JP2002296769A - Photosensitive colored composition - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a photosensitive colored composition capable of improving the dispersibility and dispersion stability of a pigment. SOLUTION: The photosensitive colored composition contains (a) a dispersant having 10-100 mgKOH/g base value, (b) a binder polymer containing at least a constitutional unit of formula (1) and having 10-60 mgKOH/g acid value and a weight average molecular weight (expressed in terms of polystyrene) of 5,000-70,000, (c) a pigment, (d) a photopolymerizable monomer, (e) a photopolymerization initiator and (f) a solvent. In the composition, superior dispersibility and dispersion stability of the pigment are exhibited. In the formula (1), symbols R1 may be the same or different and are each H or a hydrocarbon group and R2 is a 1-18C aliphatic group or a 6-12C aromatic group.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a photosensitive coloring composition having excellent pigment dispersibility and dispersion stability, and more particularly, to a photosensitive coloring composition having a pigment dispersion stabilizing action and a binder having alkali solubility. The present invention relates to a photosensitive coloring composition.

[0002]

2. Description of the Related Art A color filter manufactured by photolithography using a colored resist material in which an organic pigment or an inorganic pigment is dispersed (hereinafter referred to as a "pigment-dispersion color filter") is used in the case where the pigment used is light or light. Since it is stable to heat and is patterned by photolithography, it has excellent positional accuracy and can achieve a large screen and high definition.

However, pigment dispersion color filters are
The quality is greatly affected by the dispersibility and dispersion stability of the pigment contained in the used colored resist material.
Specifically, when the dispersibility of the pigment in the colored resist material is insufficient, fringes (referred to as jagged edges) and surface irregularities occur in the formed colored resist film,
There are problems in that the color purity and dimensional accuracy of the manufactured pigment dispersion color filter are reduced, and the display contrast ratio due to the depolarizing effect is significantly deteriorated. Further, when the dispersion stability of the pigment in the colored resist material is poor, the uniformity of the film thickness in the coating process of the colored resist material is reduced in the manufacturing process of the pigment dispersion color filter, In this case, problems such as a decrease in photosensitivity and a decrease in alkali solubility in the developing step are likely to occur. Further, when the dispersion stability of the pigment is poor, there is a problem that the components of the colored resist material are aggregated with the passage of time, the viscosity is increased, and the pot life of the colored resist material is extremely shortened.

[0004] Further, organic pigments have a fundamental problem that they have low polarity and poor dispersibility and miscibility in an organic medium such as an organic solvent or a polymer compound.

In order to solve such a problem, conventionally, a dispersant such as a low molecular weight type surfactant, a high molecular weight type surfactant and a pigment derivative is appropriately added to improve the dispersibility of the pigment in the colored resist material. I was In particular, the pigment derivative is one in which solubility in an organic medium is improved by adding a side chain to the pigment, and when used in combination with a high molecular weight surfactant, dispersibility of the pigment in the colored resist material is improved. Improved dispersion stability.

[0006]

However, when the above-mentioned low molecular weight type surfactant is used as a dispersant for a resin composition such as a colored resist material, the dispersion stability of the pigment decreases over time. There is a problem that the surfactant is deposited during use of the manufactured color filter.

When the above-mentioned high molecular weight surfactant is used, the dispersion effect of a three-component pigment dispersion containing a pigment, a dispersant and a solvent is excellent. (For example, an alkali-soluble binder or a polyfunctional monomer), the dispersion system may be destroyed depending on the type of the added component, resulting in an increase in viscosity or precipitation of the pigment during storage. In addition, when different types of pigment dispersions are mixed in order to prepare a color, there is a problem that pigment aggregation occurs during mixing and color separation occurs during storage. These problems cause various problems as described above in the process of manufacturing the color filter by the pigment dispersion method, and also hinder the manufacture of a color filter having desired spectral characteristics.

The present invention has been made to solve the above-mentioned problems, and has an effect of stabilizing the dispersion of the pigment and containing a binder having alkali solubility to improve the dispersibility and the dispersion stability of the pigment. Provided is a photosensitive coloring composition that can be improved.

[0009]

The photosensitive coloring composition of the present invention comprises (a) a dispersant having a base number of 10 to 100 mgKOH / g, and (b) at least a structural unit represented by the chemical formula (1), A binder polymer having an acid value of 10 to 60 mg KOH / g and a weight average molecular weight in terms of polystyrene of 5,000 to 70,000, (c) a pigment, (d) a photopolymerizable monomer,
It is characterized by containing (e) a photopolymerizable initiator and (f) a solvent. (In Chemical Formula 1, R ₁ represents a hydrogen atom or a hydrocarbon group. R ₂ represents an aliphatic group having 1 to 18 carbon atoms or an aromatic group having 6 to 12 carbon atoms.)

[0010]

Embedded image

The present invention relates to (a) a base number of 10 to 10;
0 mgKOH / g dispersant, (b) at least a structural unit represented by Chemical Formula 1, and an acid value of 10 to 60 mgKOH
/ G, a pigment dispersion comprising a binder polymer having a weight average molecular weight of 5,000 to 70,000, a pigment (c), and a solvent (f) exhibits excellent pigment dispersibility and dispersion stability with the binder polymer (b). It has been achieved by doing so.

Further, the photosensitive coloring composition of the present invention comprises:
(A) a dispersant having a base number of 10 to 100 mgKOH / g,
(B) a pigment dispersion containing at least the structural unit represented by the above chemical formula 1, having an acid value of 10 to 60 mgKOH / g, a weight average molecular weight in terms of polystyrene of 5,000 to 70,000, (c) a pigment, and (f) a solvent. Even when each component of (d) a photopolymerizable monomer and (e) a photopolymerizable initiator is further added to the liquid, excellent dispersion stability is exhibited.

In these cases, the dispersant acts to improve the pigment dispersibility in the pigment dispersion, and the added binder polymer having a specific acid value, molecular weight, and structure is subsequently subjected to photopolymerization. It has an effect of maintaining the dispersion stability of the pigment and alkali solubility even when a hydrophilic monomer or the like is added or a different pigment dispersion is mixed.

The photosensitive coloring composition thus obtained hardly increases in viscosity during storage and sedimentation of pigments, and hardly causes color separation even when a plurality of pigments are mixed. As a result, by using the photosensitive coloring composition of the present invention, it is possible to easily produce a color filter having desired spectral characteristics without causing various problems in the production process of the color filter as described above. Becomes possible.

In the above photosensitive coloring composition, (b)
It contains at least the structural unit represented by Chemical Formula 1, and has an acid value of 1
0-60 mgKOH / g, weight average molecular weight 5,000-7
The binder polymer of 0000 can improve the radical polymerization reactivity by containing 0.1 to 5 mmol of the ethylenically unsaturated double bond per 1 g of the compound, so that a photosensitive coloring composition having high sensitivity can be obtained. Can be.

