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US 12,622,170 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 of formula 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.
Claims18
A compound of formula I
- wherein
- X is independently in each occurrence O, S or NR9,
- Y1, Y2, Y3 and Y4 are independently of each other a direct bond, or a group of formula -[A1]-[A2]y-, wherein
- A1 and A2 are independently of each other —CH═CH—, —C≡C— or a C6-C10arylene group, which may optionally be substituted by one or more C1-C25alkyl groups;
- y is 0, or 1;
- 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
- X1 is O, S, N(R15), C(═O), C(R16)(R17), B(R18), or Si(R19)(R20),
- R9 is H, a C1-C25alkyl group, or a C6-C10aryl group;
- R10, R11, 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;
- provided that all of conditions (i) to (iii) are satisfied:
- (i) at least one donor group of formula (Xa) or (Xd) is present in the compound of formula (I);
- (ii) if Y2 and Y4 each represents C6 arylene, then X1 is NR15, (C═O), C(R16)(R17), B(R18), or Si(R19)(R20), wherein R16, R17, R19, and R20 are not methyl and R15 is not methyl or a C6-C14aryl group;
- and
- (iii) the compound of Formula (I) is not represented by compound (A-1), (A-2), (A-5), (A-6), (A-8), (B-1), (B-2), (B-5), (B-6), or (B-8):
12 more elements
An organic light emitting element comprising a compound of formula (I);
- and
- an organic compound having a higher value of at least one of excited singlet energy and excited triplet energy than the compound of formula (I);
- wherein
- X is independently in each occurrence O, S or NR9,
- Y1, Y2, Y3 and Y4 are independently of each other a direct bond, or a group of formula -[A1]-[A2]y-, wherein
- A1 and A2 are independently of each other —CH═CH—, —C≡C— or a C6-C10arylene group, which may optionally be substituted by one or more C1-C25alkyl groups;
- y is 0, or 1;
- 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
- X1 is O, S, N(R15), C(═O), C(R16)(R17), B(R18), or Si(R19)(R20),
- R9 is H, a C1-C25alkyl group, or a C6-C10aryl group;
- R10, R11, 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;
- provided that all of conditions (i) to (iii) are satisfied:
- (i) at least one donor group of formula (Xa) or (Xd) is present in the compound of formula (I);
- (ii) if Y2 and Y4 each represents C6 arylene, then X1 is NR15, (C═O), C(R16)(R17), B(R18), or Si(R19)(R20), wherein R16, R17, R19, and R20 are not methyl and R15 is not methyl or a C6-C14aryl group;
- and
- (iii) the compound of Formula (I) is not represented by compound (A-1), (A-2), (A-5), (A-6), (A-8), (B-1), (B-2), (B-5), (B-6), or (B-8):
14 more elements
Dependencies are inferred from the claim text.