KR102233483B1 - Colored photosensitive resin composition and color filter manufactured by the same - Google Patents

Abstract

The present invention relates to a colored photosensitive resin composition, and more particularly, a colorant comprising at least one of Pigment Green 7 and Pigment Green 58 and Pigment Blue 16; A compound represented by the following formula (1); And a disulfide compound; By including, the heat resistance of the prepared pattern is excellent, the occurrence of yellowing is reduced, the residual film rate is excellent, and it relates to a colored photosensitive resin composition that prevents the formation of an inverted tapered pattern.

Description

A colored photosensitive resin composition and a color filter manufactured therefrom TECHNICAL FIELD [COLORED PHOTOSENSITIVE RESIN COMPOSITION AND COLOR FILTER MANUFACTURED BY THE SAME}

The present invention relates to a colored photosensitive resin composition and a color filter produced therefrom, and more particularly, to a colored photosensitive resin composition that has excellent heat resistance of the produced pattern, reduces yellowing, and prevents the formation of an inverted tapered pattern. It relates to a color filter manufactured from.

Recently, a liquid crystal display device has been in the spotlight as a next-generation high-tech display device with low power consumption, good portability, and high added value.

Among these liquid crystal display devices, the active matrix liquid crystal display device equipped with a thin film transistor, which is a switching element that can control the voltage on/off for each pixel, is the best due to its excellent resolution and video realization capability. It is attracting attention.

In general, a liquid crystal display device forms an array substrate and a color filter substrate, respectively, through an array substrate manufacturing process for forming a thin film transistor and a pixel electrode, and a color filter substrate manufacturing process for forming a color filter and a common electrode. It is completed through a liquid crystal cell process through which a liquid crystal is interposed.

The color filter includes pixels composed of red (R), green (G), and blue (B) colors, and the light that has passed through the liquid crystal cell passes through the color filter to express a desired color.

However, with the recent spread of liquid crystal display devices, their use is also being expanded to various monitors and TVs, and further improvement in color reproducibility is required. In order to meet this demand, it is required to provide a color filter in which the color reproduction area is widened. In particular, for TV applications, the color reproduction area has been required to be enlarged compared to the prior art.

In addition, in addition to expanding the color reproduction range, there is a demand for improvement in display quality by increasing the luminance and increasing the contrast. However, since the color reproduction range and transmittance, the color reproduction range and the contrast ratio are in a trade-off relationship, there is a problem that the transmittance and the contrast ratio decrease when the color reproduction range is attempted to be expanded.

In this regard, Korean Patent Laid-Open Publication No. 2005-0014725 is a green color filter as a pigment of C.I. Pigment Green 7 alone or C.I. Pigment Green 7 and C.I. A mixed pigment of Pigment Yellow 150 is proposed.

However, CI Pigment Green 7 alone cannot sufficiently satisfy the required characteristics, and CI Pigment Yellow 150 contains environmentally regulated substances, so its use is limited.

Korean Patent Publication No. 2005-0014725

An object of the present invention is to provide a colored photosensitive resin composition capable of producing a pattern having excellent heat resistance and suppressing yellowing and having excellent residual film rate.

In addition, it is an object of the present invention to provide a colored photosensitive resin composition that prevents generation of an inverted tapered pattern.

Another object of the present invention is to provide a color filter manufactured using a colored photosensitive resin composition and an image display device including the same.

1. A colorant comprising at least one of Pigment Green 7 and Pigment Green 58 and Pigment Blue 16;

A compound represented by the following formula (1); And

Disulfide compounds;

A colored photosensitive resin composition comprising:

[Formula 1]

.

.

2. In the above 1, wherein the disulfide compound is a compound represented by the following formula (2), a colored photosensitive resin composition:

[Formula 2]

(In the formula, R ₁ and R ₂ are each independently a C 5 to C 20 unsaturated heterocyclic, a C 5 to C 20 saturated heterocyclic or a functional group represented by the following formula (3),

The unsaturated heterocyclic and saturated heterocyclic may contain at least one hetero atom independently of each other, and may have a monocyclic or polycyclic structure)

[Formula 3]

(In the formula, R ₃ to R ₅ are each independently hydrogen or an alkyl group having 1 to 6 carbon atoms,

* Indicates a bonding hand).

3. In the above 1, the disulfide compound is a compound represented by the following Formula 4 or Formula 5, colored photosensitive resin composition:

[Formula 4]

[Formula 5]

.

.

4. According to the above 1, the mixed weight ratio of at least one of Pigment Green 7 and Pigment Green 58 and Pigment Blue 16 is 50:50 to 70:30, the colored photosensitive resin composition.

5. In the above 1, wherein at least one of Pigment Green 7 and Pigment Green 58 and Pigment Blue 16 are contained in 10 to 50% by weight based on the total content of the colorant, colored photosensitive resin composition.

6. In the above 1, wherein the compound represented by Formula 1 is contained in an amount of 0.1 to 10% by weight based on the solid content of the colored photosensitive resin composition, a colored photosensitive resin composition.

7. In the above 1, wherein the disulfide compound is contained in an amount of 0.1 to 10% by weight based on the solid content of the colored photosensitive resin composition, colored photosensitive resin composition.

8. In the above 1, the mixing weight ratio of the compound represented by Formula 1 and the disulfide compound is 30:70 to 60:40, the colored photosensitive resin composition.

9. The colored photosensitive resin composition according to the above 1, further comprising an alkali-soluble resin, a colorant, a photopolymerizable compound, a photoinitiator, and a solvent.

10. In the above 9, based on the solid content of the colored photosensitive resin composition,

10 to 80% by weight of an alkali-soluble resin,

10 to 80% by weight of colorant,

1 to 50% by weight of a photopolymerizable compound,

1 to 50% by weight of a photopolymerization initiator,

0.1 to 10% by weight of the compound represented by Formula 1

0.1 to 10% by weight of disulfide compound

The colored photosensitive resin composition contained by.

11. A color filter made of the colored photosensitive resin composition of any one of 1 to 10 above.

12. An image display device including the color filter of 11 above.

The colored photosensitive resin composition of the present invention includes a coloring agent including at least one of Pigment Green 7 and Pigment Green 58 and Pigment Blue 16; A compound represented by the following formula (1); And a disulfide compound; by including, excellent heat resistance of the prepared pattern, excellent residual film rate, suppressed yellowing, and excellent transmittance and luminance.

In addition, the colored photosensitive resin composition of the present invention increases the color reproduction range by preventing light leakage by preventing generation of an inverted tapered pattern.

1 is a diagram schematically showing a cross section of a pattern showing an inverted tapered shape.

The present invention includes a coloring agent comprising at least one of Pigment Green 7 and Pigment Green 58 and Pigment Blue 16; A compound represented by the following formula (1); And a disulfide compound; By including, the heat resistance of the prepared pattern is excellent, the occurrence of yellowing is reduced, the residual film rate is excellent, and it relates to a colored photosensitive resin composition that prevents the formation of an inverted tapered pattern.

Hereinafter, the present invention will be described in more detail.

<Colored photosensitive resin composition>

The colored photosensitive resin composition of the present invention includes at least one green pigment of Pigment Green 7 and Pigment Green 58; A blue pigment that is Pigment Blue 16; A compound represented by the following formula (1); And a disulfide compound. Of course, a colorant (A), an alkali-soluble resin (B), a photopolymerizable compound (C), a photoinitiator (D), and a solvent (E) commonly used in the art may be further included in the colored photosensitive resin composition. In addition, it may additionally contain additional ingredients, such as additives commonly used in the art.

<Compound represented by Formula 1 and Disulfide Compound>

The colored photosensitive resin composition of the present invention contains a compound represented by the following formula (1) and a disulfide compound.

In the colored photosensitive resin composition, when Pigment Green 7 or Pigment Green 58 is used as a colorant, a short wavelength is not transmitted, so that the color reproduction range is not wide, and an alicyclic epoxy resin or furnace is used as a curing agent to improve adhesion to the substrate. In the case of using the rockfish epoxy resin, yellowing occurs under high temperature conditions, resulting in a decrease in transmittance and brightness, or an inverted tapered pattern, resulting in a problem of light leakage.

Accordingly, the colored photosensitive resin composition of the present invention contains a compound represented by the following formula (1) and a disulfide compound, thereby improving heat resistance by increasing the crosslinking density to suppress yellowing even under high temperature conditions and to prevent penetration of a developer by increasing the degree of curing. As a result, it is determined to prevent the generation of the reverse tapered pattern, but is not limited thereto.

[Formula 1]

.

.

More specifically, in the colored photosensitive resin composition, the chemical structure is denatured, such as collapse of the chain of the resin due to ultraviolet rays or heat, resulting in yellowing.

The compound represented by Formula 1 is 2-mercaptobenzothiazole, and a nitrogen atom is bonded to two sulfur atoms through a double bond, and the electrons of the double bond absorb energy from ultraviolet rays or heat and move toward the sulfur atom. It is judged that yellowing is suppressed by stabilizing the colored photosensitive resin composition.

In addition, by improving the heat resistance of the pattern manufactured by such a mechanism, the residual film rate is improved.

In addition, it is determined that the compound represented by Chemical Formula 1 increases the crosslinking density of the resin to improve the curing degree, thereby preventing penetration of the developer during pattern production, thereby preventing the formation of an inverted tapered pattern, thereby preventing light leakage.

The compound represented by Formula 1 of the present invention may be included in an amount of 0.1 to 10% by weight, preferably 0.1 to 3% by weight, based on the solid content of the colored photosensitive resin composition. When the compound is contained in an amount of 0.01 to 1% by weight based on the above, it is possible to manufacture a color filter having excellent heat resistance and improved yellowing.