In the above-described photosensitive coloring composition, (a)
A dispersant having a base number of 10 to 100 mg KOH / g is converted into a polystyrene-equivalent weight average molecular weight of 3 having a polyester portion.
It is preferable that the dispersing agent has a dispersing agent of 000 to 30,000, and steric hindrance sufficient to improve dispersibility around the adsorbed pigment can be formed. Therefore, aggregation of the pigment hardly occurs and sufficient dispersibility can be exhibited.

[0017]

BEST MODE FOR CARRYING OUT THE INVENTION The photosensitive coloring composition of the present invention comprises
(A) a dispersant having a base number of 10 to 100 mgKOH / g,
(B) at least a structural unit represented by Chemical Formula 1,
Acid value 10-60 mgKOH / g, weight average molecular weight 500
0 to 70000 binder polymer, (c) pigment,
(D) a photopolymerizable monomer, (e) a photopolymerizable initiator,
(F) It contains a solvent. (In Chemical Formula 1, R _{1 s} may be the same or different and represent a hydrogen atom or a hydrocarbon group. R ₁ represents an aliphatic group having 1 to 18 carbon atoms or an aromatic group having 6 to 12 carbon atoms.) (A) a dispersant having a base number of 10 to 100 mgKOH / g, (b) an acid value of 10 to 60 mgKOH / g, containing at least a structural unit represented by the chemical formula 1, and a weight average molecular weight of 5
After preparing a pigment dispersion containing 000 to 70,000 binder polymer, (c) pigment, and (f) solvent,
It is desirable to add (d) a photopolymerizable monomer and (e) a photopolymerizable initiator.

First, the pigment dispersion will be described.

The pigment dispersion comprises (a) a base number of 10 to 100.
mgKOH / g of a dispersant, (b) at least a structural unit represented by the chemical formula 1, and an acid value of 10 to 60 mgKOH / g.
g, a binder polymer having a weight average molecular weight of 5000 to 70000, (c) a pigment, and (g) a solvent.

The dispersant is always used when preparing a three-component pigment dispersion together with the pigment and the solvent, and improves the dispersibility of the pigment in the pigment dispersion.

This dispersant is considered to have a basic group acting as an adsorbing group for the pigment, and has a base number of 10 to 100 m.
gKOH / g may be used, and the type is not particularly limited. The base number is more preferably from 10 to 70 mgKOH / g. If the base number is less than 10 mgKOH / g, the pigment has few adsorbing groups, and the adsorbing power is insufficient, making it difficult to disperse the pigment. When the base value exceeds 100 mgKOH / g, the pigments are cross-linked to each other, causing pigment aggregation. In addition, the base number is 100 mg KO
If it exceeds H / g, the coating film formed from the photosensitive coloring composition containing the dispersant becomes difficult to dissolve in the alkaline developer,
The pattern formability deteriorates.

The dispersant may have an acid value other than the base value.

Examples of the polymer having such a base number include acrylic, polyester and polyurethane polymers. Specifically, Japanese Patent Application Laid-Open No.
Compounds obtained by reacting a polyalkyleneimine with a polyester compound described in JP-A-37082, JP-A-61-174939 and the like; polyesters and polyamides having amino groups in the side chains of polyallylamine described in JP-A-9-169821. A compound modified with any of copolycondensates of polyester and polyamide, a polyepoxy compound described in JP-A-9-87537, a polymer having a carboxyl group at one end, and an organic amino compound having one secondary amino group. And a copolymer containing at least the monomer represented by Chemical Formula 2 and alkyl (meth) acrylate. (In the chemical formula 2, R ₃ represents a hydrogen atom or a methyl group.
₄ represents an alkylene group having 1 to 8 carbon atoms. X is -NR ₅
R _6, (R ₅ and R ₆ represents a hydrogen atom, an alkyl group or a phenyl group having 1 to 6 carbon _{atoms), - R 7 NR 8 R} 9
(R ₇ represents an alkylene group having 1 to 6 carbon atoms, R ₈
And R ₉ represents a hydrogen atom, an alkyl group having 1 to 6 carbon atoms or a phenyl group), a pyrrolidino group, a pyrrolidyl group,
Represents a pyridyl group, a piperidino group or a morpholino group.
m and n represent 1 or 0. )

[0024]

Embedded image

The above dispersant has a polystyrene equivalent weight average molecular weight (hereinafter referred to as "Mw") of 3000.
It is preferable that it is ~ 30000. A polymer having an Mw in this range can form steric hindrance sufficient to improve dispersibility around the adsorbed pigment, so that aggregation of the pigment hardly occurs and sufficient dispersibility in the pigment dispersion is obtained. Can be demonstrated. Mw is 3000
Less than, it is difficult to form a steric hindrance that can improve the dispersibility around the pigment to be adsorbed, so that aggregation of the pigment is likely to occur,
Sufficient dispersibility cannot be exhibited. On the other hand, Mw is 30,000
When the ratio exceeds the above, the dispersant may crosslink a plurality of pigments to cause aggregation, or the alkali solubility of the colored resist film formed from the photosensitive coloring composition containing the dispersant may decrease.

By containing a flexible polyester portion, these polymers have an increased adsorptivity to pigments and an improved dispersibility.

As long as it has such characteristics, a commercially available dispersant can be used. For example, commercially available Solsperse 9000, 13240, 13940, 2
0000, 24000, 26000, 28000, 32
Various sparse dispersants such as 550, 34750, 31845 (above, manufactured by Avicia), Dispervic 10
6, 112, 116, 142, 161, 162, 16
3, 164, 165, 166, 181, 182, 18
3, 184, 185, 191, 2000, 2001 (all manufactured by Big Chemie), Addispar PB711, PB41
1, PB111, PB821, PB822 (above, manufactured by Ajinomoto Fine-Techno), EFKA-47, 4050 (all, manufactured by EFKA CHEMICALS) and the like.

The amount of the dispersant added is 5 to 6 with respect to the pigment.
0% by weight is added. If it is less than 5% by weight, the dispersibility and dispersion stability are insufficient, and the viscosity may increase over time or the pigment may settle. If it exceeds 60% by weight, the colored resist formed from the photosensitive coloring composition may be used. The alkali developability of the film may decrease. However, the optimal addition amount of the dispersant depends on the type of pigment used, the type of solvent,
It is appropriately adjusted by the combination of the resist components and the like. In addition, as long as the object of the present invention is not impaired, conventional low-molecular weight surfactants, high-molecular weight surfactants, and conventional dispersants such as pigment derivatives are contained in addition to the above-described dispersants. It is also possible to make it.

