Organometallic compound and organic light-emitting device including the same

Patent metadata

Field	Value
Publication number	US-2026082805-A1
Application number	US-202519316972-A
Country	US
Kind code	A1
Filing date	Sep 2, 2025
Priority date	Sep 13, 2024
Publication date	Mar 19, 2026
Grant date	—

Abstract

Provided are an organometallic compound represented by Formula 1 and an organic light-emitting device including the same. In Formula 1, M 1 is a transition metal, L 11 is a ligand represented by Formula 1-1, L 12 is an organic ligand, n11 is 1, n12 is 0, 1, or 2, and descriptions for other substituent are provided in the specification:

First claim

What is claimed is:

1 . An organometallic compound represented by Formula 1:

wherein, in Formula 1,
M 1 is a transition metal,
L 11 is a ligand represented by Formula 1-1,
L 12 is an organic ligand,
n11 is 1,
n12 is 0, 1, or 2,

wherein, in Formula 1-1,
1 to *4 each indicate a binding site to M 1 ,
A 10 is an N-containing heterocyclic group,
A 20 and A 30 are each independently a C 5 -C 30 carbocyclic group or a C 1 -C 30 heterocyclic group,
T 1 is a single bond, *—N(R 1 )—*′, *—B(R 1 )—*′, *—P(R 1 )—*′, *—C(R 1 )(R 2 )—*′, *—Si(R 1 )(R 2 )—*′, *—Ge(R 1 )(R 2 )—*′, *—S—*′, *—Se—*′, *—O—*′, *—C(═O)—*′, *—S(═O)—*′, *—S(═O) 2 —*′, *—C(R 1 )═C(R 2 )—*′, *—C(═S)—*′, or *—C≡C—*′,
T 2 is a single bond, *—N(R 3 )—*, *—B(R 3 )—*′, *—P(R 3 )—*′, *—C(R 3 )(R 4 )—*′, *—Si(R 3 )(R 4 )—*′, *—Ge(R 3 )(R 4 )—*′, *—S—*′, *—Se—*′, *—O—*′, *—C(═O)—*′, *—S(═O)—*′, *—S(═O) 2 —*′, *—C(R 3 )═C(R 4 )—*′, *—C(═S)—*′, or *—C≡C—*′,
X 11 is C(R 11 ) or N, and X 12 is C(R 12 ) or N,
X 20 is C or N, and X 30 is C or N,
X 21 , X 22 , X 31 , and X 32 are each independently C or N,
Ar 1 has a molecular weight of 350 or more and is a group represented by Formula 2,

