Photosensitive resin composition, photosensitive resin film using the same, and color filter
The photosensitive resin composition, featuring a pigment, dispersant, and specific dispersion aid, addresses the challenges of dispersibility and contrast ratio in color filters, achieving superior performance for advanced display applications.
Patent Information
- Application Number
- JP2023184890
- Authority / Receiving Office
- JP · JP
- Patent Type
- Patents
- Current Assignee / Owner
- Priority Date
- 2022-12-23
- Filing Date
- 2023-10-27
- Publication Date
- 2025-06-12
- Estimated Expiration
- 2043-10-27
AI Technical Summary
Existing photosensitive resin compositions for color filters using the pigment dispersion method face challenges in achieving high dispersibility, dispersion stability, coloring power, and contrast ratio, particularly in realizing fine patterns required for advanced display technologies.
A photosensitive resin composition is developed that includes a colorant comprising a pigment, a dispersant, and a dispersion aid represented by a specific chemical formula. This composition enhances dispersibility and stability, thereby improving coloring power and contrast ratio.
The composition achieves high dispersibility and stability of pigments, resulting in excellent coloring power and contrast ratio for color filters, which is essential for advanced display technologies such as LCDs and image sensors.
Smart Images

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Abstract
Description
Technical Field
[0001] The present invention relates to a photosensitive resin composition, a photosensitive resin film using the same, and a color filter.
Background Art
[0002] One type of liquid crystal display, which is a display, has advantages such as weight reduction, thinning, low cost, low power consumption drive, and excellent bonding properties with an integrated circuit, and its range of use is expanding for notebook personal computers, monitors, and TV images.
[0003] Such a liquid crystal display includes a lower substrate on which a black matrix, a color filter, and an ITO pixel electrode are formed, an active circuit portion composed of a liquid crystal layer, a thin film transistor, and a storage capacitor layer, and an upper substrate on which an ITO pixel electrode is formed.
[0004] The color filter is composed of a black matrix layer formed in a pattern defined on a transparent substrate to block light at the boundary between pixels and a pixel portion in which a plurality of colors (usually the three primary colors of red (R), green (G), and blue (B)) are arranged in a defined order to form each pixel, which are sequentially laminated.
[0005] One method for realizing a color filter, the pigment dispersion method, is a method in which a photopolymerizable composition containing a colorant is coated on a transparent substrate provided with a black matrix, the pattern of the form to be formed is exposed, and then the non-exposed portion is removed with a solvent and thermally cured, and a colored thin film (photosensitive resin film) is formed by repeating a series of processes.
[0006] The photosensitive resin composition (pigment-type photosensitive resin composition) used in the production of color filters by the pigment dispersion method generally consists of an alkali-soluble resin, a photopolymerizable compound, a photoinitiator, an epoxy resin, a solvent, and other additives. The pigment dispersion method having the above characteristics is actively applied to the production of LCDs such as mobile phones, notebook computers, monitors, and TVs.
[0007] However, recently, even in the photosensitive resin composition for color filters using the pigment dispersion method having various advantages, not only excellent pattern characteristics but also more improved performance are required. In particular, the characteristics of the contrast ratio are urgently required together with a high color reproduction rate.
Prior Art Documents
Patent Documents
[0008]
Patent Document 1
Summary of the Invention
Problems to be Solved by the Invention
[0009] One embodiment provides a photosensitive resin composition that has high dispersibility and dispersion stability and is excellent in coloring power and contrast ratio when realizing a color filter.
[0010] Another embodiment provides a photosensitive resin film using the photosensitive resin composition.
[0011] Still another embodiment provides a color filter including the photosensitive resin film.
Means for Solving the Problems
[0012] One embodiment provides a photosensitive resin composition including (A) a colorant, (B) a photopolymerizable compound, (C) a photoinitiator, (D) a binder resin, and (E) a solvent, wherein the colorant includes a pigment, a dispersant, and a dispersion aid represented by the following Chemical Formula 1. [Chemical Formula 1]
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[0013] The dispersion aid is represented by the following Chemical Formula 1-1: [Chemical Formula 1-1]
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[0014] R 11 and R 12 may each independently be a C5 or C6 cycloalkyl group.
[0015] R 13 and R 14are each independently, *-SO 3 - , *-COOH, *-NH 2 , *-N(CH 2 CH 3 ) 2 , *-N + H 3 , *-N + (CH 2 CH 3 ) 3 , or may be N-phthalimidyl.
[0016] L 13 and L 14 may each independently be a substituted or unsubstituted alkylene group having 4 to 6 carbon atoms.
[0017] The dispersion aid is selected from the group consisting of the following chemical formulas 1-1-1 to 1-1-10: [Chemical formula 1-1-1]
Chemical formula
Chemical formula
Chemical formula
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Chemical formula
[0018] The dispersion aid contains, as a core, a compound represented by Chemical formula 1, and further contains a shell surrounding the core, and the shell may be a compound represented by the following Chemical formula 2. [Chemical formula 2] [Chemical formula 2] In Chemical formula 2, A and B are each independently a benzene ring, a pyridine ring, or a furan ring, R 21 and R 22 are each independently a halogen atom, or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, L 21 and L 22 are each independently a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, or a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, and a and b are each independently an integer of 0 to 4, and n is an integer of 2 to 10.
[0019] The shell is represented by any one of the following Chemical formulas 2-1 to 2-3: [Chemical formula 2-1] [Chemical formula 2-1] [Chemical formula 2-2] [Chemical formula 2-3] [Chemical formula 2-3] [Chemical formula 2-1 to 2-3], R In Chemical formulas 2-1 to 2-3, R 21 and R 22 are each independently a halogen atom, and L 21 and L 22 are each independently a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, a1 and b1 are each independently an integer from 0 to 3, a2 and b2 are each independently an integer from 0 to 4, a3 and b3 are each independently an integer from 0 to 2, and n is an integer from 2 to 10.
[0020] L 21 and L 22 may each independently be a C1 alkylene group.
[0021] n may be 2.
[0022] The shell is selected from the group consisting of the following Chemical formulas 2-1-1 to 2-3-2: [Chemical formula 2-1-1] [Chemical formula 2-1-2] [Chemical formula 2-1-2] [Chemical formula 2-2-1] [Chemical formula 2-2-1] [Chemical formula 2-2-2] [Chemical formula 2-2-2] [Chemical formula 2-3-1] [Chemical formula 2-3-1] [Chemical formula] [Chemical formula 2-3-2] [Chemical formula] .
[0023] The dispersion aid is selected from the group consisting of the following chemical formulas 3-1-1A to 3-10-1F: [Chemical formula 3-1-1A] [Chemical formula] [Chemical formula 3-1-1B] [Chemical formula] [Chemical formula 3-1-1C] [Chemical formula] [Chemical formula 3-1-1D] [Chemical formula] [Chemical formula 3-1-1E] [Chemical formula] [Chemical formula 3-1-1F] [Chemical formula] [Chemical formula 3-2-1A] [Chemical formula] [Chemical formula 3-2-1B] [Chemical formula] [Chemical formula 3-2-1C] [Chemical formula 3-2-1D] [Chemical formula 3-2-1D] [Chemical formula 3-2-1E] [Chemical formula 3-2-1E] [Chemical formula 3-2-1F] [Chemical formula 3-2-1F] [Chemical formula 3-3-1A] [Chemical formula 3-3-1A] [Chemical formula 3-3-1B] [Chemical formula 3-3-1B] [Chemical formula 3-3-1C] [Chemical formula 3-3-1C] [Chemical formula 3-3-1D] [Chemical formula 3-3-1D] [Chemical formula 3-3-1E] [Chemical formula 3-3-1E] [Chemical formula 3-3-1F] [Chemical formula 3-3-1F] [Chemical formula 3-4-1A] [Chemical formula 3-4-1A] [Chemical formula 3-4-1B] [Chemical formula 3-4-1B] [Chemical formula] [Chemical formula 3-4-1C] [Chemical formula] [Chemical formula 3-4-1D] [Chemical formula] [Chemical formula 3-4-1E] [Chemical formula] [Chemical formula 3-4-1F] [Chemical formula] [Chemical formula 3-5-1A] [Chemical formula] [Chemical formula 3-5-1B] [Chemical formula] [Chemical formula 3-5-1C] [Chemical formula] [Chemical formula 3-5-1D] [Chemical formula] [Chemical formula 3-5-1E] [Chemical formula] [Chemical formula 3-5-1F] [Chemical formula] [Chemical formula 3-6-1A]
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[0024] The dispersion aid may have a maximum absorption wavelength of 530 nm to 700 nm.
[0025] The dispersion aid may be contained in an amount of 0.01 wt% to 10 wt% based on the total amount of the photosensitive resin composition.
[0026] The weight ratio of the dispersion aid to the pigment may be 1:5 to 1:100.
[0027] The photosensitive resin composition contains, based on the total amount of the photosensitive resin composition, (A) 5% by weight to 50% by weight of a colorant, (B) 0.1% by weight to 10% by weight of a photopolymerizable compound, (C) 0.1% by weight to 5% by weight of a photoinitiator, (D) 0.5% by weight to 20% by weight of a binder resin, and may contain (E) a solvent.
[0028] Another embodiment provides a photosensitive resin film using the photosensitive resin composition.