The above dispersant may have a polymerizable reactive group. In the present invention, a photopolymerizable reactive group,
In particular, it is preferable to have a radical polymerization type reactive group, and among them, a polymer having an ethylenically unsaturated double bond group, specifically, an acryloyl group or a methacryloyl group (hereinafter, collectively referred to as " It is preferable to use a polymer having one or more (meth) acryloyl groups). When the dispersant has a polymerizable reactive group, the photosensitive sensitivity of the photosensitive coloring composition is further improved, and excellent resist characteristics can be exhibited.

In the pigment dispersion containing the above basic dispersant,
Further, (b) a binder polymer containing at least the structural unit represented by Chemical Formula 1, having an acid value of 10 to 60 mgKOH / g, and a weight average molecular weight of 5,000 to 70,000 is contained. The binder polymer has a function of stabilizing the dispersibility of the pigment, the stability of the pigment dispersion to which the polymer is added is high, and the viscosity and the particle diameter of the dispersion when stored in the state of the dispersion are changed with time. small. In addition, when the binder polymer is contained in the pigment dispersion, the amount of the dispersant added to satisfy the dispersion stability can be reduced.

The phenomenon that the binder polymer of the present invention contributes to dispersion stabilization is presumed as follows. In the pigment dispersed with the basic dispersant, the basic dispersant is adsorbed on the surface of the pigment, but there is a basic group which does not partially participate in the adsorption. When a polymer having an appropriate acid value and molecular weight is contained in the dispersion liquid in such a state, the basic groups of the dispersant adsorbed on the pigment and the acidic groups in the polymer interact with each other to form an adsorbent layer for the pigment. Can be made thicker. Further, since the acid value and molecular weight of the binder polymer to be added are appropriate, the increase in viscosity and the aggregation of the pigment due to the cross-linking between a plurality of pigment particles which occur in the case of a high acid value or high molecular weight polymer do not occur. Further, since the binder polymer has an acid value, it also shows alkali solubility, and it is not necessary to add a binder for imparting alkali solubility.
From this, it is possible to suppress the amount of the polymer necessary for producing a photosensitive coloring composition satisfying the pigment dispersion stability and the alkali developability. This is advantageous in producing a color filter having a wide color reproduction range.

The binder polymer of the present invention has an acid value of 10
mgKOH / g to 60 mgKOH / g, more preferably an acid value of 30 mgKOH / g to 60 mgKOH / g.
It is.

The acid value of the binder polymer is 10 mg KO
If it is less than H / g, alkali developability will be insufficient. On the other hand, if it exceeds 60 mgKOH / g, the amount of acidic groups in the polymer is large, the possibility of crosslinking between a plurality of pigments increases, and the dispersion stability decreases.

The polymer having functions of stabilizing dispersion and functioning as a binder has a weight average molecular weight of 5,000 to 7,
0000 is preferred. Weight average molecular weight of 50
If it is less than 00, the alkali resistance of the coating film is insufficient. Also,
If the weight average molecular weight exceeds 70,000, developability may be deteriorated and dispersibility due to crosslinking may be deteriorated.

Examples of the acidic group in the polymer include a carboxyl group and a phenolic hydroxyl group. In the present invention, a carboxyl group is preferable. The acidic group introduction position is not limited, and examples thereof include a polymer in which a (meth) acid group is randomly introduced into a linear polymer, and a block polymer including a block having an acid group and a block having no acidic group.

The introduction of the acidic group into the polymer may be performed by any known method. Specifically, for example, an ethylenically unsaturated monomer containing one or more carboxyl groups (hereinafter abbreviated as carboxyl group-containing unsaturated monomer)
And other copolymerizable ethylenically unsaturated monomers (hereinafter abbreviated as other unsaturated monomers).

As the carboxyl group-containing unsaturated monomer, for example, acrylic acid, methacrylic acid, crotonic acid,
Unsaturated monocarboxylic acids such as ethacrylic acid and cinnamic acid;
Maleic acid, maleic anhydride, fumaric acid, itaconic acid,
Unsaturated dicarboxylic acids (anhydrides) such as itaconic anhydride, citraconic acid, citraconic anhydride, and mesaconic acid; trivalent or higher unsaturated polycarboxylic acids (anhydrides); monosuccinic acid (2-acryloyloxy) Ethyl), succinic mono (2-
Mono (meth) acryloyloxyalkyl esters of non-polymerizable dicarboxylic acids such as methacryloyloxyethyl), mono (2-acryloyloxyethyl) phthalate, and mono (2-methacryloyloxyethyl) phthalate; -Carboxy-polycaprolactone monoacrylate, ω-carboxy-polycaprolactone monomethacrylate and the like. These carboxyl group-containing unsaturated monomers can be used alone or in combination of two or more.

The other unsaturated monomers include styrene, α-methylstyrene, o-vinyltoluene, m-
Vinyltoluene, p-vinyltoluene, o-chlorostyrene, m-chlorostyrene, p-chlorostyrene, o-
Methoxystyrene, m-methoxystyrene, p-methoxystyrene, p-vinylbenzyl methyl ether, p-
Aromatic vinyl compounds such as vinylbenzyl glycidyl ether; methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, n-propyl acrylate, n-propyl methacrylate, i-propyl acrylate, i-propyl methacrylate, n
-Butyl acrylate, n-butyl methacrylate, i
-Butyl acrylate, i-butyl methacrylate, s
ec-butyl acrylate, sec-butyl methacrylate, t-butyl acrylate, t-butyl methacrylate, 2-hydroxyethyl acrylate, 2-hydroxyethyl methacrylate, 2-hydroxypropyl acrylate, 2-hydroxypropyl methacrylate,
3-hydroxypropyl acrylate, 3-hydroxypropyl methacrylate, 2-hydroxybutyl acrylate, 2-hydroxybutyl methacrylate, 3-hydroxybutyl acrylate, 3-hydroxybutyl methacrylate, 4-hydroxybutyl acrylate,
-Unsaturated carboxylic acid esters such as hydroxybutyl methacrylate, allyl acrylate, allyl methacrylate, benzyl acrylate, benzyl methacrylate, phenyl acrylate, phenyl methacrylate, glycerol monoacrylate, glycerol monomethacrylate, methoxytriethylene glycol acrylate, methoxytriethylene glycol methacrylate Is mentioned.

