JPH0980226A - Coloring material for display element, display element using the same and color filter - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a coloring material which realizes a high precision color display without decreasing light resistance by mixing two kinds of polymer fine particles containing dye molecules of compds. having different base skeletons from each other. SOLUTION: Each polymer fine particle 1 contains only dye molecules 2 or 3 of compds. having almost the same base skeletons. For example, wither anthraquinone dye molecules 2 or azo dye molecules 3 are capsuled in the polymer fine particle. Then these two kinds of polymer fine particles 1 are mixed. For example, the base skeleton of 1-aminoanthraquinone is almost the same as the base skeleton of 1,4-bis(phenylamino)anthraquinone, while the base skeleton of 1-aminoanthraquinone is different from the base skeleton of 4- methyl-7-diethylaminocumarine. It is preferable that the polymer fine particles 1 are liquid crystal microcapsules 4 prepared by sealing only dye molecules 2 or 3 in a liquid crystal material to make microcapsules.

Description

Detailed Description of the Invention

[0001]

TECHNICAL FIELD The present invention relates to a coloring material for a display element, a display element using the same, and a color filter using the coloring material.

[0002]

2. Description of the Related Art A liquid crystal material in which a dye molecule (guest) having a large so-called dichroic ratio, which has anisotropy in absorption of visible light in the major axis direction and the minor axis direction of the molecule, is dissolved in a liquid crystal (host) is used. The guest-host method has advantages such as a wide viewing angle and is one of the promising display methods in the future.

In recent years, the demand for color displays has increased, and guest-host type color displays have been actively developed. For example, T.Utida: Proc. 3r
d. Display Res. Conf., p 202, 1993, yellow,
A display device is disclosed in which guest-host cells of three colors of cyan and magenta are laminated. In order to realize vivid color display by this method, the spectral spectrum of each of the yellow, cyan, and magenta dichroic dyes dissolved in the host liquid crystal must be ideal.

However, although many dichroic dyes have been synthesized and studied so far, the present situation is that a dichroic dye having an ideal spectral spectrum has not yet been obtained. Therefore, attempts have been made to obtain a dichroic dye exhibiting an ideal spectrum by mixing a plurality of dichroic dyes. However, when a dye is mixed, there is a serious problem that the light resistance is lowered due to the interaction between the dye molecules. In particular, when anthraquinones and azo, which are the most common basic skeletons of dichroic dyes, are combined, the deterioration of light resistance is remarkable.

In order to solve this problem, for example, in JP-A-62-64883, JP-A-62-64886 and JP-A-62-64887, a compound dye having improved light resistance is disclosed. Disclosure has been made. However, this combination of dyes prevents realization of an ideal spectrum.

On the other hand, color filters are used in liquid crystal display devices, CCDs (charge coupled devices), etc. in order to enable spectral or color display. Further, there is a dyeing method as the most general manufacturing method of a color filter, but the color filter manufactured by the dyeing method is heat-resistant because it is composed of an ionic bond between a dye and a base polymer. Since it has poor light resistance and chemical resistance, it is difficult to apply it to liquid crystal display devices. Therefore, a pigment dispersion method using a pigment having excellent heat resistance and light resistance, a printing method, and a dye dispersion method in which the characteristics are improved by optimizing a combination of a dye and a polymer have been actively developed.

However, in these methods, when a plurality of dyes are mixed to display a certain color, interactions between different kinds of dye molecules work complicatedly, so that it is possible to make predictions of various properties when mixed. Not only is it difficult, but it can compromise the excellent properties of the dye alone when present.
Therefore, not only a great deal of labor is required for development, but also there are very few dyes that can be used by satisfying various required characteristics, and it is difficult to obtain desired spectral characteristics. In particular, in the color filter manufactured by the dye dispersion method, since the dye is molecularly dispersed (dissolved) in the polymer, the contact area between different dyes is significantly increased, and this effect is great.

[0008]

SUMMARY OF THE INVENTION The present invention has been made in view of the above circumstances, and realizes a compounded dye having an ideal spectrum without deteriorating the light resistance in the combination of various dichroic dyes. It is also an object of the present invention to provide a colored material which can be applied to various devices and can realize high-definition color display.

