Polycyclic aromatic compound

Patent metadata

Field	Value
Publication number	US-10374166-B2
Application number	US-201414508554-A
Country	US
Kind code	B2
Filing date	Oct 7, 2014
Priority date	Feb 18, 2014
Publication date	Aug 6, 2019
Grant date	Aug 6, 2019

Abstract

A novel polycyclic aromatic compound in which plural aromatic rings are linked via boron atoms, oxygen atoms and the like is provided, and therefore, the range of selection of the material for organic electroluminescent elements can be widened. Also, an excellent organic electroluminescent element is provided by using the novel polycyclic aromatic compound as a material for an organic electroluminescent element.

First claim

The invention claimed is:

1. A polycyclic aromatic compound represented by the following general formula (2), or an oligomer of a polycyclic aromatic compound having plural structures each represented by the following general formula (2):

wherein in formula (2),
each of R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 and R 11 is independently selected from a hydrogen atom, an aryl, a heteroaryl, a diarylamino, a diheteroarylamino, an arylheteroarylamino, an alkyl, an alkoxy or an aryloxy, wherein at least one hydrogen atom in these may be substituted by an aryl, a heteroaryl or an alkyl;
each of R 1 , R 2 and R 3 is independently selected from a hydrogen atom, an aryl, a heteroaryl having 2-15 carbon atoms, a diarylamino, a diheteroarylamino, an arylheteroarylamino, an alkyl, an alkoxy or an aryloxy, wherein at least one hydrogen atom in these may be substituted by an aryl, a heteroaryl having 2-15 carbon atoms or an alkyl, or wherein adjacent groups among R 1 to R 11 are bonded to each other and form an aryl ring or a heteroaryl ring together with the ring a, ring b or ring c, wherein at least one hydrogen atom in the ring thus formed may be substituted by an aryl, a heteroaryl, a diarylamino, a diheteroarylamino, an arylheteroarylamino, an alkyl, an alkoxy or an aryloxy, and at least one hydrogen atom in these substituents may be substituted by an aryl, a heteroaryl or an alkyl;
for the polycyclic aromatic compound, Y 1 represents B or P═S, while for the oligomer, Y 1 represents B, P═O, or P═S;
when Y 1 represents B, X 1 and X 2 each independently represent O, N—R, S or Se, wherein R of the moiety N—R represents an aryl which may be substituted by an alkyl, a heteroaryl which may be substituted by an alkyl, or an alkyl which may be substituted by an alkyl, R of the moiety N—R may be bonded to a carbon atom adjacent to the position (atom) of bonding to X 1 or X 2 in the ring a, ring b and/or ring c via —O—, —S—, —C(—R a ) 2 — or a single bond, wherein R a represents a hydrogen atom or an alkyl, while the adjacent carbon atom is not a carbon atom that constitutes the central fused bicyclic structure of the said formula (2) composed of Y 1 , X 1 and X 2 ;
when Y 1 represents P═O or P═S, X 1 and X 2 both represent O, S or Se, one of X 1 and X 2 represents O while the other represents S or Se, one of X 1 and X 2 represents N—R while the other represents Se, or one of X 1 and X 2 represents S while the other represents Se, wherein R of the moiety N—R represents an aryl which may be substituted by an alkyl, a heteroaryl which may be substituted by an alkyl, or an alkyl which may be substituted by an alkyl, R of the moiety N—R may be bonded to a carbon atom adjacent to the position (atom) of bonding to X 1 or X 2 in the ring a, ring b and/or ring c via —O—, —S—, —C(—R a ) 2 — or a single bond, wherein R a represents a hydrogen atom or an alkyl, while the adjacent carbon atom is not a carbon atom that constitutes the central fused bicyclic structure of the said formula (2) composed of Y 1 , X 1 and X 2 ; and
at least one hydrogen atom in the compound or structure represented by formula (2) may be substituted by a deuterium atom,
wherein the oligomer is in a form in which a plural number of the unit structures each represented by the general formula (2) are linked such that any ring contained in the unit structure is shared by the plural unit structures, or in a form in which a plural number of the unit structures each represented by the general formula (2) are linked such that any rings contained in the unit structures are fused.

2. The polycyclic aromatic compound of claim 1 , which is represented by the following formula (1-21), the following formula (1-23), the following formula (1-24), the following formula (1-50), the following formula (1-152), the following formula (1-201), the following formula (1-401), the following formula (1-422), the following formula (1-1048), the following formula (1-1049), the following formula (1-1050), the following formula (1-1069), the following formula (1-1084), the following formula (1-1090), the following formula (1-1092), the following formula (1-1101), the following formula (1-1102), the following formula (1-1103), the following formula (1-1145), the following formula (1-1152), the following formula (1-1159), the following formula (1-1201), the following formula (1-1210), the following formula (1-1247), the following formula (1-1250), the following formula (1-1251), the following formula (1-1252), or the following formula (1-1271):

3. The polycyclic aromatic compound of claim 1 , which is represented by the following formula (1-1-1), the following formula (1-79), the following formula (1-142), the following formula (1-152-2), the following formula (1-158), the following formula (1-159), the following formula (1-721), the following formula (1-1006), the following formula (1-1104), the following formula (1-1149), the following formula (1-1150), the following formula (1-1301), the following formula (1-1351), the following formula (1-2305), the following formula (1-2626), the following formula (1-2657), the following formula (1-2662), the following formula (1-2665), the following formula (1-2676), the following formula (1-2678), the following formula (1-2679), the following formula (1-2680), the following formula (1-2681), the following formula (1-2682), the following formula (1-2683), the following formula (1-2691), the following formula (1-2699), the following formula (1-4114), the following formula (1-4150), the following formula (1-4341), the following formula (1-4346), the following formula (1-4401), or the following formula (1-4421-1):

4. A material for an organic device, comprising the polycyclic aromatic compound or the oligomer thereof of claim 1 .

5. The material for an organic device of claim 4 , wherein the material for an organic device is a material for an organic electroluminescent element, a material for an organic field effect transistor, or a material for an organic thin film solar cell.

6. The material for an organic electroluminescent element of claim 5

Assignees

• Kwansei Gakuin Educational Found
• Jnc Corp

Inventors

• Hatakeyama Takuji
• NAKATSUKA Soichiro
• Nakajima Kiichi
• Hirai Hiroki
• Ono Yohei
• Shiren Kazushi
• Ni Jingping
• Matsushita Takeshi
• Ikuta Toshiaki

Classifications

• Y02E10/549

  Organic PV cells · CPC title

• C07F5/02

  Boron compounds · CPC title

• H01L51/5072

  Electricity · mapped topic

• C07F9/65685 Primary

  the ring phosphorus atom being part of a phosphine oxide or thioxide · CPC title

• H01L51/5016

  Electricity · mapped topic