IP Library › Granted Patent US 12,745,559
Granted Patent B2
US 12,745,559 · App. 17/674,845 · Granted Sep 22, 2026

Light-emitting device and electronic apparatus including the same

Inventors: Jaeweon Hur (Yongin-si, KR); Seulong Kim (Yongin-si, KR); Hyein Jeong (Yongin-si, KR); Soungwook Kim (Yongin-si, KR); Sungsoo Bae (Yongin-si, KR); Hyewon Choi (Yongin-si, KR)
Assignee: Samsung Display Co., Ltd.
H10K85/615C07D471/04C07D487/04C07D491/048C07D519/00C07F9/547C07F9/5765C07F9/58C07F9/65517C07F9/655354C07F9/6564H10K50/165H10K50/166H10K85/649H10K85/657H10K85/6572H10K85/6574H10K59/12H10K59/8052H10K59/875
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Quick Facts
Patent No.
US 12,745,559
App. No.
17/674,845
Granted
Sep 22, 2026
Kind
B2
Abstract

Provided are a light-emitting device and an electronic apparatus including the same. The light-emitting device includes: a first electrode; a second electrode facing the first electrode; an interlayer located between the first electrode and the second electrode; and an electron transport capping layer located outside the second electrode, wherein the interlayer includes an emission layer and an electron transport region, one of the electron transport region and the electron transport capping layer includes a first compound represented by Formula 1, and the other one includes the first compound, a second compound represented by Formula 2, or a combination thereof, and the electron transport region further includes a metal dopant: wherein, Formulae 1 and 2 are the same as described in the specification.

Claims (49)

1 . A light-emitting device comprising:

a first electrode;

a second electrode facing the first electrode;

an interlayer located between the first electrode and the second electrode; and

an electron transport capping layer located outside the second electrode,

wherein the interlayer includes an emission layer and an electron transport region,

one of the electron transport region and the electron transport capping layer includes a first compound represented by Formula 1, and the other one includes the first compound, a second compound represented by Formula 2, or a combination thereof, and

the electron transport region further includes a metal dopant:

wherein, in Formula 1 and Formula 2,

Y 1 is *—O—*′, *—S—*′, *—N[(L 9 ) a9 -(R 9 ) b9 ]—*′, *—C[(L 9 ) a9 -(R 9 ) b9 ][(L 10 ) a10 -(R 10 ) b10 ]—*′, *—C[(L 9 ) a9 -(R 9 ) b9 ]═C[(L 10 ) a10 -(R 10 ) b10 ]—*′, *—C[(L 9 ) a9 -(R 9 ) b9 ]═N—*′, or *—N═C[(L 10 ) a10 -(R 10 ) b10 ]—*′,

X 1 is N or C[(L 1 ) a1 -(R 1 ) b1 ], X 2 is N or C[(L 2 ) a2 -(R 2 ) b2 ], X 3 is N or C[(L 3 ) a3 -(R 3 ) b3 ], X 4 is N or C[(L 4 ) a4 -(R 4 ) b4 ], X 5 is N or C[(L 5 ) a5 -(R 5 ) b5 ], X 6 is N or C[(L 6 ) a6 -(R 6 ) b6 ], X 7 is N or C[(L 7 ) a7 -(R 7 ) b7 ], and X 8 is N or C[(L 8 ) a8 -(R 8 ) b8 ],

L 1 to L 13 are each a single bond, a C 1 -C 20 alkylene group that is unsubstituted or substituted with at least one R 10a , a C 2 -C 20 alkenylene group that is unsubstituted or substituted with at least one R 10a , a C 2 -C 20 alkynylene group that is unsubstituted or substituted with at least one R 10a , a C 3 -C 10 cycloalkylene group that is unsubstituted or substituted with at least one R 10a , a C 1 -C 10 heterocycloalkylene group that is unsubstituted or substituted with at least one R 10a , a C 3 -C 10 cycloalkenylene group that is unsubstituted or substituted with at least one R 10a , a C 1 -C 10 heterocycloalkenylene group that is unsubstituted or substituted with at least one R 10a , a C 6 -C 60 arylene group that is unsubstituted or substituted with at least one R 10a , a C 1 -C 60 heteroarylene group that is unsubstituted or substituted with at least one R 10a , a divalent non-aromatic condensed polycyclic group that is unsubstituted or substituted with at least one R 10a , or a divalent non-aromatic condensed heteropolycyclic group that is unsubstituted or substituted with at least one R 10a ,

