Tandem organic electroluminescent element
US-2018269419-A1 · Sep 20, 2018 · US
US12317742B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-12317742-B2 |
| Application number | US-202117517523-A |
| Country | US |
| Kind code | B2 |
| Filing date | Nov 2, 2021 |
| Priority date | Nov 10, 2020 |
| Publication date | May 27, 2025 |
| Grant date | May 27, 2025 |
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A light-emitting device includes: a first electrode; a second electrode facing the first electrode; m light-emitting units stacked between the first electrode and the second electrode and including an emission layer; and m−1 charge generation layers respectively between two neighboring light-emitting units among the m light-emitting units, wherein m is an integer of 2 or more, at least one of the m light-emitting units includes an n-doped electron transport layer between the emission layer and the second electrode, a charge generation layer on the n-doped electron transport layer includes a p-type charge generation layer in direct contact with the n-doped electron transport layer, the n-doped electron transport layer includes a first electron transport material, a second electron transport material, and a metal, the first electron transport material and the second electron transport material are different from each other.
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What is claimed is: 1. A light-emitting device comprising: a first electrode; a second electrode facing the first electrode; m light-emitting units stacked between the first electrode and the second electrode and each including an emission layer; and m−1 charge generation layers respectively between two neighboring light-emitting units among the m light-emitting units, wherein m is an integer of 2 or more, at least one of the m−1 light-emitting units other than a light-emitting unit neighboring the second electrode includes an n-doped electron transport layer between the emission layer and the second electrode, a charge generation layer on the n-doped electron transport layer includes a p-type charge generation layer in direct contact with the n-doped electron transport layer, the n-doped electron transport layer includes a first electron transport material, a second electron transport material, and a metal, the first electron transport material and the second electron transport material are different from each other, and the first electron transport material is a compound including a phenanthroline group, a phosphine oxide group, a phosphine sulfide group, or any combination thereof, and wherein at least one of the m light-emitting units comprises two emission layers, and the two emission layers directly contact each other. 2. The light-emitting device of claim 1 , wherein m is 3 or more. 3. The light-emitting device of claim 1 , wherein the first electron transport material is a compound represented by any one of Formulae 1 and 2, or any combination thereof: wherein, in Formulae 1, 1A, and 2, CY 1 is a C 3 -C 60 carbocyclic group unsubstituted or substituted with at least one R 10a or a C 1 -C 60 heterocyclic group unsubstituted or substituted with at least one R 10a , X 21 is O or S, L 11 , L 21 to L 23 , Ar 11 , Ar 21 , and Ar 22 are each independently a C 3 -C 60 carbocyclic group unsubstituted or substituted with at least one R 10a or a C 1 -C 60 heterocyclic group unsubstituted or substituted with at least one R 10a , a11 and a21 to a23 are each independently an integer from 0 to 5, b11 is an integer from 1 to 5, n1 is an integer from 1 to 3, R 1 to R 8 are each independently a group represented by Formula 1A, hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C 1 -C 60 alkyl group unsubstituted or substituted with at least one R 10a , a C 2 -C 60 alkenyl group unsubstituted or substituted with at least one R 10a , a C 2 -C 60 alkynyl group unsubstituted or substituted with at least one R 10a , a C 1 -C 60 alkoxy group unsubstituted or substituted with at least one R 10a , a C 3 -C 60 carbocyclic group unsubstituted or substituted with at least one R 10a , a C 1 -C 60 heterocyclic group unsubstituted or substituted with at least one R 10a , a C 6 -C 60 aryloxy group unsubstituted or substituted with at least one R 10a , a C 6 -C 60 arylthio group unsubstituted or substituted with at least one R 10a , —Si(Q 1 )(Q 2 )(Q 3 ), —N(Q 1 )(Q 2 ), —B(Q 1 )(Q 2 ), —C(═O)(Q 1 ), —S(═O) 2 (Q 1 ), or —P(═O)(Q 1 )(Q 2 ), wherein at least one of R 1 to R 8 is a group represented by Formula 1A, R 10a is: deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, or a nitro group; a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, or a C 1 -C 60 alkoxy group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C 3 -C 60 carbocyclic group, a C 1 -C 60 heterocyclic group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, —Si(Q 11 )(Q 12 )(Q 13 ), —N(Q 11 )(Q 12 ), —B(Q 11 )(Q 12 ), —C(═O)(Q 11 ), —S(═O) 2 (Q 11 ), —P(═O)(Q 11 )(Q 12 ), or any combination thereof, a C 3 -C 60 carbocyclic group, a C 1 -C 60 heterocyclic group, a C 6 -C 60 aryloxy group, or a C 6 -C 60 arylthio group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, a C 1 -C 60 alkoxy group, a C 3 -C 60 carbocyclic group, a C 1 -C 60 heterocyclic group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, —Si(Q 21 )(Q 22 )(Q 23 ), —N(Q 21 )(Q 22 ), —B(Q 21 )(Q 22 ), —C(═O)(Q 21 ), —S(═O) 2 (Q 21 ), —P(═O)(Q 21 )(Q 22 ), or any combination thereof, or —Si(Q 31 )(Q 32 )(Q 33 ), —N(Q 31 )(Q 32 ), —B(Q 31 )(Q 32 ), —C(═O)(Q 31 ), —S(═O) 2 (Q 31 ), or —P(═O)(Q 31 )(Q 32 ), wherein Q 1 to Q 3 , Q 11 to Q 13 , Q 21 to Q 23 , and Q 31 to Q 33 are each independently: hydrogen; deuterium; —F; —Cl; —Br; —I; a hydroxyl group; a cyano group; a nitro group; a C 1 -C 60 alkyl group; a C 2 -C 60 alkenyl group; a C 2 -C 60 alkynyl group; a C 1 -C 60 alkoxy group; or a C 3 -C 60 carbocyclic group or a C 1 -C 60 heterocyclic group, each unsubstituted or substituted with deuterium, —F, a cyano group, a C 1 -C 60 alkyl group, a C 1 -C 60 alkoxy group, a phenyl group, a biphenyl group, or any combination thereof, and * indicates a binding site to a neighboring atom. 4. The light-emitting device of claim 1 , wherein the first electron transport material is a compound represented by any one of Formulae 1-1 to 1-3 and 2-1 to 2-3, or any combination thereof: wherein, in Formulae 1-1 to 1-3 and 2-1 to 2-3, Z 11 is N or C(R 13 ), Z 12 is N or C(R 14 ), Z 13 is N or C(R 15 ), Z 21 is N or C(R 21 ), Z 22 is N or C(R 22 ), Z 23 is N or C(R 23 ), X 21 is O or S, X 22 is O, S, N(R 28 ), C(R 28 )(R 29 ), or Si(R 28 )(R 29 ), L 11 , L 21 to L 25 , and Ar 21 to Ar 24 are each independently a C 3 -C 60 carbocyclic group unsubstituted or substituted with at least one R 10a or a C 1 -C 60 heterocyclic group unsubstituted or substituted with at least one R 10a , a11 and a21 to a23 are each independently an integer from 0 to 5, R 1 to R 8 , R 11 to R 15 , and R 21 to R 29 are each independently hydrogen, deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C 1 -C 60 alkyl group unsubstituted or substituted with at least one R 10a , a C 2 -C 60 alkenyl group unsubstituted or substituted with at least one R 10a , a C 2 -C 60 alkynyl group unsubstituted or substituted with at least one R 10a , a C 1 -C 60 alkoxy group unsubstituted or substituted with at least one R 10a , a C 3 -C 60 carbocyclic group unsubstituted or substituted with at least one R 10a , a C 1 -C 60 heterocyclic group unsubstituted or substituted with at least one R 10a , a C 6 -C 60 aryloxy group unsubstituted or substituted with at least one R 10a , a C 6 -C 60 arylthio group unsubstituted or substituted with at least one R 10a , —Si(Q 1 )(Q 2 )(Q 3 ), —N(Q 1 )(Q 2 ), —B(Q 1 )(Q 2 ), —C(═O)(Q 1 ), —S(═O) 2 (Q 1 ), or —P(═O)(Q 1 )(Q 2 ), R 10a is: deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, or a nitro group; a C 1 -C 60 alkyl group, a C 2 -C 60 alkenyl group, a C 2 -C 60 alkynyl group, or a C 1 -C 60 alkoxy group, each unsubstituted or substituted with deuterium, —F, —Cl, —Br, —I, a hydroxyl group, a cyano group, a nitro group, a C 3 -C 60 carbocyclic group, a C 1 -C 60 heterocyclic group, a C 6 -C 60 aryloxy group, a C 6 -C 60 arylthio group, —Si(Q 11 )(Q 12 )(Q 13 ), —N(Q 11 )(Q 12 ), —B(Q 11 )(Q 12 ), —C(═O)(Q 11 ), —
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