As the binder polymer, a polymer containing at least the structural unit represented by Chemical Formula 1 is preferable. (In Chemical Formula 1, R ₁ represents a hydrogen atom or a hydrocarbon group. R ₂ represents an aliphatic group having 1 to 18 carbon atoms or 6 to 18 carbon atoms.)
Represents 12 aromatic groups. )

[0040]

Embedded image

By including at least the structural unit represented by the chemical formula 1 in the polymer, the adhesion of the coating film to the substrate when exposed to an alkali developing solution or a cleaning solution for a long time in the pattern forming process including exposure and development, It is possible to increase the strength of the film.

Specific examples of the binder polymer include the following polymers having at least methyl (meth) acrylate, butyl (meth) acrylate, benzyl (meth) acrylate and the like as copolymer components.

For example, (meth) acrylic acid / benzyl (meth) acrylate copolymer, (meth) acrylic acid /
Styrene / methyl (meth) acrylate copolymer, (meth) acrylic acid / styrene / benzyl (meth) acrylate copolymer, (meth) acrylic acid / 2-hydroxyethyl (meth) acrylate / benzyl (meth) acrylate copolymer Copolymer, (meth) acrylic acid / glycerol mono (meth) acrylate / benzyl (meth) acrylate copolymer, (meth) acrylic acid / glycerol mono (meth) acrylate / phenyl (meth) acrylate copolymer binary or Terpolymer: (meth) acrylic acid / 2-hydroxyethyl (meth) acrylate / styrene / benzyl (meth) acrylate copolymer, (meth) acrylic acid / glycerol mono (meth) acrylate / styrene / phenyl (meth) ) Acrylate copolymer, (meth) acrylic Acid / glycerol mono (meth) acrylate / styrene / N-phenylmaleimide copolymer, (meth) acrylic acid / glycerol mono (meth) acrylate / methyl (meth) acrylate / benzyl (meth) acrylate copolymer, (meth) Acrylic acid /
Glycerol mono (meth) acrylate / methyl (meth) acrylate / phenyl (meth) acrylate copolymer, (meth) acrylic acid / glycerol mono (meth)
Acrylate / 2-hydroxyethyl (meth) acrylate / benzyl (meth) acrylate copolymer, (meth) acrylic acid / glycerol mono (meth) acrylate / 2-hydroxyethyl (meth) acrylate / phenyl (meth) acrylate copolymer , (Meth) acrylic acid / glycerol mono (meth) acrylate / 2-hydroxyethyl (meth) acrylate / N-phenylmaleimide copolymer, (meth) acrylic acid / glycerol mono (meth) acrylate / benzyl (meth) acrylate / Phenyl (meth) acrylate copolymer, (meth)
Acrylic acid / mono [2- (meth) acryloyloxyethyl] succinate / glycerol mono (meth) acrylate / benzyl (meth) acrylate copolymer, (meth) acrylic acid / monosuccinate [2- (meth) acrylic Loyloxyethyl] / glycerol mono (meth) acrylate /
Examples include a quaternary copolymer composed of a phenyl (meth) acrylate copolymer.

Further, the binder polymer preferably contains an ethylenically unsaturated double bond, and the sensitivity of the photosensitive coloring composition can be improved by introducing the ethylenically unsaturated double bond.

The means for introducing an ethylenically unsaturated double bond group can be achieved by a conventionally known method (JP-A-3-18845, JP-B-6-99538, JP-A-2000-29833).
No. 8 publication). Specifically, by using a monomer containing a reactive group such as a carboxyl group, a hydroxyl group, an amino group, or an epoxy group as a copolymerized monomer, a reactive group is introduced into the polymer molecule, and the reactivity is increased. The group is reacted with a compound having an ethylenically unsaturated double bond to introduce an ethylenically unsaturated double bond.

In the case of a polymer containing a carboxyl group in the molecule, for example, a method of reacting an ethylenically unsaturated group-containing compound having an epoxy group, an ethylenically unsaturated group-containing compound having a hydroxyl group, or the like can be mentioned.
Examples of such a compound include glycidyl (meth) acrylate, 2-methylglycidyl (meth) acrylate, acrylic glycidyl ether, allyl-2-methylglycidyl ether, hydroxyethyl (meth) acrylate, hydroxypropyl (meth) acrylate, Hydroxybutyl (meth) acrylate and the like.

The introduction of an ethylenically unsaturated double bond into a polymer containing a hydroxyl group can be carried out by using, for example, a compound such as isocyanate ethyl methacrylate, (meth) acrylic acid and acrylic acid chloride.

It is preferable that the ethylenically unsaturated double bond has 0.1 to 5 mmol per 1 g of the solid content of the alkali-soluble binder. If the amount is less than 0.1 mmol / g, there is no effect of improving the photosensitivity.

The binder polymer is added to the total solid content of the finally prepared liquid photosensitive coloring composition in consideration of its own function as a binder.
It is preferably added so as to be 0 to 60% by weight.

However, the optimum amount of the binder polymer to be added is appropriately adjusted depending on the kind of the pigment to be used, the kind of the solvent, and the combination of the resist components to be blended thereafter.

As the pigment of the present invention, various conventionally known inorganic or organic pigments can be used.

The inorganic pigment is a metal compound represented by a metal oxide, a metal complex salt or the like, and specifically, iron, cobalt, aluminum, cadmium, lead, copper, titanium, magnesium, chromium, zinc, antimony or the like. Metal oxides,
And a composite oxide of the metal oxide.