In this respect, the colored photosensitive resin composition of the present invention further includes a disulfide compound to further increase the crosslinking density of the resin composition, thereby improving heat resistance, thereby maximizing the effect of suppressing yellowing and preventing the generation of reverse tapered patterns. can do.

The disulfide compound according to the present invention may be used without particular limitation as long as it contains a disulfide bond, but a preferred example may be a compound represented by the following formula (2).

[Formula 2]

(In the formula, R ₁ and R ₂ are each independently a C 5 to C 20 unsaturated heterocyclic, a C 5 to C 20 saturated heterocyclic or a functional group represented by the following formula (3),

The unsaturated heterocyclic and saturated heterocyclic may contain at least one hetero atom independently of each other, and may have a monocyclic or polycyclic structure)

[Formula 3]

(In the formula, R ₃ to R ₅ are each independently hydrogen or an alkyl group having 1 to 6 carbon atoms,

* Indicates a bonding hand).

In the present invention, R ₁ and R ₂ may be the same or different from each other, and R ₃ to R ₅ may be the same or different from each other.

In the present invention, "hetero atom" refers to at least one of oxygen, nitrogen, sulfur, and phosphorus atoms, and "substituted or unsubstituted" refers to one or more hydrogen atoms in the hydrocarbon, each independently of each other, replaced by the same or different substituents Means being.

Examples of the "unsaturated heterocyclic" in the present invention, coumarinyl, quinolinyl, pyridyl, pyrazinyl, pyrimidyl, furyl, pyrrolyl, thienyl, thiazolyl, oxazolyl, oxydizolyl, tria Sol, imidazolyl, indolyl, benzofuranyl, benzothiazole, etc. may be mentioned, but the present invention is not limited thereto, and benzothiazole is preferred among them.

Examples of the "saturated heterocyclic" in the present invention include, but are not limited to, tetrahydrofuranyl, tetrahydropyranyl, piperidinyl, morpholinyl, pyrrolidinyl, and the like, preferably Morpholinyl is mentioned.

A more preferable example of the disulfide compound according to the present invention may be a compound represented by the following formula (4) or (5).

[Formula 4]

[Formula 5]

.

.

The disulfide compound may be included in an amount of 0.1 to 10% by weight, preferably 0.1 to 5% by weight, based on the solid content of the colored photosensitive resin composition. When the compound is contained in an amount of 0.01 to 1% by weight based on the above, a color filter having excellent sensitivity and excellent heat resistance can be prepared with improved yellowing.

As an embodiment of the present invention, the mixing weight ratio of the compound represented by Formula 1 and the disulfide compound according to the present invention may be 20:80 to 80:20, preferably 30:70 to 60:40. When the mixing weight ratio of the compound represented by Formula 1 and the disulfide compound is 30:70 to 60:40, it is possible to maximize the effect of suppressing the occurrence of yellowing due to improved heat resistance.

<Coloring agent (A)>

The colorant (A) according to the present invention includes at least one of Pigment Green 7 and Pigment Green 58 and Pigment Blue 16.

The composition of the present invention can realize a wide color range of green and blue by using a binary mixed pigment including a green pigment and a blue pigment as a colorant, and exhibit high luminance and contrast, and excellent coloring power and pattern formation. I can.

In the present invention, Pigment Green 7 and Pigment Green 58 have a main function of indicating green color in the coloring composition, and Pigment Blue 16 functions indicating blue color.

As an embodiment of the present invention, a mixture weight ratio of at least one of Pigment Green 7 and Pigment Green 58 and Pigment Blue 16 may be 10:90 to 80:20, and preferably 50:50 to 70:30. . When the mixing weight ratio of at least one of Pigment Green 7 and Pigment Green 58 and Pigment Blue 16 is 50:50 to 70:30, a wide color reproduction range, high luminance and contrast, excellent coloring power, etc. are most remarkably in the above range. Can be expressed.

As another embodiment of the present invention, at least one of Pigment Green 7 and Pigment Green 58 and Pigment Blue 16 may be included in an amount of 10 to 50% by weight based on the total content of the colorant. When the content of at least one of Pigment Green 7 and Pigment Green 58 and Pigment Blue 16 is 10 to 50% by weight based on the above standard, the color reproduction range may be most widely expressed.

In addition to the above-described pigments, the colorant according to the present invention may further include pigments and dyes used in the art within a range not departing from the object of the present invention.

(a1) pigment

The pigment (a1) that can be further used in the present invention includes organic pigments and inorganic pigments.

As the organic pigment, various pigments used in printing ink, inkjet ink, etc. may be used, and specifically, phthalocyanine (water-soluble azo pigment, insoluble azo pigment), phthalocyanine pigment, quinacridone pigment, isoin Dolinone Pigment, Isoindolin Pigment, Ferylene Pigment, Perinone Pigment, Dioxazine Pigment, Anthraquinone Pigment, Dianthraquinonyl Pigment, Anthrapyrimidine Pigment, Antanthrone Pigment, Indanthrone Pigment, And a pravantron pigment, a pyranthrone pigment, or a diketopyrropyrrole pigment.

Examples of the inorganic pigment include metal compounds such as metal oxides or metal complex salts, and specifically, oxides or complexes of metals such as iron, cobalt, aluminum, cadmium, lead, copper, titanium, magnesium, chromium, zinc, and antimony. Metal oxides and the like.

In particular, the organic pigments and inorganic pigments specifically include compounds classified as pigments in the color index (published by The Society of Dyers and Colourists), and more specifically, the color index (CI) number as follows. Although a pigment can be mentioned, it is not necessarily limited to these.

As the pigment used in the pigment dispersion composition according to the present invention, organic pigments or inorganic pigments generally used in the art may be used, and these may be used alone or in combination of two or more.

The pigment may be used for resin treatment, surface treatment using a pigment derivative into which an acidic group or a basic group is introduced, a grafting treatment on the surface of the pigment with a polymer compound, etc., atomization treatment by sulfuric acid atomization, or for removing impurities. Washing treatment with an organic solvent, water, or the like, removal treatment of ionic impurities by an ion exchange method, or the like may be performed.

Specific examples of the pigment,

C.I. Pigment Yellow 20, 24, 31, 53, 83, 86, 93, 94, 109, 110, 117, 125, 137, 138, 147, 148, 153, 154, 166, 173, 180 and 185;

C.I. Pigment Orange 13, 31, 36, 38, 40, 42, 43, 51, 55, 59, 61, 64, 65, and 71;

C.I. Pigment Red 9, 97, 105, 122, 123, 144, 149, 166, 168, 176, 177, 180, 192, 215, 216, 224, 242, 254, 255 and 264;

C.I. Pigment violet 14, 19, 23, 32, 33, 36 and 38;

C.I. Pigment Blue 15 (15:3, 15:4, 15:6, etc.), 21, 28, 64 and 76;

C.I. Pigment Greens 10, 15, 25, 36 and 47;

C.I Pigment Brown 28; And the like.

As for the pigment, it is preferable to use a pigment dispersion in which the particle diameter is uniformly dispersed. As an example of a method for uniformly dispersing the particle diameter of the pigment, a method of dispersing treatment by containing a pigment dispersant may be mentioned. According to this method, a pigment dispersion in which the pigment is uniformly dispersed in a solution can be obtained.

In the colored photosensitive resin composition of the present invention, the (a1) pigment may be included in the form of a pigment dispersion composition.

The pigment dispersion composition includes (a1) a pigment, (a2) a dispersant, and (a3) a dispersing aid, and (a4) a dispersing resin may be added to facilitate storage stability and dispersion.

In addition, the (a1) pigment may be included in the range of 20 to 90% by weight, preferably 30 to 70% by weight, based on the total weight of the solid content in the pigment dispersion composition. If the content of the pigment is not included in the above range, the viscosity is high and storage stability is poor, and the dispersion efficiency is low, which adversely affects the contrast ratio.

(a2) dye

The dye may be used without limitation as long as it has solubility in an organic solvent. Preferably, it is preferable to use a dye that has solubility in an organic solvent and can secure reliability such as solubility in an alkali developer, heat resistance, and solvent resistance.

The dye may be selected from acid dyes having acidic groups such as sulfonic acid or carboxylic acid, salts of acidic dyes and nitrogen-containing compounds, sulfonamides of acidic dyes, and derivatives thereof. In addition, azo-based, xanthene-based, phthalocyanine Acid dyes of the system and their derivatives can also be selected.

Preferably, the dye may be a compound classified as a dye in the color index (published by The Society of Dyers and Colorists), or a known dye described in the dye note (color dyeing company).

Specific examples of the dye include C.I. As a solvent dye,

C.I. Solvent Yellow 4, 14, 15, 21, 23, 24, 38, 62, 63, 68, 82, 94, 98, 99, and 162;

C.I. Solvent Red 8, 45, 49, 122, 125 and 130;

C.I. Solvent orange 2, 7, 11, 15, 26 and 56;

C.I. Solvent blue 35, 37, 59 and 67;

C.I. Green dyes, such as solvent green 1, 3, 4, 5, 7, 28, 29, 32, 33, 34, and 35, etc. are mentioned.