[0009]

DISCLOSURE OF THE INVENTION The present invention relates to a first polymer fine particle containing a dye molecule consisting of a compound having a basic skeleton substantially the same, and a dye comprising a compound having a basic skeleton different from the basic skeleton of the compound. There is provided a coloring material for a display element, which is obtained by mixing at least one kind of second polymer fine particles containing a molecule. In the coloring material of the present invention, it is preferable that the first and second polymer fine particles are liquid crystal microcapsules obtained by microcapsulating a dye molecule composed of a compound having substantially the same basic skeleton in the liquid crystal material.

The present invention also comprises first polymer fine particles containing a dye molecule composed of a compound having a basic skeleton substantially the same, and dye molecules composed of a compound having a basic skeleton different from the basic skeleton of the compound. There is provided a display element comprising a colored layer containing a coloring material obtained by mixing at least one kind of second polymer fine particles. Furthermore, the present invention provides a color filter in which colored polymer particles are uniformly dispersed in a binder resin.

[0011]

BEST MODE FOR CARRYING OUT THE INVENTION The coloring material for a display element of the present invention comprises
A first polymer fine particle containing only a dye molecule made of a compound having a basic skeleton substantially the same, and at least one second fine particle containing only a dye molecule made of a compound having a basic skeleton different from the basic skeleton of the compound. Since the polymer fine particles are mixed with each other, that is, as shown in FIG. 1, each polymer fine particle 1 contains only dye molecules composed of compounds having substantially the same basic skeleton. Dye molecules composed of compounds having different skeletons, for example, dye molecules 2 of anthraquinone and dye molecules 3 of azo, are confined by fine polymer particles and therefore do not mix.

As a result, since the deterioration of the light resistance (fading) due to the mixing of dye molecules composed of compounds having different basic skeletons is prevented and a plurality of dichroic dyes are mixed, an ideal spectrum is obtained. A dichroic dye exhibiting a spectrum can be obtained. Further, it is possible to combine a combination of dye molecules, which has heretofore been impossible to mix due to deterioration of light resistance, for example, a dye molecule 2 of anthraquinone and a dye molecule 3 of azo, and it is excellent in display characteristics. It is possible to obtain a different dichroic dye.

In the coloring material for a display device of the present invention, having the same basic skeleton means that the skeletons of anthraquinones and coumarins are common. For example, 1
Regarding -aminoanthraquinone and 1,4-bis (phenylamino) anthraquinone, it is said that the basic skeletons are almost the same, and 1-aminoanthraquinone and 4-methyl-
Regarding 7-diethylaminocoumarin, it is said that the basic skeleton is different.

Examples of the yellow dichroic dye used in the coloring material for a display device of the present invention include, for example, G manufactured by Japan Photosensitive Dye Company.
232, SI-209, M-361 manufactured by Aussie, etc. can be used. Examples of cyan dichroic dyes include SI-501 and SI-497 manufactured by Aussie.
M-403, G-472 manufactured by Nippon Senshoku Co., Ltd. and the like can be used. Further, as the magenta dichroic dye, G-239, G-471, G-202 manufactured by Japan Photosensitive Dye Company,
SI-512, M-618, M-370 and the like manufactured by Aussie can be used.

In the coloring material for a display device of the present invention, the polymer fine particles are, as shown in FIG. 1, liquid crystal microcapsules obtained by microcapsulating only dye molecules composed of a compound having substantially the same basic skeleton in the liquid crystal material. It is preferably 4. As a method for producing liquid crystal microcapsules or polymer fine particles, a reverse phase micelle polymerization method,
Examples thereof include emulsion polymerization method, soapy polymerization method, non-aqueous dispersion polymerization method, suspension polymerization method, swelling polymerization method, and the like, but are not limited to these methods.

The liquid crystal material is T manufactured by Merck Japan.
C-4368XX, ZLI-4281 / 2, ZLI-3
889, ZLI5500-000, MLC-6041-
000, ZLI-4620, ZLI-4620, ZLI
-5100-000, ZLI-1840, ZLI-21
16-000, LIXON4033 manufactured by Chisso Chemical Co., Ltd.
-000XX, LIXON4034-000XX, ZL
I-2293 etc. can be used.

