Heterocyclic compound, organic light-emitting device including the same, and electronic apparatus including the organic light-emitting device
US-2024373662-A1 · Nov 7, 2024 · US
US10224488B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10224488-B2 |
| Application number | US-201615390720-A |
| Country | US |
| Kind code | B2 |
| Filing date | Dec 27, 2016 |
| Priority date | Dec 27, 2016 |
| Publication date | Mar 5, 2019 |
| Grant date | Mar 5, 2019 |
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The present invention discloses a delayed fluorescence compound and the organic EL device employing the delayed fluorescence compound as light emitting host of emitting lay and/or an electron transporting layer, and/or a hole blocking layer, and/or a delayed fluorescence material of emitting layer for organic EL device in the present invention display good performance.
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The invention claimed is: 1. A delayed fluorescence compound is represented by the following formula (1) or formula (2): where D 1 and D 2 are independently selected from the group consisting of formula (3) to formula (5): L 1 and L 2 represent a single bond, a substituted or unsubstituted arylene group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heterarylene group having 3 to 30 ring carbon atoms, X independently represents an oxygen atom, a sulfur atom or a selenium atom, p represents an integer of 0 to 4, Z is a divalent bridge selected from the atom or group consisting from O, S, C(R 7 )(R 8 ), NR 9 and Si(R 10 )(R 11 ) if the delayed fluorescence compound is represented by the formula (2), Z is a divalent bridge selected from the atom or group consisting from C(R 7 )(R 8 ) and Si(R 10 )(R 11 ) if the delayed fluorescence compound is represented by the formula (1), Y 1 to Y 6 represent a nitrogen atom or C(R s ), and each R s represents a hydrogen, a phenyl, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms; R 1 to R 12 are independently selected from the group consisting of a hydrogen atom, a halide, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted aralkyl group having 6 to 30 carbon atoms and a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms. 2. The delayed fluorescence compound according to claim 1 , wherein L 1 and L 2 are represented by the following formula (6): wherein Z 1 to Z 5 independently represent a nitrogen atom or C(R s ), and each R s represents a hydrogen, a phenyl, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms and a substituted or unsubstituted aryl group having 6 to 30 carbon atoms. 3. The delayed fluorescence compound according to claim 1 , wherein a difference between a singlet energy of the delayed fluorescence compound and a triplet energy of the delayed fluorescence compound is less than 0.25 eV. 4. The delayed fluorescence compound according to claim 1 , the compound having structure of formula (1) or formula (2) is a light-emitting material. 5. The light-emitting material according to claim 4 , wherein the light-emitting material emits delayed fluorescence. 6. A organic electroluminescence device comprising a pair of electrodes consisting of a cathode and an anode, and between the pairs of electrodes comprises at least a light emitting layer and one or more layers of organic thin film layer, wherein the light emitting layer or/and organic thin film layer comprises a delayed fluorescence compound with a general formula (1) or formula (2) according to claim 1 . 7. The organic electroluminescence device according to claim 6 , wherein a difference between a singlet energy of the delayed fluorescence compound and a triplet energy of the delayed fluorescence compound is less than 0.25 eV. 8. The organic electroluminescence device according to claim 6 , wherein the light emitting layer comprises the delayed fluorescence compound and/or fluorescence compound. 9. The organic electroluminescence device according to claim 6 , wherein the light emitting layer comprises the delayed fluorescence compound with a general formula (1) or formula (2) as a delayed fluorescence host material. 10. The organic electroluminescence device according to claim 6 , wherein the light emitting layer comprises the delayed fluorescence compound with a general formula (1) or formula (2) as a delayed fluorescence dopant material. 11. The organic electroluminescence device according to claim 6 , wherein the light emitting layer comprises a second fluorescence dopant material. 12. The organic electroluminescence device according to claim 6 , wherein the light emitting layer comprises a second fluorescence host material. 13. The organic electroluminescence device according to claim 6 , wherein the light emitting layer comprises the delayed fluorescence compound with a general formula (1) or formula (2) as a phosphorescent host material. 14. The organic electroluminescence device according to claim 6 , wherein the organic thin film layer comprises the delayed fluorescence compound with a general formula (1) or formula (2) as a hole blocking material. 15. The organic electroluminescence device according to claim 6 , wherein the organic thin film layer comprises the delayed fluorescence compound with a general formula (1) or formula (2) as an electron transporting layer (ETL) material. 16. The organic electroluminescence device according to claim 6 , wherein the device is an organic light emitting device. 17. The organic electroluminescent device according to claim 6 , wherein the device is a lighting panel. 18. The organic electroluminescent device according to claim 6 , wherein the device is a backlight panel.
containing other heteroatoms · CPC title
containing sulfur as the only heteroatom · CPC title
containing oxygen as the only heteroatom · CPC title
with sulfur · CPC title
with oxygen · CPC title
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