Organic electroluminescence device

Patent metadata

Field	Value
Publication number	US-2016254459-A1
Application number	US-201615074080-A
Country	US
Kind code	A1
Filing date	Mar 18, 2016
Priority date	Nov 22, 2010
Publication date	Sep 1, 2016
Grant date	—

Abstract

An organic electroluminescence device that includes an anode, an emitting layer that includes a host and a fluorescent dopant, an electron transporting zone, a cathode, a blocking layer adjacent to the emitting layer in the electron transporting zone where the blocking layer includes an aromatic heterocyclic derivative with an azine ring and where the triplet energy E T b (eV) of the aromatic heterocyclic derivative is larger than a triplet energy E T h (eV) of the host.

First claim

1 . An organic electroluminescence device, comprising in sequential order an anode, an emitting layer, a blocking layer, and a cathode, wherein
the emitting layer comprises a host and a fluorescent dopant, the blocking layer comprises an aromatic heterocyclic derivative, a triplet energy E T b (eV) of the aromatic heterocyclic derivative is larger than a triplet energy E T h (eV) of the host, the aromatic heterocyclic derivative is represented by formula (BL-4), formula (BL-5) or formula (BL-6);

wherein in formula (BL-4), D 1 to D 4 each represent a cyclic structure being fused to form a D 1 to D 4 ring, at least one of D 1 to D 4 are structured to have a hetero atom, another fused ring optionally being formed in such a manner as to cross-couple the adjacent Ds in the D 1 to D 4 ring;
R represents a group selected from a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, and a substituted or unsubstituted heteroaryl group, or residues of combination of two or more thereof;
when n is 1, R′ represents the same as R,
when n is 2 to 6, R′ represents a linking group selected from a substituted or unsubstituted alkylene group, a substituted or unsubstituted arylene group, and a substituted or unsubstituted heteroarylene group, and residues of combination of two or more thereof, or
R′ directly bonds two D 1 to D 4 rings in a single bond;
m is an integer of 0 to 11;
n is an integer of 1 to 5; and
when a plurality of D 1 to D 4 rings and Rs are present, the plurality of D 1 to D 4 rings and Rs are each the same or different,

wherein in the formula (BL-5), E 1 to E 4 each represent a cyclic structure being fused to form a E 1 to E 4 ring, at least one of E 1 to E 4 being structured to have a hetero atom, another fused ring optionally being formed in such a manner as to cross-couple the adjacent substituents on each of E 1 to E 4 in the E 1 to E 4 ring;
R represents a group selected from a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, and a substituted or unsubstituted heteroaryl group, or residues of combination of two or more thereof;
R′ represents the same as R when n is 1,
R′ represents a linking group selected from a substituted or unsubstituted alkylene group, a substituted or unsubstituted arylene group, a substituted or unsubstituted heteroarylene group, and residues of combination of two or more thereof when n is 2 to 6, or
R′ directly bonds two E 1 to E 4 rings in a single bond;
(m+1) is an integer of 0 to 11;
n is an integer of 1 to 5; and
when a plurality of E 1 to E 4 rings and Rs are present, the plurality of E 1 to E 4 rings and Rs each are the same or different,

wherein in the formula (BL-6) F 1 to F 5 each represent a cyclic structure being fused to form a F 1 to F 5 ring, at least one of F 1 to F 5 being structured to have a hetero atom, another fused ring optionally being formed in such a manner as to cross-couple adjacent substituents on each of F 1 to F 5 in the F 1 to F 5 ring;
R represents a group selected from a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, and a substituted or unsubstituted heteroaryl group, or residues of combination of two or more thereof;
R′ represents the same as R when n is 1,
R′ represents a linking group selected from a substituted or unsubstituted alkylene group, a substituted or unsubstituted arylene group, and a substituted or unsubstituted heteroarylene group, and residues of combination of two or more thereof when n is 2 to 6, or
R′ directly bonds two F 1 to F 5 rings in a single bond;
m is an integer of 0 to 13;
n is an integer of 1 to 5;
when a plurality of F 1 to F 5 rings and Rs are present, the plurality of F 1 to F 5 rings and Rs each are the same or different.

2 - 14 . (canceled)

15 . The organic electroluminescence device of claim 1 , wherein the aromatic heterocyclic derivative is represented by the formula (BL-4).

16 . The organic electroluminescence device of claim 15 , wherein the D 1 to D 4 ring is a fused ring structure represented by a structure selected from:

wherein X represents CR″ or N;
Y represents one of O, S, NR″ and C(R″) 2 , at least one of Y in a single structure is O, S or NR″;
Z represents CR″ or N, at least one Z is N; and
one R″ is a bonding portion to R′ and the other R″s each are a hydrogen atom or independently chosen from the substituents for R.

17 . The organic electroluminescence device of claim 1 , wherein the aromatic heterocyclic derivative is represented by the formula (BL-5).

18 . The organic electroluminescence device of claim 17 , wherein the E 1 to E 4 ring is a fused ring structure represented by a structure selected from:

wherein X represents CR″ or N;
Y represents one of O, S, NR″ and C(R″) 2 , at least one Y is in a single structure being O, S or NR″;
Z represents CR″ or N, at least one Z representing N; and
one R″ is a bonding portion to R′ and the other R″s each are a hydrogen atom or independently chosen from the substituents for R.

19 . The organic electroluminescence device of claim 1 , wherein the aromatic heterocyclic derivative is represented by the formula (BL-6).

20 . The organic electroluminescence device of claim 19 , wherein the F 1 to F 5 ring is a fused ring structure represented by a structure selected from:

wherein X represents CR″ or N;
Y represents one of O, S, NR″ and C(R″) 2 , at least one Y is in a single structure being O, S or NR″;
Z represents CR″ or N, at least one Z representing N; and
one R″ is a bonding portion to R′ and the other R″s each are a hydrogen atom or independently chosen from the substituents for R.

21 . The organic electroluminescence device of claim 1 , wherein the triplet energy E T h (eV) of the host is less than a triplet energy E T d (eV) of the dopant.

22 . The organic electroluminescence device of claim 1 , wherein the triplet energy E T b (eV) of the aromatic heterocyclic derivative and the triplet energy E T h (eV) of the host satisfy E T h +0.2<E T b .

23 . The organic electroluminescence device of claim 1 , wherein the triplet energy E T b (eV) of the aromatic heterocyclic derivative is greater than a triplet energy E T alq (eV) of tris(8-quinolinolato)aluminum complex.

24 . The organic electroluminescence device according to claim 1 , wherein the dopant exhibits a fluorescent emission of a main peak wavelength of less than or equal to 550 nm.

25 . The organic electroluminescence device according to claim 1 , wherein
a hole transporting zone is positioned between the anode and the emitting

Assignees

• Idemitsu Kosan Co

Inventors

• Kawamura Yuichiro
• Saito Hiroyuki
• Kuma Hitoshi
• Kawamura Masahiro
• Jinde Yukitoshi
• Ito Hirokatsu
• Sado Takayasu
• Mizutani Sayaka

Classifications

• H10K85/6572

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

• C09K11/06 Primary

  containing organic luminescent materials · CPC title

• H01L51/0074

  Electricity · mapped topic

• H01L51/5024

  Electricity · mapped topic

• H01L51/0073

  Electricity · mapped topic