US 11,895,916 B2
Light-emitting device and method of manufacturing the same
Jaekook Ha, Yongin-si (KR)
Assigned to Samsung Display Co., Ltd., Yongin-si (KR)
Filed by SAMSUNG DISPLAY CO., LTD., Yongin-si (KR)
Filed on Jul. 28, 2022, as Appl. No. 17/815,930.
Application 17/815,930 is a continuation of application No. 16/588,247, filed on Sep. 30, 2019, granted, now 11,437,586.
Claims priority of application No. 10-2019-0016353 (KR), filed on Feb. 12, 2019.
Prior Publication US 2022/0399507 A1, Dec. 15, 2022
This patent is subject to a terminal disclaimer.
Int. Cl. H01L 51/50 (2006.01); H10K 85/60 (2023.01); H10K 71/12 (2023.01); H10K 85/10 (2023.01); H10K 30/80 (2023.01); H10K 50/15 (2023.01); H10K 50/16 (2023.01); H10K 50/18 (2023.01); H10K 102/00 (2023.01)
CPC H10K 85/6572 (2023.02) [H10K 71/12 (2023.02); H10K 85/111 (2023.02); H10K 85/115 (2023.02); H10K 30/865 (2023.02); H10K 50/15 (2023.02); H10K 50/16 (2023.02); H10K 50/18 (2023.02); H10K 2102/351 (2023.02)] 19 Claims
OG exemplary drawing
 
1. A light-emitting device comprising:
an anode;
a cathode facing the anode;
an emission layer between the anode and the cathode; and
an electron transport region between the emission layer and the cathode, the electron transport region comprising an electron control layer and an electron transport layer,
wherein the emission layer comprises at least one selected from an organic compound and a semiconductor compound, the organic compound comprises a host and a dopant, and the semiconductor compound comprises quantum dots, and
wherein the electron transport layer disposed between the electron control layer and the cathode,
wherein the electron control layer directly contacts the emission layer and comprises an electron control compound represented by Formula 5:

OG Complex Work Unit Chemistry
wherein, in Formulae 5, 5A to 5C, and 6,
A51 is represented by one selected from Formulae 5A to 5C,
hydrogen atom(s) of A51 in the number of n51 are substituted with OH (hydroxyl group),
n51 is an integer from 1 to 20,
X51 is N or C(R51), X52 is N or C(R52), X53 is N or C(R53), X54 is N or C(R54), X55 is N or C(R55), X56 is N or C(R56), X57 is N or C(R57), X58 is N or C(R58), X59 is N or C(R59), and X60 is N or C(R60),
R51 to R60 are each independently selected from a group represented by Formula 6, 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 substituted or unsubstituted C1-C60 alkyl group, a substituted or unsubstituted C2-C60 alkenyl group, a substituted or unsubstituted C2-C60 alkynyl group, a substituted or unsubstituted C1-C60 alkoxy group, a substituted or unsubstituted C1-C60 ether group, a substituted or unsubstituted C3-C10 cycloalkyl group, a substituted or unsubstituted C1-C10 heterocycloalkyl group, a substituted or unsubstituted C3-C10 cycloalkenyl group, a substituted or unsubstituted C1-C10 heterocycloalkenyl group, a substituted or unsubstituted C6-C60 aryl group, a substituted or unsubstituted C6-C60 aryloxy group, a substituted or unsubstituted C6-C60 arylthio group, a substituted or unsubstituted C1-C60 heteroaryl group, a substituted or unsubstituted C1-C60 heteroaryloxy group, a substituted or unsubstituted C1-C60 heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —Si(Q1)(Q2)(Q3), —B(Q1)(Q2), —N(Q1)(Q2), —P(Q1)(Q2), —C(═O)(Q1), —S(═O)(Q1), —S(═O)2(Q1), —P(═O)(Q1)(Q2), and —P(═S)(Q1)(Q2),
L61 is a substituted or unsubstituted C5-C60 carbocyclic group or a substituted or unsubstituted C1-C60 heterocyclic group,
a61 is an integer from 0 to 6,
R61 is selected from 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 substituted or unsubstituted C1-C60 alkyl group, a substituted or unsubstituted C2-C60 alkenyl group, a substituted or unsubstituted C2-C60 alkynyl group, a substituted or unsubstituted C1-C60 alkoxy group, a substituted or unsubstituted C1-C60 ether group, a substituted or unsubstituted C3-C10 cycloalkyl group, a substituted or unsubstituted C1-C10 heterocycloalkyl group, a substituted or unsubstituted C3-C10 cycloalkenyl group, a substituted or unsubstituted C1-C10 heterocycloalkenyl group, a substituted or unsubstituted C6-C60 aryl group, a substituted or unsubstituted C6-C60 aryloxy group, a substituted or unsubstituted C6-C60 arylthio group, a substituted or unsubstituted C1-C60 heteroaryl group, a substituted or unsubstituted C1-C60 heteroaryloxy group, a substituted or unsubstituted C1-C60 heteroarylthio group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —Si(Q1)(Q2)(Q3), —B(Q1)(Q2), —N(Q1)(Q2), —P(Q1)(Q2), —C(═O)(Q1), —S(═O)(Q1), —S(═O)2(Q1), —P(═O)(Q1)(Q2), and —P(═S)(Q1)(Q2),
b61 is an integer from 1 to 10,
Q1 to Q3 are each independently selected from 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 C1-C60 alkyl group, a C2-C60 alkenyl group, a C2-C60 alkynyl group, a C1-C60 alkoxy group, a C3-C10 cycloalkyl group, a C1-C10 heterocycloalkyl group, a C3-C10 cycloalkenyl group, a C1-C10 heterocycloalkenyl group, a C6-C60 aryl group, a C6-C60 aryloxy group, a C6-C60 arylthio group, a C1-C60 heteroaryl group, a C1-C60 heteroaryloxy group, a C1-C60 heteroarylthio group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, a biphenyl group, and a terphenyl group, and
* indicates a binding site to a neighboring atom.