Examples of the organic pigment include a color index (CI: The Society of Dyers).
and Colorist, Inc.), specifically, those having the following color index numbers. For example, C.I. I. Pigment Yellow 1, C.I. I. Pigment Yellow 3, C.I. I. Pigment Yellow 12,
C. I. Pigment Yellow 13, C.I. I. Pigment Yellow 14, C.I. I. Pigment Yellow 15, C.I.
I. Pigment Yellow 16, C.I. I. Pigment Yellow 17, C.I. I. Pigment Yellow 20, C.I. I.
Pigment Yellow 24, C.I. I. Pigment Yellow 31, C.I. I. Pigment yellow 55, C.I. I. Pigment Yellow 60, C.I. I. Pigment Yellow 6
1, C.I. I. Pigment Yellow 65, C.I. I. Pigment Yellow 71, C.I. I. Pigment Yellow 73,
C. I. Pigment yellow 74, C.I. I. Pigment Yellow 81, C.I. I. Pigment yellow 83, C.I.
I. Pigment Yellow 93, C.I. I. Pigment Yellow 95, C.I. I. Pigment Yellow 97, C.I. I.
Pigment Yellow 98, C.I. I. Pigment Yellow 100, C.I. I. Pigment Yellow 101, C.I. I.
Pigment Yellow 104, C.I. I. Pigment Yellow 106, C.I. I. Pigment Yellow 108, C.I.
I. Pigment yellow 109, C.I. I. Pigment yellow 110, C.I. I. Pigment Yellow 113,
C. I. Pigment yellow 114, C.I. I. Pigment yellow 116, C.I. I. Pigment Yellow 11
7, C.I. I. Pigment yellow 119, C.I. I. Pigment yellow 120, C.I. I. Pigment Yellow 1
26, C.I. I. Pigment yellow 127, C.I. I. Pigment Yellow 128, C.I. I. Pigment yellow 129, C.I. I. Pigment yellow 138, C.I. I.
Pigment Yellow 139, C.I. I. Pigment Yellow 150, C.I. I. Pigment Yellow 151, C.
I. Pigment Yellow 152, C.I. I. Pigment yellow 153, C.I. I. Pigment Yellow 154,
C. I. Pigment yellow 155, C.I. I. Pigment Yellow 156, C.I. I. Pigment Yellow 16
6, C.I. I. Pigment yellow 168, C.I. I. Pigment yellow 175, C.I. I. Pigment Yellow 1
80, C.I. I. Pigment Yellow 185; I. Pigment Orange 1, C.I. I. Pigment Orange 5,
C. I. Pigment Orange 13, C.I. I. Pigment Orange 14, C.I. I. Pigment Orange 16, C.I.
I. Pigment Orange 17, C.I. I. Pigment Orange 24, C.I. I. Pigment Orange 34, C.I. I.
Pigment Orange 36, C.I. I. Pigment Orange 38, C.I. I. Pigment Orange 40, C.I. I. Pigment Orange 43, C.I. I. Pigment Orange 4
6, C.I. I. Pigment Orange 49, C.I. I. Pigment Orange 51, C.I. I. Pigment Orange 61,
C. I. Pigment Orange 63, C.I. I. Pigment Orange 64, C.I. I. Pigment Orange 71, C.I.
I. Pigment Orange 73; I. Pigment Violet 1, C.I. I. Pigment Violet 19,
C. I. Pigment Violet 23, C.I. I. Pigment Violet 29, C.I. I. Pigment Violet 32, C.I. I. Pigment Violet 36, C.I.
I. Pigment Violet 38; C.I. I. Pigment Red 1, C.I. I. Pigment Red 2, C.I. I. Pigment Red 3, C.I. I. Pigment Red 4, C.I.
I. Pigment Red 5, C.I. I. Pigment Red 6, C.I. I. Pigment Red 7, C.I. I. Pigment Red 8, C.I. I. Pigment Red 9, C.I. I. Pigment Red 10, C.I. I. Pigment Red 11,
C. I. Pigment Red 12, C.I. I. Pigment Red 14, C.I. I. Pigment Red 15, C.I. I. Pigment Red 16, C.I. I. Pigment Red 17,
C. I. Pigment Red 18, C.I. I. Pigment Red 19, C.I. I. Pigment Red 21, C.I. I. Pigment Red 22, C.I. I. Pigment Red 23,
C. I. Pigment Red 30, C.I. I. Pigment Red 31, C.I. I. Pigment Red 32, C.I. I. Pigment Red 37, C.I. I. Pigment Red 38,
C. I. Pigment Red 40, C.I. I. Pigment Red 41, C.I. I. Pigment Red 42, C.I. I. Pigment Red 48: 1, C.I. I. Pigment Red 4
8: 2, C.I. I. Pigment Red 48: 3, C.I. I.
Pigment Red 48: 4, C.I. I. Pigment Red 49: 1, C.I. I. Pigment Red 49: 2, C.I.
I. Pigment Red 50: 1, C.I. I. Pigment Red 52: 1, C.I. I. Pigment Red 53: 1,
C. I. Pigment Red 57, C.I. I. Pigment Red 57: 1, C.I. I. Pigment Red 57: 2,
C. I. Pigment Red 58: 2, C.I. I. Pigment Red 58: 4, C.I. I. Pigment Red 60:
1, C.I. I. Pigment Red 63: 1, C.I. I. Pigment Red 63: 2, C.I. I. Pigment Red 6
4: 1, C.I. I. Pigment Red 81: 1, C.I. I.
Pigment Red 83, C.I. I. Pigment Red 8
8, C.I. I. Pigment Red 90: 1, C.I. I. Pigment Red 97, C.I. I. Pigment Red 101,
C. I. Pigment Red 102, C.I. I. Pigment Red 104, C.I. I. Pigment Red 105, C.I.
I. Pigment Red 106, C.I. I. Pigment Red 108, C.I. I. Pigment Red 112, C.I. I.
Pigment Red 113, C.I. I. Pigment Red 1
14, C.I. I. Pigment Red 122, C.I. I. Pigment Red 123, C.I. I. Pigment Red 14
4, C.I. I. Pigment Red 146, C.I. I. Pigment Red 149, C.I. I. Pigment Red 150,
C. I. Pigment Red 151, C.I. I. Pigment Red 166, C.I. I. Pigment Red 168, C.I.
I. Pigment Red 170, C.I. I. Pigment Red 171, C.I. I. Pigment Red 172, C.I. I.
Pigment Red 174, C.I. I. Pigment Red 1
75, C.I. I. Pigment red 176, C.I. I. Pigment Red 177, C.I. I. Pigment Red 17
8, C.I. I. Pigment Red 179, C.I. I. Pigment Red 180, C.I. I. Pigment Red 185,
C. I. Pigment Red 187, C.I. I. Pigment Red 188, C.I. I. Pigment Red 190, C.I.
I. Pigment Red 193, C.I. I. Pigment Red 194, C.I. I. Pigment Red 202, C.I. I.
Pigment Red 206, C.I. I. Pigment Red 2
07, C.I. I. Pigment red 208, C.I. I. Pigment Red 209, C.I. I. Pigment Red 21
5, C.I. I. Pigment Red 216, C.I. I. Pigment Red 220, C.I. I. Pigment Red 224,
C. I. Pigment Red 226, C.I. I. Pigment Red 242, C.I. I. Pigment Red 243, C.I.
I. Pigment Red 245, C.I. I. Pigment Red 254, C.I. I. Pigment Red 255, C.I. I.
Pigment Red 264, C.I. I. Pigment Red 2
65; I. Pigment Blue 15, C.I. I. Pigment Blue 15: 3, C.I. I. Pigment Blue 15:
4, C.I. I. Pigment Blue 15: 6, C.I. I. Pigment Blue 60; C.I. I. Pigment Green 7,
C. I. Pigment Green 36; I. Pigment Brown 23, C.I. I. Pigment Brown 25;
I. Pigment Black 1, Pigment Black 7, and the like.

The present invention is particularly effective for pigments having an acidic pigment surface, and pigments having been surface-treated with an acidic substance can also be used.

