US 12,366,802 B2
Method for preparing pixel define layer
Jun Bae, Cheonan-si (KR); Changmin Lee, Cheonan-si (KR); Yeon Soo Lee, Cheonan-si (KR); Jin Hyun Kim, Cheonan-si (KR); Ju Cheol Kwon, Cheonan-si (KR); Hak Young Lee, Cheonan-si (KR); Soung Yun Mun, Cheonan-si (KR); and Kyung Soo Kim, Cheonan-si (KR)
Assigned to DUK SAN NEOLUX CO., LTD., Cheonan-si (KR)
Filed by DUK SAN NEOLUX CO., LTD., Cheonan-si (KR)
Filed on Oct. 5, 2023, as Appl. No. 18/481,362.
Claims priority of application No. 10-2022-0127491 (KR), filed on Oct. 6, 2022.
Prior Publication US 2024/0134272 A1, Apr. 25, 2024
This patent is subject to a terminal disclaimer.
Int. Cl. G03F 7/032 (2006.01); C08G 63/685 (2006.01); G03F 7/00 (2006.01); G03F 7/40 (2006.01); H10K 59/122 (2023.01); H10K 59/173 (2023.01)
CPC G03F 7/0007 (2013.01) [C08G 63/685 (2013.01); G03F 7/032 (2013.01); G03F 7/40 (2013.01); H10K 59/122 (2023.02); H10K 59/173 (2023.02)] 19 Claims
 
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:

OG Complex Work Unit Chemistry
in Formula 1 above,
1) R1 and R2 are each independently deuterium; a halogen; a C6-30 aryl group; a C2-30 heterocyclic group comprising at least one heteroatom among O, N, S, Si, and P; a fused ring group of a C6-30 aliphatic ring and a C6-30 aromatic ring; a C1-20 alkyl group; a C2-20 alkenyl group; a C2-20 alkynyl group; a C1-20 alkoxy group; a C6-30 aryloxy group; a fluorenyl group; a carbonyl group; an ether group; or a C1-20 alkoxycarbonyl group,
2) m and n are each independently an integer of 0 to 4,
3) A1 and A2 are each independently Formula 2 or Formula 3:

OG Complex Work Unit Chemistry
in Formula 2 and Formula 3,
3-1) * represents a binding part,
3-2) R3 to R6 are each independently hydrogen; deuterium; a halogen; a C6-30 aryl group; a C2-30 heterocyclic group comprising at least one heteroatom among O, N, S, Si, and P; a fused ring group of a C6-30 aliphatic ring and a C6-30 aromatic ring; a C1-20 alkyl group; a C2-20 alkenyl group; a C2-20 alkynyl group; a C1-20 alkoxy group; a C6-30 aryloxy group; a fluorenyl group; a carbonyl group; an ether group; or a C1-20 alkoxycarbonyl group,
3-3) Y1 and Y2 are each independently Formula 6 or Formula 7:

OG Complex Work Unit Chemistry
in Formula 6 and Formula 7,
3-3-1) * represents a binding position,
3-3-2) R9 is hydrogen or methyl,
3-3-3) R10 to R13 are each independently hydrogen; deuterium; a halogen; a C6-30 aryl group; a C2-30 heterocyclic group comprising at least one heteroatom among O, N, S, Si, and P; a fused ring group of a C6-30 aliphatic ring and a C6-30 aromatic ring; a C1-20 alkyl group; a C2-20 alkenyl group; a C2-20 alkynyl group; a C1-20 alkoxy group; a C6-30 aryloxy group; a fluorenyl group; a carbonyl group; an ether group; or a C1-20 alkoxycarbonyl group,
3-3-4) L1 to L3 are each independently a single bond, a fluorenylene group; C2-30 alkylene; C6-30 arylene; a C2-30 heterocyclic ring; C1-30 alkoxylene, C2-30 alkyleneoxy; C6-30 aryloxy; or C2-30 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 A1 and A2 in the polymer chain of the resin including a repeating unit represented by Formula 1 above is 9:1 to 1:9,
5) X1 is a single bond; O; CO; SO2; CR′R″; SiR′R″; Formula 4; or Formula 5,
5-1) R′ and R″ are each independently hydrogen; deuterium; a halogen; a C6-30 aryl group; a C2-30 heterocyclic group comprising at least one heteroatom among O, N, S, Si, and P; a fused ring group of a C6-30 aliphatic ring and a C6-30 aromatic ring; a C1-20 alkyl group; a C2-20 alkenyl group; a C2-20 alkynyl group; a C1-20 alkoxy group; a C6-30 aryloxy group; a fluorenyl group; a carbonyl group; an ether group; or a C1-20 alkoxycarbonyl group,

OG Complex Work Unit Chemistry
in Formula 4 and Formula 5,
5-2) * represents a binding position,
5-3) R7 and R8 are each independently deuterium; a halogen; a C6-30 aryl group; a C2-30 heterocyclic group comprising at least one heteroatom among O, N, S, Si, and P; a fused ring group of a C6-30 aliphatic ring and a C6-30 aromatic ring; a C1-20 alkyl group; a C2-20 alkenyl group; a C2-20 alkynyl group; a C1-20 alkoxy group; a C6-30 aryloxy group; a fluorenyl group; a carbonyl group; an ether group; or a C1-20 alkoxycarbonyl group,
5-4) o and p are each independently an integer of 0 to 4,
6) X2 is a C6-30 aryl group; a C2-30 heterocyclic group comprising at least one heteroatom among O, N, S, Si, and P; a fused ring group of a C6-30 aliphatic ring and a C6-30 aromatic ring; a C1-20 alkyl group; a C2-20 alkenyl group; a C2-20 alkynyl group; a C1-20 alkoxy group; a C6-30 aryloxy group; a fluorenylene group; a carbonyl group; an ether group; or a C1-20 alkoxycarbonyl group, and
7) the R′, R″, X2, L1 to L3, R1 to R8, and R10 to R13 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 C1-30 alkyl group or C6-30 aryl group; a siloxane group; a boron group; a germanium group; a cyano group; an amino group; a nitro group; a C1-30 alkylthio group; a C1-30 alkoxy group; a C6-30 arylalkoxy group; a C1-30 alkyl group; a C2-30 alkenyl group; a C2-30 alkynyl group; a C6-30 aryl group; a C6-30 aryl group substituted with deuterium; a fluorenyl group; a C2-30 heterocyclic group comprising at least one heteroatom among O, N, S, Si, and P; a C3-30 alicyclic group; a C7-30 arylalkyl group; a C8-30 arylalkenyl group; and a combination thereof.