Blue luminescent material of platinum complex and organic light-emitting device

Patent metadata

Field	Value
Publication number	US-10199583-B1
Application number	US-201816133990-A
Country	US
Kind code	B1
Filing date	Sep 18, 2018
Priority date	Jun 22, 2018
Publication date	Feb 5, 2019
Grant date	Feb 5, 2019

Abstract

The present disclosure provides a blue luminescent material, and the blue luminescent material is a tertradentate platinum complex having a chemical structure of Formula I comprising a pyridoimidazole carbene platinum structure. The blue luminescent material of the present disclosure may be used in OLED devices and apparatus as a dopant material and emits blue light having a wavelength of 450-490 nm. The present disclosure provides a design route for a material by introducing a pyridoimidazole-type carbene into the ligand of a platinum complex. Since the carbene structure has suitable triplet energy and its carbon-platinum bond is more stable than the nitrogen-platinum bond, the entire spectrum can become narrower, which will promote development of blue luminescent material and improve performances of the devices.

First claim

What is claimed is:

1. A platinum complex of Formula I:

wherein each of R a , R b , R c , R d and R f independently is a 1, 2, 3 or 4 substituents, and each of R a , R b , R c , R d and R f is independently selected from: (1) hydrogen atom and its isotopes, and any other monoatomic substituents; or (2) alkyl, aryl-substituted alkyl, fluorine-substituted alkyl, aryl, alkyl-substituted aryl, aryl-substituted aryl, cycloalkyl, cycloalkenyl, heteroaryl, alkenyl, alkynyl, amino, hydroxyl, hydrosulfuryl, nitro, cyano, isocyano, sulphinyl, sulphonyl, carboxyl, hydrazino, monohydrocarbylamino, dihydrocarbylamino, monoarylamino, diarylamino, alkoxy, aryloxy, haloalkyl, ester group, alkoxycarbonyl, acylamino, alkoxycarbonylamino, aryloxycarbonylamino, sulfamoyl, carbamoyl, alkylthio, ureido, phosphoramide group, silyl, polymeric groups, or substituents containing isotopes;
R e is selected from alkyl, aryl-substituted alkyl, fluorine-substituted alkyl, aryl, alkyl-substituted aryl, aryl-substituted aryl, or cycloalkyl.

2. The platinum complex according to claim 1 , wherein each of R a , R b , R c , R d and R f is independently selected from deuterium, tritium, fluorine, chlorine, bromine, or iodine.

3. The platinum complex according to claim 1 , wherein each of R a , R b , R c , R d , R e and R f is independently selected from methyl, benzyl, diphenylmethyl, triphenylmethyl; ethyl, 2-phenylethyl, 2,2-diphenylethyl, 2,2,2-trifluoroethyl; propyl, isopropyl, 3,3,3-trifluoropropyl, 1,1,1,3,3,3-hexafluoro-2-propyl; butyl, isobutyl, hexafluoroisobutyl, tert-butyl; cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl; phenyl, 2-methylphenyl, 2-isopropylphenyl, 2-ethylphenyl, 4-methylphenyl, 4-isopropylphenyl, 4-ethylphenyl, 4-tert-butylphenyl, 2,4-dimethylphenyl, 2,4-diethylphenyl, 2,4-diisopropylphenyl, 2,6-dimethylphenyl, 3,5-dimethylphenyl, 2,3,5,6-tetramethylphenyl, or 2,4,6-trimethylphenyl.

4. The platinum complex according to claim 1 , wherein R d is selected from hydrogen atom, methyl, isopropyl, or tert-butyl,
R e is selected from methyl, isopropyl, cyclohexyl, cyclopentyl, 2,6-dimethylphenyl, or 2,4,6-trimethylphenyl, and
R f is selected from hydrogen or methyl.

5. The platinum complex according to claim 1 , wherein R a is selected from deuterium, —CDH 2 , —CD 2 H, —CD 3 , —CDR 1 R 2 , —CD 2 R 1 , wherein each of R 1 and R 2 is independently selected from alkyl, aryl-substituted alkyl, aryl, alkyl-substituted aryl, aryl-substituted aryl, cycloalkyl, cycloalkenyl, heteroaryl, alkenyl, alkynyl, amino, monohydrocarbylamino, dihydrocarbylamino, monoarylamino, diarylamino, alkoxy, aryloxy, haloalkyl, ester group, alkoxycarbonyl, acylamino, alkoxycarbonylamino, aryloxycarbonylamino, sulfamoyl, carbamoyl, alkylthio, ureido, phosphoramide group, silyl, or polymeric groups.

6. The platinum complex according to claim 1 , wherein the platinum complex is selected from:

7. The platinum complex according to claim 1 , wherein the platinum complex further comprises a bridge structure formed between aromatic rings to which R a and R b are bonded respectively, and the bridge structure is selected from —C(R h ) 2 —, —Si(R h ) 2 —, —O—, or —NR h —, and the platinum complex has a structure of Formula II, Formula III, Formula IV, or Formula V:

Wherein each of R g is independently selected from: (1) hydrogen atom, its isotopes, and any other monoatomic substituents; or (2) alkyl, aryl-substituted alkyl, fluorine-substituted alkyl, aryl, alkyl-substituted aryl, aryl-substituted aryl, cycloalkyl, cycloalkenyl, heteroaryl, alkenyl, alkynyl, amino, monohydrocarbylamino, dihydrocarbylamino, monoarylamino, diarylamino, alkoxy, aryloxy, haloalkyl, ester group, alkoxycarbonyl, acylamino, alkoxycarbonylamino, aryloxycarbonylamino, sulfamoyl, carbamoyl, alkylthio, ureido, phosphoramide group, silyl, polymeric groups, or these substituents containing isotopes, such as deuterated methyl;
R h is selected from alkyl, aryl-substituted alkyl, aryl, alkyl-substituted aryl, aryl-substituted aryl, fluorine-substituted alkyl, fluorine-substituted aryl, cycloalkyl, cycloalkenyl, heteroaryl, alkenyl, alkynyl, amino, monohydrocarbylamino, dihydrocarbylamino, monoarylamino, diarylamino, alkoxy, aryloxy, haloalkyl, ester group, alkoxycarbonyl, acylamino, alkoxycarbonylamino, aryloxycarbonylamino, sulfamoyl, carbamoyl, alkylthio, ureido, phosphoramide group, silyl, polymeric groups, or these substituents containing isotopes.

8. The platinum complex according to claim 7 , wherein the platinum complex has a structure 104:

9. The platinum complex according to claim 1 as an electroluminescent material.

10. The platinum complex according to claim 1 as a blue light-emitting material.

11. The platinum complex according to claim 10 , wherein the blue light has a wavelength of 450-490 nm.

12. The platinum complex according to claim 1 as a photoluminescent material.

13. The platinum complex according to claim 1 as a phosphorescent material.

14. The platinum complex according to claim 1 as a luminescent material, a host material of the luminescent layer, or a guest material of a luminescent layer in an organic photoelectric device.

15. An organic photoelectric device, comprising a luminescent layer, which comprises the platinum complex according to claim 1 .

Assignees

• Nanjing University Of Technology
• Aac Microtech Changzhou Co Ltd

Inventors

• Hang Xiaochun
• Yin Junli
• Shen Kang
• Wu Yipei
• Qin Tianshi
• Chen Shaohai

Classifications

• C07F15/0086 Primary

  Platinum compounds · CPC title

• C09K2211/1059

  containing three nitrogen atoms as heteroatoms · CPC title

• C09K11/06 Primary

  containing organic luminescent materials · CPC title

• H01L51/0087 Primary

  Electricity · mapped topic

• C09K2211/185

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