KR-20260066115-A - Photosensitive coloring composition, cured material, barrier, organic electroluminescent device, color filter and image display device

Abstract

The present invention provides a photosensitive coloring composition having excellent substrate adhesion. The photosensitive coloring composition of the present invention is a photosensitive coloring composition comprising (A) a coloring agent, (B) a dispersant, (C) an alkali-soluble resin, (D) a photopolymerizable compound, and (E) a photopolymerization initiator, wherein the (B) dispersant contains a copolymer (B1) having a (B1-1) constituent unit having a specific structure and a (B1-2) constituent unit having at least one of a tertiary amino group and a quaternary ammonium group.

Inventors

• 하야카와 아키히로
• 도시미츠 에리코
• 리키타케 노부오
• 이마이 나오아키

Assignees

• 미쯔비시 케미컬 주식회사

Dates

Publication Date

20260512

Application Date

20241017

Priority Date

20231018

Claims (15)

1. A photosensitive coloring composition used to form a barrier, comprising (A) a coloring agent, (B) a dispersant, (C) an alkali-soluble resin, (D) a photopolymerizable compound, and (E) a photopolymerization initiator, and The content ratio of the (A) coloring agent with respect to the total solid content of the above photosensitive coloring composition is 15 mass% or less, and A photosensitive coloring composition characterized in that the above (B) dispersant contains a copolymer (B1) having at least (B1-1) constituent units and (B1-2) constituent units. (B1-1) Constituent Unit: A constituent unit represented by the following general formula (B1-1). (B1-2) Constituent unit: A constituent unit having at least one of a tertiary amino group and a quaternary ammonium group [Painting 1] (In formula (B1-1), R1 represents a hydrogen atom or a methyl group, and R2 and R3 each represent an alkylene group having 1 to 8 carbon atoms that may independently have a substituent. n represents an integer from 1 to 10. * indicates a joining hand.)
2. A photosensitive coloring composition comprising (A) a coloring agent, (B) a dispersant, (C) an alkali-soluble resin, (D) a photopolymerizable compound, and (E) a photopolymerization initiator, and The above (A) coloring agent contains CI pigment violet 29, and A photosensitive coloring composition characterized in that the above (B) dispersant contains a copolymer (B1) having at least (B1-1) constituent units and (B1-2) constituent units. (B1-1) Constituent Unit: A constituent unit represented by the following general formula (B1-1). (B1-2) Constituent unit: A constituent unit having at least one of a tertiary amino group and a quaternary ammonium group [Painting 2] (In formula (B1-1), R1 represents a hydrogen atom or a methyl group, and R2 and R3 each represent an alkylene group having 1 to 8 carbon atoms that may independently have a substituent. n represents an integer from 1 to 10. * indicates a joining hand.)
3. A photosensitive coloring composition comprising (A) a coloring agent, (B) a dispersant, (C) an alkali-soluble resin, (D) a photopolymerizable compound, and (E) a photopolymerization initiator, and The above (B) dispersant contains a copolymer (B1) having at least one (B1-1) constituent unit and (B1-2) constituent unit, and A photosensitive coloring composition characterized by being used to form a partition wall with a height of 5 μm or more. (B1-1) Constituent Unit: A constituent unit represented by the following general formula (B1-1). (B1-2) Constituent unit: A constituent unit having at least one of a tertiary amino group and a quaternary ammonium group [Tuesday 3] (In formula (B1-1), R1 represents a hydrogen atom or a methyl group, and R2 and R3 each represent an alkylene group having 1 to 8 carbon atoms that may independently have a substituent. n represents an integer from 1 to 10. * indicates a joining hand.)
4. A photosensitive coloring composition according to any one of claims 1 to 3, wherein the copolymer (B1) further comprises the following (B1-3) constituent units. (B1-3) Constituent Unit: A constituent unit represented by the following general formula (B1-3). [Painting 4] (In formula (B1-3), R11 represents a hydrogen atom or a methyl group, R12 represents an ethylene group or a propylene group, and R13 represents an alkyl group that may have a substituent. m represents an integer from 1 to 20. * represents a bond hand.)
5. A photosensitive coloring composition according to claim 4, wherein the content ratio of the (B1-3) constituent unit in the copolymer (B1) is 20 to 500 mol% with respect to the content ratio of the (B1-1) constituent unit in the copolymer (B1) of 100 mol%.
6. A photosensitive coloring composition according to any one of claims 1 to 3, wherein the (B1-2) constituent unit in the copolymer (B1) comprises at least one of the constituent units represented by the following general formula (B1-2-1) and the following general formula (B1-2-2). [Tuesday 5] (In formula (B1-2-1), R21 represents a hydrogen atom or a methyl group, R22 and R23 each independently represent a hydrogen atom, an alkyl group that may have a substituent, an aryl group that may have a substituent, or an aralkyl group that may have a substituent, and Z1 represents a divalent linker. * represents a bond hand.) [Tuesday 6] (In formula (B1-2-2), R24 represents a hydrogen atom or a methyl group, R25 – R27 each independently represent a hydrogen atom, an alkyl group that may have a substituent, an aryl group that may have a substituent, or an aralkyl group that may have a substituent, X1 represents a divalent linker, and Y- represents a counteranion. * represents a bond loss.)
7. A photosensitive coloring composition according to any one of claims 1 to 3, wherein the copolymer (B1) comprises a block copolymer.
8. A photosensitive coloring composition according to any one of claims 1 to 3, wherein additionally having a crosslinking group and simultaneously containing a compound having a fluorine atom and/or a siloxane chain.
9. A photosensitive coloring composition according to any one of claims 1 to 3, further containing a solvent.
10. A photosensitive coloring composition for firing at 140°C or lower, in any one of claims 1 to 3.
11. A cured product formed by curing a photosensitive coloring composition described in any one of paragraphs 1 to 3.
12. A bulkhead composed of the hardened material described in paragraph 11.
13. An organic electroluminescent device having a partition wall as described in paragraph 12.
14. A color filter having the partition described in paragraph 12 and additionally comprising luminescent nanocrystalline particles.
15. An image display device having a partition wall as described in paragraph 12.

