Condensed-cyclic compound and organic light emitting device including the same

Patent metadata

Field	Value
Publication number	US-10193082-B2
Application number	US-201615093412-A
Country	US
Kind code	B2
Filing date	Apr 7, 2016
Priority date	Aug 20, 2015
Publication date	Jan 29, 2019
Grant date	Jan 29, 2019

Abstract

A condensed-cyclic compound represented by Formula 1:

wherein, in Formula 1, Ar 11 , X 1 to X 8 , and Z 11 to Z 14 are the same as described in the specification.

First claim

What is claimed is:

1. A condensed-cyclic compound represented by Formula 1:

wherein, in Formula 1,
Ar 11 is represented by one of Formulae 10-1 to 10-4:

wherein, in Formulae 1 and 10-1 to 10-4,
X 1 is N or C(R 1 ), X 2 is N or C(R 2 ), X 3 is N or C(R 3 ), X 4 is N or C(R 4 ), X 5 is N or C(R 5 ), X 6 is N or C(R 6 ), X 7 is N or C(R 7 ), X 8 is N or C(R 8 ), X 11 is N or C(R 11 ), X 12 is N or C(R 12 ), X 13 is N or C(R 13 ), X 14 is N or C(R 14 ), X 15 is N or C(R 15 ), X 16 is N or C(R 16 ), X 17 is N or C(R 17 ), and X 18 is N or C(R 18 );
Y 11 is O, S, N(R 101 ), C(R 101 )(R 102 ), or Si(R 101 )(R 102 );
Z 11 is selected from N and C(A 12 );
Z 12 to Z 14 are each independently selected from C(A 11 ) and C(A 12 ); and at least one of Z 12 to Z 14 is C(A 11 ); and
A 11 comprises at least one cyano group (CN); and A 11 is represented by one of Formulae 2-1 to 2-10:

wherein, in Formulae 2-1 to 2-10,
X 21 is N or C(R 21 ), X 22 is N or C(R 22 ), X 23 is N or C(R 23 ), X 24 is N or C(R 24 ), and X 25 is N or C(R 25 );
A 12 , R 1 to R 8 , R 11 to R 18 , R 101 , R 102 , R 21 to R 25 , and R 201 to R 203 are each independently selected from
a hydrogen, a deuterium, —F, a hydroxyl group, a cyano group (CN), a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C 1 -C 20 alkyl group, and a C 1 -C 20 alkoxy group;
a C 1 -C 20 alkyl group and a C 1 -C 20 alkoxy group, each substituted with at least one selected from a deuterium, —F, a hydroxyl group, a cyano group (CN), a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, and a phosphoric acid group or a salt thereof;
a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group;
a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group, each substituted with at least one selected from a deuterium, —F, a hydroxyl group, a nitro group, an amino group, an amidino group, a hydrazine group, a hydrazone group, a carboxylic acid group or a salt thereof, a sulfonic acid group or a salt thereof, a phosphoric acid group or a salt thereof, a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a phenyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, a dibenzothiophenyl group, and —Si(Q 1 )(Q 2 )(Q 3 ); and
—Si(Q 11 )(Q 12 )(Q 13 ),
b201 is selected from 1, 2, 3, 4, and 5;
b202 and b203 are each independently selected from 1, 2, 3, and 4; and
* indicates a carbon atom in Formula 1,
wherein Q 1 to Q 3 and Q 11 to Q 13 are each independently selected from a hydrogen, a C 1 -C 20 alkyl group, a C 1 -C 20 alkoxy group, a phenyl group, a naphthyl group, a pyridinyl group, a fluorenyl group, a dibenzofuranyl group, and a dibenzothiophenyl group.

