JP2002031713A - Composition for color filter, and color filter - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a color filter with no change of picture color in a heat treatment step, and an alkaline developable composition for the color filter suited for manufacturing the same. SOLUTION: The composition for the color filter contains a binder resin and/or a compound having a polymerizable group, provided with an acidic group (1), a pigment (2) and a dispersing agent (3). The dispersing agent is an A-B block copolymer consisting of an A block with a quaternary ammonium base in a side chain and a B block with no quaternary ammonium base and/or a B-A-B block copolymer.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a color filter used in combination with a liquid crystal display device or a solid-state imaging device, and a composition for a color filter used in the production thereof.

[0002]

2. Description of the Related Art A color filter used for a liquid crystal display device or a solid-state image pickup device is a dyeing method, a printing method, an electrodeposition method, or the like.
Red on a transparent substrate such as glass by a pigment dispersion method, etc.
This is one in which fine pixels such as green and blue are formed.

[0003] Among these various production methods, in recent years, in the production of color filters for liquid crystal display devices, a production method using a photosensitive resin in which a pigment is dispersed (pigment dispersion) is preferred because of high productivity and excellent fine processing. Law) is the mainstream. This is, for example, a composition in which a pigment is dispersed in a photosensitive resin is applied on a transparent substrate such as glass, and the formed coating film is exposed to radiation through a photomask, and the unexposed portions are organic or inorganic. It is removed by developing with a developer to form a pattern.

As a color liquid crystal display device, a transmission type color liquid crystal display device in which a light source (backlight) is provided on the back surface of the device and display is performed by the transmitted light is generally used, and red (R) and green ( G) and blue (B) are generally of the additive color mixture type approaching the three primary colors.
2. Description of the Related Art In recent years, color liquid crystal display devices are rapidly expanding to monitor applications in addition to conventional notebook personal computers, and color filters are required to have higher brightness and higher color purity.

[0005] A color filter for a liquid crystal display device needs to be provided with an ITO electrode on its surface.
Exposure to temperatures as high as 0 ° C. or higher. In addition, it is exposed to a high temperature of 200.degree. However, when a material having poor heat resistance is used as a material for forming the pixels of the color filter, there is a problem that the image turns yellow after such a high-temperature process, and the color purity is reduced.

When an image of a color filter is formed by a pigment dispersion method, a pigment dispersant is generally used in the composition. For example, polyurethane-based polymer dispersants and acrylic resin-based polymer dispersants having an alkylamino group or an imidazole group as an adsorptive group, which are described in JP-A-11-1515, are excellent in pigment dispersibility. Also known as

However, polyurethane polymer dispersants are
Heat resistance is insufficient, and yellowing may occur in the above-described high-temperature process or a heat treatment step after image formation by a photolithography step.

Acrylic resin-based polymer dispersants generally have better heat resistance than polyurethane-based polymer dispersants. Among them, a dispersant having an imidazole group at the terminal has a high adsorptivity to pigments and a high dispersibility, but has a tendency to be slightly inferior in heat resistance as compared with an acrylic resin-based polymer dispersant having another adsorptive group. there were. In the case of an acrylic resin-based polymer dispersant having an alkylamino group at the terminal, although it does not tend to yellow due to heat, the adsorptive power to the pigment is insufficient, and the dispersibility tends to be slightly inferior. .

The decrease in color purity due to yellowing of the image due to the thermal deterioration of the dispersing agent is a problem for images of any color, but is particularly serious for blue pixels and is a serious problem.

Japanese Patent Application Laid-Open No. 1-229014 discloses an AB comprising an A block having a quaternary ammonium base and a B block having no quaternary ammonium base.
Dispersants comprising block copolymers are described. However, the use of this dispersant in a photosensitive composition has not been studied at all, and is not described or suggested in the publication.

In general, when a color filter is manufactured by a pigment dispersion method utilizing photolithography, a development step is required as described above.
When an organic solvent such as acetone, methylene chloride, trichlene, or cyclohexanone is used as a developing solution, problems such as environmental pollution, harm to the human body, and fire hazard occur. It is preferred to use a liquid.

[0012]

SUMMARY OF THE INVENTION The present invention comprises a pigment dispersant having both high heat resistance and excellent dispersibility, and is therefore free from the problem of yellowing due to thermal degradation and forming a pixel with high color purity. It is an object of the present invention to provide a color filter composition which can be developed with a developer comprising an alkaline aqueous solution, and a color filter having high color purity produced by using the color filter composition.

[0013]

The color filter composition of the present invention comprises (1) a compound having an acidic group, a binder resin and / or a polymerizable group, (2) a pigment, and (3) a dispersion. A composition for a color filter containing an agent, wherein the dispersant comprises an A block having a quaternary ammonium base in a side chain and a B block not having a quaternary ammonium base, wherein the AB block copolymer Merging and / or B
-A-B block copolymer.

That is, the present inventors have found that the above problems can be solved by using a block copolymer having a specific structure having a quaternary ammonium base as a pigment dispersant. The dispersant used in the present invention has high heat resistance due to having a quaternary ammonium base, and exhibits high pigment dispersibility since it has a specific block copolymer structure.

Further, since the color filter composition of the present invention contains a binder resin having an acidic group and / or a compound having a polymerizable group, it can be developed with an alkaline developer.

In the present invention, the value of (mol concentration of acidic group in the composition) / (mol concentration of quaternary ammonium base contained in the block copolymer) of the block copolymer as a dispersant is 0.1. It is preferable to contain it in an amount of 1 to 100.

The amount of the quaternary ammonium base in 1 g of the block copolymer is preferably 0.1 to 10 mmol.

The quaternary ammonium base in the A block of the block copolymer includes -N ⁺ R ¹ R ² R ³ .Y
^A group (R ¹ , R ² and R ³ each independently represent a hydrogen atom or a cyclic or chain hydrocarbon group which may be substituted, or ^two or more of R ¹ , R ² and R ³ One or more are combined to form a cyclic structure .Y ^- represents a counter anion).
It is particularly preferable that the A block contains a partial structure represented by the following general formula (I).

[0019]

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(Wherein R ¹ , R ² and R ³ each independently represent a hydrogen atom or an optionally substituted cyclic or chain hydrocarbon group, or R ¹ , R ² and R 3 2 out of ³
Two or more combine to form a cyclic structure. R ⁴ represents a hydrogen atom or a methyl group. X represents a divalent linking group,
Y ^- is a counter anion. )

On the other hand, the B block of the block copolymer is
It preferably contains a partial structure represented by the following general formula (II).

[0022]

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(Wherein, R ⁵ represents a hydrogen atom or a methyl group; R ⁶ is a cyclic or chain alkyl group which may have a substituent, an allyl group which may have a substituent, Or an aralkyl group which may have a substituent.)

When the composition for a color filter of the present invention contains a compound having a polymerizable group, the compound is preferably a compound having an ethylenic double bond as a polymerizable group.

