Method for preparing pixel define layer

Patent metadata

Field	Value
Publication number	US-12366802-B2
Application number	US-202318481362-A
Country	US
Kind code	B2
Filing date	Oct 5, 2023
Priority date	Oct 6, 2022
Publication date	Jul 22, 2025
Grant date	Jul 22, 2025

Abstract

Provided are a method for preparing a pixel defining layer comprising applying and coating, pre-baking, exposing to light, developing, and post-baking of a photosensitive composition containing a colorant having a pigment with an average particle size of 100 nm or less, wherein the coated film generated after the post-baking has an optical density of 0.8/μm to 2.0/μm, a roughness of 3.0 nm or less, and no residue; and an organic light emitting display device comprising the pixel defining layer obtained by the method which has improved display reliability and lifetime as well as vivid colors.

First claim

What is claimed is:

1. A method for preparing a pixel defining layer comprising application and coating; pre-baking; exposure to light; developing; and post-baking of a photosensitive composition comprising a cardo-based binder resin comprising Formula (1); a reactive unsaturated compound; a photoinitiator which has a molar absorption coefficient of 10,000 (L/mol·cm) or more in the region of 330 nm to 380 nm, and a 5 wt % loss occurring at 200° C. or less; a solvent, and a colorant having a pigment with an average particle size of 100 nm or less,
wherein an optical density of a coated film generated after the post-baking step is 0.8/μm to 2.0/μm, a roughness of the coated film is 3.0 nm or less, and has no residue:

in Formula 1 above,
1) R 1 and R 2 are each independently deuterium; a halogen; a C 6-30 aryl group; a C 2-30 heterocyclic group comprising at least one heteroatom among O, N, S, Si, and P; a fused ring group of a C 6-30 aliphatic ring and a C 6-30 aromatic ring; a C 1-20 alkyl group; a C 2-20 alkenyl group; a C 2-20 alkynyl group; a C 1-20 alkoxy group; a C 6-30 aryloxy group; a fluorenyl group; a carbonyl group; an ether group; or a C 1-20 alkoxycarbonyl group,
2) m and n are each independently an integer of 0 to 4,
3) A 1 and A 2 are each independently Formula 2 or Formula 3:

in Formula 2 and Formula 3,
3-1) * represents a binding part,
3-2) R 3 to R 6 are each independently hydrogen; deuterium; a halogen; a C 6-30 aryl group; a C 2-30 heterocyclic group comprising at least one heteroatom among O, N, S, Si, and P; a fused ring group of a C 6-30 aliphatic ring and a C 6-30 aromatic ring; a C 1-20 alkyl group; a C 2-20 alkenyl group; a C 2-20 alkynyl group; a C 1-20 alkoxy group; a C 6-30 aryloxy group; a fluorenyl group; a carbonyl group; an ether group; or a C 1-20 alkoxycarbonyl group,
3-3) Y 1 and Y 2 are each independently Formula 6 or Formula 7:

in Formula 6 and Formula 7,
3-3-1) * represents a binding position,
3-3-2) R 9 is hydrogen or methyl,
3-3-3) R 10 to R 13 are each independently hydrogen; deuterium; a halogen; a C 6-30 aryl group; a C 2-30 heterocyclic group comprising at least one heteroatom among O, N, S, Si, and P; a fused ring group of a C 6-30 aliphatic ring and a C 6-30 aromatic ring; a C 1-20 alkyl group; a C 2-20 alkenyl group; a C 2-20 alkynyl group; a C 1-20 alkoxy group; a C 6-30 aryloxy group; a fluorenyl group; a carbonyl group; an ether group; or a C 1-20 alkoxycarbonyl group,
3-3-4) L 1 to L 3 are each independently a single bond, a fluorenylene group; C 2-30 alkylene; C 6-30 arylene; a C 2-30 heterocyclic ring; C 1-30 alkoxylene, C 2-30 alkyleneoxy; C 6-30 aryloxy; or C 2-30 polyethyleneoxy,
3-3-5) q and r are each independently an integer of 0 to 3 with the proviso that q+r=3, and
4) the ratio of A 1 and A 2 in the polymer chain of the resin including a repeating unit represented by Formula 1 above is 9:1 to 1:9,
5) X 1 is a single bond; O; CO; SO 2 ; CR′R″; SiR′R″; Formula 4; or Formula 5,
5-1) R′ and R″ are each independently hydrogen; deuterium; a halogen; a C 6-30 aryl group; a C 2-30 heterocyclic group comprising at least one heteroatom among O, N, S, Si, and P; a fused ring group of a C 6-30 aliphatic ring and a C 6-30 aromatic ring; a C 1-20 alkyl group; a C 2-20 alkenyl group; a C 2-20 alkynyl group; a C 1-20 alkoxy group; a C 6-30 aryloxy group; a fluorenyl group; a carbonyl group; an ether group; or a C 1-20 alkoxycarbonyl group,

