Light-emitting device

Patent metadata

Field	Value
Publication number	US-12559671-B2
Application number	US-202117477903-A
Country	US
Kind code	B2
Filing date	Sep 17, 2021
Priority date	Mar 17, 2021
Publication date	Feb 24, 2026
Grant date	Feb 24, 2026

Abstract

Provided are an organometallic compound, a light-emitting device including the organometallic compound, and an electronic apparatus including the light-emitting device. The light-emitting device includes a first electrode, a second electrode facing the first electrode, and an interlayer disposed between the first electrode and the second electrode. The interlayer includes an emission layer. The emission layer includes a first compound which is the organometallic compound; and a second compound, a third compound, a fourth compound, or any combination thereof. The first compound, the second compound, the third compound, and the fourth compound are different from one another.

First claim

What is claimed is:

1 . A light-emitting device comprising:
a first electrode; a second electrode facing the first electrode; and an interlayer disposed between the first electrode and the second electrode, wherein the interlayer includes an emission layer, the emission layer comprises: a first compound which is an organometallic compound represented by Formula 2; a second compound comprising at least one of a pyrimidine group and a 1,3,5-triazine group; and a third compound represented by Formula 11, and the first compound, the second compound, and the third compound are different from one another:

wherein in Formula 2,
M 1 is a transition metal,
ring A 1 to ring A 3 are each independently a C 5 -C 60 carbocyclic group or a C 1 -C 60 heterocyclic group,
L 1 and L 2 are each independently a single bond, *—O—*′, *—S—*′, *—C(R 5 )(R 6 )—*′, *—C(R 5 )═*′, *═C(R 5 )—*′, *—C(R 5 )═C(R 6 )—*′, *—C(═O)—*′, *—C(═S)—*′, *—C≡C—*′, *—B(R 5 )—*′, *—N(R 5 )—*′, *—P(R 5 )—*′, *—Si(R 5 )(R 6 )—*′, *—P(R 5 )(R 6 )—*′, or *—Ge(R 5 )(R 6 )—*′,
a1 and a2 are each independently 0, 1, 2, or 3,
one of a1 and a2 is 0,
when a1 is 0, ring A 1 and ring A 2 are not linked to each other,
when a2 is 0, ring A 2 and ring A 3 are not linked to each other,
Y 1 to Y 3 are each independently a carbon atom (C) or a nitrogen atom (N),
B 1 to B 4 are each independently a chemical bond, *—O—*′, or *—S—*′,
R 1 to R 6 , R′ 7 , and R′ 8 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C 1 -C 60 alkyl group unsubstituted or substituted with at least one R 10a , a C 2 -C 60 alkenyl group unsubstituted or substituted with at least one R 10a , a C 2 -C 60 alkynyl group unsubstituted or substituted with at least one R 10a , a C 1 -C 60 alkoxy group unsubstituted or substituted with at least one R 10a , a C 3 -C 10 cycloalkyl group unsubstituted or substituted with at least one R 10a , a C 1 -C 10 heterocycloalkyl group unsubstituted or substituted with at least one R 10a , a C 3 -C 10 cycloalkenyl group unsubstituted or substituted with at least one R 10a , a C 1 -C 10 heterocycloalkenyl group unsubstituted or substituted with at least one R 10a , a C 6 -C 60 aryl group unsubstituted or substituted with at least one R 10a , a C 6 -C 60 aryloxy group unsubstituted or substituted with at least one R 10a , a C 6 -C 60 arylthio group unsubstituted or substituted with at least one R 10a , a C 1 -C 60 heteroaryl group unsubstituted or substituted with at least one R 10a , a C 8 -C 60 monovalent non-aromatic condensed polycyclic group unsubstituted or substituted with at least one R 10a , a C 1 -C 60 monovalent non-aromatic condensed heteropolycyclic group unsubstituted or substituted with at least one R 10a , —Si(Q 1 )(Q 2 )(Q 3 ), —B(Q 1 )(Q 2 ), —N(Q 1 )(Q 2 ), —P(Q 1 )(Q 2 ), —C(═O)(Q 1 ), —S(═O)(Q 1 ), —S(═O) 2 (Q 1 ), —P(═O)(Q 1 )(Q 2 ), or —P(═S)(Q 1 )(Q 2 ),
two neighboring substituents among R 1 to R 8 are optionally linked to each other to form a C 5 -C 60 carbocyclic group unsubstituted or substituted with at least one R 10a or a C 1 -C 60 heterocyclic group unsubstituted or substituted with at least one R 10a ,
b1 to b3 are each independently an integer from 1 to 5,
b7 and b8 are each independently an integer from 1 to 4, and
* and *′ each indicate a binding site to a neighboring atom,