Also, C.I. As an acid dye

CI Acid Yellow 1, 3, 7, 9, 11, 17, 23, 25, 29, 34, 36, 38, 40, 42, 54, 65, 72, 73, 76, 79, 98, 99, 111, 112 , 113, 114, 116, 119, 123, 128, 134, 135, 138, 139, 140, 144, 150, 155, 157, 160, 161, 163, 168, 169, 172, 177, 178, 179, 184 , 190, 193, 196, 197, 199, 202, 203, 204, 205, 207, 212, 214, 220, 221, 228, 230, 232, 235, 238, 240, 242, 243 and 251;

CI Acid Red 1, 4, 8, 14, 17, 18, 26, 27, 29, 31, 34, 35, 37, 42, 44, 50, 51, 52, 57, 66, 73, 80, 87, 88 , 91, 92, 94, 97, 103, 111, 114, 129, 133, 134, 138, 143, 145, 150, 151, 158, 176, 182, 183, 198, 206, 211, 215, 216, 217 , 227, 228, 249, 252, 257, 258, 260, 261, 266, 268, 270, 274, 277, 280, 281, 195, 308, 312, 315, 316, 339, 341, 345, 346, 349 , 382, 383, 394, 401, 412, 417, 418, 422 and 426;

C.I. Acid Orange 6, 7, 8, 10, 12, 26, 50, 51, 52, 56, 62, 63, 64, 74, 75, 94, 95, 107, 108, 169 and 173;

CI Acid Blue 1, 7, 9, 15, 18, 23, 25, 27, 29, 40, 42, 45, 51, 62, 70, 74, 80, 83, 86, 87, 90, 92, 96, 103 , 112, 113, 120, 129, 138, 147, 150, 158, 171, 182, 192, 210, 242, 243, 256, 259, 267, 278, 280, 285, 290, 296, 315, 324:1 , 335 and 340;

C.I. acid violet 6B, 7, 9, 17 and 19;

And dyes such as C.I. acid green 1, 3, 5, 9, 16, 25, 27, 50, 58, 63, 65, 80, 104, 105, 106 and 109.

Also as a C.I. direct dye

CI Direct Yellow 2, 33, 34, 35, 38, 39, 43, 47, 50, 54, 58, 68, 69, 70, 71, 86, 93, 94, 95, 98, 102, 108, 109, 129 , 136, 138 and 141;

CI Direct Red 79, 82, 83, 84, 91, 92, 96, 97, 98, 99, 105, 106, 107, 172, 173, 176, 177, 179, 181, 182, 184, 204, 207, 211 , 213, 218, 220, 221, 222, 232, 233, 234, 241, 243, 246 and 250;

C.I. Direct Orange 34, 39, 41, 46, 50, 52, 56, 57, 61, 64, 65, 68, 70, 96, 97, 106 and 107;

CI Direct Blue 38, 44, 57, 70, 77, 80, 81, 84, 85, 86, 90, 93, 94, 95, 97, 98, 99, 100, 101, 106, 107, 108, 109, 113 , 114, 115, 117, 119, 137, 149, 150, 153, 155, 156, 158, 159, 160, 161, 162, 163, 164, 166, 167, 170, 171, 172, 173, 188, 189 , 190, 192, 193, 194, 196, 198, 199, 200, 207, 209, 210, 212, 213, 214, 222, 228, 229, 237, 238, 242, 243, 244, 245, 247, 248 , 250, 251, 252, 256, 257, 259, 260, 268, 274, 275 and 293;

C.I. Direct Violet 47, 52, 54, 59, 60, 65, 66, 79, 80, 81, 82, 84, 89, 90, 93, 95, 96, 103 and 104;

Dyes, such as C.I. direct green 25, 27, 31, 32, 34, 37, 63, 65, 66, 67, 68, 69, 72, 77, 79, and 82, are mentioned.

Also, C.I. As a modanto dye

C.I. modanto yellow 5, 8, 10, 16, 20, 26, 30, 31, 33, 42, 43, 45, 56, 61, 62 and 65;

CI Moderno Red 1, 2, 3, 4, 9, 11, 12, 14, 17, 18, 19, 22, 23, 24, 25, 26, 30, 32, 33, 36, 37, 38, 39, 41, 43, 45, 46, 48, 53, 56, 63, 71, 74, 85, 86, 88, 90, 94 and 95;

C.I. Moderno Orange 3, 4, 5, 8, 12, 13, 14, 20, 21, 23, 24, 28, 29, 32, 34, 35, 36, 37, 42, 43, 47 and 48;

CI Moderno Blue 1, 2, 3, 7, 8, 9, 12, 13, 15, 16, 19, 20, 21, 22, 23, 24, 26, 30, 31, 32, 39, 40, 41, 43, 44, 48, 49, 53, 61, 74, 77, 83 and 84;

C.I. modanto violet 1, 2, 4, 5, 7, 14, 22, 24, 30, 31, 32, 37, 40, 41, 44, 45, 47, 48, 53 and 58;

Dyes, such as C.I. modanto green 1, 3, 4, 5, 10, 15, 19, 26, 29, 33, 34, 35, 41, 43, and 53, are mentioned.

The content of the dye may be included in an amount of 0.5 to 80% by weight, preferably 0.5 to 60% by weight, and more preferably 1 to 50% by weight based on the solid content in the colorant. If the content of the dye is within the above range based on the above criteria, it is possible to prevent the problem that the dye is eluted by the organic solvent after pattern formation, and it is preferable because it has excellent sensitivity.

The colorant (A) may be included in an amount of 10 to 80% by weight, preferably 35 to 50% by weight, based on the solid content in the colored photosensitive resin composition of the present invention. When the colorant is included in an amount of 10 to 80% by weight based on the above, even if a thin film is formed, the color density of the pixel is sufficient and the omission property of the non-pixel part is not lowered during development, so that the occurrence of residue can be suppressed.

The colorant components may be previously dispersed/dissolved in some of the composition solvents described below and added to the colored photosensitive resin composition.

<Alkali-soluble resin (B))>

The alkali-soluble resin according to the present invention is a component that imparts solubility to an alkali developer used in a developing treatment step for forming a pattern and reactivity to light or heat.

The alkali-soluble resin according to the present invention may be polymerized including a compound having an unsaturated bond and a carboxyl group.

The compound having an unsaturated bond and a carboxyl group is not limited as long as it is a carboxylic acid compound having a polymerizable unsaturated double bond, and as a specific example, two in a molecule such as an unsaturated monocarboxylic acid, an unsaturated dicarboxylic acid or an unsaturated tricarboxylic acid. Polyhydric carboxylic acid etc. which have the above carboxy group are mentioned.

Examples of the unsaturated monocarboxylic acid include acrylic acid, methacrylic acid, and crotonic acid.

Examples of the unsaturated polyhydric carboxylic acid include maleic acid, fumaric acid, citraconic acid, mesaconic acid, and itaconic acid.

The polyhydric carboxylic acid may be an acid anhydride, and examples of the unsaturated polyhydric carboxylic anhydride include maleic anhydride, itaconic anhydride, and citraconic anhydride.

In addition, the unsaturated polyhydric carboxylic acid may be a mono (2-methacryloyloxyalkyl) ester thereof, for example, succinate mono (2-acryloyloxyethyl), succinate mono (2-methacryloyloxy). Ethyl), monophthalate (2-acryloyloxyethyl), monophthalate (2-methacryloyloxyethyl), and the like.

The unsaturated polyhydric carboxylic acid may be a mono(meth)acrylate of the dicarboxylic polymer at both ends, for example, ω-carboxypolycaprolactone monoacrylate, ω-carboxypolycaprolactone monomethacrylate, etc. have.

In addition, the unsaturated polyhydric carboxylic acid may be an unsaturated acrylate containing a hydroxy group and a carboxyl group in the same molecule, for example, α-(hydroxymethyl)acrylic acid, etc.

Among these, acrylic acid, methacrylic acid, maleic anhydride and the like are preferably used from the viewpoint of high copolymerization reactivity.

The compounds having an unsaturated bond and a carboxyl group according to the present invention may be used alone or in combination of two or more.

In addition, the alkali-soluble resin (B)) according to the present invention may be polymerized by further including at least one other monomer copolymerizable with the compound having the unsaturated bond and carboxyl group.

For example, styrene, vinyltoluene, methylstyrene, p-chlorostyrene, o-methoxystyrene, m-methoxystyrene, p-methoxystyrene, o-vinylbenzylmethylether, m-vinylbenzylmethylether, p- Aromatic vinyl compounds such as vinyl benzyl methyl ether, o-vinyl benzyl glycidyl ether, m-vinyl benzyl glycidyl ether, and p-vinyl benzyl glycidyl ether; N-cyclohexylmaleimide, N-benzylmaleimide, N-phenylmaleimide, No-hydroxyphenylmaleimide, Nm-hydroxyphenylmaleimide, Np-hydroxyphenylmaleimide, No-methylphenylmaleimide, Nm -N-substituted maleimide compounds such as methylphenylmaleimide, Np-methylphenylmaleimide, No-methoxyphenylmaleimide, Nm-methoxyphenylmaleimide, and Np-methoxyphenylmaleimide; Methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, i-propyl (meth) acrylate, n-butyl (meth) acrylate, i-butyl (meth) acrylate, alkyl (meth)acrylates such as sec-butyl (meth)acrylate and t-butyl (meth)acrylate; Cyclopentyl (meth)acrylate, cyclohexyl (meth)acrylate, 2-methylcyclohexyl (meth)acrylate, tricyclo[5.2.1.0 2,6]decane-8-yl (meth)acrylate, 2- Alicyclic (meth)acrylates such as dicyclopentanyloxyethyl (meth)acrylate and isobornyl (meth)acrylate; Aryl (meth)acrylates such as phenyl (meth)acrylate and benzyl (meth)acrylate; 3-(methacryloyloxymethyl)oxetane, 3-(methacryloyloxymethyl)-3-ethyloxetane, 3-(methacryloyloxymethyl)-2-trifluoromethyloxetane, 3-(methacryloyloxymethyl)-2-phenyloxetane, 2-(methacryloyloxymethyl)oxetane, 2-(methacryloyloxymethyl)-4-trifluoromethyloxetane, etc. Unsaturated oxetane compounds; Unsaturated oxirane such as glycidyl (meth)acrylate, 3,4-epoxycyclohexyl (meth)acrylate, 3,4-epoxycyclohexylmethyl (meth)acrylate, and methylglycidyl (meth)acrylate compound; (Meth)acrylate substituted with a cycloalkane, dicycloalkane, or tricycloalkane ring having 4 to 16 carbon atoms; And the like. These may be used alone or in combination of two or more.