Polymers used for the liquid crystal microcapsules and polymer particles include styrene, divinylbenzene, methyl (meth) acrylate, ethyl (meth) acrylate, n-butyl (meth) acrylate, (meth) acrylic acid- 2-hydroxyethyl, glycidyl (meth) acrylate, ethylene glycol-di (meth) acrylic acid ester, tribromophenyl (meth) acrylate,
(Meth) acrylonitrile, (meth) acrolein,
(Meth) acrylamide, vinyl chloride, vinylidene chloride, butadiene, isoprene, (meth) acrylic acid, itaconic acid, fumaric acid and the like can be mentioned.

Further, a dye and a liquid crystal may be added and mixed in the capsule to be used as a liquid crystal microcapsule. The particle size of the liquid crystal microcapsules is preferably in the visible light region or less, for example, 0.3 μm or less, in order to improve transparency and suppress the occurrence of color unevenness due to a defective cell gap when used in a liquid crystal display device. Considering 0.
It is preferably 1 μm or less.

Since the display element of the present invention uses the above-mentioned coloring material as the coloring layer, the influence of the deterioration of the light resistance (fading) due to the interaction of the dye molecules is avoided, and the dichroic dye of any combination is used. Can be obtained. This broadens the range of dye selection, and it is possible to easily obtain a compounded dye having a spectral spectrum according to the application.

In the display element of the present invention, as a method for dispersing colored polymer fine particles to form a colored layer, a liquid crystal microcapsule is dispersed in a polymer or polymer precursor solution, and coating is performed using the liquid crystal microcapsule. But is not limited thereto. For example, in a guest-host type liquid crystal display device using liquid crystal microcapsules for the colored layer, the colored layer or pattern can be formed by supplying the liquid crystal microcapsules by a method such as a printing method.

In the color filter of the present invention, a plurality of colored polymer fine particles are uniformly dispersed in the polymer as the base material of the color filter. Therefore, each colored polymer fine particle constitutes a fine block, and the adjacent area of different dyes is significantly reduced. Thereby, when one color is expressed by mixing a plurality of dyes, interaction between dye molecules is reduced, and useful properties of each dye can be retained. Furthermore, since it is possible to predict additive properties of spectral characteristics, it is extremely advantageous in development. Further, by appropriately selecting the polymer used for the polymer particles, it is possible to improve properties such as light resistance, heat resistance, and absorption spectrum.

As a method for coloring the polymer fine particles,
Examples thereof include a method of coloring with a dye and a method of using the above coloring material for a display element. In particular, when a dye is used for coloring, intermolecular interaction can be reduced while maintaining the dispersed state of the molecule, which is highly effective. Furthermore, by appropriately selecting the polymer of the polymer particles, the heat resistance and light resistance can be adjusted regardless of the type of the bander resin.

In the color filter of the present invention, a method for dyeing the polymer fine particles is, for example, JP-A-4-36.
The method disclosed in Japanese Patent No. 3331 can be used. When the dye is easily eluted from the polymer particles, it is desirable to coat the surface of the polymer particles with a suitable polymer thin film to form capsules. Also, one color may be displayed by dispersing and mixing polymer fine particles colored by mixing two or more kinds of dyes having an interaction for improving characteristics and polymer fine particles colored by another dye. good.

In the color filter of the present invention, in order to display one color, it is preferable that at least two color regions (domains) having different hues are regularly formed. One color is displayed due to the spatial mixture of these color areas. These color regions are formed by a photolithography method or the like.

In this case, it is preferable that the color regions are arranged uniformly so that the same color regions are not adjacent to each other as much as possible, and the area ratio of the color regions exposes one display color to the maximum vividness. For example, when the color filter of the present invention is used in a liquid crystal display device or the like, the pixels are arranged as described above in one pixel except the black matrix portion.

In the color filter of the present invention, a plurality of polymer thin films colored with a single dye may be laminated in the light transmitting direction to display one color. In this case, in order to prevent color mixing between the polymer thin films, it is desirable to provide a thin film layer made of a polymer that does not dissolve the dye, in all or part of the polymer thin films.

As a material for the base material of the color filter of the present invention, a transparent resin, particularly a photosensitive transparent resin having a photosensitive group and a transparent resin having photosensitivity imparted by a photocrosslinking agent can be used.

Specific examples of the photosensitive transparent resin having a photosensitive group include water-soluble photosensitive resins such as polyvinyl alcohol resins and polyvinyl alcohol derivative resins such as polyvinyl alcohol / stilbazolium resins.