Description

Photosensitive coloring composition, cured material, barrier, organic electroluminescent device, color filter and image display device The present invention relates to a photosensitive coloring composition. Furthermore, the present invention relates to a cured product obtained by curing a photosensitive coloring composition; a partition composed of the cured product; an organic electroluminescent device, a color filter, and an image display device having the partition. The present application claims priority based on Japanese Patent Application No. 2023-179679 filed on October 18, 2023, and incorporates the contents thereof herein. Recently, due to the low power consumption and wide color gamut of displays, color filters in which pixels are formed using luminescent nanocrystalline particles such as quantum dots are being considered. Methods for manufacturing color filters include photolithography and inkjet methods, and it is known that the latter can reduce the loss of ink material (see, for example, Patent Document 1). When manufacturing a color filter containing luminescent nanocrystalline particles by an inkjet method, pixels are formed by ejecting ink containing luminescent nanocrystalline particles into an area (pixel area) surrounded by a pre-fabricated barrier. Furthermore, organic electroluminescent devices used in organic field displays and the like are manufactured by forming banks on a substrate and stacking various functional layers within the region enclosed by the banks. The inkjet method is known as a method for stacking functional layers within the banks. A photosensitive resin composition is known as a resin composition used to form a barrier, comprising a photopolymerizable compound, a photopolymerization initiator, an alkali-soluble resin, and a liquid-repellent agent (see, for example, Patent Document 2). In addition, by using a specific dispersant, a colored resin composition having a low contact angle with water and good non-uniformity of coating (e.g., see Patent Document 3), a block copolymer having good dispersibility, developability, and drying redissolvability, and a pigment dispersion composition containing the same (e.g., see Patent Document 4) are known. FIG. 1 is a cross-sectional view schematically showing an example of a color filter having a partition wall according to the present invention. The present invention will be described in detail below. Furthermore, the following description is merely an example of an embodiment of the present invention, and the present invention is not limited thereto unless it exceeds the gist thereof. In the present invention, the following terms have the following meanings. "(Meta)acrylic" means "either one or both of acrylic and methacrylic." "Total solid content of a photosensitive coloring composition" refers to the total amount of all components other than the solvent in the photosensitive coloring composition. Even if a component other than the solvent is liquid at room temperature, that component is not included in the solvent but is included in the total solid content. The numerical range indicated using "~" refers to a range that includes the values listed before and after "~" as lower and upper limits. "Bulkhead" refers to a bank, wall, or wall. "Weight average molecular weight" and "number average molecular weight" each refer to the weight average molecular weight (Mw) of polystyrene equivalent by GPC (gel penetration chromatography). "Acid value" refers to the acid value converted to effective solids unless otherwise specified, and is calculated by neutralization titration. In the present invention, the partition wall can be used, for example, to partition a functional layer (organic layer, light-emitting part) in an active-driven organic electroluminescent device, and can be used to form a pixel including, for example, a functional layer and a partition wall by ejecting and drying ink, which is a material for constituting the functional layer, in the partitioned area (pixel area). Additionally, it can be used to partition a pixel part in a color filter containing luminescent nanocrystalline particles, and can be used to form a pixel by ejecting and drying ink in the partitioned area. [1] Photosensitive coloring composition The photosensitive coloring composition of the present invention comprises (A) a coloring agent, (B) a dispersant, (C) an alkali-soluble resin, (D) a photopolymerizable compound, and (E) a photopolymerization initiator. The photosensitive coloring composition may additionally include other components as needed, for example, (F) a compound, an ultraviolet absorber, a polymerization inhibitor, a thermal polymerization initiator, an amino compound, a silane coupling agent, an inorganic filler, a phosphate-based ethylenetic monomer, and a solvent. The photosensitive coloring composition of the first aspect of the present invention is (A) a photosensitive coloring composition used to form a barrier, wherein the cont