The solvent is selected in consideration of the solubility of the pigment in the dispersant in the dispersant and the binder, and those which do not hinder the dispersibility of the pigment by the dispersant. In addition, the solvent is added together with the photopolymerizable monomer and the like when the photosensitive coloring composition is prepared later, so the solvent to be selected further includes the coating suitability of the photosensitive coloring composition, the monomer, and the 1 or 2 shown below in consideration of solubility in the polymerization initiator
At least one kind of solvent is appropriately selected and used. Examples of usable solvents include methyl alcohol, ethyl alcohol,
Alcohol solvents such as N-propyl alcohol and i-propyl alcohol; ethyl acetate, butyl acetate, methyl methoxypropionate, ethyl ethoxypropionate;
Ester solvents such as ethyl lactate; ketone solvents such as acetone, methyl isobutyl ketone and cyclohexanone; ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol mono-n-propyl ether, diethylene glycol Mono-n-butyl ether, triethylene glycol monomethyl ether, triethylene glycol monoethyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, dipropylene glycol mono-n- Propyl ether, dipropylene gly (Poly) alkylene glycol monoalkyl ethers such as mono-n-butyl ether, tripropylene glycol monomethyl ether and tripropylene glycol monoethyl ether; ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, diethylene glycol monomethyl ether acetate, diethylene glycol mono (Poly) alkylene glycol monoalkyl ether acetates such as ethyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate; diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, diethylene glycol diethyl ether, tetrahydrofuran Other ethers such as emissions; N, N-dimethylformamide, N, N
-Aprotic amide solvents such as dimethylacetamide and N-methylpyrrolidone; lactone solvents such as γ-butyrolactone; unsaturated hydrocarbon solvents such as benzene, toluene, xylene and naphthalene; N-heptane, N-
Organic solvents such as saturated hydrocarbon solvents such as hexane and N-octane can be exemplified. Among these solvents, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, acetic acid-3-
It is particularly preferable to include methoxybutyl, propylene glycol monomethyl ether, diethylene glycol dimethyl ether, ethyl 3-methoxypropionate, methyl 3-ethoxypropionate, ethyl 3-ethoxypropionate, cyclohexanone, and the like.

Next, the preparation of a pigment dispersion will be described.

For preparing the dispersion, any disperser may be used, and examples thereof include a ball mill, a sand mill, a visco mill, a roll mill, a kneader, an attritor, a high speed mixer, and a homomixer.

The pigment dispersion having excellent dispersion stability comprises components of a dispersant, a binder polymer, a pigment and a solvent.
Pigment dispersion liquid, dispersant, binder polymer, pigment, a case where a mixture of a solvent is prepared by using a disperser, and a dispersant,
There are two cases in which a binder polymer is added later to a liquid obtained by subjecting a mixed liquid composed of three components of a pigment and a solvent to a dispersing machine and then obtaining a liquid.

Which is preferable depends on the combination of the pigment, dispersant, binder polymer and solvent used. However, from the viewpoint of making the pigment in the dispersion finer, it is preferable to add a polymer to a liquid obtained by using a dispersing machine with a mixture composed of three components of a dispersant, a pigment, and a solvent.

When the binder polymer is added later, it may be simply mixed and stirred to make it uniform, or it may be further passed through a dispersion step.

In the case of a photosensitive coloring composition for a color filter, it may be necessary to mix different kinds of pigments for color adjustment. In preparing a pigment dispersion containing different kinds of pigments, there are a case where the dispersion is mixed after the dispersion of each pigment is prepared, and a case where each pigment is mixed and dispersed when the dispersion is prepared. Which is preferable depends on the type of the pigment to be used, the type of the dispersant, and the like.

However, when the dispersant to be used varies depending on the pigment, it is preferable to mix after preparing a dispersion containing each pigment. In this case, it is advantageous to mix the individual pigment dispersions to which a polymer has been added, since it is difficult to separate the colors.

The photopolymerizable monomer is a polyfunctional acrylate or a polyfunctional methacrylate having three or more double bond functional groups in one molecule (hereinafter, when an acrylate compound and a methacrylate compound are simultaneously shown, “( (Meth) acrylate) can be preferably used. When the number of functional groups of the polyfunctional (meth) acrylate exceeds 6, the photopolymerization reaction easily occurs, so that the cured film itself becomes brittle,
It may not be possible to obtain sufficient strength. On the other hand, when the number of functional groups is less than 3, the photopolymerization reaction is insufficient, and the strength of the cured film may be insufficient. Therefore, in practice, it is only necessary to have a functional group consisting of three or more double bond groups. In particular, dipentaerythritol penta (meth) acrylate having five double bond groups and derivatives thereof can be preferably used.

Other photopolymerizable monomers include, for example, polyethylene glycol di (meth) acrylate,
Polypropylene glycol di (meth) acrylate, trimethylolethane triacrylate, trimethylolpropane diacrylate, neopentyl glycol di (meth) acrylate, pentaerythritol tetra (meth) acrylate, pentaerythritol tri (meth) acrylate, dipentaerythritol penta (Meth) acrylate, dipentaerythritol hexaacrylate, hexanediol di (meth) acrylate,
Trimethylolpropane tri (acryloyloxypropyl) ether, tri (acryloyloxyethyl) isocyanurate, tri (acryloyloxyethyl) cyanurate, glycerin tri (meth) acrylate, trimethylolpropane, polyester acrylates,
Alternatively, those obtained by subjecting a polyfunctional alcohol such as glycerin to an addition reaction of ethylene oxide or propylene oxide and then (meth) acrylated the same may be mentioned. Further, the above-mentioned acrylate and methacrylate can be used alone or in combination. In addition to the monomer, a dimer or trimer prepolymer can also be used. The content of such a photopolymerizable monomer,
It is 10 to 50% by weight of the total solids in the photosensitive coloring composition.

The photopolymerization initiator has a function of causing a radical polymerization reaction by causing a cleavage or hydrogen abstraction reaction by irradiation with light. As the photopolymerization initiator, a radical polymerizable initiator can be used.
Radical polymerizable initiators are compounds that generate free radicals by, for example, the energy of ultraviolet light, and are derivatives of benzophenone derivatives such as benzoin and benzophenone or esters thereof; xanthone and thioxanthone derivatives; chlorosulfonyl and chloromethyl polynuclear aromatic. Compounds, chloromethylheterocyclic compounds, halogen-containing compounds such as chloromethylbenzophenones; triazines; fluorenones; haloalkanes; redox couples of photoreducing dyes and reducing agents; organic sulfur compounds; is there. Preferably, Irgacure 184, Irgacure 369, Irgacure 65
1, Irgacure 907 (all manufactured by Ciba Specialty Chemicals), Darocur (Merck), Adeca 1717 (Asahi Denka Kogyo), 2,
Ketone and biimidazole compounds such as 2'-bis (o-chlorophenyl) -4,5,4'-tetraphenyl-1,2'-biimidazole (manufactured by Kurokin Kasei Co., Ltd.) can be mentioned. . These initiators can be used alone or in combination of two or more. When two or more kinds are used in combination, it is preferable not to impair the absorption spectral characteristics.

