IP Library › Granted Patent US 9,079,920
Granted Patent B2
US 9,079,920 · App. 13/390,043 · Granted Jul 14, 2015

Compound containing 5-membered heterocycles, organic light-emitting device using same, and terminal comprising the latter

Inventors: Junghwan Park (Seoul, KR); Daesung Kim (Yongin-si, KR); Jungcheol Park (Jinhae-si, KR); Yongwook Park (Anyang-si, KR); Hwasoon Jung (Chuncheon-si, KR); Soungyun Mun (Yongin-si, KR); Daehyuk Choi (Suwon-si, KR); Dongha Kim (Seongnam-si, KR); Bumsung Lee (Cheonan-si, KR)
Assignee: DUK SAN NEOLUX CO., LTD.
C07D491/147C07D495/14C09K11/06H01L51/0062H05B33/14C09K2211/1088C09K2211/1092H01L51/5012Y02E10/549
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 9,079,920
App. No.
13/390,043
Granted
Jul 14, 2015
Kind
B2
Abstract

Disclosed are a compound including 5-membered heterocycles, an organic electronic device using the same, and a terminal including the latter.

Claims (21)

1. A compound represented by the formula below

wherein (1) R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 and R 12 each are independently selected from the group consisting of a hydrogen atom, a halogen atom, a cyano group, an alkoxy group, a thiol group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 1 to 50 carbon atoms, a substituted or unsubstituted arylene group having 6 to 60 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 60 carbon atoms, a substituted or unsubstituted C 1 ˜C 50 alkyl group having at least one of sulfur (S), nitrogen (N), oxygen(O), phosphorous (P) and silicon (Si), a substituted or unsubstituted C 5 ˜C 60 heteroaryl group having at least one of sulfur (S), nitrogen (N), oxygen(O), phosphorous (P) and silicon (Si), and a substituted or unsubstituted C 5 ˜C 60 heteroaryloxy group having at least one of sulfur, nitrogen, oxygen, phosphorous and silicon;

(2) R 13 and R 14 each are independently selected from the group consisting of a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 1 to 50 carbon atoms, a substituted or unsubstituted arylene group having 6 to 60 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 60 carbon atoms, a substituted or unsubstituted C 1 ˜C 50 alkyl group having at least one of sulfur (S), nitrogen (N), oxygen(O), phosphorous (P) and silicon (Si), a substituted or unsubstituted C 5 ˜C 60 heteroaryl group having at least one of sulfur (S), nitrogen (N), oxygen(O), phosphorous (P) and silicon (Si), and a substituted or unsubstituted C 5 ˜C 60 heteroaryloxy group having at least one of sulfur, nitrogen, oxygen, phosphorous and silicon; and

(3) X is C(Ra)(Rb), O, P(Rd), S, Si(Re)(Rf), or Ge (Rg)(Rh), wherein Ra, Rb, Rd, Re, Rf, Rg and Rh each are independently selected from the group including an alkyl group having 1 to 50 carbon atoms, and an aryl group having 6 to 60 carbon atoms.

2. The compound as claimed in claim 1 , wherein R 1 and R 2 , R 3 and R 4 , R 4 and R 5 , R 5 and R 6 , R 7 and R 8 , R 8 and R 9 , R 9 and R 10 , and R 11 and R 12 form a saturated or unsaturated cyclic ring together with an adjacent group.

3. The compound as claimed in claim 1 , wherein R 2 and R 13 , and R 11 and R 14 form a saturated or unsaturated cyclic ring together with an adjacent group.

4. The compound as claimed in claim 1 , having a symmetric or asymmetric structure with respect to X.

5. A compound represented by the formula below

wherein (1) R 1 , R 2 , R 11 and R 12 each are independently selected from the group consisting of a hydrogen atom, a halogen atom, a cyano group, an alkoxy group, a thiol group, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 1 to 50 carbon atoms, a substituted or unsubstituted arylene group having 6 to 60 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 60 carbon atoms, a substituted or unsubstituted C 1 ˜C 50 alkyl group having at least one of sulfur (S), nitrogen (N), oxygen(O), phosphorous (P) and silicon (Si), a substituted or unsubstituted C 5 ˜C 60 heteroaryl group having at least one of sulfur (S), nitrogen (N), oxygen(O), phosphorous (P) and silicon (Si), and a substituted or unsubstituted C 5 ˜C 60 heteroaryloxy group having at least one of sulfur (S), nitrogen (N), oxygen (O), phosphorous (P) and silicon (Si);

