Organometallic compound and application thereof

1 . An organometallic compound, having a general formula of Ir(La)(Lb)(Lc), wherein La is a structure represented by Formula (1):

wherein dotted lines refer to positions connected to the metal Ir;

X 1 is N or CR 1 , X 2 is N or CR 2 , X 3 is N or CR 3 , X 4 is N or CR 4 , and X 5 is N or CR 5 ;

at most one of the X 1 -X 5 is N, and when the X 1 -X 5 are CR 1 -CR 5 , at least one of the R 1 -R 5 is not H;

R 1 -R 10 are independently selected from hydrogen, deuterium, halogen, cyano, hydroxyl, sulfhydryl, amino, substituted or unsubstituted C 1 -C 10 alkyl, substituted or unsubstituted C 1 -C 10 heteroalkyl, substituted or unsubstituted C 3 -C 20 cycloalkyl, substituted or unsubstituted C 2 -C 10 alkenyl, substituted or unsubstituted C 2 -C 10 alkynyl, substituted or unsubstituted C 6 -C 18 aryl, substituted or unsubstituted C 2 -C 17 heteroaryl, substituted or unsubstituted tri-C 1 -C 10 alkyl silyl, substituted or unsubstituted tri-C 6 -C 12 aryl silyl, substituted or unsubstituted di-C 1 -C 10 alkyl mono-C 6 -C 30 aryl silyl, or substituted or unsubstituted mono-C 1 -C 10 alkyl di-C 6 -C 30 aryl silyl, or any two adjacent groups of the R 1 -R 6 or R 7 -R 10 may be connected to each other to form an aliphatic ring structure or an aromatic ring structure; at least one of the R 7 -R 10 is not hydrogen; the “substituted” refers to substitution with deuterium, F, Cl, Br, C 1 -C 6 alkyl, C 3 -C 6 cycloalkyl, C 1 -C 6 alkoxyl, amino substituted with C 1 -C 6 alkyl, cyano, isocyano, or phosphino, and the substitution ranges from a single substitution number to a maximum substitution number; and the heteroalkyl and the heteroaryl contain at least one O, N or S heteroatom;

Lb is a structure represented by Formula (2):

wherein dotted lines refer to positions connected to the metal Ir;

Ra-Rg are independently selected from hydrogen, deuterium, halogen, substituted or unsubstituted C 1 -C 10 alkyl, substituted or unsubstituted C 3 -C 20 cycloalkyl, substituted or unsubstituted C 1 -C 10 heteroalkyl, or substituted or unsubstituted C 3 -C 20 heterocyclic alkyl; or any two of Ra, Rb and Rc are connected to form an aliphatic ring structure, and any two of Re, Rf and Rg are connected o form an aliphatic ring structure; the “substituted” refers to substitution with deuterium, F, Cl, Br, C 1 -C 4 alkyl, C 1 -C 4 alkoxyl, C 3 -C 6 cycloalkyl, amino substituted with C 1 -C 4 alkyl, cyano, isocyano, or phosphino;

and the heteroalkyl and the heterocyclic alkyl at least contain one O, N or S heteroatom;

Lc is a monoanionic bidentate ligand, and the Lc is different from the Lb and is not an OO ligand;

the Lc and the La are the same or different, and the different indicates different parent nuclear structures, a same parent nuclear structure with different substituents, or a same parent nuclear structure with different substituent positions;

or any two or three of the La, the Lb and the Lc are connected to each other to form a polydentate ligand.

2 . The organometallic compound according to claim 1 , wherein the La is a structure represented by Formula (3):

wherein dotted lines refer to positions connected to the metal Ir;

R 1 -R 10 are independently selected from hydrogen, deuterium, halogen, cyano, hydroxyl, sulfhydryl, amino, substituted or unsubstituted C 1 -C 10 alkyl, substituted or unsubstituted C 1 -C 10 heteroalkyl, substituted or unsubstituted C 3 -C 20 cycloalkyl, substituted or unsubstituted C 2 -C 10 alkenyl, substituted or unsubstituted C 2 -C 10 alkynyl, substituted or unsubstituted C 6 -C 18 aryl, substituted or unsubstituted C 2 -C 17 heteroaryl, substituted or unsubstituted tri-C 1 -C 10 alkyl silyl, substituted or unsubstituted tri-C 6 -C 12 aryl silyl, substituted or unsubstituted di-C 1 -C 10 alkyl mono-C 6 -C 30 aryl silyl, or substituted or unsubstituted mono-C 1 -C 10 alkyl di-C 6 -C 30 aryl silyl; or any two adjacent groups of the R 1 -R 6 or R 7 -R 10 are connected to each other to form an aliphatic ring structure or an aromatic ring structure;

