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US 2024/0407262 A1Published application
Organic electroluminescent materials and devices
AssigneeUniversal Display Corporation
InventorsPeter Wolohan, Bin Ma, George Fitzgerald, Daniel W. Silverstein
Life of this patent
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Abstract
This invention relates to the development of heterocyclic materials with high triplet excitation energy, which can be used as host materials in electroluminescent devices such as a PHOLED. The materials improve the performance of such devices by enhancing the lifetime and efficiency of the device when the newly developed heterocyclic materials are utilized as a host.
Claims21
-20. (canceled)
A compound having a formula selected from the group consisting of Formula I and Formula II:
- wherein each occurrence of X1 is independently selected from the group consisting of NR, SiRR′, GeRR′, O, S, and Se;
- and
- wherein each occurrence of X2 is independently selected from the group consisting of NR, SiRR′, GeRR′, O, S, and Se,
- wherein adjacent substituents of R and R′ are optionally fused or joined to form a ring;
- wherein R, R′, R1 to R6 are each 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;
- wherein R5 and R6 are optionally joined to form a phenyl ring or substituted phenyl ring;
- wherein at least one of R1 to R6 and R comprises at least one chemical group selected from the group consisting of
- triphenylene, carbazole, dibenzothiophene, dibenzofuran, dibenzoselenophene, aza-triphenylene, aza-carbazole, aza-dibenzothiophene, aza-dibenzofuran, and aza-dibenzoselenophene.
5 more elements
A compound of Formula III
- wherein X1 is selected from the group consisting of NR, SiRR′, GeRR′, O, S, and Se;
- wherein X2 is selected from the group consisting of SiRR′, GeRR′, O, S, and Se;
- provided that no more than one of X1 and X2 represents O;
- and no more than one of X1 and X2 represents S;
- wherein R, R′, R1, R2, R3, R4, R7, R8, R9, and R10 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;
- wherein adjacent substituents of R and R′ optionally join to form a ring;
- and
- wherein at least one of R, R1, R2, R3, R4, R7, R8, R9, and R10 comprises a chemical group selected from the group consisting of silyl, non-fused five-membered heteroaromatic ring, and tetraphenylene.
5 more elements
A compound of Formula IV
- wherein X2 is selected from the group consisting of NR, SiRR′, GeRR′, O, S, and Se;
- wherein R, R′, R1, R2, R3, R4, R7, R8, R9, and R10 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;
- wherein adjacent substituents of R and R′ optionally join to form a ring;
- and
- wherein at least one of R, R1, R2, R3, R4, R7, R8, R9, and R10 comprises a chemical group selected from the group consisting of silyl, non-fused five-membered heteroaromatic ring, and tetraphenylene;
- provided that when X2 represents S, then at least one of R, R1, R2, R3, R4, R7, R8, R9, and R10 comprises a chemical group selected from the group consisting of non-fused five-membered heteroaromatic ring and tetraphenylene.
3 more elements
Dependencies are inferred from the claim text.