JP2005091800A - Electrophotographic liquid developer, method for manufacturing the same, and color filter using the same - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide an electrostatic liquid developer manufacturing a color filter providing image quality having excellent resolution free of color unevenness and having excellent heat resistance and adhesion property. <P>SOLUTION: The electrophotographic liquid developer (D) prepared by incorporating ≥50wt% coloring agent (a) into binder particles (B) composed of a coloring agent (a) and a binder resin (b) and having a number average grain size 0.1 to 5μ is used in the developer containing the above binder particles (B) and electric insulation liquid (C). <P>COPYRIGHT: (C)2005,JPO&NCIPI

Description

  The present invention relates to a liquid developer for electrophotography, a production method thereof, and a color filter using the same. More specifically, the present invention relates to a liquid developer for forming a color filter used for a color photographing element, a color sensor, a color display, and the like, a manufacturing method thereof, and a color filter manufactured using the liquid developer.

  As a method for producing a color filter, a photosensitive material previously colored in each filter color is applied to a transparent support sheet such as a polyethylene terephthalate film to produce a colored sheet. There has been proposed a method in which a predetermined pattern exposure is performed for each colored sheet, an unexposed portion is washed, and a pattern of each color obtained is sequentially transferred onto a substrate such as glass so as to have a predetermined arrangement. However, this method has problems such as misalignment due to expansion and contraction of the polyethylene terephthalate film and excessive cost due to a complicated process.

  On the other hand, as a simpler color filter manufacturing method, an electrophotographic printing method using electrophotographic technology such as a copying machine, for example, a pixel is formed by attaching color toner to a substrate, and the pixel is used for a color filter. There is known a method of forming a color filter by repeating transfer on a glass substrate with a corona discharger several times (Patent Documents 1 and 2).

JP-A-6-3516 JP-A-6-3517

  However, in these methods, since the colorant has an adverse effect on the chargeability, a good image quality without color unevenness cannot be formed.

  The present invention prevents an adverse effect on the charging property of a colorant, has little color unevenness, and can produce a color filter capable of obtaining an image with excellent resolution, and is produced using the same. An object is to provide a color filter. Furthermore, it aims at providing the manufacturing method of the said liquid developer for electrophotography.

As a result of intensive studies to achieve the above object, the present inventors have reached the present invention.
That is, the present invention relates to a developer containing a binder resin particle (B) composed of a colorant (a) and a binder resin (b) and an electrically insulating liquid (C), and 50% by weight of the colorant (a). The above is contained in the binder resin particles (B), and the electrophotographic liquid developer (D); a color filter produced using the electrophotographic liquid developer (D);
And a dispersion (F) obtained by dispersing the colorant (a) while applying mechanical shearing force to the binder resin (b) solution (J) of the solvent (E) having a solubility parameter of 9 or more and 14 or less, 3. The method for producing an electrophotographic liquid developer (D) according to claim 1, wherein the electrophotographic liquid developer (D) is obtained by dispersing in the electrically insulating liquid (C). is there.

  The color filter produced using the electrophotographic liquid developer of the present invention has no color unevenness and has extremely excellent resolution.

The electrophotographic liquid developer (D) of the present invention is characterized by a developer containing binder resin particles (B) comprising a colorant (a) and a binder resin (b) and an electrically insulating liquid (C). The colorant (a) used from the viewpoint of chargeability is usually contained in the binder resin particles in an amount of 50% by weight or more, preferably 70% by weight or more, and more preferably 90% by weight or more.
When only less than 50% by weight of the used colorant (a) is contained inside the binder resin particles (B), the chargeability is adversely affected and color unevenness occurs in the color filter.
In the present invention, the content of the colorant (a) inside the binder resin particles (B) is defined by an amount measured by the following method. That is, the content of (a) inside (B) is such that the binder resin particles (B) are precipitated by acidifying the electrophotographic liquid developer (D), and after filtering the mesh of 100 mesh, the filtrate is It is calculated from the solid content obtained by drying. In this measurement method, the colorant (a) on the surface is also counted, but the amount is about 3% by weight with respect to the total amount of (a). (B) The reason why the content of (a) in the interior is defined as 50% by weight or more is determined in consideration of this 3% by weight.

