JP2003232914A - Color composition and color filter using the same - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a color composition having high lightness, to provide a color filter having high lightness formed by using the color composition and to provide a liquid crystal display device using the color filter. <P>SOLUTION: The color composition contains at least one kind of yellow pigment selected from a group consisting of C.I.Pigment Yellow 194 and C.I. Pigment Yellow 214, a green pigment and a binder resin. The color filter contains green pixels formed from the color composition. The liquid crystal display device uses the color filter. <P>COPYRIGHT: (C)2003,JPO

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a coloring composition useful for producing a color filter used in a color liquid crystal display, a color video camera and the like, and a color filter using the coloring composition.

[0002]

2. Description of the Related Art Color filters used for color liquid crystal displays, color video cameras, etc. are generally
It is manufactured by forming transparent colored fine patterns of three colors such as green (G), red (R), and blue (B) on a transparent substrate such as glass or an opaque substrate such as silicon.

In the manufacture of color filters, a so-called dyeing method has been often used, in which a photosensitive layer such as gelatin is dyed and then patterned by photolithography, which is repeated three times to form a transparent colored fine pattern of three colors. It was being done. The dye used in this dyeing method has excellent color characteristics, but has limited light resistance and heat resistance. Therefore, as a color material for forming a color filter, instead of the dye,
Organic pigments having excellent light resistance and heat resistance have come to be used.

[0004]

However, compared with dyes,
Since the light transmittance decreases when a pigment is used, there is a strong demand for improvement in the brightness of the color filter. Especially for the green filter, even if the pigment used is made finer or finely dispersed, there is a limit to the improvement of the brightness as a color filter only by the combination of the conventionally used pigment species.

An object of the present invention is to provide a coloring composition having high brightness. Another object of the present invention is to provide a color filter having a high brightness, which is prepared by using this coloring composition,
An object of the present invention is to provide a color filter including a green pixel having particularly high brightness and a liquid crystal display device using the color filter.

[0006]

Means for Solving the Problems As a result of intensive studies to solve the above-mentioned problems, the present inventors have found that by using a specific yellow pigment and a green pigment in combination,
The inventors have found that the above problems can be solved and completed the present invention.

That is, the present invention provides a coloring composition containing at least one yellow pigment selected from the group consisting of CI Pigment Yellow 194 and CI Pigment Yellow 214, a green pigment and a binder resin, and the coloring composition. The present invention provides a color filter including a green pixel formed from a product and a liquid crystal display device using the color filter.

[0008]

BEST MODE FOR CARRYING OUT THE INVENTION The binder resin used in the present invention may be a thermosetting resin, a thermoplastic resin, a photosensitive resin or the like. Such a binder resin is generally used in the range of 5 to 90% by mass, preferably 20 to 70% by mass, based on the total solid content in the coloring composition.

Examples of the thermosetting or thermoplastic binder resin include phenol resin, alkyd resin, polyester resin, amino resin, urea resin, melamine resin, guanamine resin, epoxy resin, styrene resin, vinyl resin, vinyl chloride resin, Vinyl chloride / vinyl acetate copolymer resin, acrylic resin, polyurethane resin, silicone resin, polyamide resin, polyimide resin, rubber resin, cyclized rubber, maleated oil resin, butyral resin, polybutadiene resin, cellulose resin , Chlorinated polyethylene, chlorinated polypropylene and the like.

As the photosensitive resin, for example, a linear polymer having a reactive substituent such as a hydroxyl group, a carboxyl group or an amino group may be added, if necessary, via an isocyanate group, an aldehyde group, an epoxy group or the like. , (Meta)
Examples thereof include resins having a photocrosslinkable group introduced from a compound having a reactive unsaturated bond such as an acrylic compound, a cinnamic acid compound or a vinyl ester compound. Furthermore, styrene / maleic anhydride copolymer and α
-A linear polymer containing an acid anhydride such as an olefin / maleic anhydride copolymer as a structural unit has a hydroxyl group such as hydroxyalkyl (meth) acrylate (meth).
Those half-esterified with an acrylic compound can also be used as the photosensitive resin.