in Formula 4 and Formula 5,
5-2) * represents a binding position,
5-3) R 7 and R 8 are each independently deuterium; a halogen; a C 6-30 aryl group; a C 2-30 heterocyclic group comprising at least one heteroatom among O, N, S, Si, and P; a fused ring group of a C 6-30 aliphatic ring and a C 6-30 aromatic ring; a C 1-20 alkyl group; a C 2-20 alkenyl group; a C 2-20 alkynyl group; a C 1-20 alkoxy group; a C 6-30 aryloxy group; a fluorenyl group; a carbonyl group; an ether group; or a C 1-20 alkoxycarbonyl group,
5-4) o and p are each independently an integer of 0 to 4,
6) X 2 is a C 6-30 aryl group; a C 2-30 heterocyclic group comprising at least one heteroatom among O, N, S, Si, and P; a fused ring group of a C 6-30 aliphatic ring and a C 6-30 aromatic ring; a C 1-20 alkyl group; a C 2-20 alkenyl group; a C 2-20 alkynyl group; a C 1-20 alkoxy group; a C 6-30 aryloxy group; a fluorenylene group; a carbonyl group; an ether group; or a C 1-20 alkoxycarbonyl group, and
7) the R′, R″, X 2 , L 1 to L 3 , R 1 to R 8 , and R 10 to R 13 may each be further substituted with one or more substituents selected from the group consisting of deuterium; a halogen; a silane group substituted or unsubstituted with a C 1-30 alkyl group or C 6-30 aryl group; a siloxane group; a boron group; a germanium group; a cyano group; an amino group; a nitro group; a C 1-30 alkylthio group; a C 1-30 alkoxy group; a C 6-30 arylalkoxy group; a C 1-30 alkyl group; a C 2-30 alkenyl group; a C 2-30 alkynyl group; a C 6-30 aryl group; a C 6-30 aryl group substituted with deuterium; a fluorenyl group; a C 2-30 heterocyclic group comprising at least one heteroatom among O, N, S, Si, and P; a C 3-30 alicyclic group; a C 7-30 arylalkyl group; a C 8-30 arylalkenyl group; and a combination thereof.

2. The method of claim 1 , wherein an oven temperature in the post-baking step is 210° C. to 300° C.

3. The method of claim 1 , wherein an oven temperature in the post-baking step is 250° C. to 270° C.

4. The method of claim 1 , wherein the post-baking step is performed for 30 to 120 minutes.

5. The method of claim 1 , wherein the post-baking step is performed for 60 to 120 minutes.

6. The method of claim 1 , wherein the optical density of the coated film is 0.9/μm to 1.5/μm.

7. The method of claim 1 , wherein the roughness of the coated film after the post-baking is 2.5 nm or less.

8. The method of claim 1 , wherein the colorant comprises one or more among inorganic dyes, organic dyes, inorganic pigments, and organic pigments.

9. The method of claim 1 , wherein the colorant is included in an amount of 1 wt % to 40 wt % based on the total amount of the photosensitive composition.

10. The method of claim 1 , wherein the colorant is pretreated using a dispersant; or a water-soluble inorganic salt and a wetting agent.

11. The method of claim 1 , wherein the photosensitive composition comprises a patterning resin which further comprises an acryl-based binder resin.

12. The method of claim 11 , wherein the average molecular weight of the acryl-based binder resin is 3,000 g/mol to 150,000 g/mol.

13. The method of claim 1 , wherein the average molecular weight of the cardo-based resin is 1,000 g/mol to 100,000 g/mol.

14. The method of claim 1 , wherein the cardo-based resin is included in an amount of 1 wt % to 30 wt % based on the total amount of the photosensitive composition.

15. The method of claim 1 , wherein the reactive unsaturated compound is included in an amount of 1 wt % to 4

Assignees

• Duk San Neolux Co Ltd

Inventors

• Bae Jun
• Lee Changmin
• Lee Yeon Soo
• Kim Jin Hyun
• Kwon Ju Cheol
• Lee Hak Young
• Mun Soung Yun
• Kim Kyung Soo

Classifications

• G03F7/032 Primary

  with binders · CPC title

• H10K59/122

  Pixel-defining structures or layers, e.g. banks · CPC title

• C08G63/685

  containing nitrogen · CPC title

• H10K59/173

  comprising banks or shadow masks · CPC title

• G03F7/40

  Treatment after imagewise removal, e.g. baking · CPC title