As the colorant (a) of the present invention, for example, known dyes, pigments and magnetic powders can be used. For example, pigments and dyes described in JP-A-10-171119 are used.
As the pigment, for example, those represented by the following color index (CI) numbers and the like are preferably used because of high transparency and excellent heat resistance, weather resistance and chemical resistance.

Red pigment: C.I. I. 9, 97, 122, 123, 149, 168, 177, 180, 192, 215, 216, 217, 220, 223, 224, 226, 227, 228, 240
Blue pigment: C.I. I. 15, 15: 6, 22, 60, 64
Green pigment: C.I. I. 7, 36

Moreover, as a dye, for example, a red dye, a blue dye, and a green dye are suitable.
Examples of the red dye include C.I. I. Pigment red 177, C.I. I. Direct Red 20, C.I. I. Direct Red 37, C.I. I. Direct Red 39, C.I. I. Direct Red 44, C.I. I. Acid Red 6, C.I. I. Acid Red 8, C.I. I. Acid Red 9, C.I. I. Acid Red 13, C.I. I. Acid Red 14, C.I. I. Acid Red 18, C.I. I. Acid Red 26, C.I. I. Acid Red 27, C.I. I. Acid Red 51, C.I. I. Acid Red 52, C.I. I. Acid Red 87, C.I. I. Acid Red 88, C.I. I. Acid Red 89, C.I. I. Acid Red 92, C.I. I. Acid Red 94, C.I. I. Acid Red 97, C.I. I. Acid Red 111, C.I. I. Acid Red 114, C.I. I. Acid Red 115, C.I. I. Acid Red 134, C.I. I. Acid Red 145, C.I. I. Acid Red 154, C.I. I. Acid Red 180, C.I. I. Acid Red 183, C.I. I. Acid Red 184, C.I. I. Acid Red 186, C.I. I. Acid Red 198, C.I. I. Basic Red 12, C.I. I. Basic Red 13, C.I. I. Disper thread 5, C.I. I. Disper thread 7, C.I. I. Disperse thread 13, C.I. I. Disperse thread 17, C.I. I. Disperse thread 58, C.I. I. Solvent Red 1, C.I. I. Solvent Red 3, C.I. I. Solvent Red 8, C.I. I. Solvent Red 23, C.I. I. Solvent Red 24, C.I. I. Solvent Red 25, C.I. I. Solvent Red 27, C.I. I. Solvent Red 30, C.I. I. Solvent Red 49 and C.I. I. Solvent Red 100 etc. are mentioned.

  Examples of the blue dye include C.I. I. Pigment blue 15: 3, C.I. I. Direct Blue 25, C.I. I. Direct Blue 86, C.I. I. Direct Blue 90, C.I. I. Direct Blue 108, C.I. I. Acid Blue 1, C.I. I. Acid Blue 7, C.I. I. Acid Blue 9, C.I. I. Acid Blue 15, C.I. I. Acid Blue 103, C.I. I. Acid Blue 104, C.I. I. Acid Blue 158, C.I. I. Acid Blue 161, C.I. I. Basic Blue 1, C.I. I. Basic Blue 3, C.I. I. Basic Blue 9 and C.I. I. Basic blue 25 etc. are mentioned.

  Examples of the green dye include C.I. I. Pigment green 7, C.I. I. Acid Green 3, C.I. I. Acid Green 9, C.I. I. Acid Green 16, C.I. I. Basic Green 1 and C.I. I. Basic green 4 etc. are mentioned.

  The colored particles (a) may be used after various known surface treatments. Examples of the surface treatment include surfactant treatment, coupling agent treatment, treatment with a dye or pigment derivative, and the like.

  The amount of the colorant (a) used is preferably 10 to 70% by weight, more preferably 20 to 50% by weight, based on the total weight of (a) and the binder resin (b).

