JP2010204230A - Coloring composition and color filter - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a coloring composition excellent in flowability and storage stability, a coloring composition set, and a color filter with high contrast equipped with a filter segment to be formed by using the same, and to provide a coloring composition for color filter, which has low viscosity and excellent coating property, and with which film is made thicker even in a die coat system, and which is also suitable for a color filter-on array (COA). <P>SOLUTION: The coloring composition for color filters is constituted by containing a colorant (A), binder resin (B), and an impurity ion adsorption agent (C), wherein the impurity ion adsorption agent (C) is an annular compound capable of forming a clathrate compound with impurity ion. <P>COPYRIGHT: (C)2010,JPO&INPIT

Description

  The present invention relates to a colored composition used for a color filter used in a color liquid crystal display device, a color image pickup tube element, and the like, and a color filter using the colored composition.

  For color filters that make up liquid crystal displays (LCDs), color image pickup tube elements (CCDs), etc., a coating solution (coloring composition) is applied and dried on a transparent substrate to form a coating film with a thickness of about 1 to 3 μm. It is manufactured by doing. As the coating method, there are a spin coating method, a die coating method, and the like, which are appropriately used according to the characteristics.

  The spin coating method is widely used for forming a thin film on a relatively small-sized substrate. While rotating the transparent substrate at a constant rotational speed, the coating solution is dropped onto the central portion of the transparent substrate and centrifugal force is applied. Is a coating method in which a coating film having a desired film thickness is formed on the surface of the transparent substrate by extending the coating solution thinly and controlling the number of revolutions and the rotation time of the transparent substrate suitable for the coating solution. However, due to the principle of extending the coating film thinly by utilizing the centrifugal force due to rotation, there is a drawback that the coating film thickness at the rotation center portion and the peripheral portion of the transparent substrate becomes too thick compared to the intermediate portion.

  On the other hand, the die coat method is a method widely used for forming a thin film on a small-sized substrate, and is widely used due to the recent enlargement of the substrate. Specifically, the coating liquid is discharged from the slit. And a coating method of forming a coating film having a desired film thickness on the surface of the transparent substrate while moving the slit or the substrate. However, it is easy to be affected by vibration during coating on the mechanism, and stripes parallel to the traveling direction of the slit are likely to occur. Furthermore, there exists a problem that a coating-film outer peripheral part rises and a coating film becomes thick compared with a board | substrate center part.

  In addition, since the viscosity of the coloring composition used in the die coating method is required to be low, a coloring composition having a low non-volatile content corresponding to the coloring composition is required. Making it difficult.

  In addition, the liquid crystal display device controls the amount of light passing through the second polarizing plate by controlling the degree of polarization of the light passing through the first polarizing plate by the liquid crystal layer sandwiched between the two polarizing plates. This is a display device that performs display. A liquid crystal display device is capable of color display by providing a color filter between two polarizing plates, and has recently been used in televisions, personal computer monitors, and the like. There is an increasing demand for contrast.

  A color filter is a surface of a transparent substrate such as glass, in which two or more kinds of fine band (striped) filter segments of different hues are arranged in parallel or crossing each other, or fine filter segments are arranged vertically and horizontally. It is made up of those arranged in The filter segments are as fine as several microns to several hundreds of microns, and are regularly arranged in a predetermined arrangement for each hue.

  In general, in a color liquid crystal display device, a transparent electrode for driving liquid crystal is formed on a color filter by vapor deposition or sputtering, and an alignment film for aligning liquid crystal in a certain direction is further formed thereon. Yes. In order to sufficiently obtain the performance of these transparent electrodes and alignment films, the formation thereof must generally be performed at a high temperature of 200 ° C. or higher, preferably 230 ° C. or higher. For this reason, at present, as a method for producing a color filter, a method called a pigment dispersion method using a pigment having excellent light resistance and heat resistance as a colorant is mainly used.

  However, the raw materials constituting these pigments or colored compositions contain conductive impurity ions, and a method of reducing impurity ions by purification has been taken, but it is industrially difficult to completely remove them. It is. As a countermeasure against this background, Patent Document 1 discloses a method in which an impurity ion adsorbing member is installed at a portion in contact with the liquid crystal layer to reduce impurity ions mixed in the liquid crystal. Patent Document 2 discloses a method in which a colored layer containing a large amount of organic impurities is formed first, and the area in contact with the liquid crystal layer and the alignment film is reduced.

Further, the color filter-on-array (COA), which has recently attracted attention, is a technique for increasing the aperture ratio of a color filter, and the technique is disclosed in Patent Document 3, but due to its mechanism, a colored film for a color filter. Insulating properties are required, and a low dielectric constant colored film should be used. If low dielectric constant cannot be achieved with a normal film thickness, a method such as increasing the film thickness to increase the insulating property is used. Yes. However, as described above, it has been difficult to increase the film thickness by the die coating method.
JP 2005-258002 A JP 2000-147239 A Japanese Patent Laid-Open No. 11-242225

  The subject of this invention is provision of the high contrast color filter which comprises the coloring composition excellent in fluidity | liquidity and storage stability, a coloring composition set, and the filter segment formed using this.

  Another object of the present invention is to provide a coloring composition for a color filter that has a low viscosity, good coating properties, can be thickened by a die coating method, and is suitable for a color filter on array (COA).

  The subject is a color filter coloring composition comprising a colorant (A), a binder resin (B), and an impurity ion adsorbent (C), wherein the impurity ion adsorbent (C) is an impurity ion. This is solved by a coloring composition for a color filter, which is a cyclic compound capable of forming an inclusion compound.

  The present invention also relates to the above color filter coloring composition, wherein the cyclic compound contains at least one selected from the group consisting of calixarene, crown ether, cryptand, cyclic polyamine, and derivatives thereof. .

  Moreover, this invention relates to the said coloring composition for color filters in which calixarene contains the compound of the following general formula (1) and / or the following general formula (2).

  General formula (1):

一般式（２）：

General formula (2):

（一般式（１）及び（２）中、
Ｒ¹、及びＲ³は、アルキル基、アルカリ金属、又は水素原子であり、
Ｒ²、及びＲ⁴は、アルキル基、アルケニル基、アリサイクリック基、アラルキル基、フェニル基、ハロゲン原子、又はニトロ基であり、
Ｒ⁵は、−ＣＨ₂−、−Ｓ−、−ＳＯ−、又は−ＳＯ₂−であり、
ｎ¹は、４〜８の整数であり、
ｎ²は、１〜７の整数であり、
ｍ²は、１〜７の整数であり、
かつｎ²＋ｍ²は、４〜８の整数である。）
又、本発明は、ダイコートによる塗工方式に用いる前記カラーフィルタ用着色組成物に関する。

(In the general formulas (1) and (2),
R ¹ and R ³ are an alkyl group, an alkali metal, or a hydrogen atom,
R ² and R ⁴ are an alkyl group, an alkenyl group, an alicyclic group, an aralkyl group, a phenyl group, a halogen atom, or a nitro group,
R ⁵ is —CH ₂ —, —S—, —SO—, or —SO ₂ —;
n ¹ is an integer of 4 to 8,
n ² is an integer of 1-7,
m ² is an integer of 1 to 7,
And n ² + m ² is an integer of 4 to 8. )
Moreover, this invention relates to the said coloring composition for color filters used for the coating system by die coating.

  Moreover, this invention relates to the coloring composition for color filters of the said description used for a color filter on array (COA).

  The present invention also relates to a color filter comprising a filter segment formed from the color filter coloring composition.

  Since the coloring composition of the present invention is excellent in dispersion stability of particles, and is excellent in fluidity and storage stability, the color filter of the present invention can exhibit high contrast by using it.

  Furthermore, the coloring composition of the present invention is a coloring composition for a color filter that has a low viscosity, good coating properties, can be thickened by a die coating method, and is suitable for a color filter on array (COA). Can be provided.

  First, the coloring composition of this invention is demonstrated concretely.

  In the present application, when “(meth) acryloyl”, “(meth) acryl”, “(meth) acrylic acid”, “(meth) acrylate”, and “(meth) acryloyloxy” are particularly expressed, Unless otherwise stated, they shall represent “acryloyl or methacryloyl”, “acrylic or methacrylic”, “acrylic acid or methacrylic acid”, “acrylate or methacrylate”, and “acryloyloxy or methacryloyloxy”, respectively.

The coloring composition for a color filter of the present invention is a coloring composition for a color filter comprising a coloring agent (A), a binder resin (B), and an impurity ion adsorbent (C). The agent (C) is a cyclic compound that can form an inclusion compound with impurity ions.
<Impurity ion adsorbent (C)>
In the coloring composition for color filter of the present invention, the impurity ions in the coloring composition are trapped by the action of the impurity ion adsorbent (C) contained therein, so that the thickening of the coloring composition due to the impurity ions is suppressed. And is excellent in fluidity and storage stability.

  Therefore, the colored composition for color filter of the present invention has a low viscosity and good coatability, and can be thickened even by a die coating method. Also, when the colored film is formed, the insulating property of the film is high and dielectric It is also suitable as a coloring composition for a color filter on array (COA) because of its feature of suppressing the rate.

  The cyclic compound includes one or more selected from the group consisting of calixarene, crown ether, cryptand, cyclic polyamine, and derivatives thereof. Among them, it is necessary to have a hydrophilic group or a lone electron pair of an oxygen atom inside the ring or the molecule forming the ring, and the outside of the ring must be lipophilic with affinity for the solvent.

  The calixarene as the impurity ion adsorbent (C) includes a compound represented by the following general formula (1) and / or the following general formula (2).