In the present invention, a yellow pigment and a green pigment are commonly used as the pigment, and the yellow pigment includes C.I. I. Pigment Yellow 194 and C.I. I. Pigment Yellow 214, and at least one selected from the group consisting of Pigment Yellow 214 can be used to increase the brightness of the coloring composition. C. I. Pigment Yellow 194 and C.I. I.
As a usage form of Pigment Yellow 214, a commercially available product may be used as it is, or a finely divided product obtained by a known method using a kneader, a vibration mill, sulfuric acid or the like may be used.

As the yellow pigment in the present invention, C.I. I.
Pigment Yellow 194 and C.I. I. Pigment Yellow 214, and other yellow pigments can be used in addition to at least one yellow pigment selected from the group consisting of Pigment Yellow 214.
It is preferably 0% by mass, more preferably 0 to 50% by mass. C. I. Pigment Yellow 19
4 and C.I. I. When the amount of the yellow pigment other than Pigment Yellow 214 used is too large, the light transmittance tends to decrease and the brightness tends to decrease. Other yellow pigments include, for example, C.I. I. Pigment Yellow 20, 24, 83, 9
3, 109, 110, 117, 125, 138, 13
Well-known ones such as 9, 147, 150, 154 and 180 can be used.

As the green pigment, an organic pigment is preferable because of its rich color tone. Examples of the organic pigment include phthalocyanine type pigments such as C.I. I. Pigment Green 7, 36, 37, etc., and C.I. I. Pigment Green 36 is preferable.

Specific examples of the combination of the green pigment and the yellow pigment include CI Pigment Green 7 / CI.
Pigment Yellow 194, C.I. Pigment Green 7 / C.I. Pigment Yellow 214, C.I. Pigment Green 7 / C.I. Pigment Yellow 194 / C.
CI Pigment Yellow 214, CI Pigment Green 36 / CI Pigment Yellow 194, CI Pigment Green 36 / CI Pigment Yellow 21
4, CI Pigment Green 36 / CI Pigment Yellow 194 / CI Pigment Yellow 214,
CI Pigment Green 37 / CI Pigment Yellow 194, CI Pigment Green 37 / CI Pigment Yellow 214 and CI Pigment Green 37 / CI Pigment Yellow 194 / C. CI Pigment Yellow 214 and the like, and particularly preferably CI Pigment Green 36 / CI Pigment Yellow 194, CI Pigment Green 36 / CI Pigment Yellow 214, CI Pigment Green 3
6 / CI Pigment Yellow 194 / CI Pigment Yellow 214. Further, other pigments may be added to these combinations.

In the present invention, the mixing ratio of the green pigment and the yellow pigment is preferably 90/10 to 30/70 by mass ratio, and more preferably 70/30 to 40/60. Also, the mixing ratio of the green pigment and the yellow pigment is 90.
/ 10 to 30/70 (hereinafter sometimes referred to as a green coloring composition) is preferably used for a green pixel of a color filter, and 70/30 to 40/60 is a green color filter. It is preferably used by the pixel.

The content of the pigment in the coloring composition is as follows. I. Pigment Yellow 194 and C.I. I.
Pigment Yellow 214, and a mixture with at least one yellow pigment selected from the group consisting of Pigment Yellow 214, including the amount of the yellow pigment for toning, in general, based on the total solid content of the coloring composition. Is 5 to 55% by mass, preferably 15 to
Used in the range of 45% by mass.

In the coloring composition of the present invention, the above-mentioned binder resin and pigment are appropriately mixed with a solvent, a dispersant, etc., and, if necessary, a photopolymerizable monomer, a photopolymerization initiator, etc., and a roll mill, ball mill, It can be produced by dispersing using a dispersing machine such as a sand mill or a bead mill and further letting it down (dilute) if necessary.

Examples of the solvent include ethylene glycol monoalkyl ethers, diethylene glycol dialkyl ethers, ethylene glycol alkyl ether acetates, propylene glycol alkyl ether acetates, aromatic hydrocarbons, ketones, alcohols and esters. , Cyclic esters and the like. These solvents can be used alone or in combination of two or more. The solvent is generally used in an amount of 0.2 to 50 times by mass, preferably 1 to 20 times by mass, based on the total solid content in the coloring composition.

As the dispersant, known dispersants can be widely used, and examples thereof include polyester polymer dispersants, acrylic polymer dispersants, polyurethane polymer dispersants, pigment derivatives, cationic surfactants, and anions. Examples thereof include systemic surfactants, nonionic surfactants, and amphoteric surfactants. These dispersants may be used alone or in combination of two or more. The dispersant is generally used in the range of 1 to 50 parts by mass, preferably 10 to 45 parts by mass, based on 100 parts by mass of the pigment in the coloring composition.