  The colorant (a) is preferably finely divided, and can be finely pulverized in a liquid (a solvent containing a resin) with a sand mill, a ball mill, and / or a three roll as required (wet or Any of dry type). The particle size of the colorant (a) obtained by fine pulverization is preferably such that particles in the range of 0.01 to 0.3 μm are 70 to 100% by weight of the total particles, more preferably 85 to 100% by weight. %.

The binder resin particles (B) are particles containing 30 to 90% by weight of the binder resin (b). The number average particle size of (B) is preferably 0.1 to 5 μm, more preferably 0.2 to 1 μm, and particularly preferably 0.3 to 0.8 μm from the viewpoint of resolution.
The number average particle diameter is a particle diameter obtained by calculating the arithmetic average of the particles whose particle diameter is measured, and can be determined according to JIS Z8901 (1995) 7.3.2 scanning electron microscopy.

  As the binder resin (b), polyurethane resin, polyester resin, urethane-modified polyester resin, polyurethane urea resin, acrylic resin, polystyrene resin, styrene / acrylic resin, polyvinyl acetate resin, ethylene / vinyl acetate resin, polyvinyl chloride resin, An emulsion such as an epoxy resin, a styrene / butadiene resin, a butadiene / acrylonitrile resin, an ethylene / propylene resin, a polybutadiene resin, a natural rubber, an acid component such as carboxylic acid / sulfonic acid, or a base component such as an amino group. Can be mentioned. Of these, polyurethane resins, polyester resins, urethane-modified polyester resins and acrylic resins are preferred.

  The binder resin (b) that can be used in the electrophotographic liquid developer of the present invention is preferably from 2000 to 100,000, more preferably from 10,000 to 80,000 from the viewpoints of heat resistance and solvent resistance (hereinafter referred to as “the number average molecular weight”). (Abbreviated as Mn) and from the viewpoint of fusibility, it preferably has a Tg of -100 ° C to 300 ° C, more preferably -10 ° C to 50 ° C.

The electrically insulating liquid (C) of the present invention is a hydrocarbon solvent having a dielectric constant of 3.5 or less and a volume resistance of 10 ⁷ Ωcm or more. For example, aliphatic hydrocarbons, aromatic hydrocarbons, and these A mixture is mentioned. Specific examples include pentane, n-hexane, cyclohexane as aliphatic hydrocarbons, benzene, toluene, xylene as aromatic hydrocarbons, and Isopar G, H, L (manufactured by Esso Corporation), shells as mixtures thereof. Zole A and B (manufactured by Shell Co., Ltd.), naphthesol L, M, and H (manufactured by Nippon Oil Co., Ltd.) can be mentioned. Of these, a mixture of an aliphatic hydrocarbon and an aromatic hydrocarbon is preferable, and naphthesol L, M, and H are more preferable. The content of (C) is preferably 20 to 60% by weight, more preferably 35 to 55% by weight from the viewpoint of the dispersibility and viscosity of the binder particles with respect to the weight of the electrophotographic liquid developer (D). .

In addition to the colorant (a), the binder resin (b), and the electrically insulating liquid (C), the electrophotographic liquid developer (D) of the present invention may contain a wax if necessary.
As this wax, known waxes can be used, for example, polyolefin waxes having Mn of 500 to 10,000 (for example, polyethylene wax and polypropylene wax); long-chain hydrocarbons having a melting point of 20 to 180 ° C. (paraffin) Wax, sasol wax and the like); carbonyl group-containing wax and the like. Of these, carbonyl group-containing waxes are preferred.

Carbonyl group-containing waxes include polyalkanoic acid esters (carnauba wax, montan wax, trimethylolpropane tribehenate, pentaerythritol tetrabehenate, pentaerythritol diacetate dibehenate, glycerin tribehenate and 1,18. -Octadecanediol distearate, etc.); polyalkanol esters (tristearyl trimellitic acid and distearyl maleate, etc.); polyalkanoic acid amides (ethylenediamine dibehenyl amide, etc.); polyalkylamides (trimellitic acid tristearyl amide, etc.) And dialkyl ketones (such as distearyl ketone). Among these carbonyl group-containing waxes, polyalkanoic acid esters are preferred.
The amount of wax used is preferably 0 to 40% by weight, more preferably 3 to 30% by weight, and particularly preferably 10 to 25% by weight, based on the total weight of (a) and (b).

