HETEROCYCLIC COMPOUND AND ORGANIC LIGHT EMITTING DEVICE COMPRISING SAME

• US 20200131133A1
• Filed: 12/26/2018
• Published: 04/30/2020
• Est. Priority Date: 12/26/2017
• Status: Active Grant

• Current Assignee: Lt Materials Co., Ltd.
• Original Assignee: Heesung Material Ltd.
• Inventors: LA, Hyun-Ju, PARK, Seong-Jong, JEONG, Won-Jang, CHOI, Jin-Seok, CHOI, Dae-Hyuk, LEE, Joo-Dong
• Granted Patent: US 11,891,361 B2
• Time in Patent Office: Days
• CPC Class Codes: C07D 221/12 Phenanthridines
• CPC Class Codes: C07D 401/10 linked by a carbon chain containing aromatic rings
• CPC Class Codes: C07D 401/12 linked by a chain containing hetero atoms as chain links
• CPC Class Codes: C07D 401/14 containing three or more hetero rings
• CPC Class Codes: C07D 403/10 linked by a carbon chain containing aromatic rings
• CPC Class Codes: C07D 407/14 containing three or more hetero rings
• CPC Class Codes: C07D 409/14 containing three or more hetero rings
• CPC Class Codes: C07D 413/10 linked by a carbon chain containing aromatic rings
• CPC Class Codes: C07D 471/04 Ortho-condensed systems
• CPC Class Codes: C07D 513/02 in which the condensed system contains two hetero rings
• CPC Class Codes: C07F 9/5325 Aromatic phosphine oxides or thioxides (P-C aromatic linkage)
• CPC Class Codes: C07F 9/5765 condensed with carbocyclic rings or carbocyclic ring systems
• CPC Class Codes: C07F 9/65583 each of the hetero rings containing nitrogen as ring hetero atom
• CPC Class Codes: C09K 11/06 containing organic luminescent materials
• CPC Class Codes: H10K 50/16 Electron transporting layers
• CPC Class Codes: H10K 50/171 Electron injection layers
• CPC Class Codes: H10K 50/19 Tandem OLEDs
• CPC Class Codes: H10K 85/615 Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
• CPC Class Codes: H10K 85/622 containing four rings, e.g. pyrene
• CPC Class Codes: H10K 85/626 containing more than one polycyclic condensed aromatic rings, e.g. bis-anthracene
• CPC Class Codes: H10K 85/654 : comprising only nitrogen as heteroatom H10K85/652 takes precedence
• CPC Class Codes: H10K 85/656 : comprising two or more different heteroatoms per ring H10K85/652 takes precedence
• CPC Class Codes: H10K 85/657 : Polycyclic condensed heteroaromatic hydrocarbons
• CPC Class Codes: H10K 85/6572 : comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole
• CPC Class Codes: H10K 85/6574 : comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes
• CPC Class Codes: H10K 85/6576 : comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene
• CPC Class Codes: Y02E 10/549 : Organic PV cells

Abstract

The present specification relates to a heterocyclic compound represented by Chemical Formula 1, and an organic light emitting device comprising the same.

Claims

1. A heterocyclic compound represented by the following Chemical Formula 1:

2. The heterocyclic compound of claim 1, wherein the “

substituted or unsubstituted”

means being substituted with one or more substituents selected from the group consisting of C1 to C60 linear or branched alkyl;

C2 to C60 linear or branched alkenyl;

C2 to C60 linear or branched alkynyl;

C3 to C60 monocyclic or polycyclic cycloalkyl;

C2 to C60 monocyclic or polycyclic heterocycloalkyl;

C6 to C60 monocyclic or polycyclic aryl;

C2 to C60 monocyclic or polycyclic heteroaryl;

—

SiRR′

R″

;

—

P(═

O)RR′

;

C1 to C20 alkylamine;

C6 to C60 monocyclic or polycyclic arylamine; and

C2 to C60 monocyclic or polycyclic heteroarylamine, or being unsubstituted, or being substituted with a substituent linking two or more substituents selected from among the substituents illustrated above, or being unsubstituted; and

R, R′ and

R″

have the same definitions as in Chemical Formula 1.

3. The heterocyclic compound of claim 1, wherein L₁ and L₂ of Chemical Formula 1 are the same as or different from each other, and each independently —

O—

;

a substituted or unsubstituted C6 to C40 arylene group;

or a substituted or unsubstituted C2 to C40 heteroarylene group.

4. The heterocyclic compound of claim 1, wherein Z₁ and Z₂ of Chemical Formula 1 are the same as or different from each other, and each independently selected from the group consisting of hydrogen;

—

CN;

a substituted or unsubstituted alkyl group;

a substituted or unsubstituted aryl group;

a substituted or unsubstituted heteroaryl group;

—

SiRR′

R″ and

—

P(═

O)RR′

; and

R, R′ and

R″

have the same definitions as in Chemical Formula 1.

5. The heterocyclic compound of claim 1, wherein R₁ to R₄ are hydrogen.

6. The heterocyclic compound of claim 1, wherein Chemical Formula 1 is represented by any one of the following Chemical Formulae 2 to 5:

7. The heterocyclic compound of claim 1, wherein Chemical Formula 1 is represented by the following Chemical Formula 11 or 12:

8. The heterocyclic compound of claim 1, wherein Chemical Formula 1 is represented by any one of the following compounds:

9. An organic light emitting device comprising:

a first electrode;

a second electrode provided opposite to the first electrode; and

one or more organic material layers provided between the first electrode and the second electrode,

wherein one or more layers of the organic material layers comprise the heterocyclic compound of claim 1.

10. The organic light emitting device of claim 9, wherein the organic material layer comprises a light emitting layer, and the light emitting layer comprises the heterocyclic compound.

11. The organic light emitting device of claim 9, wherein the organic material layer comprises an electron injection layer or an electron transfer layer, and the electron injection layer or the electron transfer layer comprises the heterocyclic compound.

12. The organic light emitting device of claim 9, wherein the organic material layer comprises an electron blocking layer or a hole blocking layer, and the electron blocking layer or the hole blocking layer comprises the heterocyclic compound.

13. The organic light emitting device of claim 9, further comprising one, two or more layers selected from the group consisting of a light emitting layer, a hole injection layer, a hole transfer layer, an electron injection layer, an electron transfer layer, an electron blocking layer and a hole blocking layer.

14. The organic light emitting device of claim 9, comprising:

a first electrode;

a first stack provided on the first electrode and comprising a first light emitting layer;

a charge generation layer provided on the first stack;

a second stack provided on the charge generation layer and comprising a second light emitting layer; and

a second electrode provided on the second stack.

15. The organic light emitting device of claim 14, wherein the charge generation layer comprises the heterocyclic compound.

16. The organic light emitting device of claim 14, wherein the charge generation layer is an N-type charge generation layer, and the charge generation layer comprises the heterocyclic compound.