[0029] The photosensitive resin film may be a color negative photoresist.
[0030] Yet another embodiment provides a color filter including the photosensitive resin film.
[0031] Yet another embodiment provides a display including the color filter.
[0032] Specific matters of other aspects of the present invention are included in the following detailed description.
Effects of the Invention
[0033] The photosensitive resin composition according to one embodiment has high dispersibility and dispersion stability, and is excellent in coloring power and contrast ratio when realizing a color filter. Therefore, by using the photosensitive resin composition according to one embodiment, an excellent color filter and a display can be realized.
Modes for Carrying Out the Invention
[0034] Hereinafter, embodiments of the present invention will be described in detail. However, this is presented as an example, and the present invention is not limited thereto, and the present invention is defined only by the scope of the following claims.
[0035] Unless otherwise specified in this specification, "substitution" means that at least one hydrogen atom in a compound is substituted with a halogen atom (F, Cl, Br, I), a hydroxy group, an alkoxy group having 1 to 20 carbon atoms, a nitro group, a cyano group, an amino group, an imino group, an azide group, an amidino group, a hydrazino group, a hydrazono group, a carbonyl group, a carbamyl group, a thiol group, an ester group, an ether group, a carboxyl group or its salt, a sulfonic acid group or its salt, a phosphoric acid or its salt, an alkyl group having 1 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, an alkynyl group having 2 to 20 carbon atoms, an aryl group having 6 to 30 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, a cycloalkenyl group having 3 to 20 carbon atoms, a cycloalkynyl group having 3 to 20 carbon atoms, a heterocycloalkyl group having 2 to 20 carbon atoms, a heterocycloalkenyl group having 2 to 20 carbon atoms, a heterocycloalkynyl group having 2 to 20 carbon atoms or a substituent combination thereof.
[0036] Unless otherwise specified in this specification, "heterocycloalkyl group" and "heteroaryl group" each mean that there is at least one heteroatom of N, O, S or P in an aryl ring compound.
[0037] Unless otherwise specified in this specification, "heterocycloalkyl group", "heterocycloalkenyl group", "heterocycloalkynyl group", and "heterocycloalkylene group" each mean that there is at least one heteroatom of N, O, S or P in a cycloalkyl, cycloalkenyl, cycloalkynyl, and cycloalkylene ring compound, respectively.
[0038] Unless otherwise specified in this specification, "(meth)acrylate" means that both "acrylate" and "methacrylate" are possible.
[0039] Unless otherwise defined in this specification, "combination" means mixing or copolymerization. Also, "copolymerization" means block copolymerization or random copolymerization, and "copolymer" means block copolymer or random copolymer.
[0040] Unless otherwise defined in the chemical formulas within this specification, if a chemical bond is not drawn at a position where a chemical bond should be drawn, it means that a hydrogen atom is bonded to that position.
[0041] Unless otherwise defined in this specification, "*" means a moiety that binds to the same or different atoms or chemical formulas.
[0042] Unless otherwise defined in this specification, "particle size" means the diameter of a particle, and the particle size may be the Z-average value of the particle diameter measured by dynamic light scattering.
[0043] (Photosensitive resin composition) One embodiment provides a photosensitive resin composition comprising (A) a colorant, (B) a photopolymerizable compound, (C) a photopolymerization initiator, (D) a binder resin, and (E) a solvent, wherein the colorant comprises a pigment, a dispersant, and a dispersion aid represented by the following Chemical Formula 1: [Chemical Formula 1] [Chem.] In Chemical Formula 1, R 11 and R 12 are each independently a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 20 carbon atoms, and R 13 and R 14 are each independently *-SO 3 - , *-COOH, *-N(R a ) 2 , *-N + (R b ) 3 , or N-phthalimidyl, where R a and R b are each independently a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, and L11 and L 12 are each independently a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, and L 13 and L 14 are each independently a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms.
[0044] (A) Colorant A photosensitive resin composition according to one embodiment is a pigment type photosensitive resin composition, and the colorant contains a pigment. In a color filter using the pigment type photosensitive resin composition, there are limitations in luminance and contrast ratio due to the particle size of the pigment. Further, in order to be applied for an image sensor, a resin composition composed of smaller particles is required for forming a fine pattern. To achieve this, it is necessary to realize a compound that aids in the dispersion of the pigment and prevents re-aggregation, and a composition using the same.
[0045] In this regard, the colorant contains a dispersion aid represented by Chemical Formula 1. Specifically, in the dispersion aid represented by Chemical Formula 1, both benzene rings of the squarene (SQ) - based mother nucleus are each substituted with *-L 11 -O-L 13 -R 13 and *-L 12 -O-L 14 -R 14 and can interact with the pigment, the dispersant, or both of them. For example, in the dispersion aid represented by Chemical Formula 1, *-L 11 -O-L 13 -R 13 and *-L 12 -O-L 14 -R 14It can form a covalent bond with a dispersant or a dispersion resin, and the phthalocyanine-based mother nucleus can form a covalent bond with a pigment, which can help the interaction between the pigment and the dispersant. As a result, it is possible to provide a photosensitive resin composition with high dispersibility and dispersion stability of the pigment, and excellent coloring power and light and dark ratio when realizing a color filter. Furthermore, in the dispersion aid represented by Chemical Formula 1, since the squalene-based mother nucleus exhibits green color, when realizing a color filter of the photosensitive resin composition containing this, the green coloring power and light and dark ratio can be further improved.
[0046] Therefore, the dispersion aid represented by Chemical Formula 1 can function as a dispersion aid and also as a coloring aid. When using the photosensitive resin composition according to an embodiment containing this, it is possible to realize a color filter and a display excellent in color reproducibility and light and dark ratio.
[0047] The description of each substituent in Chemical Formula 1 is as follows.
[0048] L 11 and L 12 are each independently a substituted or unsubstituted arylene having 6 to 20 carbon atoms.
[0049] Specifically, L 11 and L 12 may all be phenylene. In this case, the dispersion aid is represented by the following Chemical Formula 1-1: [Chemical Formula 1-1]
Chemical formula
[0050] L 13 and L 14 are each independently a substituted or unsubstituted alkylene group having 2 to 20 carbon atoms.
[0051] Specifically, L 13 and L 14Each may independently be a substituted or unsubstituted alkylene group having 4 to 6 carbon atoms.
[0052] R 11 and R 12 are each independently a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 20 carbon atoms.
[0053] Specifically, R 11 and R 12 may each independently be a C5 or C6 cycloalkyl group.
[0054] R 13 and R 14 are each independently *-SO 3 - , *-COOH, *-N(R a ) 2 , *-N + (R b ) 3 , or N-phthalimidyl. Here, R a is a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, and R b is a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms.
[0055] Specifically, R 13 and R 14 are each independently *-SO 3 - , *-COOH, *-NH 2 , *-N(CH 2 CH 3 ) 2 , *-N + H 3 , *-N + (CH 2 CH 3 ) 3 , or may be N-phthalimidyl.
[0056] When the dispersing aid is represented by Chemical Formula 1, it may have a symmetric structure or an asymmetric structure. However, when it has a symmetric structure, the synthesis process is shorter, easier, and the manufacturing cost can be reduced. Therefore, it is more advantageous than an asymmetric structure.
[0057] When the dispersing aid is represented by Chemical Formula 1, typical examples are as follows: [Chemical Formula 1-1-1]
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[0058] On the other hand, the dispersion aid may be a compound having a core-shell structure in which a shell, which is a macrocyclic compound, surrounds the compound represented by Chemical Formula 1. Specifically, the dispersion aid contains the compound represented by Chemical Formula 1 as a core and further contains a shell surrounding the core, and the shell may be a compound represented by the following Chemical Formula 2: [Chemical Formula 2] [Chem.] In Chemical Formula 2, A and B are each independently a benzene ring, a pyridine ring, or a furan ring, and R 21 and R 22 are each independently a halogen atom or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, and L 21 and L 22 are each independently a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms or a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, and a and b are each independently an integer of 0 to 4, and n is an integer of 2 to 10.
[0059] The description of each substituent in Chemical Formula 2 is as follows.
[0060] In Chemical Formula 2, A and B are each independently a benzene ring, a pyridine ring, or a furan ring.
[0061] Specifically, A is a benzene ring, and B may be a benzene ring, a pyridine ring, or a furan ring. In this case, the shell is represented by any one of Chemical Formulas 2-1 to 2-3: [Chemical Formula 2-1] [Chem.] [Chemical Formula 2-2] [Chemical formula] [Chemical formula 2-3] [Chemical formula] In Chemical formulas 2-1 to 2-3, R 21 and R 22 are each independently a halogen atom, and L 21 and L 22 are each independently a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, a1 and b1 are each independently an integer of 0 to 3, a2 and b2 are each independently an integer of 0 to 4, a3 and b3 are each independently an integer of 0 to 2, and n is an integer of 2 to 10.
[0062] L 21 and L 22 are each independently a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, or a substituted or unsubstituted arylene having 6 to 20 carbon atoms.
[0063] Specifically, L 21 and L 22 may each independently be a C1 alkylene group (i.e., *-CH 2 -*).
[0064] R 21 and R 22 may each independently be a halogen atom, or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms. Specifically, R 21 and R 22 may all be fluorine atoms.
