US 12,035,616 B2
Organic electroluminescence device and organometallic complex for organic electroluminescence device
Haejin Kim, Hwaseong-si (KR); Soo-Byung Ko, Yongin-si (KR); Sungbum Kim, Yongin-si (KR); Sujin Shin, Daegu (KR); Eunsoo Ahn, Jinju-si (KR); Eunyoung Lee, Sejong-si (KR); Jaesung Lee, Hwaseong-si (KR); Hyunjung Lee, Pohang-si (KR); Mina Jeon, Hwaseong-si (KR); and Junghoon Han, Seoul (KR)
Assigned to Samsung Display Co., Ltd., Yongin-si (KR)
Filed by Samsung Display Co., Ltd., Yongin-si (KR)
Filed on Jun. 2, 2020, as Appl. No. 16/890,520.
Claims priority of application No. 10-2019-0094565 (KR), filed on Aug. 2, 2019.
Prior Publication US 2021/0036243 A1, Feb. 4, 2021
Int. Cl. C09K 11/06 (2006.01); C07F 15/00 (2006.01); H10K 85/30 (2023.01); H10K 50/11 (2023.01); H10K 50/15 (2023.01); H10K 50/16 (2023.01)
CPC H10K 85/346 (2023.02) [C07F 15/0086 (2013.01); C09K 11/06 (2013.01); C09K 2211/1029 (2013.01); C09K 2211/1044 (2013.01); C09K 2211/185 (2013.01); H10K 50/11 (2023.02); H10K 50/15 (2023.02); H10K 50/16 (2023.02)] 7 Claims
 
1. An organic electroluminescence device comprising:
a first electrode;
a second electrode facing the first electrode; and
a plurality of organic layers between the first electrode and the second electrode,
wherein at least one of the plurality of organic layers comprises an organometallic complex comprising a metal atom which is a central atom, a plurality of ligands connected to the metal atom, and a nitrogen atom connecting two of the plurality of ligands;
wherein the nitrogen atom comprises an aromatic ring group as a substituent;
wherein the aromatic ring group is not bonded to any of the plurality of ligands to form a ring;
wherein the organometallic complex is represented by formula 1-3 below:

OG Complex Work Unit Chemistry
wherein, in formula 1-3 above, L1 is a substituted or unsubstituted 5 membered heterocyclic group or a substituted or unsubstituted ring-forming C2-30 heteroaryl group;
wherein, in formula 1-3 above, R1, R2, R3, and R4 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted ring-forming C6-30 aryl group, a substituted or unsubstituted ring-forming C6-30 heteroaryl group, a substituted or unsubstituted C1-30 alkyl group, a substituted or unsubstituted C2-30 alkenyl group, a substituted or unsubstituted C2-30 alkynyl group, a substituted or unsubstituted amino group, a carbonyl group, a hydroxy group, a thiol group, a nitrile group, a cyano group, an alkoxy group, an ester group, a sulfonic acid group, a carboxyl group, or a silyl group;
wherein, in formula 1-3 above, R5 is a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted ring-forming C6-30 aryl group, a substituted or unsubstituted ring-forming C6-30 heteroaryl group, a substituted or unsubstituted C1-30 alkyl group, a substituted or unsubstituted C2-30 alkenyl group, a substituted or unsubstituted C2-30 alkynyl group, a substituted or unsubstituted amino group, a carbonyl group, a hydroxy group, a thiol group, a nitrile group, a cyano group, an alkoxy group, an ester group, a sulfonic acid group, a carboxyl group, or a silyl group;
wherein, in formula 1-3 above, n1 to n4 are each independently an integer from 0 to 3;
wherein, in formula 1-3 above, n5 is an integer from 0 to 5;
wherein, in formula 1-3 above, A1 is *—O—*, *—S*, *—S(═O)—*, *—SO2*, *—Se*, *—NR11—*, *—R11P═O—*, *—CR12R13, —*, *—C(═O)—*, *—SiR12R13, —*, *—GeR12R13, —*, *—BH—*, *—P(O)H—*, *—PH—*, *—NH—*, *—CR12H—*, *—CH2*, *—SiH2*, *—SiHR12—*, *—BR14—*, or *—PR14—*; and
wherein, in formula 1-3 above, R11, R12, R13, and R14 are each independently a hydrogen atom, a deuterium atom, a halogen atom, a substituted or unsubstituted ring-forming C6-30 aryl group, a substituted or unsubstituted ring-forming C6-30 heteroaryl group, a substituted or unsubstituted C1-30 alkyl group, a substituted or unsubstituted C2-30 alkenyl group, a substituted or unsubstituted C2-30 alkynyl group, a substituted or unsubstituted amino group, a carbonyl group, a hydroxy group, a thiol group, a nitrile group, a cyano group, an alkoxy group, an ester group, a sulfonic acid group, a carboxyl group, or a silyl group.