  General formula (1):

一般式（２）：

General formula (2):

（一般式（１）及び（２）中、
Ｒ¹、及びＲ³は、アルキル基、アルカリ金属、又は水素原子であり、
Ｒ²、及びＲ⁴は、アルキル基、アルケニル基、アリサイクリック基、アラルキル基、フェニル基、ハロゲン原子、又はニトロ基であり、
Ｒ⁵は、−ＣＨ₂−、−Ｓ−、−ＳＯ−、又は−ＳＯ₂−であり、
ｎ¹は、４〜８の整数であり、
ｎ²は、１〜７の整数であり、
ｍ²は、１〜７の整数であり、
かつｎ²＋ｍ²は、４〜８の整数である。）
上記の構造を有する市販の化合物としては、例えば、ボントロンF-21、E-89（オリエント化学社）等のカリックスアレーン、CAPS4、CAPS4-ECM、CAPS4-SO2、CAPS4-SO3NA（コスモ石油社）等のチアカリックスアレーン等がある。

(In the general formulas (1) and (2),
R ¹ and R ³ are an alkyl group, an alkali metal, or a hydrogen atom,
R ² and R ⁴ are an alkyl group, an alkenyl group, an alicyclic group, an aralkyl group, a phenyl group, a halogen atom, or a nitro group,
R ⁵ is —CH ₂ —, —S—, —SO—, or —SO ₂ —;
n ¹ is an integer of 4 to 8,
n ² is an integer of 1-7,
m ² is an integer of 1 to 7,
And n ² + m ² is an integer of 4 to 8. )
Examples of commercially available compounds having the above structure include calixarene such as Bontron F-21 and E-89 (Orient Chemical), CAPS4, CAPS4-ECM, CAPS4-SO2, CAPS4-SO3NA (Cosmo Oil Co., Ltd.), etc. There is a thiacalix arene.

Impurities in the coloring composition include Na ions, K ions, Cl ions, Br ions and NO ₃ ions derived from pigments, various metal ions derived from solvents, solvent by-products and decomposition products thereof, and resins. There are various sources such as impurities derived from catalysts and thermal polymerization initiators, impurities derived from photopolymerization initiators, impurities derived from monomers, and the like.

  Crown ethers and cryptands are effective for small substances such as metal ions, and calixarenes and cyclic polyamines can incorporate substances and organic substances larger than metal ions in addition to metal ions.

  In the pigment composition of the present invention, the amount of the impurity ion adsorbent is preferably 0.01 to 10 parts by weight, more preferably 0.03 to 5 parts by weight, and most preferably 100 parts by weight of the colorant (A). Is 0.05 to 3 parts by weight. When the amount of the impurity ion adsorbent is less than 0.011 part by weight with respect to 100 parts by weight of the colorant (A), the effect of the impurity ion adsorbent is small, and when it exceeds 10 parts by weight, the dispersibility of the colorant (A) is poor. There is a case.

  Hereinafter, the other component of the coloring composition for color filters of this invention is demonstrated.

<Colorant (A)>
The colorant (A) contained in the color filter coloring composition of the present invention is preferably an organic pigment, and specific examples of usable organic pigments are indicated by color index numbers.

  Examples of the red pigment of the red coloring composition for forming the red filter segment include C.I. I. Pigment Red 7, 9, 14, 41, 48: 1, 48: 2, 48: 3, 48: 4, 81: 1, 81: 2, 81: 3, 97, 122, 123, 146, 149, 168, 177, 178, 180, 184, 185, 187, 192, 200, 202, 208, 210, 215, 216, 217, 220, 223, 224, 226, 227, 228, 240, 242, 246, 254, 255, H.264, 272, or the like can be used. A yellow pigment and an orange pigment can be used in combination with the red coloring composition.

  Examples of the green pigment of the green coloring composition for forming the green filter segment include C.I. I. Pigment Green 7, 10, 36, 37, or 58 can be used. A yellow pigment can be used in combination with the green coloring composition.

  Examples of the blue pigment of the blue coloring composition for forming the blue filter segment include C.I. I. Pigment Blue 15, 15: 1, 15: 2, 15: 3, 15: 4, 15: 6, 16, 22, 60, 64, or the like can be used. Blue coloring compositions include C.I. I. Pigment Violet 1, 19, 23, 27, 29, 30, 32, 37, 40, 42, or 50 can be used in combination.

  Examples of the yellow coloring composition for forming the yellow filter segment include C.I. I. Pigment Yellow 1, 2, 3, 4, 5, 6, 10, 12, 13, 14, 15, 16, 17, 18, 20, 24, 31, 32, 34, 35, 35: 1, 36, 36: 1, 37, 37: 1, 40, 42, 43, 53, 55, 60, 61, 62, 63, 65, 73, 74, 77, 81, 83, 86, 93, 94, 95, 97, 98, 100, 101, 104, 106, 108, 109, 110, 113, 114, 115, 116, 117, 118, 119, 120, 123, 125, 126, 127, 128, 129, 137, 138, 139, 147, 148, 150, 151, 152, 153, 154, 155, 156, 161, 162, 164, 166, 167, 168, 169, 170, 171, 172, 173, 174, 1 Yellow pigments such as 75, 176, 177, 179, 180, 181, 182, 185, 187, 188, 193, 194, or 199 can be used.

  Examples of the orange coloring composition for forming the orange filter segment include C.I. I. An orange pigment such as Pigment Orange 36, 43, 51, 55, 59, or 61 can be used.

  Examples of the cyan coloring composition for forming the cyan filter segment include C.I. I. Blue pigments such as Pigment Blue 15: 1, 15: 2, 15: 4, 15: 3, 15: 6, 16, or 81 can be used.

  Examples of the magenta coloring composition for forming the magenta color filter segment include C.I. I. Pigment Violet 1, or 19, or C.I. I. Purple pigments such as Pigment Red 144, 146, 177, 169, or 81, and red pigments can be used. A yellow pigment can be used in combination with the magenta colored composition.

  The concentration of the preferred colorant (A) component in all the non-volatile components of the colored composition according to the present invention is 10 to 90% by weight, more preferably 15 to 80% by weight from the viewpoint of obtaining sufficient color reproducibility. Yes, most preferably 20-70% by weight. When the concentration of the colorant (A) component is less than 10% by weight, sufficient color reproducibility cannot be obtained, and when it exceeds 90% by weight, the concentration of the pigment carrier is lowered and the stability of the colored composition is deteriorated. There is a case.

<Pigment dispersant>
When dispersing the pigment, a pigment dispersant such as a dye derivative, a resin-type pigment dispersant, or a surfactant can be used as appropriate. Since the pigment dispersant is excellent in pigment dispersion and has a large effect of preventing reaggregation of the pigment after dispersion, a color filter excellent in transparency can be obtained. The pigment dispersant can be used in an amount of 0.1 to 30 parts by weight with respect to 100 parts by weight of the pigment.

<Dye derivative>
In the coloring composition for a color filter of the present invention, a dye derivative can be used for the purpose of improving the dispersibility of the pigment. Examples of the dye derivative include a compound in which a basic substituent, an acidic substituent, or a phthalimidomethyl group which may have a substituent is introduced into an organic pigment, anthraquinone, acridone, or triazine.

  In the present invention, a basic derivative is particularly preferable, and the basic derivative is a compound represented by the following general formula (4), which is a derivative having a specific parent skeleton having a basic group. Although it will not specifically limit if it is a pigment derivative which has a basic group, The pigment derivative which has the triazine ring skeleton which has a basic group shown by following General formula (4) can be used conveniently.

General formula (4):
P-Lm
(However, in general formula (4),
P is an m-valent organic pigment residue, an anthraquinone skeleton, an acridone skeleton, or a triazine skeleton,
m is an integer of 1 to 4,
L is a substituent selected from the group consisting of a substituent represented by the general formula (5), a substituent represented by the general formula (6), and a substituent represented by the general formula (7). )
General formula (5):

一般式（６）：

General formula (6):

一般式（７）：

General formula (7):

〔ただし、一般式（５）〜（７）中、
Ｘは、−ＳＯ₂−、−ＣＯ−、−ＣＨ₂−、−ＣＨ₂ＮＨＣＯＣＨ₂−、−ＣＨ₂ＮＨＳＯ₂ＣＨ₂−、又は直接結合であり、
Ｙは、−ＮＨ−、−Ｏ−、又は直接結合であり、
ｎは、１〜１０の整数であり、
Ｙ¹は、−ＮＨ−、−ＮＲ⁵⁸−Ｚ−ＮＲ⁵⁹−、又は直接結合であり、
Ｒ⁵⁸、及びＲ⁵⁹は、それぞれ独立に、水素結合、置換基を有しても良い炭素数１〜３６のアルキル基、置換基を有しても良い炭素数２〜３６のアルケニル基、又は置換基を有しても良いフェニル基であり、
Ｚは、置換基を有しても良いアルキレン基、又は置換基を有しても良いアリーレン基であり、
Ｒ⁵⁰、Ｒ⁵¹は、それぞれ独立に、水素原子、置換基を有しても良い炭素数１〜３０のアルキル基、置換基を有しても良い炭素数２〜３０のアルケニル基、又はＲ⁵⁰とＲ⁵¹とが一体となって更なる窒素、酸素、若しくは硫黄原子を含む、置換基を有しても良い複素環であり、
Ｒ⁵²、Ｒ⁵³、Ｒ⁵⁴、及びＲ⁵⁵は、それぞれ独立に、水素原子、置換基を有しても良い炭素数１〜２０のアルキル基、置換基を有しても良い炭素数２〜２０のアルケニル基、置換基を有しても良い炭素数６〜２０のアリーレン基であり、
Ｒ⁵⁶は、水素原子、置換基を有しても良い炭素数１〜２０のアルキル基、置換基を有しても良い炭素数２〜２０のアルケニル基であり、
Ｒ⁵⁷は、上記一般式（５）で示される置換基、又は上記一般式（６）で示される置換基であり、
Ｑは、水酸基、アルコキシル基、上記一般式（５）で示される置換基、又は上記一般式（６）で示される置換基である。〕