wherein, in Formula 2,
E 1 and E 5 are each independently deuterium, —F, —Cl, —Br, —I, —SF 5 , a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a substituted or unsubstituted C 1 -C 60 alkyl group, a substituted or unsubstituted C 2 -C 60 alkenyl group, a substituted or unsubstituted C 2 -C 60 alkynyl group, a substituted or unsubstituted C 1 -C 60 alkoxy group, a substituted or unsubstituted C 1 -C 60 alkylthio group, a substituted or unsubstituted C 3 -C 10 cycloalkyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkyl group, a substituted or unsubstituted C 3 -C 10 cycloalkenyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkenyl group, a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 6 -C 60 aryloxy group, a substituted or unsubstituted C 6 -C 60 arylthio group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —N(Q 1 )(Q 2 ), —Si(Q 3 )(Q 4 )(Q 5 ), —Ge(Q 3 )(Q 4 )(Q 5 ), —B(Q 6 )(Q 7 ), or —P(═O)(Q 8 )(Q 9 ),
E 2 to E 4 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, —SF 5 , a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a substituted or unsubstituted C 1 -C 60 alkyl group, a substituted or unsubstituted C 2 -C 60 alkenyl group, a substituted or unsubstituted C 2 -C 60 alkynyl group, a substituted or unsubstituted C 1 -C 60 alkoxy group, a substituted or unsubstituted C 1 -C 60 alkylthio group, a substituted or unsubstituted C 3 -C 10 cycloalkyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkyl group, a substituted or unsubstituted C 3 -C 10 cycloalkenyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkenyl group, a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 6 -C 60 aryloxy group, a substituted or unsubstituted C 6 -C 60 arylthio group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —N(Q 1 )(Q 2 ), —Si(Q 3 )(Q 4 )(Q 5 ), —Ge(Q 3 )(Q 4 )(Q 5 ), —B(Q 6 )(Q 7 ), or —P(═O)(Q 8 )(Q 9 ),
* indicates a binding site to a neighboring atom,
Ar 1 is an asymmetric structure,
R 11 and R 12 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, —SF 5 , a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a substituted or unsubstituted C 1 -C 60 alkyl group, a substituted or unsubstituted C 2 -C 60 alkenyl group, a substituted or unsubstituted C 2 -C 60 alkynyl group, a substituted or unsubstituted C 1 -C 60 alkoxy group, a substituted or unsubstituted C 1 -C 60 alkylthio group, a substituted or unsubstituted C 3 -C 10 cycloalkyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkyl group, a substituted or unsubstituted C 3 -C 10 cycloalkenyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkenyl group, a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 6 -C 60 aryloxy group, a substituted or unsubstituted C 6 -C 60 arylthio group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —N(Q 1 )(Q 2 ), —Si(Q 3 )(Q 4 )(Q 5 ), —Ge(Q 3 )(Q 4 )(Q 5 ), —B(Q 6 )(Q 7 ), or —P(═O)(Q 8 )(Q 9 ),
R 11 and R 12 are optionally bonded to each other to form a C 5 -C 30 carbocyclic group unsubstituted or substituted with at least one R 10 or a C 1 -C 30 heterocyclic group unsubstituted or substituted with at least one R 10 ,
R 1 to R 4 , R 10 , R 20 , R 30 , R 41 , and R 44 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, —SF 5 , a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a substituted or unsubstituted C 1 -C 60 alkyl group, a substituted or unsubstituted C 2 -C 60 alkenyl group, a substituted or unsubstituted C 2 -C 60 alkynyl group, a substituted or unsubstituted C 1 -C 60 alkoxy group, a substituted or unsubstituted C 1 -C 60 alkylthio group, a substituted or unsubstituted C 3 -C 10 cycloalkyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkyl group, a substituted or unsubstituted C 3 -C 10 cycloalkenyl group, a substituted or unsubstituted C 2 -C 10 heterocycloalkenyl group, a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 6 -C 60 aryloxy group, a substituted or unsubstituted C 6 -C 60 arylthio group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —N(Q 1 )(Q 2 ), —Si(Q 3 )(Q 4 )(Q 5 ), —Ge(Q 3 )(Q 4 )(Q 5 ), —B(Q 6 )(Q 7 ), or —P(═O)(Q 8 )(Q 9 ),
at least two neighboring groups among R 1 to R 4 , R 10 , R 20 , R 30 , R 41 , and R 44 are optionally bonded together to form a substituted or unsubstituted C 5 -C 30 carbocyclic group or a substituted or unsubstituted C 1 -C 30 heterocyclic group,
at least two of R 20 in the number of b20 are optionally linked together to form a substituted or unsubstituted C 5 -C 30 carbocyclic group or a substituted or unsubstituted C 1 -C 60 heterocyclic group,
at least two of R 30 in the number of b30 are optionally linked together to form a substituted or unsubstituted C 5 -C 30 carbocyclic group or a substituted or unsubstituted C

Assignees

• Samsung Electronics Co Ltd

Inventors

• Bae Hyejin
• Kim Hwang Suk
• Min Minsik
• Chung Yeon Sook
• Choi Hyesung
• Heo Joon
• Kang Hosuk
• Kim Jong Soo
• Son Youngmok
• Won Joonghee
• Lee Yeonkyung
• Ju Kyeongsik

Classifications

• C09K2211/185

  of the platinum group, i.e. Os, Ir, Pt, Ru, Rh or Pd · CPC title

• C09K2211/1044

  containing two nitrogen atoms as heteroatoms · CPC title

• C09K2211/1029

  containing one nitrogen atom as the heteroatom · CPC title

• C09K2211/1022

  bridged by heteroatoms, e.g. N, P, Si or B · CPC title

• C09K2211/1014

  bridged by heteroatoms, e.g. N, P, Si or B · CPC title