Fused heterocyclic aromatic derivative, organic electroluminescence element material, and organic electroluminescence element using same

Patent metadata

Field	Value
Publication number	US-9978952-B2
Application number	US-201214234533-A
Country	US
Kind code	B2
Filing date	Sep 11, 2012
Priority date	Sep 13, 2011
Publication date	May 22, 2018
Grant date	May 22, 2018

Abstract

A compound represented by the following formula (1). In the formula, A 1 is O, S, Si(Ar 1 )(Ar 2 ), P(═O)(Ar 3 )(Ar 4 ), a substituted or unsubstituted arylene group including 6 to 30 ring carbon atoms, or a substituted or unsubstituted heteroarylene group including 5 to 30 ring atoms.

First claim

The invention claimed is:

1. A compound represented by the following formula (1):

wherein in the formula (1),
X 1 to X 3 are independently O or S;
Y 1 to Y 4 and Y 21 to Y 24 are independently C(Ra 1 ) or N;
of Y 5 to Y 12 , one of Y 5 to Y 8 and one of Y 9 to Y 12 are carbon atoms which are bonded to each other, and the remaining Y 5 to Y 12 are independently C(Ra 1 ) or N;
one of Y 13 to Y 16 which bonds to A 1 is a carbon atom, and the remaining Y 13 to Y 16 are independently C(Ra 1 ) or N;
one of Y 17 to Y 20 which bonds to A 1 is a carbon atom, and the remaining Y 17 to Y 20 are independently C(Ra 1 ) or N,
provided that one of (a) to (c) is met:
(a) at least one of Y 1 to Y 4 is N,
(b) at least one of Y 21 to Y 24 is N,
(c) at least one of Y 1 to Y 4 is N, and at least one of Y 21 to Y 24 is N;
A 1 is a substituted or unsubstituted arylene group including 6 to 30 ring carbon atoms, or a divalent group of a substituted or unsubstituted pyrrolyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted pyridazinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted indolyl group, a substituted or unsubstituted isoindolyl group, a substituted or unsubstituted furyl group, a substituted or unsubstituted benzofuranyl group, a substituted or unsubstituted isobenzofuranyl group, a substituted or unsubstituted quinolyl group, a substituted or unsubstituted isoquinolyl group, a substituted or unsubstituted quinoxalinyl group, a substituted or unsubstituted phenanthridinyl group, a substituted or unsubstituted acridinyl group, a substituted or unsubstituted phenanthrolinyl group, a substituted or unsubstituted thienyl group, a substituted or unsubstituted pyrrolidinyl group, a substituted or unsubstituted dioxanyl group, a substituted or unsubstituted piperidinyl group, a substituted or unsubstituted morpholinyl group, a substituted or unsubstituted piperazinyl group, a substituted or unsubstituted thiophenyl group, a substituted or unsubstituted oxazolyl group, a substituted or unsubstituted oxadiazolyl group, a substituted or unsubstituted benzoxazolyl group, a substituted or unsubstituted thiazolyl group, a substituted or unsubstituted thiadiazolyl group, a substituted or unsubstituted benzothiazolyl group, a substituted or unsubstituted triazolyl group, an substituted or unsubstituted imidazolyl group, a substituted or unsubstituted benzimidazolyl group, a substituted or unsubstituted pyranyl group, or a substituted or unsubstituted benzo[c]dibenzofuranyl group;
n is an integer of 1 to 4;
Ra 1 is a hydrogen atom, a substituted or unsubstituted aryl group including 6 to 30 ring carbon atoms, a substituted or unsubstituted a pyrrolyl group, a substituted or unsubstituted pyrazinyl group, a substituted or unsubstituted pyridinyl group, a substituted or unsubstituted pyrimidinyl group, a substituted or unsubstituted pyridazinyl group, a substituted or unsubstituted triazinyl group, a substituted or unsubstituted indolyl group, a substituted or unsubstituted isoindolyl group, a substituted or unsubstituted furyl group, a substituted or unsubstituted benzofuranyl group, a substituted or unsubstituted isobenzofuranyl group, a substituted or unsubstituted dibenzofuranyl group, a substituted or unsubstituted dibenzothiophenyl group, a substituted or unsubstituted quinolyl group, a substituted or unsubstituted isoquinolyl group, a substituted or unsubstituted quinoxalinyl group, a substituted or unsubstituted phenanthridinyl group, a substituted or unsubstituted acridinyl group, a substituted or unsubstituted phenanthrolinyl group, a substituted or unsubstituted thienyl group, a substituted or unsubstituted pyrrolidinyl group, a substituted or unsubstituted dioxanyl group, a substituted or unsubstituted piperidinyl group, a substituted or unsubstituted morpholinyl group, a substituted or unsubstituted piperazinyl group, a substituted or unsubstituted thiophenyl group, a substituted or unsubstituted oxazolyl group, a substituted or unsubstituted oxadiazolyl group, a substituted or unsubstituted benzoxazolyl group, a substituted or unsubstituted thiazolyl group, a substituted or unsubstituted thiadiazolyl group, a substituted or unsubstituted benzothiazolyl group, a substituted or unsubstituted triazolyl group, a substituted or unsubstituted imidazolyl group, a substituted or unsubstituted benzimidazolyl group, a substituted or unsubstituted pyranyl group, or a substituted or unsubstituted benzo[c]dibenzofuranyl group,
when Ra 1 has a substituent the substituent is an alkyl group having 1 to 30 carbon atoms, an alkoxy group having 1 to 30 carbon atoms, a fluoroalkyl group having 1 to 30 carbon atoms, an aryl group having 6 to 30 ring atoms, an aryloxy group having 6 to 30 ring atoms, an aralkyl group having 7 to 30 carbon atoms, a silyl group, an alkylsilyl group having 1 to 6 carbon atoms, a fluoro group or a cyano group; and
when A 1 has a substituent, the substituent is a heteroaryl group including 3 to 30 ring carbon atoms.