When the color filter composition of the present invention contains a binder resin, the binder resin has an acid value of 5 to 200 mg-KOH / g, and preferably has a carboxyl group in the side chain. An acrylic resin, particularly an acrylic resin containing at least a unit derived from styrene and a unit derived from (meth) acrylic acid as constituent units, and an acrylic resin having an ethylenic double bond in a side chain are preferable.

In the present invention, the pigment concentration in the total solid content is preferably from 10 to 75% by weight.

The color filter of the present invention has an image formed on a transparent substrate using such a composition for a color filter of the present invention.

[0028]

DESCRIPTION OF THE PREFERRED EMBODIMENTS The present invention will be described below in detail.

In the composition for a color filter of the present invention,
By using an AB block copolymer and / or a BAB block copolymer composed of an A block having a quaternary ammonium group and a B block having no quaternary ammonium group as a dispersant. High heat resistance and dispersibility, and prevent coloration due to reaction with other components.

First, the dispersant used in the present invention will be described.

The A block constituting the dispersant block copolymer is a quaternary ammonium base, preferably -N ⁺ R ¹
R ² R ³ · Y ^- (where, R ^1, R ² and R ³ are each independently,
It represents a hydrogen atom or an optionally substituted cyclic or chain hydrocarbon group, or two or more of R ¹ , R ² and R ³ are bonded to each other to form a cyclic structure. Y ^- is a counter anion. )). The quaternary ammonium base may be directly bonded to the main chain, or may be bonded to the main chain via a divalent linking group.

In -N ⁺ R ¹ R ² R ³ , R ¹ , R ² and R
Examples of the cyclic structure formed by bonding two or more of ³ to each other include a 5- to 7-membered nitrogen-containing heterocyclic monocycle or a condensed ring formed by condensing two of them. The nitrogen-containing heterocyclic ring preferably has no aromaticity, and more preferably a saturated ring. Specific examples include the following.

[0033]

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[0034] These cyclic structures may further have a substituent.

[0035] As R ¹ to R ³ in the ^{-N + R 1 R 2 R 3} ,
More preferred are those having 1 carbon atom which may have a substituent.
And phenyl groups which may have a substituent.

The A block preferably has a partial structure represented by the following general formula (I).

[0037]

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(Wherein R ¹ , R ² and R ³ each independently represent a hydrogen atom or an optionally substituted cyclic or chain hydrocarbon group, or R ¹ , R ² and R 3 2 out of ³
Two or more combine to form a cyclic structure. R ⁴ represents a hydrogen atom or a methyl group. X represents a divalent linking group,
Y ^- is a counter anion. )

In the general formula (I), examples of the divalent linking group X include an alkylene group having 1 to 10 carbon atoms,
Arylene group, -CONH-R ⁷ - group, -COO-R ⁸ -
Group (provided that R ⁷ and R ⁸ are a direct bond, an alkylene group having 1 to 10 carbon atoms, or an ether group having 1 to 10 carbon atoms (-R ′
-O-R "-: R 'and R" is an alkylene group) independently) and the like, preferably -COO-R ⁸
-A group.

Further, the counter anion Y ^- The, C
l ⁻ , Br ⁻ , I ⁻ , ClO ₄ ⁻ , BF ₄ ⁻ , CH ₃ COO
^- , PF _6- ^{and the} like.

As described above, two or more partial structures containing the specific quaternary ammonium base may be contained in one A block. In this case, two or more quaternary ammonium base-containing partial structures may be contained in the A block in any mode of random copolymerization or block copolymerization. Further, the partial structure not containing the quaternary ammonium base may be included in the A block, and examples of the partial structure include a partial structure derived from a (meth) acrylate-based monomer described below. Can be
A of the partial structure containing no quaternary ammonium base,
The content in the block is preferably from 0 to 50% by weight, more preferably from 0 to 20% by weight, but it is most preferred that such a quaternary ammonium salt group-free partial structure is not contained in the A block.

On the other hand, the B block constituting the block copolymer of the dispersant includes, for example, styrene monomers such as styrene and α-methylstyrene; methyl (meth) acrylate, ethyl (meth) acrylate, and (meth) acrylate. ) Propyl acrylate, isopropyl (meth) acrylate, butyl (meth) acrylate, glycidyl (meth) acrylate, benzyl (meth) acrylate, hydroxyethyl (meth) acrylate, glycidyl ethyl acrylate,
(Meth) acrylate monomers such as N, N-dimethylaminoethyl (meth) acrylate; (meth)
(Meth) acrylic acid monomers such as acrylic acid chloride; (meth) acrylamide, N-methylolacrylamide, N, N-dimethylacrylamide, N, N
-(Meth) such as dimethylaminoethyl acrylamide
Acrylamide monomers; vinyl acetate; acrylonitrile; allyl glycidyl ether, glycidyl crotonate ether; N-methacryloyl morpholine;

The B block is particularly preferably a partial structure derived from a (meth) acrylate monomer represented by the following general formula (II). In the present specification, “(meth) acryl”, “(meth) acrylate”
And the like mean “acryl or methacryl”, “acrylate or methacrylate”, and the like. For example, “(meth) acrylic acid” means “acrylic acid or methacrylic acid”.

[0044]

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(Wherein, R ⁵ represents a hydrogen atom or a methyl group. R ⁶ represents a cyclic or chain alkyl group which may have a substituent, an allyl group which may have a substituent, Or an aralkyl group which may have a substituent.) Two or more partial structures derived from the (meth) acrylate-based monomer may be contained in one B block. Of course, the B block may further contain a partial structure other than these. When partial structures derived from two or more kinds of monomers are present in a B block containing no quaternary ammonium salt group, each partial structure is contained in the B block in any mode of random copolymerization or block copolymerization. You may. When the B block contains a partial structure other than the partial structure derived from the (meth) acrylate monomer, the content of the partial structure other than the (meth) acrylate monomer in the B block is preferably Is 0 to 50% by weight, more preferably 0
It is most preferable that the partial structure other than the (meth) acrylate-based monomer is not contained in the B block.

The dispersant used in the present invention is an AB block or a B block composed of such an A block and a B block.
-AB block copolymer type polymer compound, such a block copolymer is prepared, for example, by a living polymerization method described below.

The living polymerization method includes an anion living polymerization method, a cationic living polymerization method and a radical living polymerization method. In the anionic living polymerization method, the polymerization active species is an anion, and is shown in the following scheme, for example.

[0048]

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In the radical living polymerization method, the polymerization active species is a radical, and is shown, for example, by the following scheme.

[0050]

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When synthesizing the dispersant used in the present invention, JP-A-9-62002 and P. Lutz, P.
Masson et al, Polym. Bull. 12, 79 (1984), BCAnde
rson, GDAndrews et al, Macromolecules, 14, 1601
(1981), K.Hatada, K.Ute, etal, Polym.J. 17, 977 (19
85), 18, 1037 (1986), Koichi Ute, Koichi Hatada, Polymer Processing, 36, 366 (1987), Toshinobu Higashimura, Mitsuo Sawamoto, Journal of Polymers, 46, 189 (1989), M. Kuroki, T. Aida, J. Am. Chem.
Sic, 109, 4737 (1987), Takuzo Aida, Shohei Inoue, Synthetic Organic Chemistry, 43, 300 (1985), DYSogoh, WRHertler et al,
Known methods described in Macromolecules, 20, 1473 (1987) and the like can be employed.

