Organic light-emitting device and display apparatus including the same

Patent metadata

Field	Value
Publication number	US-11569454-B2
Application number	US-202016813539-A
Country	US
Kind code	B2
Filing date	Mar 9, 2020
Priority date	Mar 15, 2019
Publication date	Jan 31, 2023
Grant date	Jan 31, 2023

Abstract

Provided are an organic-light-emitting device and a display apparatus including the same. The organic light-emitting device includes: a first electrode; a second electrode facing the first electrode; and an organic layer between the first electrode and the second electrode and including at least one light-emitting unit, wherein the at least one light-emitting unit includes: an emission layer; and a hole transport region between the first electrode and the emission layer and including a first hole transport (HT) layer, the emission layer includes a host, the first HT layer includes a first compound, a minimum bond dissociation energy (BDE1HT) of the first compound is larger than a triplet energy (T1,host) of the host, and a minimum bond dissociation energy (BDEhost) of the host is larger than the triplet energy (T1,host) of the host.

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 organic layer between the first electrode and the second electrode and comprising at least one light-emitting unit,
wherein the at least one light-emitting unit comprises:
an emission layer; and
a hole transport region between the first electrode and the emission layer and comprising a first hole transport (HT) layer,
the emission layer comprises a host,
the first HT layer comprises a first compound,
a minimum bond dissociation energy (BDE 1HT ) of the first compound is larger than a triplet energy (T 1,host ) of the host, and
a minimum bond dissociation energy (BDE host ) of the host is larger than the triplet energy (T 1,host ) of the host.

2. The organic light-emitting device of claim 1 , wherein:
A singlet energy (S 1,host ) of the host and the triplet energy (T 1,host ) of the host satisfy Equation T:
S 1,host <2 ×T 1,host .   <Equation T>

3. The organic light-emitting device of claim 2 , wherein:
a ratio of a triplet-triplet fusion (TTF) component to a total emission component emitted from the emission layer is 30% or more.

4. The organic light-emitting device of claim 1 , wherein:
a lowest unoccupied molecular orbital (LUMO) energy (LUMO 1HT ) of the first compound and a LUMO energy (LUMO host ) of the host satisfy Equation A, and
an electron mobility (μ host ) of the host and an electron mobility (μ 1HT ) of the first compound satisfy Equation B:
|LUMO 1HT |<|LUMO host |  <Equation A>

μ 1HT <μ host .   <Equation B>

5. The organic light-emitting device of claim 1 , wherein:
the first HT layer is in direct contact with the emission layer.

6. The organic light-emitting device of claim 1 , wherein:
the at least one light-emitting unit further comprises an electron transport region between the second electrode and the emission layer and comprising a first electron transport (ET) layer,
the first ET layer comprises a second compound, and
a triplet energy (T 1,1ET ) of the second compound is larger than the triplet energy (T 1,host ) of the host.

7. The organic light-emitting device of claim 6 , wherein:
The LUMO energy (LUMO host ) of the host and the LUMO energy (LUMO 1ET ) of the second compound satisfy Equation E:
∥LUMO 1ET |−|LUMO host ∥≤0.3 eV.   <Equation E>

8. The organic light-emitting device of claim 6 , wherein:
the first ET layer is in direct contact with the emission layer.

9. The organic light-emitting device of claim 6 , wherein:
the second compound comprises a compound represented by Formula 50:

wherein, in Formula 50,
Y 51 to Y 53 are each independently N or C(R 50 ),
at least one selected from Y 51 to Y 53 is N,
X 51 is O, S, N(R 59 ), C(R 59 )(R 60 ), or Si(R 59 )(R 60 ),
Ar 51 is linked with one selected from R 51 to R 58 ,
Ar 52 , Ar 53 , and R 50 to R 60 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 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 monovalent non-aromatic condensed polycyclic group, a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group, —Si(Q 1 )(Q 2 )(Q 3 ), —B(Q 1 )(Q 2 ), —C(═O)(Q 1 ), —N(Q 1 )(Q 2 ), —P(═O)(Q 1 )(Q 2 ), and —S(═O) 2 (Q 1 )(Q 2 ),
R 59 and R 60 are optionally linked to form a substituted or unsubstituted C 5 -C 60 carbocyclic group or a substituted or unsubstituted C 1 -C 60 heterocyclic group,
at least one substituent of the substituted C 5 -C 60 carbocyclic group, the substituted C 1 -C 60 heterocyclic group, the substituted C 1 -C 60 alkyl group, the substituted C 2 -C 60 alkenyl group, the substituted C 2 -C 60 alkynyl group, the substituted C 1 -C 60 alkoxy group, the substituted C 3 -C 10 cycloalkyl group, the substituted C 1 -C 10 heterocycloalkyl group, the substituted C 3 -C 10 cycloalkenyl group, the substituted C 1 -C 10 heterocycloalkenyl group, the substituted C 6 -C 60 aryl group, the substituted C 6 -C 60 aryloxy group, the substituted C 6 -C 60 arylthio group, the substituted C 1 -C 60 heteroaryl group, the substituted monovalent non-aromatic condensed polycyclic group, and the substituted monovalent non-aromatic condensed heteropolycyclic group is selected from:
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, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, and a C 1 -C 60 alkoxy group;
a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, and a C 1 -C 60 alkoxy group, each substituted with at least one selected from 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 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 1 -C 60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic 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 ), and —P(═O)(Q 11 )(Q 12 );
a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 1 -C 60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, and a monovalent non-aromatic condensed heteropolycyclic group;
a C 3 -C 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 1 -C 60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, and a monovalent non-aromatic condensed heteropolycyclic group, each substituted with at least one selected from 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, 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 10 cycloalkyl group, a C 1 -C 10 heterocycloalkyl group, a C 3 -C 10 cycloalkenyl group, a C 1 -C 10 heterocycloalkenyl group, a C 6 -C 60 aryl group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, a C 1 -C 60 heteroaryl group, a monovalent non-aromatic condensed polycyclic group, a monovalent non-aromatic condensed heteropolycyclic group, —Si(Q 21 )(Q 22 )(Q 23 ), —N(Q 21 )(Q 22 ), —B(Q 21 )(

Assignees

• Samsung Display Co Ltd

Inventors

• Lee Jaeyong
• Kim Taekyung
• Kim Minkyung
• Kim Seulong
• Kang Pilgu
• Kwon Jiyoung
• Chang Soonchul
• Hwang Jaehoon

Classifications

• H01L51/5012

  Electricity · mapped topic

• H01L51/0052

  Electricity · mapped topic

• H01L51/0058

  Electricity · mapped topic

• H01L51/0072 Primary

  Electricity · mapped topic

• H01L51/5004

  Electricity · mapped topic