Compound and organic electroluminescent device comprising the same

Patent metadata

Field	Value
Publication number	US-2024208924-A1
Application number	US-202318529050-A
Country	US
Kind code	A1
Filing date	Dec 5, 2023
Priority date	Dec 8, 2022
Publication date	Jun 27, 2024
Grant date	—

Abstract

The present disclosure relates to compounds and organic electroluminescent devices comprising them. When a compound according to the invention is included in specific organic electroluminescent devices, the organic electroluminescent devices may exhibit low drive voltage, high luminous efficiency, and improved lifespan properties

First claim

1 . A compound represented by the following formula 1:

wherein,
L 1 to L 4 each independently represent a single bond, a substituted or unsubstituted (C6-C30)arylene, a substituted or unsubstituted (3- to 30-membered)heteroarylene, or a substituted or unsubstituted (C3-C30)cycloalkylene;
R 1 to R 4 each independently represent cyano, a substituted or unsubstituted (C1-C30)alkyl, a substituted or unsubstituted (C6-C30)aryl, a substituted or unsubstituted (3- to 30-membered)heteroaryl, a substituted or unsubstituted (C3-C30)cycloalkyl, a substituted or unsubstituted (C1-C30)alkoxy, a substituted or unsubstituted tri(C1-C30)alkylsilyl, a substituted or unsubstituted di(C1-C30)alkyl(C6-C30)arylsilyl, a substituted or unsubstituted (C1-C30)alkyldi(C6-C30)arylsilyl, or a substituted or unsubstituted tri(C6-C30)arylsilyl;
With the proviso that, in formula 1, compounds in which —L 1 —R 1 , —L 2 —R 2 , and —L 3 —R 3 are all phenyl groups, compounds in which —L 1 —R 1 , —L 2 —R 2 , and —L 3 —R 3 are all 1-naphthyl groups, and compounds in which —L 1 —R 1 is a phenyl group and —L 2 —R 2 is para-biphenyl are excluded.

2 . The compound according to claim 1 , wherein R 1 to R 4 each independently represent a substituted or unsubstituted phenyl, a substituted or unsubstituted naphthyl, a substituted or unsubstituted biphenyl, a substituted or unsubstituted terphenyl, a substituted or unsubstituted phenylnaphthyl, a substituted or unsubstituted naphthylphenyl, a substituted or unsubstituted phenanthrenyl, a substituted or unsubstituted anthracenyl, a substituted or unsubstituted fluorenyl, a substituted or unsubstituted benzofluorenyl, a substituted or unsubstituted triphenylenyl, a substituted or unsubstituted spirobifluorenyl, a substituted or unsubstituted carbazolyl, a substituted or unsubstituted dibenzothiophenyl, a substituted or unsubstituted benzothiophenyl, a substituted or unsubstituted dibenzofuranyl, or a combination thereof.

3 . The compound according to claim 1 , wherein the compound represented by formula 1 is selected from the following compounds:

wherein
“D n ” in compounds C-54 to C-62 means that n number of hydrogens is replaced by deuterium, wherein n is from 1 to the maximum number of hydrogen in the compound.

4 . The compound according to claim 1 , wherein the compound represented by formula 1 is represented by the following formula 1-1 or 1-2, wherein formula 1-1 or 1-2 is a symmetrical structure with respect to the dotted line.

wherein
L 1 to L 4 and R 1 to R 4 are the same as defined in claim 1 .

5 . The compound according to claim 1 , wherein at least one of —L 1 —R 1 , —L 2 —R 2 , —L 3 —R 3 , and —L 4 —R 4 has a different structure than the other three.

6 . The compound according to claim 1 , wherein each of —L 1 —R 1 , —L 2 —R 2 , —L 3 —R 3 , and —L 4 —R 4 has a different structure.

7 . An organic electroluminescent material comprising a compound represented by formula 1 according to claim 1 .

8 . An organic electroluminescent device, comprising a plurality of light-emitting units comprising at least one light-emitting layer located between a first electrode and a second electrode; and at least one n-type charge generation layer located between the adjacent light-emitting units, wherein the n-type charge generation layer comprises the bis-triazine derivative compound represented by formula 1 according to claim 1 .

Assignees

• Rohm & Haas Elect Materials Korea Ltd

Inventors

• Choi Eun-Joung
• Kim Hae-Yeon
• Park So-Mi
• Jeon Jeong-Hwan
• Jung So-Young
• Doh Yoo-Jin
• Rathwell Dominea
• Seo Mi-Ran

Classifications

• H10K85/6572

  comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole · CPC title

• H10K85/615

  Polycyclic condensed aromatic hydrocarbons, e.g. anthracene · CPC title

• C07D401/04 Primary

  directly linked by a ring-member-to-ring-member bond · CPC title

• H10K85/654

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

• H10K85/6576

  comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene · CPC title