IP Library › Granted Patent US 10,246,475
Granted Patent B2
US 10,246,475 · App. 15/709,303 · Granted Apr 2, 2019

Multidentate dinuclear cyclometallated platinum complexes containing N-(pyrimidin-2-yl)-carbazole and its analogues

Inventors: Guijie Li (Hangzhou, CN); Yuanbin She (Hangzhou, CN); Xiangdong Zhao (Hangzhou, CN); Shaohai Chen (Saratoga, CA)
Assignees: ZHEJIANG UNIVERSITY OF TECHNOLOGY; AAC MICROTECH(CHANGZHOU)CO., LTD.
C07F15/0086C09K11/025C09K11/06H01L51/009C09K2211/1029C09K2211/1044C09K2211/185H01L51/5016
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Quick Facts
Patent No.
US 10,246,475
App. No.
15/709,303
Granted
Apr 2, 2019
Kind
B2
Abstract

Disclosed herein are multidentate dinuclear cyclometallated platinum complexes. The complexes are suitable as emitting materials or host materials in OLED devices, the materials having one of the following structures:

Claims (21)

1. A compound of Formula I:

wherein each of L 1 and L 2 is independently a six-membered carbocyclic, heterocyclic, heteroaryl ring;

wherein each of Y 1 , Y 2 , Y 3 independently comprises N and C;

wherein V 1 , V 2 , V 3 , V 4 , V 5 , V 6 , V 7 and V 8 are coordinated with M 1 or M 2 and each independently comprises N and C; and at least two of V 1 , V 2 , V 3 and V 4 are N, at least two of V 5 , V 6 , V 7 and V 8 are N;

wherein each of A 1 and A 2 is independently selected from the group consisting O, S, CH 2 , CD 2 , CR a R b , C═O, SiR a R b , GeH 2 , GeR a R b , NH, NR c , PH, PR c , R c P═O, AsR c , R c As═O, S═O, SO 2 , Se, Se═O, SeO 2 , BH, BR c , R c Bi═O, BiH, or BiR c ;

wherein each of X, X 1 and X 2 is independently selected from the group consisting N, B, CH, CD, CR a , SiH, SiD, SiR a , GeH, GeD, GeR d , P, P═O, As, As═O, Bi or Bi═O;

wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 may represent mono-, di, tri, tetra-substitutions, or no substitution, and R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R a , R b , R c and R d are independently selected from the group consisting hydrogen, deuterium, aryl, cycloalkyl, cycloalkenyl, heterocyclyl, heteroaryl, alkyl, alkenyl, alkynyl, halogen, hydroxyl, thiol, nitro, cyano, amino, a mono- or di-alkylamino, a mono- or diaryl amino, alkoxy, aryloxy, haloalkyl, aralkyl, ester, nitrile, isonitrile, heteroary, alkoxycarbonyl, acylamino, alkoxycarbonylamino, aryloxycarbonylamino, sulfonylamino, sulfamoyl, carbamoyl, alkylthio, sulfinyl, ureido, phosphoramide, amercapto, sulfo, carboxyl, hydrzino, substituted silyl, or any conjugate or combination thereof; Two or more adjacent R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 are optionally joined to form a fused ring;

wherein R a , R b , R c and R d may represent mono-, di, tri, tetra-substitutions, or no substitution, and R a , R b , R c and R d are independently selected from the group consisting hydrogen, deuterium, aryl, cycloalkyl, cycloalkenyl, heterocyclyl, heteroaryl, alkyl, alkenyl, alkynyl, halogen, hydroxyl, thiol, nitro, cyano, amino, a mono- or di-alkylamino, a mono- or diaryl amino, alkoxy, aryloxy, haloalkyl, aralkyl, ester, nitrile, isonitrile, heteroary, alkoxycarbonyl, acylamino, alkoxycarbonylamino, aryloxycarbonylamino, sulfonylamino, sulfamoyl, carbamoyl, alkylthio, sulfinyl, ureido, phosphorannide, annercapto, sulfo, carboxyl, hydrzino, substituted silyl, or any conjugate or combination thereof.

2. The compound as described in claim 1 , wherein

is selected from the group consisting

3. The compound as described in claim 1 , wherein the compound has the structure of Formula III, Formula IV, Formula V, or Formula VI:

4. The compound as described in claim 1 , wherein the compound has the structure of from Compound 1-Compound 246:

5. A device comprising the composition as described in claim 1 .

6. The device as described in claim 5 , wherein the device comprises a full color display.

7. The device as described in claim 5 , wherein the device is a photovoltaic device.

8. The device as described in claim 5 , wherein the device is a luminescent display device.

9. The device as described in claim 5 , wherein the device comprises an organic light emitting diode (OLED).

10. The device as described in claim 9 , wherein the device comprises a phosphorescent organic light emitting diode.

11. The device as described in claim 9 , wherein the device is a phosphorescent organic light emitting diode.

12. A light emitting device comprising the composition as described in claim 1 .

13. The device as described in claim 4 , wherein the compound is selected to have 100% internal quantum efficiency in the device settings.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 24, 2017
From: LI, GUIJIE; SHE, YUANBIN; ZHAO, XIANGDONG; CHEN, SHAOHAI
To: ZHEJIANG UNIVERSITY OF TECHNOLOGY; AAC MICROTECH(CHANGZHOU)CO.,LTD.
Reel/Frame 043675/0602 →
Priority Claims (1)
CN 2017 1 0537914 · Jul 4, 2017 · national
Continuity (1)
Related Publication 20190010179A1 · Jan 10, 2019