[0065] n is an integer of 2 to 10, and specifically is 2.
[0066] Typical examples of the shell are as follows: [Chemical formula 2-1-1] [Chemical formula] [Chemical formula 2-1-2]
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[0067] Overall, when the dispersion aid is a core-shell structure compound, typical examples are as follows: [Chemical formula 3-1-1A]
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[0068] The length of the core represented by Chemical Formula 1 is 1 nm to 3 nm, and may be, for example, 1.5 nm to 2 nm. When the core represented by Chemical Formula 1 has a length within the above range, a core-shell structure compound can be easily formed. In other words, when the core represented by Chemical Formula 1 has a length within the above range, a shell, which is a macrocyclic compound, can be obtained as a structure surrounding the core represented by Chemical Formula 1. When using other cores that do not correspond to the length in the above range, it is difficult to form a structure in which the shell surrounds the core, and thus it is difficult to expect an improvement in durability.
[0069] In the present invention, the cage width means the internal distance of the shell. For example, in the shell represented by Chemical Formula 2, it means the distance between two different phenylene groups to which methylene groups are bonded on both sides.
[0070] The wider the cage width of the shell, the more frequently cage slip-off occurs, and the higher the possibility that the shell comes off from the dye, which is a factor reducing the durability of the dye. However, if the cage width of the shell is too small, the synthesis itself is impossible. Therefore, it is necessary to appropriately set the size of the cage of the shell.
[0071] The cage width of the shell is 6.5 Å to 7.5 Å, and the volume of the shell may be 10 Å to 16 Å. When the shell includes a cage width within the above range, a core-shell dye having a structure surrounding the core represented by Chemical Formula 1 can be obtained. Thus, when the core-shell dye is added to a photosensitive resin composition, a color filter excellent in durability can be realized.
[0072] The shell represented by Chemical Formula 2 contains an amide bond (-CONH-). Therefore, the hydrogen atom contained in the amide bond of the shell represented by Chemical Formula 2 can form a non-covalent bond with the oxygen atom of the compound represented by Chemical Formula 1. Specifically, the two atoms can form a hydrogen bond, which can enhance the durability of the core-shell dye.
[0073] As described above, since the dispersion aid has a squalene-based core that exhibits green color, the green coloring power and contrast ratio of the photosensitive resin composition can be further improved.
[0074] Specifically, the dispersion aid may have a maximum absorption wavelength (λ max ) of 530 nm to 700 nm.
[0075] More specifically, the core itself represented by Chemical Formula 1 may have a maximum absorption peak at a wavelength of 530 nm to 680 nm. However, depending on whether a halogen group can be introduced into the shell represented by Chemical Formula 2, the maximum absorption peak of the core-shell dye may change. When a halogen group is introduced into the shell represented by Chemical Formula 2, the dispersion aid may have a maximum absorption peak at a wavelength of 530 nm to 700 nm, specifically 550 to 700 nm.
[0076] That is, when a halogen group is introduced into the shell represented by Chemical Formula 2, compared with the case where no halogen group is introduced, the maximum absorption peak of the core-shell compound moves 20 nm to the long wavelength region and has excellent consistency in the green wavelength band.
[0077] When the dispersion aid is a compound having a core-shell structure, it may contain a core containing the compound represented by Chemical Formula 1 and a shell in a molar ratio of 1:1. When the core and the shell are present in the above molar ratio, a coating layer (shell) surrounding the core containing the compound represented by Chemical Formula 1 is successfully formed.
[0078] The dispersing aid is contained in an amount of 0.01% to 10% by weight, specifically 0.03% to 1% by weight, more specifically 0.05% to 0.3% by weight, for example 0.06% to 0.24% by weight, based on the total amount of the photosensitive resin composition.
[0079] Also, the dispersing aid is contained in an amount of 0.01% to 10% by weight, specifically 0.05% to 5% by weight, more specifically 0.1% to 1.5% by weight, for example 0.3% to 1.2% by weight, based on the total amount of the colorant.
[0080] Also, in the colorant, the weight ratio of the dispersing aid to the pigment may be 1:5 to 1:100, specifically 1:5 to 1:70, more specifically 1:10 to 1:50, for example 1:10 to 1:40.
[0081] When the above ranges are satisfied, the dispersibility and dispersion stability of the photosensitive resin composition according to one embodiment can be enhanced, and the coloring power and contrast ratio can be improved.
[0082] The colorant can include a pigment, and as the pigment, a green pigment, a blue pigment, a red pigment, a purple pigment, a yellow pigment, a black pigment, etc. can be used.
[0083] As the red pigment, C.I. Pigment Red 254, C.I. Pigment Red 255, C.I. Pigment Red 264, C.I. Pigment Red 270, C.I. Pigment Red 272, C.I. Pigment Red 177, C.I. Pigment Red 89, etc. within the Color Index can be used, and these can be used alone or in combination of two or more, but are not necessarily limited thereto.
[0084] The purple pigment can use C.I. Violet Pigment 23 (V.23), C.I. Violet Pigment 29, dioxazine violet, Fast Violet B, methyl violet lake, indanthrene brilliant violet, etc. within the Color Index, and these can be used alone or in combination of two or more, but are not necessarily limited to these.
[0085] The green pigment can use C.I. Green Pigment 7, C.I. Green Pigment 36, C.I. Green Pigment 58, C.I. Green Pigment 59, etc. within the Color Index, and these can be used alone or in combination of two or more, but are not necessarily limited to these.
[0086] The blue pigment can use copper phthalocyanine pigments such as C.I. Blue Pigment 15:6, C.I. Blue Pigment 15, C.I. Blue Pigment 15:1, C.I. Blue Pigment 15:2, C.I. Blue Pigment 15:3, C.I. Blue Pigment 15:4, C.I. Blue Pigment 15:5, C.I. Blue Pigment 15:6, C.I. Blue Pigment 16, etc. within the Color Index, and these can be used alone or in combination of two or more, but are not necessarily limited to these.
[0087] The yellow pigment can use isoindoline pigments such as C.I. Yellow Pigment 185, C.I. Yellow Pigment 139, etc., quinophthalone pigments such as C.I. Yellow Pigment 138, nickel complex pigments such as C.I. Yellow Pigment 150, etc. within the Color Index, and these can be used alone or in combination of two or more, but are not necessarily limited to these.
[0088] As the black pigment, aniline black, perylene black, titanium black, carbon black, etc. can be used within the Color Index, and these can be used alone or in combination of two or more, but are not necessarily limited thereto.
[0089] These pigments can be used alone or in combination of two or more. For example, as the pigment, a green pigment, a yellow pigment, or a mixture thereof can be used.
[0090] The dispersant plays a role in uniformly dispersing the pigment in the dispersion liquid, and a nonionic, anionic, or cationic dispersant can be used respectively. Specifically, polyalkylene glycol or its ester, polyoxyalkylene, polyhydric alcohol ester alkylene oxide adduct, alcohol alkylene oxide adduct, sulfonic acid ester, sulfonate, carboxylic acid ester, carboxylate, alkylamide alkylene oxide adduct, alkylamine, etc. can be used, and these can be used alone or in combination of two or more.
[0091] The pigment is contained in the photosensitive resin composition for color filter in the form of a dispersion liquid. Such a pigment dispersion liquid can further contain a dispersion solvent, a dispersion resin, etc. in addition to the pigment, the dispersant, and the dispersion aid. The solid content of the pigment excluding the solvent is contained in an amount of 5 wt% to 20 wt%, for example, 8 wt% to 15 wt% based on the total amount of the pigment dispersion liquid.
[0092] As the solvent of the pigment dispersion liquid, ethylene glycol acetate, ethyl cellosolve, propylene glycol methyl ether acetate, ethyl lactate, polyethylene glycol, cyclohexanone, propylene glycol methyl ether, etc. can be used, and among these, propylene glycol methyl ether acetate is preferably used.
[0093] As the dispersion resin, an acrylic resin containing a carboxy group can be used, which can not only improve the stability of the pigment dispersion liquid, but also improve the patternability of the pixels.
[0094] The colorant contains a pigment and may further contain a dye. At this time, the resin composition of one embodiment may be a hybrid type composition. The dye is not particularly limited and may contain a metal complex dye.
[0095] As the metal complex dye, a compound having a maximum absorbance in the wavelength range of 200 nm to 650 nm can be used. Any metal complex dye of all colors that can dissolve in an organic solvent as long as it is a compound having an absorbance in the above range can be used to match the color coordinates in the combination of pigments.
[0096] Specifically, as the metal complex dye, a green dye having a maximum absorbance in the wavelength range of 530 nm to 680 nm, a yellow dye having a maximum absorbance in the wavelength range of 200 nm to 400 nm, an orange dye having a maximum absorbance in the wavelength range of 300 nm to 500 nm, a red dye having a maximum absorbance in the wavelength range of 500 nm to 650 nm, or a combination thereof can be used.
[0097] As the metal complex dye, a direct dye, an acid dye, a basic dye, an acid mordant dye, a sulfur dye, a vat dye, an azoic dye, a disperse dye, a reactive dye, an oxidation dye, an oil-soluble dye, an azo dye, an anthraquinone dye, an indigoid dye, a carbonium ion dye, a phthalocyanine dye, a nitro dye, a quinoline dye, a cyanine dye, a polymethine dye, or a combination thereof can be used.