[However, in the general formulas (5) to (7),
X _{is, -SO 2 -, - CO -} , - CH 2 -, - CH 2 NHCOCH 2 -, - CH 2 NHSO 2 CH 2 -, or a direct bond,
Y is —NH—, —O—, or a direct bond;
n is an integer of 1 to 10,
Y ¹ is —NH—, —NR ⁵⁸ —Z—NR ⁵⁹ —, or a direct bond;
R ⁵⁸ and R ⁵⁹ are each independently a hydrogen bond, an optionally substituted alkyl group having 1 to 36 carbon atoms, an optionally substituted alkenyl group having 2 to 36 carbon atoms, or A phenyl group which may have a substituent,
Z is an alkylene group which may have a substituent, or an arylene group which may have a substituent,
R ⁵⁰ and R ⁵¹ are each independently a hydrogen atom, an optionally substituted alkyl group having 1 to 30 carbon atoms, an optionally substituted alkenyl group having 2 to 30 carbon atoms, or R ⁵⁰ and R ⁵¹ together are a heterocyclic ring which may further have a substituent containing a further nitrogen, oxygen or sulfur atom,
R ⁵² , R ⁵³ , R ⁵⁴ , and R ⁵⁵ are each independently a hydrogen atom, an alkyl group having 1 to 20 carbon atoms that may have a substituent, or 2 to carbon atoms that may have a substituent. 20 alkenyl group, an arylene group having 6 to 20 carbon atoms which may have a substituent,
R ⁵⁶ is a hydrogen atom, an optionally substituted alkyl group having 1 to 20 carbon atoms, an optionally substituted alkenyl group having 2 to 20 carbon atoms,
R ⁵⁷ is a substituent represented by the general formula (5) or a substituent represented by the general formula (6);
Q is a hydroxyl group, an alkoxyl group, a substituent represented by the above general formula (5), or a substituent represented by the above general formula (6). ]

  Examples of the amine component used for forming the substituents represented by the general formulas (5) to (7) include dimethylamine, diethylamine, methylethylamine, N, N-ethylisopropylamine, N, N-ethyl. Propylamine, N, N-methylbutylamine, N, N-methylisobutylamine, N, N-butylethylamine, N, N-tert-butylethylamine, diisopropylamine, dipropylamine, N, N-sec-butylpropylamine , Dibutylamine, di-sec-butylamine, diisobutylamine, N, N-isobutyl-sec-butylamine, diamylamine, diisoamylamine, dihexylamine, dicyclohexylamine, di (2-ethylhexyl) amine, dioctylamine, N, N-methyloctadeci Amine, didecylamine, diallylamine, N, N-ethyl-1,2-dimethylpropylamine, N, N-methylhexylamine, dioleylamine, distearylamine, N, N-dimethylaminomethylamine, N, N-dimethylamino Ethylamine, N, N-dimethylaminoamylamine, N, N-dimethylaminobutylamine, N, N-diethylaminoethylamine, N, N-diethylaminopropylamine, N, N-diethylaminohexylamine, N, N-diethylaminobutylamine, N , N-diethylaminopentylamine, N, N-dipropylaminobutylamine, N, N-dibutylaminopropylamine, N, N-dibutylaminoethylamine, N, N-dibutylaminobutylamine, N, N-diisobutylaminopen Ruamine, N, N-methyl-laurylaminopropylamine, N, N-ethylhexylaminoethylamine, N, N-distearylaminoethylamine, N, N-dioleylaminoethylamine, N, N-distearylaminobutylamine, Piperidine, 2-Pipecoline, 3-Pipecoline, 4-Pipecoline, 2,4-Lupetidine, 2,6-Lupetidine, 3,5-Lupetidine, 3-Piperidinmethanol, Pipecolic acid, Isonipecotic acid, Methyl isonipecotate, Isonipecotic acid Ethyl, 2-piperidineethanol, pyrrolidine, 3-hydroxypyrrolidine, N-aminoethylpiperidine, N-aminoethyl-4-pipecholine, N-aminoethylmorpholine, N-aminopropylpiperidine, N-aminopropyl-2-pipecholine, -Aminopropyl-4-pipecholine, N-aminopropylmorpholine, N-methylpiperazine, N-butylpiperazine, N-methylhomopiperazine, 1-cyclopentylpiperazine, 1-amino-4-methylpiperazine, 1-cyclopentylpiperazine, etc. Is mentioned.

  The pigment derivative, anthraquinone derivative, and acridone derivative having a basic substituent of the present invention can be synthesized by various synthetic routes. For example, after introducing the substituents represented by the general formulas (8) to (11) into an organic dye, anthraquinone, or acridone, the substituents represented by the general formulas (5) to (7) react with the above substituents. For example, N, N-dimethylaminopropylamine, N-methylpiperazine, diethylamine, or 4- [4-hydroxy-6- [3- (dibutylamino) propylamino] -1,3. It can be obtained by reacting 5-triazin-2-ylamino] aniline or the like.

Formula (8): —SO ₂ Cl
Formula (9): -COCl
Formula (10): —CH ₂ NHCOCH ₂ Cl
Formula (11): —CH ₂ Cl

  In the reaction of the substituents of the general formulas (8) to (11) with the amine component, a part of the substituents of the general formulas (8) to (11) are hydrolyzed and chlorine is substituted with a hydroxyl group. It may be mixed. In that case, the general formula (8) and the general formula (9) are a sulfonic acid group and a carboxylic acid group, respectively. Or a salt with a monoamine.

  Further, when the organic dye is an azo dye, the substituent represented by the general formulas (5) to (7) is introduced into the diazo component or the coupling component in advance, and then the coupling reaction is performed, thereby performing the azo pigment. Derivatives can also be produced.

  The triazine derivative having a basic group of the present invention can be synthesized by various synthetic routes. For example, starting from cyanuric chloride, an amine component that forms a substituent represented by general formulas (5) to (7) on at least one chlorine of cyanuric chloride, such as N, N-dimethylaminopropylamine or N- It can be obtained by reacting methylpiperazine or the like and then reacting the remaining chlorine of cyanuric chloride with various amines or alcohols.

  In the pigment composition of the present invention, the amount of the pigment derivative having a base substituent is preferably 1 to 50 parts by weight, more preferably 3 to 30 parts by weight, most preferably 5 to 25 parts per 100 parts by weight of the pigment. Parts by weight. When the basic derivative is less than 1 part by weight relative to 100 parts by weight of the pigment, the dispersibility may be deteriorated, and when it exceeds 50 parts by weight, the heat resistance and light resistance may be deteriorated. Among these, those having a triazine structure in the basic substituent are preferable from the viewpoint of dispersion stability.

<Resin type dispersant>
Resin-type pigment dispersants have a pigment-affinity part that has the property of adsorbing to the pigment, and a part that is compatible with the pigment carrier and solvent, and adsorb to the pigment to disperse the pigment in the pigment carrier and solvent. It works to stabilize.

Examples of the resin-type pigment dispersant include polyvinyl, polyurethane, polyester, polyether, formalin condensation, silicone, and composite polymers thereof.
Examples of the pigment affinity site include carboxyl groups, hydroxyl groups, phosphate groups, phosphate ester groups, sulfonate groups, hydroxyl groups, amino groups, quaternary ammonium bases, amide groups, and other polar groups, as well as polyethylene oxide and polypropylene oxide. Or a hydrophilic polymer chain such as a composite system thereof.
Examples of the site compatible with the dye carrier include a long-chain alkyl chain, a polyvinyl chain, a polyether chain, or a polyester chain.

Specifically, as a resin-type pigment dispersant,
Styrene-maleic anhydride copolymer, olefin-maleic anhydride copolymer, poly (meth) acrylate, styrene- (meth) acrylic acid copolymer, (meth) acrylic acid- (meth) acrylic acid alkyl ester Copolymer, (meth) acrylic acid-polyvinyl-based macromer copolymer, phosphoric ester group-containing acrylic resin, aromatic carboxyl group-containing acrylic resin, polystyrene sulfonate, acrylamide- (meth) acrylic acid copolymer, carboxymethylcellulose An anionic resin type pigment dispersant such as polyurethane having a carboxyl group, formalin condensate of naphthalene sulfonate, or sodium alginate;
Nonionic resin-type pigment dispersants such as polyvinyl alcohol, polyalkylene polyamine, polyacrylamide, or polymer starch; or
Polyethyleneimine, aminoalkyl (meth) acrylate copolymer, polyvinylimidazoline, polyurethane having amino group, reaction product of poly (lower alkyleneimine) and polyester having free carboxyl group, or cationic resin type pigment such as satkinsan A dispersing agent is mentioned, These can be used individually or in mixture of 2 or more types.

As a commercially available resin-type pigment dispersant,
Disperbyk-101, 103, 107, 108, 110, 111, 116, 130, 140, 154, 161, 162, 163, 164, 165, 166, 170, 171, 174, 180, 181, 182, 183, 184, 185, 190, 2000, 2001, 2020, 2090, 2091, 2164, or 2163, or Anti-Terra-U, 203, or 204, or BYK-P104, P104S, or 220S, or Lactimon, Lactimon-WS Or a resin type pigment dispersant manufactured by Big Chemie, such as Bykumen;
SOLPERSE-3000, 9000, 13240, 13650, 13940, 17000, 18000, 20000, 21000, 24000, 26000, 27000, 28000, 31845, 32000, 32500, 32600, 34750, 36600, 38500, 41000, 41090, or 53095 Nippon Lubrizol resin type pigment dispersant; or
EFKA-46, 47, 48, 452, LP4008, 4009, LP4010, LP4050, LP4055, 400, 401, 402, 403, 450, 451, 453, 4540, 4550, LP4560, 120, 150, 1501, 1502, or 1503 The resin type pigment dispersant manufactured by Ciba Specialty Chemicals Co., Ltd. and the like can be mentioned, but any resin type pigment dispersant can be used without being limited thereto, and these are used alone or in combination of two or more. You can also

<Surfactant>
As surfactant,
Polyoxyethylene alkyl ether sulfate, sodium dodecylbenzenesulfonate, alkali salt of styrene-acrylic acid copolymer, sodium stearate, sodium alkylnaphthalene sulfonate, sodium alkyldiphenyl ether disulfonate, dodecyl sulfate monoethanolamine, dodecyl sulfate tri Anionic surfactants such as ethanolamine, ammonium dodecyl sulfate, monoethanolamine stearate, sodium stearate, sodium dodecyl sulfate, monoethanolamine of styrene-acrylic acid copolymer, or polyoxyethylene alkyl ether phosphate;
Nonionic surfactants such as polyoxyethylene oleyl ether, polyoxyethylene dodecyl ether, polyoxyethylene nonylphenyl ether, polyoxyethylene alkyl ether phosphate, polyoxyethylene sorbitan monostearate, or polyethylene glycol monolaurate;
Chaotic surfactants such as alkyl quaternary ammonium salts or their ethylene oxide adducts; or
Examples include alkylbetaines such as alkyldimethylaminoacetic acid betaines, and amphoteric surfactants such as alkylimidazolines, and these can be used alone or in admixture of two or more.

