IP Library Granted Patent US 10,177,319
Granted Patent B2
US 10,177,319 · App. 15/523,155 · Granted Jan 8, 2019

Nitrogen-containing polycyclic compound and organic light emitting element using same

Inventors: Young-Seok No (Osan, KR); Kee-Yong Kim (Suwon, KR); Hyo-Kyun Ham (Osan, KR); Jin-Seok Choi (Suwon, KR); Dae-Hyuk Choi (Yongin, KR); Sung-Jin Eum (Yongin, KR); Joo-Dong Lee (Seongnam, KR)
Assignee: HEESUNG MATERIAL LTD.
H01L51/0072C07D221/12C07D221/20C07D401/10C07D401/14C07D405/10C07D413/10C07D417/10C07D471/04C07D491/048C07D491/147C07D495/04C07D495/14C07F7/0814C07F9/5765C07F9/6512C07F9/6521C07F9/65122C07F9/65212C09K11/06H01L51/007H01L51/0052H01L51/0058H01L51/0067H01L51/0069H01L51/0073H01L51/0094H01L51/50H01L51/5012H01L51/5056H01L51/5072H01L51/5088H01L51/5092H01L51/5096H01L51/5206H01L51/5221H01L2051/0063
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Quick Facts
Patent No.
US 10,177,319
App. No.
15/523,155
Granted
Jan 8, 2019
Kind
B2
Abstract

The present application relates to a polycyclic compound including nitrogen and an organic light emitting device including the same.

Claims (36)

1. A compound of the following Chemical Formula 2:

in Chemical Formula 2,

R 1 to R 3 are the same as or different from each other, and are each independently selected from the group consisting of hydrogen; halogen; a substituted or unsubstituted C 1 to C 60 alkyl; a substituted or unsubstituted C 2 to C 60 alkenyl; a substituted or unsubstituted C 2 to C 60 alkynyl; a substituted or unsubstituted C 1 to C 60 alkoxy; a substituted or unsubstituted C 3 to C 60 cycloalkyl; a substituted or unsubstituted C 2 to C 60 heterocycloalkyl; a substituted or unsubstituted C 6 to C 60 aryl; a substituted or unsubstituted C 2 to C 60 heteroaryl; —SiRR′R″, and —P(═O)RR′,

R, R′, and R″ are the same as or different from each other, and are each independently selected from the group consisting of hydrogen; deuterium; a substituted or unsubstituted C 1 to C 60 alkyl; a substituted or unsubstituted C 3 to C 60 cycloalkyl; a substituted or unsubstituted C 6 to C 60 aryl; and a substituted or unsubstituted C 2 to C 60 heteroaryl,

a is an integer of 1 to 5,

b is an integer of 0 to 6,

c is an integer of 0 to 8, and

when a, b, and c are each 2 or more, a plurality of R 1 , R 2 , and R 3 is each the same as or different from each other.

2. The compound of claim 1 , wherein Chemical Formula 2 is represented by the following Chemical Formulae 2-1:

in Chemical Formulae 2-1,

R 4 is the same as the definition of R 1 of Chemical Formula 2,

d is an integer of 0 to 4, and when d is 2 or more, a plurality of R 4 is the same as or different from each other, and

R 1 to R 3 , b, and c are the same as those defined in Chemical Formula 2.

3. The compound of claim 1 , wherein R 1 is -(L)m-(Z)n,

L is a substituted or unsubstituted C 6 to C 60 arylene; or a substituted or unsubstituted C 2 to C 60 heteroarylene,

m is an integer of 0 to 5,

n is an integer of 1 to 3,

Z is selected from the group consisting of a substituted or unsubstituted C 6 to C 60 aryl; a substituted or unsubstituted C 2 to C 60 heteroaryl; —SiRR′R″, and —P(═O)RR′, and

R, R′, and R″ are the same as or different from each other, and are each independently selected from the group consisting of hydrogen; a substituted or unsubstituted C 1 to C 60 alkyl; a substituted or unsubstituted C 3 to C 60 cycloalkyl; a substituted or unsubstituted C 6 to C 60 aryl; and a substituted or unsubstituted C 2 to C 60 heteroaryl.

4. The compound of claim 3 , wherein Z is a substituted or unsubstituted phenyl, a substituted or unsubstituted biphenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted chrysenyl, a substituted or unsubstituted pyrenyl, a substituted or unsubstituted triphenylenyl, a substituted or unsubstituted anthracenyl, a substituted or unsubstituted phenanthrenyl, a substituted or unsubstituted fluorenyl, or a substituted or unsubstituted spirobifluorenyl.

5. The compound of claim 3 , wherein Z is a substituted or unsubstituted C 2 to C 60 heteroaryl, and the heteroaryl comprises at least one selected from N, O, S, Si, and Se, as a heteroatom.

6. The compound of claim 3 , wherein Z is

and X1 and X2 are the same as or different from each other, and are each independently a substituted or unsubstituted C 6 to C 60 aromatic hydrocarbon ring; or a substituted or unsubstituted C 2 to C 60 aromatic hetero ring.

7. The compound of claim 6 , wherein

is represented by any one of the following structural formulae:

in the structural formulae, Z 1 to Z 3 are the same as or different from each other, and are each independently S or O,

Z 4 to Z 9 are the same as or different from each other, and are each independently CY′Y″, NY′, S, or O, and

Y′ and Y″ are the same as or different from each other, and are each independently hydrogen; deuterium; a substituted or unsubstituted C 1 to C 60 alkyl; or a substituted or unsubstituted C 6 to C 60 aryl.

8. The compound of claim 2 , wherein R 2 to R 4 are the same as or different from each other, and each independently hydrogen.

9. The compound of claim 2 , wherein b, c, and d are 0.

10. The compound of claim 1 , wherein the compound of Chemical Formula 1 is selected from the following compounds:

11. An organic light emitting device comprising: a positive electrode; a negative electrode; and one or more organic material layers provided between the positive electrode and the negative electrode, wherein one or more layers of the organic material layers comprise the compound of claim 1 .

12. The organic light emitting device of claim 11 , wherein the organic material layer comprising the compound is one or more layers selected from the group consisting of a hole injection layer, a hole transporting layer, a light emitting layer, a hole blocking layer, an electron transporting layer, and an electron injection layer.

13. The organic light emitting device of claim 11 , wherein the organic material layer comprising the compound is an electron transporting layer.

14. The organic light emitting device of claim 11 , wherein the organic material layer comprising the compound is a light emitting layer.

15. The organic light emitting device of claim 11 , wherein the organic material layer comprising the compound is a hole blocking layer.

Assignments (2)
CHANGE OF NAME Recorded Feb 13, 2020
From: HEESUNG MATERIAL LTD.
To: LT MATERIALS CO., LTD.
Reel/Frame 051926/0419 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 1, 2017
From: NO, YOUNG-SEOK; KIM, KEE-YONG; HAM, HYO-KYUN; CHOI, JIN-SEOK; CHOI, DAE-HYUK; EUM, SUNG-JIN; LEE, JOO-DONG
To: HEESUNG MATERIAL LTD.
Reel/Frame 042195/0558 →
Priority Claims (1)
KR 10-2014-0148633 · Oct 29, 2014 · national
Continuity (1)
Related Publication 20170317295A1 · Nov 2, 2017
Cited By (1)
US 12,473,297