It is preferable that the alkali-soluble resin has an acid value in the range of 30 to 150 (KOHmg/g). When the acid value is in the above range, developability to a developer is excellent, sensitivity and adhesion are excellent, so that an excellent coating film without short circuit of the pattern can be made.

The weight average molecular weight of the alkali-soluble resin in terms of polystyrene may be 5,000 to 50,000, preferably 10,000 to 30,000. When the weight average molecular weight of the alkali-soluble resin is in the above range, film reduction during development is prevented, and the omission property of the pattern portion becomes good, which is preferable.

The content of the alkali-soluble resin is in the range of 10 to 80% by weight, preferably 10 to 70% by weight, based on the solid content in the colored photosensitive resin composition. When the content of the alkali-soluble resin is within the above range, the solubility in the developer is sufficient to improve developability, and as the stability of the coating film increases, a short circuit of the pattern does not occur.

< Photopolymerization Compound (C)>

The photopolymerizable compound contained in the colored photosensitive resin composition of the present invention is a compound that can be polymerized by the action of light and a photopolymerization initiator described later, and includes monofunctional monomers, bifunctional monomers, and other polyfunctional monomers.

The photopolymerizable compound used in the present invention may be used by mixing two or more photopolymerizable compounds having different structures or number of functional groups in order to improve developability, sensitivity, adhesion, and surface problems of the colored photosensitive resin composition, There is no limit to its scope.

Specific examples of monofunctional monomers include nonylphenylcarbitol acrylate, 2-hydroxy-3-phenoxypropyl acrylate, 2-ethylhexylcarbitol acrylate, 2-hydroxyethyl acrylate, and N-vinylpyrroly. Such as money. Specific examples of the bifunctional monomer include 1,6-hexanediol di (meth) acrylate, ethylene glycol di (meth) acrylate, neopentyl glycol di (meth) acrylate, triethylene glycol di (meth) acrylate, Bis(acryloyloxyethyl) ether of bisphenol A, 3-methylpentanediol di(meth)acrylate, etc. are mentioned.

Specific examples of other polyfunctional monomers include trimethylolpropane tri(meth)acrylate, ethoxylated trimethylolpropane tri(meth)acrylate, propoxylated trimethylolpropane tri(meth)acrylate, pentaerythritol tri (Meth)acrylate, pentaerythritol tetra(meth)acrylate, dipentaerythritol penta(meth)acrylate, ethoxylated dipentaerythritol hexa(meth)acrylate, propoxylated dipentaerythritol Hexa(meth)acrylate, dipentaerythritol hexa(meth)acrylate, etc. are mentioned. Among these, a bifunctional or higher polyfunctional monomer is preferably used.

The photopolymerizable compound may be included in an amount of 1 to 50% by weight, preferably 1 to 30% by weight, based on the solid content of the colored photosensitive resin composition. When the photopolymerizable compound is contained in an amount of 1 to 45% by weight based on the above, it is preferable because the strength and smoothness of the pixel portion become good.

< Light polymerization Initiator (D)>

The photopolymerization initiator in the present invention is a compound that generates a radical capable of initiating polymerization of the photopolymerizable compound by exposure to radiation such as visible light, ultraviolet rays, far ultraviolet rays, electron rays, and X-rays. Representative examples of such photoinitiators include acetophenone-based compounds, benzophenone-based compounds, biimidazole-based compounds, triazine-based compounds, oxime ester-based compounds, thioxanthone-based compounds, and the like. In the present invention, the photoinitiator may be used alone or in combination of two or more, and it is preferable to use one or more oxime ester compounds.

Specific examples of the acetophenone compound include diethoxyacetophenone, 2-hydroxy-2-methyl-1-phenylpropan-1-one, benzyldimethylketal, 2-hydroxy-1-[4-(2-hydroxy) Oxyethoxy)phenyl]-2-methylpropan-1-one, 1-hydroxycyclohexylphenylketone, 2-methyl-1-(4-methylthiophenyl)-2-morpholinopropan-1-one, 2-Benzyl-2-dimethylamino-1-(4-morpholinophenyl)butan-1-one, 2-hydroxy-2-methyl-1-[4-(1-methylvinyl)phenyl]propane-1 -One, 2-(4-methylbenzyl)-2-(dimethylamino)-1-(4-morpholinophenyl)butan-1-one, and the like.

Examples of the benzophenone-based compound include benzophenone, methyl 0-benzoylbenzoate, 4-phenylbenzophenone, 4-benzoyl-4'-methyldiphenylsulfide, 3,3',4,4'-tetra( tert-butylperoxycarbonyl)benzophenone, 2,4,6-trimethylbenzophenone, and the like.

Specific examples of the biimidazole compound include 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3-dichloro Phenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(alkoxyphenyl)biimidazole , 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetra(trialkoxyphenyl)biimidazole, 2,2-bis(2,6-dichlorophenyl)-4, And imidazole compounds in which the 4'5,5'-tetraphenyl-1,2'-biimidazole or the phenyl group at the 4,4',5,5' position is substituted with a carboalkoxy group. Among these, 2,2'-bis(2-chlorophenyl)-4,4',5,5'-tetraphenylbiimidazole, 2,2'-bis(2,3-dichlorophenyl)-4,4' ,5,5'-tetraphenylbiimidazole, 2,2-bis(2,6-dichlorophenyl)-4,4'5,5'-tetraphenyl-1,2'-biimidazole is preferably used do.

Specific examples of the triazine-based compound include 2,4-bis(trichloromethyl)-6-(4-methoxyphenyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6 -(4-methoxynaphthyl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-piperonyl-1,3,5-triazine, 2,4-bis (Trichloromethyl)-6-(4-methoxystyryl)-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(5-methylfuran-2- Yl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloromethyl)-6-[2-(furan-2-yl)ethenyl]-1,3,5-triazine , 2,4-bis(trichloromethyl)-6-[2-(4-diethylamino-2-methylphenyl)ethenyl]-1,3,5-triazine, 2,4-bis(trichloromethyl )-6-[2-(3,4-dimethoxyphenyl)ethenyl]-1,3,5-triazine, and the like.

Examples of the oxime ester compound include 1,2-Octanedione, 1-[4-(phenylthio) phenyl]-,2-(O-benzoyloxime), 1-[9-Ethyl-6-(2-methylbenzoyl)-9H- carbazol-3-yl]ethanone 1-(O-acetyloxime).

Examples of the thioxanthone compound include 2-isopropyl thioxanthone, 2,4-diethyl thioxanthone, 2,4-dichloro thioxanthone, 1-chloro-4-propoxy thioxanthone, etc. There is this.

In addition, the photopolymerization initiator (D) may further include a photopolymerization initiation aid (d3) in order to improve the sensitivity of the colored photosensitive resin composition of the present invention. When the colored photosensitive resin composition according to the present invention contains the photopolymerization initiation aid (d3), the sensitivity is further increased and the productivity can be improved.

The photopolymerization initiation aid (d3) may preferably be one or more compounds selected from the group consisting of an amine compound, a carboxylic acid compound, and an organic sulfur compound having a thiol group.

It is preferable to use an aromatic amine compound as the amine compound, and specifically, aliphatic amine compounds such as triethanolamine, methyl diethanolamine, and triisopropanolamine, methyl 4-dimethylaminobenzoate, ethyl 4-dimethylaminobenzoate, 4- Isoamyl dimethylaminobenzoic acid, 2-ethylhexyl 4-dimethylaminobenzoic acid, 2-dimethylaminoethyl benzoic acid, N,N-dimethylparatoluidine, 4,4'-bis(dimethylamino)benzophenone (common name: Michler's ketone ), 4,4'-bis(diethylamino)benzophenone, etc. can be used.

The carboxylic acid compound is preferably an aromatic heteroacetic acid, specifically phenylthioacetic acid, methylphenylthioacetic acid, ethylphenylthioacetic acid, methylethylphenylthioacetic acid, dimethylphenylthioacetic acid, methoxyphenylthioacetic acid, dimethoxyphenylthioacetic acid Acetic acid, chlorophenylthioacetic acid, dichlorophenylthioacetic acid, N-phenylglycine, phenoxyacetic acid, naphthylthioacetic acid, N-naphthylglycine, naphthoxyacetic acid, and the like.

Specific examples of the organic sulfur compound having a thiol group include 2-mercaptobenzothiazole, 1,4-bis(3-mercaptobutyryloxy)butane, 1,3,5-tris(3-mercaptobutyloxyethyl)- 1,3,5-triazine-2,4,6(1H,3H,5H)-trione, trimethylolpropanetris (3-mercaptopropionate), pentaerythritol tetrakis (3-mercaptobutyl) Rate), pentaerythritol tetrakis (3-mercaptopropionate), dipentaerythritol hexakis (3-mercaptopropionate), tetraethylene glycolbis (3-mercaptopropionate), etc. I can.

The photopolymerization initiator (D) may be included in 1 to 50% by weight, preferably 1 to 30% by weight, based on the solid content of the colored photosensitive resin composition according to the present invention. When the photopolymerization initiator (D) is in the range of 1 to 50% by weight based on the above, the colored photosensitive resin composition is highly sensitive and the exposure time is shortened, so that productivity is improved and high resolution can be maintained. Further, the strength of the pixel portion formed by using the composition under the above-described conditions and the smoothness on the surface of the pixel portion can be improved.