<Binder resin (B)>
The binder resin (B) contained in the color filter coloring composition of the present invention is a resin having a transmittance of preferably 80% or more, more preferably 95% or more in the entire wavelength region of 400 to 700 nm in the visible light region. . The resin includes a thermoplastic resin, a thermosetting resin, or an active energy ray curable resin, and these can be used alone or in admixture of two or more.

  Examples of the thermoplastic resin include butyral resin, styrene-maleic acid copolymer, chlorinated polyethylene, chlorinated polypropylene, polyvinyl chloride, vinyl chloride-vinyl acetate copolymer, polyvinyl acetate, polyurethane resin, and polyester resin. , Acrylic resins, alkyd resins, polystyrene resins, polyamide resins, rubber resins, cyclized rubber resins, celluloses, polyethylene (HDPE, LDPE), polybutadiene, or polyimide resins.

  Examples of the thermosetting resin include an epoxy resin, a benzoguanamine resin, a rosin-modified maleic acid resin, a rosin-modified fumaric acid resin, a melamine resin, a urea resin, and a phenol resin.

  As the active energy ray-curable resin, a polymer having a reactive substituent such as a hydroxyl group, a carboxyl group, or an amino group has a reactive substituent such as an isocyanate group, an aldehyde group, or an epoxy group (meth). A resin in which an acrylic compound or cinnamic acid is reacted to introduce a photocrosslinkable group such as a (meth) acryloyl group or a styryl group into the polymer is used.

In addition, a linear polymer containing an acid anhydride such as a styrene-maleic anhydride copolymer or an α-olefin-maleic anhydride copolymer is converted into a (meth) acrylic compound having a hydroxyl group such as hydroxyalkyl (meth) acrylate. Half-esterified products are also used.
<Photopolymerizable monomer>
When the composition is cured by ultraviolet irradiation, a photopolymerizable monomer is added to the coloring composition.

The photopolymerizable monomer of the present invention may be a monomer or an oligomer, and representative examples include:
Methyl (meth) acrylate, ethyl (meth) acrylate, propyl (meth) acrylate, isopropyl (meth) acrylate, butyl (meth) acrylate, isobutyl (meth), tertiary butyl (meth) acrylate, isoamyl (meth) acrylate, octyl (Meth) acrylate, isooctyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, cetyl (meth) acrylate, decyl (meth) acrylate, isodecyl (meth) acrylate, lauryl (meth) acrylate, tridecyl (meth) acrylate, iso Linear or branched alkyl (meth) acrylates such as myristyl (meth) acrylate, stearyl (meth) acrylate, or isostearyl (meth) acrylate;
Cyclohexyl (meth) acrylate, Tertiarybutylcyclohexyl (meth) acrylate, Dicyclopentanyl (meth) acrylate, Dicyclopentanyloxyethyl (meth) acrylate, Dicyclopentenyl (meth) acrylate, Dicyclopentenyloxyethyl (meth) ) Acrylates or cyclic alkyl (meth) acrylates such as isobornyl (meth) acrylate;
Fluoroalkyl (meth) acrylates such as trifluoroethyl (meth) acrylate, octafluoropentyl (meth) acrylate, perfluorooctylethyl (meth) acrylate, or tetrafluoropropyl (meth) acrylate;
(Meth) acryloxy-modified polydimethylsiloxanes (silicone macromers);
(Meth) acrylates having a heterocyclic ring such as tetrahydrofurfuryl (meth) acrylate or 3-methyl-3-oxetanyl (meth) acrylate;
Benzyl (meth) acrylate, phenoxyethyl (meth) acrylate, phenoxypolyethylene glycol (meth) acrylate, paracumylphenoxyethyl (meth) acrylate, paracumylphenoxypolyethylene glycol (meth) acrylate, or nonylphenoxypolyethylene glycol (meth) acrylate, etc. (Meth) acrylates having the following aromatic ring;
2-methoxyethyl (meth) acrylate, 2-ethoxyethyl (meth) acrylate, 3-methoxybutyl (meth) acrylate, 2-methoxypropyl (meth) acrylate, diethylene glycol monomethyl ether (meth) acrylate, diethylene glycol monoethyl ether (meta ) Acrylate, triethylene glycol monomethyl ether (meth) acrylate, triethylene glycol monoethyl ether (meth) acrylate, diethylene glycol mono-2-ethylhexyl ether (meth) acrylate, dipropylene glycol monomethyl ether (meth) acrylate, tripropylene glycol mono (Meth) acrylate, polyethylene glycol monolauryl ether (meth) acrylate, or polyester Glycol monostearyl ether (meth) acrylate of (poly) alkylene glycol monoalkyl ether (meth) acrylates;
(Meth) acrylic acid, acrylic acid dimer, 2- (meth) acryloyloxyethyl phthalate, 2- (meth) acryloyloxypropyl phthalate, 2- (meth) acryloyloxyethyl hexahydrophthalate, 2- (meth) (Meth) acrylates having a carboxyl group such as acryloyloxypropyl hexahydrophthalate, ethylene oxide-modified succinic acid (meth) acrylate, β-carboxyethyl (meth) acrylate, or ω-carboxypolycaprolactone (meth) acrylate;
2-hydroxyethyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 2-acryloyloxyethyl-2-hydroxyethyl (meth) Phthalates,
Diethylene glycol mono (meth) acrylate, dipropylene glycol mono (meth) acrylate, polyethylene glycol mono (meth) acrylate, propylene glycol mono (meth) acrylate, polypropylene glycol mono (meth) acrylate,
Polytetramethylene glycol mono (meth) acrylate, poly (ethylene glycol-propylene glycol) mono (meth) acrylate, poly (ethylene glycol-tetramethylene glycol) mono (meth) acrylate, poly (propylene glycol-tetramethylene glycol) mono ( (Meth) acrylates having hydroxyl groups such as meth) acrylate or glycerol (meth) acrylate;
Ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, triethylene glycol di (meth) acrylate, polyethylene glycol di (meth) acrylate, propylene glycol di (meth) acrylate, dipropylene glycol di (meth) acrylate, tri Propylene glycol di (meth) acrylate, polypropylene glycol di (meth) acrylate, poly (ethylene glycol-propylene glycol) di (meth) acrylate, poly (ethylene glycol-tetramethylene glycol) di (meth) acrylate, poly (propylene glycol- Tetramethylene glycol) di (meth) acrylate, polytetramethylene glycol di (meth) acrylate, 1,3-butanediol di (Meth) acrylate, neopentyl glycol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, 1,9-nonanediol di (meth) acrylate, or 2-ethyl, 2-butyl-propanediol di ( (Poly) alkylene glycol di (meth) acrylates such as (meth) acrylate,
Dimethylol dicyclopentane di (meth) acrylate, hydroxypivalic acid neopentyl glycol di (meth) acrylate, stearic acid modified pentaerythritol di (meth) acrylate, ethylene oxide modified bisphenol A di (meth) acrylate, propylene oxide modified bisphenol A Di (meth) acrylate, tetramethylene oxide modified bisphenol A di (meth) acrylate, ethylene oxide modified bisphenol F di (meth) acrylate, propylene oxide modified bisphenol F di (meth) acrylate, tetramethylene oxide modified bisphenol F di (meth) Acrylate, zinc diacrylate, ethylene oxide-modified phosphate triacrylate, or glycerol di (meth) acrylate Di (meth) acrylate and the like;
(Meth) acrylates having a tertiary amino group such as dimethylaminoethyl (meth) acrylate, diethylaminoethyl (meth) acrylate, dimethylaminopropyl (meth) acrylate, or diethylaminopropyl (meth) acrylate;
Glycerol tri (meth) acrylate, trimethylolpropane tri (meth) acrylate, pentaerythritol tri (meth) acrylate, pentaerythritol tetra (meth) acrylate, dipentaerythritol penta (meth) acrylate, or dipentaerythritol hexa (meth) acrylate Trifunctional or higher polyfunctional (meth) acrylates such as
Glycerol triglycidyl ether- (meth) acrylic acid adduct, glycerol diglycidyl ether- (meth) acrylic acid adduct, polyglycerol polyglycidyl ether- (meth) acrylic acid adduct, 1,6-butanediol diglycidyl ether, Alkyl glycidyl ether- (meth) acrylic acid adduct, allyl glycidyl ether- (meth) acrylic acid adduct, phenyl glycidyl ether- (meth) acrylic acid adduct, styrene oxide- (meth) acrylic acid adduct, bisphenol A di Glycidyl ether- (meth) acrylic acid adduct, propylene oxide-modified bisphenol A diglycidyl ether- (meth) acrylic acid adduct, bisphenol F diglycidyl ether- (meth) acrylic acid adduct, epichlorohydride -Modified phthalic acid- (meth) acrylic acid adduct, epichlorohydrin-modified hexahydrophthalic acid- (meth) acrylic acid adduct, ethylene glycol diglycidyl ether- (meth) acrylic acid adduct, polyethylene glycol diglycidyl ether- (meta ) Acrylic acid adduct, propylene glycol diglycidyl ether- (meth) acrylic acid adduct, polypropylene glycol diglycidyl ether- (meth) acrylic acid adduct, phenol novolac type epoxy resin- (meth) acrylic acid adduct,
Epoxy (meth) acrylates such as cresol novolac type epoxy resin- (meth) acrylic acid adduct or other epoxy resin- (meth) acrylic acid adduct;
(Meth) acryloyl-modified isocyanurate, (meth) acryloyl-modified polyurethane, (meth) acryloyl-modified polyester, (meth) acryloyl-modified melamine, (meth) acryloyl-modified silicone, (meth) acryloyl-modified polybutadiene, or (meth) acryloyl-modified rosin (Meth) acryloyl-modified resin oligomers such as;
Vinyls such as styrene, α-methylstyrene, vinyl acetate, vinyl (meth) acrylate, or allyl (meth) acrylate;
Vinyl ethers such as hydroxyethyl vinyl ether, ethylene glycol divinyl ether, or pentaerythritol trivinyl ether;
Amides such as (meth) acrylamide, N-hydroxymethyl (meth) acrylamide, or N-vinylformamide; or
Examples include acrylonitrile. These can be used alone or in admixture of two or more.
<Photopolymerization initiator>
When the composition is cured by ultraviolet irradiation, a photopolymerization initiator or the like is added to the coloring composition.

