Organic electroluminescence element, lighting device and display device

Patent metadata

Field	Value
Publication number	US-9260658-B2
Application number	US-201213585981-A
Country	US
Kind code	B2
Filing date	Aug 15, 2012
Priority date	Aug 25, 2011
Publication date	Feb 16, 2016
Grant date	Feb 16, 2016

Abstract

Provided is an organic electroluminescence element containing an anode, a cathode and a plurality of organic layers including a light emitting layer sandwiched between the anode and the cathode, wherein at least one of the organic layers contains: a blue phosphorescence organic metal complex which is coordinated with a ligand having a structure represented by Formula (1); and a compound represented by Formula (H1), provided that Formula (H1) includes a structure represented by Formula (H2),

First claim

What is claimed is:

1. An organic electroluminescence element comprising an anode, a cathode and a plurality of organic layers including a light emitting layer sandwiched between the anode and the cathode,
wherein at least one of the plurality of organic layers contains:
a blue phosphorescence organic metal complex represented by Formula (2-1); and
a compound represented by Formula (H1),

wherein, Ar represents an aromatic hydrocarbon ring, an aromatic heterocycle, a non-aromatic hydrocarbon ring, or a non-aromatic heterocycle; R 1 and R 2 each respectively represent a hydrogen atom, a halogen atom, a cyano group, an alkyl group, an alkenyl group, an alkynyl group, an alkoxyl group, an amino group, a silyl group, an arylalkyl group, an aryl group, a heteroaryl group, a non-aromatic hydrocarbon ring group, or a non aromatic heterocyclic group, provided that these groups may have a substituent, and that at least one of R 1 and R 2 is an alkyl group having 2 or more carbon atoms or a cycloalkyl group; R a , R b and R c , each respectively represent a hydrogen atom, a halogen atom, a cyano group, an alkyl group, an alkenyl group, an alkynyl group, an alkoxyl group, an amino group, a silyl group, an arylalkyl group, an aryl group, a heteroaryl group, a non-aromatic hydrocarbon ring group, or a non-aromatic heterocyclic group, provided that these groups may have a substituent; na and nc each respectively represent an integer of 1 or 2; and nb represents an integer of 1 to 4; L′ represents a monoanionic bidentate ligand which is coordinated to M; M represents Ir; m′ represents an integer of 0 to 2, n′ represents an integer of 1 to 3, provided that m′+n′ is equal to 3,
Q m -L n   Formula (H1)

wherein, L is a condensed aromatic heterocycle which may have a substituent; Q is an aromatic hydrocarbon ring or aromatic heterocycle which may have a substituent; n and m each respectively represent an integer of 1 to 3, provided that when n is 2 or more, a plurality of Ls may be the same or different with each other, when m is 2 or more, a plurality of Qs may be the same or different with each other, provided that the compound represented by Formula (H1) includes a structure represented by

wherein, A represents an oxygen atom, a sulfur atom, NR′, or CR″═CR″; A 12 to A 23 each respectively represent a nitrogen atom or CR″, R′ and R″ each respectively represent a linking position, a hydrogen atom, or a substituent, provided that when there are a plurality of CR″s, each CR″ may be the same or different, and the plurality of CR″s may be joined to form a ring.

2. The organic electroluminescence element of claim 1 , wherein, Formula (H1) is further represented by any one of Formulas (H3) to (H102),

3. The organic electroluminescence element of claim 1 ,
wherein, A in Formula (H2) represents an oxygen atom, a sulfur atom, or NR′.

4. The organic electroluminescence element of claim 1 ,
wherein, L in Formula (H1) is further represented by Formula (H2′),

wherein, A′ represents an oxygen atom, a sulfur atom, or NR′″; A′ 11 to A′ 18 each respectively represent a nitrogen atom or CR″″, R′″ and R″″ each respectively represent a linking position, a hydrogen atom, or a substituent, provided that when there are a plurality of CR″″s, each CR″″ may be the same or different, and the plurality of CR″″s may be joined to form a ring.

5. The organic electroluminescence element of claim 4 ,
wherein all of A′ 11 to A′ 18 in Formula (H2′) represent CR″″.

6. The organic electroluminescence element of claim 1 ,
wherein, R 1 and R 2 in Formula (1) represents an alkyl group having 2 or more carbon atoms or a cycloalkyl group.

7. The organic electroluminescence element of claim 1 ,
wherein, at least one of R 1 and R 2 in Formula (1) represents a branched alkyl group having 3 or more carbon atoms.

8. The organic electroluminescence element of claim 1 ,
wherein, both R 1 and R 2 in Formula (1) represent a branched alkyl group having 3 or more carbon atoms.

9. The organic electroluminescence element of claim 1 ,
wherein, Ar in Formula (1) represents a benzene ring.

10. An organic electroluminescence element comprising an anode, a cathode, and a plurality of organic layers including a light emitting layer sandwiched between the anode and the cathode,
wherein at least one of the plurality of organic layers contains:
a blue phosphorescence organic metal complex represented by Formula (2-1); and
a compound represented by Formula (H1),

wherein, Ar represents an aromatic hydrocarbon ring, an aromatic heterocycle, a non-aromatic hydrocarbon ring, or a non-aromatic heterocycle; R 1 and R 2 each respectively represent a hydrogen atom, a halogen atom, a cyano group, an alkyl group, an alkenyl group, an alkynyl group, an alkoxyl group, an amino group, a silyl group, an arylalkyl group, an aryl group, a heteroaryl group, a non-aromatic hydrocarbon ring group, or a non-aromatic heterocyclic group; provided that these groups may have a substituent, and that at least one of R 1 and R 2 is an alkyl group having 2 or more carbon atoms or a cycloalkyl group; Ra, Rb and Rc each respectively represent a hydrogen atom, a halogen atom, a cyano group, an alkyl group, an alkenyl group, an alkynyl group, an alkoxyl group, an amino group, a silyl group, an arylalkyl group, an aryl group, a heteroaryl group, a non- aromatic hydrocarbon ring group, or a non-aromatic heterocyclic group, provided that these groups may have a substituent; na and nc each respectively represent an integer of 1 or 2; and nb represents an integer of 1 to 4; L′represents a monoanionic bidentate ligand which is coordinated to M; M represents Ir; m′represents an integer of 0 to 2, n′ represents an integer of 1 to 3, provided that m′+n′ is equal to 3,
Q m -L n   Formula (H1)

wherein, L is a condensed aromatic heterocycle which may have a substituent, at least one of Ls represents a carbazole ring; Q is an aromatic hydrocarbon ring or aromatic heterocycle which may have a substituent; n represent an integer of 2 or 3, and m represent an integer of 1 to 3, a plurality of Ls may be the same or different with each other, provided that when m is 2 or more, a plurality of Qs may be the same or different with each other, provided that the compound represented by Formula (H1) includes a structure represented by Formula (H2),

wherein, A represents an oxygen atom, a sulfur atom, NR″, or CR″═CR″; A 11 to A 23 each respecti

Assignees

• Katakura Rie
• Taka Hideo
• Konica Minolta Inc

Inventors

• Katakura Rie
• Taka Hideo

Classifications

• C09K2211/1029

  containing one nitrogen atom as the heteroatom · CPC title

• C09K11/06 Primary

  containing organic luminescent materials · CPC title

• H01L51/5024

  Electricity · mapped topic

• C09K2211/1088

  containing oxygen as the only heteroatom · CPC title

• H05B33/14

  characterised by the chemical or physical composition or the arrangement of the electroluminescent material {, or by the simultaneous addition of the electroluminescent material in or onto the light source} · CPC title