Tetradentate and octahedral metal complexes containing naphthyridinocarbazole and its analogues

Patent metadata

Field	Value
Publication number	US-9617291-B2
Application number	US-201615354280-A
Country	US
Kind code	B2
Filing date	Nov 17, 2016
Priority date	Jun 3, 2015
Publication date	Apr 11, 2017
Grant date	Apr 11, 2017

Abstract

Tetradentate and octahedral metal complexes suitable for use as phosphorescent or delayed fluorescent and phosphorescent emitters in display and lighting applications.

First claim

What is claimed is:

1. A complex of Formula BI, Formula BII, Formula BIII, or Formula BIV:

wherein:
Ar is substituted or unsubstituted aryl, cycloalkyl, cycloalkenyl, heteroaryl, heterocyclyl, carbene, or N-heterocyclic carbene,
each of A 1 , A 2 , A 3 , A 4 , A 5 , and A 6 is independently a single bond, CR 1 R 2 , C═O, SiR 1 R 2 , GeR 1 R 2 , NR 3 , PR 3 , R 3 P═O, AsR 3 , R 3 As═O, O, S, S═O, SO 2 , Se, Se═O, SeO 2 , BR 3 , R 3 Bi═O, or BiR 3 ,
each of X 1 , X 2 , and X 3 is independently CR 1 , SiR 1 , GeR 1 , N, P, P═O, As, As═O, B, R 3 Bi═O or Bi,
m=1, n=2 or m=2, n=1,
each of R a , R b , R c , R d , R e , R f , R g , R h , and R i is independently present or absent, and if present each of R a , R b , R c , R d , R e , R f , R g , R h , and R i is independently a mono-, di-, or tri-substitution as valency permits, and each of R a , R b , R c , R d , R e , R f , R g , R h , and R i is independently deuterium, halogen, hydroxyl, thiol, nitro, cyano, nitrile, isonitrile, sulfinyl, mercapto, sulfo, carboxyl, hydrazino; substituted or unsubstituted: aryl, cycloalkyl, cycloalkenyl, heterocyclyl, heteroaryl, alkyl, alkenyl, alkynyl, amino, monoalkylamino, dialkylamino, monoarylamino, diarylamino, alkoxy, aryloxy, haloalkyl, aralkyl, ester, alkoxycarbonyl, acylamino, alkoxycarbonylamino, aryloxycarbonylamino, sulfonylamino, sulfamoyl, carbamoyl, alkylthio, ureido, phosphoramide, silyl, polymeric; or any conjugate or combination thereof, and
each of R 1 , R 2 and R 3 is independently hydrogen, deuterium, halogen, hydroxyl, thiol, nitro, cyano, nitrile, isonitrile, sulfinyl, mercapto, sulfo, carboxyl, hydrazino; substituted or unsubstituted: aryl, cycloalkyl, cycloalkenyl, heterocyclyl, heteroaryl, alkyl, alkenyl, alkynyl, amino, monoalkylamino, dialkylamino, monoarylamino, diarylamino, alkoxy, aryloxy, haloalkyl, aralkyl, ester, alkoxycarbonyl, acylamino, alkoxycarbonylamino, aryloxycarbonylamino, sulfonylamino, sulfamoyl, carbamoyl, alkylthio, ureido, phosphoramide, silyl, polymeric; or any conjugate or combination thereof.

2. The complex of claim 1 , wherein the complex is one of the following structures:

3. An emitter comprising the complex of claim 1 , wherein the emitter is a phosphorescent emitter.

4. An emitter comprising the complex of claim 1 , wherein the emitter is a delayed fluorescent emitter.

5. An emitter comprising the complex of claim 1 , wherein the emitter is a delayed fluorescent and phosphorescent emitter.

6. The complex of claim 1 , wherein polymeric comprises polyalkylene, polyester, or polyether.

7. The complex of claim 6 , wherein polymeric comprises —(CH 2 O) n —CH 3 , —(CH 2 CH 2 O) n —CH 3 , —[CH 2 CH(CH 3 )] n —CH 3 , —[CH 2 CH(COOCH 3 )] n —CH 3 , —[CH 2 CH(COO CH 2 CH 3 )] n —CH 3 , or —[CH 2 CH(COO t Bu)] n —CH 3 , where n is an integer.

8. A device comprising a complex of claim 1 .

9. The complex of claim 1 , wherein the complex is a complex of Formula BI:

10. The complex of claim 1 , wherein the complex is a complex of Formula BII:

11. The complex of claim 1 , wherein the complex is a complex of Formula BIII:

12. The complex of claim 1 , wherein the complex is a complex of Formula BIV:

Assignees

• Univ Arizona State

Inventors

• Li Jian
• Li Guijie

Classifications

• C09K2211/185

  of the platinum group, i.e. Os, Ir, Pt, Ru, Rh or Pd · CPC title

• H01L51/0085

  Electricity · mapped topic

• C09K11/06

  containing organic luminescent materials · CPC title

• H01L51/5016

  Electricity · mapped topic

• C07F15/0033 Primary

  Iridium compounds · CPC title