[0098] The metal complex dye can contain at least one metal ion selected from the group consisting of Mg, Ni, Cu, Co, Zn, Cr, Pt, Pd, and Fe.
[0099] The metal complex dyes can use a complex of at least one selected from the group consisting of C.I. solvent dyes such as C.I. Solvent Green 1, 3, 4, 5, 7, 28, 29, 32, 33, 34, 35, C.I. acid dyes such as C.I. Acid Green 1, 3, 5, 6, 7, 8, 9, 11, 13, 14, 15, 16, 22, 25, 27, 28, 41, 50, 50:1, 58, 63, 65, 80, 104, 105, 106, 109, C.I. direct dyes such as C.I. Direct Green 25, 27, 31, 32, 34, 37, 63, 65, 66, 67, 68, 69, 72, 77, 79, 82, C.I. basic dyes such as C.I. Basic Green 1, C.I. mordant dyes such as C.I. Mordant Green 1, 3, 4, 5, 10, 13, 15, 19, 21, 23, 26, 29, 31, 33, 34, 35, 41, 43, 53, green pigments such as C.I. Pigment Green 7, 36, 58, Solvent Yellow 19, Solvent Yellow 21, Solvent Yellow 25, Solvent Yellow 79, Solvent Yellow 82, Solvent Yellow 88, Solvent Orange 45, Solvent Orange 54, Solvent Orange 62, Solvent Orange 99, Solvent Red 8, Solvent Red 32, Solvent Red 109, Solvent Red 112, Solvent Red 119, Solvent Red 124, Solvent Red 160, Solvent Red 132 and Solvent Red 218 with metal ions.
[0100] The dye containing a metal complex is used as a solvent in the photosensitive resin composition according to one embodiment, that is, the solubility in the solvents described later is 5 or more, and specifically may be 5 to 10. The solubility can be obtained as the amount (g) of the dye dissolved in 100 g of the solvent. When the solubility of the dye containing a metal complex is within the above range, the compatibility and coloring power with other components constituting the photosensitive resin composition according to one embodiment can be ensured, and precipitation of the dye can be prevented.
[0101] As the solvent, for example, propylene glycol monomethyl ether acetate (PGMEA), ethyl lactate (EL), ethylene glycol ethyl acetate (EGA), cyclohexanone, 3-methoxy-1-butanol, or a combination thereof can be used.
[0102] By having the above specific range, it can be usefully used for color filters such as LCDs and LEDs that exhibit high brightness and high contrast ratio at desired color coordinates.
[0103] The dye containing the metal complex is contained in an amount of 0.01 wt% to 1 wt%, for example, 0.01 wt% to 0.5 wt% based on the total amount of the photosensitive resin composition. When the dye containing the metal complex is used within the above range, high brightness and contrast ratio can be exhibited at desired color coordinates.
[0104] When the dye and the pigment are mixed and used, they can be mixed and used at a weight ratio of 0.1:99.9 to 99.9:0.1, specifically, a weight ratio of 1:9 to 9:1. When mixed within the weight ratio range, the chemical resistance and the maximum absorption wavelength can be controlled within an appropriate range, and high brightness and contrast ratio can be exhibited at desired color coordinates.
[0105] The colorant is contained in an amount of 5 wt% to 50 wt%, specifically 5 wt% to 40 wt%, for example, 10 wt% to 30 wt% based on the total amount of the photosensitive resin composition based on the solid content. When the colorant is contained within the above range, excellent coloring effect and developability can be exhibited.
[0106] (B) Photopolymerizable compound As the photopolymerizable compound, a monofunctional or polyfunctional ester of (meth)acrylic acid having at least one ethylenically unsaturated double bond can be used.
[0107] By having an ethylenically unsaturated double bond, the photopolymerizable compound can cause sufficient polymerization during exposure in the pattern formation process to form a pattern excellent in heat resistance, light resistance, and chemical resistance.
[0108] Specific examples of the photopolymerizable compound include ethylene glycol di(meth)acrylate, diethylene glycol di(meth)acrylate, triethylene glycol di(meth)acrylate, propylene glycol di(meth)acrylate, neopentyl glycol di(meth)acrylate, 1,4-butanediol di(meth)acrylate, 1,6-hexanediol di(meth)acrylate, bisphenol A di(meth)acrylate, pentaerythritol di(meth)acrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, pentaerythritol hexa(meth)acrylate, dipentaerythritol di(meth)acrylate, dipentaerythritol tri(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, bisphenol A epoxy (meth)acrylate, ethylene glycol monomethyl ether (meth)acrylate, trimethylolpropane tri(meth)acrylate, tris(meth)acryloyloxyethyl phosphate, novolak epoxy (meth)acrylate, and the like.
[0109] Examples of commercially available products of the photopolymerizable compound are as follows. Examples of monofunctional esters of (meth)acrylic acid include Aronix (registered trademark) M-101, M-111, M-114, etc. manufactured by Toagosei Co., Ltd., KAYARAD (registered trademark) TC-110S, TC-120S, etc. manufactured by Nippon Kayaku Co., Ltd., V-158, V-2311, etc. manufactured by Osaka Organic Chemical Industry Co., Ltd. Examples of bifunctional esters of (meth)acrylic acid include Aronix (registered trademark) M-210, M-240, M-6200, etc. manufactured by Toagosei Co., Ltd., KAYARAD (registered trademark) HDDA, HX-220, R-604, etc. manufactured by Nippon Kayaku Co., Ltd., V-260, V-312, V-335HP, etc. manufactured by Osaka Organic Chemical Industry Co., Ltd. Examples of trifunctional esters of (meth)acrylic acid include Aronix (registered trademark) M-309, M-400, M-405, M-450, M-710, M-8030, M-8060, etc. manufactured by Toagosei Co., Ltd., KAYARAD (registered trademark) TMPTA, DPCA-20, -30, -60, -120, etc. manufactured by Nippon Kayaku Co., Ltd., V-295, -300, -360, -GPT, -3PA, -400, etc. manufactured by Osaka Organic Chemical Industry Co., Ltd. The products can be used alone or in combination of two or more.
[0110] The photopolymerizable compound can also be treated with an acid anhydride for use in imparting better developability.
[0111] The photopolymerizable compound is contained in an amount of 0.1% by weight to 20% by weight, specifically 1% by weight to 15% by weight, for example 3% by weight to 10% by weight, based on the total amount of the photosensitive resin composition. When the photopolymerizable compound is contained within the above range, sufficient curing occurs during exposure in the pattern forming process, it has excellent reliability, and excellent developability in an alkaline developer.
[0112] (C) Photoinitiator The photoinitiator is an initiator commonly used in photosensitive resin compositions. For example, acetophenone-based compounds, benzophenone-based compounds, thioxanthone-based compounds, benzoin-based compounds, triazine-based compounds, oxime-based compounds, or combinations thereof can be used.
[0113] Examples of acetophenone-based compounds include 2,2'-diethoxyacetophenone, 2,2'-dibutoxyacetophenone, 2-hydroxy-2-methylpropiophenone, p-t-butyltrichloroacetophenone, p-t-butyldichloroacetophenone, 4-chloroacetophenone, 2,2'-dichloro-4-phenoxyacetophenone, 2-methyl-1-(4-(methylthio)phenyl)-2-morpholinopropan-1-one, 2-benzyl-2-dimethylamino-1-(4-morpholinophenyl)-butan-1-one, and the like.
[0114] Examples of benzophenone-based compounds include benzophenone, benzoylbenzoic acid, methyl benzoylbenzoate, 4-phenylbenzophenone, hydroxybenzophenone, acrylated benzophenone, 4,4'-bis(dimethylamino)benzophenone, 4,4'-bis(diethylamino)benzophenone, 4,4'-dimethylaminobenzophenone, 4,4'-dichlorobenzophenone, 3,3'-dimethyl-2-methoxybenzophenone, and the like.
[0115] Examples of thioxanthone-based compounds include thioxanthone, 2-methylthioxanthone, isopropylthioxanthone, 2,4-diethylthioxanthone, 2,4-diisopropylthioxanthone, 2-chlorothioxanthone, and the like.
[0116] Examples of benzoin-based compounds include benzoin, benzoin methyl ether, benzoin ethyl ether, benzoin isopropyl ether, benzoin isobutyl ether, benzyldimethyl ketal, and the like.
[0117] Examples of triazine compounds include 2,4,6-trichloro-s-triazine, 2-phenyl 4,6-bis(trichloromethyl)-s-triazine, 2-(3’,4’-dimethoxystyryl)-4,6-bis(trichloromethyl)-s-triazine, 2-(4’-methoxynaphthyl)-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-biphenyl 4,6-bis(trichloromethyl)-s-triazine, bis(trichloromethyl)-6-styryl-s-triazine, 2-(naphth-1-yl)-4,6-bis(trichloromethyl)-s-triazine, 2-(4-methoxynaphth-1-yl)-4,6-bis(trichloromethyl)-s-triazine, 2-4-bis(trichloromethyl)-6-piperonyl-s-triazine, 2-4-bis(trichloromethyl)-6-(4-methoxystyryl)-s-triazine, and the like.