The liquid developer (D) for electrophotography of the present invention may further contain a charge control agent and / or a fluidizing agent as necessary.
Examples of the charge control agent include known ones, that is, a nigrosine dye, a quaternary ammonium salt compound, a polymer having a quaternary ammonium salt, a fluorine-containing polymer, and a halogen (chlorine atom, bromine atom and iodine atom) substituted aromatic ring-containing polymer. Can be mentioned.
When a charge control agent is used, the usage amount of the charge control agent is preferably 0.01 to 1% by weight based on the total weight of (a) and (b).
As the fluidizing agent, known materials such as colloidal silica, alumina powder, titanium oxide powder and calcium carbonate powder can be used.
When using a fluidizing agent, the usage amount of the fluidizing agent is preferably 0.01 to 1% by weight based on the total weight of (a) and (b).

  The liquid developer for electrophotography of the present invention prepares a solution (J) by dissolving the binder resin (b) in a solvent (E) having a solubility parameter (hereinafter referred to as SP value) of 9 or more and 14 or less. The dispersion (F) is prepared by dispersing the colorant (a) in the solution (J) while applying mechanical shearing force, and the dispersion (F) is dispersed in the electrically insulating liquid (C). Can be obtained.

  In the solution (J), the weight of the binder resin (b) is preferably 50 to 150% by weight, more preferably 70 to 120% by weight with respect to the weight of the solution (J). At this time, it may be heated at 30 to 70 ° C. if necessary.

The SP value of the solvent (E) of the present invention is preferably 9 to 14, more preferably 9.2 to 13, and most preferably from the viewpoint of binder resin solubility and dispersibility in the electrically insulating liquid (C). 9.4-12. Specific examples of (E) include alcohols having 1 to 18 carbon atoms, ketones having 3 to 18 carbon atoms, esters having 3 to 36 carbon atoms, ethers having 4 to 18 carbon atoms, and halogenated hydrocarbons having 1 to 12 carbon atoms. , And mixtures thereof.
Examples of the alcohol include methanol, isopropyl alcohol and butanol.
Examples of the ketone include acetone, methyl ethyl ketone, and isobutyl methyl ketone.
Examples of the ester include ethyl acetate, butyl acetate, and methyl propionate.
Examples of ethers include diethyl ether, dibutyl ether and tetrahydrofuran.
Examples of the halogenated hydrocarbon include chloroform, methylene dichloride, ethylene dichloride, and the like.
Of these, esters are preferred, and ethyl acetate and butyl acetate are more preferred.

As a method for obtaining the colorant dispersion (F), the colorant (a) is preferably added to the solution (J) in an amount of 10 to 70% by weight, more preferably 20 to 40% by weight, based on the weight of the binder resin (B). Examples of the method include adding and dispersing while applying mechanical shearing force.
The pigment dispersant (G) is added to the colorant dispersion (F), preferably 0 to 10% by weight, more preferably 0.3 to 2.5% by weight, based on the weight of the colorant (a). You can also As a method for adding the pigment dispersant (G), it is preferable to add the pigment dispersant (G) in advance before dispersing the colorant.

  As a method of dispersing by applying mechanical shearing, a known method can be used. For example, a sand mill, a bead mill, a ball mill, or a three roll can be used for dispersion.

  The pigment dispersant (G) may be either a low molecular compound or a high molecular compound, but preferably has a weight average molecular weight by gel filtration chromatography (GPC) from the viewpoint of dispersion stability and compatibility with the binder resin (b). 1000 to 500,000, particularly preferably 1500 to 300,000. The pigment dispersant (G) preferably has good compatibility with the binder resin (b) in order to stably disperse the pigment in the matrix. The SP value of the pigment dispersant and the SP value of (b) The difference (ΔSP) is usually 0 to 1.0, preferably 0 to 0.8, particularly preferably 0 to 0.5, from the viewpoint of compatibility between the two.