Examples of the photopolymerizable monomer include:
Monofunctional monomers such as nonylphenyl carbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexyl carbitol acrylate, 2-hydroxyethyl acrylate and N-vinylpyrrolidone, tripropylene glycol diacrylate, triethylene glycol diacrylate. Difunctional monomers such as acrylates, tetraethylene glycol diacrylate, polyethylene glycol diacrylate and bisphenol A diacrylate, trifunctional monomers such as trimethylolpropane triacrylate and pentaerythritol triacrylate, dipentaerythritol penta and hexaacrylate. And other polyfunctional monomers. It is also possible to use two or more kinds of these photopolymerizable monomers.
The photopolymerizable monomer is generally 5 to 90% by mass, preferably 20 to 70% by mass based on the total solid content in the coloring composition.
Used in the mass% range.

Examples of the photopolymerization initiator include benzoin and its alkyl ethers, acetophenones, thioxanthones, ketals, benzophenones, anthraquinones, xanthones and triazines.
Examples include hexaarylbisimidazole compounds. These photopolymerization initiators can be used alone or in combination of two or more kinds. The photopolymerization initiator is generally used in the range of 0.2 to 30% by mass, preferably 2 to 20% by mass based on the total amount of the binder resin and the photopolymerizable monomer.

The colored composition of the present invention can be used to form a green transparent colored pattern on a transparent substrate such as glass by a known method such as a pigment dispersion method, an electrodeposition method or a printing method. For example, the green coloring composition prepared as described above is applied onto a substrate, dried, and then irradiated with ultraviolet rays through a mask, and then the cured coating film is diluted with a dilute aqueous alkaline solution or a suitable organic solvent. The desired green pixel can be obtained by bringing the uncured portion into contact with a solvent to dissolve and develop it. Further, the color filter has red and blue pixels in addition to green pixels, and the red and blue pixels can be formed from various known coloring compositions according to the above method. The order of forming the green, red, and blue pixels is arbitrary.

Although the embodiments of the present invention have been described above, the embodiments of the present invention disclosed above are merely examples, and the scope of the present invention is limited to these embodiments. Not done. The scope of the present invention is defined by the claims, and includes the meaning equivalent to the description of the claims and all modifications within the scope. Hereinafter, the present invention will be described in more detail with reference to Examples, but the present invention is not limited to these Examples. In the examples and comparative examples, parts are based on mass.
The materials used in the following examples are as follows, and may be indicated by respective symbols depending on the case.

[0024]

EXAMPLES (1) Combination of green and yellow pigments CI Pigment Green 36: Fastogen Green 2Y
K-CF CI Pigment Yellow 194: Novoperm Yellow F2 manufactured by Dainippon Ink and Chemicals, Inc.
Made by G Clariant

(2) Combination of green and yellow pigments CI Pigment Green 36: Fastogen Green 2Y
K-CF CI Pigment Yellow 214 manufactured by Dainippon Ink and Chemicals, Inc .: PV Fast Yellow H9G
VP2430 Clariant (3) Comparative yellow pigment CI Pigment Yellow 139: Paliotol Yellow D1
819 Made by BASF

(4) Binder resin Binder resin: methacrylic acid / benzyl methacrylate copolymer, acid value 100 mg-KOH / g, weight average molecular weight about 50,000

(5) Solvent Solvent PGMA: Propylene glycol monomethyl ether acetate

(6) Dispersant Polymer dispersant: Disperbic 161 (solid content 30% by mass) (BYK Chemie) Polymer dispersant: EFKA-4520 (solid content 33% by mass) (EFKA
Made by ADDDITIVES)

(7) Photopolymerizable monomer Photopolymerizable monomer: dipentaerythritol hexaacrylate

(8) Photopolymerization initiator Initiator MMP: 2-methyl-2-morpholino-1- (4
-Methylthiophenyl) propan-1-one initiator DETX: 2,4-diethylthioxanthone

(9) Glass beads Glass beads: manufactured by Toshiba Ballotini, φ = 1.50-
1.92 mm

Example 1 <Preparation of Green Coloring Composition> The following components were placed in a 140 mL mayonnaise bottle and treated with a paint conditioner for 2 hours to disperse them.