at least one of the R 7 -R 10 is not hydrogen;

the heteroalkyl and the heteroaryl at least contain one O, N or S heteroatom;

and the “substituted” refers to substitution with deuterium, F, Cl, Br, C 1 -C 6 alkyl, C 3 -C 6 cycloalkyl, C 1 -C 6 alkoxyl, amino substituted with C 1 -C 6 alkyl, cyano, isocyano, or phosphino, and the substitution ranges from a single substitution number to a maximum substitution number.

3 . The organometallic compound according to claim 2 , wherein in Formula (3), the R 1 and/or the R 4 and/or the R 5 is not hydrogen.

4 . The organometallic compound according to claim 3 , wherein in Formula (3), the R 2 and the R 3 are hydrogen.

5 . The organometallic compound according to claim 4 , wherein in Formula (3), the R 1 , the R 4 and the R 5 are independently selected from deuterium, halogen, substituted or unsubstituted C 1 -C 6 alkyl, or substituted or unsubstituted C 3 -C 10 cycloalkyl, and the “substituted” refers to substitution with deuterium, F, Cl, Br, or C 1 -C 4 alkyl.

6 . The organometallic compound according to claim 2 , wherein in Formula (3), the R 6 is selected from deuterium, halogen, substituted or unsubstituted C 1 -C 6 alkyl, or substituted or unsubstituted C 3 -C 10 cycloalkyl; and the R 5 and/or the R 10 is not hydrogen.

7 . The organometallic compound according to claim 6 , wherein in Formula (3), the R 8 and the R 10 are independently selected from substituted or unsubstituted C 1 -C 6 alkyl, or substituted or unsubstituted C 3 -C 10 cycloalkyl, and the “substituted” refers to substitution with deuterium, F, Cl, Br, or C 1 -C 4 alkyl.

8 . The organometallic compound according to claim 2 , wherein in Formula (3), the R 7 and the R 9 are H.

9 . The organometallic compound according to claim 2 , wherein the R 7 and the R 8 , the R 8 and the R 9 , or the R 9 and the R 10 are connected to each other to form a structure represented by Formula (4):

wherein * indicates a connecting position;

Y 1 -Y 4 are independently CR 0 or N;

Z1 is selected from O or S;

R 0 is independently hydrogen, deuterium, halogen, cyano, substituted or unsubstituted C 1 -C 10 alkyl, substituted or unsubstituted C 3 -C 20 cycloalkyl, substituted or unsubstituted C 2 -C 30 alkenyl, substituted or unsubstituted C 2 -C 30 alkynyl, substituted or unsubstituted C 6 -C 30 aryl, substituted or unsubstituted C 1 -C 30 heteroaryl, substituted or unsubstituted tri-C 1 -C 10 alkyl silyl, substituted or unsubstituted tri-C 6 -C 30 aryl silyl, or substituted or unsubstituted di-C 1 -C 10 alkyl mono-C 6 -C 30 aryl silyl; and the “substituted” refers to substitution with deuterium, F, Cl, Br, C 1 -C 4 alkyl, C 1 -C 4 alkoxyl, C 3 -C 6 cycloalkyl, amino substituted with C 1 -C 4 alkyl, cyano, isocyano, or phosphino.

10 . The organometallic compound according to claim 9 , wherein in Formula (4), the Y 1 -Y 4 are independently CR 0 , the Z1 is O, and the R 0 is independently hydrogen, deuterium, halogen, substituted or unsubstituted C 1 -C 6 alkyl, or substituted or unsubstituted C 3 -C 10 cycloalkyl; and the “substituted” refers to substitution with deuterium, F, Cl, Br, or C 1 -C 4 alkyl.

11 . The organometallic compound according to claim 1 , wherein the Lc and the La are the same.