In addition, when the photopolymerization initiation aid (d3) is further used, the photopolymerization initiation aid (d3) based on the solid content in the colored photosensitive resin composition according to the present invention, 0.1 to 10% by weight, preferably 0.1 to 5% by weight Can be included. When the content of the photopolymerization initiation aid (d3) is within the range of 0.1 to 10% by weight based on the above, the sensitivity of the colored photosensitive resin composition is higher, and the productivity of the color filter formed using the composition is improved. .

<Solvent (E)>

The solvent according to the present invention is used to dissolve other components of the colored photosensitive resin composition of the present invention, and any solvent used in the commonly used colored photosensitive resin composition may be used without particular limitation, and ethers, aromatic hydrocarbons Compounds, ketones, alcohols, esters, amides and the like are preferable.

Specific examples of the solvent include ethylene glycol monoalkyl ethers such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, and ethylene glycol monobutyl ether;

Diethylene glycol dialkyl ethers such as diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol dipropyl ether, and diethylene glycol dibutyl ether;

Alkylene glycol alkyl ether acetates such as methyl cellosolve acetate and ethyl cellosolve acetate;

Alkylene glycol alkyl ether acetates such as propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, methoxybutyl acetate, and methoxypentyl acetate;

Aromatic hydrocarbons such as benzene, toluene, xylene, and mesitylene;

Ketones such as methyl ethyl ketone, acetone, methyl amyl ketone, methyl isobutyl ketone, and cyclohexanone;

Alcohols such as ethanol, propanol, butanol, hexanol, cyclohexanol, ethylene glycol, and glycerin;

Esters such as ethyl 3-ethoxypropionate and methyl 3-methoxypropionate, and cyclic esters such as γ-butyrolactone;

And amides such as N,N-dimethylformamide, N,N-dimethylacetamide, and N-methylpyrrolidone.

Moreover, ethyl 3-ethoxypropionate is mentioned as an example.

Among the solvents exemplified above, when considering coatability and drying properties, an organic solvent having a boiling point of preferably 100°C to 200°C is preferable, more preferably alkylene glycol alkyl ether acetates, ketones, 3-ethoxypropionic acid Esters such as ethyl or methyl 3-methoxypropionate, more preferably propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, cyclohexanone, 3-ethoxy ethylpropionate, and 3-meth And methyl oxypropionate. These solvents may be used alone or in combination of two or more.

The content of the solvent in the colored photosensitive resin composition of the present invention may be included in an amount of 60 to 90% by weight, preferably 70 to 85% by weight, based on the total weight% of the colored photosensitive resin composition. If the solvent is in the range of 60 to 90% by weight based on the above, the coatability can be improved when applied with a coating device such as a roll coater, a spin coater, a slit and spin coater, a slit coater (die coater), or inkjet.

<Additive (F)>

The photosensitive resin composition according to the present invention may further include additives such as dispersants, dispersion aids, dispersion resins, fillers, other polymer compounds, leveling agents, adhesion promoters, antioxidants, ultraviolet absorbers, anti-aggregation agents, and chain transfer agents, if necessary. have.

The dispersant is added for deagglomeration and stability maintenance of the pigment, and those generally used in the art may be used without limitation. The dispersant preferably includes an acrylate-based dispersant (hereinafter referred to as an acrylate-based dispersant) including butyl methacrylate (BMA) or N,N-dimethylaminoethyl methacrylate (DMAEMA). Commercially available products of the acrylate-based dispersant include DISPER BYK-2000, DISPER BYK-2001, DISPER BYK-2070, or DISPER BYK-2150, and the acrylate-based dispersants can be used alone or in combination of two or more. I can.

The dispersant according to the present invention may use other resin type pigment dispersants in addition to the acrylate-based dispersant. The other resin type pigment dispersants include known resin type pigment dispersants, especially polycarboxylic acid esters typified by polyurethanes and polyacrylates, unsaturated polyamides, polycarboxylic acids, amine salts of polycarboxylic acids, Ammonium salts of polycarboxylic acids, alkylamine salts of polycarboxylic acids, polysiloxanes, long chain polyaminoamide phosphate salts, esters of polycarboxylic acids substituted with hydroxyl groups and modified products thereof, free carboxyl groups Amide formed by the reaction of polyester having and poly(lower alkyleneimine) or salts thereof, (meth)acrylic acid-styrene copolymer, (meth)acrylic acid-(meth)acrylate ester copolymer, styrene-maleic acid co Water-soluble resins or water-soluble polymer compounds such as polymers, polyvinyl alcohol, and polyvinyl pyrrolidone; Polyester; Modified polyacrylate; And phosphate esters and adducts of ethylene oxide/propylene oxide.

Commercially available products of the resin-type pigment dispersant are cationic resin dispersants, such as BYK (Big) Chemie's brand names: DISPER BYK-160, DISPER BYK-161, DISPER BYK-162, DISPER BYK-163, DISPER BYK -164, DISPER BYK-166, DISPER BYK-171, DISPER BYK-182, DISPER BYK-184; BASF's brand names: EFKA-44, EFKA-46, EFKA-47, EFKA-48, EFKA-4010, EFKA-4050, EFKA-4055, EFKA-4020, EFKA-4015, EFKA-4060, EFKA-4300, EFKA- 4330, EFKA-4400, EFKA-4406, EFKA-4510, EFKA-4800; Trade names of Lubirzol: SOLSPERS-24000, SOLSPERS-32550, NBZ-4204/10; Kawaken Fine Chemical's trade names: Hinoact T-6000, Hinoact T-7000, Hinoact T-8000; Ajinomoto's brand names: AJISPUR PB-821, Ajisper PB-822, Ajisper PB-823; Trade names of Kyoeisha Chemicals: FLORENE DOPA-17HF, Florene DOPA-15BHF, Floren DOPA-33, and Floren DOPA-44.

In addition to the above dispersants, surfactants such as cationic, anionic, nonionic, amphoteric, polyester, and polyamine may be used as the dispersant, and these may be used alone or in combination of two or more.

Specific examples of the surfactant include polyoxyethylene alkyl ethers, polyoxyethylene alkylphenyl ethers, polyethylene glycol diesters, sorbitan fatty acid esters, fatty acid modified polyesters, tertiary amine-modified polyurethanes, polyethyleneimines. Ryu, etc., as well as KP (manufactured by Shin-Etsu Chemical Co., Ltd.), POLYFLOW (manufactured by Kyoeisha Chemical Co., Ltd.), EFTOP (manufactured by Tochem Products), Megapack (MEGAFAC) (manufactured by Dai Nippon Ink Kagaku Kogyo Co., Ltd.), Flourad (manufactured by Sumitomo 3M), Asahi guard, Surflon (manufactured by Asahi Glass), SOLSPERSE ) (Manufactured by Geneca), EFKA (manufactured by EFKA Chemicals), PB 821 (manufactured by Ajinomoto), and the like.

The dispersion aid refers to a formulation that serves to prevent re-aggregation by dispersing the pigment into fine particles. The dispersion aid is effective in constituting a colored layer having a high contrast ratio and excellent transmittance.

Dispersion aids usable in the present invention include, for example, 1,8-diamino-4,5-dihydroxyanthraquinone, 1,5-bis{[2-(diethylamino)ethyl]amino}anthra- 9,10-quinone, 1,8-bis(benzamido)anthraquinone, 1,4-bis{[2-(4-hydroxyphenyl)ethyl]amino}anthra-9,10-quinone, 1,4 -Bis{[2-(dimethylamino)ethyl]amino}-5,8-dihydroxyanthra-9,10-quinone, 1,8-dihydroxy-4-[4-(2-hydroxyethyl )Anilino]-5-nitroanthra-9,10-quinone, 1,4-dihydroxyanthraquinone, 1,4-bis(4-butylanilino)-5,8-dihydroxyanthraquinone, 4'-(4-hydroxy-1-anthraquinonylamino)-acetanilide, 1,4-bis[(2,6-diethyl-4-methylphenyl)amino]anthraquinone, 1,4-bis( Butylamino)-9,10-anthracendione, 1,4-bis(4-butylanilino)-5,8-dihydroxyanthraquinone, 1,5-bis[(3-methylphenyl)amino]-9 ,10-anthracendione, 1,5-dicyclohexylaminoanthraquinone, 1,4-bis(isopropylamino)anthraquinone, 1,4-bis(methylamino)anthraquinone, 1,4-bis(2 ,6-diethyl-4-methylanilino)anthraquinone, 2,2'-(9,10-dioxoanthracene-1,4-diyldiimino)bis(5-methylsulfonate), 1-ani Rino-4-hydroxyanthraquinone, 1-hydroxy-4-[(4-methylphenyl)amino]-9,10-anthracendione, 1,4-bis(para-tolylamino)anthraquinone, 1-amino -4-Petylaminoanthraquinone, N-[4-[(4-hydroxy-anthraquino-1-yl)amino]phenyl]acetamide, 1-(methylamino)-4-(4-methylanilino) Anthracene-9,10-dione and 1,4,5,8-tetrahydroxyanthraquinone.

In addition to the dispersion aid, a commercially available dispersion aid may be further included if necessary. Specifically, Lubrizol's SOLSPERSE-5000, SOLSPERSE-12000, SOLSPERSE-22000, BYK's BYK-SYNERGIST 2100, BYK-SINERGIST 2105, BASF's EFKA-6745 or EFKA-6750 may be mentioned.

The dispersion resin may be selectively added to serve as a dispersion medium of the colorant (A), and it is possible to prepare a more excellent pigment dispersion composition by mixing and using a dispersion resin than using a dispersant alone. In the case of a dispersion resin, it can be used without limitation as long as it can act as a dispersion medium, but it is preferable to have an acid value in order to have solubility in an alkaline developer in consideration of the developability of the colored photosensitive resin composition prepared from the pigment dispersion composition.

Here, the acid value is a value measured as the amount (mg) of potassium hydroxide required to neutralize 1 g of the acrylic polymer, and it can be usually determined by titration using an aqueous potassium hydroxide solution.

In the case of a dispersion resin having an acid value, it can be prepared by copolymerizing a compound having a carboxyl group and an unsaturated bond with a compound having a copolymerizable unsaturated bond.

Specific examples of the compound having a carboxylic acid group and an unsaturated bond include monocarboxylic acids such as acrylic acid, methacrylic acid, and crotonic acid; Dicarboxylic acids such as fumaric acid, mesaconic acid, and itaconic acid; And an anhydride of the dicarboxylic acid; and mono (meth) acrylates of polymers having a carboxyl group and a hydroxyl group at both ends, such as ω-carboxypolycaprolactone mono (meth)acrylate, and acrylic acid and methacrylic acid are preferred. In the present invention, (meth)acrylate refers to acrylate, methacrylate, or both.

The compounds exemplified by the above compounds may be used alone or in combination of two or more. The compound having an unsaturated bond capable of copolymerization with the compound is, for example, styrene, vinyltoluene, α-methylstyrene, p-chlorostyrene, o-methoxystyrene, m-methoxystyrene, p-methoxystyrene, o -Aromatic vinyls such as vinylbenzylmethyl ether, m-vinylbenzylmethyl ether, p-vinylbenzylmethyl ether, o-vinylbenzyl glycidyl ether, m-vinylbenzyl glycidyl ether or p-vinylbenzyl glycidyl ether compound; Methyl (meth) acrylate, ethyl (meth) acrylate, n-propyl (meth) acrylate, i-propyl (meth) acrylate, n-butyl (meth) acrylate, i-butyl (meth) acrylate, alkyl (meth)acrylates such as sec-butyl (meth)acrylate or t-butyl (meth)acrylate; Cyclopentyl (meth)acrylate, cyclohexyl (meth)acrylate, 2-methylcyclohexyl (meth)acrylate, tricyclo[5.2.1.0 2,6]decane-8-yl (meth)acrylate, 2- Alicyclic (meth)acrylates such as dicyclopentanyloxyethyl (meth)acrylate or isobornyl (meth)acrylate; Aryl (meth)acrylates such as phenyl (meth)acrylate or benzyl (meth)acrylate; Hydroxyalkyl (meth)acrylates such as 2-hydroxyethyl (meth)acrylate or 2-hydroxypropyl (meth)acrylate; N-cyclohexylmaleimide, N-benzylmaleimide, N-phenylmaleimide, No-hydroxyphenylmaleimide, Nm-hydroxyphenylmaleimide, Np-hydroxyphenylmaleimide, No-methylphenylmaleimide, Nm -N-substituted maleimide compounds such as methylphenylmaleimide, Np-methylphenylmaleimide, No-methoxyphenylmaleimide, Nm-methoxyphenylmaleimide, and Np-methoxyphenylmaleimide; Unsaturated amide compounds such as (meth)acrylamide and N,N-dimethyl (meth)acrylamide; 3-(methacryloyloxymethyl)oxetane, 3-(methacryloyloxymethyl)-3-ethyloxetane, 3-(methacryloyloxymethyl)-2-trifluoromethyloxetane, 3-(methacryloyloxymethyl)-2-phenyloxetane, 2-(methacryloyloxymethyl)oxetane or 2-(methacryloyloxymethyl)-4-trifluoromethyloxetane, etc. Unsaturated oxetane compounds, and the like, but are not limited thereto.

The compounds exemplified by the above compounds may be used alone or in combination of two or more.

Specific examples of the filler may include glass, silica, alumina, and the like.

Specific examples of the other polymer compound include curable resins such as epoxy resins and maleimide resins; And thermoplastic resins such as polyvinyl alcohol, polyacrylic acid, polyethylene glycol monoalkyl ether, polyfluoroalkyl acrylate, polyester, and polyurethane.

As the leveling agent, commercially available surfactants can be used, and for example, surfactants such as silicone-based, fluorine-based, ester-based, cationic, anionic, nonionic, amphoteric, etc. can be mentioned, and these can be used alone. You may use it in combination of 2 or more types.

Examples of the surfactant include polyoxyethylene alkyl ethers, polyoxyethylene alkylphenyl ethers, polyethylene glycol diesters, sorbitan fatty acid esters, fatty acid-modified polyesters, tertiary amine-modified polyurethanes, In addition to polyethyleneimines, trade names are KP (manufactured by Shin-Etsu Chemical Co., Ltd.), Polyflow (manufactured by Kyei Chemical Co., Ltd.), Ftop (manufactured by Tochem Products), Megapac (manufactured by Tochem Products), and Megapak (manufactured by Dai-Nippon Ink Chemical Co., Ltd.) Co., Ltd.), Florade (manufactured by Sumitomo 3M Co., Ltd.), Asahi Guard, Saffron (above, manufactured by Asahi Glass Co., Ltd.), Sor Spas (manufactured by Zeneka Co., Ltd.), EFKA (EFKA CHEMICALS company) Production), PB821 (manufactured by Ajinomoto Co., Ltd.), and the like.

As the adhesion promoter, a silane-based compound is preferable, and specifically, vinyltrimethoxysilane, vinyltriethoxysilane, vinyltris(2-methoxyethoxy)silane, N-(2-aminoethyl)- 3-Aminopropylmethyldimethoxysilane, N-(2-aminoethyl)-3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-gly Cydoxypropylmethyldimethoxysilane, 2-(3,4-epoxycyclohexyl)ethyltrimethoxysilane, 3-chloropropylmethyldimethoxysilane, 3-chloropropyltrimethoxysilane, 3-methacryloyloxy And propyl trimethoxysilane and 3-mercaptopropyl trimethoxysilane.

Specifically, as the antioxidant, 2-tert-butyl-6-(3-tert-butyl-2-hydroxy-5-methylbenzyl)-4-methylphenylacrylate, 2-[1-(2-hydroxy -3,5-di-tert-pentylphenyl)ethyl]-4,6-di-tert-pentylphenylacrylate, 6-[3-(3-tert-butyl-4-hydroxy-5-methylphenyl)prop Foxy]-2,4,8,10-tetra-tert-butyldibenz[d,f][1,3,2]dioxaphosphepine, 3,9-bis[2-{3-(3-tert) -Butyl-4-hydroxy-5-methylphenyl)propionyloxy}-1,1-dimethylethyl]-2,4,8,10-tetraoxaspiro[5.5]undecane, 2,2'-methylenebis( 6-tert-butyl-4-methylphenol), 4,4'-butylidenebis(6-tert-butyl-3-methylphenol), 4,4'-thiobis(2-tert-butyl-5- Methylphenol), 2,2'-thiobis(6-tert-butyl-4-methylphenol), dilauryl 3,3'-thiodipropionate, dimyristyl 3,3'-thiodipropionate , Distearyl 3,3'-thiodipropionate, pentaerythrityltetrakis (3-laurylthiopropionate), 1,3,5-tris (3,5-di-tert-butyl- 4-hydroxybenzyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione, 3,3',3'',5,5',5''- Hexa-tert-butyl-a,a',a''-(mesitylene-2,4,6-triyl)tri-p-cresol, pentaerythritol tetrakis[3-(3,5-di-tert) -Butyl-4-hydroxyphenyl)propionate], 2,6-di-tert-butyl-4-methylphenol, and the like.

Specific examples of the ultraviolet absorber include 2-(3-tert-butyl-2-hydroxy-5-methylphenyl)-5-chlorobenzotriazole and alkoxybenzophenone.

Specific examples of the anti-aggregation agent include sodium polyacrylate.

Specific examples of the chain transfer agent include dodecyl mercaptan and 2,4-diphenyl-4-methyl-1-pentene.

The additive may be included in an amount of 0.1 to 10% by weight based on the solid content of the colored photosensitive resin composition. When the additive is included in an amount of 0.1 to 10% by weight based on the above, the effect of the additive may be exhibited within a range that does not impair the effect of the present invention.

<Color filter and image display device>

The present invention provides a color filter made of the colored photosensitive resin composition and an image display device including the color filter.

As an image display device capable of having such a color filter, there may be a liquid crystal display device, an OLED, a flexible display, and the like, but the present invention is not limited thereto, and all image display devices known in the art that can be applied may be exemplified.

The color filter can be manufactured by applying the above-described colored photosensitive resin composition of the present invention on a substrate, photocuring, and developing to form a pattern.

First, a colored photosensitive resin composition is applied to a substrate and then heated and dried to remove volatile components such as a solvent to obtain a smooth coating film.

As the coating method, for example, it can be performed by spin coating, casting coating, roll coating, slit and spin coating, or slit coating. After application, heat-drying (pre-baking) or drying under reduced pressure is performed and then heated to volatilize volatile components such as a solvent. Here, the heating temperature is usually 70 to 200°C, preferably 80 to 130°C. The thickness of the coating film after heating and drying is usually about 1 to 8 µm. The thus obtained coating film is irradiated with ultraviolet rays through a mask for forming a target pattern. At this time, it is preferable to use a device such as a mask aligner or a stepper so that parallel light rays are uniformly irradiated to the entire exposed portion and accurate positioning of the mask and the substrate is performed. When ultraviolet rays are irradiated, curing of the ultraviolet rays is irradiated.

As the ultraviolet rays, g-line (wavelength: 436 nm), h-line, and i-line (wavelength: 365 nm) may be used. The irradiation amount of ultraviolet rays can be appropriately selected as needed, and the present invention is not limited thereto. When the cured coating film is brought into contact with a developer to dissolve and develop the non-exposed portion, a desired pattern shape can be formed.

