Composition, light-emitting device including the composition, and electronic apparatus including the light-emitting device

Patent metadata

Field	Value
Publication number	US-2023363256-A1
Application number	US-202318311579-A
Country	US
Kind code	A1
Filing date	May 3, 2023
Priority date	May 4, 2022
Publication date	Nov 9, 2023
Grant date	—

Abstract

There are provided a composition, a light-emitting device including the composition, and an electronic apparatus including the light-emitting device, wherein the composition includes a first compound including at least one pyrrole-containing condensed cyclic group and a silicon-containing group, and not including an electron-transporting moiety, and a second compound including an azine group including at least one nitrogen, and not including a silicon-containing group.

First claim

What is claimed is:

1 . A composition comprising:
a first compound comprising at least one pyrrole-containing condensed cyclic group and a silicon-containing group, and not comprising an electron-transporting moiety; and a second compound comprising an azine group comprising at least one nitrogen, and not comprising a silicon-containing group.

2 . The composition of claim 1 , wherein a triplet (T 1 ) energy level of the first compound is greater than about 2.8 eV.

3 . The composition of claim 1 , wherein the first compound comprises a carbazole group, a benzofurocarbazole group, a benzothienocarbazole group, an indolocarbazole group, an indenocarbazole group, a benzosilolocarbazole group, or any combination thereof.

4 . The composition of claim 1 , wherein the silicon-containing group is represented by Formula S-1:

wherein, in Formula S-1,
each of ring B 1 to ring B 4 is π electron-rich C 5 -C 60 cyclic group,
m2 is 0, 1, 2 or 3, wherein when m2 is 0, a group represented by

is a single bond,
W 1 to W 4 are each independently:
hydrogen, deuterium, a C 1 -C 60 alkyl group, a deuterated C 1 -C 60 alkyl group, a C 1 -C 60 alkoxy group, or a deuterated C 1 -C 60 alkoxy group; or
a π electron-rich C 5 -C 60 cyclic group that is unsubstituted or substituted with deuterium, a C 1 -C 60 alkyl group, a C 1 -C 6 alkoxy group, a π electron-rich C 5 -C 60 cyclic group, or any combination thereof,
b1 to b4 are each independently an integer from 1 to 20, and
* indicates a binding site to a neighboring atom.

5 . The composition of claim 1 , wherein the azine group included in the second compound is a triazine group.

6 . The composition of claim 1 , wherein the first compound comprises at least one deuterium,
the second compound comprises at least one deuterium, or each of the first compound and the second compound comprise at least one deuterium.

7 . The composition of claim 1 , further comprising an emitter.

8 . The composition of claim 7 , wherein the emitter emits blue light.

9 . The composition of claim 7 , wherein the emitter is an organometallic compound,
the organometallic compound comprises a transition metal and n ligands bonded to the transition metal, and n is an integer from 1 to 4.

10 . The composition of claim 9 , wherein the transition metal is platinum (Pt) or palladium (Pd),
n is 1, and the ligand is a tetradentate ligand.

11 . The composition of claim 10 , wherein the tetradentate ligand comprises a carbene moiety bonded to the transition metal.

12 . The composition of claim 9 , wherein the transition metal is iridium (Ir) or osmium (Os),
n is 3, and at least one of the n ligands is a bidentate ligand comprising —F, a cyano group, or a combination thereof, or a bidentate ligand comprising a carbene moiety bonded to the transition metal.

13 . The composition of claim 7 , wherein the emitter is a multiple resonance thermally activated delayed fluorescence material,
wherein the multiple resonance thermally activated delayed fluorescence material is a polycyclic compound i) that does not comprise a transition metal and ii) that comprises a core in which two or more C 3 -C 60 cyclic groups are condensed together, and at least two C 3 -C 60 cyclic groups in the core are condensed together while sharing boron (B) or nitrogen (N).

14 . The composition of claim 7 , further comprising a sensitizer.

15 . The composition of claim 14 , wherein the sensitizer is an organometallic compound comprising a transition metal and a tetradentate ligand bonded to the transition metal,
the transition metal is platinum (Pt) or palladium (Pd), and the tetradentate ligand comprises a carbene moiety bonded to the transition metal.

