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
US9882149B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9882149-B2 |
| Application number | US-201314390570-A |
| Country | US |
| Kind code | B2 |
| Filing date | Jul 4, 2013 |
| Priority date | Jul 4, 2012 |
| Publication date | Jan 30, 2018 |
| Grant date | Jan 30, 2018 |
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Provided is a compound for an organic optoelectric device, an organic light emitting diode including the same, and a display device including the organic light emitting diode, wherein the compound for an organic optoelectric device is represented by Chemical Formula 1. The Chemical Formula 1 and description thereof are the same as described in the specification.
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The invention claimed is: 1. A compound for an organic optoelectric device, the compound being represented by the following Chemical Formula 1: wherein, in the above Chemical Formula 1, R 1 to R 16 are independently hydrogen, a C1 to C10 alkyl group, a C6 to C20 aryl group, or —SiR 17 R 18 R 19 , where R 17 to R 19 are independently a C1 to C6 alkyl group, provided that one of R 1 to R 8 is a functional group represented by the following Chemical Formula 2, and another of R 1 to R 8 is —SiR 17 R 18 R 19 , and provided that one of R 9 to R 16 is a functional group represented by the following Chemical Formula 2, and another of R 9 to R 16 is —SiR 17 R 18 R 19 , L is one of the follwing Chemical Formulae L-1 to L-14: wherein, in the above Chemical Formulae L-1 to L-14, the asterisk (*) denotes a position bonding with iridium, R 101 to R 103 are independently hydrogen, a C1 to C30 alkyl group that is unsubstituted or substituted with a halogen, a C6 to C30 aryl group that is unsubstituted or substituted with a C1 to C30 alkyl group, or a halogen, R 104 to R 115 are independently hydrogen, a halogen, a C1 to C30 alkyl group, a C6 to C30 aryl group, a trialkylsilyl group having C1 to C30 alkyl groups, or a triarylsilyl group having C6 to C30 aryl groups, and R 116 to R 117 are independently hydrogen, a C1 to C30 alkyl group that is unsubstituted or substituted with a halogen, or a C6 to C30 aryl group that is unsubstituted or substituted with a C1 to C30 alkyl group, and n and m are independently integers of 0 to 3, and n+m is an integer of 1 to 3, wherein, in the above Chemical Formula 2, R 20 to R 24 are independently hydrogen, a C1 to C10 alkyl group, or a C6 to C20 aryl group, and * denotes a bonding position with a carbon atom. 2. The compound for an organic optoelectric device of claim 1 , wherein, in the above Chemical Formula 1, n is an integer of 1 to 3, one of R 1 to R 4 is —SiR 17 R 18 R 19 , and the rest of R 1 to R 4 are independently hydrogen, or a C 1 to C10 alkyl group, and one of R 5 to R 8 is the functional group represented by the above Chemical Formula 2, and the rest of R 5 to R 8 are independently hydrogen, or a C1 to C10 alkyl group. 3. The compound for an organic optoelectric device of claim 1 , wherein, in the above Chemical Formula 1, n is an integer of 1 to 3, one of R 1 to R 4 is the functional group represented by the above Chemical Formula 2, and another of R 1 to R 4 is —SiR 17 R 18 R 19 , and the rest of R 1 to R 4 and R 5 to R 8 are independently hydrogen, or a C1 to C10 alkyl group. 4. The compound for an organic optoelectric device of claim 1 , wherein, in the above Chemical Formula 1, R 17 to R 19 are each a methyl group. 5. The compound for an organic optoelectric device of claim 1 , wherein, in the above Chemical Formula 1, n is an integer of 1 to 3, R 2 is —SiR 17 R 18 R 19 , R 6 is a phenyl group, and R 1 , R 3 to R 5 , R 7 , and R 8 are independently hydrogen, or a C1 to C10 alkyl group. 6. The compound for an organic optoelectric device of claim 1 , wherein, in the above Chemical Formula 1, n is an integer of 1 to 3, R 2 is a phenyl group, R 3 is —SiR 17 R 18 R 19 , and R 1 and R 4 to R 8 are independently hydrogen, or a C1 to C10 alkyl group. 7. The compound for an organic optoelectric device of claim 1 , wherein, in the above Chemical Formula 1, n+m is 3. 8. The compound for an organic optoelectric device of claim 1 , wherein, in the above Chemical Formula 1, n+m is 1 or 2. 9. A compound for an organic optoelectric device, the compound being represented by one of the following Chemical Formulae M-1 to M-40, Chemical Formulae P-1 to P-26, or Chemical Formulae Q-1 to Q-46: 10. An organic light emitting diode, comprising: an anode, a cathode, and an organic thin layer interposed between the anode and the cathode, wherein the organic thin layer includes the compound for an organic optoelectric device of claim 1 . 11. The organic light emitting diode of claim 10 , wherein the organic thin layer is an emission layer. 12. The organic light emitting diode of claim 11 , wherein the compound for an organic optoelectric device is used as a dopant in the emission layer. 13. A display device comprising the organic light emitting diode of claim 10 . 14. The compound fo
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