Organic electroluminescent materials and devices
A compound is disclosed that includes a ligand L A of Formula I where ring C is a 5-membered or a 6-membered carbocyclic or heterocyclic ring; each R A , R B , and R C independently represents mono to the maximum allowable number of substitutions, or no substitution; L A is complexed to a metal M; M is optionally coordinated to other ligands; the ligand L A is optionally linked with other ligands to comprise a tridentate, tetradentate, pentadentate, or hexadentate ligand; and any two substituents of R B and R C may be joined or fused together to form a ring.
1. A compound having a formula of M(L A ) 2 (L B ),
wherein a ligand L A has the structure of Formula I
wherein ring C is benzene;
wherein R A bonds para to the nitrogen of pyridine;
R B bonds meta relative to the bond to the pyridine and is selected from the group consisting of isopropyl, t-butyl, and cyclohexane;
when R B is isopropyl, R A is selected from the group consisting of
when R B is t-butyl, R A is selected from the group consisting of
when R B is cyclohexane, R A is selected from the group consisting of
R C is hydrogen;
M is Ir;
L B is
wherein R a and R c are methyl and R b is hydrogen.
2. The compound of claim 1 , wherein R B is a tert-butyl group.
3. The compound of claim 1 , wherein R B is a cyclohexane.
4. The compound of claim 1 , wherein R B is an isopropyl group.
5. A formulation comprising the compound according to claim 1 .
6. A chemical structure selected from the group consisting of a monomer, a polymer, a macromolecule, and a supramolecule, wherein the chemical structure comprises the compound of claim 1 or a monovalent or polyvalent variant thereof.
7. The compound of claim 1 , wherein the ligand L A is selected from the group consisting of L A6 through L A8 , L A38 through L A40 , and L A72 based on a structure of Formula II
in which R 1 and G are defined as:
Ligand
R 1
G
L A6
R A3
R C2
L A7
R A34
R C2
L A8
R A57
R C2
L A38
R A3
R C5
L A39
R A34
R C5
L A40
R A57
R C5
L A72
R A57
R C6
wherein R A3 , R A34 and R A have the following structures:
and
wherein R C2 , R C5 , and R C6 have the following structures:
8. An organic light emitting device (OLED) comprising:
an anode;
a cathode; and
an organic layer, disposed between the anode and the cathode, a compound having a formula of M(L A ) 2 (L B ),
wherein a ligand L A has the structure of Formula I
wherein ring C is benzene;
wherein R A bonds para to the nitrogen of pyridine;
R B bonds meta relative to the bond to the pyridine and is selected from the group consisting of isopropyl, t-butyl, and cyclohexane;
when R B is isopropyl, R A is selected from the group consisting of
when R B is t-butyl, R A is selected from the group consisting of
when R B is cyclohexane, R A is selected from the group consisting of
R C is hydrogen;
M is Ir;
L B is
wherein R a and R c are methyl and R b is hydrogen.
9. The OLED of claim 8 , wherein the organic layer is an emissive layer and the compound is an emissive dopant or a non-emissive dopant.
10. The OLED of claim 8 , wherein the organic layer further comprises a host, wherein host comprises at least one chemical group selected from the group consisting of metal complex, triphenylene, carbazole, dibenzothiophene, dibenzofuran, dibenzoselenophene, azatriphenylene, azacarbazole, aza-dibenzothiophene, aza-dibenzofuran, and aza-dibenzoselenophene.
11. The OLED of claim 10 , wherein the host is selected from the group consisting of:
and combinations thereof.
12. A consumer product comprising an organic light-emitting device (OLED) comprising:
an anode;
a cathode; and
an organic layer, disposed between the anode and the cathode, comprising a compound having a formula of M(L A ) 2 (L B ),
wherein a ligand L A has the structure of Formula I
wherein ring C is benzene;
wherein R A bonds para to the nitrogen of pyridine;
R B bonds meta relative to the bond to the pyridine and is selected from the group consisting of isopropyl, t-butyl, and cyclohexane;
when R B is isopropyl, R A is selected from the group consisting of
when R A is t-butyl, R B is selected from the group consisting of
when R B is cyclohexane, R A is selected from the group consisting of
R C is hydrogen;
M is Ir;
L B is
wherein R a and R c are methyl and R b is hydrogen.