As a photopolymerization initiator,
4-phenoxydichloroacetophenone, 4-t-butyl-dichloroacetophenone, diethoxyacetophenone, 1- (4-isopropylphenyl) -2-hydroxy-2-methylpropan-1-one, 1-hydroxycyclohexyl phenyl ketone, 2- Such as benzyl-2-dimethylamino-1- (4-morpholinophenyl) -butan-1-one or 2-methyl-1- [4- (methylthio) phenyl] -2-morpholinopropan-1-one An acetophenone photopolymerization initiator;
Benzoin photopolymerization initiators such as benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, and benzyldimethyl ketal;
Benzophenone photopolymerization initiators such as benzophenone, benzoylbenzoic acid, methyl benzoylbenzoate, 4-phenylbenzophenone, hydroxybenzophenone, acrylated benzophenone, or 4-benzoyl-4'-methyldiphenyl sulfide;
A thioxanthone photopolymerization initiator such as thioxanthone, 2-chlorothioxanthone, 2-methylthioxanthone, isopropylthioxanthone, or 2,4-diisopropylthioxanthone;
2,4,6-trichloro-s-triazine, 2-phenyl-4,6-bis (trichloromethyl) -s-triazine, 2- (p-methoxyphenyl) -4,6-bis (trichloromethyl) -s -Triazine, 2- (p-tolyl) -4,6-bis (trichloromethyl) -s-triazine, 2-piperonyl-4,6-bis (trichloromethyl) -s-triazine, 2,4-bis (trichloro) Methyl) -6-styryl-s-triazine, 2- (naphth-1-yl) -4,6-bis (trichloromethyl) -s-triazine, 2- (4-methoxy-naphth-1-yl) -4 , 6-Bis (trichloromethyl) -s-triazine, 2,4-trichloromethyl- (piperonyl) -6-triazine, or 2,4-trichloromethyl (4′-methoxystyryl) -6 Triazine photopolymerization initiators such as triazine;
A borate photopolymerization initiator; a carbazole photopolymerization initiator; or an imidazole photopolymerization initiator is used.

  A photoinitiator can be used in the quantity of 5-150 weight part with respect to 100 weight part of pigments.

The above photopolymerization initiators are used alone or in combination of two or more, but as a sensitizer,
α-acyloxy ester, acylphosphine oxide, methylphenylglyoxylate, benzyl, 9,10-phenanthrenequinone, camphorquinone, ethylanthraquinone, 4,4′-diethylisophthalophenone, 3,3 ′, A compound such as 4,4′-tetra (t-butylperoxycarbonyl) benzophenone or 4,4′-diethylaminobenzophenone can also be used in combination.

  The sensitizer can be used in an amount of 0.1 to 150 parts by weight with respect to 100 parts by weight of the photopolymerization initiator.

<Organic solvent>
The organic solvent used in the coloring composition of the present invention is a solvent that dissolves the impurity ion adsorbent (C), such as propylene glycol monomethyl ether acetate, propylene glycol monomethyl ether propionate, propylene glycol monoethyl ether acetate, 3-methoxybutyl acetate, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, cyclohexyl acetate, or ethyl 2-acetoxypropionate is preferred,
More preferred are propylene glycol monomethyl ether acetate, propylene glycol monomethyl ether propionate, propylene glycol monoethyl ether acetate, ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, or cyclohexyl acetate.

  Each ratio of the solvent is appropriately increased or decreased in consideration of the affinity with the pigment or resin, the drying property of the solvent, and the like.

  In the organic solvent used in the coloring composition of the present invention, 2-methoxypropyl acetate by-produced when producing propylene glycol monomethyl ether acetate is less than 0.1% by weight based on the total amount of the coloring composition. It is preferable.

  The cleavage method is different between propylene glycol monomethyl ether acetate represented by the following general formula (1a) and 2-methoxypropyl acetate represented by the following general formula (12). Since it is easy to cleave between a carbonyl group and oxygen, when there is much 2-methoxypropyl acetate component, it will become easy to generate | occur | produce a radical component, As a result, it will result in inferior dispersion stability.

Formula _{(1a): CH 3 -O-} CH 2 CH (CH 3) -OC (= O) CH 3
Formula _{(12): CH 3 -O-} CH (CH 3) CH 2 -OC (= O) CH 3

  The impurity ion adsorbent (C) in the present invention has an effect of adsorbing such radical components, and also has an effect of improving dispersion stability.

  The organic solvent used in the colored composition of the present invention has a boiling point of 130 ° C. or higher at 760 mmHg so that the colored composition is dried in the coating apparatus and does not become a solid aggregate or dried film. The temperature is preferably 140 ° C. or higher. In addition, the boiling point is preferably 190 ° C. or lower, more preferably 180 ° C. or lower, because drying when applied to the substrate is easy.

The organic solvent used in the colored composition of the present invention is 8.6 (cal / cm ³ ) ^1/2 or more and 9.2 from the viewpoint of compatibility with resins and other materials and affinity with pigments. (cal / cm ³⁾ is preferably less than ^1/2, more preferably 8.7 (cal / cm ^{3) 1/2} or more 9.0 (cal / cm ³⁾ than ^1/2.

Other examples of solvents that can be used in combination include:
1,2,3-trichloropropane, 1,3-butanediol, 1,3-butylene glycol, 1,3-butylene glycol diacetate, 1,4-dioxane, 2-heptanone, 2-methyl-1,3- Propanediol, 3,5,5-trimethyl-2-cyclohexen-1-one, 3,3,5-trimethylcyclohexanone, ethyl 3-ethoxypropionate, 3-methyl-1,3-butanediol, 3-methoxy- 3-methyl-1-butanol, 3-methoxy-3-methylbutyl acetate, 3-methoxybutanol, 4-heptanone, m-xylene, m-diethylbenzene, m-dichlorobenzene, N, N-dimethylacetamide, N, N -Dimethylformamide, n-butyl alcohol, n-butylbenzene, n-propyl acetate, N-methylpyrrolidone, o-xylene, o-chlorotoluene, o-diethylbenzene O-dichlorobenzene, p-chlorotoluene, p-diethylbenzene, sec-butylbenzene, tert-butylbenzene, γ-butyrolactone, isobutyl alcohol, isophorone, ethylene glycol diethyl ether, ethylene glycol dibutyl ether, ethylene glycol monoisopropyl ether, Ethylene glycol monoethyl ether, ethylene glycol monotertiary butyl ether, ethylene glycol monobutyl ether, ethylene glycol monobutyl ether acetate, ethylene glycol monopropyl ether, ethylene glycol monohexyl ether, ethylene glycol monomethyl ether, diisobutyl ketone, diethylene glycol diethyl ether, diethylene glycol dimethyl D Ter, diethylene glycol monoisopropyl ether, diethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether, diethylene glycol monobutyl ether acetate, diethylene glycol monomethyl ether, cyclohexanol, cyclohexanone, dipropylene glycol dimethyl ether, dipropylene glycol methyl ether acetate, dipropylene glycol monoethyl ether, Dipropylene glycol monobutyl ether, dipropylene glycol monopropyl ether, dipropylene glycol monomethyl ether, diacetone alcohol, triacetin, tripropylene glycol monobutyl ether, tripropylene glycol monomethyl ether, propylene group Recall diacetate, propylene glycol phenyl ether, propylene glycol monoethyl ether, propylene glycol monobutyl ether, propylene glycol monopropyl ether, propylene glycol monomethyl ether, benzyl alcohol, methyl isobutyl ketone, methylcyclohexanol, n-amyl acetate, n-acetate Examples include butyl, isoamyl acetate, isobutyl acetate, propyl acetate, or dibasic acid ester.

<Leveling agent>
In order to improve the leveling property of the composition on the transparent substrate, a leveling agent is added to the colored composition of the present invention. As the leveling agent, polydimethylsiloxane having a polyether structure or a polyester structure in the main chain is preferable. Specific examples of polydimethylsiloxane having a polyether structure in the main chain include FZ-2122 manufactured by Toray Dow Corning, BYK-333 manufactured by BYK Chemie. Specific examples of polydimethylsiloxane having a polyester structure in the main chain include BYK-310 and BYK-370 manufactured by BYK Chemie. Polydimethylsiloxane having a polyether structure in the main chain and polydimethylsiloxane having a polyester structure in the main chain can be used in combination. The content of the leveling agent is usually 0.003 to 0.5% by weight based on the total weight (100% by weight) of the coloring composition.

  Particularly preferred as a leveling agent is a kind of so-called surfactant having a hydrophobic group and a hydrophilic group in the molecule, having a hydrophilic group but low solubility in water, and when added to a coloring composition, It has the feature of low surface tension lowering ability, and it is useful to have good wettability to the glass plate even though the surface tension lowering ability is low. Those that can sufficiently suppress the chargeability can be preferably used.

  As the leveling agent, dipolymethylsiloxane having a polyalkylene oxide unit can be preferably used. Examples of the polyalkylene oxide unit include a polyethylene oxide unit and a polypropylene oxide unit, and the polydimethylpolysiloxane may have both a polyethylene oxide unit and a polypropylene oxide unit.

  The polyalkylene oxide unit is bonded to the polydimethylsiloxane in a pendant type in which the polyalkylene oxide unit is bonded in the repeating unit of the polydimethylsiloxane, a terminal modified type in which the end of the polydimethylsiloxane is bonded, and polydimethylsiloxane. Any of linear block copolymer types in which they are alternately and repeatedly bonded may be used.