The solvent may be selected from the above-mentioned solvents in consideration of the applicability of the photosensitive coloring composition, the solubility in polymers and monomers such as alkali-soluble binders, dispersants and photopolymerization initiators, and the dispersibility of pigments. One or more kinds can be appropriately selected and used. In particular, it is desirable to include one or more polyhydric alcohols or derivatives thereof.

In addition to the above components, a sensitizer, a coating property improving agent, and the like can be appropriately added to the photosensitive coloring composition. The coating film property improver is a conventionally known one having an action of suppressing the tackiness of the colored layer after curing caused by the type of the alkali-soluble binder. In addition, a silane coupling agent, a titanate coupling agent, an aluminum coupling agent, or the like can be added to the composition in order to impart adhesion to a substrate on which the photosensitive coloring composition is applied.

The photosensitive coloring composition of the present invention can be applied on a substrate by a known method, dried, and then exposed to light and cured. Specific examples of the coating method include a spinner, a wheeler roller coater, a curtain coater, a knife coater, a bar coater, and an extruder. At the time of exposure, a light source is selected according to the photosensitivity of the photosensitive coloring composition, and a known light source such as an ultrahigh pressure mercury lamp, a xenon lamp, a carbon arc lamp, and an argon laser can be used. As a developing solution for developing the pattern-exposed colored layer, an alkaline aqueous developer such as sodium hydroxide is used. The photosensitive coloring composition of the present invention is used for forming red, green and blue colored pixels on a transparent substrate. Then, a transparent electrode layer is further provided on the surface, and a pigment dispersion color filter is manufactured.

Since the photosensitive coloring composition of the present invention described above contains a basic dispersant and a binder polymer having a specific acid value and molecular weight, it has excellent pigment dispersibility and dispersion stability, and has a viscosity during storage. Rise and pigment sedimentation do not occur,
Even when a plurality of pigments are mixed, color separation hardly occurs. As a result, it can be preferably used as a photosensitive coloring composition in a field where spectral characteristics based on the color of the pigment are important.

In particular, when used as a colored resist material, color adjustment is easy. The pigment dispersion color filter manufactured using such a colored resist material is excellent in color purity and dimensional accuracy, and can suppress deterioration of the display contrast ratio due to depolarization. Also, in the pigment dispersion method color filter manufacturing process, it is necessary to improve the film thickness uniformity in the application step of the colored resist material, the photosensitivity in the exposure step, and the alkali solubility in the development step. In addition to this, there is an effect that the change in viscosity with time is small and the pot life is prolonged.

[0071]

EXAMPLES Hereinafter, the present invention will be described specifically with reference to Examples, but the present invention is not limited thereto. In the examples, "parts" are parts by weight, "%" is% by weight,
"Mw" means weight average molecular weight.

(Synthesis Example 1 of Binder Polymer) Benzyl methacrylate: 500 g (37.6 mol%), styrene: 230 g (29.2 mol%), acrylic acid: 70
g (12.8 mol%), 2-hydroxyethyl methacrylate: 200 g (20.4 mol%) was dissolved in 650 g of 3-methoxybutyl acetate together with 5 g of azobisisobutyronitrile to prepare a solution. This solution was placed in a polymerization tank containing 1000 g of 3-methoxybutyl acetate,
The mixture was added dropwise at 90 ° C. over 6 hours to polymerize to obtain a polymer solution.

The solid content of the obtained reaction solution was 39% by weight. The obtained polymer solution was applied on a glass plate, and then dried under reduced pressure at room temperature overnight to remove the solvent. The acid value of the obtained solid was 55 mgKOH / g, and the weight average molecular weight was 18,000.

(Synthesis Example 2 of Binder Polymer) The polymer solution obtained in Synthesis Example 1 was composed of 240 g of 2-methacryloyloxyethyl isocyanate, 1 g of dibutyltin laurate, and 2260 g of 3-methoxybutyl acetate. The mixture was added dropwise over 5 hours. The amount of 2-methacryloyloxyethyl isocyanate added was 2
-It corresponds to 20.6 mol% with respect to 100 mol% of the copolymer composition before addition of methacryloyloxyethyl isocyanate (hereinafter referred to as copolymer composition).

The progress of the reaction was monitored by IR (infrared absorption spectrum) until the point at which the peak at 2200 cm ^{-1 due to} the isocyanate group disappeared.

The obtained reaction solution had a solid content of 25.2% by weight. The obtained polymer solution was applied on a glass plate, and then dried under reduced pressure at room temperature overnight to remove the solvent. The acid value of the obtained solid was 53 mgKOH / g, and the weight average molecular weight was 2
It was 1,000. The amount of the methacryloyloxy group-introduced structural unit calculated by 1H-NMR analysis of the obtained solid was 0.6 mg per 1 g of the polymer.

Example 1 (1) Preparation of Pigment Dispersion A green pigment dispersion (G-1) was prepared according to C.I. I. Pigment Green 36, C.I. I. Pigment Yellow 138, Addispar PB821 (Ajinomoto Fine Techno Co., base number 10 mg KOH / g, acid value 18 mg)
KOH / g) in 100 parts of a propylene glycol monomethyl ether acetate solution (solid content: 40%), and 745 parts of propylene glycol monomethyl ether acetate.
Were mixed and sufficiently dispersed in a sand mill. In the obtained liquid, the benzyl methacrylate-styrene-acrylic acid-hydroxyethyl methacrylate copolymer obtained in Synthesis Example 1 (acid value 55 mg KOH / solid content 1 g, weight average molecular weight 18,000, solvent 3-methoxybutyl acetate, solid (39%), 25 parts were added and mixed to prepare a dispersion.

(2) Preparation of photosensitive coloring composition The green photosensitive coloring composition was prepared by mixing 50 parts of the green pigment dispersion G-1 prepared in (1) with dipentaerythritol pentaacrylate (DPPA, Nippon Kagaku). 4 parts, Irgacure 907 (Ciba Specialty Chemicals)
And 9 parts of propylene glycol monomethyl ether acetate were stirred and mixed at room temperature to obtain a green photosensitive coloring composition.