Regardless of whether the dispersant used in the present invention is an AB block copolymer or a BAB block copolymer, the ratio of the A block / B block constituting the copolymer is as follows. 1/99 to 80/20, especially 5/95 to 60/40
(Weight ratio), and outside of this range, good heat resistance and good dispersibility may not be achieved.

The amount of the quaternary ammonium base in 1 g of the AB block copolymer or BAB block copolymer according to the present invention is usually preferably 0.1 to 10 mmol. Outside this range, good heat resistance and good dispersibility may not be achieved.

Incidentally, such a block copolymer usually contains an amino group generated in the production process in some cases, and its amine value is 1 to 100 mg-KOH / g.
It is about. The amine value is a value obtained by neutralizing and titrating a basic amino group with an acid and expressing the KOH in mg corresponding to the acid value.

The acid value of this block copolymer depends on the presence or absence and the type of the acidic group that is the source of the acid value, but is generally preferably lower, usually 10 mg-KOH / g or less. The molecular weight is 1 in weight average in terms of polystyrene.
The range of 000 to 100,000 is preferred. If the molecular weight of the block copolymer is less than 1,000, dispersion stability tends to decrease, and if it exceeds 100,000, developability and resolution tend to decrease.

Next, other components constituting the color filter composition of the present invention will be described.

Known compounds can be used as (1) a compound having an acidic group, a binder resin and / or a polymerizable group, and (2) a pigment used in the composition of the present invention. .

In the present invention, at least one of the binder resin and / or the compound having a polymerizable group has an acidic group. A typical example of the acidic group is a carboxyl group. The amount of the acidic group is usually preferably 1 to 1000 mg-KOH / g in 1 g of the composition as an acid value.

(1) -1 Binder Resin The binder resin is not particularly limited as long as it is a polymer compound having a coating film forming ability, and specific examples thereof include the following resins. 1) Polyolefin-based polymer Polyethylene, polypropylene, polyisobutylene, etc. 2) Diene-based polymer Polybutadiene, polyisoprene, etc. 3) Polymer having conjugated polyene structure Polyacetylene-based polymer, polyphenylene-based polymer, etc. 4) Vinyl polymer polyvinyl chloride, polystyrene, vinyl acetate , Polyvinyl alcohol, polyacrylic acid, polyacrylic acid ester, polyacrylamide, polyacrylonitrile, polyvinyl phenol, etc. 5) polyether polyphenylene ether, polyoxirane, polyoxetane, polytetrahydrofuran, polyether ketone,
6) Phenol resin, novolak resin, resol resin, etc. 7) Polyester polyethylene terephthalate, polyphenolphthalein terephthalate, polycarbonate, alkyd resin, unsaturated polyester resin, etc. 8) Polyamide nylon-6, nylon 66, water-soluble Nylon, polyphenylene amide, etc. 9) Polypeptide gelatin, casein, etc. 10) Epoxy resin and its modified products Novolak epoxy resin, bisphenol epoxy resin, novolak epoxy acrylate and acid anhydride modified resin, etc. 11) Others polyurethane, polyimide, melamine resin, Urea resin,
Polyimidazole, polyoxazole, polypyrrole,
Polyaniline, polysulfide, polysulfone, celluloses, etc.

Of these, resins that are neither water-soluble nor hydrophilic reduce the alkali developability of the composition when contained in large amounts in the composition. Therefore, such a resin is used within a range that does not impair the performance of the present invention.

On the other hand, a resin having an acidic group in the side chain or main chain of the resin is preferable from the viewpoint of preventing pollution since the color filter composition containing the resin can be developed with an aqueous alkaline solution.

Here, the acidic group is preferably a carboxyl group or a phenolic hydroxyl group, particularly preferably a carboxyl group. Resins having carboxyl groups, for example,
Acrylic acid (co) polymer, styrene / maleic anhydride resin, novolak epoxy acrylate-modified anhydride resin, and the like are preferable because of their high alkali developability. Further, acrylic resins are preferred in that they have excellent developability, and various copolymers can be obtained by selecting various monomers, and thus are also preferred in terms of performance and production control.

As the resin having an acidic group, more specifically, as an acrylic resin having a carboxyl group, for example, (meth) acrylic acid, (anhydride) maleic acid, crotonic acid, itaconic acid, fumaric acid, etc. A monomer having a carboxyl group, styrene, α-methylstyrene,
Methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, isopropyl (meth) acrylate, butyl (meth) acrylate, vinyl acetate, acrylonitrile, (meth) acrylamide, glycidyl (meth) acrylate , Allyl glycidyl ether, glycidyl ethyl acrylate, glycidyl ether crotonic acid, (meth) acrylic chloride, benzyl (meth) acrylate, hydroxyethyl (meth) acrylate, N-methylolacrylamide, N, N-dimethylacrylamide, N-methacryloyl Examples include polymers obtained by copolymerizing comonomers such as morpholine, N, N-dimethylaminoethyl (meth) acrylate, and N, N-dimethylaminoethylacrylamide.

Among them, preferred are acrylic resins containing (meth) acrylic acid or alkyl (meth) acrylate as constituent monomers, more preferably acrylic resins containing (meth) acrylic acid,
Particularly preferred is an acrylic resin containing (meth) acrylic acid and styrene.

These resins can also have an ethylenic double bond added to the side chain. By giving a double bond to the resin side chain, photocurability is increased, so that resolution,
This is preferable because the adhesion can be further improved. As a synthetic means for introducing an ethylenic double bond, for example, a method described in Japanese Patent Publication No. 50-34443, Japanese Patent Publication No. 50-34444 and the like can be mentioned. Specific examples include a method in which a compound having a glycidyl group, an epoxycyclohexyl group, and a (meth) acryloyl group in combination with a carboxyl group or a hydroxyl group, an acrylic acid chloride, or the like is used. For example, glycidyl (meth) acrylate, allyl glycidyl ether, glycidyl α-ethyl acrylate, crotonyl glycidyl ether, glycidyl ether (iso) crotonate, (3,4-epoxycyclohexyl) methyl (meth) acrylate, (meth) By using a compound such as acrylic acid chloride or (meth) allyl chloride and reacting with a resin having a carboxyl group or a hydroxyl group, a resin having a polymer group in a side chain can be obtained. In particular, (3,4-epoxycyclohexyl)
A resin obtained by reacting an alicyclic epoxy compound such as methyl (meth) acrylate is preferable.

The preferred range of the weight average molecular weight of these acrylic resins measured by GPC is from 1,000 to 100,0
00. If the weight average molecular weight is less than 1000, it is difficult to obtain a uniform coating film, and if it exceeds 100,000, the developability tends to decrease.

The preferred range of the content of the carboxyl group is 5 to 200 mg-KOH / g in terms of acid value. When the acid value is less than 5 mg-KOH / g, the acrylic resin itself becomes insoluble in an alkali developer, and
If it exceeds KOH / g, sensitivity may decrease.