Any of the above developing methods, such as a liquid addition method, a dipping method, and a spray method, may be used. Further, the substrate may be tilted at an arbitrary angle during development. The developer is usually an aqueous solution containing an alkaline compound and a surfactant. The said alkaline compound may be either an inorganic or an organic alkaline compound. Specific examples of inorganic alkaline compounds include sodium hydroxide, potassium hydroxide, disodium hydrogen phosphate, sodium dihydrogen phosphate, diammonium hydrogen phosphate, ammonium dihydrogen phosphate, potassium dihydrogen phosphate, sodium silicate, potassium silicate, sodium carbonate, potassium carbonate , Sodium hydrogen carbonate, potassium hydrogen carbonate, sodium borate, potassium borate, and ammonia. In addition, specific examples of the organic alkaline compound include tetramethylammonium hydroxide, 2-hydroxyethyltrimethylammonium hydroxide, monomethylamine, dimethylamine, trimethylamine, monoethylamine, diethylamine, triethylamine, Monoisopropylamine, diisopropylamine, ethanolamine, etc. are mentioned.

These inorganic and organic alkaline compounds can be used alone or in combination of two or more, respectively. The concentration of the alkaline compound in the alkali developer is preferably 0.01 to 10% by mass, more preferably 0.03 to 5% by mass.

The surfactant in the alkaline developer may be at least one selected from the group consisting of nonionic surfactants, anionic surfactants, and cationic surfactants.

Specific examples of the nonionic surfactant include polyoxyethylene alkyl ether, polyoxyethylene aryl ether, polyoxyethylene alkyl aryl ether, other polyoxyethylene derivatives, oxyethylene/oxypropylene block copolymers, sorbitan fatty acid esters, Polyoxyethylene sorbitan fatty acid ester, polyoxyethylene sorbitol fatty acid ester, glycerin fatty acid ester, polyoxyethylene fatty acid ester, polyoxyethylene alkylamine, and the like.

Specific examples of the anionic surfactant include higher alcohol sulfate ester salts such as sodium lauryl alcohol sulfate or sodium oleyl alcohol sulfate, alkyl sulfates such as sodium lauryl sulfate or ammonium lauryl sulfate, sodium dodecylbenzenesulfonate, or Alkyl aryl sulfonic acid salts, such as sodium dodecyl naphthalene sulfonate, etc. are mentioned.

Specific examples of the cationic surfactant include amine salts such as stearylamine hydrochloride or lauryltrimethylammonium chloride, or quaternary ammonium salts. These surfactants can be used alone or in combination of two or more.

The concentration of the surfactant in the developer is usually 0.01 to 10% by mass, preferably 0.05 to 8% by mass, and more preferably 0.1 to 5% by mass. After image development, it is washed with water, and post-baking for 10 to 60 minutes can also be performed at 150-230 degreeC as needed.

Hereinafter, preferred embodiments are presented to aid in understanding of the present invention, but these examples are only illustrative of the present invention and do not limit the scope of the appended claims, and examples within the scope and spirit of the present invention It is obvious to those skilled in the art that various changes and modifications are possible, and it is natural that such modifications and modifications fall within the appended claims.

Synthesis example

Of alkali-soluble resin (B-1) Synthesis example One

A flask equipped with a stirrer, a thermometer reflux condenser, a dropping lot and a nitrogen introduction tube was prepared, and as a monomer dropping lot, benzyl maleimide 74.8 g (0.20 mol), acrylic acid 43.2 g (0.30 mol), and vinyl toluene 118.0 g (0.50 mol), 4 g of t-butylperoxy-2-ethylhexanoate, and 40 g of propylene glycol monomethyl ether acetate (PGMEA) were added and prepared by stirring and mixing, and as a dropping tank for a chain transfer agent, 6 g of n-dodecanethiol , PGMEA 24g was put and the thing which stirred and mixed was prepared.

Thereafter, 395 g of PGMEA was introduced into the flask, the atmosphere in the flask was changed from air to nitrogen, and the temperature of the flask was raised to 90° C. while stirring. Next, dropping of the monomer and the chain transfer agent was started from the dropping lot. Dropping, while maintaining 90℃, proceeded for 2 hours each, heated to 110℃ after 1 hour, maintained for 3 hours, and then introduced a gas introduction tube, and the mixture of oxygen/nitrogen = 5/95 (v/v) Start bubbling.

Next, 28.4 g of glycidyl methacrylate [(0.10 mol), (33 mol% based on the carboxyl group of acrylic acid used in this reaction)], 2,2'-methylenebis(4-methyl-6-t-butylphenol ) 0.4 g and 0.8 g of triethylamine were added to the flask, and the reaction was continued at 110° C. for 8 hours to obtain Resin B-1 having a solid acid value of 70 mgKOH/g. The weight average molecular weight in terms of polystyrene measured by GPC was 16,000, and the molecular weight distribution (Mw/Mn) was 2.3.

Of alkali-soluble resin (B-2) Synthesis example 2

182 g of propylene glycol monomethyl ether acetate was introduced into a flask equipped with a stirrer, a thermometer reflux condenser, a dropping lot, and a nitrogen introduction tube, and the atmosphere in the flask was changed from air to nitrogen, and then heated to 100°C, and then benzyl methacrylate 70.5. g (0.40 mol), methacrylic acid 45.0 g (0.50 mol), isocyclic skeleton monomethacrylate 44.5 g (0.10 mol) and propylene glycol monomethyl ether acetate 136 g in a mixture containing azobisisobutyronitrile The solution to which 3.6 g was added was added dropwise from the dropping lot to the flask over 2 hours, and stirring was continued at 100°C for 5 hours.

Then, the atmosphere in the flask was made from nitrogen to air, and glycidyl methacrylate 30 g [0.2 mol, (40 mol% based on the carboxyl group of methacrylic acid used in this reaction)], trisdimethylaminomethylphenol 0.9 g and hydroquinone 0.145 g was put into the flask, and the reaction was continued at 110° C. for 6 hours to obtain Resin B-2 having a solid acid value of 99 mgKOH/g. The weight average molecular weight in terms of polystyrene measured by GPC was 28,000, and the molecular weight distribution (Mw/Mn) was 2.2.

Of alkali-soluble resin (B-3) Synthesis example 3

After changing the atmosphere in the flask from air to nitrogen, and after raising the temperature to 100°C, benzyl methacrylate 70.5 g (0.40 mol), methacrylic acid 45.0 g (0.50 mol), 2-(2-methyl)adamantyl methacrylate A solution in which 3.6 g of azobisisobutyronitrile was added to a mixture containing 22.0 g (0.10 mol) and 136 g of propylene glycol monomethyl ether acetate was added dropwise from the dropping lot to the flask over 2 hours, followed by stirring at 100°C for 5 hours. Continued.

Next, the atmosphere in the flask was made from nitrogen to air, and glycidyl methacrylate 30 g [0.2 mol, (40 mol% based on the carboxyl group of methacrylic acid used in this reaction)], trisdimethylaminomethylphenol 0.9 g and hydroquinone 0.145 g was put into the flask, and the reaction was continued at 110° C. for 6 hours to obtain Resin B-3 having a solid acid value of 99 mgKOH/g. The weight average molecular weight in terms of polystyrene measured by GPC was 23,000, and the molecular weight distribution (Mw/Mn) was 2.3.

The measurement of the weight average molecular weight (Mw) and number average molecular weight (Mn) of the above alkali-soluble resin was performed under the following conditions using the GPC method.

Device: HLC-8120GPC (manufactured by Tosoh Corporation)

Column: TSK-GELG4000HXL + TSK-GELG2000HXL (serial connection)

Column temperature: 40°C

Mobile phase solvent: tetrahydrofuran

Flow rate: 1.0 ml/min

Injection volume: 50 µl

Detector: RI

Measurement sample concentration: 0.6% by mass (solvent = tetrahydrofuran)

Standard material for calibration: TSK STANDARD POLYSTYRENE F-40, F-4, F-1, A-2500, A-500 (manufactured by Tosoh Corporation)

The ratio of the weight average molecular weight and number average molecular weight obtained above was taken as the molecular weight distribution (Mw/Mn).

Example And Comparative example

A colored photosensitive resin composition was prepared with the components and compositions shown in Tables 1 and 2 below (unit: parts by weight).

Example One 2 3 4 5 6 7 8 Hardener G-1 0.24 0.24 0.24 0.24 0.24 0.24 0.24 0.14 G-2 0.24 0.26 - 0.24 0.26 - 0.24 0.24 G-3 0.24 - 0.26 0.24 - 0.26 0.24 0.24 G-4 - - - - - - - - G-5 - - - - - - - - Colorant (A) A-1 - - - 3.48 3.48 3.48 1.56 3.48 A-2 3.76 3.76 3.76 - - - - - A-3 1.40 1.40 1.40 1.56 1.56 1.56 3.48 1.56 A-4 - - - 0.78 0.78 0.78 0.78 0.78 A-5 10.42 10.42 10.42 9.76 9.76 9.76 9.76 9.76 Alkali Soluble Resin (B) B-1 6.52 6.52 - - - - - - B-2 - - 6.52 6.52 - - 6.52 6.52 B-3 - - - - 6.52 6.52 - - Photopolymerizable compound (C) 4.36 Photopolymerization initiator (D) D-1 1.96 D-2 0.33 Solvent (E) 70.46 Additive (F) 0.8 G-1: compound of formula 1
G-2: compound of formula 4
G-3: compound of formula 5
G-4: Ortho cresol novolac epoxy resin (SUMI-EPOXY ESCN-195XL manufactured by Sumitomo Chemical Co., Ltd.)
G-5: Alicyclic epoxy resin (Celoxide 2021, manufactured by Daicel Chemical Industry Co., Ltd.)

