US 12,484,435 B2
Compound, light-emitting material and organic light-emitting element
Takahiro Kashiwazaki, Fukuoka (JP); Yong Joo Cho, Fukuoka (JP); Terumichi Enomoto, Fukuoka (JP); Kaori Fujisawa, Fukuoka (JP); Momoko Morio, Fukuoka (JP); Aiko Goto, Fukuoka (JP); Kei Morimoto, Fukuoka (JP); Yuka Kodama, Fukuoka (JP); Kousei Kanahara, Fukuoka (JP); Kiyomasa Sueishi, Fukuoka (JP); and Hiroaki Ozawa, Fukuoka (JP)
Assigned to KYULUX, INC., Fukuoka (JP)
Filed by KYULUX, INC., Fukuoka (JP)
Filed on Jun. 14, 2022, as Appl. No. 17/839,891.
Claims priority of application No. 2021-103702 (JP), filed on Jun. 23, 2021; and application No. 2021-151805 (JP), filed on Sep. 17, 2021.
Prior Publication US 2023/0064110 A1, Mar. 2, 2023
Int. Cl. H10K 85/30 (2023.01); C07F 5/02 (2006.01); C09K 11/06 (2006.01); H10K 50/11 (2023.01); H10K 101/00 (2023.01)
CPC H10K 85/322 (2023.02) [C07F 5/027 (2013.01); C09K 11/06 (2013.01); C09K 2211/1018 (2013.01); H10K 50/11 (2023.02); H10K 2101/90 (2023.02)] 19 Claims
OG exemplary drawing
 
1. A compound represented by a following formula (1):

OG Complex Work Unit Chemistry
wherein, in the formula (1), one of X1 and X2 is a nitrogen atom, and the other is a boron atom: each of R1 to R26, A1, and A2 independently represents a hydrogen atom, a deuterium atom, or a substituent; R1 and R2, R2 and R3, R3 and R4, R4 and R5, R5 and R6, R6 and R7, R7 and R8, R8 and R9, R9 and R10, R10 and R11, R11 and R12, R13 and R14, R14 and R15, R15 and R16, R16 and R17, R17 and R18, R18 and R19, R19 and R20, R20 and R21, R21 and R22, R22 and R23, R23 and R24, R24 and R25, and R25 and R26 may be bonded to each other to form ring structures; here, when X1 is a nitrogen atom, R17 and R18 are bonded to each other to form a single bond and to form a pyrrole ring, and when X2 is a nitrogen atom, R21 and R22 are bonded to each other to form a single bond and to form a pyrrole ring;
when X1 is a nitrogen atom, R7 and R8 and R21 and R22 are bonded via nitrogen atoms to form 6-membered rings, and R17 and R18 are bonded to each other to form a single bond, at least one of R1 to R6 is a substituted or unsubstituted aryl group, or an aromatic ring or a heteroaromatic ring is formed through bonding in any of R1 and R2, R2 and R3, R3 and R4, R4 and R5, and R5 and R6;
when X1 is a boron atom, X2 is a nitrogen atom, and R7 and R8, and R17 and R18 are bonded to each other to form boron atom-containing ring structures, the ring structure is a 5 to 7-membered ring; in the case of a 6-membered ring, R7 and R8, and R17 and R18 are bonded to each other to form —B(R32)—, —CO—, —CS— or —N(R77)—; R27 represents a hydrogen atom, a deuterium atom, or a substituent;
when any of R1 to R7 is a substituted amino group, at least R5 is a substituted amino group;
when R7 and R8 are not bonded to each other to form a ring structure, and at least one of R8 to R12 is a substituent, the compound represented by the formula (1) is represented by a following formula (1a) or a following formula (1b):

OG Complex Work Unit Chemistry
wherein, in the formula (1a), each of Ar1 to Ar4 independently represents a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group, or a substituted or unsubstituted alkyl group; each of R41 and R42 independently represents a substituted or unsubstituted alkyl group; each of m1 and m2 independently represents an integer of 1 to 5, each of n1 and n3 independently represents an integer of 0 to 4, and each of n2 and n4 independently represents an integer of 0 to 3; here, at least one of n1 to n4 is 1 or more; each of A1 and A2 independently represents a hydrogen atom, a deuterium atom or a substituent; and
in the formula (1b), each of Ar5 to Ar8 independently represents a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group, or a substituted or unsubstituted alkyl group; each of R43 and R44 independently represents a substituted or unsubstituted alkyl group; each of m3 and m4 independently represents an integer of 1 to 5, each of n5 and n7 independently represents an integer of 0 to 4, and each of n6 and n8 independently represents an integer of 0 to 3; here, at least one of n5 to n8 is 1 or more; each of A1 and A2 independently represents a hydrogen atom, a deuterium atom, or a substituent.