IP Library Granted Patent US 10,431,749
Granted Patent B2
US 10,431,749 · App. 13/809,080 · Granted Oct 1, 2019

Organic electroluminescent element

Inventors: Kuniyuki Kaminaga (Kanagawa, JP); Toshihiro Ise (Kanagawa, JP)
Assignee: UDC Ireland Limited
H01L51/0072C07D235/06C07D235/08C07D401/14C07D403/10C07D403/14C09K11/06H01L51/0067C09K2211/1007C09K2211/1011C09K2211/1029C09K2211/1044H01L51/0061H01L51/0081H01L51/0085H01L51/5016H01L51/5072H01L51/5076
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Quick Facts
Patent No.
US 10,431,749
App. No.
13/809,080
Granted
Oct 1, 2019
Kind
B2
Abstract

Disclosed is an organic electroluminescent element which is excellent with respect to luminous efficiency and driving voltage and rarely undergoes initial luminance drop. Specifically disclosed is an organic electroluminescent element which comprises, on a substrate, a pair of electrodes composed of an anode and a cathode and a light-emitting layer arranged between the electrodes, and additionally comprises at least one organic layer arranged between the light-emitting layer and the cathode, where in the light-emitting layer contains, for example, a compound (A-1), and the at least one layer arranged between the light-emitting layer and the cathode contains, for example, a compound (e-4).

Claims (25)

1. An organic electroluminescence device comprising: a pair of electrodes including an anode and a cathode; a light emitting layer between the electrodes: and at least one organic layer between the light emitting layer and the cathode, on a substrate,

wherein at least one compound represented by the following Formula (3) is contained in the light emitting layer, and

at least one compound represented by the following Formula (E-2) or the following Formula (E-3) is contained in the at least one organic layer between the light emitting layer and the cathode:

wherein, in Formula (3), each of X 4 and X 5 independently represents a nitrogen atom or a carbon atom having a hydrogen atom bonded thereto, and the ring comprising X 4 and X 5 is pyridine or pyrimidine, L′ represents a single bond or a phenylene group, each of R 1 to R 2 independently represents a fluorine atom, a methyl group, an unsubstituted phenyl group, a cyano group, a silyl group, or a tert-butyl group, each of R 3 to R 5 independently represents a fluorine atom, a methyl group, a phenyl group, a cyano group, a pyridyl group, a pyrimidyl group, a silyl group, a carbazolyl group or a tert-butyl group, each of n1 to n5 independently represents 0 or 1, and each of p′ and q′ independently represents 1 or 2,

wherein, when X 4 and X 5 are carbon and L′ is a single bond, at least one of n 1 is 1 and R 1 is unsubstituted phenyl or n 2 is 1 and R 2 is unsubstituted phenyl;

wherein, in Formulas (E-2) and (E-3), each of R E1 and R E2 independently represents a hydrogen atom, an aliphatic hydrocarbon group, a substituted or unsubstituted aryl group or a substituted or unsubstituted aromatic heterocyclic group, provided that R E1 and R E2 do not represent a hydrogen atom at the same time, and

R E3 represents a hydrogen atom, an aliphatic hydrocarbon group, a substituted or unsubstituted aryl group or a substituted or unsubstituted aromatic heterocyclic group.

2. The organic electroluminescence device of claim 1 , wherein R E3 is a hydrogen atom.

3. The organic electroluminescence device of claim 1 , wherein each of R E1 and R E2 independently represents a naphthyl group.

4. The organic electroluminescence device of claim 1 , wherein a phosphorescent light emitting material is contained in the light emitting layer.

5. The organic electroluminescence device of claim 4 , in which the phosphorescent light emitting material is an iridium complex.

6. A light emission apparatus using the organic electroluminescence device of claim 1 .

7. A display apparatus using the organic electroluminescence device of claim 1 .

8. An illumination apparatus using the organic electroluminescence device of claim 1 .

9. An organic electroluminescence device comprising: a pair of electrodes including an anode and a cathode; a light emitting layer between the electrodes: and at least one organic layer between the light emitting layer and the cathode, on a substrate,

wherein at least one compound represented by the following Formula (3) is contained in the light emitting layer, and

at least one compound represented by the following Formula (E-2) or the following Formula (E-3) is contained in the at least one organic layer between the light emitting layer and the cathode:

wherein, in Formula (3), each of X 4 and X 5 independently represents a nitrogen atom or a carbon atom having a hydrogen atom bonded thereto, and the ring comprising X 4 and X 5 is pyridine or pyrimidine, L′ represents a single bond or a phenylene group, each of R 1 to R 2 independently represents a fluorine atom, a methyl group, an unsubstituted phenyl group, a cyano group, a silyl group, or a tert-butyl group, each of R 3 to R 5 independently represents a fluorine atom, a methyl group, a phenyl group, a cyano group, a pyridyl group, a pyrimidyl group, a silyl group, a carbazolyl group or a tert-butyl group, each of n 1 to n 5 independently represents 0 or 1, and each of p′ and q′ independently represents 1 or 2:

wherein, in Formulas (E-2) and (E-3), each of R E1 and R E2 independently represents a hydrogen atom, an aliphatic hydrocarbon group, a substituted or unsubstituted aryl group or a substituted or unsubstituted aromatic heterocyclic group, provided that R E1 and R E2 do not represent a hydrogen atom at the same time, and

R E3 represents a hydrogen atom, an aliphatic hydrocarbon group, a substituted or unsubstituted aryl group or a substituted or unsubstituted aromatic heterocyclic group.

10. An organic electroluminescence device comprising: a pair of electrodes including an anode and a cathode; a light emitting layer between the electrodes: and at least one organic layer between the light emitting layer and the cathode, on a substrate,

wherein at least one compound selected from the group consisting of

is contained in the light emitting layer, and at least one compound represented by the following Formula (E-2) or the following Formula (E-3) is contained in the at least one organic layer between the light emitting layer and the cathode:

wherein, in Formulas (E-2) and (E-3), each of R E1 and R E2 independently represents a hydrogen atom, an aliphatic hydrocarbon group, a substituted or unsubstituted aryl group or a substituted or unsubstituted aromatic heterocyclic group, provided that R E1 and R E2 do not represent a hydrogen atom at the same time, and

R E3 represents a hydrogen atom, an aliphatic hydrocarbon group, a substituted or unsubstituted aryl group or a substituted or unsubstituted aromatic heterocyclic group.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 9, 2014
From: KAMINAGA, KUNIYUKI; ISE, TOSHIHIRO
To: UDC IRELAND LIMITED
Reel/Frame 032178/0226 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 6, 2013
From: FUJIFILM CORPORATION
To: UDC IRELAND LIMITED
Reel/Frame 029760/0235 →
Priority Claims (1)
JP 2010-157355 · Jul 9, 2010 · national
Continuity (1)
Related Publication 20130313531A1 · Nov 28, 2013
Cited By (1)
US 12,577,456