Compound, material for organic electroluminescent element, organic electroluminescent element, and electronic device

Patent metadata

Field	Value
Publication number	US-2016181564-A1
Application number	US-201414909538-A
Country	US
Kind code	A1
Filing date	Nov 13, 2014
Priority date	Nov 13, 2013
Publication date	Jun 23, 2016
Grant date	—

Abstract

A compound of the invention is represented by a formula (1) below. In the formula (1), Cz is represented by a formula (1a) below and Az is represented by a formula (11) below.

First claim

1 . A compound represented by a formula (1) below,

where: R 3 each independently represents a hydrogen atom, a halogen atom, a hydroxyl group, a cyano group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 30 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 60 ring carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 ring carbon atoms, a substituted or unsubstituted alkylamino group having 2 to 30 carbon atoms, a substituted or unsubstituted arylamino group having 6 to 60 ring carbon atoms, a substituted or unsubstituted alkylthio group having 1 to 30 carbon atoms, a substituted or unsubstituted arylthio group having 6 to 30 ring carbon atoms, a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms;
R 2 is a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms;
when R 2 has a substituent, the substituent is a halogen atom, a hydroxyl group, a cyano group, a nitro group, a carboxy group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 30 carbon atoms, a substituted or unsubstituted alkynyl group having 2 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 30 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 60 ring carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 ring carbon atoms, a substituted or unsubstituted arylthio group having 6 to 30 ring carbon atoms, a substituted or unsubstituted oxygen-containing heterocyclic group having 5 to 30 ring carbon atoms, a substituted or unsubstituted sulfur-containing heterocyclic group having 5 to 30 ring carbon atoms, or a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms;
when the aryloxy group and the arylthio group respectively have substituents, adjacent ones of the substituents are bonded to form a ring or are not bonded;
L 1 is a single bond or a linking group and the linking group in L 1 is an alkenylene group, an alkynylene group, a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms, a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms, a multiple linking group provided by bonding two to four groups selected from the above aromatic hydrocarbon group, a multiple linking group provided by bonding two to four groups selected from the above heterocyclic group, or a multiple linking group provided by bonding two to four groups selected from the above aromatic hydrocarbon group and the above heterocyclic group;
the above aromatic hydrocarbon group and the heterocyclic group forming the multiple linking group are mutually the same or different and adjacent ones thereof are bonded to further form a ring or are not bonded;
L 2 is a linking group and the linking group represents the same as the linking group in L 1 ;
n and m are each independently an integer of 1 to 5;
when n is an integer of 2 to 5, a plurality of Cz are mutually the same or different;
when m is an integer of 2 to 5, Az are mutually the same or different;
Cz is represented by a formula (1a) below; and
Az is represented by a formula (11) below,

where: X 1 to X 8 are each independently CR or a nitrogen atom;
R and R 1 each independently represent a hydrogen atom, a halogen atom, a hydroxyl group, a cyano group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 30 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 60 ring carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 ring carbon atoms, a substituted or unsubstituted alkylamino group having 2 to 30 carbon atoms, a substituted or unsubstituted arylamino group having 6 to 60 ring carbon atoms, a substituted or unsubstituted alkylthio group having 1 to 30 carbon atoms, a substituted or unsubstituted arylthio group having 6 to 30 ring carbon atoms, a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted heterocyclic group having 5 to 30 ring atoms;
adjacent ones of R are mutually bonded to form a ring or are not bonded;
when a plurality of R are present, the plurality of R are the same or different;
one of R and R 1 is a single bond to be bonded to L 1 in the formula (1); and
R 1 and adjacent R are mutually bonded to form a ring or are not bonded,

where: X 9 is CR 9 or a nitrogen atom;
X 10 is CR 10 or a nitrogen atom;
R 4 to R 6 , R 9 and R 10 each independently represent a hydrogen atom, a halogen atom, a hydroxyl group, a cyano group, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 30 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 60 ring carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 ring carbon atoms, a substituted or unsubstituted alkylamino group having 2 to 30 carbon atoms, a substituted or unsubstituted arylamino group having 6 to 60 ring carbon atoms, a substituted or unsubstituted alkylthio group having 1 to 30 carbon atoms, or a substituted or unsubstituted arylthio group having 6 to 30 ring carbon atoms;
adjacent groups of R 4 to R 6 , R 9 and R 10 are mutually bonded to further form a ring, or are not bonded; and
one of R 4 to R 6 , R 9 and R 10 is a single bond to be bonded to L 2 .

2 . The compound according to claim 1 , wherein the formula (1) is represented by a formula (1A) or (1B) below,

where: L 1 , L 2 , R 2 , R 3 , Az, n and m respectively represent the same as L 1 , L 2 , R 2 , R 3 , Az, n and m in the formula (1); and
X 1 to X 8 respectively represent the same as X 1 to X 8 in the formula (1a),

where: L 1 , L 2 , R 2 , R 3 , Az, n and m respectively represent the same as L 1 , L 2 , R 2 , R 3 , Az, n and m in the formula (1);
R 1 and X 1 to X 8 respectively represent the same as R 1 and X 1 to X 8 in the formula (1a); and
one of X 1 to X 8 of the formula (1B) is a carbon atom to be bonded to L 1 .

3 . The compound according to claim 1 , wherein
X 1 to X 8 are each independently CR.

4 . The compound according to claim 1 , wherein
Az is selected from a substituted or unsubstituted pyridine ring, substituted or unsubstituted pyrimidine ring, substituted or unsubstituted triazine ring, substituted or unsubstituted quinoline ring, substituted or unsubstituted isoquinoline ring, substituted or unsubstituted quinazoline ring, and substituted or unsubstituted phenanthroline ring.

5 . The compound according to claim 4 , wherein
Az is selected from an unsubstituted pyridine ring, unsubstituted p

Assignees

• Idemitsu Kosan Co

Inventors

• HAYAMA Tomoharu
• Kawamura Masahiro
• Mizuki Yumiko
• Ito Hirokatsu
• Haketa Tasuku

Classifications

• H10K85/6574

  comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes · CPC title

• H10K85/6576

  comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene · CPC title

• H10K85/615

  Polycyclic condensed aromatic hydrocarbons, e.g. anthracene · CPC title

• H10K85/6572

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

• C07D487/16

  Peri-condensed systems · CPC title