Compound having triphenylsilyl group and triarylamine structure, and organic electroluminescent device

Patent metadata

Field	Value
Publication number	US-10059725-B2
Application number	US-99856609-A
Country	US
Kind code	B2
Filing date	Nov 9, 2009
Priority date	Nov 7, 2008
Publication date	Aug 28, 2018
Grant date	Aug 28, 2018

Abstract

The invention provides a light emitting layer host compound and an electron-blocking compound that have high excited triplet levels, and can completely confine the triplet excitons of phosphorescent material, for use as the material of a high-efficient organic electroluminescent device. The invention also provides a high-efficient, high-luminance organic electroluminescent device with the use of the compounds.
The compound of the general formula (1) below has a triphenylsilyl group and a triarylamine structure, and the organic electroluminescent device includes a pair of electrodes and at least one organic layer interposed between the pair of electrodes, wherein the compound of the general formula (1) having a triphenylsilyl group and a triarylamine structure is used as constituent material of the at least one organic layer.

First claim

The invention claimed is:

1. A compound of the general formula (1) below having a triphenylsilyl group and a triarylamine structure,

(wherein X and Y may be the same or different, and represent a substituted or unsubstituted divalent aromatic hydrocarbon group, wherein the substituted or unsubstituted divalent aromatic hydrocarbon group includes divalent groups that result from the removal of two hydrogen atoms from compounds benzene, naphthalene, and anthracene, Ar1 and Ar2 may be the same or different, and represent a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group, which may bind to each other to form a ring structure, and A represents a divalent group of the structural formulae (E) below)

(wherein R4 and R5 may be the same or different, and represent a fluorine atom, a chlorine atom, a trifluoromethyl group, a linear or branched alkyl group of 1 to 6 carbon atoms, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group, where a plurality of R4 or R5 may be different from each other, r4 and r5 are integers of 0 to 4, where the divalent group (E) is not substituted with R4 or R5 when r4 or r5 is 0).

2. An organic electroluminescent device that comprises a pair of electrodes, and at least one organic layer interposed between the pair of electrodes, wherein a compound of the general formula (1) below having a triphenylsilyl group and a triarylamine structure is used as constituent material of the at least one organic layer,

(wherein X and Y may be the same or different, and represent a substituted or unsubstituted divalent aromatic hydrocarbon group, wherein the substituted or unsubstituted divalent aromatic hydrocarbon group includes divalent groups that result from the removal of two hydrogen atoms from compounds benzene, naphthalene, and anthracene, Ar1 and Ar2 may be the same or different, and represent a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group, which may bind to each other to form a ring structure, and A represents a divalent group of the structural formulae (E) below)

(wherein R4 and R5 may be the same or different, and represent a fluorine atom, a chlorine atom, a trifluoromethyl group, a linear or branched alkyl group of 1 to 6 carbon atoms, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group, where a plurality of R4 or R5 may be different from each other, r4 and r5 are integers of 0 to 4, where the divalent group (E) is not substituted with R4 or R5 when r4 or r5 is 0).

3. An organic electroluminescent device of claim 2 , wherein the organic layer is an electron blocking layer, and wherein the compound of the general formula (1) is used as at least one constituent material in the electron blocking layer.

4. An organic electroluminescent device of claim 2 , wherein the organic layer is a light emitting layer, and wherein the compound of the general formula (1) is used as at least one constituent material in the light emitting layer.

5. An organic electroluminescent device of claim 2 , wherein the organic electroluminescent device is a sequential laminate of at least two kinds of light emitting layers, and wherein the compound of the general formula (1) is used as at least one constituent material in one of the light emitting layers.

6. An organic electroluminescent device of claim 4 , wherein the organic electroluminescent device is a sequential laminate of at least two kinds of light emitting layers, and wherein the compound of the general formula (1) is used as at least one constituent material in one of the light emitting layers.

7. A compound having a triphenylsilyl group and a triarylamine structure of claim 1 , wherein X and Y represent an unsubstituted divalent aromatic hydrocarbon group that results from the removal of two hydrogen atoms from benzene.

8. An organic electroluminescent device of claim 2 , wherein X and Y represent an unsubstituted divalent aromatic hydrocarbon group that results from the removal of two hydrogen atoms from benzene.

9. A compound of the general formula (1) below having a triphenylsilyl group and a triarylamine structure,

(wherein X and Y may be the same or different, and represent a substituted or unsubstituted divalent aromatic hydrocarbon group, Ar1 and Ar2 may be the same or different, and represent a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group, which bind to each other to form a ring structure, and A represents a divalent group of the structural formulae (E) below or a single bond)

(wherein R4 and R5 may be the same or different, and represent a fluorine atom, a chlorine atom, a trifluoromethyl group, a linear or branched alkyl group of 1 to 6 carbon atoms, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group, where a plurality of R4 or R5 may be different from each other, r4 and r5 are integers of 0 to 4, where the divalent group (E) is not substituted with R4 or R5 when r4 or r5 is 0).

Assignees

• Yokoyama Norimasa
• Hayashi Shuichi
• Taniguchi Yoshio
• Ichikawa Musubu
• Matsuki Shinichi
• Hodogaya Chemical Co Ltd
• Univ Shinshu

Inventors

• Yokoyama Norimasa
• Hayashi Shuichi
• Taniguchi Yoshio
• Ichikawa Musubu
• Matsuki Shinichi

Classifications

• C07F7/0812

  comprising a heterocyclic ring · CPC title

• H01L51/5048

  Electricity · mapped topic

• H01L51/0059

  Electricity · mapped topic

• H01L51/5016

  Electricity · mapped topic

• H01L51/0094

  Electricity · mapped topic