(2) R 13 and R 14 each are independently selected from the group consisting of a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 50 carbon atoms, a substituted or unsubstituted alkenyl group having 1 to 50 carbon atoms, a substituted or unsubstituted arylene group having 6 to 60 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 60 carbon atoms, a substituted or unsubstituted C 1 ˜C 50 alkyl group having at least one of sulfur (S), nitrogen (N), oxygen(O), phosphorous (P) and silicon (Si), a substituted or unsubstituted C 5 ˜C 60 heteroaryl group having at least one of sulfur (S), nitrogen (N), oxygen(O), phosphorous (P) and silicon (Si), and a substituted or unsubstituted C 5 ˜C 60 heteroaryloxy group having at least one of sulfur (S), nitrogen (N), oxygen (O), phosphorous (P) and silicon (Si);

(3) R 15 , R 16 , R 17 and R 18 each are independently selected from the group consisting of a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 50 carbon atoms, a substituted or unsubstituted aryl group having 6 to 60 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 60 carbon atoms, a substituted or unsubstituted C 1 ˜C 50 alkyl group having at least one of sulfur (S), nitrogen (N), oxygen (O), phosphorous (P) and silicon (Si), a substituted or unsubstituted C 5 ˜C 60 heteroaryl group having at least one of sulfur (S), nitrogen (N), oxygen (O), phosphorous (P) and silicon (Si), and a substituted or unsubstituted C 5 ˜C 60 heteroaryloxy group having at least one of sulfur (S), nitrogen (N), oxygen (O), phosphorous (P) and silicon (Si); and

(4) X is C(Ra)(Rb), N(Rc), O, P(Rd), S, Si(Re)(Rf), or Ge (Rg)(Rh), wherein Ra, Rb, Rc, Rd, Re, Rf, Rg and Rh each are independently selected from the group including an alkyl group having 1 to 50 carbon atoms, and an aryl group having 6 to 60 carbon atoms.

6. The compound as claimed in claim 5 , wherein R 1 and R 2 , and R 11 and R 12 form a saturated or unsaturated cyclic ring together with an adjacent group.

7. An organic electronic device comprising one or more organic material layers comprising the compound as claimed in claim 1 .

8. The organic electronic device as claimed in claim 7 , wherein the organic material layers are formed by a soluble process of the compound.

9. The organic electronic device as claimed in claim 7 , wherein the organic electronic device is an organic electro-luminescence device in which a first electrode, said one or more organic material layers, and a second electrode are sequentially layered.

10. The organic electronic device as claimed in claim 9 , wherein the organic material layers comprise any one of a hole injection layer, a hole transport layer, a light emitting layer, an electron transport layer, and an electron injection layer.

11. The organic electronic device as claimed in claim 7 , wherein the organic material layers comprise a light emitting layer, and in the light emitting layer, the compound is used as a host material.

12. A terminal comprising a display device and a control part for driving the display device, the display device comprising the organic electronic device as claimed in claim 7 .

13. The terminal as claimed in claim 12 , wherein the organic electronic device is any one of an organic light-emitting diode (OLED), an organic solar cell, an organic photo conductor (OPC) drum, an organic transistor (organic TFT), a photodiode, an organic laser, and a laser diode.

14. An organic electronic device comprising one or more organic material layers comprising the compound as claimed in claim 5 .

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 14, 2015
From: DUKSAN HIGH METAL CO., LTD.
To: DUK SAN NEOLUX CO., LTD.
Reel/Frame 034964/0908 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 10, 2012
From: PARK, JUNGHWAN; KIM, DAESUNG; PARK, JUNGCHEOL; PARK, YONGWOOK; JUNG, HWASOON; CHOI, DAEHYUK; KIM, DONGHA; MUN, SOUNGYUN; LEE, BUMSUNG
To: DUKSAN HIGH METAL CO., LTD.
Reel/Frame 027688/0368 →
Priority Claims (1)
KR 10-2009-0073915 · Aug 11, 2009 · national
Continuity (1)
Related Publication 20120168734A1 · Jul 5, 2012