Light emitting device material and light emitting device

Patent metadata

Field	Value
Publication number	US-9537107-B2
Application number	US-201214004017-A
Country	US
Kind code	B2
Filing date	Mar 9, 2012
Priority date	Mar 14, 2011
Publication date	Jan 3, 2017
Grant date	Jan 3, 2017

Abstract

Provided are a light emitting device material which contains a compound having a carbazole skeleton of a specific structure and which makes it possible to achieve a light emitting device having both high luminance efficiency and durability; and a light emitting device using the light emitting device material.

First claim

The invention claimed is:

1. A light emitting device material including a carbazole skeleton-containing compound having three carbazole skeleton groups per compound, the carbazole skeleton-containing compound represented by the following general formula (1):

wherein R 101 to R 116 may be the same or different and are each selected from the group consisting of hydrogen, an alkyl group, a cycloalkyl group, a heterocyclic group, an alkenyl group, a cycloalkenyl group, an alkynyl group, an alkoxy group, an alkylthio group, an aryl ether group, an aryl thioether group, an aryl group, a heteroaryl group, a halogen, a carbonyl group, a carboxyl group, an oxycarbonyl group, a carbamoyl group, a silyl group and —P(═O)R 117 R 118 ; and R 117 and R 118 are each an aryl group or a heteroaryl group, wherein any one of R 101 to R 116 is a group represented by the following general formula (2), R 103 or R 106 is a group different from R 111 and R 114 , wherein the groups for R 101 to R 116 and for R 119 to R 127 may or may not have a substituent and the additional substituent when these groups are substituted is an alkyl group, an aryl group, or a heteroaryl group, and

wherein R 119 to R 127 may be the same or different and are each selected from the group consisting of hydrogen, an alkyl group, a cycloalkyl group, a heterocyclic group, an alkenyl group, a cycloalkenyl group, an alkynyl group, an alkoxy group, an alkylthio group, an aryl ether group, an aryl thioether group, an aryl group, a halogen, a carbonyl group, a carboxyl group, an oxycarbonyl group, a carbamoyl group, an amino group, a silyl group and —P(═O)R 143 R 144 ; and R 143 and R 144 are each an aryl group or a heteroaryl group, wherein any one of R 119 to R 127 is used for coupling with R 101 to R 116 , wherein each of the heteroaryl groups is a furanyl group, a thiophenyl group, a pyridyl group, a quinolinyl group, a pyrazinyl group, a pyriminidinyl group, a triazinyl group, a napthyridyl group, a benzofuranyl group, a benzothiophenyl group or an indolyl group.

2. The light emitting device material according to claim 1 , wherein the carbazole skeleton-containing compound represented by the general formula (1) is a carbazole skeleton-containing compound represented by the general formula (4):

wherein R 1 to R 16 may be the same or different and are each selected from the group consisting of hydrogen, an alkyl group, a cycloalkyl group, a heterocyclic group, an alkenyl group, a cycloalkenyl group, an alkynyl group, an alkoxy group, an alkylthio group, an aryl ether group, an aryl thioether group, an aryl group, a heteroaryl group, a halogen, a carbonyl group, a carboxyl group, an oxycarbonyl group, a carbamoyl group, a silyl group and —P(═O)R 17 R 18 ; and R 17 and R 18 are each an aryl group or a heteroaryl group, wherein any one of R 1 to R 16 is a group represented by the following general formula (5), R 3 or R 6 is a group different from R 11 and R 14 , wherein the groups for R 1 to R 16 and R 19 to R 27 may or may not have a substituent and the additional substituent when these groups are substituted is an alkyl group, an aryl group, or a heteroaryl group, and

wherein R 19 to R 27 may be the same or different and are each selected from the group consisting of hydrogen, an alkyl group, a cycloalkyl group, a heterocyclic group, an alkenyl group, a cycloalkenyl group, an alkynyl group, an alkoxy group, an alkylthio group, an aryl ether group, an aryl thioether group, an aryl group, a heteroaryl group, a halogen, a carbonyl group, a carboxyl group, an oxycarbonyl group, a carbamoyl group, an amino group, a silyl group and —P(═O)R 43 R 44 ; and R 43 and R 44 are each an aryl group or a heteroaryl group, wherein any one of R 19 to R 27 is used for coupling with R 1 to R 16 , wherein each of the heteroaryl groups is a furanyl group, a thiophenyl group, a pyridyl group, a quinolinyl group, a pyrazinyl group, a pyriminidinyl group, a triazinyl group, a napthyridyl group, a benzofuranyl group, a benzothiophenyl group or an indolyl group.

