Organic electroluminescent materials and devices

Patent metadata

Field	Value
Publication number	US-10403825-B2
Application number	US-201514615574-A
Country	US
Kind code	B2
Filing date	Feb 6, 2015
Priority date	Feb 27, 2014
Publication date	Sep 3, 2019
Grant date	Sep 3, 2019

Abstract

Novel host compounds consisting of carbazole and nitrile groups are disclosed. These compounds are useful in phosphorescent OLEDs.

First claim

We claim:

1. A compound having the following formula:
A-L-B,   Formula I;

wherein A is selected from the group consisting of:

wherein Z 1 , Z 2 , Z 3 , Z 4 , Z 5 , Z 6 , and Z 7 are CR 1 ;
wherein each R 1 is independently selected from the group consisting of hydrogen, deuterium, aryl, heteroaryl and combinations thereof;
wherein the dashed lines in A represent the bonds between A and L;
wherein L is selected from the group consisting of a direct bond, benzene, biphenyl, terphenyl, pyridine, and the combinations thereof;
wherein B is selected from the group consisting of:

wherein B is optionally further substituted with one or more substituents selected from the group consisting of deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof.

2. The compound of claim 1 , wherein each R 1 is independently selected from the group consisting of hydrogen, deuterium, benzene, biphenyl, terphenyl, dibenzofuran, dibenzothiophene, triphenylene, carbazole, fluorene and combinations thereof.

3. The compound of claim 1 , wherein A is selected from the group consisting of:

4. The compound of claim 1 , wherein L is selected from the group consisting of:

5. The compound of claim 1 , wherein the compound is Compound x having the formula A i -L j -B k ;
wherein x=570 k +38 j +i−608, i is an integer from 1 to 37, j is an integer from 1 to 15, and k is an integer from 12 to 13; and
wherein A 1 to A 37 have the following structures:

wherein L 1 to L 15 have the following structures:

 and
wherein B 12 and B 13 have the following structures:

6. The compound of claim 1 , wherein the compound is selected from the group consisting of:

7. A device comprising one or more organic light emitting devices, at least one of the one or more organic light emitting devices comprising:
an anode;
a cathode; and
an organic layer, disposed between the anode and the cathode, comprising a compound having the following formula:
A-L-B,   Formula I;

wherein A is selected from the group consisting of:

wherein Z 1 , Z 2 , Z 3 , Z 4 , Z 5 , Z 6 , and Z 7 are CR 1 ;
wherein each R 1 is independently selected from the group consisting of hydrogen, deuterium, aryl, heteroaryl and combinations thereof;
wherein the dashed lines in A represent the bonds between A and L;
wherein L is selected from the group consisting of a direct bond, benzene, biphenyl, terphenyl, pyridine, and the combinations thereof;
wherein B is selected from the group consisting of:

wherein B is optionally further substituted with one or more substituents selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof.

8. The device of claim 7 , wherein the organic layer is an emissive layer and the compound of Formula I is a host.

9. The device of claim 8 , wherein the organic layer further comprises a phosphorescent green emissive dopant.

10. The device of claim 9 , wherein the phosphorescent emissive dopant is a transition metal complex having at least one ligand or part of the ligand if the ligand is more than bidentate selected from the group consisting of:

wherein R a , R b , R c , and R a may represent mono, di, tri, or tetra substitution, or no substitution;

Assignees

• Universal Display Corp

Inventors

• Zeng Lichang
• Xia Chuanjun

Classifications

• C07D403/10 Primary

  linked by a carbon chain containing aromatic rings · CPC title

• H01L51/5072

  Electricity · mapped topic

• H01L51/0081

  Electricity · mapped topic

• H01L51/0054

  Electricity · mapped topic

• H01L51/0074

  Electricity · mapped topic