Organic light-emitting device and electronic apparatus including the same

Patent metadata

Field	Value
Publication number	US-12563962-B2
Application number	US-202217813749-A
Country	US
Kind code	B2
Filing date	Jul 20, 2022
Priority date	Mar 22, 2018
Publication date	Feb 24, 2026
Grant date	Feb 24, 2026

Abstract

Provided are an organic light-emitting device including a first compound, a second compound, and a third compound, and an electronic apparatus including the same. The organic light-emitting device includes a first electrode; a second electrode facing the first electrode; and an emission layer disposed between the first electrode and the second electrode, the emission layer including the first compound, the second compound, and the third compound.

First claim

What is claimed is:

1 . An organic light-emitting device comprising:
a first electrode; a second electrode facing the first electrode; and an emission layer disposed between the first electrode and the second electrode; the emission layer comprises a first compound, a second compound, and a third compound, the first compound, the second compound, and the third compound are different from one another, an amount of the first compound is smaller than a total amount of the second compound and the third compound, the first compound is a compound represented by Formula 1, the second compound comprises at least one group selected from a pyrimidine group, and a triazine group and at least one Si, the third compound comprises at least one of a compound represented by Formula 3-1, a compound represented by Formula 3-2, a compound represented by Formula 3-3, a compound represented by Formula 3-4, and a compound represented by Formula 3-5, the first compound and the second compound form an exciplex, and a decay time of delayed fluorescence in a time-resolved electroluminescence (TREL) spectrum of the organic light-emitting device is 50 ns or more:

wherein, in Formula 1,
M is Pt,
X 1 is N,
X 2 to X 4 are C,
T 11 to T 14 are a chemical bond,
T 1 and T 3 are a single bond,
T 2 are *—N(R 6 )—**, *—C(R 6a )(R 6b )—**, *—Si(R 6a )(R 6b )—**, *—S—**, or *—O—**,
a moiety represented by

 is a group represented by Formula A1-1(1),
a moiety represented by

 is a group represented by Formula A2-2(1),
a moiety represented by

 is a group represented by Formula A3-1(1),
a moiety represented by

 is represented by Formula A4-1(27),

R 1 to R 4 , R 6 , R 6a , and R 6b are each independently selected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a substituted or unsubstituted C 1 -C 60 alkyl group, a substituted or unsubstituted C 2 -C 60 alkenyl group, a substituted or unsubstituted C 2 -C 60 alkynyl group, a substituted or unsubstituted C 1 -C 60 alkoxy group, a substituted or unsubstituted C 3 -C 10 cycloalkyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkyl group, a substituted or unsubstituted C 3 -C 10 cycloalkenyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkenyl group, a substituted or unsubstituted C 6 -C 60 aryl group, a substituted or unsubstituted C 6 -C 60 aryloxy group, a substituted or unsubstituted C 6 -C 60 arylthio group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted C 2 -C 60 alkyl heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —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 ), and —S(═O) 2 (Q 1 ),
a14 is an integer of 0 to 4,
a26 is an integer of 0 to 6,
a33 is an integer of 0 to 3,
a45 is an integer of 1 to 5,
provided that, at least one of R 4 is selected from a substituted or unsubstituted C 3 -C 10 cycloalkyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkyl group, a substituted or unsubstituted C 3 -C 10 cycloalkenyl group, a substituted or unsubstituted C 1 -C 10 heterocycloalkenyl group, a substituted C 6 -C 60 aryl group, a substituted or unsubstituted C 6 -C 60 aryloxy group, a substituted or unsubstituted C 6 -C 60 arylthio group, a substituted or unsubstituted C 1 -C 60 heteroaryl group, a substituted or unsubstituted C 2 -C 60 alkyl heteroaryl group, a substituted or unsubstituted monovalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group,
* in Formula A1-1(1) indicates a binding site to M in Formula 1,
*′ in Formula A1-1(1) indicates a binding site to T 1 in Formula 1,
* in Formula A2-2(1) indicates a binding site to M in Formula 1,
*′ in Formula A2-2(1) indicates a binding site to T 1 in Formula 1,
*″ in Formula A2-2(1) indicates a binding site to T 2 in Formula 1,
* in Formula A3-1(1) indicates a binding site to M in Formula 1,
*′ in Formula A3-1(1) indicates a binding site to T 3 in Formula 1,
*″ in Formula A3-1(1) indicates a binding site to T 2 in Formula 1,
* in A4-1(27) indicates a binding site to M in Formula 1,
*′ in A4-1(27) indicates a binding site to T 3 in Formula 1,
i) two groups selected from R 1 (s) in the number of a14, ii) two groups selected from R 2 (s) in the number of a26, iii) two groups selected from R 3 (s) in the number of a33, iv) two groups selected from R 4 (s) in the number of a45, and v) R 6a and R 6b , are optionally linked via a single bond, a double bond, or a first linking group to form a C 5 -C 30 carbocyclic group that is unsubstituted or substituted with at least one R 10a or a C 1 -C 30 heterocyclic group that is unsubstituted or substituted with at least one R 10a , provided that R 3 and R 4 are not linked,