2. The compound according to claim 1 , which is represented by the following formula (2):

wherein in the formula (2),
X 1 to X 3 are the same as X 1 to X 3 in the formula (1), respectively;
Y 1 to Y 4 , Y 9 , Y 10 , Y 12 , Y 13 , Y 15 , Y 16 and Y 21 to Y 24 are independently C(Ra 2 ) or N;
one of Y 5 to Y 8 which bonds to the ring comprising Y 9 , Y 10 and Y 12 is a carbon atom, and the remaining Y 5 to Y 8 are independently C(Ra 2 ) or N;
one of Y 17 to Y 20 which bonds to A 2 is a carbon atom, and the remaining Y 17 to Y 20 are independently C(Ra 2 ) or N;
provided that one of (a) to (c) is met:
(a) at least one of Y 1 to Y 4 is N,
(b) at least one of Y 21 to Y 24 is N,
(c) at least one of Y 1 to Y 4 is N, and at least one of Y 21 to Y 24 is N;
A 2 is the same as A 1 in the formula (1);
n is the same as n in the formula (1); and
Ra 2 is the same as Ra 1 in the formula (1).

3. The compound according to claim 2 , which is represented by the following formula (3):

wherein in the formula (3),
Y 1 to Y 5 , Y 7 to Y 10 , Y 12 , Y 13 , Y 15 , Y 16 to Y 18 and Y 20 to Y 24 are independently C(Ra 2 ) or N;
provided that one of (a) to (c) is met:
(a) at least one of Y 1 to Y 4 is N,
(b) at least one of Y 21 to Y 24 is N,
(c) at least one of Y 1 to Y 4 is N, and at least one of Y 21 to Y 24 is N; and
X 1 to X 3 , A 2 , n, Ra z are the same as X 1 to X 3 , A 2 , n, Ra z in the formula (2), respectively.

4. The compound according to claim 3 , which is represented by the following formula (4):

wherein in the formula (4),
X 1 to X 3 , Y 1 to Y 5 , Y 7 , Y 8 , Y 17 , Y 18 , Y 20 to Y 24 , A 2 and n are the same as X 1 to X 3 , Y 1 to Y 5 , Y 7 , Y 8 , Y 17 , Y 18 , Y 20 to Y 24 , A 2 and n in the formula (3), respectively.

5. The compound according to claim 4 , which is represented by the following formula (5):

wherein in the formula (5),
Z 1 to Z 4 are independently C(Ra z )

Assignees

• Nakano Yuki
• Yoshida Kei
• Nagashima Hideaki
• Hashimoto Ryohei
• Idemitsu Kosan Co

Inventors

• Nakano Yuki
• Yoshida Kei
• Nagashima Hideaki
• Hashimoto Ryohei

Classifications

• C09K2211/1029

  containing one nitrogen atom as the heteroatom · CPC title

• C09K2211/1011

  Condensed systems · CPC title

• C09K11/06

  containing organic luminescent materials · CPC title

• C09K2211/1059

  containing three nitrogen atoms as heteroatoms · CPC title

• H01L51/0071

  Electricity · mapped topic