US 12,396,363 B2
Light-emitting device and an electronic apparatus including the same
Seulong Kim, Yongin-si (KR); Soungwook Kim, Yongin-si (KR); Sungsoo Bae, Yongin-si (KR); Hyein Jeong, Yongin-si (KR); Hyewon Choi, Yongin-si (KR); and Jaeweon Hur, Yongin-si (KR)
Assigned to Samsung Display Co., Ltd., Yongin-si (KR)
Filed by Samsung Display Co., Ltd., Yongin-si (KR)
Filed on Nov. 23, 2021, as Appl. No. 17/533,135.
Claims priority of application No. 10-2020-0159093 (KR), filed on Nov. 24, 2020.
Prior Publication US 2022/0173331 A1, Jun. 2, 2022
Int. Cl. H10K 50/844 (2023.01); H10K 85/60 (2023.01); H10K 50/16 (2023.01); H10K 101/00 (2023.01)
CPC H10K 85/6572 (2023.02) [H10K 85/615 (2023.02); H10K 85/636 (2023.02); H10K 50/166 (2023.02); H10K 2101/90 (2023.02)] 19 Claims
 
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
a capping layer disposed on the second electrode,
wherein the interlayer further comprises an electron transport region between the emission layer and the second electrode,
the capping layer comprises at least one first material represented by Formula 1 or Formula 2, and
the electron transport region satisfies at least one of Condition (1) and Condition (2):
Condition (1)
the electron transport region further comprises a first electron transport layer,
wherein the first electron transport layer comprises a mixture comprising an organic electron transport material and a metal element-containing material, and the organic electron transport material and the metal element-containing material are different from each other; and
Condition (2)
the electron transport region comprises at least one second material represented by Formula 1 or Formula 2:

OG Complex Work Unit Chemistry
wherein, in Formula 1,
X11 is N or C(R11),
X12 is N or C(R12),
A11 and A12 are each, independently from one another, a C1-C60 heterocyclic group comprising at least one N,
L11 and L12 are each, independently from one another, a single bond, a C5-C60 carbocyclic group unsubstituted or substituted with at least one R10a, or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,
a11 and a12 are each, independently from one another, an integer selected from 1 to 3,
E11, E12, R11, and R12 are each, independently from one another, hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C1-C60 alkyl group unsubstituted or substituted with at least one R10a, a C2-C60 alkenyl group unsubstituted or substituted with at least one R10a, a C2-C60 alkynyl group unsubstituted or substituted with at least one R10a, a C1-C60 alkoxy group unsubstituted or substituted with at least one R10a, a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a, a C6-C60 aryloxy group unsubstituted or substituted with at least one R10a, a C6-C60 arylthio group unsubstituted or substituted with at least one R10a, —Si(Q1)(Q2)(Q3), —N(Q1)(Q2), —B(Q1)(Q2), —C(═O)(Q1), —S(═O)2(Q1), or —P(═O)(Q1)(Q2),
b11 and b12 are each, independently from one another, an integer selected from 1 to 8,
d11 and d12 are each, independently from one another, an integer selected from 1 to 8,
R11 and R12 are optionally linked to each other to form a C5-C60 carbocyclic group unsubstituted or substituted with at least one R10a or a C2-C30 heterocyclic group unsubstituted or substituted with at least one R10a,
wherein, in Formula 2,
Y21 is O, S, or Se,
A21 is a C5-C60 carbocyclic group unsubstituted or substituted with at least one R10a or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,
n21 is an integer selected from 1 to 3,
L21 to L23 are each, independently from one another, a single bond, a C5-C60 carbocyclic group unsubstituted or substituted with at least one R10a, or a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a,
a21 to a23 are each, independently from one another, an integer selected from 1 to 3,
T22 and T23 are each, independently from one another, hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C1-C60 alkyl group unsubstituted or substituted with at least one R10a, a C2-C60 alkenyl group unsubstituted or substituted with at least one R10a, a C2-C60 alkynyl group unsubstituted or substituted with at least one R10a, a C1-C60 alkoxy group unsubstituted or substituted with at least one R10a, a C3-C60 carbocyclic group unsubstituted or substituted with at least one R10a, a C1-C60 heterocyclic group unsubstituted or substituted with at least one R10a, a C6-C60 aryloxy group unsubstituted or substituted with at least one R10a, a C6-C60 arylthio group unsubstituted or substituted with at least one R10a, —Si(Q1)(Q2)(Q3), —N(Q1)(Q2), —B(Q1)(Q2), —C(═O)(Q1), —S(═O)2(Q1), or —P(═O)(Q1)(Q2),
b22 and b23 are each, independently from one another, an integer selected from 1 to 8,
T22 and T23 are optionally linked to each other to form a C2-C30 heterocyclic group unsubstituted or substituted with at least one R10a, and
R10a is:
deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, or a nitro group;
a C1-Coo alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, or a C1-C60 alkoxy group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, a C6-C60 aryloxy group, a C6-C60 arylthio group, —Si(Q11)(Q12)(Q13), —N(Q11)(Q12), —B(Q11)(Q12), —C(═O)(Q11), —S(═O)2(Q11), —P(═O)(Q11) (Q12), or any combination thereof;
a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, a C6-C60 aryloxy group, or a C6-C60 arylthio group, each independently from one another, unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, a C1-C60 alkoxy group, a C3-C60 carbocyclic group, a C1-C60 heterocyclic group, a C6-C60 aryloxy group, a C6-C60 arylthio group, —Si(Q21)(Q22)(Q23), —N(Q21)(Q22), —B(Q21)(Q22), —C(═O)(Q21), —S(═O)2(Q21), —P(═O)(Q21)(Q22), or any combination thereof; or
—Si(Q31)(Q32)(Q33), —N(Q31)(Q32), —B(Q31)(Q32), —C(═O)(Q31), —S(═O)2(Q31), or —P(═O)(Q31)(Q32),
wherein Q1 to Q3, Q11 to Q13, Q21 to Q23, and Q31 to Q33 are each, independently from one another: hydrogen; deuterium; —F; —Cl; —Br; —I; a hydroxyl group; a cyano group; a nitro group; a C1-C60 alkyl group; a C2-C60 alkenyl group; a C2-C60 alkynyl group; a C1-C60 alkoxy group; or a C3-C60 carbocyclic group or a C1-C60 heterocyclic group, each unsubstituted or substituted with deuterium, —F, a cyano group, a C1-C60 alkyl group, a C1-C60 alkoxy group, a phenyl group, a biphenyl group, or any combination thereof, and
wherein the electron transport region further comprises a second electron transport layer between the first electron transport layer and the emission layer.