Organic electroluminescence device and electronic device

Patent metadata

Field	Value
Publication number	US-9397307-B2
Application number	US-201414178278-A
Country	US
Kind code	B2
Filing date	Feb 12, 2014
Priority date	Feb 15, 2013
Publication date	Jul 19, 2016
Grant date	Jul 19, 2016

Abstract

An organic electroluminescence device includes: a cathode; an anode; and an organic layer having one or more layers and provided between the anode and the cathode, in which the organic layer includes an emitting layer, and the emitting layer includes a first host material, a second host material and a phosphorescent dopant material. The first host material is a compound represented by a formula (1) below. The second host material is a compound represented by a formula (4) below.

First claim

What is claimed is:

1. An organic electroluminescence device, comprising:
a cathode;
an anode; and
an organic layer having one or more layers and provided between the anode and the cathode, wherein
the organic layer comprises an emitting layer,
the emitting layer comprises a first host material, a second host material, and a phosphorescent dopant material,
the first host material is a compound represented by a formula (1) below, and
the second host material is a compound represented by a formula (4) below,

where:
X 1 to X 3 each are a nitrogen atom or CR 1 with a proviso that at least one of X 1 to X 3 is a nitrogen atom;
R 1 independently represents a hydrogen atom, a halogen atom, a cyano 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 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, a substituted or unsubstituted aryloxy 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;
A is represented by a formula (2) below; and
Ar 11 and Ar 12 are each independently represented by the formula (2), or 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,
(HAr 1 ) m -L 1 -  (2)

where:
HAr 1 is represented by a formula (3) below;
m is 1 or 2;
when m is 1, L 1 is a single bond or a divalent linking group;
when m is 2, L 1 is a trivalent linking group and HAr 1 are the same or different;
the linking group in L 1 is a substituted or unsubstituted divalent or trivalent aromatic hydrocarbon group having 6 to 30 ring carbon atoms, a substituted or unsubstituted divalent or trivalent heterocyclic group having 5 to 30 ring atoms, or a divalent or trivalent multiple linking group provided by bonding two or three groups selected from the aromatic hydrocarbon group and the heterocyclic group; and
in the multiple linking group, the aromatic hydrocarbon group and the heterocyclic group forming the multiple linking group are mutually the same or different and are optionally mutually bonded to form a ring,

where:
Z 11 to Z 18 each independently represent a nitrogen atom, CR 11 or a carbon atom to be bonded to L 1 by a single bond;
Y 1 represents an oxygen atom, a sulfur atom, SiR 12 R 13 or a silicon atom to be bonded to L 1 by a single bond;
one of the carbon atom at Z 11 to Z 18 and R 11 to R 13 and the silicon atom at Y 1 is bonded to L 1 ;
R 11 , R 12 and R 13 represent the same as R 1 of the formula (1); a plurality of R 11 are mutually the same or different; adjacent ones of R 11 are optionally bonded to each other to form a ring; R 12 and R 13 are mutually the same or different; and R 12 and R 13 are optionally bonded to each other to form a ring,

where:
Y 2 is represented by a formula (4-B) below;
one of Z 21 to Z 28 is a carbon atom to be bonded to L 211 in a formula (5) below, or a pair of adjacent ones of Z 21 to Z 28 are carbon atoms to be bonded to b and c in one of formulae (6-1) to (6-4) below to form a fused ring;
Z 21 to Z 28 which are not bonded to L 211 , b and c are CR 21 ; R 21 represents the same as R 1 of the formula (1); and a plurality of R 21 are mutually the same or different,

where:
Ar 210 is 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;
p is an integer of 1 to 3;
when p is 2 or more, a plurality of Ar 210 are mutually the same or different;
L 2 represents a single bond or a linking group;
the linking group in L 2 is 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, or a polyvalent multiple linking group provided by bonding two or three groups selected from the aromatic hydrocarbon group and the heterocyclic group; and
in the multiple linking group, the aromatic hydrocarbon group and the heterocyclic group forming the multiple linking group are mutually the same or different and are optionally mutually bonded to form a ring,

where:
L 211 is a single bond or a linking group which is bonded to one of Z 21 to Z 28 in the formula (4);
the linking group in L 211 is a substituted or unsubstituted divalent or trivalent aromatic hydrocarbon group having 6 to 30 ring carbon atoms, a substituted or unsubstituted divalent or trivalent heterocyclic group having 5 to 30 ring atoms, or a divalent or trivalent multiple linking group provided by bonding two or three groups selected from the aromatic hydrocarbon group and the heterocyclic group;
in the multiple linking group, the aromatic hydrocarbon group and the heterocyclic group forming the multiple linking group are mutually the same or different and are optionally mutually bonded to form a ring;
Ar 211 is 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 211 and R 212 represent the same as R 1 of the formula (1);
s is 3 and t is 4; and
a plurality of R 211 and R 212 are mutually the same or different,

where:
b and c are bonded to one of the pair of adjacent ones of Z 21 to Z 28 to form a fused ring;
Ar 221 is 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 221 to R 223 represent the same as R 1 of the formula (1);
u is 4; a plurality of R 221 are mutually the same or different; and
adjacent ones of R 221 are optionally bonded to each other to form a ring.

2. The organic electroluminescence device according to claim 1 , wherein
the second host material is a compound represented by one of formulae (7) to (9) below,

where:
Ar 210 , L 2 and p respectively represent the same as Ar 210 , L 2 and p of the formula (4-B);
when p is 2 or more, a plurality of Ar 210 are the same or different;
R 213 and R 214 represent the same as R 1 of the formula (1); a plurality of R 213 and R 214 are mutually the same or different;
s2 is 4 and t2 is 3; and
Ar 211 , R 211 , R 212 , s and t respectively represent the same as Ar 211 , R 211 , R 212 , s and t of the formula (5).

3. The organic electroluminescence device according to claim 1 , wherein
the second host material is a compound represented by one of formulae (10) to (27)

Assignees

• Idemitsu Kosan Co

Inventors

• Nishimura Kazuki
• Mizutani Sayaka

Classifications

• H10K50/00

  Organic light-emitting devices (integrated devices or assemblies of multiple devices H10K59/00, H10K65/00; organic semiconductor lasers H01S5/36) · CPC title

• H10K85/623 Primary

  containing five rings, e.g. pentacene · CPC title

• H01L51/0052

  Electricity · mapped topic

• H01L51/0067

  Electricity · mapped topic

• H01L51/0054

  Electricity · mapped topic