As the transparent resin to which photosensitivity is imparted by the photocrosslinking agent, a combination of the following binder resin and photocrosslinking agent can be used. Examples of binder resins include animal protein systems such as gelatin, casein and glue; cellulosic systems such as carboxymethyl hydroxyethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose and methyl cellulose; polyvinyl alcohol, polyvinylpyrrolidone, polyvinyl methyl ether, polyacrylic acid. , Polyacrylamide, Polydimethylacrylamide, Copolymers of these, etc .; Vinyl polymerization system; Water-soluble nylon, etc .; Polycondensation system; Petilal resin, Styrene-maleic acid copolymer, Chlorinated polyethylene, Chlorinated polypropylene, Polyvinyl chloride , Vinyl chloride-vinyl acetate copolymer, polyvinyl acetate, acrylic resins, polyamides, polyesters, phenol resins, polyurethane resins, and other oil-soluble resins. Examples of the photocrosslinking agent include dichromate, chromate, diazo compound, bisazide compound and the like.

In addition to the above, a combination of the above-mentioned binder resin, the following monomers or oligomers, and an initiator can be used. Examples of the monomer or oligomer include acrylic acid, methacrylic acid, 2-hydroxyethyl acrylate, 2-hydroxypropyl acrylate, 2-hydroxypropyl methacrylate, vinyl acetate, N-vinylpyrrolidone, acrylamide, methacrylamide, N-hydroxymethylacrylamide, N. -(1,1-dimethyl-3-oxobutyl)
Acrylamide, polyethylene glycol diacrylate, methylenebisacrylamide, 1,3,5-triacryloyl-1,3,5-triazacyclohexane, pentaerythritol triacrylate, styrene, vinyl acetate, various acrylic acid esters, various methacrylic acids Examples thereof include esters and acrylonitrile.

As the initiator, various α-aminoacetophenone compounds, acylphosphine oxide, azobisisobutyronitrile, benzoin alkyl ether, thioacridone, benzyl, N- [alkylsulfonyloxy] -1,8- Photodecomposition type initiators such as naphthalene dicarboximide and 2,4,6-tri [tricklelumethyl] triazine, hydrogen transfer type initiators such as benzophenone, anthraquinone and 9-phenylacridine,
Examples thereof include electron transfer type complex initiators such as benzanthrone / triethanolamine, methylene blue / benzenesulfinate, triallylimidazolyl dimer / Michler's ketone, carbon tetrachloride / manganese carbonyl and the like.

The dyes used in the present invention include Solvent Red 109, Solvent Red 100, Solvent Red 82, Solvent Red 27, Solvent Red 23, Solvent Blue 11, Solvent Blue 111, Solvent Blue 12, Solvent Blue 4
4, Solvent Yellow 2, Solvent Yellow 14,
Oil-soluble dyes such as Solvent Yellow 61, Solvent Yellow 82, and Solvent Green 3 can be used.

In the display element and the color filter of the present invention, the polymer used for the fine polymer particles and the polymer forming the colored layer are selected so that the refractive index and the like match with the color filter substrate. It is preferable.

Hereinafter, embodiments of the present invention will be described with reference to the drawings. (Example 1) Yellow dichroic dye G-232 (manufactured by Japan Photosensitive Dye Company, trade name) was dissolved in liquid crystal material TC-4368XX (manufactured by Merck Japan, trade name) at 0.5% by weight to obtain an average particle size. A liquid crystal microcapsule having a diameter of about 0.1 μm was produced. Further, the yellow dichroic dye M-361 (manufactured by Aussie, trade name) was dissolved in liquid crystal material ZLI-2293 (manufactured by Chisso Chemical Co., trade name) at 0.25% by weight to give an average particle size of about 0. Liquid crystal microcapsules with a size of 1 μm were produced. These liquid crystal microcapsules were mixed at a weight ratio of 1: 1 to obtain a mixed powder. As shown in FIG. 5, this mixed powder is printed on the surface of the glass substrate 5 on which an ITO film has been formed as a transparent electrode, whereby the yellow colored layer 7 is formed.
Was formed.