A-1: Pigment Green G7
A-2: Pigment Green G58
A-3: Pigment Blue B16
A-4: Pigment Yellow Y185
A-5: Pigment Yellow Y129

B-1: Alkali-soluble resin of Synthesis Example 1
B-2: Alkali-soluble resin of Synthesis Example 2
B-3: Alkali-soluble resin of Synthesis Example 3

C: dipentaerythritol hexaacrylate (Kayarad DPHA: Nippon Kayaku Co., Ltd.)
D-1: 2-Benzyl-2-dimethylamino-1-(4-morpholinophenyl)butan-1-one (Irgacure 369; Ciba Specialty Chemical Co.)
D-2: 4,4'-di(N,N'-dimethylamino)-benzophenone (EAB-F; Hodogaya Chemical Co., Ltd.)

E: Propylene glycol monomethyl ether acetate
F: Acrylic pigment dispersant (Disper byk-2001, BYK)

Comparative example One 2 3 4 5 6 7 Hardener G-1 - - - - 0.42 - - G-2 - - - - - 0.42 - G-3 - - - - - - 0.42 G-4 - - 0.51 - - - - G-5 - - - 0.51 - - - Colorant (A) A-1 - 3.48 - 3.48 3.48 3.48 - A-2 3.76 - 3.76 - - - - A-3 1.40 1.56 1.40 1.56 1.56 1.56 - A-4 - 0.78 - 0.78 0.78 0.78 0.78 A-5 10.42 9.76 10.42 9.76 9.76 9.76 9.76 Alkali Soluble Resin (B) B-1 6.52 6.52 - - - - - B-2 - - 6.52 6.52 - - 6.52 B-3 - - - - 6.52 6.52 - Photopolymerizable compound (C) 4.36 Photopolymerization initiator (D) D-1 1.96 D-2 0.33 Solvent (E) 70.46 Additive (F) 0.8

Experimental example

<Production of color filter>

A color filter was manufactured using the colored photosensitive resin compositions prepared in Examples 1 to 8 and Comparative Examples 1 to 7.

Specifically, each of the above colored photosensitive resin compositions is coated on a 2-inch-angled glass substrate (manufactured by Corning, 「EAGLE XG」) by spin coating, and then placed on a heating plate and held at a temperature of 100° C. for 3 minutes to form a thin film. Made it.

Subsequently, a test photomask having a pattern for changing the transmittance in a stepwise shape in the range of 1 to 100% and a line/space pattern of 1 µm to 50 µm was placed on the thin film, and the interval with the test photo mask was set to 100 µm. Was investigated. At this time, the ultraviolet light source was irradiated with an illuminance of 100 mJ/cm 2 using a 1KW high-pressure mercury lamp containing all g, h, and i lines, and no special optical filter was used.

The UV-irradiated thin film was developed by immersing it in a developing solution of a KOH solution having a pH of 10.5 for 2 minutes. The glass plate coated with the thin film was washed with distilled water, dried by blowing nitrogen gas, and heated in a heating oven at 200° C. for 30 minutes to prepare a color filter. The film thickness of the color filter prepared above was 2.0 to 4.0 μm.

1. Heat resistance evaluation

The prepared color filter was cut to a size of 1 inch, washed with ultrapure water and dried on a hot plate heated at 120° C. for 2 minutes, and the chromaticity before and after heating was measured. Then, the chromaticity change rate (ΔE*ab) was calculated and shown in Table 3 below.

2. Yellowing Occurrence evaluation

The prepared color filter was cut into a size of 1 inch, washed with ultrapure water and dried on a hot plate heated to 120° C. for 2 minutes, and ΔY before and after heating was measured with a spectroscope, and is shown in Table 3 below. Occurrence was evaluated according to the following criteria.

○: No yellowing occurs

△: less yellowing

X: severe yellowing

3. Film remaining rate evaluation

By measuring the thickness before and after heat treatment in the post-baking process, the difference in thickness was evaluated by Equation 1 below.

[Equation 1]

Remaining film rate = (film thickness after post-heat treatment) / (film thickness before post-heat treatment) x 100 (%)

It can be said that the larger the residual film rate value is, the better it is.

4. Reverse taper Occurrence evaluation

The prepared colored photosensitive resin composition was applied onto a glass substrate (#1737, manufactured by Corning) by spin coating, and then placed on a heating plate and held at a temperature of 100° C. for 3 minutes to form a thin film. Subsequently, a test photomask having a line and an empty space pattern was placed on the thin film, and the distance between the test photomask was set to 1000 μm, and an ultra-high pressure mercury lamp (USH-250D, manufactured by Ushio Denki Co., Ltd.) was used in an atmospheric atmosphere. It was irradiated with light at an exposure dose of 60 mJ/cm 2 (365 nm). The UV-irradiated thin film was developed for 80 seconds in a developing solution of a KOH aqueous solution having a pH of 12.5 using a spray developer. The glass substrate coated with the thin film was washed with distilled water, and then dried by blowing nitrogen gas, and the cross section of the pattern was measured for the shape of the pattern taper using FE-SEM, and the upper length and the lower length were measured. The pattern shape (thin film) thickness of the manufactured color filter was 2.5 to 2.9 μm.

As shown in Fig. 1, when the length (a) of the upper part of the pattern is longer than the length (b) of the lower part, it is referred to as an inverted taper, and when the length of the upper part is shorter than or equal to the length of the lower part,'X' is indicated. Marked as O'.

Heat resistance △Y Yellowing evaluation Film remaining rate
(%) Reverse taper
Example 1 1.9 -0.09 ○ 95 ○ Example 2 2.1 -0.11 ○ 94 ○ Example 3 2.3 -0.15 ○ 94 ○ Example 4 1.7 -0.07 ○ 97 ○ Example 5 2.4 -0.15 ○ 94 ○ Example 6 2.2 -0.12 ○ 95 ○ Example 7 2.5 -0.14 ○ 93 ○ Example 8 2.5 -0.16 ○ 92 ○ Comparative Example 1 2.8 -0.22 x 82 x Comparative Example 2 2.9 -0.18 x 85 x Comparative Example 3 2.7 -0.19 x 87 x Comparative Example 4 2.8 -0.20 x 88 x Comparative Example 5 2.7 -0.17 △ 89 x Comparative Example 6 2.8 -0.19 △ 90 x Comparative Example 7 2.7 -0.18 △ 89 x

Referring to Table 3, in the case of the examples including the pigment of the present invention, the compound represented by Chemical Formula 1, and the disulfide compound, the chromaticity change rate is small compared to the comparative examples not including the pigment, and the heat resistance is excellent and the residual film rate is excellent. I could confirm that.

In addition, in the case of the examples, it was confirmed that the heat resistance was excellent, so that yellowing did not occur.

In addition, in the case of the pattern made of the colored photosensitive resin composition of the present invention, it was confirmed that an inverted tapered shape was not generated to prevent light leakage, thereby extending the color reproduction range.

a: the length of the upper part of the pattern
b: the length of the lower part of the pattern

Claims (12)

Alkali-soluble resin;
A colorant comprising at least one of Pigment Green 7 and Pigment Green 58 and Pigment Blue 16;
It includes a compound represented by the following formula (1) and a disulfide compound, A colored photosensitive resin composition containing; a curing agent not containing an alicyclic epoxy resin and a novolac epoxy resin:
[Formula 1]

.
The method according to claim 1, wherein the disulfide compound is a compound represented by the following formula (2), colored photosensitive resin composition:
[Formula 2]

(In the formula, R ₁ and R ₂ are each independently a C 5 to C 20 unsaturated heterocyclic, a C 5 to C 20 saturated heterocyclic or a functional group represented by the following formula (3),
The unsaturated heterocyclic and saturated heterocyclic may contain at least one hetero atom independently of each other, and may have a monocyclic or polycyclic structure)
[Formula 3]

(In the formula, R ₃ to R ₅ are each independently hydrogen or an alkyl group having 1 to 6 carbon atoms,
* Indicates a bonding hand).
The method according to claim 1, wherein the disulfide compound is a compound represented by the following formula (4) or (5), a colored photosensitive resin composition:
[Formula 4]

[Formula 5]

.
The colored photosensitive resin composition according to claim 1, wherein a mixing weight ratio of at least one of Pigment Green 7 and Pigment Green 58 and Pigment Blue 16 is 50:50 to 70:30.
The colored photosensitive resin composition according to claim 1, wherein at least one of Pigment Green 7 and Pigment Green 58 and Pigment Blue 16 are contained in an amount of 10 to 50% by weight based on the total content of the colorant.
The colored photosensitive resin composition of claim 1, wherein the compound represented by Formula 1 is contained in an amount of 0.1 to 10% by weight based on a solid content of the colored photosensitive resin composition.
The colored photosensitive resin composition according to claim 1, wherein the disulfide compound is contained in an amount of 0.1 to 10% by weight based on a solid content of the colored photosensitive resin composition.
The method according to claim 1, wherein the mixing weight ratio of the compound represented by the formula (1) and the disulfide compound is 30:70 to 60:40, the colored photosensitive resin composition.
The colored photosensitive resin composition according to claim 1, further comprising a photopolymerizable compound, a photopolymerization initiator, and a solvent.
The method according to claim 9, based on the solid content in the colored photosensitive resin composition,
10 to 80% by weight of an alkali-soluble resin,
10 to 80% by weight of colorant,
1 to 50% by weight of a photopolymerizable compound,
1 to 50% by weight of a photopolymerization initiator,
0.1 to 10% by weight of the compound represented by Formula 1
0.1 to 10% by weight of disulfide compound
The colored photosensitive resin composition contained by.
A color filter made of the colored photosensitive resin composition of any one of claims 1 to 10.
An image display device comprising the color filter of claim 11.

Images