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
US9722186B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9722186-B2 |
| Application number | US-201514669511-A |
| Country | US |
| Kind code | B2 |
| Filing date | Mar 26, 2015 |
| Priority date | Oct 8, 2012 |
| Publication date | Aug 1, 2017 |
| Grant date | Aug 1, 2017 |
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A compound for an organic optoelectronic device, an organic light emitting diode including the compound, and a display device including the organic light emitting diode are provided and the compound in which moieties represented by Chemical Formulae I and II that are sequentially linked is provided and thus, the organic light emitting diode has excellent life-span characteristics due to excellent electrochemical and thermal stability and high luminous efficiency at a low driving voltage.
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What is claimed is: 1. A compound for an organic optoelectronic device, the compound comprising moieties represented by the following Chemical Formula I and Chemical Formula II, the moieties represented by Chemical Formula I and Chemical Formula II being sequentially linked: wherein, in Chemical Formula I and Chemical Formula II, --- indicates a single bond or no bond, * indicates a binding point of Chemical Formula I and Chemical Formula II wherein Chemical Formula I is linked to Chemical Formula II at one * of the two *s of Chemical Formula I, X is C or Si, Y is N, O, or S, R 1 to R 8 are each independently hydrogen, deuterium, a halogen, a cyano group, a hydroxyl group, an amino group, a substituted or unsubstituted C1 to C20 amine group, a nitro group, a carboxyl group, a ferrocenyl group, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C6 to C20 aryloxy group, a substituted or unsubstituted C3 to C40 silyloxy group, a substituted or unsubstituted C1 to C20 acyl group, a substituted or unsubstituted C2 to C20 alkoxycarbonyl group, a substituted or unsubstituted C2 to C20 acyloxy group, a substituted or unsubstituted C2 to C20 acylamino group, a substituted or unsubstituted C2 to C20 alkoxycarbonylamino group, a substituted or unsubstituted C7 to C20 aryloxycarbonylamino group, a substituted or unsubstituted C1 to C20 sulfamoylamino group, a substituted or unsubstituted C1 to C20 sulfonyl group, a substituted or unsubstituted C1 to C20 alkylthiol group, a substituted or unsubstituted C6 to C20 arylthiol group, a substituted or unsubstituted C1 to C20 heterocyclothiol group, a substituted or unsubstituted C1 to C20 ureide group, a substituted or unsubstituted C3 to C40 silyl group, or a combination thereof, L 1 to L 3 are each independently a substituted or unsubstituted C2 to C6 alkenylene group, a substituted or unsubstituted C2 to C6 alkynylene group, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C2 to C30 heteroarylene group, or a combination thereof, n1 to n3 are each independently integers of 0 to 3, Ar 1 and Ar 2 are each independently a substituted or unsubstituted C6 to C30 aryl group or a substituted or unsubstituted C2 to C30 heteroaryl group, and at least one of Ar 1 , Ar 2 , and R 8 is a substituted or unsubstituted C2 to C30 heteroaryl group having electron characteristics. 2. The compound for an organic optoelectronic device as claimed in claim 1 , wherein the compound is represented by one of the following Chemical Formula 1 to Chemical Formula 4: wherein, in Chemical Formula 1 to Chemical Formula 4, X is C or Si, Y is N, O, or S, R 1 to R 8 are each independently hydrogen, deuterium, a halogen, a cyano group, a hydroxyl group, an amino group, a substituted or unsubstituted C1 to C20 amine group, a nitro group, a carboxyl group, a ferrocenyl group, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C6 to C20 aryloxy group, a substituted or unsubstituted C3 to C40 silyloxy group, a substituted or unsubstituted C1 to C20 acyl group, a substituted or unsubstituted C2 to C20 alkoxycarbonyl group, a substituted or unsubstituted C2 to C20 acyloxy group, a substituted or unsubstituted C2 to C20 acylamino group, a substituted or unsubstituted C2 to C20 alkoxycarbonylamino group, a substituted or unsubstituted C7 to C20 aryloxycarbonylamino group, a substituted or unsubstituted C1 to C20 sulfamoylamino group, a substituted or unsubstituted C1 to C20 sulfonyl group, a substituted or unsubstituted C1 to C20 alkylthiol group, a substituted or unsubstituted C6 to C20 arylthiol group, a substituted or unsubstituted C1 to C20 heterocyclothiol group, a substituted or unsubstituted C1 to C20 ureide group, a substituted or unsubstituted C3 to C40 silyl group, or a combination thereof, L 1 to L 3 are each independently a substituted or unsubstituted C2 to C6 alkenylene group, a substituted or unsubstituted C2 to C6 alkynylene group, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C2 to C30 heteroarylene group, or a combination thereof, n1 to n3 are each independently integers of 0 to 3, Ar 1 and Ar 2 are each independently a substituted or unsubstituted C6 to C30 aryl group or a substituted or unsubstituted C2 to C30 heteroaryl group, and at least one of Ar 1 , Ar 2 , and R 8 is a substituted or unsubstituted C2 to C30 heteroaryl group having electron characteristics. 3. The compound for an organic optoelectronic device as claimed in claim 1 , wherein the compound is represented by one of the following Chemical Formula 1-1 to Chemical Formula 4-3: wherein, in Chemical Formula 1-1 to Chemical Formula 4-3, X is C or Si, Y is N, O, or S, R 1 to R 8 are each independently hydrogen, deuterium, a halogen, a cyano group, a hydroxyl group, an amino group, a substituted or unsubstituted C1 to C20 amine group, a nitro group, a carboxyl group, a ferrocenyl group, a substituted or unsubstituted C1 to C20 alkyl group, a substituted or unsubstituted C6 to C30 aryl group, a substituted or unsubstituted C2 to C30 heteroaryl group, a substituted or unsubstituted C1 to C20 alkoxy group, a substituted or unsubstituted C6 to C20 aryloxy group, a substituted or unsubstituted C3 to C40 silyloxy group, a substituted or unsubstituted C1 to C20 acyl group, a substituted or unsubstituted C2 to C20 alkoxycarbonyl group, a substituted or unsubstituted C2 to C20 acyloxy group, a substituted or unsubstituted C2 to C20 acylamino group, a substituted or unsubstituted C2 to C20 alkoxycarbonylamino group, a substituted or unsubstituted C7 to C20 aryloxycarbonylamino group, a substituted or unsubstituted C1 to C20 sulfamoylamino group, a substituted or unsubstituted C1 to C20 sulfonyl group, a substituted or unsubstituted C1 to C20 alkylthiol group, a substituted or unsubstituted C6 to C20 arylthiol group, a substituted or unsubstituted C1 to C20 heterocyclothiol group, a substituted or unsubstituted C1 to C20 ureide group, a substituted or unsubstituted C3 to C40 silyl group, or a combination thereof, L 1 to L 3 are each independently a substituted or unsubstituted C2 to C6 alkenylene group, a substituted or unsubstituted C2 to C6 alkynylene group, a substituted or unsubstituted C6 to C30 arylene group, a substituted or unsubstituted C2 to C30 heteroarylene group, or a combination thereof, n1 to n3 are each independently integers of 0 to 3, Ar 1 and Ar 2 are each independently a substituted or unsubstituted C6 to C30 aryl group or a substituted or unsubstitu
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