[0033] CI Pigment Green 36 2.77 copies CI Pigment Yellow 194 1.85 copies Binder resin (solid content conversion) 2.53 parts Solvent PGMA 16.80 parts Disperbic 161 (solid content conversion) 1.85 parts Glass beads 90.00 parts

Then, the following ingredients were added, and let down for 10 minutes with a paint conditioner,
A green colored composition was prepared.

[0035] Binder resin 0.31 part Solvent PGMA 30.00 parts Photopolymerizable monomer 2.84 parts Initiator MMP 0.70 part Initiator DETX 0.35 parts

<Preparation of Green Filter> The green coloring composition (glass beads were filtered) prepared above was applied on a glass substrate at 700 to 1200 rpm using a spin coater, and then prebaked at 100 ° C. for 3 minutes. The green coating was dried. Then, using a high-pressure mercury lamp, 2
After exposure at 00 mJ / cm ² , the film was post-baked at 220 ° C. for 30 minutes to cure the green dried coating film, and a green filter (pigment mass ratio in coating film 35%) was prepared.

<Evaluation of color characteristics> The color characteristics (x, y, Y) of the green filter prepared above were measured by a microspectrophotometer, and the film thickness was obtained by changing the rotation speed of spin coating. Was measured with a film thickness meter. From these measurement results, specific green chromaticity [(x, y) = (0.300, 0.568)]
The thickness of the green filter and the brightness at that time required for obtaining the above are obtained and shown in Table 1. Measured values (x, y, Y) are CIE
X, y, and Y values based on the standard color system X, Y, Z (x, y, Y) color system, where x and y values are chromaticity and Y value is lightness. Represent

Example 2 The same operation as in Example 1 was carried out except that the combination of pigments was changed as follows. The results are shown in Table 1.

[0039] CI Pigment Green 36 2.77 copies CI Pigment Yellow 194 1.66 parts CI Pigment Yellow 180 0.19 part

Example 3 The same operation as in Example 1 was carried out except that the combination of pigments and the dispersant were changed as follows. The results are shown in Table 1. CI Pigment Green 36 2.31 parts CI Pigment Yellow 214 2.31 parts Dispersant FFKA-4520 (solid content conversion) 1.85 parts

Comparative Example 1 The same operation as in Example 1 was carried out except that the combination of pigments was changed as follows. The results are shown in Table 1.

[0042] CI Pigment Green 36 3.79 parts CI Pigment Yellow 139 0.83 part

[0043]

[Table 1] Color characteristic evaluation results         Green pigment Yellow pigment x y Y Film thickness (μm) ━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━ Example 1 G-36 Y-194 0.300 0.568 61.51 1.94 Example 2 G-36 Y-194 / Y-180 0.300 0.568 60.40 1.93 Example 3 G-36 Y-214 0.300 0.568 60.40 2.01 Comparative Example 1 G-36 Y-139 0.300 0.568 52.41 1.83 ━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━

As shown in Table 1, a green pixel filter using a coloring composition containing a green pigment and at least one selected from the group consisting of CI pigment yellow 194 and CI pigment yellow 214. Is significantly higher in brightness than a filter using a conventional dye.

[0045]

By using the coloring composition of the present invention, a color filter having high brightness can be produced,
In particular, the use of the green coloring composition makes it possible to manufacture a color filter including green pixels having high brightness.

Claims (7)

[Claims] 1. A coloring composition comprising at least one yellow pigment selected from the group consisting of CI Pigment Yellow 194 and CI Pigment Yellow 214, a green pigment and a binder resin. 2. The green pigment is at least one selected from the group consisting of CI pigment green 7, CI pigment green 36 and CI pigment green 37.
The coloring composition according to claim 1, which is a seed. 3. A yellow pigment is CI Pigment Yellow 19
4. The coloring composition according to claim 1 or 2, wherein the pigment is 4 and the green pigment is CI Pigment Green 36. 4. The yellow pigment is CI Pigment Yellow 21.
4. The coloring composition according to claim 1 or 2, wherein the pigment is 4 and the green pigment is CI Pigment Green 36. 5. The coloring composition according to claim 1, wherein the mixing ratio of the green pigment and the yellow pigment is 90/10 to 30/70 in mass ratio. 6. A color filter comprising a green pixel formed from the coloring composition according to claim 5. 7. A liquid crystal display device using the color filter according to claim 6.