Novel compound, light emitting device comprising same, and electronic device

Patent metadata

Field	Value
Publication number	US-2016126476-A1
Application number	US-201414763836-A
Country	US
Kind code	A1
Filing date	Jan 28, 2014
Priority date	Jan 30, 2013
Publication date	May 5, 2016
Grant date	—

Abstract

A novel compound for improving the hole injection and transport properties in a light emitting device, a light emitting device including the compound, and an electronic device including a light emitting device are provided.

First claim

1 . A compound represented by the following Formula 1:

in Formula 1, La represents *-L1-L2-L3-L4-*,
L1, L2, L3, and L4 each independently represent a single bond, —O—, —S—, an arylene group having 6 to 60 carbon atoms, a heteroarylene group having 2 to 60 carbon atoms, an alkenylene group having 2 to 60 carbon atoms, a cycloalkylene group having 3 to 60 carbon atoms, or a heterocycloalkylene group having 2 to 60 carbon atoms,
Q1, Q2, Q3, and Q4 each independently represent an aryl group having 6 to 60 carbon atoms or a heteroaryl group having 2 to 60 carbon atoms, which is unsubstituted or substituted with one or more selected from the group consisting of an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, an aryl group having 6 to 30 carbon atoms, a heteroaryl group having 2 to 30 carbon atoms, a cycloalkyl group having 3 to 30 carbon atoms, a heterocycloalkyl group having 2 to 30 carbon atoms, an adamantyl group, a bicycloalkyl group having 7 to 30 carbon atoms, and an alkenyl group having 2 to 12 carbon atoms,
R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, and R12 each independently represent hydrogen, an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, an aryl group having 6 to 20 carbon atoms, or a heteroaryl group having 2 to 20 carbon atoms, and
hydrogen atoms of Q1, Q2, Q3, Q4, La, R1, R2, R3, R4, R5, R6, R7, R8, R9, R10, R11, and R12 of Formula 1 are each independently unsubstituted or substituted with one selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heteroaryl group having 2 to 20 carbon atoms, an aryloxy group having 6 to 20 carbon atoms, an arylthio group having 6 to 20 carbon atoms, an alkoxycarbonyl group having 1 to 6 carbon atoms, a halogen group, a cyano group, a nitro group, a hydroxyl group, and a carboxyl group.

2 . The compound of claim 1 , wherein the compound represented by Formula 1 is represented by the following Formula 2:

in Formula 2, La represents *-L1-L2-L3-L4-*,
L1, L2, L3, and L4 each independently represent a single bond, —O—, —S—, an arylene group having 6 to 30 carbon atoms, a heteroarylene group having 2 to 30 carbon atoms, an alkenylene group having 2 to 30 carbon atoms, a cycloalkylene group having 3 to 30 carbon atoms, or a heterocycloalkylene group having 2 to 30 carbon atoms,
Ra, Rb, Rc, and Rd each independently represent hydrogen, an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, an aryl group having 6 to 30 carbon atoms, a heteroaryl group having 2 to 30 carbon atoms, a cycloalkyl group having 3 to 30 carbon atoms, a heterocycloalkyl group having 2 to 30 carbon atoms, an adamantyl group, a bicycloalkyl group having 7 to 30 carbon atoms, or an alkenyl group having 2 to 12 carbon atoms,
R1, R2, R5, R6, R7, R8, R11, and R12 each independently represent hydrogen, an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, an aryl group having 6 to 20 carbon atoms, or a heteroaryl group having 2 to 20 carbon atoms, and
hydrogen atoms of Ra, Rb, Rc, Rd, La, R1, R2, R5, R6, R7, R8, R11, and R12 of Formula 2 are each independently unsubstituted or substituted with one selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, an aryl group having 6 to 20 carbon atoms, a heteroaryl group having 2 to 20 carbon atoms, an aryloxy group having 6 to 20 carbon atoms, an arylthio group having 6 to 20 carbon atoms, an alkoxycarbonyl group having 1 to 6 carbon atoms, a halogen group, a cyano group, a nitro group, a hydroxyl group, and a carboxyl group.

3 . The compound of claim 2 , wherein in Formula 2,
L1, L2, L3, and L4 are each independently selected from a single bond, or structures of the following Substituents 1 to 7,

Ar1 of Substituent 2 represents *-A1-A2-A3-A4,
A1, A2, and A3 each independently represent a single bond, an arylene group having 6 to 30 carbon atoms, or a heteroarylene group having 2 to 30 carbon atoms,
A4 represents an alkyl group having 1 to 12 carbon atoms, an aryl group having 6 to 30 carbon atoms, or a heteroaryl group having 2 to 30 carbon atoms,
Ar2 and Ar3 of Substituent 4 and Ar4 and Ar5 of Substituent 5 each independently represent an alkyl group having 1 to 12 carbon atoms, an aryl group having 6 to 30 carbon atoms, or a heteroaryl group having 2 to 30 carbon atoms,
Ra, Rb, Rc, and Rd are each independently selected from hydrogen, or structures of the following Substituents 8 to 10,

R1, R2, R5, R6, R7, R8, R11, and R12 are each independently selected from hydrogen, a methyl group, or a phenyl group.

4 . The compound of claim 1 , wherein the compound represented by Formula 1 is represented by the following Formula 3:

in Formula 3,
La represents a single bond, an arylene group having 6 to 30 carbon atoms, or a heteroarylene group having 2 to 30 carbon atoms,
Ra, Rb, Rc, and Rd each independently represent hydrogen, an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, an aryl group having 6 to 30 carbon atoms, or a heteroaryl group having 2 to 30 carbon atoms,

R1, R2, R5, R6, R7, R8, R11, and R12 each independently represent hydrogen, an alkyl group having 1 to 6 carbon atoms, or an alkoxy group having 1 to 6 carbon atoms, and
hydrogen atoms of La, R1, R2, R5, R6, R7, R8, R11, R12, Ra, Rb, Rc, and Rd of Formula 3 are each independently unsubstituted or substituted with one selected from the group consisting of an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, an aryl group having 6 to 20 carbon atoms, or a heteroaryl group having 2 to 20 carbon atoms.

5 . The compound of claim 1 , wherein the compound represented by Formula 1
is selected from the following Structures 1 to 112:

Assignees

• Lms Co Ltd

Inventors

• Choi Jeong Og
• Jung Joon Ho
• Kwon Oh Kwan

Classifications

• H10K85/6572

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

• C07D455/04 Primary

  containing a quinolizine ring system condensed with only one six-membered carbocyclic ring, e.g. julolidine · CPC title

• H01L51/506

  Electricity · mapped topic

• C07D455/03

  containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine · CPC title

• H01L51/0052

  Electricity · mapped topic