Organic light-emitting device

Patent metadata

Field	Value
Publication number	US-11825670-B2
Application number	US-202017031828-A
Country	US
Kind code	B2
Filing date	Sep 24, 2020
Priority date	Feb 26, 2020
Publication date	Nov 21, 2023
Grant date	Nov 21, 2023

Abstract

An organic light-emitting device includes an auxiliary layer located between a first electrode and a hole injection layer or a hole transport layer and including a metal fluoride. The metal of the metal fluoride may be a Group III metal having a high work function of 3.8 eV or more. The hole injection barrier at the interface between the first electrode and the hole injection layer may be adjusted by the fluoride of the high work function metal in the auxiliary layer so that the electron-hole charge balance and the efficiency of the organic light-emitting device may be improved.

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 comprising: an emission layer between the first electrode and the second electrode; and a hole transport region between the first electrode and the emission layer,
wherein the hole transport region comprises: a hole injection layer and/or a hole transport layer located between the first electrode and the emission layer; and an auxiliary layer between the first electrode and one of the hole injection layer or the hole transport layer,
the auxiliary layer comprises a fluoride of a metal, the metal being at least one selected from gallium (Ga), indium (In), and thallium (Tl), and
the one of the hole injection layer or the hole transport layer comprises a p-dopant.

2. The organic light-emitting device of claim 1 , wherein the auxiliary layer comprises at least one selected from GaF 3 , InF 3 , and TlF 3 .

3. The organic light-emitting device of claim 1 , wherein the auxiliary layer consists of a single film of the fluoride of the metal, or further comprises a hole transport material.

4. An organic light-emitting device comprising:
a first electrode;
a second electrode facing the first electrode; and
an organic layer comprising: an emission layer between the first electrode and the second electrode; and a hole transport region between the first electrode and the emission layer,
wherein the hole transport region comprises: a hole injection layer and/or a hole transport layer located between the first electrode and the emission layer; and an auxiliary layer between the first electrode and one of the hole injection layer or the hole transport layer,
the auxiliary layer comprises a fluoride of a Group III metal,
the one of the hole injection layer or the hole transport layer comprises a p-dopant,
wherein the auxiliary layer further comprises a hole transport material, and
a volume ratio between the fluoride of the metal and the hole transport material is 100:x, where x is greater than 0 and less than 100.

5. The organic light-emitting device of claim 4 , wherein the hole transport material is at least one selected from m-MTDATA, TDATA, 2-TNATA, NPB, β-NPB, TPD, spiro-TPD, spiro-NPB, α-NPB, TAPC, HMTPD, 4,4′,4″-tris(N-carbazolyl)triphenylamine (TCTA), polyaniline/dodecylbenzene sulfonic acid (PANI/DBSA), poly(3,4-ethylene dioxythiophene)/poly(4-styrene sultanate) (PEDOT/PSS), polyaniline/camphor sulfonic acid (PANI/CSA), polyaniline/poly(4-styrene sultanate) (PANI/PSS), a compound represented by Formula 201, and a compound represented by Formula 202:

wherein, in Formulae 201 and 202,
L 201 to L 205 are each independently selected from a substituted or unsubstituted C 3 -C 10 cycloalkylene group, a substituted or unsubstituted C 1 -C 10 heterocycloalkylene group, a substituted or unsubstituted C 3 -C 10 cycloalkenylene group, a substituted or unsubstituted C 1 -C 10 heterocycloalkenylene group, a substituted or unsubstituted C 6 -C 60 arylene group, a substituted or unsubstituted C 1 -C 60 heteroarylene group, a substituted or unsubstituted divalent non-aromatic condensed polycyclic group, and a substituted or unsubstituted divalent non-aromatic condensed heteropolycyclic group,
xa1 to xa4 are each independently selected from 0, 1, 2, and 3,
xa5 is selected from 1, 2, 3, 4, and 5, and
R 201 to R 204 are each independently 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 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, and a substituted or unsubstituted monovalent non-aromatic condensed heteropolycyclic group.

6. The organic light-emitting device of claim 1 , wherein the auxiliary layer directly contacts the first electrode.

7. The organic light-emitting device of claim 1 , wherein the auxiliary layer directly contacts the one of the hole injection layer or the hole transport layer.

8. The organic light-emitting device of claim 1 , wherein the auxiliary layer has a thickness of about 5 Å to about 200 Å.

9. The organic light-emitting device of claim 1 , wherein the p-dopant has a lowest unoccupied molecular orbital (LUMO) energy level of less than about −3.5 eV.

10. The organic light-emitting device of claim 1 , wherein the p-dopant comprises at least one selected from quinone derivatives, metal oxides, cyano group-containing compounds, and alkyl halides.

11. The organic light-emitting device of claim 1 , wherein the p-dopant is generated according to Reaction Scheme 1 at an interface between the auxiliary layer and the one of the hole injection layer or the hole transport layer, and comprises a compound represented by metal M and M′F 3 :

wherein, in Reaction Scheme 1, M is a Group III metal, M′ is a metal element included in the metal oxide comprised in the one of the hole injection layer or the hole transport layer, and a satisfies 0<α<5.

12. The organic light-emitting device of claim 1 , wherein the one of the hole injection layer or the hole transport layer further comprises a material including an electron withdrawing group (EWG).

13. The organic light-emitting device of claim 1 , wherein the hole transport region comprises: the hole injection layer; and the hole transport layer between the hole injection layer and the emission layer, the hole injection layer comprises a p-dopant, and the hole transport layer comprises a hole transport material.

14. The organic light-emitting device of claim 13 , wherein the hole transport region further comprises an electron blocking layer between the hole transport layer and the emission layer.

15. The organic light-emitting device of claim 1 , wherein an electron transport region is further located between the emission layer and the second electrode, and the electron transport region comprises an electron transport material.

16. The organic light-emitting device of claim 15 , wherein the electron transport region comprises at least one layer selected from a buffer layer, a hole blocking layer, an electron control layer, an electron transport layer, and an electron injection layer.

17. An organic light-emitting device comprising:
a first electrode;
a second electrode facing the first electrode;
m emission units between the first electrode and the second electrode; and
m−1 charge generating layers between two adjacent emission units of them emission units, each of the m−1 charge generating layers comprising one n-type charge generating layer and one p-type charge generating layer,
wherein m is an integer of 2 or more,
the m emission units each comprise a hole transport region, an emission unit, and an electron transport region, arranged in order,
a first hole transport region of the m hole transport regions comprises: a hole injection layer and/or a hole transport layer located between the first electrode and a first emission layer; and an

Assignees

• Samsung Display Co Ltd

Inventors

• Han Wonsuk
• Lee Donghui
• Lee Hakchoong
• Kim Dongchan
• Moon Jiyoung
• Lee Jihye
• Lee Chulsoon
• Lee Haemyeong
• Cho Yoonhyeung

Classifications

• H10K59/12

  Active-matrix OLED [AMOLED] displays · CPC title

• H10K50/181

  Electron blocking layers · CPC title

• H10K2102/351

  Thickness · CPC title

• H10K2102/00

  Constructional details relating to the organic devices covered by this subclass · CPC title

• H10K2101/40

  Interrelation of parameters between multiple constituent active layers or sublayers, e.g. HOMO values in adjacent layers · CPC title