Tetrazole derivatives
US-2024382468-A2 · Nov 21, 2024 · US
US11434228B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-11434228-B2 |
| Application number | US-201816650732-A |
| Country | US |
| Kind code | B2 |
| Filing date | Oct 1, 2018 |
| Priority date | Sep 29, 2017 |
| Publication date | Sep 6, 2022 |
| Grant date | Sep 6, 2022 |
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The present specification relates to a heterocyclic compound represented by Chemical Formula 1, and an organic light emitting device comprising the same.
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The invention claimed is: 1. A heterocyclic compound represented by the following Chemical Formula 1: wherein, in Chemical Formula 1, R 1 is hydrogen; a C1 to C60 alkyl group; a C6 to C60 aryl group; a C2 to C60 heteroaryl group; P(═O)RR′; or SiRR′R″; Ar is selected from the group consisting of deuterium; a halogen group; —CN; a substituted or unsubstituted alkyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted heteroaryl group; —SiRR′R″; —P(═O)RR′; and an amine group unsubstituted or substituted with a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group; R 2 to R 5 , R a and R b are the same as or different from each other, and each independently selected from the group consisting of hydrogen; deuterium; a halogen group; —CN; a substituted or unsubstituted alkyl group; a substituted or unsubstituted alkenyl group; a substituted or unsubstituted alkynyl group; a substituted or unsubstituted alkoxy group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted heterocycloalkyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted heteroaryl group; —SiRR′R″; —P(═O)RR′; and an amine group unsubstituted or substituted with a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group, or two or more groups adjacent to each other bond to each other to form a substituted or unsubstituted aliphatic or aromatic hydrocarbon ring; wherein R, R′ and R″ are the same as or different from each other, and each independently hydrogen; deuterium; —CN; a substituted or unsubstituted alkyl group; a substituted or unsubstituted cycloalkyl group; a substituted or unsubstituted aryl group; or a substituted or unsubstituted heteroaryl group; and p and q are an integer of 0 to 5. 2. The heterocyclic compound of claim 1 , wherein the “substituted or unsubstituted” means being substituted with one or more substituents selected from the group consisting of C1 to C60 linear or branched alkyl; C2 to C60 linear or branched alkenyl; C2 to C60 linear or branched alkynyl; C3 to C60 monocyclic or polycyclic cycloalkyl; C2 to C60 monocyclic or polycyclic heterocycloalkyl; C6 to C60 monocyclic or polycyclic aryl; C2 to C60 monocyclic or polycyclic heteroaryl; —SiRR′R″; —P(═O)RR′; C1 to C20 alkylamine; C6 to C60 monocyclic or polycyclic arylamine; and C2 to C60 monocyclic or polycyclic heteroarylamine, or being unsubstituted, or being substituted with a substituent linking two or more substituents selected from among the substituents illustrated above, or being unsubstituted; and wherein R, R′ and R″ have the same definitions as in Chemical Formula 1. 3. The heterocyclic compound of claim 1 , wherein Ar may be represented by -(L)m-(Z)n; L is a direct bond; a substituted or unsubstituted arylene group; or a substituted or unsubstituted heteroarylene group; Z is deuterium; a substituted or unsubstituted alkyl group; a halogen group; —CN; a substituted or unsubstituted alkyl group; a substituted or unsubstituted aryl group; a substituted or unsubstituted heteroaryl group; —SiRR′R″; or —P(═O)RR′; m is an integer of 0 to 4; n is an integer of 1 to 5; and r, R′ and R″ have the same definitions as in Chemical Formula 1. 4. The heterocyclic compound of claim 3 , wherein L is a direct bond; a substituted or unsubstituted C6 to C40 arylene group; or a substituted or unsubstituted C2 to C40 heteroarylene group; wherein Z is a substituted or unsubstituted C6 to C40 aryl group; a substituted or unsubstituted C2 to C40 heteroaryl group; or —P(═O)RR′; and R, R′ and R″ have the same definitions as in claim 3 . 5. The heterocyclic compound of claim 1 , wherein R 2 to R 5 , R a and R b are hydrogen. 6. The heterocyclic compound of claim 1 , wherein R 1 of Chemical Formula 1 is hydrogen; or a C6 to C40 aryl group. 7. The heterocyclic compound of claim 1 , wherein Chemical Formula 1 is represented by any one of the following compounds:
comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene · CPC title
Polycyclic condensed aromatic hydrocarbons, e.g. anthracene · CPC title
containing six or more rings · CPC title
comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes · CPC title
comprising only nitrogen as heteroatom (H10K85/652 takes precedence) · CPC title
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