  Examples of the pigment dispersant (G) include “Disperbyk-170”, “Disperbyk-111” (manufactured by Big Chemie Japan), “Texahol” (manufactured by San Nopco), “Disparon DA-705”. (Enomoto Kasei Co., Ltd.), “Ajisper PN411”

The liquid developer (D) for electrophotography of the present invention can be obtained by dispersing the colorant dispersion (F) in the electrically insulating liquid (C).
The weight of the colorant dispersion (F) is preferably 50 to 120% by weight, more preferably 70 to 100% by weight, based on the weight of the electrically insulating liquid (C).

  As a method of dispersing (F) in (C), a known method can be used. For example, (1) binder resin (b) has an acid component such as carboxylic acid / sulfonic acid or a base component such as an amino group as a component. And a method of using a self-emulsifying property due to electrostatic repulsion, and (2) a method of dispersing by applying mechanical shearing with a high-speed shear mixing device (for example, Henschel mixer, high-pressure homogenizer, etc.). A preferred method is (2) a method of dispersing by applying mechanical shearing using a high-speed shear mixing device. Further, when dispersing (F) in (C), a dispersant (H) can be used as necessary.

Dispersants (H) include water-insoluble polymers (polyvinyl butyral, polymethyl methacrylate, etc.), inorganic powders (calcium carbonate powder, calcium phosphate powder, hydroxyapatite, silica fine powder, etc.) and surfactants (sodium lauryl sulfate and olein) Known acids such as sodium acid can be used.
The amount of the dispersant (H) used is preferably 0 to 5% by weight, more preferably 0.2 to 2% by weight, based on the total weight of (F) and (C).

  The liquid developer for electrophotography of the present invention can be used for preparing a color filter used for a color photographing element, a color sensor, a color display and the like. For example, the following method is mentioned. As shown in FIG. 1, (1) First, the surface is uniformly charged using a corona charger. (Second order) exposure through pattern mask. (3) The liquid developer for electrophotography of the present invention is contacted to form a visible image. After that, the corona charger is used to charge the surface uniformly and perform precise alignment. This is repeated for the three primary colors to form a visible image. (3) Finally, this is transferred onto the transparent glass substrate by heat pressing to obtain a three primary color filter.

  Applicable color filters include portable electronic devices such as notebook computers, mobile phones and PHS; color filters for liquid crystals used in desktop personal computers, televisions and displays; CCDs (Charge Coupled Devices) used in image scanners and digital cameras Color filters and the like.

EXAMPLES The present invention will be further described below with reference to examples, but the present invention is not limited thereto. In the following description, “part” means “part by weight” and “%” means “% by weight”.
The weight percentage of the colorant inside the binder particles was calculated using the following method.
First, 200 g of the obtained electrophotographic developer solution is taken, and 10 ml of 1N hydrochloric acid is added thereto to aggregate the binder particles, followed by filtration using a 100-mesh wire net. The filtrate was dried at 70 ° C. for 24 hours with a circulating dryer, the remaining solid content was weighed, and the weight percentage contained in the resin particles of the colorant was calculated in the following formula.
Ratio of colorant inside resin (%) = (2-weight of remaining solid content) × 100/2

[Manufacture of liquid developer for electrophotography for forming red color filter 1]
333 parts of bisphenol A ethylene oxide 2-mole adduct, 156 parts of isophthalic acid and 2 parts of dibutyltin oxide are placed in a reaction vessel equipped with a cooling tube, a stirrer and a nitrogen introduction tube, and reacted at 230 ° C. for 8 hours at normal pressure. The reaction was further carried out at a reduced pressure of 10 to 15 mmHg for 5 hours, then cooled to 110 ° C., 17 parts of isophorone diisocyanate was added in toluene, the reaction was carried out at 110 ° C. for 5 hours, then the solvent was removed, and the Mn was 62,000. The urethane-modified polyester was obtained.
200 parts of this urethane-modified polyester was dissolved and mixed in 800 parts of ethyl acetate (SP value 9.4) to obtain an ethyl acetate solution (J-1) of a binder resin.