12 . The organometallic compound according to claim 1 , wherein the Lc is a structure represented by Formula (5):

wherein dotted lines refer to positions connected to the metal Ir;

R 11 -R 18 are independently selected from hydrogen, deuterium, halogen, cyano, hydroxyl, amino group, amino, substituted or unsubstituted C 1 -C 10 alkyl, substituted or unsubstituted C 1 -C 10 heteroalkyl, substituted or unsubstituted C 3 -C 20 cycloalkyl, substituted or unsubstituted C 2 -C 10 alkenyl, substituted or unsubstituted C 2 -C 10 alkynyl, substituted or unsubstituted C 6 -C 18 aryl, substituted or unsubstituted C 2 -C 17 heteroaryl, substituted or unsubstituted tri-C 1 -C 10 alkyl silyl, substituted or unsubstituted tri-C 6 -C 12 aryl silyl, substituted or unsubstituted di-C 1 -C 10 alkyl mono-C 6 -C 30 aryl silyl, or substituted or unsubstituted mono-C 1 -C 10 alkyl di-C 6 -C 30 aryl silyl; at least two of the R 15 -R 18 are not hydrogen;

at least two adjacent groups of the R 11 -R 14 form an aromatic ring structure represented by the following Formula (6):

wherein dotted lines refer to positions connected to a pyridine ring;

R 19 -R 22 are independently selected from hydrogen, deuterium, halogen, cyano, substituted or unsubstituted C 1 -C 10 alkyl, substituted or unsubstituted C 1 -C 10 heteroalkyl, substituted or unsubstituted C 3 -C 20 cycloalkyl, substituted or unsubstituted C 2 -C 10 alkenyl, substituted or unsubstituted C 2 -C 10 alkynyl, substituted or unsubstituted C 6 -C 18 aryl, substituted or unsubstituted C 2 -C 17 heteroaryl, substituted or unsubstituted tri-C 1 -C 10 alkyl silyl, substituted or unsubstituted tri-C 6 -C 12 aryl silyl, substituted or unsubstituted di-C 1 -C 10 alkyl mono-C 6 -C 30 aryl silyl, or substituted or unsubstituted mono-C 1 -C 10 alkyl di-C 6 -C 30 aryl silyl, or any two adjacent groups of the R 19 -R 22 are connected to each other to form an aliphatic ring structure or an aromatic ring structure;

and the “substituted” refers to substitution with deuterium, F, Cl, Br, C 1 -C 4 alkyl, C 1 -C 4 alkoxyl, C 3 -C 6 cycloalkyl, amino substituted with C 1 -C 4 alkyl, cyano, isocyano, or phosphino.

13 . The organometallic compound according to claim 12 , wherein the R 15 and the R 17 are deuterium, halogen, substituted or unsubstituted C 1 -C 6 alkyl, or substituted or unsubstituted C 3 -C 10 cycloalkyl, two adjacent groups of the R 11 -R 14 form an aromatic ring structure represented by Formula (6), and the other two groups are independently selected from hydrogen, deuterium, halogen, substituted or unsubstituted C 1 -C 6 alkyl, or substituted or unsubstituted C 3 -C 10 cycloalkyl;

the R 19 -R 22 are independently selected from hydrogen, deuterium, halogen, substituted or unsubstituted C 1 -C 6 alkyl, or substituted or unsubstituted C 3 -C 10 cycloalkyl; and the “substituted” refers to substitution with deuterium, F, Cl, Br, or C 1 -C 4 alkyl.

14 . The organometallic compound according to claim 2 , wherein the La has one of the following structural formulas, or one of the following structural formulas in which the hydrogen atom(s) is/are partially or completely deuterated, or one of the following structural formulas in which the hydrogen atom(s) is/are partially or completely fluorinated,

15 . The organometallic compound according to claim 2 , wherein the Lb has one of the following structural formulas, or one of the following structural formulas in which the hydrogen atom(s) is/are partially or completely deuterated, or one of the following structural formulas in which the hydrogen atom(s) is/are partially or completely fluorinated,

16 . The organometallic compound according to claim 12 , wherein the Lc has one of the following structural formulas, or is partially or completely deuterated or fluorinated correspondingly,

17 . An organicelectroluminescent device, wherein the device comprises the organometallic compound of claim 1 .

18 . The organicelectroluminescent device of claim 17 , comprising a light-emitting layer, wherein the light-emitting layer comprises the organometallic compound of claim 1 .