Heterocyclic compound and organic light emitting device comprising the same
US-2018086775-A1 · Mar 29, 2018 · US
US12480039B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-12480039-B2 |
| Application number | US-202117528187-A |
| Country | US |
| Kind code | B2 |
| Filing date | Nov 16, 2021 |
| Priority date | Dec 22, 2020 |
| Publication date | Nov 25, 2025 |
| Grant date | Nov 25, 2025 |
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A light-emitting device includes: a first electrode; a second electrode facing the first electrode; and an interlayer between the first electrode and the second electrode and including an emission layer, wherein the interlayer includes a hole injection layer and a hole transport layer between the first electrode and the emission layer, the hole injection layer directly contacts the first electrode, the hole injection layer has a multi-layered structure of at least two different layers that are stacked on each other, the hole injection layer includes at least one inorganic material of a post-transition metal, a metalloid, a compound including at least two post-transition metal elements, a compound including at least two metalloid elements, or a compound including a post-transition metal element and a metalloid element, the post-transition metal and the metalloid are described herein.
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What is claimed is: 1 . A light-emitting device comprising: a first electrode; a second electrode facing the first electrode; and an interlayer between the first electrode and the second electrode and comprising an emission layer, wherein the interlayer comprises a hole injection layer and a hole transport layer between the first electrode and the emission layer, the hole injection layer directly contacts the first electrode, the hole injection layer has a multi-layered structure of at least two different layers that are stacked on each other, the hole injection layer comprises at least one inorganic material of a post-transition metal, a metalloid, a compound comprising at least two post-transition metal elements, a compound comprising at least two metalloid elements, or a compound comprising a post-transition metal element and a metalloid element, the post-transition metal comprises aluminum, gallium, indium, thallium, tin, lead, flerovium, bismuth, polonium, or a combination thereof, and the metalloid comprises boron, silicon, germanium, arsenic, antimony, tellurium, astatine, or a combination thereof, and wherein the hole injection layer comprises a first hole injection layer and a second hole injection layer sequentially stacked on the first electrode, and a composition of the first hole injection layer is separate and different from a composition of the second hole injection layer. 2 . The light-emitting device of claim 1 , wherein the inorganic material includes an alloy of a post-transition metal and a metalloid or a compound comprising a post-transition metal element and a metalloid element. 3 . The light-emitting device of claim 1 , wherein the inorganic material is Bi 2 Te 3 , Bi 7 Te 3 , Bi 2 Te, Bi 4 Te 3 , BiTe, Bi 6 Te 7 , Bi 4 Te 5 , Bi x Te y , wherein 0<x<100, 0<y<100, and 0<x+y≤100, Sb 2 Te 3 , In 2 Te 3 , Ga 2 Te 2 , Al 2 Te 3 , T 2 Te 3 , As 2 Te 3 , GeSbTe, SnTe, PbTe, SiTe, GeTe, FITe, SiGe, AlInSb, AlGaSb, AlAsSb, GaAs, InSb, AlSb, AlAs, Al a In a Sb, wherein 0<a<1, Al b In (1-b) Sb, wherein 0<b<1, AlSb, GaSb, AlInGaAs, or a combination thereof. 4 . The light-emitting device of claim 1 , wherein the inorganic material comprises a compound comprising a post-transition metal element and a metalloid element, wherein the metalloid element in the inorganic material has a metal content greater than about 0 wt % and less than about 50 wt %. 5 . The light-emitting device of claim 1 , wherein the inorganic material has a work function with an absolute value of 4.0 eV or greater. 6 . The light-emitting device of claim 1 , wherein the hole injection layer comprises a hole transporting material. 7 . The light-emitting device of claim 6 , wherein the hole injection layer has inorganic material with a weight content in a range of about 0.01 wt % to about 49.9 wt %, based on the total weight of the hole injection layer. 8 . The light-emitting device of claim 1 , wherein the emission layer comprises a host and a dopant, and the host comprises an anthracene compound comprising a π electron-rich C 3 -C 60 cyclic group, —N(Q 1 )(Q 2 ), or a combination thereof, wherein Q 1 and Q 2 are each, independently from one another, 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; a C 3 -C 60 carbocyclic group; or a C 1 -C 60 heterocyclic group, each, independently from one another, 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. 9 . The light-emitting device of claim 8 , wherein the host comprises an anthracene compound represented by Formula 1-1: wherein, in Formula 1-1, L 11 and L 12 are each, independently from one another, 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 a12 are each, independently from one another, an integer from 0 to 5, Ar 11 and Ar 12 are each, independently from one another, 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 π electron-rich C 3 -C 60 cyclic group unsubstituted or substituted with at least one R 10a , or —N(Q 1 )(Q 2 ), b11 and b12 are each, independently from one another, an integer from 1 to 5, R 11 is 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 ), c11 is an integer from 1 to 8, and 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, independently from one another, 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, independently from one another, 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 from one another, 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; a C 3 -C 60 carbocyclic group; or a C 1 -C 60 heterocyclic group, each, independently from one another, 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. 10 . The light-emitting device of claim 1 , wherein the emission layer comprises a host
Organoboranes · CPC title
Arrangements for polarized light emission (H10K59/8791 takes precedence) · CPC title
Encapsulations · CPC title
Delayed fluorescence emission · CPC title
Constructional details relating to the organic devices covered by this subclass · CPC title
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