IP Library › Granted Patent US 11,502,261
Granted Patent B2
US 11,502,261 · App. 16/487,420 · Granted Nov 15, 2022

Compound and organic light emitting device using the same

Inventors: Wanpyo Hong (Daejeon, KR); Min Seung Chun (Daejeon, KR); Kyung Seok Jeong (Daejeon, KR); Jin Joo Kim (Daejeon, KR); Ok Keun Song (Daejeon, KR); Hongsik Yoon (Daejeon, KR)
Assignee: LG CHEM LTD.
H01L51/0094C07F7/0812C09K11/06C09K2211/1018H01L51/001H01L51/5012H01L51/5016
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Quick Facts
Patent No.
US 11,502,261
App. No.
16/487,420
Granted
Nov 15, 2022
Kind
B2
Abstract

The present disclosure relates to a compound represented by Formula 1 and an organic light emitting device using the same. The compound used as a material of an organic material layer of the organic light emitting device provides improved efficiency, low driving voltage, and improved lifetime characteristic.

Claims (26)

1. A compound represented by one of the following Formulas 1-1 to 1-13:

wherein, in Formulas 1-1 to 1-13,

X 1 and X 2 are each independently O, S, or N(C 6-20 aryl),

L 1 to L 5 are each independently a single bond, —O—, —S—, —C(C 1-4 alkyl)(C 1-4 alkyl)-, or —N(C 6-20 aryl)-,

R a1 to R a6 , R b1 to R b6 , R 11 to R 16 , R 21 to R 26 , and R 31 to R 35 are each independently hydrogen; deuterium; a halogen; a substituted or unsubstituted tri(C 1-20 alkyl)silyl; a substituted or unsubstituted tri(C 6-20 aryl)silyl; a substituted or unsubstituted di(C 6-20 aryl)amino; a substituted or unsubstituted (C 6-20 aryl)(C 2-20 heteroaryl)amino; a substituted or unsubstituted C 1-20 alkyl; a substituted or unsubstituted C 1-20 haloalkyl; a substituted or unsubstituted C 1-20 alkoxy; a substituted or unsubstituted C 1-20 haloalkoxy; a substituted or unsubstituted C 6-20 aryl; a substituted or unsubstituted C 6-20 aryloxy; or a substituted or unsubstituted C 2-20 heteroaryl containing at least one heteroatom selected from the group consisting of N, O, and S, wherein adjacent substituents of R a1 to R a6 and R b1 to R b6 are optionally connected to each other to form a substituted or unsubstituted C 6-20 aromatic ring,

with the proviso that at least one of R a1 to R a6 , R b1 to R b6 , R 11 to R 16 , R 21 to R 26 , and R 31 to R 35 in one formula is a substituted or unsubstituted tri(C 1-20 alkyl)silyl group, or a substituted or unsubstituted tri(C 6-20 aryl)silyl group; or is substituted by a tri(C 1-20 alkyl)silyl group or a tri(C 6-20 aryl)silyl group.

2. The compound of claim 1 , wherein in Formulas 1-1 to 1-13, X 1 and X 2 are each independently O, S, or N(C 6 H 5 ).

3. The compound of claim 1 , wherein in Formulas 1-1 to 1-13, L 1 to L 4 are each independently a single bond, —O—, —S—, or —C(CH 3 ) 2 − , and L 5 is —N(C 6 H 5 )—.

4. The compound of claim 1 , wherein in Formulas 1-1 to 1-13, at least one of R a1 to R a6 , R b1 to R b6 , R 11 to R 16 , R 21 to R 26 , and R 31 to R 35 is —Si(CH 3 ) 3 or —SiC 6 H 5 ) 3 ; or is substituted by —Si(CH 3 ) 3 or —Si(C 6 H 5 ) 3 .

5. The compound of claim 1 , wherein in Formulas 1-1 to 1-13, R a1 to R a6 , R b1 to R b6 , R 11 to R 16 , R 21 to R 26 , and R 31 to R 35 are each independently hydrogen; deuterium; a halogen; —Si(CH 3 ) 3 ; —Si(C 6 H 5 ) 3 ; —CH 3 ; —CH(CH 3 ) 2 ; —C(CH 3 ) 3 ; —CF 3 ; or —OCF 3 ; and are selected from the group consisting of:

wherein Ph is a phenyl group.

6. The compound of claim 1 , wherein the compound represented by Formula 1 is any one of the following Formulas 1-1A to 1-13A:

wherein, in Formulas 1-1A to 1-13A,

X 1 , X 2 , L 1 to L 5 , R a1 to R a4 , R b1 to R b4 , R 12 , R 13 , R 22 , R 23 , and R 32 are as defined in claim 1 ,

with the proviso that at least one of R a1 to R a4 , R b1 to R b4 , R 12 , R 13 , R 22 , R 23 , and R 32 in one formula is —Si(CH 3 ) 3 or —Si(C 6 H 5 ) 3 ; or is substituted by —Si(CH 3 ) 3 or —Si(C 6 H 5 ) 3 .

7. The compound of claim 1 , wherein the compound is any one selected from the group consisting of the following compounds:

8. An organic light emitting device including: a first electrode; a second electrode provided to face the first electrode; and at least one layer of organic material layers provided between the first electrode and the second electrode, wherein the at least one layer of the organic material layers includes a compound according to claim 1 .

9. The organic light emitting device of claim 8 , wherein the organic material layer including the compound is a light emitting layer, and

the light emitting layer is formed by a vacuum deposition method.

10. The organic light emitting device of claim 9 , wherein the compound is a dopant material, and

the content of the dopant material is 0.5 to 20% by weight with respect to the total material content of the light emitting layer.

11. The organic light emitting device of claim 9 , wherein the light emitting layer further includes a host material, and

the host material is a compound represented by the following Formula 3:

wherein, in Formula 3,

Ar is a C 6-20 aryl or a C 2-60 heteroaryl containing at least one heteroatom selected from the group consisting of N, O, and S, and

n is an integer of 1 to 10.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 20, 2019
From: HONG, WANPYO; CHUN, MIN SEUNG; JEONG, KYUNG SEOK; KIM, JIN JOO; SONG, OK KEUN; YOON, HONGSIK
To: LG CHEM, LTD.
Reel/Frame 050108/0908 →
Priority Claims (1)
KR 10-2017-0056389 · May 2, 2017 · national
Continuity (1)
Related Publication 20200058885A1 · Feb 20, 2020
Cited By (3)
US 12,268,092 US 12,302,754 US 12,421,449