[0118] Examples of oxime compounds include O-acyl oxime compounds, 2-(o-benzoyloxime)-1-[4-(phenylthio)phenyl]-1,2-octanedione, 1-(o-acetyloxime)-1-[9-ethyl-6-(2-methylbenzoyl)-9H-carbazol-3-yl]ethanone, O-ethoxycarbonyl-α-oxyamino-1-phenylpropan-1-one, and the like. Specific examples of O-acyl oxime compounds include 1,2-octanedione, 2-dimethylamino-2-(4-methylbenzyl)-1-(4-morpholin-4-yl-phenyl)-butan-1-one, 1-(4-phenylsulfanylphenyl)-butane-1,2-dione 2-oxime-O-benzoate, 1-(4-phenylsulfanylphenyl)-octane-1,2-dione 2-oxime-O-benzoate, 1-(4-phenylsulfanylphenyl)-octan-1-one oxime-O-acetate, and 1-(4-phenylsulfanylphenyl)-butan-1-one oxime-O-acetate, and the like.
[0119] As the photoinitiator, in addition to compounds, carbazole-based compounds, diketone compounds, sulfonium borate compounds, diazo compounds, imidazole-based compounds, non-imidazole-based compounds, fluorene-based compounds, etc. can be used.
[0120] The photoinitiator can also be used together with a photosensitizer that causes a chemical reaction by absorbing light and becoming excited and then transmitting its energy.
[0121] Examples of the photosensitizer include tetraethylene glycol bis-3-mercaptopropionate, pentaerythritol tetrakis-3-mercaptopropionate, dipentaerythritol tetrakis-3-mercaptopropionate, etc.
[0122] The photoinitiator is contained in an amount of 0.1% by weight to 5% by weight, for example 1% by weight to 3% by weight, based on the total amount of the photosensitive resin composition. When the photoinitiator is contained within the above range, sufficient curing occurs during exposure in the pattern formation process, excellent reliability can be obtained, the pattern has excellent heat resistance, light resistance, and chemical resistance, and also has excellent resolution and adhesion, and a decrease in transmittance due to unreacted initiator can be prevented.
[0123] (D) Binder resin The binder resin can contain an acrylic resin.
[0124] The acrylic resin is a copolymer of a first ethylenically unsaturated monomer and a second ethylenically unsaturated monomer copolymerizable therewith, and is a resin containing one or more acrylic repeating units.
[0125] The first ethylenically unsaturated monomer is an ethylenically unsaturated monomer containing one or more carboxy groups, and specific examples thereof include acrylic acid, methacrylic acid, maleic acid, itaconic acid, fumaric acid, or combinations thereof.
[0126] The first ethylenically unsaturated monomer is contained in an amount of 5% by weight to 50% by weight, for example 10% by weight to 40% by weight, based on the total amount of the acrylic binder resin.
[0127] Examples of the second ethylenically unsaturated monomer include aromatic vinyl compounds such as styrene, α-methylstyrene, vinyltoluene, and vinylbenzyl methyl ether; unsaturated carboxylic acid ester compounds such as methyl (meth)acrylate, ethyl (meth)acrylate, butyl (meth)acrylate, 2-hydroxyethyl (meth)acrylate, 2-hydroxybutyl (meth)acrylate, benzyl (meth)acrylate, cyclohexyl (meth)acrylate, and phenyl (meth)acrylate; unsaturated carboxylic acid aminoalkyl ester compounds such as 2-aminoethyl (meth)acrylate and 2-dimethylaminoethyl (meth)acrylate; vinyl carboxylate compounds such as vinyl acetate and vinyl benzoate; unsaturated carboxylic acid glycidyl ester compounds such as glycidyl (meth)acrylate; vinyl cyanide compounds such as (meth)acrylonitrile; and unsaturated amide compounds such as (meth)acrylamide. These can be used alone or in admixture of two or more.
[0128] Specific examples of the acrylic resin include, but are not limited to, (meth)acrylic acid / benzyl methacrylate copolymer, (meth)acrylic acid / benzyl methacrylate / styrene copolymer, (meth)acrylic acid / benzyl methacrylate / 2-hydroxyethyl methacrylate copolymer, (meth)acrylic acid / benzyl methacrylate / styrene / 2-hydroxyethyl methacrylate copolymer, etc. These can be used alone or in combination of two or more.
[0129] The binder resin can include an epoxy-based binder resin.
[0130] The binder resin can improve heat resistance by further containing an epoxy-based binder resin. Examples of the epoxy-based binder resin include, but are not limited to, phenol novolac epoxy resin, tetramethylbiphenyl epoxy resin, bisphenol A type epoxy resin, bisphenol F type epoxy resin, alicyclic epoxy resin, or combinations thereof.
[0131] Furthermore, the binder resin containing the epoxy-based binder resin helps to ensure the dispersion stability of colorants such as pigments described later and at the same time helps to form pixels with a desired resolution during the development process.
[0132] The epoxy-based binder resin is contained in an amount of 1% to 10% by weight, for example 5% to 10% by weight, based on the total amount of the binder resin. When the epoxy-based binder resin is contained within the above range, the residual film rate and chemical resistance are significantly improved.
[0133] The epoxy equivalent weight of the epoxy-based binder resin may be 150 g / eq to 200 g / eq. When the epoxy-based binder resin having an epoxy equivalent weight within the above range is contained in the binder resin, it has an advantageous effect on improving the degree of curing of the formed pattern and fixing the colorant in the structure where the pattern is formed.
[0134] The binder resin can be dissolved in a solvent described later in a solid form to constitute a photosensitive resin composition. In this case, the binder resin in solid form may be about 0.1% to 30% by weight, for example 20% to 30% by weight, based on the total amount of the binder resin solution dissolved in the solvent.
[0135] The binder resin is contained in an amount of 0.1% by weight to 20% by weight, specifically 0.5% by weight to 15% by weight, for example 1% by weight to 10% by weight, based on the total amount of the photosensitive resin composition. When the binder resin is contained within the above range, excellent developability can be achieved during the production of the color filter, the crosslinkability is improved, and excellent surface smoothness can be obtained.
[0136] (E) Solvent As the solvent, a substance that has compatibility with the colorant, binder resin, photopolymerizable compound, and photoinitiator and does not react is used.
[0137] Examples of solvents include alcohols such as methanol and ethanol, ethers such as dichloroethyl ether, n-butyl ether, diisoamyl ether, methyl phenyl ether, and tetrahydrofuran, glycol ethers such as ethylene glycol monomethyl ether and ethylene glycol monoethyl ether, cellosolve acetates such as methyl cellosolve acetate, ethyl cellosolve acetate, and diethyl cellosolve acetate, carbitols such as methyl ethyl carbitol, diethyl carbitol, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, and diethylene glycol diethyl ether, propylene glycol alkyl ether acetates such as propylene glycol monomethyl ether acetate and propylene glycol propyl ether acetate, aromatic hydrocarbons such as toluene and xylene, ketones such as methyl ethyl ketone, cyclohexanone, 4-hydroxy-4-methyl-2-pentanone, methyl-n-propyl ketone, methyl-n-butyl ketone, methyl-n-amyl ketone, and 2-heptanone, saturated aliphatic monocarboxylic acid alkyl esters such as ethyl acetate, n-butyl acetate, and isobutyl acetate, lactate esters such as methyl lactate and ethyl lactate, oxyacetic acid alkyl esters such as methyl oxyacetate, ethyl oxyacetate, and butyl oxyacetate, alkoxyacetic acid alkyl esters such as methyl methoxyacetate, ethyl methoxyacetate, butyl methoxyacetate, methyl ethoxyacetate, and ethyl ethoxyacetate, 3-oxypropionic acid alkyl esters such as methyl 3-oxypropionate and ethyl 3-oxypropionate, 3-alkoxypropionic acid alkyl esters such as methyl 3-methoxypropionate, ethyl 3-methoxypropionate, ethyl 3-ethoxypropionate, and methyl 3-ethoxypropionate, 2-oxypropionic acid alkyl esters such as methyl 2-oxypropionate, ethyl 2-oxypropionate, and propyl 2-oxypropionate, 2-alkoxypropionic acid alkyl esters such as methyl 2-methoxypropionate, ethyl 2-methoxypropionate, and ethyl 2-ethoxypropionate,Alkyl 2-alkoxypropionates such as methyl 2-ethoxypropionate, esters of 2-oxy-2-methylpropionic acid such as methyl 2-oxy-2-methylpropionate and ethyl 2-oxy-2-methylpropionate, alkyl 2-alkoxy-2-methylpropionates such as methyl 2-methoxy-2-methylpropionate and ethyl 2-ethoxy-2-methylpropionate, esters such as ethyl 2-hydroxypropionate, ethyl 2-hydroxy-2-methylpropionate, ethyl hydroxyacetate, and methyl 2-hydroxy-3-methylbutanoate, keto acid esters such as ethyl pyruvate, etc., and also high-boiling solvents such as N-methylformamide, N,N-dimethylformamide, N-methylformanilide, N-methylacetamide, N,N-dimethylacetamide, N-methylpyrrolidone, dimethyl sulfoxide, benzyl ethyl ether, dihexyl ether, acetylacetone, isophorone, caproic acid, caprylic acid, 1-octanol, 1-nonanol, benzyl alcohol, benzyl acetate, ethyl benzoate, diethyl oxalate, diethyl maleate, γ-butyrolactone, ethylene carbonate, propylene carbonate, phenyl cellosolve acetate, etc.