(1) -2 Compound having a polymerizable group The compound having a polymerizable group is not particularly limited, but is preferably a monomer which is cured by the action of a photopolymerization initiator. As the monomer, any known monomer such as a monomer that undergoes radical polymerization by the action of a radical generated by the photopolymerization initiator and a monomer that undergoes addition condensation by the action of an acid generated from the photopolymerization initiator can be used.

Representative examples of the former include monomers having an ethylenic double bond. More specifically, isobutyl (meth) acrylate, t-butyl (meth) acrylate, lauryl (meth) acrylate, cetyl (Meth) acrylate, stearyl (meth) acrylate, cyclohexyl (meth) acrylate, isobonyl (meth) acrylate, benzyl (meth) acrylate, 2-methoxyethyl (meth) acrylate, 3-methoxybutyl (meth) acrylate, ethyl carbitol (Meth) acrylate, phenoxyethyl (meth) acrylate, tetrahydrofuryl (meth) acrylate, phenoxy polyethylene glycol (meth) acrylate, methoxypropylene glycol (meth) acrylate, 2-hydroxy Chill (meth) acrylate,
2-hydroxypropyl (meth) acrylate, 2-acryloyloxyethyl hydrogen phthalate, 2-
Acryloyloxypropyl hydrogen phthalate,
2-acryloyloxypropyl tetrahydrohydrogen phthalate, morpholinoethyl (meth) acrylate, trifluoroethyl (meth) acrylate, trifluoroethyl (meth) acrylate, tetrafluoropropyl (meth) acrylate, hexafluoropropyl (meth) acrylate, octafluoro Pentyl (meth) acrylate, heptadecafluorododecyl (meth) acrylate, trimethylsiloxyethyl (meth)
Acrylate, 1,4-butanediol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, 1,9-nonanediol di (meth) acrylate, neopentyl glycol di (meth) acrylate,
Tetraethylene glycol di (meth) acrylate, tripropylene glycol di (meth) acrylate, propylene glycol di (meth) acrylate, glycerin methacrylate acrylate, bisphenol A, ethylene oxide adduct di (meth) acrylate, trimethylolpropane tri (meth) Acrylate, pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, trimethylolpropaneethylene oxide-added tri (meth) acrylate, glycerin propylene oxide-added tri (meth) acrylate, tris (meth) acryloyloxyethylene phosphate, Dipentaerythritol hexa (meth) acrylate, novolak epoxy modified with (meth) acrylic acid Of novolac epoxy (meth)
Modified acrylic acid and acid anhydride, N-vinylpyrrolidone, N-vinylcaprolactam, acrylated isocyanurate, dipentaerythritol monohydroxypenta (meth) acrylate, urethane (meth) acrylate, unsaturated polyester (meth) acrylate, etc. Is mentioned. Among these monomers, acrylic monomers, particularly acrylic monomers having three or more ethylenic double bonds are preferred. These monomers are used alone or in combination.

The above-mentioned esters such as various acrylates can be used as compounds having an acidic group by using them in the form of a free acid.

On the other hand, as a monomer which is addition-condensed by the action of an acid generated from a photopolymerization initiator, a compound obtained by reacting melamine, benzoguanamine, glycoluril or urea with formaldehyde or an alkyl-modified compound thereof, an epoxy compound and a resole compound And other compounds having a cross-linking action. Specifically, Cymel (registered trademark) 300, 301, 30 of Mitsui Cyanamid Co., Ltd.
3,350,736,738,370,771,32
5,327,703,701,266,267,28
5,232,235,238,1141,272,25
4, 202, 1156, 1158 are examples of a compound obtained by reacting melamine with formaldehyde or an alkyl-modified product thereof. Cymel (registered trademark) 1123, 112
5, 1128 are examples of a compound obtained by reacting benzoguanamine with formaldehyde or an alkyl-modified product thereof. Cymel (registered trademark) 1170, 1171, 117
No. 4,1172 is an example of a compound obtained by reacting glycoluril with formaldehyde or an alkyl-modified product thereof.
Examples of a compound obtained by reacting urea with formaldehyde or an alkyl-modified product thereof include UFR manufactured by Mitsui Cyanamid Co., Ltd.
(Registered trademark) 65, 300.

Examples of epoxy compounds include triglycidyl trishydroxyethyl isocyanurate, allyl glycidyl ether, ethylhexyl glycidyl ether, phenyl glycidyl ether, phenol glycidyl ether, lauryl alcohol glycidyl ether,
Glycidyl ether adipate, glycidyl phthalate, dibromophenyl glycidyl ether, dibromoneopentyl glycol diglycidyl ether, glycidyl phthalimide, (poly) ethylene glycol glycidyl ether, polypropylene glycol diglycidyl ether, neopentyl glycol diglycidyl ether, glycerin polyglycidyl Ether, trimethylolpropane polyglycidyl ether, butyl glycidyl ether, bisphenol A diglycidyl ether,
Triphenylmethane triglycidyl ether and the like can be mentioned.

Among them, particularly preferred are compounds having a —N (CH ₂ OR ′ ″) ₂ group in the molecule (wherein
R ′ ″ represents a hydrogen atom or an alkyl group). Specifically, a compound obtained by reacting urea or melamine with formaldehyde or an alkyl-modified product thereof is particularly preferred. As an example of the resole compound, P
P-3000s, PP-3000A, RP-2978,
SP-1974, SP-1975, SP-1976, S
P-1977, RP-3993 and the like.

(2) Pigment The pigment used in the present invention is not particularly limited, and may be any pigment that can be generally used in a composition for a color filter. For example, pigments having the following pigment index with a color index can be used.

C. I. Red; 9, 97, 122, 123,
149, 168, 177, 180, 192, 215, 2
16, 217, 220, 223, 224, 226, 22
7, 228, 240 C.I. I. Violet pigments 19, 23, 29, 30, 3
7, 40, 50 C.I. I. Blue; 15, 15: 6, 22, 60, 64, 1
5: 1, 15: 4, C.I. I. Green; 7, 36 C.I. I. Black; 7 C.I. I. Yellow; 20, 24, 86, 93, 109, 11
0, 117, 125, 137, 138, 139, 14
7, 148, 153, 154, 166, 168, C.I.
I. Orange; 36, 43, 51, 55, 59, 61, C.I. I. Violet; 19, 23, 29, 30, 3
7, 40, 50 C.I. I. Tea: 23, 25, 26

Specific examples of pigments include Victoria Pure Blue (42595), Auramine O (41000),
Kachiron Brilliant Flavin (Basic 13), Rhodamine 6 GCP (45160), Rhodamine B (45
170), Safranin OK 70: 100 (5024)
0), Erioglaucine X (42080), 12
0 / Lionol Yellow (21090), Lionol Yellow GRO (21090), Shimla First Yellow 8GF (21105), Benzidine Yellow 4T-
564D (21095), Shimla Fast Red 4
015 (12355), Lionol Red 7B4401
(15850), Fast Gen Blue TGR-L (7
4160), Lionol Blue SM (26150), Lionol Blue ES (Pigment Blue 15: 6), Lionologen Red GD (Pigment Red 168), Lionol Green 2YS (Pigment Green 36), etc. The numbers in parentheses in () indicate the color index (CI)).

