Light-emitting device including organometallic compound, electronic apparatus including the light-emitting device, and the organometallic compound

Patent metadata

Field	Value
Publication number	US-2025151609-A1
Application number	US-202418929846-A
Country	US
Kind code	A1
Filing date	Oct 29, 2024
Priority date	Nov 3, 2023
Publication date	May 8, 2025
Grant date	—

Abstract

Embodiments provide an organometallic compound, a light-emitting device including the organometallic compound, an electronic apparatus including the light-emitting device, and an electronic equipment including the light-emitting device. The light-emitting device includes a first electrode, a second electrode facing the first electrode, an interlayer between the first electrode and the second electrode and including an emission layer, and the organometallic compound. The organometallic compound is represented by Formula 1, which is explained in the specification:

First claim

What is claimed is:

1 . A light-emitting device comprising:
a first electrode; a second electrode facing the first electrode; an interlayer between the first electrode and the second electrode and comprising an emission layer; and an organometallic compound represented by Formula 1:

wherein in Formula 1,
M 1 is platinum (Pt), palladium (Pd), copper (Cu), silver (Ag), gold (Au), rhodium (Rh), ruthenium (Ru), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), or thulium (Tm),
X 1 to X 4 are each independently C or N,
ring CY 1 to ring CY 4 are each independently a C 5 -C 60 carbocyclic group or a C 1 -C 60 heterocyclic group,
L 1 to L 3 are each independently a single bond, *—C(Ra)(R 1b )—*′, *—C(R 1a )═*′, *═C(R 1a )—*′, *—C(R 1a )═C(R 1b )—*′, *—C(═O)—*′, *—C(═S)—*′, *—C≡C—*′, *—B(R 1a )—*′, *—N(R 1a )—*′, *—O—*′, *—P(R 1a )—*′, *—Al(R 1a )—*, *—Si(R 1a )(R 1b )—*′, *—P(═O)(R 1a )—*′, *—S—*′, *—S(═O)—*′, *—S(═O) 2 —*′, or *—Ge(R 1a )(R 1b )—*′, wherein * and *′ each indicate a binding site to a neighboring atom,
n1 to n3 are each independently an integer from 0 to 5,
when n1 is 0, *-(L 1 ) n1 -*′ is absent,
when n2 is 0, *-(L 2 ) n2 -*′ is absent,
when n3 is 0, *-(L 3 ) n3 -*′ is absent,
R 1 to R 4 , R 1a , and R 1b 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 1 -C 60 alkylthio group unsubstituted or substituted with at least one R 10a , a C 3 -C 60 carbocyclic group unsubstituted or substituted with at least one R 10a , a C 1 -C 60 heterocyclic 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 , —C(Q 1 )(Q 2 )(Q 3 ), —Si(Q 1 )(Q 2 )(Q 3 ), —N(Q 1 )(Q 2 ), —B(Q 1 )(Q 2 ), —C(═O)(Q 1 ), —S(═O) 2 (Q 1 ), or —P(═O)(Q 1 )(Q 2 ),
a1 to a4 are each independently an integer from 1 to 20,
two or more neighboring groups among R 1 in the number of a1, R 2 in the number of a2, R 3 in the number of a3, R 4 in the number of a4, R 1a , and R 1b are optionally bonded to each other to form a C 3 -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 ,
R 10a is:
deuterium, —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, a C 7 -C 60 arylalkyl group, a C 2 -C 60 heteroarylalkyl 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, a C 6 -C 60 arylthio group, a C 7 -C 60 arylalkyl group, or a C 2 -C 60 heteroarylalkyl 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, a C 7 -C 60 arylalkyl group, a C 2 -C 60 heteroarylalkyl 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 ), and
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, a C 1 -C 60 heterocyclic group, a C 7 -C 60 arylalkyl group, or a C 2 -C 60 heteroarylalkyl 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
the emission layer comprises a host and a dopant, and the dopant comprises the organometallic compound.

3 . The light-emitting device of claim 1 , further comprising:
a second compound comprising at least one π electron-deficient nitrogen-containing C 1 -C 60 heterocyclic group, a third compound comprising a group represented by Formula 3, a fourth compound that is a delayed fluorescence compound, or a combination thereof, wherein the organometallic compound, the second compound, the third compound, and the fourth compound are different from each other:

wherein in Formula 3,
ring CY 71 and ring CY72 are each independently a π electron-rich C 3 -C 60 cyclic group or a pyridine group,
X 71 is: a single bond; or a linking group comprising O, S, N, B, C, Si, or a combination thereof, and
* indicates a binding site to an atom in a remaining portion of the third compound other than the group represented by Formula 3.

4 . The light-emitting device of claim 3 , wherein
the second compound comprises a pyridine group, a pyrimidine group, a pyrazine group, a pyridazine group, a triazine group, or a combination thereof, and the fourth compound is a compound comprising at least one cyclic group comprising boron (B) and nitrogen (N) as ring-forming atoms.

5 . The light-emitting device of claim 3 , wherein
the emission layer comprises:
the organometallic compound; and
the second compound, the third compound, the fourth compound, or a combination thereof, and
the emission layer emits blue light.

6 . An electronic apparatus comprising the light-emitting device of claim 1 .

7 . The electronic apparatus of claim 6 , further comprising:
a thin-film transistor, wherein the thin-film transistor comprises a source electrode and a drain electrode, and the first electrode of the light-emitting device is electrically connected to at least one of the source electrode and the drain electrode.

8 . The electronic apparatus of claim 6 , further comprising:
a color filter, a color conversion layer, a touch screen layer, a polarizing layer, or a combination thereof.

9 . An electronic equipment comprising the light-emitting device of claim 1 .

10 . The electronic equipment of claim 9 , wherein the electronic equipment is a flat panel display, a curved display, a computer monitor, a medical monitor, a television, a billboard, an indoor light, an outdoor light, a signal light, a head-up display, a fully transp

Assignees

• Samsung Display Co Ltd

Inventors

• Kang Sunwoo

Classifications

• C07B2200/05

  Isotopically modified compounds, e.g. labelled · CPC title

• C09K2211/185

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

• C09K11/06

  containing organic luminescent materials · CPC title

• H10K50/12

  comprising dopants · CPC title

• H10K85/658

  Organoboranes · CPC title