Tetradentate and octahedral metal complexes containing naphthyridinocarbazole and its analogues
View Patent ↗Tetradentate and octahedral metal complexes suitable for use as phosphorescent or delayed fluorescent and phosphorescent emitters in display and lighting applications.
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: