IP Library › Granted Patent US 9,598,450
Granted Patent B2
US 9,598,450 · App. 13/521,022 · Granted Mar 21, 2017

Emissive compounds for organic light-emitting diodes

Inventors: Jesse Dan Froehlich (Vista, CA); Rebecca Romero (Escondido, CA); Amane Mochizuki (Carlsbad, CA); Sheng Li (Vista, CA); Nobukazu Negishi (Osaka, JP)
Assignee: NITTO DENKO CORPORATION
C07F15/0086C09K11/06H01L51/0087H01L51/50C09K2211/1029C09K2211/1048C09K2211/185H01L51/0037H01L51/5016
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Quick Facts
Patent No.
US 9,598,450
App. No.
13/521,022
Granted
Mar 21, 2017
Kind
B2
Abstract

Disclosed herein are compounds containing an optionally substituted (2-phenylpyridinato-N,C 2′ )(2,4-pentanedionato)Pt(II). Some embodiments provide a light-emitting device, having an anode layer, a cathode layer, and a light-emitting layer positioned between, and electrically connected to, the anode layer and the cathode layer, wherein the light-emitting layer contains a compound disclosed herein.

Claims (27)

1. A compound represented by Formula VI:

wherein, R 1 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 are independently hydrogen, C 1-30 alkyl, halo, C 1-6 haloalkyl, C 6-10 aryl, or C 3-10 heteroaryl;

at least one of R 2 , R 9 , R 10 and R H is independently D;

each D is independently:

wherein each R is independently C 2-4 alkylene;

each Het is independently selected from the group consisting of

each optionally substituted with alkyl, halogen, alkoxy, or haloalkyl, and

any of R 2 , R 9 , R 10 and R 11 which are not D, are independently hydrogen, C 1-30 alkyl, C 1-30 alkoxy, halo, C 6-10 aryl, or C 3-10 heteroaryl.

2. The compound of claim 1 , wherein at least one of R 5 , R 6 , R 7 , and R 8 is halo or C 1-6 haloalkyl.

3. The compound of claim 2 , wherein R 5 and R 7 are F.

4. The compound of claim 2 , wherein R 6 and R 8 are CF 3 .

5. The compound of claim 1 , wherein each D is independently selected from the group consisting of:

6. The compound of claim 1 , wherein R 9 is:

7. The compound of claim 1 , wherein R 9 is:

8. The compound of claim 1 , wherein at least one of R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , and R 11 is methyl, ethyl, a propyl isomer, a butyl isomer, a pentyl isomer, or a hexyl isomer.

9. The compound of claim 8 , wherein R 11 is methyl or t-butyl.

10. The compound of claim 1 , wherein R 2 is:

11. The compound of claim 1 , wherein R 2 is:

12. The compound of claim 1 , wherein R 2 is:

13. The compound of claim 1 selected from the group consisting of:

14. A light-emitting device, comprising:

an anode layer;

a cathode layer; and

a light-emitting layer positioned between, and electrically connected to, the anode layer and the cathode layer, wherein the light-emitting layer comprises a compound of claim 1 .

15. The device of claim 14 , wherein the light-emitting layer comprises the compound without any additional electron-transport or hole-transport material.

16. The device of claim 15 , wherein the device comprises no electron-transport or hole-transport layer.

17. The device of claim 16 , wherein the device consists essentially of the anode layer, the cathode layer, and the light-emitting layer.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 17, 2012
From: FROEHLICH, JESSE DAN; ROMERO, REBECCA; MOCHIZUKI, AMANE; LI, SHENG; NEGISHI, NOBUKAZU
To: NITTO DENKO CORPORATION
Reel/Frame 029484/0622 →
Continuity (2)
Provisional Application 61293152 · Jan 7, 2010
Related Publication 20130087772A1 · Apr 11, 2013