3. The light emitting device material according to claim 1 , wherein the carbazole skeleton-containing compound represented by the general formula (1) is a carbazole skeleton-containing compound represented by the general formula (7):

wherein R 201 to R 216 may be the same or different and are each selected from the group consisting of hydrogen, an alkyl group, a cycloalkyl group, a heterocyclic group, an alkenyl group, a cycloalkenyl group, an alkynyl group, an alkoxy group, an alkylthio group, an aryl ether group, an aryl thioether group, an aryl group, a heteroaryl group, a halogen, a carbonyl group, a carboxyl group, an oxycarbonyl group, a carbamoyl group, a silyl group and —P(═O)R 217 R 218 ; and R 217 and R 218 are each an aryl group or a heteroaryl group, wherein any one of R 201 to R 216 is a group represented by the following general formula (8), R 203 or R 206 is a group different from R 211 and R 214 , wherein the groups for R 201 to R 216 and R 219 to R 227 may or may not have a substituent and the additional substituent when these groups are substituted is an alkyl group, an aryl group, or a heteroaryl group, and

wherein R 219 to R 227 may be the same or different and are each selected from the group consisting of hydrogen, an alkyl group, a cycloalkyl group, a heterocyclic group, an alkenyl group, a cycloalkenyl group, an alkynyl group, an alkoxy group, an alkylthio group, an aryl ether group, an aryl thioether group, an aryl group, a halogen, a carbonyl group, a carboxyl group, an oxycarbonyl group, a carbamoyl group, an amino group, a silyl group and —P(═O)R 243 R 244 ; and R 243 and R 244 are each an aryl group or a heteroaryl group, wherein any one of R 219 to R 227 is used for coupling with R 201 to R 216 , wherein each of the heteroaryl groups is a furanyl group, a thiophenyl group, a pyridyl group, a quinolinyl group, a pyrazinyl group, a pyriminidinyl group, a triazinyl group, a napthyridyl group, a benzofuranyl group, a benzothiophenyl group or an indolyl group.

4. The light emitting device material according to claim 2 , wherein in the general formula (4), any one of R 3 , R 6 , R 11 and R 14 is a group represented by the general formula (5).

5. A light emitting device material including a carbazole skeleton-containing compound having three carbazole skeleton groups per compound, the carbazole skeleton-containing compound represented by the general formula (4) is a carbazole skeleton represented by the general formula (10):

wherein R 45 to R 59 may be the same or different and are each selected from the group consisting of hydrogen, an alkyl group, a cycloalkyl group, a heterocyclic group, an alkenyl group, a cycloalkenyl group, an alkynyl group, an alkoxy group, an alkylthio group, an aryl ether group, an aryl thioether group, an aryl group, a heteroaryl group, a halogen, a carbonyl group, a carboxyl group, an oxycarbonyl group, a carbamoyl group, an amino group, a silyl group and —P(═O)R 60 R 61 ; R 60 and R 61 are

Assignees

• Nagao Kazumasa
• Matsuki Shinichi
• Tanaka Daisaku
• Tominaga Tsuyoshi
• Toray Industries

Inventors

• Nagao Kazumasa
• Matsuki Shinichi
• Tanaka Daisaku
• Tominaga Tsuyoshi

Classifications

• C09K11/06 Primary

  containing organic luminescent materials · CPC title

• H10K50/12

  comprising dopants · CPC title

• C07D209/86 Primary

  with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the ring system · CPC title

• H01L51/5016

  Electricity · mapped topic

• H01L51/0051

  Electricity · mapped topic