IP Library › Granted Patent US 10,822,363
Granted Patent B2
US 10,822,363 · App. 16/341,514 · Granted Nov 3, 2020

Narrow band red phosphorescent tetradentate platinum (II) complexes

Inventors: Jian Li (Tempe, AZ); Qunbo Mei (Tempe, AZ)
Assignee: Arizona Board of Regents on behalf of Arizona State University
C07F15/0086C09K11/06H01L51/0087H01L51/5016C09K2211/185
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Quick Facts
Patent No.
US 10,822,363
App. No.
16/341,514
Granted
Nov 3, 2020
Kind
B2
Abstract

A complex represented by Formula I: wherein: each Ar 1 , Ar 2 , Ar 3 , Ar 4 , and Ar 5 present independently represents a substituted or unsubstituted aryl or heterocyclic aryl; each n is independently an integer of 0 to 4, as limited by valence; X represents O, S, NR 1a , SiR 1b R 1c , or CR 1d R 1e , where each of R 1a , R 1b , R 1c , R 1d , and R 1e independently represents substituted or unsubstituted C 1 -C 4 alkyl; Y 1a , Y 2a , Y 3b , and Y 4a each independently represents N or C; Y 3a represents N, CR 2a , or SiR 2b , where R 2a and R 2b represent hydrogen or substituted or unsubstituted C 1 -C 4 alkyl, aryl, or heterocyclic aryl; Y 5a and Y 5b each independently represents C or N; and Y 5c , Y 5d , and Y 5e each independently represents C, N, O, or S. Light emitting devices for full color displays may include a complex represented by Formula I.

Claims (24)

1. A complex represented by Formula I:

wherein:

each Ar 1 , Ar 2 , Ar 3 , Ar 4 , and Ar 5 present independently represents a substituted or unsubstituted aryl or heterocyclic aryl;

each n is independently an integer of 0 to 4, as limited by valence;

X represents O, S, NR 1a , SiR 1b R 1c , or CR 1d R 1e , where each of R 1a , R 1b , R 1c , R 1d , and R 1e independently represents substituted or unsubstituted C 1 -C 4 alkyl;

Y 1a , Y 2a , Y 3b , and Y 4a each independently represents N or C;

Y 3a represents N, CR 2a , or SiR 2b , where R 2a and R 2b represent hydrogen or substituted or unsubstituted C 1 -C 4 alkyl, aryl, or heterocyclic aryl;

Y 5a and Y 5b each independently represents C or N; and

Y 5c , Y 5d , and Y 5e each independently represents C, N, O, or S;

provided that when the ring comprising Y 5a through Y 5e represents pyridine, then at least one of Ar 1 , Ar 2 , Ar 3 , Ar 4 , and Ar 5 is present.

2. The complex of claim 1 , wherein at least one of Ar 1 , Ar 2 , Ar 3 , Ar 4 , and Ar 5 is present.

3. The complex of claim 2 , wherein one of Ar 1 , Ar 2 , Ar 3 , Ar 4 , and Ar 5 is present.

4. The complex of claim 2 , wherein two of Ar 1 , Ar 2 , Ar 3 , Ar 4 , and Ar 5 are present.

5. The complex of claim 4 , wherein Ar 1 and Ar 2 ; Ar 1 and Ar 3 ; Ar 1 and Ar 4 ; Ar 1 and Ar 5 ; Ar 2 and Ar 3 ; Ar 2 and Ar 4 ; Ar 2 and Ar 5 ; Ar 3 and Ar 4 ; Ar 3 and Ar 5 ; or Ar 4 and Ar 5 are present.

6. The complex of claim 2 , wherein three of Ar 1 , Ar 2 , Ar 3 , Ar 4 , and Ar 5 are present.

7. The complex of claim 6 , wherein Ar 1 , Ar 2 , and Ar 3 ; Ar 1 , Ar 2 , and Ar 4 ; Ar 1 , Ar 2 , and Ar 5 ; Ar 3 , and Ar 4 ; Ar 3 , and Ar 5 ; Ar 4 , and Ar 5 ; Ar 2 , Ar 3 , and Ar 4 ; Ar 2 , Ar 3 , and Ar 5 ; Ar 2 , Ar 4 , and Ar 5 ; or Ar 3 , Ar 4 , and Ar 5 are present.

8. The complex of claim 2 , wherein four of Ar 1 , Ar 2 , Ar 3 , Ar 4 , and Ar 5 are present.

9. The complex of claim 8 , wherein Ar 1 , Ar 2 , Ar 3 , and Ar 4 ; Ar 1 , Ar 2 , Ar 3 , and Ar 5 ; Ar 1 , Ar 2 , Ar 4 , and Ar 5 ; Ar 3 , Ar 4 , and Ar 5 ; or Ar 2 , Ar 3 , Ar 4 , and Ar 5 are present.

10. The complex of claim 1 , wherein each Ar 1 , Ar 2 , Ar 3 , Ar 4 , and Ar 5 present independently represents pyrrolyl, furanyl, thiophenyl, imidazolyl, pyrazolyl, oxazolyl, isooxazolyl, thiazolyl, isothiazolyl, trazolyl, furazanyl, oxadiazolyl, thidiazolyl, dithiazolyl, tetrazolyl, phenyl, pyridinyl, pyranyl, thiopyranyl, diazinyls, oxazinyls, thiazinyls, dioxinyls, dithiinyls, triazinyls, tetrazinyls, pentazinyls, pyrimidyl, pyridazinyl, pyrazinyl, biphenyl, naphthyl, fluorenyl, carbazolyl, phenothiazinyl, acridinyl, and dihydroacridinyl.

11. The complex of claim 1 , wherein the complex is selected from one of the following structures, where Z represents O, S, NR, PR, CRR′, or Si RR′, where R and R′ each independently represents substituted or unsubstituted C 1 -C 4 alkyl, aryl, or heterocyclic aryl:

12. The complex of claim 1 , wherein the complex has the following structure:

13. A complex having the following structure:

14. A light emitting device comprising the complex of claim 1 .

15. A complex having the following structure:

Continuity (2)
Provisional Application 62407020 · Oct 12, 2016
Related Publication 20190367546A1 · Dec 5, 2019
Cited By (9)
US 12,193,327 US 12,302,745 US 12,312,366 US 12,448,405 US 12,503,644 US 12,534,462 US 12,545,678 US 12,565,486 US 12,643,919