Organic compound, organic light emitting diode and organic light emitting device having the compound

Patent metadata

Field	Value
Publication number	US-2024246953-A1
Application number	US-202318376400-A
Country	US
Kind code	A1
Filing date	Oct 3, 2023
Priority date	Dec 22, 2022
Publication date	Jul 25, 2024
Grant date	—

Abstract

The present disclosure relates to an organic compound including at least one fused hetero aromatic moiety with at least one nitrogen atom linked to a triazine moiety directly or through a linking group and a benzothiazole moiety linked to the triazine moiety, and substituted with at least one of deuterium and a deuterium-substituted group, an organic light emitting diode and an organic light emitting device having the organic compound. The organic light emitting diode and the organic light emitting device where an emissive layer includes the organic compound have beneficial luminous efficiency and luminous lifespan.

First claim

What is claimed is:

1 . An organic compound having the following structure of Chemical Formula 1:

wherein, in the Chemical Formula 1,
each of R 1 and R 2 is independently an unsubstituted or substituted C 6 -C 30 aryl group or an unsubstituted or substituted C 3 -C 30 hetero aryl group;
R 3 is independently deuterium, an unsubstituted or substituted C 1 -C 20 alkyl group, an unsubstituted or substituted C 6 -C 30 aryl group or an unsubstituted or substituted C 3 -C 30 hetero aryl group, where each R 3 is identical to or different from each other when m is 2, 3 or 4;
Z is CR 4 or a carbon atom linked to a triazine moiety, where R 4 is hydrogen, deuterium, an unsubstituted or substituted C 1 -C 20 alkyl group, an unsubstituted or substituted C 6 -C 30 aryl group or an unsubstituted or substituted C 3 -C 30 hetero aryl group,
wherein at least one of R 1 , R 2 , R 3 and R 4 is deuterium, a deuterium-substituted C 1 -C 20 alkyl group, a deuterium-substituted C 6 -C 30 aryl group or a deuterium-substituted C 3 -C 30 hetero aryl group, and at least one of R 1 , R 2 and R 4 is an unsubstituted or substituted C 10 -C 30 fused hetero aryl group with at least one nitrogen atom;
each of L 1 and L 2 is independently a single bond or an unsubstituted or substituted C6-C30 arylene group; and
m is 0, 1, 2 or 3 when Z is CR 4 and m is 0, 1, 2, 3 or 4 when Z is the carbon atom linked to the triazine moiety.

2 . The organic compound of claim 1 , wherein the organic compound has the following structure of Chemical Formula 2:

wherein, in the Chemical Formula 2,
each of R 1 , R 2 , R 3 , L 1 and L 2 is a same as defined in Chemical Formula 1;
Z 1 is CR 4 , where R 4 is a same as defined in Chemical Formula 1; and
m is 0, 1, 2 or 3.

3 . The organic compound of claim 1 , wherein the organic compound has the following structure of Chemical Formula 3A, Chemical Formula 3B, Chemical Formula 3C or Chemical Formula 3D:

wherein, in the Chemical Formulae 3A, 3B, 3C and 3D,
each of R 1 , R 2 , R 3 , R 4 , L 1 and L 2 is a same as defined in Chemical Formula 1; and
n is 0, 1, 2 or 3.

4 . The organic compound of claim 1 , wherein the organic compound has the following structure of Chemical Formula 4:

wherein, in the Chemical Formula 4,
each of R 1 , R 2 , R 3 , L 1 and L 2 is a same as defined in Chemical Formula 1; and
p is 0, 1, 2, 3 or 4.

5 . The organic compound of claim 1 , wherein one of R 1 and R 2 in Chemical Formula 1 is a carbazolyl group unsubstituted or substituted with deuterium or a C 1 -C 20 alkyl group, where the C 1 -C 20 alkyl group substituted to the carbazolyl group is unsubstituted or substituted with deuterium, the other of R 1 and R 2 in Chemical Formula 1 is selected from the group consisting of phenyl, biphenyl, pyrenyl, fluorenyl, dibenzofuranyl, dibenzothiophenyl and carbazolyl each of which is independently unsubstituted or substituted with at least one of deuterium, a C 1 -C 20 alkyl group and a C 6 -C 30 aryl group, where each of the C 1 -C 20 alkyl group and the C 6 -C 30 aryl group substituted to R 2 is independently unsubstituted or further substituted with deuterium, R 3 in Chemical Formula 1 is deuterium or a C 1 -C 20 alkyl group unsubstituted or substituted with deuterium, R 4 in Chemical Formula 1 is phenyl unsubstituted or substituted with deuterium or a C 1 -C 20 alkyl group, where the C 1 -C 20 alkyl group substituted to the phenyl is unsubstituted with deuterium, and m is 0, 1, 2, 3 or 4.

6 . The organic compound of claim 1 , wherein the organic compound is at least one of the following compounds:

7 . The organic compound of claim 1 , wherein the organic compound is at least one of the following compounds:

8 . An organic light emitting diode, including:
a first electrode; a second electrode facing the first electrode; and an emissive layer disposed between the first electrode and the second electrode, wherein the emissive layer includes an organic compound having the following structure of Chemical Formula 1:

wherein, in the Chemical Formula 1,
each of R 1 and R 2 is independently an unsubstituted or substituted C 6 -C 30 aryl group or an unsubstituted or substituted C 3 -C 30 hetero aryl group;
R 3 is independently deuterium, an unsubstituted or substituted C 1 -C 20 alkyl group, an unsubstituted or substituted C 6 -C 30 aryl group or an unsubstituted or substituted C 3 -C 30 hetero aryl group, where each R 3 is identical to or different from each other when m is 2, 3 or 4;
Z is CR 4 or a carbon atom linked to a triazine moiety, where R 4 is hydrogen, deuterium, an unsubstituted or substituted C 1 -C 20 alkyl group, an unsubstituted or substituted C 6 -C 30 aryl group or an unsubstituted or substituted C 3 -C 30 hetero aryl group,
wherein at least one of R 1 , R 2 , R 3 and R 4 is deuterium, a deuterium-substituted C 1 -C 20 alkyl group, a deuterium-substituted C 6 -C 30 aryl group or a deuterium-substituted C 3 -C 30 hetero aryl group, and at least one of R 1 , R 2 and R 4 is an unsubstituted or substituted C 10 -C 30 fused hetero aryl group with at least one nitrogen atom;
each of L 1 and L 2 is independently a single bond or an unsubstituted or substituted C6-C30 arylene group; and
m is 0, 1, 2 or 3 when Z is CR 4 and m is 0, 1, 2, 3 or 4 when Z is the carbon atom linked to the triazine moiety.

9 . The organic light emitting diode of claim 8 , wherein the organic compound has the following structure of Chemical Formu

Assignees

• Lg Display Co Ltd
• Lt Materials Co Ltd

Inventors

• Kim Sang-Beom
• Yoo Seon-Keun
• Yu Young-Jun
• Kim Woo-Sam
• Jang Hyung-Keun
• Choi Dae-Hyuk
• Kim Dong-Jun
• No Young-Seok
• Lee Hyun-Joo
• Park Geon-Yu
• Ahn Sang-Hun

Classifications

• C09K2211/1088

  containing oxygen as the only heteroatom · CPC title

• C09K2211/1059

  containing three nitrogen atoms as heteroatoms · CPC title

• C09K2211/1037

  with sulfur · CPC title

• C09K2211/1029

  containing one nitrogen atom as the heteroatom · CPC title

• H10K50/11

  characterised by the electroluminescent [EL] layers · CPC title