Among them, the discoloration (yellow discoloration) of the obtained pixels is most conspicuous, and the problem is a blue pixel. For example, Fast Gen Blue TGR-L (74160), Lionol Blue SM (26150), Lionol Blue ES
In the case of a blue pixel using (Pigment Blue 15: 6) or the like, the effect of the present invention appears most remarkably.

It is preferable that the pigment is dispersed and used with an average particle size of 1 μm or less, preferably 0.5 μm or less.

(3) Dispersant In the present invention, only the dispersant consisting of the block copolymer having a quaternary ammonium group described above may be used as the dispersant, but the color filter composition of the present invention may be used. Part of the dispersant contained in (typically 50% by weight or less)
May be replaced with another dispersant as long as the effects of the present invention are not impaired.

In general, in the dispersion treatment, it is preferable to use a polymer dispersant as the pigment dispersant because the dispersion stability with time is excellent.

Examples of dispersants which can be replaced include, for example, Disperbyk 160 and Diper by Big Chemie.
sperbyk161, Disperbyk162, D
isperbyk163, Disperbyk164,
Disperbyk166; SOLSPE manufactured by Zeneca Corporation
RSE 20000, SOLSPERSE 24000, S
OLSPERSE27000, SOLSPERSE28
000 (all of which are trade names).

(4) Photopolymerization Initiator When a resin having an ethylenically unsaturated double bond in the side chain is used as a binder resin, and when a monomer having a polymerizable group is cured by the action of the photopolymerization initiator. When is used, it is necessary to use a photopolymerization initiator in the composition for a color filter.

As the photopolymerization initiator, any known photopolymerization initiator can be used, and examples thereof include a compound capable of generating a radical for polymerizing an ethylenically unsaturated group by ultraviolet rays and a compound capable of generating an acid by ultraviolet rays. .

Specifically, 2- (4-methoxyphenyl)
-4,6-bis (trichloromethyl) -s-triazine, 2- (4-methoxynaphthyl) -4,6-bis (trichloromethyl) -s-triazine, 2- (4-ethoxynaphthyl) -4,6 -Bis (trichloromethyl) -s
-Triazine, halomethylated triazine derivatives such as 2- (4-ethoxycarbonylnaphthyl) -4,6-bis (trichloromethyl) -s-triazine, halomethylated oxadiazole derivatives, 2- (o-chlorophenyl) -4, 5-diphenylimidazole dimer, 2-
(O-chlorophenyl) -4,5-bis (3′-methoxyphenyl) imidazole dimer, 2- (o-fluorophenyl) -4,5-diphenylimidazole dimer,
2- (o-methoxyphenyl) -4,5-diphenylimidazole dimer, 2- (o-methoxyphenyl)-
Imidazole derivatives such as 4,5-diphenylimidazole dimer, benzoin such as benzoin methyl ether, benzoin phenyl ether, benzoin isobutyl ether and benzoin isopropyl ether, benzoin alkyl ethers, 2-methylanthraquinone,
Anthraquinone derivatives such as 2-ethylanthraquinone, 2-t-butylanthraquinone, 1-chloroanthraquinone, benzuanthrone derivatives, benzophenone, Michler's ketone, 2-methylbenzophenone, 3-methylbenzophenone, 4-methylbenzophenone, 2-chlorobenzophenone, 4 Benzophenone derivatives such as -bromobenzophenone, 2-carboxybenzophenone,
2,2, -dimethoxy-2-phenylacetophenone,
2,2-diethoxyacetophenone, 1-hydroxycyclohexylphenyl ketone, α-hydroxy-2-methylphenylpropanone, 1-hydroxy-1-methylethyl- (p-isopropylphenyl) ketone, 1-hydroxy-1- ( p-dodecylphenyl) ketone, 2-
Acetophenone derivatives such as methyl- (4 ′-(methylthio) phenyl) -2-morpholino-1-propanone, 1,1,1, -trichloromethyl- (p-butylphenyl) ketone, thioxanthone, 2-ethylthioxanthone, -Isopropylthioxanthone, 2-chlorothioxanthone, 2,4-dimethylthioxanthone, 2,4
Thioxanthone derivatives such as -diethylthioxanthone and 2,4-diisopropylthioxanthone, benzoic acid ester derivatives such as ethyl p-dimethylaminobenzoate and ethyl p-diethylaminobenzoate, 9-phenylacridine, 9- (p-methoxyphenyl) acridine Phenazine derivatives such as 9,10-dimethylbenzphenazine, di-cyclopentadienyl-Ti-di-chloride, di-cyclopentadienyl-Ti-bis-phenyl, di-cyclopentadienyl- Ti-bis-2,3,4,5,6-pentafluorophenyl-1-yl, di-cyclopentadienyl-Ti-bis-2,3,5,6-tetrafluorophenyl-1-yl, -Cyclopentadienyl-Ti-bis-2,4,
6-trifluorophenyl-1-yl, di-cyclopentadienyl-Ti-2,6-difluorophenyl-1-yl, di-cyclopentadienyl-Ti-2,4-di-fluorophenyl 1-yl, di-methylcyclopentadienyl-Ti-bis-2,3,4,5,6-pentafluorophenyl-1-yl, di-methylcyclopentadienyl-Ti-bis-2,6- Titanocene derivatives such as di-fluorophenyl-1-yl and di-cyclopentadienyl-Ti-2,6-di-fluoro-3- (pyr-1-yl) -phenyl-1-yl are exemplified.

These photopolymerization initiators are used alone or in combination. For example, Japanese Patent Publication No. 53-128
No. 02, JP-A-1-279903, JP-A-2
-48664, JP-A-4-164902,
Or combinations of initiators described in JP-A-6-75373.

Next, the mixing ratio of each component in the color filter composition of the present invention will be described.

In forming an image using the composition, in order to obtain good alkali developability, (mol concentration of acidic group contained in the composition) / (block copolymer of dispersant) (Molar concentration of quaternary ammonium base).
It is preferably 1 to 100, and more preferably 1 to 30. If this ratio is less than 0.1, the pigment dispersibility may be insufficient, and if it exceeds 100, alkali development may be difficult.

Further, in the color filter composition of the present invention, (3) the total amount of the dispersant (the total amount of the dispersant composed of the block copolymer having a quaternary ammonium base and the other dispersants) is as follows: (2) 5 to 50 with respect to the pigment
% By weight.

The preferred range of the mixing ratio of each component in the color filter composition of the present invention varies depending on, for example, what is used as (1) the binder resin and / or the compound having a polymerizable group. However, usually, (1) a compound having a binder and / or a polymerizable group (total compounding amount) is 5 to 80 parts by weight, and (2) a pigment is 10 to 7 parts by weight.
5 parts by weight, (3) 5 to 40 parts by weight of the dispersant (total compounding amount) (however, the total amount of (1), (2) and (3) is 10
0 parts by weight).