Then, cyan dichroic dye SI-501
Liquid crystal material ZLI-2293 manufactured by Aussie Co., Ltd.
(Trade name, manufactured by Chisso Chemical Co., Ltd.) was dissolved in 1.0 wt% to prepare liquid crystal microcapsules having an average particle size of about 0.1 μm. Further, a cyan dichroic dye SI-497 (manufactured by Aussie, trade name) was dissolved in liquid crystal material ZLI-2293 (manufactured by Chisso Chemical Co., trade name) at 1.0% by weight to give an average particle size of about 0. Liquid crystal microcapsules with a size of 1 μm were produced. These liquid crystal microcapsules were mixed at a weight ratio of 1: 1 to obtain a mixed powder, and as shown in FIG. 5, a cyan colored layer 8 was formed on the glass substrate 5 with the ITO film in the same manner as above.

Then, magenta dichroic dye M-370.
Liquid crystal material ZLI-2293 manufactured by Aussie Co., Ltd.
(Chisso Chemical Co., Ltd., trade name) was dissolved in 0.5% by weight to prepare liquid crystal microcapsules having an average particle size of about 0.1 μm. Further, a magenta dichroic dye G-202 (manufactured by Japan Photosensitive Dye Company, trade name) was used as a liquid crystal material ZLI-2293.
(Trade name, manufactured by Chisso Chemical Co., Ltd.) was dissolved in 0.25 wt% to prepare liquid crystal microcapsules having an average particle size of about 0.1 μm. 1: 1 of these liquid crystal microcapsules
A mixed powder was obtained by mixing in a weight ratio of, and as shown in FIG. 5, the magenta colored layer 9 was formed on the ITO-coated glass substrate 5 in the same manner as described above.

The yellow colored layer 7, the cyan colored layer 8 and the magenta colored layer 9 produced as described above exhibited preferable spectral spectra as shown in FIGS. 2, 3 and 4, respectively. Further, each of these colored layers 7 to 9 was irradiated with light of 100,000 lux for 10 hours.
As can be seen from FIG. 4, no fading was observed.

Next, three glass substrates having these colored layers are laminated as shown in FIG. 5, the glass substrates are further laminated on the exposed colored layers, and the reflection plate 6 is arranged to arrange each cell. A guest-host cell with a thickness of 10 μm was prepared. When the color display range of this guest-host cell was examined, the range was as shown in FIG. (Example 2) Solvent Yellow 82, Solvent Blue 44, Solvent Red 109, Solvent Red 1
00, Solvent Yellow 61, and Solvent Blue 111 oil-soluble dyes were dissolved in toluene to prepare dye solutions. Next, a 0.3% aqueous solution of sodium dodecyl sulfate was prepared as an aqueous medium, the dye solution was added to the sodium dodecyl sulfate aqueous solution, and ultrasonic waves were applied for 30 minutes while stirring to prepare each dye emulsion.

Then, these dye emulsions were treated with methyl (meth) acrylate, ethyl (meth) acrylate,
A polymer such as (n)-(meth) acrylic acid-n-butyl or its precursor is mixed, and the rotation speed is 200 to 3 by a rotary stirrer
The polymer was dyed by stirring at 00 rpm for 12 hours.

Steam was blown into the thus-obtained mixed dispersion to remove toluene. Further, these mixed dispersion liquids were subjected to a centrifugal separation treatment for phase separation, the supernatant liquid was discarded, and then distilled water was further added to redisperse the polymer fine particles, and the centrifugal separation treatment was performed again. The washing operation of such polymer fine particles was repeated until the supernatant liquid that was phase-separated by the centrifugal separation treatment became transparent. Then, the obtained liquid was filtered to obtain dyed polymer particles.

Then, the dyed polymer particles or a plurality of dyed polymer particles are combined (solvent yellow 82 (20% by weight) and solvent blue 44 (2).
0% by weight)), an acrylic oligomer, an acrylic monomer, and a photopolymerization initiator. Using this resist solution, a 5-inch glass substrate E-7 was rotated at 500 rpm for 10 seconds,
Then, spin coating was performed at a rotation speed of 3000 rpm for 30 seconds and prebaked at 80 ° C. for 6 minutes to obtain a color filter having a film thickness of about 1.5 to 3.0 μm.

