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US 11,600,782 B2Granted
Organic electroluminescent materials and devices
AssigneeUniversal Display Corporation
InventorsLichang Zeng, Chuanjun Xia
Life of this patent
Estimating the term…
Abstract
Novel host compounds consisting of carbazole and nitrile groups are disclosed. These compounds are useful in phosphorescent OLEDs.
Claims18
A compound having the following formula:
- A-L-B, Formula I;
- wherein A is selected from the group consisting of:
- wherein Z1, Z2, Z3, Z4, Z5, Z6, and Z7 are independently selected from the group consisting of N and CR1;
- wherein each R1 is independently 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, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, 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 biphenyl, terphenyl, triphenylene, phenanthrene, dibenzofuran, dibenzothiophene, dibenzoselenophene, aza-dibenzofuran, aza-dibenzothiophene, aza-dibenzoselenophene, aza-triphenylene, pyridine, triazine, pyrimidine, and combinations thereof;
- and
- 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, with the proviso that B is not further substituted by anthracene, and
- with the proviso that if B is further substituted by a carbazole, B is not biphenyl or terphenyl, and
- with the proviso that if each of Z1, Z2, Z3, Z4, Z5, Z6 and Z7 is CR1, then B does not comprise a moiety selected from the group consisting of pyridine, pyrimidine, and triazine.
8 more elements
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 Z1, Z2, Z3, Z4, Z5, Z6, and Z7 are independently selected from the group consisting of N and CR1;
- wherein each R1 is independently 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, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, benzene, biphenyl, terphenyl, dibenzofuran, dibenzothiophene, triphenylene, carbazole, fluorene, 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 biphenyl, terphenyl, triphenylene, phenanthrene, dibenzofuran, dibenzothiophene, dibenzoselenophene, aza-dibenzofuran, aza-dibenzothiophene, aza-dibenzoselenophene, aza-triphenylene, pyridine, triazine, pyrimidine, and combinations thereof;
- and
- 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, with the proviso that B is not further substituted by anthracene, and
- with the proviso that if B is further substituted by a carbazole, B is not biphenyl or terphenyl, and
- with the proviso that if each of Z1, Z2, Z3, Z4, Z5, Z6, and Z7 is CR1, then B does not comprise a moiety selected from the group consisting of pyridine, pyrimidine, and triazine.
12 more elements
A formulation comprising a compound having the following formula:
- A-L-B, Formula I;
- wherein A is selected from the group consisting of:
- wherein Z1, Z2, Z3, Z4, Z5, Z6, and Z7 are independently selected from the group consisting of N and CR1;
- wherein each R1 is independently 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, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, benzene, biphenyl, terphenyl, dibenzofuran, dibenzothiophene, triphenylene, carbazole, fluorene, 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 biphenyl, terphenyl, triphenylene, phenanthrene, dibenzofuran, dibenzothiophene, dibenzoselenophene, aza-dibenzofuran, aza-dibenzothiophene, aza-dibenzoselenophene, aza-triphenylene, pyridine, triazine, pyrimidine, and combinations thereof;
- and
- 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, with the proviso that B is not further substituted by anthracene, and
- with the proviso that if B is further substituted by a carbazole, B is not biphenyl or terphenyl, and
- with the proviso that if each of Z1, Z2, Z3, Z4, Z5, Z6, and Z7 is CR1, then B does not comprise a moiety selected from the group consisting of pyridine, pyrimidine, and triazine.
8 more elements
Dependencies are inferred from the claim text.