Organic electroluminescent materials and devices

1. A compound that is a metal coordination complex having a metal-carbon bond, wherein the compound is capable of functioning as a phosphorescent emitter in an organic light emitting device at room temperature;

wherein the compound has the formula Ir(L 1 ) 2 (L 2 );

wherein L 1 is a ligand L A selected from the group consisting of:

wherein G is selected from the group consisting of:

wherein in L A type1, X is C, R 1 is R and R 2 is CD 3 ;

wherein in L A type2, R 1 , R 2 , and R 4 are H and R 3 is R;

wherein R is the structure of is-of Formula I

wherein R 1 and R 5 are H or deuterium;

wherein two of R 2 to R 4 are methyl and the remaining one of R 2 to R 4 is tert-butyl; and

wherein when L 1 is L A type1, L 2

wherein each Y 1 to Y 4 and Y 6 to Y 10 are carbon:

wherein Y 5 is carbon or nitrogen;

wherein Y 1 is O,

wherein R a represents mono substitution, di substitution, or no substitution;

wherein R b represents mono substitution to the maximum possible number of substitutions, or no substitution;

wherein R c is hyrdrogen;

wherein each R a is independently hydrogen or a substituent selected from the group consisting of CD 3 , deuterated neopentyl, and deuterated dimethylcyclohexane;

wherein each R b is independently hydrogen or a substituent selected from the group consisting of CD 3 , alkenyl, and unsubstituted phenyl;

wherein if at least one R b is alkenyl, the alkenyl joins with an adjacent second alkenyl to form an unsubstituted phenyl;

wherein if R b is unsubstituted phenyl, the unsubstituted phenyl joins with an adjacent first alkenyl to form an unsubstituted naphthalene;

wherein when L 1 is L A type2, L 2 is

wherein R b is hydrogen and each R x and R z , is 3-pentyl.

2. The compound of claim 1 , wherein the compound is capable of emitting light from a triplet excited state to a ground singlet state at room temperature.

3. A formulation comprising the compound of claim 1 .

4. 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.

5. The compound of claim 1 , wherein R has the structure

and L A is selected from the group consisting of: L A63 based on the structure of

wherein R 1 , R 2 , X, and G are defined as follows:

Ligand

R 1

R 2

X

G

L A63

R A1

R B2

CH

G1

and L A333 based on the structure of

wherein R 3 , R 4 , X, and G are defined as follows:

Ligand

R 3

R 4

X

G

L A333

R A1

H

CH

G2

wherein R B2 is as follows:

and

wherein G 1 and G 2 are as follows:

6. The compound of claim 5 , wherein the compound is Compound Do, having the formula Ir(L Ar ) 2 (L Dk ), wherein O=50i+k-50, i is an integer having a value of 33, and k is an integer from 1 to 50; and

wherein L Dk has the following structures:

7. The compound of claim 5 , wherein the compound is Compound Ax having the formula Ir(L Ak ) 2 (L Cj ); wherein x=942j+k−942, k is an integer having a value of 333, j is an integer having a value of 22, and wherein L C is:

L C22 based on a structure of Formula X

wherein R 1 , R 2 , and R 3 are defined as:

Ligand

R 1

R 2

R 3

L C22

R D22

R D22

H

wherein R D22 has the structure:

8. 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 that is a metal coordination complex having a metal-carbon bond, wherein the compound that is a metal coordination complex having a metal-carbon bond, wherein the compound is capable of functioning as a phosphorescent emitter in an organic light emitting device at room temperature;

wherein the compound has the formula Ir(L 1 ) 2 (L 2 );

wherein L 1 is a ligand L A selected from the group consisting of:

wherein G is selected from the group consisting of:

wherein in L A type1, X is C, R 1 is R and R 2 is CD 3 ;

wherein in L A type2, R 1 , R 2 , and R 4 are H and R 3 is R;

wherein R is the structure of Formula I

wherein R 1 and R 5 are H or deuterium;

wherein two of R 2 to R 4 are methyl and the remaining one of R 2 to R 4 is tert-butyl; and

wherein when L 1 is L A type1, L 2 is:

wherein each Y 1 to Y 4 and Y 6 to Y 10 are carbon;

wherein Y 5 is carbon or nitrogen;

wherein Y′ is O,

wherein R a represents mono substitution, di substitution, or no substitution;

wherein R b represents mono substitution to the maximum possible number of substitutions, or no substitution;

wherein R c is hydrogen

wherein each R a is independently hydrogen or a substituent selected from the group consisting of CD 3 , deuterated neopentyl, and deuterated dimethylcyclohexane;

wherein each R b is independently hydrogen or a substituent selected from the group consisting of CD, alkenyl, and unsubstituted phenyl;

wherein if at least one R b is alkenyl, the alkenyl joins with an adjacent second alkenyl to form an unsubstituted phenyl;

wherein if R b is unsubstituted phenyl, the unsubstituted phenyl joins with an adjacent first alkenyl to form an unsubstituted naphthalene;

wherein when L 1 is L A type2, L 2 is

wherein R y is hydrogen and each R x and R z , is 3-pentyl.

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 the host comprises at least one chemical group selected from the group consisting of triphenylene, carbazole, dibenzothiophene, dibenzofuran, dibenzoselenophene, azatriphenylene, azacarbazole, aza-dibenzothiophene, aza-dibenzofuran, and aza-dibenzoselenophene.

11. The OLED of claim 10 , wherein the host material is selected from the group consisting of:

and combinations thereof.

12. A consumer product comprising an organic light-emitting device comprising:

an anode;

a cathode; and

an organic layer, disposed between the anode and the cathode, comprising a compound that is a metal coordination complex having a metal-carbon bond, wherein the compound that is a metal coordination complex having a metal-carbon bond, wherein the compound is capable of functioning as a phosphorescent emitter in an organic light emitting device at room temperature;

wherein the compound has the formula Ir(L 1 ) 2 (L 2 );

wherein L 1 is a ligand L A selected from the group consisting of:

wherein G is selected from the group consisting of:

wherein in L A type 1, X is C, R 1 is R and R 2 is CD 3 ;

wherein in L A type2, R 1 , R 2 , and R 4 are H and R 3 is R;

wherein R is the structure of Formula I

wherein R 1 and R 5 are H or deuterium;

wherein two of R 2 to R 4 are methyl and the remaining one of R 2 to R 4 is tert-butyl; and

wherein when L 1 is L A type 1, L 2 is:

wherein each Y 1 to Y 4 and Y 6 to Y 10 are carbon,

wherein Y 5 is carbon or nitrogen;

wherein Y′ is O,

wherein R a represents mono substitution, di substitution, or no substitution;

wherein R b represents mono substitution to the maximum possible number of substitutions, or no substitution;

wherein R c is hydrogen;

wherein each R a is independently hydrogen or a substituent selected from the group consisting of CD, deuterated neopentyl, and deuterated dimethylcyclohexane;

wherein each R b is independently hydrogen or a substituent selected from the group consisting of CD 3 , alkenyl, and unsubstituted phenyl;

wherein if at least one R b is alkenyl, the alkenyl joins with an adjacent second alkenyl to form an unsubstituted phenyl;

wherein if R b is unsubstituted phenyl, the unsubstituted phenyl joins with an adjacent first alkenyl to form an unsubstituted naphthalene;

wherein when L 1 is L A type2, L 2 is

wherein R y is hydrogen and each R x and R z , is 3-pentyl.