wherein in Formula 11,
A 5 is O, S, N(R″ 12 ), or C(R″ 13 )(R″ 14 ),
m and n are each independently an integer from 0 to 4,
R″ 6 to R″ 14 are each independently the same as described in connection with R 1 in Formula 2, and
b″6 to b″11 are each independently an integer from 0 to 4, and
R 10a is:
deuterium (-D), —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, or a nitro group;
a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, or a C 1 -C 60 alkoxy group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C 3 -C 60 carbocyclic group, a C 1 -C 60 heterocyclic group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, —Si(Q 11 )(Q 12 )(Q 13 ), —N(Q 11 )(Q 12 ), —B(Q 11 )(Q 12 ), —C(═O)(Q 11 ), —S(═O) 2 (Q 11 ), —P(═O)(Q 11 )(Q 12 ), or a combination thereof;
a C 3 -C 60 carbocyclic group, a C 1 -C 60 heterocyclic group, a C 6 -C 60 aryloxy group, or a C 6 -C 60 arylthio group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, a C 1 -C 60 alkoxy group, a C 3 -C 60 carbocyclic group, a C 1 -C 60 heterocyclic group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, —Si(Q 21 )(Q 22 )(Q 23 ), —N(Q 21 )(Q 22 ), —B(Q 21 )(Q 22 ), —C(═O)(Q 21 ), —S(═O) 2 (Q 21 ), —P(═O)(Q 21 )(Q 22 ), or a combination thereof; or
—Si(Q 31 )(Q 32 )(Q 33 ), —N(Q 31 )(Q 32 ), —B(Q 31 )(Q 32 ), —C(═O)(Q 31 ), —S(═O) 2 (Q 31 ), or —P(═O)(Q 31 )(Q 32 ),
wherein Q 1 to Q 3 , Q 11 to Q 13 , Q 21 to Q 23 , and Q 31 to Q 33 are each independently: hydrogen; deuterium; —F; —Cl; —Br; —I; a hydroxyl group; a cyano group; a nitro group; a C 1 -C 60 alkyl group; a C 2 -C 60 alkenyl group; a C 2 -C 60 alkynyl group; a C 1 -C 60 alkoxy group; or a C 3 -C 60 carbocyclic group or a C 1 -C 60 heterocyclic group, each unsubstituted or substituted with deuterium, —F, a cyano group, a C 1 -C 60 alkyl group, a C 1 -C 60 alkoxy group, a phenyl group, a biphenyl group, or a combination thereof.

2 . The light-emitting device of claim 1 , wherein M 1 is platinum (Pt), palladium (Pd), nickel (Ni), copper (Cu), zinc (Zn), silver (Ag), gold (Au), rhodium (Rh), iridium (Ir), ruthenium (Ru), rhenium (Re), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), or thulium (Tm).

3 . The light-emitting device of claim 1 , wherein ring A 1 to ring A 3 are each independently a benzene group, a naphthalene group, an anthracene group, a phenanthrene group, an azulene group, a triphenylene group, a pyrene group, a chrysene group, a cyclopentadiene group, a 1,2,3,4-tetrahydronaphthalene group, a furan group, a thiophene group, a silole group, an indene group, a fluorene group, an indole group, a carbazole group, a benzofuran group, a dibenzofuran group, a benzothiophene group, a dibenzothiophene group, a benzosilole group, a dibenzosilole group, an indenopyridine group, an indolopyridine group, a benzofuropyridine group, a benzothienopyridine group, a benzosilolopyridine group, an indenopyrimidine group, an indolopyrimidine group, a benzofuropyrimidine group, a benzothienopyrimidine group, a benzosilolopyrimidine group, a dihydropyridine group, a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, a quinoline group, an isoquinoline group, a quinoxaline group, a quinazoline group, a phenanthroline group, a pyrrole group, a pyrazole group, an imidazole group, a 2,3-dihydroimidazole group, a triazole group, a 2,3-dihydrotriazole group, an oxazole group, an isoxazole group, a thiazole group, an isothiazole group, an oxadiazole group, a thiadiazole group, a benzopyrazole group, a pyrazolopyridine group, a furopyrazole group, a thienopyrazole group, a benzimidazole group, a 2,3-dihydrobenzimidazole group, an imidazopyridine group, a 2,3-dihydroimidazopyridine group, a furoimidazole group, a

Assignees

• Samsung Display Co Ltd

Inventors

• Shin Sujin
• Ko Soobyung
• Kim Haejin
• Ahn Eunsoo
• Lee Jaesung
• Jeon Mina

Classifications

• H10K85/658

  Organoboranes · CPC title

• H10K2101/90

  Multiple hosts in the emissive layer · CPC title

• H10K2101/10

  Triplet emission · CPC title

• H10K59/123

  Connection of the pixel electrodes to the thin film transistors [TFT] · CPC title

• H10K50/11

  characterised by the electroluminescent [EL] layers · CPC title