The color filter composition of the present invention particularly includes both (1) a binder resin and a compound having a polymerizable group, and (1) -1 the binder resin has an acidic group; (1) A photopolymerizable composition in which the compound having a polymerizable group of -2 is a monomer which is cured by the action of a photopolymerization initiator is preferable. In the case of such a composition, 5 to 40 parts by weight of (1) -1 binder resin and (1) -2 with respect to 100 parts by weight of the total solid content in the composition.
5 to 40 parts by weight of a compound having a polymerizable group, (2)
It is preferable that the pigment is 10 to 75 parts by weight, (3) the dispersant (total compounding amount) is 5 to 40 parts by weight, and (4) the photopolymerization initiator is 0.1 to 20 parts by weight.

If the amount of the binder resin (1) -1 is less than the above range, it tends to be difficult to form a coating film. If the amount exceeds the above range, the strength of the obtained coating film becomes insufficient. There is.

If the amount of the monomer which is cured by the action of the photopolymerization initiator of (1) -2 is less than the above range, the cross-linking density of the image-exposed image area is insufficient, and it is difficult to obtain a good image. On the other hand, if it exceeds the above range, the tackiness of the resist film after drying tends to increase and the workability tends to be poor.

(2) If the amount of the pigment is less than the above range, the color density may be insufficient. If the amount exceeds the above range, the pigment dispersion stability, developability, resolution, and adhesion may be poor. Tends to decrease.

(3) If the amount of the dispersant is less than the above range, sufficient pigment dispersibility cannot be obtained, and if it exceeds the above range, the ratio of other components is relatively reduced and the color density is lowered. , Sensitivity, film formability, etc. are reduced.

(4) If the amount of the photopolymerization initiator is less than the above range, sufficient sensitivity may not be obtained. If the amount exceeds the above range, the initiator sometimes precipitates from the photosensitive solution. There is.

In addition to the components (1) to (4), a sensitizer, a coating improver, a polymerization inhibitor, a plasticizer, a flame retardant, and the like are preferably added to the color filter composition of the present invention. can do. These can be used alone or in combination of several kinds. In addition, a dye may be used as a part of the coloring material.

Each of the above-mentioned components has a solid content of usually 5 to 50% by weight, preferably 10 to 4%, using an organic solvent.
It is used after being prepared so as to be in a range of 0% by weight.

The organic solvent is not particularly limited as long as it can dissolve and disperse the above-mentioned components and has good handleability. Specifically, methyl cellosolve, ethyl cellosolve, butyl cellosolve, diethylene glycol monomethyl ether, propylene glycol monomethyl ether acetate (hereinafter abbreviated as "PGMAc"), methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, toluene, chloroform, dichloromethane, ethyl acetate, lactic acid Methyl, ethyl lactate, methanol, ethanol, propanol, butanol, tetrahydrofuran, etc., and the boiling point is 100 to
The range of 200 ° C. is preferable, and more preferably 120 to 1
It is in the range of 70 ° C.

The color filter composition of the present invention is produced according to a conventional method. For example, an ink is prepared by dispersing a dispersant, a pigment and an organic solvent, and further obtained by mixing and mixing a binder resin, a compound having a polymerizable group, and a photopolymerization initiator to form a uniform solution. Can be

Usually, the pigment is preferably subjected to a dispersion treatment using a paint conditioner, a sand grinder, a ball mill, a roll mill, a stone mill, a jet mill, a homogenizer or the like in advance. Since the pigment is finely divided by the dispersion treatment, the coating characteristics of the resist can be improved.

When dispersing with a sand grinder, glass beads or zirconia beads having a diameter of 0.1 mm to several mm are preferably used as a medium. The dispersion conditions are usually a temperature of 0 to 100 ° C, preferably a room temperature to
80 ° C. range. The dispersion time depends on the ink composition (coloring material,
(Solvent, dispersant) and the device size of the sand grinder, etc., so that the appropriate time varies depending on the appropriate time.

The ink obtained by such a dispersion treatment is mixed with a binder resin, a compound having a polymerizable group, a photopolymerization initiator, and an organic solvent to form a uniform solution.

In such a manufacturing process, since fine dust is often mixed, it is desirable that the obtained composition is subjected to a filtration treatment with a filter or the like.

Next, formation of a pixel using the composition for a color filter of the present invention and a method of manufacturing a color filter of the present invention having the same will be described.

First, the above-described composition for a color filter of the present invention is applied on a transparent substrate provided with a black matrix by using an application device such as a spinner, a wire bar, a flow coater, a die coater, a roll coater, or a spray. . The coating thickness of the composition is usually 0.5 to 5 μm. After drying the coating film made of the composition, a photomask is placed on the dried coating film, and image exposure is performed through the photomask. After the exposure, unexposed uncured portions are removed by development to form pixels. If necessary, the pixels after the development step may be subjected to a heat curing treatment or a light curing treatment.

RGB pixels can be formed by using red, green and blue pigments as pigments. By repeating this step, a color filter can be formed.

The transparent substrate used here is a normal transparent substrate for a color filter, and its material is not particularly limited. For example, polyesters such as polyethylene terephthalate, polypropylene, polyolefins such as polyethylene, polycarbonate, polymethyl methacrylate, polysulfone thermoplastic plastic sheets, epoxy resin, polyester resin, poly (meth) acrylic resin and other thermosetting plastic sheets, or Various glass plates can be used. Particularly, a glass plate and a heat-resistant plastic are preferable from the viewpoint of heat resistance.

Such a transparent substrate may be subjected to a corona discharge treatment or an ozone treatment in advance in order to improve physical properties such as adhesiveness of the surface, and various kinds of materials such as a silane coupling agent and a urethane polymer may be used. A polymer thin film treatment or the like may be performed.

For drying the coating film comprising the composition of the present invention, a hot plate, an IR oven, a convection oven or the like can be used. Preferred drying conditions are a temperature of 40 to 150 ° C. and a drying time of 10 seconds to 60 minutes.

Examples of the light source used in the step of exposing the dried coating film include a lamp light source such as a xenon lamp, a halogen lamp, a tungsten lamp, a high-pressure mercury lamp, a high-pressure mercury lamp, a metal halide lamp, a medium-pressure mercury lamp, and a low-pressure mercury lamp, and an argon ion laser. And a laser light source such as a YAG laser, an excimer laser, and a nitrogen laser. When only light of a specific wavelength is used, an optical filter can be used.

The development process is not particularly limited as long as it is a solvent capable of dissolving the uncured portion of the coating film. However, as described above, from the viewpoints of environmental pollution, harm to the human body, fire hazard, and the like. It is preferable to use an alkali developer instead of an organic solvent.

Examples of such an alkali developing solution include inorganic alkali compounds such as sodium carbonate, sodium hydrogen carbonate, potassium carbonate, potassium hydrogen carbonate, sodium silicate, potassium silicate, sodium hydroxide, potassium hydroxide, and the like, or diethanolamine, triethylamine. , An aqueous solution containing an organic alkali compound such as triethanolamine, tetraalkylammonium hydroxide, and tetramethylammonium hydroxide.