[0138] Among these, considering compatibility and reactivity, the solvent can be propylene glycol monomethyl ether acetate (PGMEA), n-butyl acetate (n-BA), ethylene glycol dimethyl ether, or a combination thereof.
[0139] The solvent is contained in the balance amount with respect to the total amount of the photosensitive resin composition, specifically 30 wt% to 90 wt%, more specifically 40 wt% to 70 wt%, for example 50 wt% to 60 wt%. When the solvent is contained within the above range, the photosensitive resin composition has excellent coatability and a flat coating film can be obtained.
[0140] (F) Other additives In order to prevent bleeding and spots during coating, improve leveling performance, and prevent the generation of residues due to undevelopment, the photosensitive resin composition may further contain at least one additive selected from malonic acid, 3-amino-1,2-propanediol, a coupling agent containing a vinyl group or a (meth)acryloxy group, a leveling agent, a surfactant, and a radical polymerization initiator.
[0141] The additives can be easily adjusted according to the desired physical properties. The coupling agent is a silane-based coupling agent. Examples of silane-based coupling agents include trimethoxysilylbenzoic acid, γ-methacryloxypropyltrimethoxysilane, vinyltriacetoxysilane, vinyltrimethoxysilane, γ-isocyanatopropyltriethoxysilane, γ-glycidoxypropyltrimethoxysilane, (β-epoxycyclohexyl)ethyltrimethoxysilane, etc. These can be used alone or in combination of two or more.
[0142] Specifically, the silane-based coupling agent can be used in an amount of 0.01 to 1 part by weight based on 100 parts by weight of the photosensitive resin composition.
[0143] In addition, the photosensitive resin composition for color filters may further contain a surfactant, for example, a fluorine-based surfactant, if necessary.
[0144] Examples of fluorine-based surfactants include F-482, F-484, F-478 of DIC Corporation, etc., but are not limited thereto.
[0145] The surfactant is preferably contained in an amount of 0.01 to 5% by weight, more preferably 0.01 to 2% by weight, based on the total amount of the photosensitive resin composition. If outside the above range, problems such as the generation of foreign matters after development may occur, which is not preferable.
[0146] In addition, within a range that does not inhibit the physical properties, a certain amount of other additives such as antioxidants and stabilizers can also be added to the photosensitive resin composition.
[0147] (Photosensitive Resin Film, Color Filter, and Display) According to another embodiment, a photosensitive resin film using the photosensitive resin composition according to an embodiment is provided.
[0148] The photosensitive resin film of one embodiment is roughly classified into a color positive photoresist composition and a color negative photoresist composition.
[0149] The photosensitive resin film of one embodiment may be a color negative photoresist. This has the advantages that coloring by the photoresist does not occur and the photosensitivity is relatively higher than that of the positive photoresist.
[0150] According to still another embodiment, a color filter using the above-described photosensitive resin composition is provided.
[0151] A method for manufacturing a color filter of one embodiment is as follows.
[0152] Using an appropriate method such as spin coating, roller coating, or spray coating on a glass substrate, for example, the above-described photosensitive resin composition is applied with a thickness of 0.5 um to 10 um to form a photosensitive resin composition layer.
[0153] Next, the substrate with the photosensitive resin composition layer formed thereon is irradiated with light so as to form the patterns necessary for the color filter. As the light source used for the irradiation, UV, electron beam, or X-ray can be used. For example, UV in the range of 190 nm to 450 nm, specifically 200 nm to 400 nm, can be irradiated. The above irradiation step can also be carried out using a photoresist mask. After performing the irradiation step in this way, the photosensitive resin composition layer irradiated with the light source is treated with a developer. At this time, the non-exposed portion in the photosensitive resin composition layer dissolves, thereby forming the patterns necessary for the color filter. By repeating such steps according to the number of colors required, a color filter having a desired pattern can be obtained. Also, if the image pattern obtained by development in the above step is heated again or cured by active ray irradiation, etc., the crack resistance, solvent resistance, etc. can be improved.
[0154] According to still another embodiment, a display including the above-described color filter is provided. The display may be a liquid crystal display, a CMOS image sensor, or the like.
Example
[0155] Hereinafter, the present invention will be described in more detail with reference to examples. However, the following examples are merely preferred examples of the present invention, and the present invention is not limited to the following examples.
[0156] Synthesis Example 1: Compound Represented by Chemical Formula 3-1-1A (Reaction Formula 1)
Chem.
[0157] (Reaction Scheme 2) [Chemical Formula] After dissolving 78.5 g (294 mmol) of Compound 1c in 600 mL of N,N-dimethylformamide, 53.1 g (352 mmol) of tert-butylchlorodimethylsilane (TBSCl) and 40.1 g (588 mmol) of 1H-imidazole were sequentially added. The temperature was raised to 40 °C and stirred for 3 hours. Then, 1.5 L of distilled water was added, and this was extracted with ethyl acetate. The organic layer was washed with distilled water and passed through MgSO 4 . After removing the solvent under reduced pressure, it was purified using column chromatography (developing solution: n-hexane 100%) to obtain 92.3 g (242 mmol) of Compound 1d.
[0158] (Reaction Scheme 3) [Chemical Formula] 92.3 g (242 mmol) of Compound 1d and 121 mL (726 mmol) of triethyl orthoformate were dissolved in 484 mL of n-amyl alcohol, and then 19.3 g (169 mmol) of Compound 1e was added at room temperature. The solution was stirred at 90 °C for 4 hours, and the progress of the reaction was confirmed by TLC. After completely removing the solvent under reduced pressure, it was dispersed in n-hexane. The reaction mixture was cooled to 0 °C for 15 minutes to precipitate a solid product. The precipitate was separated from the mixture by vacuum filtration and washed with n-hexane. The obtained 55.8 g (66.0 mmol) of Compound 1f was used in the next reaction step without further purification.
[0159] (Reaction Scheme 4)
Chemical Structure
[0160] (Reaction Scheme 5)
Chemical Structure
[0161] (Reaction Scheme 6) [Chemical Formula] 5.93 g (43.6 mmol) of Compound 1i was added to a solution of 5.0 g (4.36 mmol) of Compound 1h and 1.23 g (21.8 mmol) of KOH in 33.0 mL of DMSO, and the temperature was raised to 60 °C. After stirring for 2 hours, the temperature was gradually cooled to room temperature. Diethyl ether was added to the reaction mixture to form a solid, which was separated by filtration under reduced pressure. The solid was washed with a 10% aqueous sodium chloride solution and then dried in a vacuum oven at 40 °C overnight to obtain 5.80 g (4.09 mmol) of the compound represented by the following Chemical Formula 3-1-1A. [Chemical Formula 3-1-1A] [Chemical Formula]
[0162] The HRMS analysis results of the compound represented by Chemical Formula 3-1-1A are as follows. m / z calcd for C 78 H 83 N 8 O 14 S 2 , 1419.5465; found, 1419.5465
[0163] Synthesis Example 2: Compound Represented by Chemical Formula 3-2-1A (Reaction Scheme 7) [Chemical Formula] 5.0 g (4.36 mmol) of Compound 1h and K 2 CO 3 6.03 g (43.6 mmol) were dissolved in 35.0 mL of DMSO, and 9.72 g (43.6 mmol) of Compound 2a was added thereto, and the temperature was raised to 80 °C. After stirring overnight, the temperature was gradually cooled to room temperature. Diethyl ether was added to the reaction mixture to form a solid, which was separated by filtration under reduced pressure. The solid was washed with a 10% aqueous sodium chloride solution and then dried in a vacuum oven at 40 °C overnight to obtain 5.58 g (3.90 mmol) of Compound 2b.
[0164] (Reaction Scheme 8) [Chemical Formula] 20.0 mL of 1N aqueous sodium hydroxide solution was added to a solution of 3.00 g (2.09 mmol) of Compound 2b dissolved in 20.0 mL of tetrahydrofuran, and the mixture was stirred at room temperature overnight. After slowly adding 1N aqueous hydrochloric acid solution to the reaction mixture, the mixture was extracted with dichloromethane. The organic layer was passed through MgSO 4 and the solvent was removed under reduced pressure conditions to obtain 2.74 g (1.99 mmol) of the compound represented by the following Chemical Formula 3-2-1A. [Chemical Formula 3-2-1A] [Chemical Formula]
[0165] The HRMS analysis results of the compound represented by Chemical Formula 3-2-1A are as follows. m / z calcd for C 82 H 87 N 8 O 12 : 1375.6443; found: 1375.6411
[0166] Synthesis Example 3: Compound Represented by Chemical Formula 3-3-1A (Reaction Scheme 9) [Chemistry] 5.35 g (20.0 mmol) of Compound 1c and K 2 CO 3 5.53 g (40.0 mmol) were dissolved in 30 mL of acetonitrile, and 24.4 g (100 mmol) of Compound 3a was added to the solution. The reaction mixture was heated to 60 °C and stirred overnight. After removing acetonitrile under reduced pressure, distilled water was added, followed by extraction with ethyl acetate. The organic layer was washed again with distilled water and then passed through MgSO 4 . After removing the solvent under reduced pressure, excess Compound 3a was removed by vacuum distillation at 180 °C. As a result, the resulting compound was dissolved in 30 mL of acetonitrile together with 4.14 mL (40.0 mmol) of N,N-diethylamine, and the reaction was allowed to proceed overnight at 80 °C. After removing acetonitrile under reduced pressure, distilled water was added, and this was extracted with ethyl acetate. The organic layer was washed with distilled water and then passed through MgSO 4 and concentrated under reduced pressure. Purification using column chromatography (developing solution: n-hexane / EtOAC = 9 / 1) gave 4.48 g (10.6 mmol) of Compound 3b.
