IP Library Granted Patent US 11,618,757
Granted Patent B2
US 11,618,757 · App. 16/642,293 · Granted Apr 4, 2023

Polycyclic compound and organic light emitting element comprising same

Inventors: Ki Dong Koo (Daejeon, KR); Ki Kon Lee (Daejeon, KR); Moung Gon Kim (Daejeon, KR); Hyungjin Lee (Daejeon, KR); Dongheon Kim (Daejeon, KR); Kongkyeom Kim (Daejeon, KR)
Assignee: LG CHEM, LTD.
C07D495/04C07C211/54C07D487/04C07D493/04C07D493/22C07D495/22H01L51/0052H01L51/006H01L51/0072H01L51/0073H01L51/0074H01L51/4273H01L51/5072H01L51/5092
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Quick Facts
Patent No.
US 11,618,757
App. No.
16/642,293
Granted
Apr 4, 2023
Kind
B2
Abstract

Provided is a compound of Chemical Formula 1: and an organic light emitting device comprising the same.

Claims (47)

1. 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 compound of Chemical Formula 5 or 8:

wherein, in Chemical Formula 5 or 8:

X1 and X2 are the same as or different from each other, and each independently is O, S, CRaRb or NRc;

Ra, Rb, Rc and R1 to R4 are the same as or different from each other, and each independently is hydrogen, deuterium, a halogen group, a cyano group, a sulfide group, a sulfonyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted arylamine group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group;

Ar1 to Ar4 are the same as or different from each other, and each independently is a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group, or adjacent groups bond to each other to form a substituted or unsubstituted ring;

L1 and L2 are the same as or different from each other, and each independently is a direct bond or a substituted or unsubstituted arylene group;

R101, R102, R107, and R108 are the same as or different from each other, and each independently is hydrogen, deuterium, a halogen group, a cyano group, a sulfide group, a sulfonyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted arylamine group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group;

s1, s2, s7, and s8 are each an integer of 0 to 3, and when any of s1, s2, s7, or s8 is an integer of 2 or greater, substituents in the parentheses are the same as or different from each other;

wherein one of the organic material layers comprises a light emitting layer, and the light emitting layer comprises a compound of Chemical Formula 1B:

wherein in Chemical Formula 1B:

L107 to L109 are the same as or different from each other, and each independently is a direct bond, a substituted or unsubstituted arylene group, or a substituted or unsubstituted heteroarylene group;

Ar9 to Ar11 are the same as or different from each other, and each independently is a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group;

R25s are the same as or different from each other, and each independently is hydrogen, deuterium, a halogen group, a nitrile group, a nitro group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted silyl group, a substituted or unsubstituted phosphine oxide group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group;

q is an integer of 0 to 7; and

when q is 2 or greater, substituents in the parentheses are the same as or different from each other.

2. The organic light emitting device of claim 1 , wherein the one of the organic material layers comprises any one of the following compounds:

3. The organic light emitting device of claim 1 , wherein the organic material layer comprises a hole injection layer or a hole transfer layer, and the hole injection layer or the hole transfer layer comprises the compound.

4. The organic light emitting device of claim 1 , wherein the organic material layer comprises an electron transfer layer or an electron injection layer, and the electron transfer layer or the electron injection layer comprises the compound.

5. The organic light emitting device of claim 1 , wherein the organic material layer comprises a light emitting layer, and the light emitting layer comprises the compound.

6. The organic light emitting device of claim 1 , 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 compound.

7. 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 compound of Chemical Formula 1:

wherein, in Chemical Formula 1:

X1 and X2 are the same as or different from each other, and each independently is O, S, CRaRb or NRc;

Ra, Rb, Rc and R1 to R6 are the same as or different from each other, and each independently is hydrogen, deuterium, a halogen group, a cyano group, a sulfide group, a sulfonyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted arylamine group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group;

Ar1 to Ar4 are the same as or different from each other, and each independently is a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group, or adjacent groups bond to each other to form a substituted or unsubstituted ring;

L1 and L2 are the same as or different from each other, and each independently is a direct bond or a substituted or unsubstituted arylene group;

n1 and n2 are each an integer of 0 to 3, and when n1 and n2 are each 2 or greater, substituents in the parentheses are the same as or different from each other; and

m1 and m2 are each an integer of 1 to 4, and m1+m2≥2 and n1+n2≤6; and

wherein one of the organic material layers comprises a light emitting layer, and the light emitting layer comprises a compound of Chemical Formula 1B:

wherein in Chemical Formula 1B:

L107 to L109 are the same as or different from each other, and each independently is a direct bond, a substituted or unsubstituted arylene group, or a substituted or unsubstituted heteroarylene group;

Ar9 to Ar11 are the same as or different from each other, and each independently is a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group;

R25s are the same as or different from each other, and each independently is hydrogen, deuterium, a halogen group, a nitrile group, a nitro group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted silyl group, a substituted or unsubstituted phosphine oxide group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group;

q is an integer of 0 to 7; and

when q is 2 or greater, substituents in the parentheses are the same as or different from each other.

8. The organic light emitting device of claim 7 , wherein L107 to L109 are the same as or different from each other, and each independently is a direct bond or selected from among the following structures:

9. The organic light emitting device of claim 7 , wherein Ar9 to Ar11 are the same as or different from each other, and each independently is selected from among the following structures:

10. The organic light emitting device of claim 7 , wherein L107 to L109 are the same as or different from each other, and each independently is a direct bond or selected from among the following structures:

11. The organic light emitting device of claim 7 , wherein Ar9 to Ar11 are the same as or different from each other, and each independently is selected from among the following structures:

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 26, 2020
From: KOO, KI DONG; LEE, KI KON; KIM, MOUNG GON; LEE, HYUNGJIN; KIM, DONGHEON; KIM, KONGKYEOM
To: LG CHEM, LTD.
Reel/Frame 051940/0895 →
Priority Claims (1)
KR 10-2017-0136798 · Oct 20, 2017 · national
Continuity (1)
Related Publication 20200181165A1 · Jun 11, 2020
Cited By (1)
US 12,421,202