The alkali developer may contain, if necessary, a surfactant, a water-soluble organic solvent, a wetting agent, a low molecular compound having a hydroxyl group or a carboxylic acid group, or the like. In particular, a surfactant is preferably added because many of them have an effect of improving the developing property, the resolution and the background stain.

For example, the surfactant used in the developer includes an anionic surfactant having a sodium naphthalenesulfonate group or a sodium benzenesulfonate group;
Nonionic surfactants having a polyalkyleneoxy group, and cationic surfactants having a tetraalkylammonium group can be exemplified.

Although there is no particular limitation on the method of development, it is usually carried out at a development temperature of 10 to 50 ° C., preferably 15 to 45 ° C., by a method such as immersion development, spray development, brush development, or ultrasonic development. Will be

In order to improve the film strength, solvent resistance, alkali resistance and the like of the pixel, it is preferable to subject the pixel after the development process to a heat curing treatment or a light curing treatment. Is preferred. This thermosetting treatment is 150
It is preferable to carry out at a temperature of not less than 300 ° C. If the processing temperature is lower than 150 ° C., the heat curing is insufficient, so
Problems tend to occur in solvent resistance and alkali resistance, etc.
Above 0 ° C., excessive shrinkage of the pixel volume occurs, and there is a tendency that problems occur in the adhesion to the substrate and the accuracy.

[0117]

EXAMPLES Next, the present invention will be described more specifically with reference to Synthesis Examples, Evaluation Examples, Examples and Comparative Examples, but the present invention is limited to the following Examples unless it exceeds the gist thereof. is not.

Synthesis Example 1: Synthesis of a Binder Resin with an Acid Value of 80 mg-KOH / g 20 g of a styrene / acrylic acid resin having an acid value of 200 and a molecular weight of 5,000 (copolymerization ratio: styrene: acrylic acid = 60: 40 (weight ratio)) A flask was charged with 0.2 g of p-methoxyphenol, 0.2 g of dodecyltrimethylammonium chloride, and 40 g of propylene glycol monomethyl ether acetate, and 7.6 g of (3,4-epoxycyclohexyl) methyl acrylate was added dropwise at a temperature of 100 ° C. for 30 hours. Reacted. The reaction solution was reprecipitated in water and dried to obtain a resin. The weight average molecular weight of this resin measured by GPC was 10,000, and the acid value of the resin was 80 mg-KOH / g by neutralization titration with KOH.

Synthesis Example 2: Synthesis of binder resin having an acid value of 160 mg-KOH / g A binder resin was prepared in the same manner as in Synthesis Example 1 except that (3,4-epoxycyclohexyl) methyl acrylate was changed to 2.5 g. . The weight average molecular weight of the obtained resin was 6,700, and the acid value was 160 mg-KOH / g.

Evaluation Examples 1 to 4: Evaluation of Interaction between Dispersant, Binder Resin and Acid Component The binder resin, dispersant and solvent were mixed and stirred at the following ratio to prepare a mill base. This was dispersed in a paint shaker at room temperature for 4 hours using zirconia beads having a particle size of 0.5 mm to prepare a test solution.

[Formulation of test solution] Binder resin (obtained in Synthesis Example 1) 10 g Polymer dispersant (shown in Table 1) 10 g Solvent (PGMAc) 80 g

Each of the obtained test solutions was applied on a glass substrate by a spin coater and dried on a hot plate at 80 ° C. for 1 minute to obtain a coating film. Then, at 230 ° C, 3
Heating was performed for 0 minutes to thermally cure the coating film. The thickness of the heat-cured coating film measured by α-step (manufactured by Tencor) was 1.5 μm.

The transmittance of this coating film at a wavelength of 450 nm was measured by a spectrophotometer U-3500 (manufactured by Hitachi Keisoku Engineering Co., Ltd.), followed by heat treatment at 230 ° C. for 3 hours, and again at the same position at a wavelength of 450 nm. Was measured, and the rate of decrease in transmittance after heat treatment with respect to before heat treatment was determined. Similarly, at 250 ° C. for each of the formed coating films,
The rate of decrease in light transmittance before and after the heat treatment for one hour was determined, and the results are shown in Table 1.

[0124]

[Table 1]

As is clear from Table 1, the coating films formed from the test solutions containing the urethane-based dispersants of Evaluation Examples 3 and 4 showed a large decrease in light transmittance after the heat treatment. In addition, even in the case of the acrylic dispersant of Evaluation Example 2, the dispersant having an imidazole group as the adsorptive group is particularly 250 ° C.
The light transmittance was reduced by the heat treatment for one hour.

On the other hand, as is evident from Evaluation Example 1, the coating film formed from the test solution containing the dispersant of the present invention showed a very small decrease in transmittance due to the heat treatment.

Example 1 and Comparative Examples 1 and 2 A blue resist having the following composition was prepared. First, binder resin, pigment (Lionol Blue E, manufactured by Toyo Ink Co., Ltd.)
S), a polymer dispersant and a solvent were mixed and stirred to prepare a mill base. Use a paint shaker with a particle size of 0.5
Using zirconia beads having a diameter of 4 mm, a dispersion treatment was performed at room temperature for 4 hours to prepare a blue pigment dispersion. Next, the remaining components were added, and the mixture was filtered through a 10 μm membrane filter to prepare a blue resist.

[Composition of Blue Resist (The ratio in parentheses is the percentage of the total solid content (% by weight)]] Binder resin (obtained in Synthesis Example 1) 30 g (30) Compound having a polymerizable group (diene) Pentaerythritol hexaacrylate) 20 g (20) Pigment (manufactured by Toyo Ink Co., Ltd., Lionol Blue ES) 30 g (30) Photopolymerization initiator 2- (o-chlorophenyl) -4,5-diphenylimidazole dimer 4 g ( 4) 4,4'-bis (diethylamino) benzophenone 4 g (4) 2-mercaptobenzothiazole 2 g (2) Polymer dispersant (shown in Table 2) 10 g (10) Solvent (PGMAc) 300 g

In the composition obtained in Example 1, (mol concentration of acidic group in composition) / (mol concentration of quaternary ammonium base contained in dispersant) was 2.10. The dispersants used in Comparative Examples 1 and 2 have no quaternary ammonium base.

Each of the prepared blue resists was spin-coated on a glass substrate (“AN635” manufactured by Asahi Glass Co., Ltd.) so that the dry film thickness became 1.2 μm.
Dried for minutes. The state of dispersion of the pigment in the resist during spin coating (specifically, the viscosity of the resist and the surface gloss before drying of the resist coating film) was visually evaluated.

Next, the dried coating film was properly exposed to light (200 mj /
cm ² ), 1% by weight of potassium carbonate and 4% by weight of a nonionic surfactant (“Emulgen A-60”)
Using a developer consisting of an aqueous solution containing Kao Corporation, the mixture was shower-developed at 23 ° C., the development was stopped with pure water, and then rinsed with a water spray. This developer 1
The number of moles of the base per liter was about 0.14. Thereafter, heat treatment was performed at 230 ° C. for 30 minutes to form a blue image.