[0167] (Reaction Scheme 10) [Chemistry] Compound 3c was synthesized in the same manner as Compound 1f.
[0168] (Reaction Scheme 11) [Chemistry] A compound represented by Chemical Formula 3-3-1A was synthesized in the same manner as Compound 1g. [Chemical Formula 3-3-1A] [Chemistry]
[0169] The MALDI-TOF analysis results of the compound represented by Chemical Formula 3-3-1A are as follows. m / z calcd for C 90 H 109 N 10 O 8 、1457.84;found、1457.84
[0170] Synthesis Example 4: Compound Represented by Chemical Formula 3-4-1A (Reaction Formula 12)
Chemical Formula
Chemical Formula
[0171] The MALDI-TOF analysis results of the compound represented by Chemical Formula 3-4-1A are as follows. m / z calcd for C 94 H 118 N 10 O 8 、1514.91;found、1514.91
[0172] Synthesis Example 5: Compound Represented by Chemical Formula 3-5-1A (Reaction Formula 13)
Chemical Formula
[0173] The MALDI-TOF analysis results of the compound represented by Chemical formula 3-5-1A are as follows. m / z calcd for C 98 H 97 N 10 O 12 , 1605.73; found, 1605.72
[0176] Comparative Synthesis Example 1 (Reaction Formula 15) [Chemical formula] Compound 5b was synthesized in the same manner as Compound 1c.
[0177] (Reaction Formula 16) [Chemical formula] Compound 5c was synthesized in the same manner as Compound 1f.
[0178] (Reaction Formula 17) [Chemical formula] The compound represented by the following Chemical formula A was synthesized in the same manner as Compound 1g. [Chemical formula A] [Chemical formula]
[0179] The MALDI-TOF analysis results of the compound represented by Chemical formula A are as follows. m / z calcd for C 70 H 67 N -8 O 6 , 1115.52; found, 1115.52
[0180] Comparative Synthesis Example 2 (Reaction Formula 18)
Chem.
[0181] (Reaction Formula 19)
Chem.
[0182] (Reaction Formula 20)
Chem.
Chem.
[0183] The MALDI-TOF analysis results of the compound represented by Chemical Formula B are as follows. m / z calcd for C 66 H 75 N -8 O 12 S 2 , 1235.49; found, 1235.49
[0184] Production of Green Pigment Dispersion They were mixed with the compositions shown in Tables 1 to 3 below to produce the green pigment dispersions of Production Examples 1 to 10 and Production Comparative Examples 1 to 3.
[0185] Specifically, a green pigment, a dispersant, a dispersion aid, and a solvent were mixed. After adding 300 parts of zirconia beads (diameter: 0.4 μm) based on 100 parts by weight of such a mixture, it was shaken for 3 hours using a paint shaker for dispersion, and the zirconia beads were removed by filtration to obtain a green pigment dispersion.
[0186] [Table 1]
[0187] [Table 2]
[0188] [Table 3]
[0189] The substances used in Tables 1 to 3 above are as follows. Green pigment: C.I.PIGMENT Green 58 (G58) Dispersant: BYK-LPN6919 (manufacturing company: BYK) Dispersion aid: each compound of Synthesis Examples 1 to 6, Comparative Synthesis Examples 1 and 2 Solvent: propylene glycol monomethyl ether acetate (PGMEA)
[0190] Production of yellow pigment dispersion 12.0 parts by weight of a yellow pigment (C.I. Pigment Yellow 138), 3.0 parts by weight of a dispersant (BYK-LPN6919, manufacturer: BYK), and 85.0 parts by weight of a solvent (propylene glycol monomethyl ether acetate, PGMEA) were mixed. Based on 100 parts by weight of such a mixture, 300 parts of zirconia beads (diameter: 0.4 μm) were added, and then shaken for 3 hours using a paint shaker for dispersion. The zirconia beads were removed by filtration to obtain a yellow pigment dispersion.
[0191] Production of a photosensitive resin composition They were mixed with the compositions shown in Tables 4 to 6 below to produce the photosensitive resin compositions of Examples 1 to 10 and Comparative Examples 1 to 3.
[0192] Specifically, a photosensitive colored resin composition was produced by mixing a green pigment dispersion, a yellow pigment dispersion, a photopolymerizable compound, a photopolymerization initiator, a binder resin, and a solvent.
[0193] [Table 4]
[0194] [Table 5]
[0195] [Table 6]
[0196] The substances used in Tables 4 to 6 above are as follows. (A) Colorant (A-1) Green pigment dispersion: Each green pigment dispersion of Production Examples 1 to 10 and Production Comparative Examples 1 to 3 (A-2) Yellow pigment dispersion (B) Photopolymerizable compound Dipentaerythritol hexaacrylate (DPHA, manufacturer: Nippon Kayaku) (C) Photopolymerization initiator (C-1) 1,2 - Octanedione (C-2) 2 - Dimethylamino - 2 - (4 - methyl - benzyl) - 1 - (4 - morpholin - 4 - yl - phenyl) - butan - 1 - one (D) Binder resin Resin copolymerized from benzyl methacrylate and methacrylic acid at a ratio of 85:15 (Mw = 22,000) (E) Solvent Propylene glycol monomethyl ether acetate (PGMEA)
[0197] Evaluation Example 1: Dispersibility and dispersion stability Using a dynamic light scattering analyzer, the particle sizes of the solid components contained in the photosensitive resin compositions of Examples 1 to 10 and Comparative Examples 1 to 3 were measured, and the results are shown in Table 7 below.
[0198] Also, for each of the photosensitive resin compositions of Examples 1 to 10 and Comparative Examples 1 to 3, the viscosity was evaluated using a Brookfield DV-II Pro viscometer and a CPE-52 spindle at 5 rpm (selected rpm at which the torque value is 50 - 100%) and 25°C before and after storage at 23°C for one week, and the results are shown in Table 7 below.
[0199]
Table 7
[0200] According to Table 7 above, the photosensitive resin compositions of Examples 1 to 10 have less difference in particle size of the solid components and less difference in viscosity before and after storage for one week compared to the photosensitive resin compositions of Comparative Examples 1 and 2.
[0201] Evaluation Example 2: Color strength and light and dark ratio On a degreased and washed glass substrate with a thickness of 1 mm, each photosensitive resin composition of Examples 1 to 10 and Comparative Examples 1 to 3 was applied with a thickness of 1 to 3 μm, and dried on a hot plate at 90 °C for 2 minutes to obtain a coating film. Next, after the coating film was exposed using a high-pressure mercury lamp having a main wavelength of 365 nm, it was dried in a hot air circulation drying furnace at 200 °C for 5 minutes to obtain a color filter test piece.
[0202] The pixel layer was measured for the color coordinates (x, y), luminance (Y), and light-dark ratio of the color filter test piece using a spectrophotometer (MCPD3000, Otsuka electronic), and the results are shown in Tables 8 to 10 below.
[0203] [Table 8]
[0204] [Table 9]
[0205] [Table 10]
[0206] According to Tables 8 to 10 above, the color filter test pieces of Examples 1 to 10 had improved coloring power and light-dark ratio compared to the color filter test pieces of Comparative Examples 1 and 3. Overall, when using the dispersion aid represented by Chemical Formula 1, it was possible to realize a photosensitive resin composition with high pigment dispersibility and dispersion stability, and excellent coloring power and light-dark ratio when realizing a color filter.
[0207] Here, Examples 1 to 10 were typically exemplified, but it would also be possible to control to the desired levels for purposes such as dispersibility, dispersion stability, coloring power, and light-dark ratio by adjusting within the scope of one embodiment.
[0208] As described above, the preferred embodiments of the present invention have been explained. However, the present invention is not limited thereto, and various modifications can be made and implemented within the scope of the claims, the detailed description of the invention, and the appended drawings, and it goes without saying that these also belong to the scope of the present invention.
Claims
1. (A) A colorant, (B) A photopolymerizable compound, (C) A photoinitiator, (D) A binder resin, and (E) A solvent, and the colorant includes a pigment, a dispersant, and a dispersion aid represented by the following Chemical Formula 1: [Chemical Formula 1] 【Chemical 1】 In the Chemical Formula 1, R 11 and R 12 are each independently a C5 or C6 cycloalkyl group, R 13 and R 14 are each independently, *-SO 3 - , *-COOH, *-N(R a ), 2 , *-N + (R b ), 3 or N-phthalimidyl, where R a and R b are each independently a hydrogen atom or a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms. L 11 and L 12 are each independently a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, L 13 and L 14 are each independently a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms.