In a beaker, 230 parts of an ethyl acetate solution of the above binder resin, 17 parts of trimethylolpropane tribehenate, and C.I. I. 12 parts of Pigment Red 177 (weight% of particles having a particle size in the range of 0.01 to 0.3 μm: 97.5%) was added, stirred at 16,000 rpm with a TK homomixer at 50 ° C., and uniformly dispersed To obtain a dispersion (F-1).
In a separate beaker, take 656 parts of Naphthezol L, raise the temperature to 50 ° C., stir to 12,000 rpm with a TK homomixer, add (F-1) above, and stir for 10 minutes. An electrophotographic liquid developer (D-1) was obtained. The number average particle diameter of the binder resin particles (B-1) was 0.65 μm, and the ratio of the colorant inside the binder resin particles was 95%.

[Manufacture of a liquid developer for forming an electrophotographic green color filter 1]
As a pigment, green C.I. I. Liquid developer for electrophotography (D-2) in the same manner as in Example 1 except that CI Pigment Green 7 (weight% of particles having a particle size in the range of 0.01 to 0.3 μm: 96.5%) is used. ) The number average particle diameter of the binder resin particles (B-2) was 0.61 μm, and the ratio of the colorant in the binder particles was 95%.

[Production of electrophotographic liquid developer for forming a blue color filter 1]
As a pigment, blue C.I. I. Liquid developer for electrophotography (D) in the same manner as in Example 1 except that CI Pigment Blue 15: 3 (weight% of particles having a particle size in the range of 0.01 to 0.3 μm: 94.5%) is used. -3) was obtained. The number average particle diameter of the binder resin particles (B-3) was 0.72 μm, and the ratio of the colorant in the binder particles was 94%.

[Manufacture of electrophotographic liquid developer for forming red color filter 2]
50 parts of toluene is placed in a 1 L reaction vessel substituted with nitrogen, heated to 80 ° C., and then in another vessel substituted with nitrogen, 200 parts of glycidyl methacrylate, 200 parts of styrene, 200 parts of toluene, azobisisobutyro 1.5 parts of nitrile was uniformly dissolved, and this was dropped into the reaction vessel over 4 hours. After completion of dropping, the mixture was aged at 100 ° C. for 4 hours to obtain a styrene-glycidyl methacrylate copolymer having a weight ratio of styrene and glycidyl methacrylate of 50:50 as a resin for thermosetting resin. Mn was 65,000. 40 parts of 4-methylcyclohexane-1,2-dicarboxylic acid anhydride is added to the pure component in a resin solution in which the pure component is dissolved in ethyl acetate (SP value: 9.4) to 40% by weight. A colorless viscous liquid (J-4) was obtained.

In a beaker, 110 parts of the same binder resin ethyl acetate solution (J-1) as obtained in Example 1, 110 parts of a colorless viscous liquid (J-4), and 20 parts of trimethylolpropane tribehenate. C. as a red pigment. I. 12 parts of Pigment Red 177 (weight% of particles having a particle size in the range of 0.01 to 0.3 μm: 94.5%) is added and stirred at 16,000 rpm with a TK homomixer at 50 ° C. to uniformly disperse. To obtain a dispersion (F-4).
In another beaker, take 656 parts of Naphthezol M, raise the temperature to 50 ° C., add the above (F-4) while stirring at 12,000 rpm with a TK homomixer, and stir for 10 minutes. An electrophotographic liquid developer (D-4) of the present invention was obtained. The number average particle diameter of the binder resin particles (B-4) was 0.63 μm, and the ratio of the colorant in the binder particles was 93%.

