Asgpr-binding compounds for the degradation of extracellular proteins
US-2024424108-A1 · Dec 26, 2024 · US
US9793488B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9793488-B2 |
| Application number | US-201214359786-A |
| Country | US |
| Kind code | B2 |
| Filing date | Dec 17, 2012 |
| Priority date | Dec 29, 2011 |
| Publication date | Oct 17, 2017 |
| Grant date | Oct 17, 2017 |
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Disclosed are a compound for an organic optoelectronic device, an organic light emitting diode including the same, and a display device including the organic light emitting diode. The compound for an organic optoelectronic device represented by the following Chemical Formula 1 provides an organic light emitting diode having life-span characteristics due to excellent electrochemical and thermal stability, and high luminous efficiency at a low driving voltage.
Opening claim text (preview).
The invention claimed is: 1. A compound for an organic optoelectronic device represented by the following Chemical Formula 1: wherein, in the above Chemical Formula 1, L 1 is a substituted or unsubstituted C6 to C30 arylene group or a substituted or unsubstituted C2 to C30 heteroarylene group, R 1 and R 2 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, or a combination thereof, R 3 to R 6 are independently hydrogen, deuterium, a substituted or unsubstituted amine group, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, or a combination thereof, at least one of R 3 to R 6 is a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted amine group, or a substituted or unsubstituted triphenylenyl group or R 3 and R 4 are fused to each other to provide a ring, and when R 3 and R 4 are fused to each other to provide a ring, the compound represented by Chemical Formula 1 is represented by the following Chemical Formula 3, wherein, in the above Chemical Formula 3, L 1 is a substituted or unsubstituted C6 to C30 arylene group or a substituted or unsubstituted C2 to C30 heteroarylene group, R 1 to R 6 are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, or a combination thereof, X is —NR 7 —, wherein R 7 is hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, or a combination thereof. 2. The compound for an organic optoelectronic device of claim 1 , wherein the compound for an organic optoelectronic device represented by the above Chemical Formula 1 is represented by the following Chemical Formula 2: wherein, in the above Chemical Formula 2, L 1 and L 2 are independently a substituted or unsubstituted C6 to C30 arylene group or a substituted or unsubstituted C2 to C30 heteroarylene group, n is an integer ranging from 0 to 3, R 1 to R 8 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, or a combination thereof, X is —NR 9 —, —O—, —S— or —CR 10 R 11 —, wherein the R 9 to R 11 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, or a combination thereof, or the R 10 and R 11 are fused to each other to provide a ring. 3. The compound for an organic optoelectronic device of claim 1 , wherein the compound for an organic optoelectronic device represented by the above Chemical Formula 1 is represented by the following Chemical Formula 4: wherein, in the above Chemical Formula 4, L 1 and L 2 are independently a substituted or unsubstituted C6 to C30 arylene group or a substituted or unsubstituted C2 to C30 heteroarylene group, R 1 to R 5 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, or a combination thereof, and Ar 1 and Ar 2 are independently a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, or a combination thereof. 4. The compound for an organic optoelectronic device of claim 1 , wherein the compound for an organic optoelectronic device represented by the above Chemical Formula 1 is represented by the following Chemical Formula 5: wherein, in the above Chemical Formula 5, R 1 and R 2 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, or a combination thereof, R 3 to R 6 are independently hydrogen, deuterium, a substituted or unsubstituted amine group, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, or a combination thereof, at least one of R 3 to R 6 is a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted amine group, or a substituted or unsubstituted triphenylenyl group or R 3 and R 4 are fused to each other to provide a ring, and when R 3 and R 4 are fused to each other to provide a ring, the compound represented by Chemical Formula 1 is represented by the following Chemical Formula 3, wherein, in the above Chemical Formula 3, L 1 is a substituted or unsubstituted C6 to C30 arylene group or a substituted or unsubstituted C2 to C30 heteroarylene group, R 1 to R 6 are each independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, or a combination thereof, X is —NR 7 —, wherein R 7 is hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, or a combination thereof. 5. The compound for an organic optoelectronic device of claim 1 , wherein the compound for an organic optoelectronic device represented by the above Chemical Formula 1 is represented by the following Chemical Formula 6: wherein, in the above Chemical Formula 6, R 1 and R 2 are independently hydrogen, deuterium, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, or a combination thereof, R 3 to R 6 are independently hydrogen, deuterium, a substituted or unsubstituted amine group, a substituted or unsubstituted C1 to C10 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, or a combination thereof, at least one of R 3 to R 6 is a substi
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