2. (A) A colorant, (B) A photopolymerizable compound, (C) A photoinitiator, (D) A binder resin, and (E) A solvent, and the colorant includes a pigment, a dispersant, and a dispersion aid represented by the following Chemical Formula 1: [Chemical Formula 1] 【Chemical 2】 In the Chemical Formula 1, R11 and R12 are each independently a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 20 carbon atoms, or a substituted or unsubstituted heteroaryl group having 2 to 20 carbon atoms, R13 and R14 are each independently *-SO3−, *-COOH, *-NH2, *-N(CH2CH3)2, *-NH3+, *-N+(CH2CH3)3, or N-phthalimidyl, L11 and L12 are each independently a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, L13 and L14 are each independently a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms.
3. The dispersion aid is represented by the following Chemical Formula 1-1: The photosensitive resin composition according to Claim 1 or Claim 2: [Chemical Formula 1-1] [Chemical Formula 3] In the Chemical Formula 1-1, The definition of each substituent is as described in Claim 1.
4. Said L 13 and L 14 are each independently a substituted or unsubstituted alkylene group having 4 to 6 carbon atoms. The photosensitive resin composition according to claim 1 or claim 2.
5. The dispersion aid is selected from the group consisting of the following Chemical Formulas 1-1-1 to 1-1-10: The photosensitive resin composition according to Claim 1 or Claim 2: [Chemical Formula 1-1-1] 【Chemical Formula 4】 [Chemical Formula 1-1-2] 【Chemical Formula 5】 [Chemical Formula 1-1-3] 【Chemical Formula 6】 [Chemical Formula 1-1-4] 【Chemical Formula 7】 [Chemical Formula 1-1-5] 【Chemical 8】 [Chemical Formula 1-1-6] 【Chemical Formula 9】 [Chemical Formula 1-1-7] 【Chemical Formula 10】 [Chemical Formula 1-1-8] 【Chemical 11】 [Chemical Formula 1-1-9] 【Chemical 12】 [Chemical Formula 1-1-10] 【Chemical 13】 。
6. The dispersion aid includes, as a core, a compound represented by the Chemical Formula 1, and further includes a shell surrounding the core, The shell is a compound represented by the following Chemical Formula 2: The photosensitive resin composition according to Claim 1 or Claim 2: [Chemical Formula 2] 【Chemical 14】 In the Chemical Formula 2, A and B are each independently a benzene ring, a pyridine ring, or a furan ring, R 21 and R 22 are each independently a halogen atom or a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms, L 21 and L 22 each independently represents a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, or a substituted or unsubstituted arylene group having 6 to 20 carbon atoms, a and b are each independently an integer from 0 to 4, n is an integer from 2 to 10.
7. The shell is represented by any one of the following chemical formulas 2-1 to 2-3, and the photosensitive resin composition according to Claim 6: [Chemical formula 2-1] 【Chemical Formula 15】 [Chemical formula 2-2] 【Chemical 16】 [Chemical formula 2-3] 【Chemical 17】 In the above chemical formulas 2-1 to 2-3, R 21 and R 22 are each independently a halogen atom, L 21 and L 22 are each independently a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms, a1 and b1 are each independently an integer from 0 to 3, a2 and b2 are each independently an integer from 0 to 4, a3 and b3 are each independently an integer from 0 to 2, n is an integer from 2 to 10.
8. Said L 21 and L 22 are each independently a C1 alkylene group, the photosensitive resin composition according to claim 6.
9. The photosensitive resin composition according to Claim 6, wherein n is 2.
10. The shell is selected from the group consisting of the following chemical formulas 2-1-1 to 2-3-2, and the photosensitive resin composition according to Claim 6: [Chemical formula 2-1-1] 【Chemical 18】 [Chemical formula 2-1-2] 【Chemical 19】 [Chemical formula 2-2-1] 【Chemical 20】 [Chemical formula 2-2-2] 【Chemical 21】 [Chemical formula 2-3-1] 【Chemical 22】 [Chemical formula 2-3-2] 【Chemical 23】 。
11. The dispersion auxiliary agent is selected from the group consisting of the following chemical formulas 3-1-1A to 3-10-1F, and the photosensitive resin composition according to Claim 1 or Claim 2: [Chemical formula 3-1-1A] 【Chemical 24】 [Chemical formula 3-1-1B] 【Chemical 25】 [Chemical formula 3-1-1C] 【Chemical 26】 [Chemical formula 3-1-1D] 【Chemical 27】 [Chemical formula 3-1-1E] 【Chemical 28】 [Chemical formula 3-1-1F] 【Chemical 29】 [Chemical formula 3-2-1A] 【Chemical Formula 30】 [Chemical formula 3-2-1B] 【Chemical Formula 31】 [Chemical formula 3-2-1C] 【Chemical 32】 [Chemical formula 3-2-1D] 【Chemical Formula 33】 [Chemical formula 3-2-1E] 【Chemical 34】 [Chemical formula 3-2-1F] 【Chemical 35】 [Chemical formula 3-3-1A] 【Chemical 36】 [Chemical formula 3-3-1B] 【Chemical 37】 [Chemical formula 3-3-1C] 【Chemical 38】 [Chemical formula 3-3-1D] 【Chemical Formula 39】 [Chemical formula 3-3-1E] 【Chemical 40】 [Chemical formula 3-3-1F] 【Chemical Formula 41】 [Chemical formula 3-4-1A] 【Chemical 42】 [Chemical formula 3-4-1B] 【Chemical 43】 [Chemical formula 3-4-1C] 【Chemical 44】 [Chemical formula 3-4-1D] 【Chemical 45】 [Chemical formula 3-4-1E] 【Chemical 46】 [Chemical formula 3-4-1F] 【Chemical 47】 [Chemical formula 3-5-1A] 【Chemical 48】 [Chemical formula 3-5-1B] 【Chemical 49】 [Chemical formula 3-5-1C] 【Chemical Formula 50】 [Chemical formula 3-5-1D] 【Chemical 51】 [Chemical formula 3-5-1E] 【Chemical 52】 [Chemical formula 3-5-1F] 【Chemical 53】 [Chemical formula 3-6-1A] 【Chemical 54】 [Chemical formula 3-6-1B] 【Chemical Formula 55】 [Chemical formula 3-6-1C] 【Chemical Formula 56】 [Chemical formula 3-6-1D] 【Chemical 57】 [Chemical formula 3-6-1E] 【Chemical 58】 [Chemical formula 3-6-1F] 【Chemical 59】 [Chemical formula 3-7-1A] 【Chemical Formula 60】 [Chemical formula 3-7-1B] 【Chemical Formula 61】 [Chemical formula 3-7-1C] 【Chemical Formula 62】 [Chemical formula 3-7-1D] 【Chemical Formula 63】 [Chemical formula 3-7-1E] 【Chemical 64】 [Chemical formula 3-7-1F] 【Chemical Formula 65】 [Chemical formula 3-8-1A] 【Chemical Formula 66】 [Chemical formula 3-8-1B] 【Chemical Formula 67】 [Chemical formula 3-8-1C] 【Chemical Formula 68】 [Chemical Formula 3-8-1D] 【Chemical Formula 69】 [Chemical Formula 3-8-1E] 【Chemical 70】 [Chemical Formula 3-8-1F] 【Chemical 71】 [Chemical Formula 3-9-1A] 【Chemical Formula 72】 [Chemical Formula 3-9-1B] 【Chemical 73】 [Chemical Formula 3-9-1C] 【Chemical 74】 [Chemical Formula 3-9-1D] 【Chemical Formula 75】 [Chemical Formula 3-9-1E] 【Chemical 76】 [Chemical Formula 3-9-1F] 【Chemical Formula 77】 [Chemical Formula 3-10-1A] 【Chemical 78】 [Chemical Formula 3-10-1B] 【Chemical 79】 [Chemical Formula 3-10-1C] 【Chemical 80】 [Chemical Formula 3-10-1D] 【Chemical 81】 [Chemical Formula 3-10-1E] 【Chemical 82】 [Chemical Formula 3-10-1F] 【Chemical Formula 83】 。
12. The photosensitive resin composition according to claim 1 or 2, wherein the dispersion aid has a maximum absorption wavelength of 530 nm to 700 nm.
13. The photosensitive resin composition according to claim 1 or 2, wherein the dispersion aid is contained in an amount of 0.01% by weight to 10% by weight based on the total amount of the photosensitive resin composition.
14. The photosensitive resin composition according to claim 1 or 2, wherein the weight ratio of the dispersion aid to the pigment is 1:5 to 1:
100.
15. The photosensitive resin composition contains, based on the total amount of the photosensitive resin composition, 5% by weight to 50% by weight of the (A) colorant, 0.1% by weight to 10% by weight of the (B) photopolymerizable compound, 0.1% by weight to 5% by weight of the (C) photoinitiator, 0.5% by weight to 20% by weight of the (D) binder resin, and the (E) solvent, and is the photosensitive resin composition according to claim 1 or 2.
16. A photosensitive resin film using the photosensitive resin composition according to claim 1 or 2.
17. The photosensitive resin film according to claim 16, wherein the photosensitive resin film is a color negative photoresist.
18. A color filter including the photosensitive resin film according to claim 16.
19. A display including the color filter according to claim 18.
Citation Information
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