(3) Preparation of Colored Layer The green photosensitive coloring composition prepared in the above (2) was applied on a glass substrate by a spin coater (film thickness: 2 μm), and then dried on a hot plate at 80 ° C. for 3 minutes. . Next, a photomask is arranged at a distance of 100 μm from the coating film, and the proximity mask is applied to the region corresponding to the region where the colored layer is formed by using an ultra-high pressure mercury lamp by using a super high pressure mercury lamp.
Ultraviolet irradiation was performed up to 00 mJ / m ² . Then 0.0
Development was carried out in a 5% aqueous solution of potassium hydroxide to remove only the uncured portion of the coating film of the photosensitive coloring composition. afterwards,
The heat treatment was performed by placing the post-bake in an atmosphere at 200 ° C. for 30 minutes.

(4) Measurement of Contrast The sample obtained in the above (3) was placed between two polarizing plates, and the amount of transmitted light when the polarization axis was parallel and when the polarization axis was perpendicular was measured, and the ratio was defined as the contrast ratio. .

(Example 2) In the green photosensitive coloring composition of Example 1, the polymer added in the preparation of the green pigment dispersion G-1 was replaced with the methacryloyl group obtained in Synthesis Example 2 from the polymer of Synthesis Example 1. A green photosensitive coloring composition was prepared in the same manner as in Example 1 except that a benzyl methacrylate-styrene-acrylic acid-hydroxyethyl methacrylate copolymer having 0.6 mmol / g was used. An evaluation was performed.

(Comparative Example 1) A solution of a benzyl methacrylate-styrene-acrylic acid-hydroxyethyl methacrylate copolymer added in the preparation of the green pigment dispersion G-1 in the green photosensitive coloring composition of Example 1 was prepared. 1
From a polymer having an acid value of 55 mg KOH / solid content of 1 g, a benzyl methacrylate-styrene-acrylic acid-hydroxyethyl methacrylate copolymer solution having an acid value of 108 mg KOH / solid content of 15,000 and Mw of 15,000 (benzyl methacrylate / styrene / acrylic acid / hydroxyethyl methacrylate = (30/27/24/19 molar ratio, solid content 38%) Except for changing to 25 parts, a green photosensitive coloring composition was prepared in the same manner as in Example 1, and the same evaluation as in Example 1 was performed. .

(Results) Table 1 shows the evaluation results comparing the stability, development characteristics (edge shape) of the photosensitive coloring composition and the contrast ratio of the obtained coating film.

[0084]

[Table 1]

The stability of the photosensitive coloring composition was judged by the change in the viscosity of the resist on the day of the preparation and two weeks later. In Table 1, ：: the change in viscosity was less than 5 cps after the day and two weeks later, Δ: the day after the change Change in viscosity after 5 weeks 5 cps or more 10 c
Less than ps, x: Evaluation was made at a change in viscosity of 10 cps or more on the day and two weeks later.

From the results shown in Table 1, it is apparent that the photosensitive coloring composition of the present invention has excellent dispersion stability, a long pot life, and can produce a film having a high contrast ratio.

[0087]

As described above, according to the photosensitive coloring composition of the present invention, a binder having a function of stabilizing the dispersion of a pigment and an alkali solubility is added to a pigment dispersion having a basic dispersant. By containing it, the pigment has excellent dispersibility and dispersion stability, does not cause an increase in viscosity during storage or sedimentation of the pigment, and hardly causes color separation even when a plurality of pigments are mixed. As a result, it can be preferably used as a photosensitive coloring composition in a field where spectral characteristics based on the color of the pigment are important. In particular, when used as a colored resist material, color adjustment is easy. The pigment dispersion color filter manufactured using such a colored resist material is excellent in color purity and dimensional accuracy, and can suppress deterioration of the display contrast ratio due to depolarization. Also, in the pigment dispersion method color filter manufacturing process, it is necessary to improve the film thickness uniformity in the application step of the colored resist material, the photosensitivity in the exposure step, and the alkali solubility in the development step. In addition to this, there is an effect that the change in viscosity with time is small and the pot life is prolonged.

Continued on the front page (51) Int.Cl. ⁷ Identification symbol FI Theme coat II (reference) G02B 5/20 101 G02B 5/20 101 G03F 7/033 G03F 7/033 F term (reference) 2H025 AA02 AA11 AA18 AB13 AC01 AD01 BC13 BC42 BC53 CA00 CB14 CB51 CB55 CC03 CC04 CC11 CC20 FA17 2H048 BA02 BA45 BA48 BB02 BB44 4J011 PA69 PB25 PB40 PC02 PC08 QA13 QA22 QA23 QA24 QB03 QB16 RA03 SA22 SA27 SA32 SA64 SA73 SA78 UA01 VA01 A01 BA30 A10 BA10 FA09 GA07 4J027 AA02 AC03 AC04 AC06 BA20 BA26 BA28 BA29 CA11 CA21 CA34 CB10 CC05 CD08

Claims (4)

[Claims] (1) A base number of 10 to 100 mg KOH /
g of a dispersant, (b) a binder polymer containing at least the structural unit represented by the chemical formula 1, having an acid value of 10 to 60 mgKOH / g, and a weight average molecular weight in terms of polystyrene of 5,000 to 70,000, (c) a pigment, and (d) photopolymerization. Monomer,
A photosensitive coloring composition comprising (e) a photopolymerizable initiator and (f) a solvent. (In the chemical formula 1, R ₁
Represents a hydrogen atom or a hydrocarbon group. R ₂ has 1 to 1 carbon atoms
Represents an aliphatic group of 18 or an aromatic group of 6 to 12. ) (2) a base number of 10 to 100 mg KOH /
g of a dispersant, (b) a binder polymer containing at least the structural unit represented by Formula 1 above, having an acid value of 10 to 60 mgKOH / g, a weight average molecular weight in terms of polystyrene of 5,000 to 70,000, (c) a pigment, and (f) a solvent. (D) a photopolymerizable monomer, and (e)
The photosensitive coloring composition according to claim 1, wherein the photosensitive coloring composition is prepared by adding each component of a photopolymerizable initiator. 3. A binder polymer (b) containing at least the structural unit represented by the chemical formula 1, having an acid value of 10 to 60 mg KOH / g and a weight average molecular weight in terms of polystyrene of 5,000 to 70,000, having an ethylenically unsaturated double bond. The photosensitive coloring composition according to claim 1, wherein the photosensitive coloring composition contains 0.1 to 5 mmol per 1 g of the compound. 4. The (a) base number of 10 to 100 mg KO
The photosensitive coloring composition according to any one of claims 1 to 3, wherein the H / g dispersant is a dispersant having a weight average molecular weight of 3,000 to 30,000 in terms of polystyrene having a polyester portion.