[Production of electrophotographic liquid developer for forming a green color filter 2]
As a pigment, green C.I. I. In the same manner as in Example 4 except that CI Pigment Green 7 (weight% of particles having a particle diameter in the range of 0.01 to 0.3 μm: 96.5%) is used, the electrophotographic liquid developer ( D-5) was obtained. The number average particle diameter of the binder resin particles (B-5) was 0.68 μm, and the ratio of the colorant in the binder particles was 94%.

[Manufacture of electrophotographic liquid developer for forming blue color filter 2]
As a pigment, blue C.I. I. In the same manner as in Example 4 except that CI Pigment Blue 15: 3 (weight% of particles having a particle size in the range of 0.01 to 0.3 μm: 95.5%) is used, the electrophotographic liquid development of the present invention Agent (D-6) was obtained. The number average particle diameter of the binder resin particles (B-6) was 0.61 μm, and the ratio of the colorant in the binder particles was 95%.

Comparative Example 1
[Production of electrophotographic liquid developer for forming red color filter 3]
343 parts of bisphenol A ethylene oxide 2-mole adduct, 166 parts of isophthalic acid and 2 parts of dibutyltin oxide are placed in a reaction vessel equipped with a condenser, a stirrer, and a nitrogen introduction tube, and reacted at 230 ° C. for 8 hours at normal pressure. Further, after reacting at a reduced pressure of 10 to 15 mmHg for 5 hours, cooling to 110 ° C., putting 17 parts of isophorone diisocyanate in toluene (SP value 8.8), reacting at 110 ° C. for 5 hours, and then removing the solvent As a result, a urethane-modified polyester having a Mn of 38000 by GPC was obtained.
Take 800 parts of Naphthezol L, add 200 parts of this urethane-modified polyester, stir at 16,000 rpm with a TK homomixer at 50 ° C., uniformly disperse and mix, and mix and mix the binder resin particle dispersed naphthesol L solution Got.
In a beaker, 240 parts of the binder particle dispersion solution, 20 parts of trimethylolpropane tribehenate, C.I. I. 4 parts of Pigment Red 177 was added and stirred at 16,000 rpm with a TK homomixer at 50 ° C. and uniformly dispersed to obtain a red electrophotographic liquid developer (D′-1). The number average particle diameter of the binder resin particles (B′-1) was 0.58 μ, and the ratio of the colorant in the binder particles was 38%.

Comparative Example 2
[Synthesis 3 of electrophotographic liquid developer for forming a green color filter]
As a pigment, green C.I. I. A green electrophotographic liquid developer (D′-2) was obtained in the same manner as in Comparative Example 1 except that CI Pigment Green 7 was used. The number average particle diameter of the binder resin particles (B′-2) was 0.71 μm, and the ratio of the colorant in the binder particles was 21%.

Comparative Example 3
[Synthesis 3 of an electrophotographic liquid developer for forming a blue color filter]
As a pigment, blue C.I. I. A blue electrophotographic liquid developer (D′-3) was obtained in the same manner as in Comparative Example 1 except that CI Pigment Blue 15: 3 was used. The number average particle diameter of the binder resin particles (B′-3) was 0.69 μ, and the ratio of the colorant in the binder particles was 28%.

[Manufacture of color filters 1]
Using a corona charger, the surface of the photoconductive support is uniformly charged to −500 V, and a mask having a L / S (line and space) of 20/40 μm (pattern for forming a red portion of a color filter) Exposure through a mask).
Next, the electrophotographic liquid developer (D-1) prepared in Example 1 was contacted to form a visible image (red visible image). Next, the surface of the support on which the red image is formed is uniformly charged to −500 V again, and after precise alignment, the same as in the formation of the red image through the pattern mask for forming the green portion of the color filter. Then, the green electrophotographic liquid developer (D-2) prepared in Example 2 was contacted to form a visible image (green visible image).
Next, the surface of the support on which the red image and the green image are formed is uniformly charged to −500 V again, and after performing precise alignment, the red image and the red image and the green image are passed through a pattern mask for forming the blue portion of the color filter. Similarly to the formation of the green image, the blue electrophotographic liquid developer (D-3) prepared in Example 3 was contacted to form a visible image (blue visible image).
The three primary color images as shown in FIG. 2 were obtained by transferring the three primary color images onto a transparent glass substrate by thermocompression bonding.

