Organic electroluminescence device

Patent metadata

Field	Value
Publication number	US-RE46974-E
Application number	US-201615381955-A
Country	US
Kind code	E1
Filing date	Dec 16, 2016
Priority date	May 28, 2012
Publication date	Jul 31, 2018
Grant date	Jul 31, 2018

Abstract

An organic electroluminescence device 1 includes: an anode 3, a cathode 4 opposed to the anode 3 and an emitting layer 5 provided between the anode 3 and the cathode 4. The emitting layer 5 contains first and second host materials and a luminescent material. The first host material has a partial structure represented by at least one of the following formulae (1) and (2) while the second host material has a partial structure represented by the following formula (3). Az represents a substituted or unsubstituted aromatic heterocyclic group containing a nitrogen-containing six-membered ring. W CN is an aromatic hydrocarbon group substituted by at least one cyano group (CN) or an aromatic heterocyclic group substituted by at least one cyano group (CN). Ar 1 is a substituted or unsubstituted aromatic hydrocarbon group or a substituted or unsubstituted aromatic heterocyclic group, but is not an aromatic heterocyclic group containing a nitrogen-containing six-membered ring.

—Az—(W CN ) p   (1)

—Az—(CN) q   (2)

—Ar 1 —(CN) r   (3)

First claim

What is claimed is:

1. An organic electroluminescence device comprising:
an anode;
a cathode opposed to the anode; and
an emitting layer provided between the anode and the cathode, wherein
the emitting layer comprises a first host material, a second host material and a luminescent material,
the first host material comprises a partial structure represented by at least one of the following formulae (1) and (2) is represented by formula (4),

wherein:
M 1 represents a group represented by one of formulae (1) and (2),
L 1 represents a single bond, a substituted or unsubstituted polyvalent aromatic hydrocarbon group having 6 to 30 ring carbon atoms, a substituted or unsubstituted polyvalent aromatic heterocyclic group having 5 to 30 ring atoms, a cycloalkylene group having 5 to 30 ring carbon atoms, or a group provided by linking the polyvalent aromatic hydrocarbon group, the polyvalent aromatic heterocyclic group and the cycloalkylene group,
k is 1 or 2,
X 11 to X 18 each independently represent a nitrogen atom or CR b ,
R b each independently represents a hydrogen atom, a halogen atom, a cyano 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 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 30 ring carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms, a substituted or unsubstituted aralkyl group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted aryloxy group having 6 to 30 ring carbon atoms, and
a part of one of adjacent two R b in X 11 to X 18 is optionally bonded to a part of the other R b to form a cyclic structure, and
the second host material comprises a partial structure represented by the following formula (3) is represented by formula (3-1) and does not comprise a partial structure represented by the formula (1) or the formula (2),

Ar 3 —Ar 1 —(CN) r   (3-1)

-Az-(W CN ) p   (1)

-Az-(CN) q   (2)

—Ar 1 —(CN) r   (3)

where: in the formula (1),
Az represents a substituted or unsubstituted aromatic heterocyclic group comprising a nitrogen-containing six-membered ring,
W CN is an aromatic hydrocarbon group substituted by at least one cyano group (CN) or an aromatic heterocyclic group substituted by at least one cyano group (CN),
p is an integer of 1 or more, and
W CN optionally comprises a substituent other than the cyano group and, when a plurality of W CN are present, the plurality of W CN are mutually the same or different;
In the formula (2),
Az represents the same as Az of the formula (1), and
q is an integer of 1 or more; and
Ar 3 in the formula (3-1) represents a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted aromatic heterocyclic group having 5 to 30 ring atoms;
and
in the formula (3) (3-1),
Ar 1 is a substituted or unsubstituted aromatic hydrocarbon group or a substituted or unsubstituted aromatic heterocyclic group, but is not an aromatic heterocyclic group comprising a nitrogen-containing six-membered ring, and
r is an integer of 1 or more.

2. The organic electroluminescence device according to claim 1 , wherein
the first host material is represented by at least one of the formulae (1-1) and (2-1), and the second host material is represented by the following formula (3-1),
Ar 2 -Az-(W CN ) p   (1-1)

Ar 2 -Az-(CN) q   (2-1)

Ar 3 —Ar 1 —(CN) r   (3-1)

where:
Ar 2 and Ar 3 each independently represent a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms, or a substituted or unsubstituted aromatic heterocyclic group having 5 to 30 ring atoms,
Az, W CN and p in the formula (1-1) are the same as Az, W CN and p in the formula (1),
Az and q in the formula (2-1) are the same as Az and q in the formula (2), and
Ar 1 and r in the formula (3-1) are the same as Ar 1 and r in the formula (3).

3. The organic electroluminescence device according to claim 1 , wherein
the first host material is represented by the following formula (4),

where:
M 1 represents a group represented by one of the formulae (1) and (2),
L 1 represents a single bond, a substituted or unsubstituted polyvalent aromatic hydrocarbon group having 6 to 30 ring carbon atoms, a substituted or unsubstituted polyvalent aromatic heterocyclic group having 5 to 30 ring atoms, a cycloalkylene group having 5 to 30 ring carbon atoms, or a group provided by linking the polyvalent aromatic hydrocarbon group, the polyvalent aromatic heterocyclic group and the cycloalkylene group,
k is 1 or 2,
X 11 to X 18 each independently represent a nitrogen atom or CR b ,
R b each independently represents a hydrogen atom, a halogen atom, a cyano 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 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 30 ring carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 30 carbon atoms, a substituted or unsubstituted aralkyl group having 6 to 30 ring carbon atoms, and a substituted or unsubstituted aryloxy group having 6 to 30 ring carbon atoms, and
a part of one of adjacent two R b in X 11 to X 18 is optionally bonded to a part of the other R b to form a cyclic structure.

4. The organic electroluminescence device according to claim 1 , wherein
the second host material is represented by the following formula (5),

where: A 1 represents a group represented by the formula (3),

—Ar 1 —(CN) r   (3)

Ar 1 and r in the formula (3) are the same as Ar 1 and r in the formula (3-1),
X 1 to X 8 each independently represent N (nitrogen atom) or CR a ,
R a each independently represents a hydrogen atom, a substituted or unsubstituted aromatic hydrocarbon group having 6 to 30 ring carbon atoms, a substituted or unsubstituted aromatic heterocyclic group having 5 to 30 ring atoms, a substituted or unsubstituted alkyl group having 1 to 30 carbon atoms, a substituted or unsubstituted silyl group, a halogen atom, or a cyano group, when a plurality of R a are present, the plurality of R a are the same or different, and
when at least adjacent two of X 1 to X 4 and X 5 to X 8 are CR a , a part of R a in the adjacent CR a is optionally bonded to a part of the other R a to form a cyclic structure.

5. The organic electroluminescence device according to claim 3 1, wherein
the first host material is represented by at least one of the following formulae (4-3) and (4-4),

Assignees

• Idemitsu Kosan Co

Inventors

• Nishimura Kazuki
• Inoue Tetsuya
• Mizuki Yumiko
• Yabunouchi Nobuhiro
• Eida Mitsuru

Classifications

• H01L51/0085

  Electricity · mapped topic

• H01L51/5024

  Electricity · mapped topic

• H01L2251/5384

  Electricity · mapped topic

• H01L51/0067

  Electricity · mapped topic

• H01L51/5016

  Electricity · mapped topic