity. The improvement in color purity can improve the contrast.

  Moreover, the filter 3 for liquid crystal displays can be suitably arrange | positioned in the specific position in liquid crystal display LD by laminating | stacking the transparent adhesive layer 32 on the plate-shaped polymer molded body 31 or glass plate 31g which has transparency. It is supposed to be. And the filter 3 for liquid crystal displays is suitably comprised by including the pigment | dyes P and Q shown in 1st embodiment in the polymer molded object 31 or the transparent adhesion layer 32. FIG.

  Further, the liquid crystal display filter 3 according to the present embodiment may be one in which a coating layer is provided on the surface of the glass plate 31g or the polymer molded body 31, and the coating layer contains the dyes P and Q. Further, as will be described later, dyes P and Q may be included in the constituent elements of the liquid crystal display LD.

  The polymer molded body 31 has transparency, and the dyes P and Q are contained in the polymer molded body 31. Various materials can be used as the material constituting the polymer molded body 31. From the viewpoints of quality and processing characteristics, it is desirable to use polyethylene terephthalate, triacetyl cellulose, or polycarbonate.

  The transparent adhesive layer 32 can be suitably attached to the liquid crystal display body LD1 while ensuring transparency. Specifically, the transparent adhesive layer 32 is mainly composed of an acrylic adhesive or a silicon adhesive mainly composed of an acrylic resin or a silicon resin, and these adhesives contain dyes P and Q. Is desirable.

  Here, being transparent means that the light transmittance at a wavelength of 400 to 700 (nm) at a practical thickness is 40% or more. And the transmittance | permeability in the selective light absorption wavelength which concerns on the pigment | dyes P and Q has shown the characteristic that it is 1 to 50%.

  Here, the specific aspect which uses the filter 3 for liquid crystal displays mentioned above for liquid crystal display main body LD1 is demonstrated.

  The liquid crystal display main body LD1 is a transparent film provided on a polarizing plate 42, an alignment film 43, and an alignment film 43 as a light guide plate in order from the backlight 41, as shown in a schematic cross section in FIGS. Electrode 44, liquid crystal 45, beads 45b as a spacer for securing a region for arranging liquid crystal 45, alignment film 46, transparent electrode 47, three color filters 48 (blue filter 48b, green filter 48g, red filter 48r), polarization The plates 49 are arranged in this order.

  And the filter 3 for liquid crystal displays which concerns on this embodiment is used by affixing via the adhesive adhesive on the side part 40 which takes in the light from the backlight on the light-guide plate surface. Specifically, as shown in FIG. 4, it is used by sticking to the surface of the backlight 41 via an adhesive, or as shown in FIG. 5, it is used by sticking to the polarizing plate 42. Is desirable. In this case, the pressure-sensitive adhesive for attaching the liquid crystal display filter 3 includes both the transparent pressure-sensitive adhesive layer 32 and other pressure-sensitive adhesives that do not contain the dyes P and Q. Moreover, as shown in FIG. 6, you may affix on the polarizing plate 49 provided in the surface side of liquid crystal display main body LD1.

  Further, even in the present embodiment, as described above, it has a selective light absorbing function such as the near infrared absorbing dye NR shown in the second embodiment for efficiently cutting near infrared light in the vicinity of 800 to 1000 nm. Other pigments may be further included.

  In addition to the above-described aspect, the display filter 1 according to the present invention is obtained by including the dyes P and Q in the blue filter 48b and the green filter 48g, among the color filters 48 (48b, 48g, and 48r). (See FIGS. 4, 5, and 6). In that case, it is usually desirable to add the dyes P and Q to the pigment to be used in advance.

  Although the embodiments of the present invention have been described above, the specific configuration of each unit is not limited to the above-described embodiments, and various modifications can be made without departing from the spirit of the present invention. For example, the location where the dyes P and Q are included is not limited to one location, and may be included in a plurality of locations in the plasma display PD or the liquid crystal display LD.

  In addition, the specific configuration of each part is not limited to the above embodiment, and various modifications can be made without departing from the spirit of the present invention.

Examples of the present invention will be described in detail below, but the present invention is not limited to the examples.
<1. Test Material>
Example 1
The dye P in the above embodiment, that is, the dye shown as Compound 1 below was used.

Example 2
The dye Q in the above embodiment, that is, the dye shown as Compound 2 below was used.

Comparative Examples 1 to 5
As comparative examples, compounds shown as comparative example 1, comparative example 2, comparative example 3, comparative example 4, and comparative example 5 were used as comparative examples 1 to 5, respectively.