Further, this was patterned by a photolithography method using a high pressure mercury lamp, and the pattern was formed at 200 ° C. for 1 hour.
It was post-baked for a time to be completely cured, and its spectroscopic characteristics were evaluated using a microspectroscope. At this time, the same evaluation was performed for the conventional color filters prepared by directly mixing the dyes and compared. As a result, in the color filter of the present invention, as shown in FIG. 7, there was almost no deterioration in the characteristics considered to be caused by the interaction between different dyes, and a green color with high saturation was obtained. On the other hand, conventional color filters have high saturation green due to the interaction between different dyes.
n was not obtained.

Furthermore, the color filter of the present invention is 22
The chromaticity is measured by heating at 0 ° C, 230 ° C, 240 ° C, 250 ° C, and 260 ° C for 1 hour, and the difference from the chromaticity of the sample before heating is obtained to evaluate the heat resistance. As a result, it was found that the chromaticity difference ΔE _ab was 3 or less when heated up to 250 ° C. On the other hand, in the conventional color filter, the chromaticity difference ΔE _ab was 10 or more at any temperature. (Example 3) One of the dyes used in Example 2 was directly dissolved in the resist solution in Example 2, and the color filter A was formed using this solution and patterned as shown in FIG. Area 11 of hue A was formed. Then, a dye other than the above is directly dissolved in the resist solution in Example 2, and the color filter B is formed by using this, and the color filter B is patterned as shown in FIG.
Region 12 of was formed. Thus, two types of color areas A and B (domains) colored with a single dye were formed in one pixel 10.

When the spectral characteristics of this color filter were measured, it was exactly the same as that expected from the additive color mixing method of the two colors of hues A and B. (Example 4) One of the dyes used in Example 2 was directly dissolved in the resist solution in Example 2, and this was used to form a color filter B on the glass substrate 5 as shown in FIG. Was formed. Then, a dye other than the above is directly dissolved in the resist solution in Example 2, and this is used to form the color filter A on the color filter B.
Was formed. In this way, two types of color regions A and B (domains) colored with a single dye were laminated in one pixel 10.

When the spectral characteristic of this color filter was measured, it was found to be almost the same as the spectral characteristic of the color filter of Example 2, as shown in FIG. (Comparative Example 1) 0.5% by weight of yellow dichroic dye G-2
32 and 0.25% by weight of M-361 as liquid crystal material ZL
It was dissolved in I-2293. Then, 1.0 wt% of the cyan dichroic dye SI-501 and 1.0 wt% of the cyan dichroic dye SI-497 were added to the liquid crystal material ZLI-2293.
Dissolved in. Then, 0.5% by weight of magenta dichroic dye M-370 and 0.25% by weight of magenta dichroic dye G-202 were dissolved in liquid crystal material ZLI-2293.

These liquid crystal materials were respectively injected into three cells (for yellow, for cyan and for magenta) formed of a glass substrate. When each cell was irradiated with light of 100,000 lux for 10 hours, color fading that was considered to be caused by a photoredox reaction occurred, and the respective spectral spectra changed as shown in FIGS. 10, 11, and 12, respectively. From this result, it was found that the dye cannot be directly blended. (Comparative Example 2) Yellow dichroic dye G-232 was dissolved in liquid crystal material TC-4368XX at 1.25% by weight to prepare liquid crystal microcapsules having an average particle diameter of about 0.1 μm. This liquid crystal microcapsule is used as a transparent electrode for IT.
By printing on the surface of the glass substrate on which the O film is formed,
A yellow colored layer was formed.

Then, cyan dichroic dye SI-501 was dissolved in liquid crystal material ZLI-2293 at 2.0% by weight,
Liquid crystal microcapsules having an average particle size of about 0.1 μm were produced. Using this liquid crystal microcapsule, a cyan colored layer was formed on a glass substrate with an ITO film in the same manner as above.

Next, the magenta dichroic dye G-202 was dissolved in the liquid crystal material ZLI-2293 at 0.75% by weight to prepare liquid crystal microcapsules having an average particle diameter of about 0.1 μm. Using this liquid crystal microcapsule, a magenta colored layer was formed on a glass substrate with an ITO film in the same manner as above.

Next, three glass substrates having these colored layers are laminated as shown in FIG. 5, and the glass substrates are superposed on the exposed colored layers, and a reflection plate is arranged to arrange each cell thickness. Of 10 μm was prepared for a guest-host cell. When the color display range of this guest-host cell was examined, it was found to be the range shown in FIG. 6, which was extremely narrow compared to the case of Example 1. (Comparative Example 3) Solvent Yellow 82 (20% by weight) and Solvent Blue 44 (20 used in Example 2)
(% By weight) dye was directly added to the resist solution to dissolve it, and this was used to form a color filter on a glass substrate. The spectral characteristics of this color filter were evaluated using a microspectroscope. FIG. 7 shows the result.