The chromaticity of the obtained blue image was measured with a spectrophotometer. Thereafter, heat treatment was performed at 250 ° C. for 1 hour, and chromaticity measurement was performed again at the same position, and the chromaticity difference (color difference ΔEab) of the blue image before and after the heat treatment was obtained.

Table 2 shows the results.

[0134]

[Table 2]

As is clear from Table 2, the dispersant of the present invention (dispersant A) of Example 1 and DB161 of Comparative Example 1 have a low-viscosity, high-gloss resist and good dispersibility. DB182 of Comparative Example 2 is inferior in dispersibility. However, the color difference (ΔEab) before and after the heat treatment was 1.9 for the dispersant of the present invention, and 3.7 for DB161 of Comparative Example 1, indicating poor heat resistance.

Examples 2 and 3 and Comparative Example 3 The solid components were set to the proportions shown in Table 3, and PGMAc as a solvent was used in an amount 3 times the total solid content. Was prepared.

(Mol concentration of acidic group in composition) /
(Mol concentration of quaternary ammonium base in dispersant)
Was 3.36 for the composition obtained in Example 2 and 5.22 for the composition obtained in Example 3. The dispersant used in Comparative Example 3 has no quaternary ammonium base.

Using each of the prepared blue resists, a film was formed and a blue image was formed in the same manner as in Example 1. Similarly, the pigment dispersibility and the chromaticity difference were examined, and the results are shown in Table 3.
However, the amount of base in 1 liter of the developer used in Example 2 was
The number of moles was 0.03, and the number of moles of base in 1 liter of the developer used in Example 3 and Comparative Example 3 was 0.05.

[0139]

[Table 3]

Table 3 also shows that the composition of the present invention is excellent in heat resistance and dispersibility.

A color filter can be manufactured by forming an image on a substrate provided with a black matrix using a resist containing blue, red and green pigments in the same manner as in Example 1.

[0142]

As described in detail above, the composition for a color filter of the present invention can be alkali-developed.
The dispersant used in the present invention has excellent pigment dispersibility and also has excellent heat resistance.Accordingly, according to the color filter composition of the present invention using such a dispersant, discoloration and discoloration due to heat and the like are caused. It is possible to form a color filter with little color purity and high color purity.

──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. ⁷ Identification symbol FI Theme coat ゛ (Reference) C08F 299/00 C08F 299/00 4J027 C08K 5/00 C08K 5/00 C08L 25/14 C08L 25/14 33 / 00 33/00 53/00 53/00 101/02 101/02 G03F 7/004 501 G03F 7/004 501 505 505 7/027 7/027 7/033 7/033 F term (reference) 2H025 AA10 AB13 AC01 AD01 BC31 BC53 CB00 CB13 CB16 CB43 CB51 CC12 CC20 FA17 2H048 BA47 BA48 BB42 BB46 4J002 AB01W AC03W AC06W AD00W BB00W BC00W BD03W BE02W BF02W BG00W BM00W BP03X CC00W CC16Y CC18Y CC19Y CD00W CD01Y CD04Y CD05Y CD10Y CD13Y CD20Y CE00W CF00W CF27Y CH00W CH05Y CK02W CK02Y CL00W CM00W CN00W EH076 EH146 EL026 ET006 ET016 EU026 EU186 EU196 EU236 EW046 FD097 FD14Y FD146 FD150 FD31X GH00 GP03 HA05 4J011 PA22 PA53 PA55 PA64 PA65 PA66 PA67 PA68 PA69 PA74 PA76 PA77 PA79 PA85 PA86 PA88 PA90 PA95 PA96 PA97 PA98 PB25 PB30 PC02 PC08 4J026 HA08 HA11 HA19 HA20 HA38 HA39 HB06 HB10 HB11 HB20 HB38 HB39 HB45 HC08 HC11 HC19 HC20 HC38 HC39 HC45 HE01 A02A03 A02A03 AB03 A AJ05 AJ08 AJ09 BA07 BA08 BA12 BA13 BA15 BA24 BA26 BA27 CA03 CA10 CA34 CB10 CC04 CC07 CD10

Claims (13)

[Claims] 1. A color filter composition comprising (1) a compound having an acidic group, a binder resin and / or a polymerizable group, (2) a pigment, and (3) a dispersant. An AB block copolymer and / or a BAB block copolymer, wherein the agent comprises an A block having a quaternary ammonium base in the side chain and a B block having no quaternary ammonium base. A composition for a color filter, comprising: 2. An amount of the block copolymer in which the value of (mol concentration of acidic group in the composition) / (mol concentration of quaternary ammonium base contained in the block copolymer) is 0.1 to 100. The composition for a color filter according to claim 1, wherein the composition for a color filter is contained. 3. The color filter composition according to claim 1, wherein the amount of the quaternary ammonium base in 1 g of the block copolymer is 0.1 to 10 mmol. 4. The quaternary ammonium base in the A block of the block copolymer is a —N ⁺ R ¹ R ² R ³ .Y ⁻ group (R ¹ , R ² and R ³ are each independently a hydrogen atom , or represents a optionally substituted cyclic or chain-like hydrocarbon group, .Y more than two of R ^1, R ² and R ³ are combined to form a cyclic structure ^- a counter anion The composition for a color filter according to any one of claims 1 to 3, wherein 5. The A block of the block copolymer,
The composition for a color filter according to claim 4, comprising a partial structure represented by the following general formula (I). Embedded image (Wherein, R ¹ , R ² and R ³ each independently represent a hydrogen atom,
Or a cyclic or chain hydrocarbon group which may be substituted, or two or more of R ¹ , R ² and R ³ are bonded to each other to form a cyclic structure. R ⁴ represents a hydrogen atom or a methyl group. X represents a divalent linking group, and Y ⁻ represents a counter anion. ) 6. The B block of the block copolymer,
The composition for a color filter according to any one of claims 1 to 5, comprising a partial structure represented by the following general formula (II). Embedded image (In the formula, R ⁵ represents a hydrogen atom or a methyl group. R ⁶ represents a cyclic or chain alkyl group which may have a substituent, an allyl group which may have a substituent, or a substituent. Represents an aralkyl group which may have 7. A compound having a polymerizable group,
The color filter composition according to any one of claims 1 to 6, wherein the compound is a compound having an ethylenic double bond as a polymerizable group. 8. The color filter composition according to claim 1, further comprising a binder resin, wherein the binder resin has an acid value of 5 to 200 mg-KOH / g. 9. The color filter composition according to claim 1, further comprising a binder resin, wherein the binder resin is an acrylic resin having a carboxyl group in a side chain. . 10. The color filter composition according to claim 9, wherein the acrylic resin contains at least a unit derived from styrene and a unit derived from (meth) acrylic acid as constituent units. 11. The acrylic resin according to claim 9, wherein the acrylic resin has an ethylenic double bond in a side chain.
3. The composition for a color filter according to item 1. 12. The color filter composition according to claim 1, wherein the pigment concentration in the total solid content is 10 to 75% by weight. 13. A color filter having an image formed on a transparent substrate using the color filter composition according to claim 1. Description: