Organic electroluminescent materials and devices

Patent metadata

Field	Value
Publication number	US-2019140185-A1
Application number	US-201816045281-A
Country	US
Kind code	A1
Filing date	Jul 25, 2018
Priority date	Dec 7, 2012
Publication date	May 9, 2019
Grant date	—

Abstract

Devices containing novel carbazole-containing compounds are provided. The novel compounds also contain electron donor groups, aryl linkers, and at least one nitrogen heterocycle. These novel organic compounds can exhibit delayed fluorescence in the devices.

First claim

1 . A compound, having a structure of Formula I:

wherein Z 1 , Z 2 , Z 3 , Z 4 and Z 5 are each independently selected from group consisting of CR 9 and N;
wherein any adjacent R 9 s are optionally joined to form a fused ring:
wherein at least one of Z 1 , Z 2 , Z 3 , Z 4 and Z 5 is N;
wherein L 1 is selected from the group consisting of:

and combinations thereof:
wherein X 1 is O, S, or CRR′:
wherein R, R′ are optionally joined to form a ring;
wherein n 1 is an integer from 1 to 20;
wherein L 1 can be further substituted by a substituent selected from the group consisting of alkyl, aryl, and heteroaryl;
wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 are independently selected from the group consisting of hydrogen, deuterium, alkyl, cycloalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, and combinations thereof;
wherein at least one of R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 is

which can be further substituted:
wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 do not contain an electron acceptor group;
wherein R 9 does not contain an electron donor group;
wherein R and R′ are independently selected from the group consisting of hydrogen, deuterium, alkyl, cycloalkyl, heteroalkyl, arylalkyl, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, and combinations thereof; and
wherein at least one of Z 1 , Z 2 , Z 3 , Z 4 and Z 5 is CR 9 , wherein R 9 is aryl, which can be further substituted.

2 . The compound of claim 1 , wherein each of the at least one of R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 that is

which can be further substituted, comprises an electron donor group independently selected from the group consisting of:

wherein X and Y are selected from the group consisting of O, S, NR 14 , m is an integer from 1 to 20, n 2 is an integer from 1 to 20, and wherein R 11 , R 12 , R 13 and R 14 are selected from the group consisting of aryl and heteroaryl.

3 . The compound of claim 2 , wherein R 3 is

which is not further substituted, and R 1 , R 2 , R 4 , R 5 , R 6 , R 7 , and R 8 are H.

4 . The compound of claim 1 , wherein each of the at least one of R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 that is

which can be further substituted, comprises an electron donor group independently selected from the group consisting of:

5 . The compound of claim 1 , wherein the compound has the formula:

wherein R 91 and R 92 are aryl, which can be further substituted.

6 . The compound of claim 1 , wherein each of the at least one of R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 that is

which can further substituted, comprises an electron donor group independently selected from the group consisting of:

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

Assignees

• Universal Display Corp

Inventors

• Xia Chuanjun
• Lin Chun
• Kwong Raymond
• Joseph Scott
• Esler James

Classifications

• C07D405/14

  containing three or more hetero rings · CPC title

• H01L51/0061

  Electricity · mapped topic

• C09K2211/1007

  Non-condensed systems · CPC title

• C07D495/04

  Ortho-condensed systems · CPC title

• C09K2211/1014

  bridged by heteroatoms, e.g. N, P, Si or B · CPC title