As can be seen from FIG. 7, in this color filter, the spectral characteristics were poor because the interaction between molecules in different dyes was large. On the other hand, in Examples 2 and 4, the interaction between molecules in different dyes was significantly reduced, and the spectral characteristics were good. Note that this tendency is not limited to the above example, and is a general behavior when a dye is used.

[0051]

As described above, the coloring material for a display element of the present invention is different from the basic skeleton of the compound and the first polymer fine particles containing only the dye molecules composed of the compound having the same basic skeleton. Since it is mixed with at least one kind of second polymer fine particles containing only dye molecules composed of a compound having a basic skeleton, it is possible to prevent deterioration of light resistance and the like due to interaction of different dye molecules, A compounded dye having an ideal spectrum can be realized.

Further, since the display element of the present invention is provided with the coloring layer containing the above-mentioned coloring material, the dichroic dye can be arbitrarily mixed without photobleaching, thereby expanding the color display range. It is possible to greatly improve the characteristics.

Further, in the color filter of the present invention, since the colored polymer fine particles are uniformly dispersed in the binder resin, fine regions for each color are formed, and a plurality of dyes are mixed to form one In the case of displaying a color, various characteristics are not deteriorated by intermolecular interaction, and further, various characteristics can be easily improved, and stability with time is excellent.

[Brief description of drawings]

FIG. 1 is a diagram for explaining a coloring material for a display device of the present invention.

FIG. 2 is a spectral transmission spectrum of a yellow colored layer formed by mixing a plurality of types of liquid crystal microcapsules.

FIG. 3 is a spectral transmission spectrum of a cyan colored layer formed by mixing a plurality of types of liquid crystal microcapsules.

FIG. 4 is a spectral transmission spectrum of a magenta colored layer formed by mixing a plurality of types of liquid crystal microcapsules.

FIG. 5 is a schematic view showing a liquid crystal display device (reflection-type three-layer GH cell) using the coloring material of the present invention.

FIG. 6 is a diagram showing color display areas for a coloring material of the present invention and a conventional coloring material.

FIG. 7 is a spectral transmission spectrum showing the effect of colored polymer particles.

FIG. 8 is a diagram showing a state in which a plurality of domains having different hues are arranged in a plane in one pixel.

FIG. 9 is a diagram showing a state in which a plurality of domains having different hues are stacked in one pixel.

FIG. 10 is a diagram showing photobleaching when a plurality of yellow dichroic dyes are directly mixed.

FIG. 11 is a diagram showing photobleaching when a plurality of cyan dichroic dyes are directly mixed.

FIG. 12 is a diagram showing photobleaching when a plurality of magenta dichroic dyes are directly mixed.

[Explanation of symbols]

1 ... Polymer fine particles, 2 ... Anthraquinone type dichroic dye, 3 ... Azo colorant dye, 4 ... Liquid crystal microcapsule,
5 ... Glass substrate, 6 ... Reflector, 7 ... Yellow colored layer, 8
... cyan colored layer, 9 ... magenta colored layer, 10 ... one pixel,
11 ... Hue A area, 12 ... Hue B area.

Claims (4)

[Claims] 1. A first polymer fine particle containing a dye molecule composed of a compound having substantially the same basic skeleton, and at least one kind of fine particle containing a dye molecule composed of a compound having a basic skeleton different from the basic skeleton of the compound. A coloring material for a display element, which is obtained by mixing the second polymer fine particles. 2. The display according to claim 1, wherein the first and second polymer fine particles are liquid crystal microcapsules obtained by encapsulating only dye molecules made of a compound having substantially the same basic skeleton in a liquid crystal material. Coloring material for devices. 3. A first polymer fine particle containing a dye molecule composed of a compound having substantially the same basic skeleton, and at least one kind of fine particle containing a dye molecule composed of a compound having a basic skeleton different from the basic skeleton of the compound. A display element comprising a colored layer containing a coloring material obtained by mixing the second polymer fine particles. 4. A color filter, wherein colored polymer fine particles are uniformly dispersed in a binder resin.