2. The condensed-cyclic compound of claim 1 , wherein X 1 is N, X 2 is C(R 2 ), X 3 is C(R 3 ), X 4 is C(R 4 ), X 5 is C(R 5 ), X 6 is C(R 6 ), X 7 is C(R 7 ), X 8 is C(R 8 ), X 11 is C(R 11 ), X 12 is C(R 12 ), X 13 is C(R 13 ), X 14 is C(R 14 ), X 15 is C(R 15 ), X 16 is C(R 16 ), X 17 is C(R 17 ), and X 18 is C(R 18 );
X 1 is C(R 1 ), X 2 is N, X 3 is C(R 3 ), X 4 is C(R 4 ), X 5 iS C(R 5 ), X 6 is C(R 6 ), X 7 is C(R 7 ), X 8 is C(R 8 ), X 11 is C(R 11 ), X 12 is C(R 12 ), X 13 is C(R 13 ), X 14 is C(R 14 ), X 15 is C(R 15 ), X 16 is C(R 16 ), X 17 is C(R 17 ), and X 18 is C(R 18 );
X 1 is C(R 1 ), X 2 is C(R 2 ), X 3 is N, X 4 is C(R 4 ), X 5 is C(R 5 ), X 6 is C(R 6 ), X 7 is C(R 7 ), X 8 is C(R 8 ), X 11 is C(R 11 ), X 12 is C(R 12 ), X 13 is C(R 13 ), X 14 is C(R 14 ), X 15 is C(R 15 ), X 16 is C(R 16 ), X 17 is C(R 17 ), and X 18 is C(R 18 );
X 1 is C(R 1 ), X 2 is C(R 2 ), X 3 is C(R 3 ), X 4 is N, X 5 is C(R 5 ), X 6 is C(R 6 ), X 7 is C(R 7 ), X 8 is C(R 8 ), X 11 is C(R 11 ), X 12 is C(R 12 ), X 13 is C(R 13 ), X 14 is C(R 14 ), X 15 is C(R 15 ), X 16 C(R 16 ), X 17 is C(R 17 ), and X 18 is C(R 18 )
X 1 is C(R 1 ), X 2 is C(R 2 ), X 3 is C(R 3 ), X 4 is C(R 4 ), X 5 is N, X 6 is C(R 6 ), X 7 is C(R 7 ), X 8 is C(R 8 ), X 11 is C(R 11 ), X 12 is C(R 12 ), X 13 is C(R 13 ), X 14 is C(R 14 ), X 15 is C(R 15 ), X 16 is C(R 16 ), X 17 is C(R 17 ), and X 18 is C(R 18 );
X 1 is C(R 1 ), X 2 is C(R 2 ), X 3 is C(R 3 ), X 4 is C(R 4 ), X 5 is C(R 5 ), X 6 is N, X 7 is C(R 7 ), X 8 is C(R 8 ), X 11 is C(R 11 ), X 12 is C(R 12 ), X 13 is C(R 13 ), X 14 is C(R 14 ), X 15 is C(R 15 ), X 16 is C(R 16 ), X 17 is C(R 17 ), and X 18 is C(R 18 );
X 1 is C(R 1 ), X 2 is C(R 2 ), X 3 is C(R 3 ), X 4 is C(R 4 ), X 5 is C(R 5 ), X 6 is C(R 6 ), X 7 is N, X 8 is C(R 8 ), X 11 is C(R 11 ), X 12 is C(R 12 ), X 13 is C(R 13 ), X 14 is C(R 14 ), X 15 is C(R 15 ), X 16 is C(R 16 ), X 17 is C(R 17 ), and X 18 is C(R 18 );
X 1 is C(R 1 ), X 2 is C(R 2 ), X 3 is C(R 3 ), X 4 is C(R 4 ), X 5 is C(R 5 ), X 6 is C(R 6 ), X 7 is C(R 7 ), X 8 is N, X 11 is C(R 11 ), X 12 is C(R 12 ), X 13 is C(R 13 ), X 14 is C(R 14 ), X 15 is C(R 15 ), X 16 is C(R 16 ), X 17 is C(R 17 ), and X 18 is C(R 18 ); or
X 1 is C(R 1 ), X 2 is C(R 2 ), X 3 is C(R 3 ), X 4 is C(R 4 ), X 5 is C(R 5 ), X 6 is C(R 6 ), X 7 is C(R 7 ), X 8 is C(R 8 ), X 11 is C(R 11 ), X 12 is C(R 12 ), X 13 is C(R 13 ), X 14 is C(R 14 ), X 15 is C(R 15 ), X 16 is C(R 16 ), X 17 is C(R 17 ), and X 18 is C(R 18 ).

3. The condensed-cyclic compound of claim 1 , wherein Y 11 is O, S, or N(R 101 ).

4. The condensed-cyclic compound of claim 1 , wherein
Z 11 is N, Z 12 is C(A 12 ), Z 13 is C(A 11 ), and Z 14 is C(A 12 ); or
Z 11 is C(A 12 ), Z 12 is C(A 12 ), Z 13 is C(A 11 ), and Z 14 is C(A 12 ).

5. The condensed-cyclic compound of claim 1 , wherein A 11 is represented by one of Formulae 2-1 to 2-7.

6. The condensed-cyclic compound of claim 1 , wherein A 11 is represented by one of Formulae 3-1 to 3-110:

Assignees

• Samsung Electronics Co Ltd
• Samsung Sdi Co Ltd

Inventors

• Kim Hyunjung
• Chae Miyoung
• Kim Sangmo
• Jeon Soonok
• Chung Yeonsook
• Huh Dalho
• Lee Namheon

Classifications

• C09K11/025

  non-luminescent particle coatings or suspension media · CPC title

• C07D401/10

  linked by a carbon chain containing aromatic rings · CPC title

• C07D405/10 Primary

  linked by a carbon chain containing aromatic rings · CPC title

• H01L51/5016

  Electricity · mapped topic

• H01L51/0073

  Electricity · mapped topic