  Polydimethylsiloxane having a polyalkylene oxide unit is commercially available from Toray Dow Corning Co., Ltd., for example, FZ-2110, FZ-2122, FZ-2130, FZ-2166, FZ-2191, FZ-2203, and Examples thereof include, but are not limited to, FZ-2207.

  An anionic, cationic, nonionic or amphoteric surfactant can be supplementarily added to the leveling agent. Two or more kinds of surfactants may be mixed and used.

  Examples of the anionic surfactant include polyoxyethylene alkyl ether sulfate, sodium dodecylbenzenesulfonate, alkali salt of styrene-acrylic acid copolymer, sodium alkylnaphthalenesulfonate, sodium alkyldiphenyletherdisulfonate, monoethanolamine laurylsulfate , Lauryl sulfate triethanolamine, ammonium lauryl sulfate, monoethanolamine stearate, sodium stearate, sodium lauryl sulfate, monoethanolamine of a styrene-acrylic acid copolymer, or polyoxyethylene alkyl ether phosphate.

  Examples of chaotic surfactants include alkyl quaternary ammonium salts and their ethylene oxide adducts.

  Nonionic surfactants include polyoxyethylene oleyl ether, polyoxyethylene lauryl ether, polyoxyethylene nonylphenyl ether, polyoxyethylene alkyl ether phosphate ester, polyoxyethylene sorbitan monostearate, or polyethylene glycol monolaurate Alkylbetaines such as alkyldimethylaminoacetic acid betaines; amphoteric surfactants such as alkylimidazolines; or fluorine-based or silicone-based surfactants.

<Other ingredients>
The colored composition of the present invention can contain a storage stabilizer in order to stabilize the viscosity of the composition over time. Moreover, in order to improve adhesiveness with a transparent substrate, adhesion improving agents, such as a silane coupling agent, can also be contained.

Examples of storage stabilizers include:
Quaternary ammonium chlorides such as benzyltrimethylammonium chloride or diethylhydroxyamine hydrochloride;
Organic acids such as lactic acid or oxalic acid;
Methyl esters of the organic acids;
pyrocatechols such as t-butyl pyrocatechol;
Organic phosphines such as tetraethylphosphine or tetraphenylphosphine; or
Examples thereof include phosphite.

  The storage stabilizer can be used in an amount of 0.1 to 10 parts by weight with respect to 100 parts by weight of the pigment in the coloring composition.

As a silane coupling agent,
Vinylsilanes such as vinyltris (β-methoxyethoxy) silane, vinylethoxysilane, or vinyltrimethoxysilane;
(meth) acrylsilanes such as γ-methacryloxypropyltrimethoxysilane;
β- (3,4-epoxycyclohexyl) ethyltrimethoxysilane, β- (3,4-epoxycyclohexyl) methyltrimethoxysilane, β- (3,4-epoxycyclohexyl) ethyltriethoxysilane, β- (3, 4-epoxycyclohexyl) epoxysilanes such as methyltriethoxysilane, γ-glycidoxypropyltrimethoxysilane, or γ-glycidoxypropyltriethoxysilane;
N-β (aminoethyl) γ-aminopropyltrimethoxysilane, N-β (aminoethyl) γ-aminopropyltriethoxysilane, N-β (aminoethyl) γ-aminopropylmethyldiethoxysilane, γ-amino Aminosilanes such as propyltriethoxysilane, γ-aminopropyltrimethoxysilane, N-phenyl-γ-aminopropyltrimethoxysilane, or N-phenyl-γ-aminopropyltriethoxysilane; or
Examples thereof include thiosilanes such as γ-mercaptopropyltrimethoxysilane and γ-mercaptopropyltriethoxysilane.

  The silane coupling agent can be used in an amount of 0.01 to 10 parts by weight, preferably 0.05 to 5 parts by weight, with respect to 100 parts by weight of the dye in the coloring composition.

<Method for producing colored composition>
The pigment used in the colored composition of the present invention is preferably a finely processed pigment that has been subjected to salt milling.

  Salt milling is a process of heating a mixture of a pigment, a water-soluble inorganic salt, and a water-soluble organic solvent using a kneader such as a kneader, two-roll mill, three-roll mill, ball mill, attritor, or sand mill. After mechanically kneading, the water-soluble inorganic salt and the water-soluble organic solvent are removed by washing with water. The water-soluble inorganic salt works as a crushing aid, and it is thought that the pigment is crushed using the high hardness of the inorganic salt during salt milling, thereby generating an active surface and causing crystal growth. Yes. Therefore, the crushing of the pigment and the crystal growth occur simultaneously during the kneading, and the primary particle diameter of the pigment obtained varies depending on the kneading conditions.

  In order to promote crystal growth by heating, the heating temperature is preferably 40 to 150 ° C. When the heating temperature is less than 40 ° C., crystal growth does not occur sufficiently, and the shape of the pigment particles becomes close to amorphous, which is not preferable. On the other hand, when the heating temperature exceeds 150 ° C., crystal growth proceeds excessively and the primary particle diameter of the pigment becomes large, which is not preferable as a colorant for the color filter coloring composition. The kneading time for the salt milling treatment is preferably 2 to 24 hours from the viewpoint of the balance between the particle size distribution of the primary particles of the salt milling treatment pigment and the cost required for the salt milling treatment.

  By optimizing the conditions for salt milling the pigment, it is possible to obtain a pigment having a sharp particle size distribution in which the primary particle diameter is very fine and the distribution width is wide.

  It is preferable that the primary particle diameter calculated | required by TEM (transmission electron microscope) of the pigment used for the coloring composition of this invention is the range of 20-100 nm. When it becomes smaller than 20 nm, dispersion in an organic solvent becomes difficult. On the other hand, if it exceeds 100 nm, a sufficient contrast ratio cannot be obtained. A particularly preferable range is 25 to 85 nm.

  The pigment contained in the coloring composition is preferably refined and has a specific surface area within a specific range in order to achieve high contrast of the color filter.

BET specific surface area of the red pigment contained in the red coloring composition is preferably 85m ² / g~130m ² / g.

BET specific surface area of the green pigment contained in the green coloring composition is preferably 60m ² / g~100m ² / g.

BET specific surface area of the yellow pigment contained in the red coloring composition or green coloring composition is preferably 60m ² / g~160m ² / g.

BET specific surface area of the blue pigment contained in a blue coloring composition is preferably 90m ² / g~140m ² / g.

Further, BET specific surface area of the violet pigment is preferably from 100m ² / g~150m ² / g.

  When the specific surface area of each pigment is smaller than the lower limit value, the luminance and contrast ratio of the color filter are lowered. Further, when the specific surface area of each pigment is larger than the upper limit value, it is difficult to disperse the pigment, and it is difficult to maintain the stability as the coloring composition and to secure the fluidity. As a result, the luminance and contrast ratio characteristics of the color filter deteriorate.

  As the water-soluble inorganic salt used for the salt milling treatment, sodium chloride, barium chloride, potassium chloride, sodium sulfate and the like can be used, but sodium chloride (salt) is preferably used from the viewpoint of cost. The water-soluble inorganic salt is preferably used in an amount of 50 to 2000% by weight, and most preferably 300 to 1000% by weight, based on the total amount of pigment, from the viewpoint of both processing efficiency and production efficiency.

  The water-soluble organic solvent functions to wet the pigment and the water-soluble inorganic salt, and is not particularly limited as long as it dissolves (mixes) in water and does not substantially dissolve the inorganic salt to be used. However, a high boiling point solvent having a boiling point of 120 ° C. or higher is preferable from the viewpoint of safety because the temperature rises during salt milling and the solvent is easily evaporated. For example, 2-methoxyethanol, 2-butoxyethanol, 2- (isopentyloxy) ethanol, 2- (hexyloxy) ethanol, diethylene glycol, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, triethylene glycol, triethylene glycol monomethyl ether, Liquid polyethylene glycol, 1-methoxy-2-propanol, 1-ethoxy-2-propanol, dipropylene glycol, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, liquid polypropylene glycol, or the like is used. The water-soluble organic solvent is preferably used in an amount of 5 to 1000 parts by weight, and most preferably 50 to 500 parts by weight, based on 100 parts by weight of the pigment.

  When performing the salt milling treatment, a resin may be added as necessary. The type of resin used is not particularly limited, and natural resins, modified natural resins, synthetic resins, synthetic resins modified with natural resins, and the like can be used. The resin used is solid at room temperature, preferably insoluble in water, and more preferably partially soluble in the organic solvent. The amount of the resin used is preferably in the range of 5 to 200 parts by weight with respect to 100 parts by weight of the pigment.

  When such a pigment whose average primary particle size is refined to 100 nm or less is dispersed in an organic solvent, a pigment dispersant added as necessary, or a transparent resin solution using a wet disperser or the like, primary particles are obtained. Are dispersed in the form of dispersed particles composed of a plurality of secondary particles, and the dispersed particles gradually become smaller as the dispersed state progresses, and eventually approach the state of primary particles.

  The pigment contained in the colored composition of the present invention is dispersed so that the dispersed state is controlled by the size of the dispersed particles and the average diameter of the dispersed particles is in the range of 50 nm to 150 nm. As the dispersed particle size decreases, the transparency increases and the contrast ratio increases. From this point of view, the smaller the dispersed particle size is, the better the contrast ratio can be obtained from about 300 nm. On the other hand, as the dispersed particle size decreases, the viscosity of the paste increases and the thixotropic property tends to increase. A coloring composition for a color filter is required to have a low viscosity and a Newtonian flow because it is required to be applied in a thin film and have a smooth coating surface. For this reason, it is preferable to suppress the dispersed particle size to about 100 nm in consideration of the viscosity and thixotropic property preferable for normal use. Thus, by using a finer pigment having an average primary particle size of 100 nm or less and controlling the degree of dispersion so that the average particle size of the dispersed particles is in the range of 50 nm to 150 nm, the viscosity increase and thixotropic property can be achieved. A colored composition that is minimized and has a very high contrast ratio can be obtained.

