IP Library Granted Patent US 9,382,273
Granted Patent B2
US 9,382,273 · App. 14/145,461 · Granted Jul 5, 2016

Synthesis of four coordinated palladium complexes and their applications in light emitting devices thereof

Inventors: Jian Li (Phoenix, AZ); Eric Turner (Phoenix, AZ)
Assignee: ARIZONA BOARD OF REGENTS ACTING FOR AND ON BEHALF OF ARIZONA STATE UNIVERSITY
C07F7/24C07D213/643C07F15/006C09K11/06H01L51/0084H05B33/14C09K2211/1029C09K2211/1044C09K2211/185H01L51/424H01L51/5016Y02E10/549
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Quick Facts
Patent No.
US 9,382,273
App. No.
14/145,461
Granted
Jul 5, 2016
Kind
B2
Abstract

Synthesis of four coordinated palladium complexes and their applications in light emitting devices thereof.

Claims (32)

1. A compound represented by one of the following formulas:

wherein:

Y 1a represents O, S, NR 4a , wherein R 4a represents optionally substituted C 1 -C 4 alkyl; or C(R 4c ) 2 , wherein each R 4c in (R 4c ) 2 represents hydrogen or optionally substituted C 1 -C 4 alkyl;

Y 1b represents O, S, NR 5a , wherein R 5a represents optionally substituted C 1 -C 4 alkyl; or C(R 5c ) 2 , wherein each R 5c in (R 5c ) 2 represents hydrogen or optionally substituted C 1 -C 4 alkyl;

each of Y 2a , Y 2b , Y 2c , and Y 2d independently represents N, NR 6a , or CR 6b , wherein each of R 6a and R 6b is independently absent or independently represents hydrogen or optionally substituted C 1 -C 4 alkyl; and

each of Y 3a , Y 3b , Y 3d , Y 4b , and Y 4d independently represents N, O, S, NR 6a , CR 6b , wherein each of R 6a and R 6b is independently absent or independently represents hydrogen or optionally substituted C 1 -C 4 alkyl.

2. An organic light-emitting diode (OLED) comprising, as an emissive material, the compound of claim 1 .

3. An organic photovoltaic device comprising, as a donor or acceptor material, the compound of claim 1 .

4. A compound of represented by one of the following formulas:

wherein:

Y 1a represents 0, S, NR 4a , wherein R 4a represents optionally substituted C 1 -C 4 alkyl; or C(R 4c ) 2 , wherein each R 4c in (R 4c ) 2 represents hydrogen or optionally substituted C 1 -C 4 alkyl;

Y 1b represents 0, S, NR 5a , wherein R 5a represents optionally substituted C 1 -C 4 alkyl; or C(R 5c ) 2 , wherein each R 5c in (R 5c ) 2 represents hydrogen or optionally substituted C 1 -C 4 alkyl; and

Y 3d represents N, O, S, NR 6a , CR 6b , wherein each of R 6a and R 6b is independently absent or independently represents hydrogen or optionally substituted C 1 -C 4 alkyl.

5. An organic light-emitting diode (OLED) comprising, as an emissive material the compound of claim 4 .

6. An organic photovoltaic device comprising, as a donor or acceptor material, the compound of claim 4 .

7. A compound represented by one of the following formulas:

8. An organic light-emitting diode (OLED) comprising, as an emissive material, the compound of claim 7 .

9. An organic photovoltaic device comprising, as a donor or acceptor material, the compound of claim 7 .

10. A compound represented by the formula:

wherein:

each R 1 and R 2 in (R 1 ) 2 and (R 2 ) 2 independently represents hydrogen;

Y 1a represents O, S, or NR 4a , wherein R 4a represents optionally substituted C 1 -C 4 alkyl;

n is an integer 1;

Y 1b represents O, S, or NR 5a , wherein R 5a represents optionally substituted C 1 -C 4 alkyl;

each of Y 2a , Y 2b , Y 2c , and Y 2d independently represents N, NR 6a , or CR 6b , wherein each of R 6a and R 6b independently represents hydrogen, or optionally substituted C 1 -C 4 alkyl;

each of Y 3a , Y 3b , Y 3c , Y 3d , Y 3e , Y 4a , Y 4b , Y 4c , and Y 4d independently represents N, O, S, NR 6a or CR 6b , wherein each of R 6a and R 6b independently represents hydrogen or optionally substituted C 1 -C 4 alkyl;

wherein m is an integer 1 or 2;

wherein the open dotted circle indicates partial or full unsaturation of the ring with which it is associated;

provided that if m is 1, each of Y 2a and Y 2d is CH and each of Y 2b and Y 2c is N, then at least one of Y 4a , Y 4b , Y 3a , or Y 3d is not N.

11. The compound of claim 10 , which is represented by the formula:

12. An organic light-emitting diode (OLED) comprising, as an emissive material, a compound represented by the formula of claim 10 .

13. An organic photovoltaic device comprising, as a donor or acceptor material, a compound represented by the formula of claim 10 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 7, 2014
From: LI, JIAN; TURNER, ERIC
To: ARIZONA BOARD OF REGENTS ACTING FOR AND ON BEHALF OF ARIZONA STATE UNIVERSITY
Reel/Frame 032377/0816 →
Continuity (3)
Continuation 13695337
Provisional Application 61329684 · Apr 30, 2010
Related Publication 20140114072A1 · Apr 24, 2014