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US 10,593,890 B2Granted
Organic electroluminescent materials and devices
AssigneeUniversal Display Corporation
InventorsLichang Zeng, Zeinab Elshenawy, Walter Yeager, Alexey Borisovich Dyatkin, Chuanjun Xia
Life of this patent
Estimating the term…
Abstract
Organic materials containing dibenzofuran or aza-dibenzofuran moiety are disclosed in this application. These materials are expected to improve OLED device performance.
Claims15
A compound having Formula I:
- wherein G is selected from the group consisting of:
- G1 is a six-member aryl or heteroaryl ring;
- L1 is a direct bond or an organic linker;
- n1 and n2 are independently an integer of 0 or 1;
- when n1 or n2 is 0, L2 or L3 is not present;
- and
- when n1 or n2 is 1, L2 or L3 is independetly selected from the group consisting of a direct bond, oxygen, CR1R2, NR3, and SiR4R5;
- Z1, Z2, and Z4 to Z32 are each independently selected from the group consisting of N and CR6, and only one of Z1, Z2, and Z4 is N;
- Ar1 and Ar2 are each independently selected from the group consisting of aryl and heteroaryl;
- each R1, R2, R3, R4, and R5 are independently selected from the group consisting of hydrogen, deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acid, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof, and optionally, any two adjacent R1, R2, R3, R4, and R5 can join to form a ring;
- each R6 is independently selected from the group consisting of a direct bond, hydrogen, deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acid, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof, and optionally, any two adjacent R6 can join to form a ring;
- and
- wherein G1, Ar1, and Ar2 is independently, optionally substituted by one or more substituents selected from the group consisting of hydrogen, deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acid, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- provided that R6 does not comprise a carbazole.
11 more elements
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 having Formula I:
- wherein G is selected from the group consisting of:
- G1 is a six-member aryl or heteroaryl ring;
- L1 is a direct bond or an organic linker;
- n1 and n2 are independently an integer of 0 or 1;
- when n1 or n2 is 0, L2 or L3 is not present;
- and
- when n1 or n2 is 1, L2 or L3 is independently selected from the group consisting of a direct bond, oxygen, CR1R2, NR3, and SiR4R5;
- Z1, Z2, and Z4 to Z32 are each independently selected from the group consisting of N and CR6, and only one of Z1, Z2, and Z4 is N;
- Ar1 and Ar2 are each independently selected from the group consisting of aryl and heteroaryl;
- each R1, R2, R3, R4, and R5 are independently selected from the group consisting of hydrogen, deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acid, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof, and optionally, any two adjacent R1, R2, R3, R4, and R5 can join to form a ring;
- each R6 is independently selected from the group consisting of a direct bond, hydrogen, deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acid, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof, and optionally, any two adjacent R6 can join to form a ring;
- and
- wherein G1, Ar1, and Ar2 is independently, optionally substituted by one or more substituents selected from the group consisting of hydrogen, deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acid, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- provided that R6 does not comprise a carbazole.
15 more elements
A formulation comprising a compound having Formula I:
- wherein G is selected from the group consisting of:
- G1 is a six-member aryl or heteroaryl ring;
- L1 is a direct bond or an organic linker;
- n1 and n2 are independently an integer of 0 or 1;
- when n1 or n2 is 0, L2 or L3 is not present;
- and
- when n1 or n2 is 1, L2 or L3 is independently selected from the group consisting of a direct bond, oxygen, CR1R2, NR3, and SiR4R5;
- Z1, Z2, and Z4 to Z32 are each independently selected from the group consisting of N and CR6, and only one of Z1, Z2, and Z4 is N;
- Ar1 and Ar2 are each independently selected from the group consisting of aryl and heteroaryl;
- each R1, R2, R3, R4, and R5 are independently selected from the group consisting of hydrogen, deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acid, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof, and optionally, any two adjacent R1, R2, R3, R4, and R5 can join to form a ring;
- each R6 is independently selected from the group consisting of a direct bond, hydrogen, deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acid, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof, and optionally, any two adjacent R6 can join to form a ring;
- and
- wherein G1, Ar1, and Ar2 is independently, optionally substituted by one or more substituents selected from the group consisting of hydrogen, deuterium, halogen, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acid, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- provided that R6 does not comprise a carbazole.
11 more elements
Dependencies are inferred from the claim text.