wherein in Formula 3-1 to 3-5,
ring CY 71 to ring CY 74 are each independently selected from a benzene group, a naphthalene group, an anthracene group, a phenanthrene group, a cyclopentadiene group, a 1,2,3,4-tetrahydronaphthalene group, a thiophene group, a furan group, an indole group, an indene group, a benzosilole group, a benzothiophene group, a benzofuran group, a carbazole group, a fluorene group, a dibenzosilole group, a dibenzothiophene group, a dibenzofuran group, an azaindole group, an azaindene group, an azabenzosilole group, an azabenzothiophene group, an azabenzofuran group, an azacarbazole group, an azafluorene group, an azadibenzosilole group, an azadibenzothiophene group, an azadibenzofuran group, and a pyridine group,
L 81 is selected from *—C(Q 4 )(Q 5 )-**, *—Si(Q 4 )(Q 5 )-**, a substituted or unsubstituted C 5 -C 30 carbocyclic group, and a substituted or unsubstituted C 1 -C 30 heterocyclic group,
b81 is an integer of 0 to 5,
X 81 is a single bond, O, S, N(R 81 ), B(R 81 ), C(R 81a )(R 81b ), or Si(R 81a )(R 81b ),
X 82 is a single bond, O, S, N(R 82 ), B(R 82 ), C(R 82a )(R 82b ), or Si(R 82a )(R 82b ),
X 83 is a single bond, O, S, N(R 83 ), B(R 83 ), C(R 83a )(R 83b ), or Si(R 83a )(R 83b ),
X 84 is C or Si,
R 71 to R 74 , R 80 to R 83 , R 81a , R 81b , R 82a , R 82b , R 83a , R 83b , and R 84 are each independently be selected from hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, an amidino group, a hydrazine group, a hydrazone group, a substituted or unsubstituted C 1 -C 60 alkyl group, a substituted or unsubstituted C 2 -C 60 alkenyl group, a substituted or unsubstituted C 2 -C 60 alkynyl grou

Assignees

• Samsung Display Co Ltd

Inventors

• Ko Soobyung
• Kim Sungbum
• Park Junha
• Sim Munki
• Ahn Heechoon
• Lee Hyoyoung
• Jeon Mina
• Jun Mieun
• HAN Junghoon
• Kim Youngkook
• Hwang Seokhwan

Classifications

• H10K2101/90

  Multiple hosts in the emissive layer · CPC title

• H10K2101/10

  Triplet emission · CPC title

• H10K50/11 Primary

  characterised by the electroluminescent [EL] layers · CPC title

• H10K85/6574

  comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes · CPC title

• H10K85/6572

  comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole · CPC title