  Note that the same result may not be obtained even if the same particle size is measured depending on the measurement principle, apparatus, sample preparation method, parameter setting, etc., but in the present invention, the dynamic light scattering method ( Using Nikkiso Microtrac UPA-EX150 (FFT power spectrum method), the particle permeability was absorption mode, the particle shape was non-spherical, and D50 was the average diameter.

  The coloring composition of the present invention is prepared by mixing variously-dispersed means such as a three-roll mill, a two-roll mill, a sand mill, a kneader, and an attritor with a mixture of a salt milled pigment, a pigment dispersant, a resin, and a solvent as necessary. The pigment can be finely dispersed in a resin solvent solution and added with a photopolymerizable monomer, a photopolymerization initiator, or the like. Moreover, the coloring composition for color filters containing 2 or more types of pigments can also be manufactured by mixing each pigment separately finely dispersed in a resin and a solvent.

  The colored composition of the present invention is mixed with coarse particles of 5 μm or more, preferably coarse particles of 1 μm or more, more preferably 0.5 μm or more and coarse particles by means of centrifugation, sintered filter, membrane filter or the like. It is preferable to remove dust.

<Coloring composition set>
The contrast ratio of the color filter is preferably 1400 or more, more preferably 2000 or more, and a clear image can be obtained when it is as high as possible. When the contrast ratio is less than 1400, when the liquid crystal display device is used, light scattered by the color filter leaks, and the image becomes unclear, which is not preferable.

  One embodiment of the present invention is C.I. as a main pigment contained in the total pigment for the red filter segment by 35% by weight or more. I. Pigment Red254 and / or C.I. I. Pigment Red 177 and a main pigment containing 35% by weight or more in the total pigment for the green filter segment is C.I. I. Pigment Green 36 and / or C.I. I. Pigment Green 7 and / or C.I. I. Pigment Green 58 and a main pigment containing 35% by weight or more in the total pigment for the blue filter segment is C.I. I. Pigment Blue 15: 6 coloring composition set consisting of a blue coloring composition. By making the particle diameter within a certain range by the above-mentioned miniaturization, and making the specific surface area within a certain range, all the above contrasts are sufficient. It can be satisfied, and the contrast balance of the red, green and blue color filters is good.

<Color filter>
Below, the manufacturing method of the color filter using the coloring composition of this invention is demonstrated.

  The color filter of the present invention includes a filter segment on a substrate, and can include, for example, a black matrix and red, green, and blue filter segments. The filter segment is formed on the substrate by applying the coloring composition of the present invention by a spin coat method or a die coat method.

  The coloring composition of the present invention can be preferably used particularly for a die coating method.

  As a substrate for the color filter, glass plates such as soda lime glass, low alkali borosilicate glass, non-alkali aluminoborosilicate glass, etc., which have high transmittance for visible light, and resins such as polycarbonate, polymethyl methacrylate, polyethylene terephthalate, etc. A plate is used. In addition, a transparent electrode made of indium oxide, tin oxide, or the like may be formed on the surface of the glass plate or the resin plate for driving the liquid crystal after forming the panel.

  In development, an aqueous solution such as sodium carbonate or sodium hydroxide is used as an alkali developer, and an organic alkali such as dimethylbenzylamine or triethanolamine can also be used. An antifoaming agent or a surfactant can also be added to the developer.

  As a development processing method, a shower development method, a spray development method, a dip (immersion) development method, a paddle (liquid accumulation) development method, or the like can be applied.

  In order to increase the UV exposure sensitivity, after applying and drying the colored composition material, a water-soluble or alkali-soluble resin such as polyvinyl alcohol or water-soluble acrylic resin is applied and dried to form a film that prevents polymerization inhibition by oxygen. Ultraviolet exposure can also be performed after forming.

  If the black matrix is formed in advance before forming the filter segment on the transparent substrate or the reflective substrate, the contrast of the liquid crystal display panel can be further increased. Examples of the black matrix include, but are not limited to, a chromium, chromium / chromium oxide multilayer film, an inorganic film such as titanium nitride, and a resin film in which a light-shielding agent is dispersed. A thin film transistor (TFT) may be formed in advance on the transparent substrate or the reflective substrate, and then a filter segment may be formed. By forming the filter segment on the TFT substrate, the aperture ratio of the liquid crystal display panel can be increased and the luminance can be improved.

  Here, a method for forming a colored layer on the TFT substrate will be described. First, on the surface of the TFT substrate or on the surface of the substrate on which a passivation film such as a silicon nitride film is formed on the surface of the driving substrate, a light shielding layer is formed so as to divide the pixel forming portion as necessary. After forming and applying a colored composition in which a pigment is dispersed on the substrate, pre-baking is performed to evaporate the solvent, thereby forming a coating film. Next, this coating film is exposed through a photomask, and then developed using an alkali developer to dissolve and remove the unexposed portions of the coating film, and then post-baked, whereby the pixel pattern has a predetermined arrangement. An arranged pixel array is formed. The photomask used at that time is provided with a pattern for forming a through hole or a U-shaped depression in addition to a pattern for forming a pixel.

  As the TFT substrate used for forming the colored layer, the same substrate as that of the color filter described above can be used, and these substrates include chemical treatment with a silane coupling agent, plasma treatment, ion plate, and the like. Appropriate pretreatments such as coating, sputtering, gas phase reaction, and vacuum deposition can also be performed. When the coloring composition is applied to the substrate, the same type as that of the above-described color filter substrate can be used. The coating thickness is preferably 0.1 to 10 μm, more preferably 0.5 to 6.0 μm, as the film thickness after drying.

  An overcoat film, a columnar spacer, a transparent conductive film, a liquid crystal alignment film, and the like are formed on the color filter as necessary.

  The color filter is bonded to the counter substrate using a sealant, and after injecting liquid crystal from the injection port provided in the seal part, the injection port is sealed, and if necessary, a polarizing film or a retardation film is placed outside the substrate. A liquid crystal display panel is manufactured by bonding.

  Such liquid crystal display panels include twisted nematic (TN), super twisted nematic (STN), in-plane switching (IPS), vertical alignment (VA), and optically convented bend (OCB). It can be used in a liquid crystal display mode in which colorization is performed using a color filter such as the above.

  Hereinafter, the present invention will be described more specifically by way of examples. However, the present invention is not limited to the following examples unless it exceeds the gist.

  In the examples and comparative examples, “parts” and “%” mean “parts by weight” and “% by weight”, respectively.

  First, preparation of the acrylic resin solution used in Examples and Comparative Examples will be described. The molecular weight of the resin is a weight average molecular weight in terms of polystyrene measured by GPC (gel permeation chromatography).

(Preparation of acrylic resin solution)
70.0 parts of cyclohexanone was charged into a separable four-necked flask equipped with a thermometer, a cooling pipe, a nitrogen gas introduction pipe, a dropping pipe and a stirring device, heated to 80 ° C., and the atmosphere in the flask was replaced with nitrogen. , 13.3 parts of n-butyl methacrylate, 4.6 parts of 2-hydroxyethyl methacrylate, 4.3 parts of methacrylic acid, 7.4 parts of paracumylphenol ethylene oxide modified acrylate (Aronix M110 manufactured by Toagosei Co., Ltd.) and 2,2 A mixture of 0.4 parts of '-azobisisobutyronitrile was added dropwise over 2 hours. After completion of the dropwise addition, the reaction was further continued for 3 hours to obtain an acrylic resin solution having a weight average molecular weight (Mw) of 26,000.

  After cooling to room temperature, about 2 g of the resin solution was sampled, heated and dried at 180 ° C. for 20 minutes to measure the nonvolatile content, and cyclohexanone was added to the previously synthesized resin solution so that the nonvolatile content was 20% by weight. To prepare an acrylic resin solution.

  Salt milled C.I. I. Pigment No. is shown in Table 1.

<Pigment adjustment>
(Red salt milling pigment R1)
Red pigment C.I. I. Pigment Red 177 (“Chromophthalred A2B” manufactured by Ciba Japan, specific surface area 65 m ² / g): 500 parts, sodium chloride: 3500 parts, and diethylene glycol: 250 parts in a stainless gallon kneader (manufactured by Inoue Seisakusho) Charged and kneaded at 120 ° C. for 8 hours. Next, the kneaded product is poured into 5 liters of warm water, stirred for 1 hour while heating to 70 ° C. to form a slurry, filtered and washed repeatedly to remove sodium chloride and diethylene glycol, and then dried at 80 ° C. overnight. As a result, a red salt milling pigment R1 was obtained.

(Red salt milling pigment R2)
Red pigment C.I. I. Pigment Red 254 (Ciba Japan "Irga Fore Red B-CF", specific surface area 80 m ² / g) 152 parts, pigment derivative (b) 8 parts, sodium chloride 1600 parts and diethylene glycol 190 parts 1 gallon made of stainless steel The mixture was charged into a kneader (manufactured by Inoue Seisakusho) and kneaded at 60 ° C. for 10 hours. Next, the mixture is poured into 3 liters of warm water, stirred at a high speed mixer for about 1 hour while being heated to about 80 ° C. to form a slurry, filtered and washed repeatedly to remove sodium chloride and solvent, and then 80 It was dried for 1 day at 0 ° C. to obtain a red salt milling pigment R2.

(Green Salt Milling Pigment G1)
Green pigment C.I. I. Pigment Green 36 (“Lionol Green 6YK” manufactured by Toyo Ink Co., Ltd., specific surface area 55 m ² / g): 500 parts, sodium chloride: 1500 parts, and diethylene glycol: 250 parts made of stainless steel 1 gallon kneader (Inoue Seisakusho) And kneaded at 120 ° C. for 8 hours. Next, the kneaded product is poured into 5 liters of warm water, stirred for 1 hour while heating to 70 ° C. to form a slurry, filtered and washed repeatedly to remove sodium chloride and diethylene glycol, and then dried at 80 ° C. overnight. As a result, a green salt milling pigment G1 was obtained.