<2. Absorption wavelength measurement test>
The above Example 1, Example 2, and Comparative Examples 1 to 5 were tested, and the absorption maximum values in chloroform were measured.
<3. Light resistance test>
75.0 g of polymethacrylate, 152.6 g of chlorobenzene, 59.6 g of toluene, 62.5 g of ethyl acetate and 55.0 g of acetone were mixed and sufficiently stirred to prepare a polymer solution. 5.4 g of this polymer solution was sampled, and 6 mg of the dye according to Example 1 was added thereto to prepare a dye polymer solution. Then, 450 μl of a dye polymer solution was collected and applied onto a 5 cm × 20 cm polypropylene sheet by a rod coater method. After drying at 90 ° C. for 3 minutes, the film was aged at room temperature overnight to obtain a thin film of a dye for use in the light resistance test. Moreover, the thin film film of each pigment | dye which concerns on Example 2 and Comparative Examples 1-5 was obtained similarly. The thin film of each dye thus obtained was exposed to a fluorescent lamp of 20,000 lux for 144 hours, and the absorbance of the thin film of each dye was measured. The storage rate of each dye was calculated from these measured values and the absorbance measured before exposure.
<4. Solubility test>
The above Example 1, Example 2, and Comparative Examples 1 to 5 were tested, and the solubility in toluene (W / V) was measured.
<5. Test results>
The test results are shown in Table 1.

  As is apparent from Table 1, all the dyes tested had a selective light absorption wavelength between 480 and 510 nm. However, with respect to light resistance, Comparative Example 2, Comparative Example 3, Comparative Example 4 and Comparative Example 6 were significantly inferior to Example 1 and Example 2, and Comparative Example 1 was clearly inferior. The reason why Example 1 and Example 2 composed of neutral dye compounds similar to those of the comparative example are clearly higher in light resistance than Comparative Example 1 is that tert-butylsalicylic acid boron complex and tert-butylsalicylic acid as counter ions This is presumably due to complex formation using a cobalt complex as a counter ion. That is, it has been clarified that a dye having more excellent light resistance can be obtained by complexing with a tert-butyl salicylate boron complex.

  In addition, Example 1 is superior to Example 2 in solubility. This is because Example 2 uses a tert-butyl salicylate cobalt complex as a counter ion, compared to Example 1 using a tert-butyl salicylate boron complex as a counter ion. Can be considered.

As described above, Example 1 and Example 2 shown in this example are those that can be suitably manufactured as a display filter according to the present invention from the results of the light resistance test, that is, effectively applied as a display filter. It became clear that it was a metal complex dye to be obtained. In the above examples, Ni ²⁺ is used as a metal element for forming a salt. However, the metal complex dye according to the present invention includes Cu ²⁺ , Pd ²⁺ , and Co ^{2 in} addition to Ni ^{2+. Even} if the salt is formed using ⁺ or Zn ²⁺ , it is considered that the same operational effects as in the above examples can be obtained.

The typical explanatory view concerning a first embodiment of the present invention. The typical explanatory view concerning a second embodiment of the present invention. The typical explanatory view concerning a third embodiment of the present invention. Structure explanatory drawing which concerns on the same embodiment. Same as above. Same as above.

Explanation of symbols

1. Display filter 2. Display filter (plasma display filter)
3 ... Display filter (liquid crystal display filter)

Claims (6)

A metal complex dye represented by the following general formula (I):

(In Formula (I), A represents an aromatic group which may have a substituent, a heterocyclic group which may have a substituent, or an indolelidene group which may have a substituent. , B and C each represent a heterocyclic group containing one or more nitrogen atoms, and one of B and C is 2 as viewed from the atom related to the bond with the other to form a coordination site. It is assumed that there is always one nitrogen atom at the position, L represents a carbon atom which may have a substituent, a methylideneamino group which may have a substituent, a nitrogen atom, and A And Lm and the bond connecting B and Lm represent a single bond or a double bond, m represents an integer of 1 to 2, M represents VIII, Ib, IIb, IIIa, IVa, Va , A metal atom selected from the group VIa and VIIa metal elements, n is 1 to The .R ₁ ~ ₄ .p is an integer of 1 to 2 of an integer each independently a hydrogen atom, a halogen atom, a nitro group, a cyano group, hydroxy group, amino group, carboxy group, a formyl group, an acyl group, Alkoxycarbonyl group, aryloxycarbonyl group, sulfonic acid group, sulfonamide group, linear, branched or cyclic alkyl group having 1 to 20 carbon atoms, linear, branched or cyclic halogenoalkyl group having 1 to 20 carbon atoms Group, linear, branched or cyclic alkoxy group having 1 to 20 carbon atoms, linear, branched or cyclic halogenoalkoxy group having 1 to 20 carbon atoms, aryloxy group having 6 to 20 carbon atoms, heteroaryl group A linear, branched or cyclic alkylthio group having 1 to 20 carbon atoms, an arylthio group having 6 to 20 carbon atoms, a linear, branched or cyclic monoalkylamino group having 1 to 20 carbon atoms Represents a linear, branched, or cyclic dialkylamino group having 2 to 20 carbon atoms, wherein R ₁ and R ₂ , R ₂ and R ₃ , and R ₃ and R ₄ each excludes an aromatic group via a linking group M ₁ represents boron, aluminum, gallium, indium, thallium, trivalent iron, or a trivalent cobalt atom.) The metal complex dye according to claim 1, wherein the selective light absorption wavelength is between 480 and 510 nm. A display filter comprising the metal complex dye according to claim 1 or 2 for use in a display. A display filter, wherein the metal complex dye according to claim 1 is used for a plasma display. A display filter, wherein the metal complex dye according to claim 1 is used for a liquid crystal display. A display filter, wherein the metal complex dye according to claim 1 is used for an organic EL display.

Images