IP Library Granted Patent US 9,853,221
Granted Patent B2
US 9,853,221 · App. 15/232,822 · Granted Dec 26, 2017

Compound, emitting layer of organic light emitting diode and organic light emitting diode device

Inventors: Chien-Hong Cheng (Hsinchu, TW); Pachaiyappan Rajamalli (Hsinchu, TW); Natarajan Senthilkumar (Hsinchu, TW); Parthasarathy Gandeepan (Hsinchu, TW); Min-Hsien Chen (Hsinchu, TW)
Assignee: NATIONAL TSING HUA UNIVERSITY
H01L51/0067C07D401/10C07D401/14C09K11/025C09K11/06H01L51/005H01L51/0072H01L51/0074C09K2211/1007C09K2211/1029H01L51/5016H01L51/5056H01L51/5072H01L51/5096H01L51/5206H01L2251/552
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Quick Facts
Patent No.
US 9,853,221
App. No.
15/232,822
Granted
Dec 26, 2017
Kind
B2
Abstract

The present disclosure relates to a compound including a structure of Formula (I), and the use of the compound as a dopant in an emitting layer of an organic light emitting diode. The present disclosure also relates to an emitting layer of an organic light emitting diode and an organic light emitting diode device.

Claims (23)

1. A compound, comprising a structure of Formula (I):

wherein A 1 is a pyridyl group, A 2 is a phenyl group or a pyridyl group, and hydrogens of the A 1 are both unsubstituted or substituted by a structure of Formula (i), Formula (ii) or Formula (iii), and at least one of hydrogens of the A 2 is substituted by the structure of Formula (i), Formula (ii) or Formula (iii):

wherein n is independently an integer of 0 to 4, R is independently a monovalent group having 1 to 60 carbon atoms, X is —NR 14 —, —S— or —CR 15 R 16 —, and R 14 , R 15 and R 16 are independently —H, an alkyl group or an aryl group.

2. The compound of claim 1 , wherein the compound comprises a structure of Formula (I-1):

wherein R 1 , R 2 , R 3 , R 4 and R 5 are independently —H, the structure of Formula (i), the structure of Formula (ii) or the structure of Formula (iii), at least one of the R 1 , R 2 , R 3 , R 4 and R 5 is the structure of Formula (i), the structure of Formula (ii) or the structure of Formula (iii), and R 6 , R 7 , R 8 and R 9 are —H.

3. The compound of claim 1 , wherein the compound comprises a structure of Formula (I-2):

wherein R 21 , R 22 , R 23 , R 24 , R 25 , R 26 , R 27 and R 28 are independently —H, the structure of Formula (i), the structure of Formula (ii) or the structure of Formula (iii), and at least one of the R 21 , R 22 , R 23 , R 24 , R 25 , R 26 , R 27 and R 28 is the structure of Formula (i), the structure of Formula (ii) or the structure of Formula (iii).

4. The compound of claim 1 , wherein the compound comprises a structure of Formula (I-3):

wherein R 31 , R 32 , R 33 and R 34 are independently —H, the structure of Formula (i), the structure of Formula (ii) or the structure of Formula (iii), at least one of the R 31 , R 32 , R 33 and R 34 is the structure of Formula (i), the structure of Formula (ii) or the structure of Formula (iii), and R 35 , R 36 , R 37 and R 38 are —H.

5. An emitting layer of an organic light emitting diode (OLED), comprising a dopant comprising a structure of Formula (I):

wherein A 1 is a pyridyl group, A 2 is a phenyl group or a pyridyl group, and hydrogens of the A 1 are both unsubstituted or substituted by a structure of Formula (i), Formula (ii) or Formula (iii), and at least one of hydrogens of the A 2 is substituted by the structure of Formula (i), Formula (ii) or Formula (iii):

wherein n is independently an integer of 0 to 4, R is independently a monovalent group having 1 to 60 carbon atoms, X is —NR 14 —, —S— or —CR 15 R 16 —, and R 14 , R 15 and R 16 are independently —H, an alkyl group or an aryl group.

6. The emitting layer of the OLED of claim 5 , wherein the dopant comprises a structure of Formula (I-1):

wherein R 1 , R 2 , R 3 , R 4 and R 5 are independently —H, the structure of Formula (i), the structure of Formula (ii) or the structure of Formula (iii), at least one of the R 1 , R 2 , R 3 , R 4 and R 6 is the structure of Formula (i), the structure of Formula (ii) or the structure of Formula (iii), and R 6 , R 7 , R 8 and R 9 are —H.

7. The emitting layer of the OLED of claim 5 , wherein the dopant comprises a structure of Formula (I-2):

wherein R 21 , R 22 , R 23 , R 24 , R 25 , R 26 , R 27 and R 28 are independently —H, the structure of Formula (i), the structure of Formula (ii) or the structure of Formula (iii), and at least one of the R 21 , R 22 , R 23 , R 24 , R 25 , R 26 , R 27 and R 28 is the structure of Formula (i), the structure of Formula (ii) or the structure of Formula (iii).

8. The emitting layer of the OLED of claim 5 , wherein the dopant comprises a structure of Formula (I-3):

wherein R 31 , R 32 , R 33 and R 34 are independently —H, the structure of Formula (i), the structure of Formula (ii) or the structure of Formula (iii), at least one of the R 31 , R 32 , R 33 and R 34 is the structure of Formula (i), the structure of Formula (ii) or the structure of Formula (iii), and R 35 , R 36 , R 37 and R 38 are —H.

9. The emitting layer of the OLED of claim 5 , further comprising:

a host material comprising any one of structures of Formula (1) to Formula (9):

10. The emitting layer of the OLED of claim 5 , wherein a doping concentration of the dopant in the emitting layer is in a range of 5 wt % to 30 wt %.

11. An OLED device, comprising:

the emitting layer of the OLED of claim 5 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 12, 2016
From: CHENG, CHIEN-HONG; RAJAMALLI, PACHAIYAPPAN; SENTHILKUMAR, NATARAJAN; GANDEEPAN, PARTHASARATHY; CHEN, MIN-HSIEN
To: NATIONAL TSING HUA UNIVERSITY
Reel/Frame 039412/0820 →
Priority Claims (1)
TW 105113100 A · Apr 27, 2016 · national
Continuity (1)
Related Publication 20170317292A1 · Nov 2, 2017