(Blue salt milling pigment B1)
Blue pigment C.I. I. Pigment Blue 15: 6 (“Lionol Blue ES” manufactured by Toyo Ink Co., Ltd., specific surface area 80 m ² / g): 500 parts, sodium chloride: 2500 parts, and diethylene glycol: 250 parts made of stainless steel 1 gallon kneader (Inoue Seisakusho) And kneaded at 120 ° C. for 12 hours. Next, the kneaded product is poured into 5 liters of warm water, stirred for 1 hour while heating to 70 ° C. to form a slurry, filtered and washed repeatedly to remove sodium chloride and diethylene glycol, and then dried at 80 ° C. overnight. As a result, a blue salt milling pigment B1 was obtained.

(Yellow salt milling pigment Y1)
Quinophthalone yellow pigment C.I. I. Pigment Yellow 138 (BASF “Pariol Yellow K0960-HD”, specific surface area 65 m ² / g): 500 parts, sodium chloride: 2500 parts, and diethylene glycol: 250 parts were charged into a stainless steel 1 gallon kneader (Inoue Seisakusho). And kneading at 100 ° C. for 6 hours. Next, the kneaded product is poured into 5 liters of warm water, stirred for 1 hour while heating to 70 ° C. to form a slurry, filtered and washed repeatedly to remove sodium chloride and diethylene glycol, and then dried at 80 ° C. overnight. As a result, a yellow salt milling pigment Y1 was obtained.

(Purple Salt Milling Pigment V1)
Dioxazine-based purple pigment C.I. I. Pigment Violet 23 (Clariant “Fast Violet RL”, specific surface area 86 m ² / g) 500 parts, sodium chloride 2500 parts, polyethylene glycol (Tokyo Kasei Co., Ltd.) 250 parts stainless steel 1 gallon kneader (Inoue Seisakusho make) And kneaded at 120 ° C. for 12 hours. Next, this mixture is poured into about 5 liters of warm water, heated to about 70 ° C. and stirred with a high speed mixer for about 1 hour to form a slurry, then filtered and washed to remove sodium chloride and diethylene glycol, It was dried overnight at 80 ° C. to obtain a purple salt milling pigment V1.

<Preparation of pigment dispersion>
The pigment, pigment dispersant, resin, and organic solvent were uniformly stirred and mixed at the dispersion blending weight ratio shown in Table 2, and then dispersed in a sand mill for 5 hours using glass beads having a diameter of 1 mm. A 5 μm filter Each pigment dispersion was prepared by filtration with a filter.

The symbols in Table 1 will be described below.
-Pigment dispersant (I): Solsperse 20000 (manufactured by Nippon Lubrizol)
Pigment dispersant (b): Dye derivative represented by general formula (13) (b)
General formula (13):

不純物イオン吸着剤Ｃ１、Ｃ２、Ｃ３は一般式（１４）の構造を有するもので、Ｒ¹、Ｒ²、Ｒ⁵、ｎ¹はそれぞれ以下の通りのものを使用した。

The impurity ion adsorbents C1, C2, and C3 have the structure of the general formula (14), and R ¹ , R ² , R ⁵ , and n ¹ are as follows.

    General formula (14):

・不純物イオン吸着剤（Ｃ１）：一般式（１４）中、Ｒ¹は、水素原子であり、Ｒ²は、t-ブチル基［（ＣＨ₃）₃−Ｃ−］であり、Ｒ⁵はメチレン基［−ＣＨ₂−］であり、ｎ¹は、４である。
・不純物イオン吸着剤（Ｃ２）：一般式（１４）中、Ｒ¹は、水素原子であり、Ｒ²は、ｔ−ブチル基［（ＣＨ₃）₃−Ｃ−］であり、Ｒ⁵は、硫黄原子［−Ｓ−］であり、ｎ¹は、４である。
・不純物イオン吸着剤（Ｃ３）：一般式（１４）中、Ｒ¹は、水素原子であり、Ｒ²は、t-ブチル基［（ＣＨ₃）₃−Ｃ−］であり、Ｒ⁵は、−ＳＯ２−であり、ｎ¹は、４である。
・有機溶剤（Ｓ１）：プロピレングリコールモノメチルエーテルアセテートＡ
（酢酸２−メトキシプロピルの含有量０．０１％）
・有機溶剤（Ｓ２）：プロピレングリコールモノメチルエーテルアセテートＢ
（酢酸２−メトキシプロピルの含有量０．２％）

Impurity ion adsorbent (C1): In general formula (14), R ¹ is a hydrogen atom, R ² is a t-butyl group [(CH ₃ ) ₃ —C—], and R ⁵ is methylene. The group [—CH ₂ —] and n ¹ is 4.
Impurity ion adsorbent (C2): In the general formula (14), R ¹ is a hydrogen atom, R ² is a t-butyl group [(CH ₃ ) ₃ -C-], and R ⁵ is It is a sulfur atom [—S—], and n ¹ is 4.
Impurity ion adsorbent (C3): In general formula (14), R ¹ is a hydrogen atom, R ² is a t-butyl group [(CH ₃ ) ₃ —C—], and R ⁵ is is --SO2 -, n ¹ is 4.
Organic solvent (S1): Propylene glycol monomethyl ether acetate A
(Content of 2-methoxypropyl acetate 0.01%)
Organic solvent (S2): Propylene glycol monomethyl ether acetate B
(Content of 2-methoxypropyl acetate 0.2%)

<Examples 1-10, Comparative Examples 1-3>
(Adjustment of coloring composition)
The pigment dispersion, the resin, and the organic solvent were uniformly stirred and mixed at the blending weight ratio shown in Table 3, and then filtered through a 1 μm filter to prepare each colored composition.

The symbols in Table 3 will be described below.
-Pigment dispersion: See Table 2-Photopolymerizable monomer: Dipentaerythritol hexaacrylate ("Aronix M-402" manufactured by Toagosei Co., Ltd.)
Photopolymerization initiator: Oxime ester photopolymerization initiator Etanone, 1- [9-ethyl-6- (2-methylbenzoyl) -9H-carbazol-3-yl]-, 1- (0-acetyloxime) ( “Irgacure OXE-02” manufactured by Ciba Japan)
・ Organic solvent (S1 or S2): See Table 2 ・ Leveling agent: FZ-2122 (Toray Dow Corning)
Below, the evaluation method of a coloring composition is demonstrated.

(Evaluation of coloring composition: viscosity measurement)
As an evaluation of fluidity, the viscosity at a rotational speed of 20 rpm was measured using an E type viscometer (“ELD type viscometer” manufactured by Toki Sangyo Co., Ltd.) at 25 ° C. on the color composition adjustment day.

  For the evaluation of storage stability, the sample temperature was returned to 25 ° C. and the same measurement was performed on the colored composition that was allowed to stand at 40 ° C. for 7 days. The lower the value of (viscosity of the colored composition allowed to stand at 40 ° C. for 7 days) / (viscosity on the color composition adjustment day), the higher the storage stability. The results are shown in Table 4.

(Evaluation of color filter: film thickness uniformity and stripe unevenness evaluation)
Each colored composition that was allowed to stand at 40 ° C. for 7 days was formed on a glass substrate having a size of 360 mm × 465 mm and a substrate in which a silicon nitride film was formed on the surface of the TFT substrate having the same size, and the gap with the substrate was set to 100 μm. After applying using a set die coater, pre-bake for 10 minutes in a clean oven at 80 ° C., a glass substrate having an average film thickness of 3.0 μm and a silicon nitride film formed on the surface of the TFT substrate A color filter having a coating film formed at a coating speed suitable for each composition so as to form a coating film having an average film thickness of 5.0 μm was prepared, and the following evaluation was performed.

“Thickness uniformity (end portion)”: The film thickness was measured every 5 mm from the central portion of the short side end portion of the coated substrate to 5 cm in the substrate center direction. The maximum film thickness was T ₁ , the minimum film thickness was T ₂ , the average film thickness was T, and the film thickness uniformity (edge) was calculated by the following formula (A).

  “Thickness uniformity (other than edge)”: The film thickness was measured every 2 cm from the center of the coated substrate to 26 cm in the diagonal direction. Similarly to the above, film thickness uniformity (other than the end portion) was calculated by the following formula (A).

Film thickness uniformity [%] = ((T ₁ −T ₂ ) / T) × 100 (A)
The film thickness uniformity [%] is preferably as small as possible, and less than 4% is indicated as ○, and 4% or more and less than 10% is indicated as △.

  “Striped unevenness”: For the die coat coated substrate, the striped unevenness generated in parallel with the coating direction at the time of coating was evaluated with white transmitted light. Observed by visual inspection, a case where no streak was observed was indicated as ◯, a case where a slight amount of streak was observed as Δ, and a case where a large number of streak was observed as ×.

Since the impurity ion adsorbent (C) adsorbs impurity ions that affect storage stability, the coloring composition for color filter of the present invention (Example) has a very small viscosity increase rate after 7 days at 40 ° C. A colored film having excellent storage stability and a uniform film thickness can be obtained.

Claims (6)

  A color composition for a color filter comprising a colorant (A), a binder resin (B), and an impurity ion adsorbent (C), wherein the impurity ion adsorbent (C) contains an impurity ion and an inclusion compound. A coloring composition for a color filter, which is a cyclic compound capable of forming   The coloring composition for a color filter according to claim 1, wherein the cyclic compound includes one or more selected from the group consisting of calixarene, crown ether, cryptand, cyclic polyamine, and derivatives thereof. The coloring composition for a color filter according to claim 2, wherein the calixarene contains a compound represented by the following general formula (1) and / or the following general formula (2).
General formula (1):

General formula (2):

(In the general formulas (1) and (2),
R ¹ and R ³ are an alkyl group, an alkali metal, or a hydrogen atom,
R ² and R ⁴ are an alkyl group, an alkenyl group, an alicyclic group, an aralkyl group, a phenyl group, a halogen atom, or a nitro group,
R ⁵ is —CH ₂ —, —S—, —SO—, or —SO ₂ —;
n ¹ is an integer of 4 to 8,
n ² is an integer of 1-7,
m ² is an integer of 1 to 7,
And n ² + m ² is an integer of 4 to 8. )   The coloring composition for color filters according to any one of claims 1 to 3, which is used for a coating method by die coating.   The colored composition for a color filter according to any one of claims 1 to 4, which is used for a color filter on array (COA).   A color filter comprising a filter segment formed from the colored composition for a color filter according to claim 1.