Compound having substituted triphenylene ring structure, and organic electroluminescent device

Patent metadata

Field	Value
Publication number	US-10797242-B2
Application number	US-201715604088-A
Country	US
Kind code	B2
Filing date	May 24, 2017
Priority date	Feb 23, 2011
Publication date	Oct 6, 2020
Grant date	Oct 6, 2020

Abstract

An organic compound having an excellent electron injection and transport performance is provided as a material for a low-power-consumption organic electroluminescent device. A low-power-consumption organic electroluminescent device is also provided by using the compound. The compound is a compound of general formula ( 1 ) or ( 2 ) having a substituted bipyridyl and triphenylene ring structure. The organic electroluminescent device includes a pair of electrodes, and one or more organic layers sandwiched between the pair of electrodes, and uses the compound as constituent material of at least one of the organic layers.

First claim

The invention claimed is:

1. A compound having a substituted bipyridyl and triphenylene ring structure, wherein the compound is represented by the following general formula (1′),

wherein R 1 to R 18 may be the same or different, and represent a hydrogen atom, a deuterium atom, a fluorine atom, a chlorine atom, cyano, trifluoromethyl, linear or branched alkyl of 1 to 6 carbon atoms that may have a substituent, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group, and wherein n1 and n2 represent 2, and the plurality of R 3 to R 8 may be the same or different, respectively, and substituted bipyridyl is 2,2′-bipyridyl.

2. A compound having a substituted bipyridyl and triphenylene ring structure, wherein the compound is represented by the following general formula (1″),

wherein R 1 to R 18 may be the same or different, and represent a hydrogen atom, a deuterium atom, a fluorine atom, a chlorine atom, cyano, trifluoromethyl, linear or branched alkyl of 1 to 6 carbon atoms that may have a substituent, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group, and wherein n1 and n2 represent 2, and the plurality of R 3 to R 8 may be the same or different, respectively, and the substituted bipyridyl is 2,2′-bipyridyl.

3. A compound having a substituted bipyridyl and triphenylene ring structure, wherein the compound is represented by the following general formula (1″″),

wherein R 3 to R 18 , R 40 to R 47 may be the same or different, and represent a hydrogen atom, a deuterium atom, a fluorine atom, a chlorine atom, cyano, trifluoromethyl, linear or branched alkyl of 1 to 6 carbon atoms that may have a substituent, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group, and wherein at least one of R 40 to R 43 or at least one of R 44 to R 47 represents pyridyl.

4. A compound of the following general formula (1) having a substituted bipyridyl and triphenylene ring structure,

wherein R 1 to R 18 may be the same or different, and represent a hydrogen atom, a deuterium atom, a fluorine atom, a chlorine atom, cyano, trifluoromethyl, linear or branched alkyl of 1 to 6 carbon atoms that may have a substituent, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group, and wherein n1 and n2 may be the same or different, and represent 2 or 3, at least one of n1 and n2 represents 3, and the plurality of R 3 to R 8 may be the same or different, respectively.

5. The compound having a substituted bipyridyl and triphenylene ring structure according to claim 4 , wherein the compound is represented by the following general formula (1′),

wherein R 1 to R 18 may be the same or different, and represent a hydrogen atom, a deuterium atom, a fluorine atom, a chlorine atom, cyano, trifluoromethyl, linear or branched alkyl of 1 to 6 carbon atoms that may have a substituent, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group, and wherein n1 and n2 may be the same or different, and represent 2 or 3, at least one of n1 and n2 represents 3, and the plurality of R 3 to R 8 may be the same or different, respectively.

6. The compound having a substituted bipyridyl and triphenylene ring structure according to claim 4 , wherein the compound is represented by the following general formula (1″),

wherein R 1 to R 18 may be the same or different, and represent a hydrogen atom, a deuterium atom, a fluorine atom, a chlorine atom, cyano, trifluoromethyl, linear or branched alkyl of 1 to 6 carbon atoms that may have a substituent, a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted aromatic heterocyclic group, or a substituted or unsubstituted condensed polycyclic aromatic group, and wherein n1 and n2 may be the same or different, and represent 2 or 3, at least one of n1 and n2 represents 3, and the plurality of R 3 to R 8 may be the same or different, respectively.

Assignees

• Hodogaya Chemical Co Ltd
• Univ Kyushu Nat Univ Corp

Inventors

• Adachi Chihaya
• Togashi Kazunori
• Yokoyama Norimasa
• Nomura Shintaro

Classifications

• H10K50/165

  comprising dopants · CPC title

• H10K85/654

  comprising only nitrogen as heteroatom (H10K85/652 takes precedence) · CPC title

• H10K50/16

  Electron transporting layers · CPC title

• H10K85/622 Primary

  containing four rings, e.g. pyrene · CPC title

• H10K50/171

  Electron injection layers · CPC title