[Manufacture of color filters 2]
The red electrophotographic liquid developer (D-4) prepared in Example 4, the electrophotographic liquid developer (D-5) prepared in Example 5, and the blue electrostatic liquid prepared in Example 6 Three primary color filters were obtained in the same manner as in Example 7 except that the photographic liquid developer (D-6) was used.

Comparative Example 4
[Manufacture of color filters 3]
Red electrophotographic liquid developer (D′-1) prepared in Comparative Example 1, green electrophotographic liquid developer (D′-2) prepared in Comparative Example 2 and Comparative Example 3 Three primary color filters were obtained in the same manner as in Example 7 except that the blue electrophotographic liquid developer (D′-3) was used.

Evaluation of Color Filter The color filters prepared in Examples 7 and 8 and Comparative Example 4 were evaluated for color unevenness, resolution heat resistance and adhesion by the following methods. The results are shown in Table 1.
[Color unevenness evaluation]
The created color filter is visually observed to check for color unevenness. An evaluation is given when there is no color unevenness, and an evaluation x when there is color unevenness. For those with color unevenness, the color difference ΔEab between the normal part and the color unevenness due to the C light source is measured.
[Resolution evaluation]
The created color filter is observed with a microscope, and the resolution when L / S (line and space: the number of wiring pitches) is 20/40 μm is confirmed. Assume that the pattern is not disturbed as evaluated ○, and the pattern is disturbed as evaluated x.
[Heat resistance evaluation]
The transmittance of the prepared color filter in the visible light region (wavelength 400 to 800 nm) is measured at the initial stage and after the heat resistance test (250 ° C., 1 hour, humidity 60%).

[Adhesion evaluation]
Peel strength and cross-cut test of the produced color filter on the glass substrate.
The peel strength is measured in accordance with JIS C6471 method B.
The cross cut test is performed according to a cross cut test (JIS K5400-1990, 8.5.2 cross cut tape method).

  According to Table 1, the color filter manufactured using the electrophotographic liquid developer of the present invention has no color unevenness, has extremely excellent resolution, heat resistance and adhesion, and has high reliability. I understood it.

  Examples of color filters manufactured using the electrophotographic liquid developer of the present invention include portable electronic devices such as notebook computers, mobile phones, and PHS; color filters for liquid crystals used in desktop personal computers, televisions, displays, and the like; Examples thereof include a color filter for CCD (Charge Coupled Device) used for an image scanner, a digital camera, and the like.

It is sectional drawing which shows the manufacturing method of the color filter of this invention typically in process order.

It is a perspective view which shows typically the color filter manufactured by the Example and comparative example of this invention.

Explanation of symbols

DESCRIPTION OF SYMBOLS 1 Conductive support body 2 Photoconductive layer 3 Corona charger 4 Symbol 5 which shows the charged state Image formation mask 6 Visual image 7 Transparent substrate 8 Exposure machine 9 Red color filter 10 Green color filter 11 Blue color filter

Claims (4)

In the developer containing the binder resin particles (B) composed of the colorant (a) and the binder resin (b) and the electrically insulating liquid (C), 50% by weight or more of the colorant (a) is binder resin particles. (B) A liquid developer (D) for electrophotography, which is contained inside. The liquid developer (D) according to claim 1, wherein the binder resin particles (B) have a number average particle diameter of 0.1 μm or more and 5 μm or less. A color filter produced using the liquid developer (D) according to claim 1. A dispersion (F) obtained by dispersing the colorant (a) while applying mechanical shearing force to the binder resin (b) solution (J) of the solvent (E) having a solubility parameter of 9 or more and 14 or less, The method for producing an electrophotographic liquid developer (D) according to claim 1 or 2, wherein the electrophotographic liquid developer (D) is obtained by dispersing in an electrically insulating liquid (C).

Images