a1 to a13 are each 0, 1, 2, 3, 4, or 5,

R 1 to R 13 are each hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazino group, a hydrazono 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 1 -C 60 heteroaryloxy group unsubstituted or substituted with at least one R 10a , a C 1 -C 60 heteroarylthio group unsubstituted or substituted with at least one R 10a , a monovalent non-aromatic condensed polycyclic group unsubstituted or substituted with at least one R 10a , a 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 ),

neighboring two or more of R 1 to Rio 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 ,

neighboring two or more of R 11 to R 13 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 b13 are each 1, 2, 3, 4, 5, 6, 7, or 8,

* and *′ each indicate a binding site to a neighboring atom, 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, a C 7 -C 60 aryl alkyl group, a C 2 -C 60 heteroaryl alkyl 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 any 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, a C 7 -C 60 aryl alkyl group, or a C 2 -C 60 heteroaryl alkyl 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 aryl alkyl group, a C 2 -C 60 heteroaryl alkyl 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 any 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 any combination thereof; a C 7 -C 60 aryl alkyl group; or a C 2 -C 60 heteroaryl alkyl group,

wherein the electron transport region includes an electron transport layer,

wherein the electron transport layer includes the second compound and the metal dopant, and

wherein an amount of the metal dopant in the electron transport layer is 5 wt % or less.

2 . The light-emitting device of claim 1 , wherein the electron transport capping layer includes the first compound, and

the electron transport region includes the second compound and the metal dopant.

3 . The light-emitting device of claim 1 , wherein the metal dopant includes alkali metal, alkaline earth metal, rare earth metal, or a combination thereof.

4 . The light-emitting device of claim 1 , wherein the electron transport region further includes a hole-blocking layer, an electron control layer, an electron injection layer, or any combination thereof.

5 . The light-emitting device of claim 1 , wherein the electron transport region consists of the electron transport layer.

6 . The light-emitting device of claim 1 , wherein the electron transport layer is in direct contact with the second electrode.

7 . The light-emitting device of claim 1 , wherein the electron transport capping layer does not include a metal.

8 . The light-emitting device of claim 1 , wherein the electron transport capping layer is in direct contact with the second electrode.

9 . The light-emitting device of claim 1 , wherein the first compound is selected from Compounds 1-1 to 1-26 and 1-41 to 1-79:

10 . The light-emitting device of claim 1 , wherein the second compound is selected from Compounds 2-1 to 2-18:

11 . The light-emitting device of claim 1 , wherein the emission layer includes a host and a dopant, and

in the emission layer, an amount of the host is greater than an amount of the dopant based on weight.

12 . The light-emitting device of claim 11 , wherein the dopant includes a phosphorescent dopant, a fluorescent dopant, a delayed fluorescence material, or any combination thereof.

13 . The light-emitting device of claim 1 , further comprising a hole transport region located between the first electrode and the emission layer, wherein

the hole transport region includes a hole injection layer, a hole transport layer, an electron-blocking layer, or any combination thereof.

14 . The light-emitting device of claim 1 , wherein the second electrode includes silver (Ag) in an amount of 95 wt % or more.

15 . The light-emitting device of claim 1 , wherein the second electrode includes magnesium (Mg), and

an amount of the magnesium is 5 wt % or less.

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

17 . The electronic apparatus of claim 16 , further comprising a thin-film transistor, wherein

the thin-film transistor includes a source electrode and a drain electrode, and

the first electrode of the light-emitting device is electrically connected to the source electrode or the drain electrode.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 18, 2022
From: HUR, JAEWEON; KIM, SEULONG; JEONG, HYEIN; KIM, SOUNGWOOK; BAE, SUNGSOO; CHOI, HYEWON
To: SAMSUNG DISPLAY CO., LTD.
Reel/Frame 059042/0287 →
Priority Claims (1)
KR 10-2021-0022641 · Feb 19, 2021 · national
Continuity (1)
Related Publication 20220278296A1 · Sep 1, 2022
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