16 . The composition of claim 1 , wherein the first compound is a compound represented by Formula 1-1, a compound represented by Formula 1-2, a compound represented by Formula 1-3, or a combination thereof:

wherein R 1 to R 7 in Formulae 1-1, 1-2, and 1-3 are each independently:
a group represented by Formula S-1;
hydrogen, deuterium, a C 1 -C 60 alkyl group, a deuterated C 1 -C 60 alkyl group, a C 1 -C 60 alkoxy group, or a deuterated C 1 -C 60 alkoxy group; or
a π electron-rich C 5 -C 60 cyclic group that is unsubstituted or substituted with deuterium, a C 1 -C 60 alkyl group, a C 1 -C 60 alkoxy group, a π electron-rich C 5 -C 60 cyclic group, or any combination thereof,
a1 to a7 in Formulae 1-1, 1-2 and 1-3 are each independently an integer from 1 to 20,
at least one of R 1 , R 2 , R 3 , R 4 , R 5 , and R 6 in Formula 1-1, at least one of R 1 , R 2 , R 4 , R 5 , and R 6 in Formula 1-2, and at least one of R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , and R 7 in Formula 1-3 are each a group represented by Formula S-1,
each of ring A 1 to ring A 7 and ring B 1 to ring B 4 in Formulae 1-1, 1-2, 1-3, and S-1 is a π electron-rich C 5 -C 60 cyclic group,
m1 and m2 in Formulae 1-1, 1-2, 1-3, and S-1 are each independently 0, 1, 2, or 3, wherein i) when m1 is 0, a group represented by

is a single bond, and ii) when m2 is 0, a group represented by

is a single bond,
W 1 to W 4 in Formula S-1 are each independently:
hydrogen, deuterium, a C 1 -C 60 alkyl group, a deuterated C 1 -C 60 alkyl group, a C 1 -C 60 alkoxy group, or a deuterated C 1 -C 60 alkoxy group; or
a π electron-rich C 5 -C 60 cyclic group that is unsubstituted or substituted with deuterium, a C 1 -C 60 alkyl group, a C 1 -C 6 alkoxy group, a π electron-rich C 5 -C 60 cyclic group, or any combination thereof, and
b1 to b4 in Formula S-1 are each independently an integer from 1 to 20.

17 . The composition of claim 1 , wherein the second compound is represented by Formula 2:

wherein, in Formula 2,
X 4 is N, C(H), or C(Z 14 ), X 5 is N, C(H), or C(Z 15 ), and X 6 is N, C(H), or C(Z 16 ), wherein at least one of X 4 to X 6 is N,
Z 1 to Z 3 and Z 11 to Z 13 are each independently a C 5 -C 30 carbocyclic group that is unsubstituted or substituted with at least one R 0 or a C 2 -C 30 heterocyclic group that is unsubstituted or substituted with at least one R 0 ,
e1 to e3 are each independently 0, 1, 2, or 3, wherein i) when e1 is 0, a group represented by *—(Z 1 ) e1 —*′ is a single bond, ii) when e2 is 0, a group represented by *—(Z 2 ) e2 —*′ is a single bond, and i) when e3 is 0, a group represented by *—(Z 3 ) e3 —*′ is a single bond, and
R 0 and Z 14 to Z 16 are each independently:
deuterium, a C 1 -C 60 alkyl group, a deuterated C 1 -C 60 alkyl group, a C 1 -C 60 alkoxy group, or a deuterated C 1 -C 60 alkoxy group; or
a C 5 -C 30 carbocyclic group or a C 2 -C 30 heterocyclic group, each unsubstituted or substituted with deuterium, a C 1 -C 60 alkyl group, a C 1 -C 60 alkoxy group, a C 5 -C 30 carbocyc

Assignees

• Samsung Electronics Co Ltd

Inventors

• Kim Jong Soo
• Kang Giwook
• Kwon Eunsuk
• Kim Joonghyuk
• Kim Hwang Suk
• Nam Sungho
• Min Minsik
• Park Youngjin
• Bae Hyejin
• An Eunhye
• Ahn Heechoon
• Um Hyunah
• Won Joonghee
• Jang Dongjin
• Jeong Daun
• Chung Yeon Sook
• Jung Yongsik
• Choi Eunjeong
• Choi Hyesung

Classifications

• H10K85/40 Primary

  Organosilicon compounds, e.g. TIPS pentacene · CPC title

• H10K85/654

  comprising only nitrogen as heteroatom (H10K85/652 takes precedence) · CPC title

• H10K85/346 Primary

  comprising platinum · CPC title

• H10K2101/10

  Triplet emission · CPC title

• H10K2101/25

  using exciplex · CPC title