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US 9,853,224 B2Granted
Fluorescent organic light emitting elements having high efficiency
AssigneeUDC Ireland Limited
InventorsJunichi Tanabe, Christian Lennartz
Life of this patent
Estimating the term…
Abstract
The present invention relates to organic light emitting elements, comprising thermally activated delayed fluorescence (TADF) emitters and/or hosts on basis of benzotriazoles, which have a sufficiently small energy gap between S1 and T1 (ΔEST) to enable up-conversion of the triplet exciton from T1 to S1. The organic light emitting elements show high electroluminescent efficiency.
Claims22
An organic light-emitting element, comprising a light-emitting layer comprising
- i) a compound of formula
- as guest and a host material;
- or
- ii) a compound of formula
- as host and a fluorescent guest material, wherein
- R1, R2, R3 and R4 are independently of each other H, D, F, Cl, a C1-C25alkyl group, a C1-C25alkoxy group, a C6-C10aryloxy group, or a donor group of formula
- R5, R6, R7, R8 and R9 are independently of each other H, D, F, Cl, a C1-C25alkyl group, a C1-C25alkoxy group, a C6-C10aryloxy group, a group of formula
- (Xa), (Xb), or (Xd);
- R1′, R2′, R3′ and R4′ are independently of each other H, D, F, Cl, a C1-C25alkyl group, a C1-C25alkoxy group, or a C6-C10aryloxy group;
- or
- R1 and R2 together form a group of formula
- R1′ and R2′ together form a group of formula
- R3 and R4 together form a group of formula
- R3′ and R4′ together form a group of formula
- R5 and R6 together form a group of formula
- and/or
- R8 and R9 together form a group of formula
- A1, A2, A3, A4, A5, A6, A7 and A8 are independently of each other H, D, F, Cl, a C1-C25alkyl group, or a donor group of formula (Xa), (Xb), or (Xd);
- A9, A10, A11, A12, A13, A14, A15 and A16 are independently of each other H, D, F, Cl, a C1-C25alkyl group, or a donor group of formula (Xa), (Xb), or (Xd);
- X1 and X2 are independently of each other a single bond, O, S, N(R15), C(═O), C(R16)(R17), B(R18), or Si(R19)(R20) and
- R10, R11, R12, R21 and R21′ are independently of each other H, D, F, Cl, or a C1-C25alkyl group;
- R15, R16, R17, R18, R19 and R20 are independently of each other H, D, a C1-C25alkyl group, or a C6-C14aryl group, which can optionally be substituted by one, or more groups selected from a C1-C25alkyl group, a C1-C25alkoxy group and a C6-C10aryloxy group;
- with the proviso that at least one donor group of formula (Xa), (Xb), or (Xd) is present in the compound of formula (I);
- characterized in that it emits delayed fluorescence.
21 more elements
A compound of formula
- wherein
- R1, R2, R3 and R4 are independently of each other H, D, F, Cl, a C1-C25alkyl group, a C1-C25alkoxy group, a C6-C10aryloxy group, or a donor group of formula
- R5, R6, R7, R8 and R9 are independently of each other H, D, F, Cl, a C1-C25alkyl group, a C1-C25alkoxy group, a C6-C10aryloxy group, a group of formula
- (Xa), (Xb), or (Xd);
- R1′, R2′, R3′ and R4′ are independently of each other H, D, F, Cl, a C1-C25alkyl group, a C1-C25alkoxy group, or a C6-C10aryloxy group;
- or
- R1 and R2 together form a group of formula
- R1′ and R2′ together form a group of formula
- R3 and R4 together form a group of formula
- R3′ and R4′ together form a group of formula
- R5 and R6 together form a group of formula
- and/or
- R8 and R9 together form a group of formula
- A1, A2, A3, A4, A5, A6, A7 and A8 are independently of each other H, D, F, Cl, a C1-C25alkyl group, or a donor group of formula (Xa), (Xb), or (Xd);
- A9, A10, A11, A12, A13, A14, A15 and A16 are independently of each other H, D, F, Cl, a C1-C25alkyl group, or a donor group of formula (Xa), (Xb), or (Xd);
- X1 and X2 are independently of each other O, S, N(R15), C(R16)(R17), B(R18), or Si(R19)(R20) and
- R10, R11, R12, R21 and R21′ are independently of each other H, D, F, Cl, or a C1-C25alkyl group;
- R15, R16, R17, R18, R19 and R20 are independently of each other H, a C1-C25alkyl group, or a C6-C14aryl group, which can optionally be substituted by one, or more groups selected from a C1-C25alkyl group, a C1-C25alkoxy group and a C6-C10aryloxy group;
- with the proviso that at least one donor group of formula (Xa), (Xb), or (Xd) is present in the compound of formula (I).
16 more elements
Dependencies are inferred from the claim text.