IP Library Granted Patent US 9,907,140
Granted Patent B2
US 9,907,140 · App. 13/808,904 · Granted Feb 27, 2018

Organic electroluminescent element

Inventors: Yuichirou Itai (Kanagawa, JP); Toshihiro Ise (Kanagawa, JP)
Assignee: UDC IRELAND LIMITED
H05B33/14C09B57/00C09K11/06H01L51/0054H01L51/0067H01L51/0072H01L51/0074C09K2211/1007C09K2211/1011C09K2211/1029C09K2211/1044C09K2211/1092C09K2211/185H01L51/0081H01L51/0085H01L51/5072
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Quick Facts
Patent No.
US 9,907,140
App. No.
13/808,904
Granted
Feb 27, 2018
Kind
B2
Abstract

Disclosed is an organic electroluminescent element which has high luminous efficiency, a low driving voltage, high durability in a high-current-density region, and little change in chromaticity before and after the driving in a high-current-density region. Specifically disclosed is an organic electroluminescent element comprising a pair of electrodes composed of an anode and a cathode, a light-emitting layer arranged between the electrodes, and at least one organic layer arranged between the light-emitting layer and the anode, wherein the light-emitting layer contains, for example, a compound (A), and at least one organic layer arranged between the light-emitting layer and the cathode contains, for example, a compound (a-3).

Claims (36)

1. An organic electroluminescence device comprising: a pair of electrodes of 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,

wherein the light emitting layer contains at least one phosphorescent light emitting material and at least one compound represented by the following Formula (I-2), and

the at least one organic layer between the light emitting layer and the cathode contains at least one compound represented by the following Formula (II),

wherein the at least one organic layer is in contact with the light emitting layer:

wherein, in Formula (I-2), each of R 11 to R 15 independently represents an alkyl group, an alkoxy group, an aryl group, an aromatic heterocyclic group, an alkenyl group, an alkynyl group, —OAr 11 , —N(R 16 XR 17 ), or —N(Ar 11 )(Ar 12 ), each of R 16 and R 17 independently represents a hydrogen atom or a substituent, each of Ar 11 and Ar 12 independently represents an aryl group or an aromatic heterocyclic group, L represents a single bond, an arylene group, a divalent aromatic heterocyclic group or a group composed of a combination thereof, each of n11, n12 and n15 independently represents an integer of 0 to 4, and each of n13 and n14 independently represents an integer of 0 to 3:

wherein, in Formula (II), each of X 3 , X 4 , and X 5 is independently a nitrogen atom, or a carbon atom having a hydrogen atom or a substituent bonded thereto, and the ring containing X 3 , X 4 , and X 5 is pyridine or pyrimidine, L′ represents a single bond or a benzene ring, each of R 1 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.

2. The organic electroluminescence device of claim 1 , wherein each of R 11 to R 15 is independently an aryl group or an aromatic heterocyclic group.

3. The organic electroluminescence device of claim 1 , wherein L is an arylene group.

4. The organic electroluminescence device of claim 1 , wherein at least one layer of the light emitting layer and other organic layers present between the anode and the cathode is formed by a solution application process.

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

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

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

8. The organic electroluminescence device of claim 1 , wherein the phosphorescent light emitting material is a platinum complex.

9. The organic electroluminescent device of claim 1 , wherein the at least one organic layer between the light emitting layer comprises a first organic layer and a second organic layer,

wherein the first organic layer comprises at least one compound represented by the following Formula (II),

and wherein the first organic layer is in contact with the light emitting layer.

10. An organic electroluminescence device comprising: a pair of electrodes of 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,

wherein the light emitting layer contains at least one phosphorescent light emitting material and at least one compound represented by the following Formula (I), and

the at least one organic layer between the light emitting layer and the cathode contains at least one compound represented by the following Formula (II),

wherein the at least one organic layer is in contact with the light emitting layer:

wherein, in Formula (I), each of R 11 to R 15 independently represents an alkyl group, an alkoxy group, an aryl group, an aromatic heterocyclic group, an alkenyl group, an alkynyl group, —OAr 11 , —N(R 16 )(R 17 ), or —N(Ar 11 (Ar 12 ), each of R 16 and R 17 independently represents a hydrogen atom or a substituent, each of Ar 11 and Ar 12 independently represents an aryl group or an aromatic heterocyclic group, L represents a single bond, an arylene group, a divalent aromatic heterocyclic group or a group composed of a combination thereof, each of n11, n12 and n15 independently represents an integer of 0 to 4, and each of n13 and n14 independently represents an integer of 0 to 3; and at least one of n11 to n15 is not 0;

wherein, in Formula (II), each of X 3 , X 4 , and X 5 is independently a nitrogen atom, or a carbon atom having a hydrogen atom or a substituent bonded thereto, and the ring containing X 3 , X 4 , and X 5 is pyridine or pyrimidine, L′ represents a single bond or a benzene ring, each of R 1 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 a′ independently represents 1 or 2.

11. A light emission apparatus using the organic electroluminescence device of claim 10 .

12. A display apparatus using the organic electroluminescence device of claim 10 .

13. An illumination apparatus using the organic electroluminescence device of claim 10 .

14. An organic electroluminescence device comprising: a pair of electrodes of 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,

wherein the light emitting layer contains at least one phosphorescent light emitting material and at least one compound represented by the following Formula (I), and

the at least one organic layer between the light emitting layer and the cathode contains at least one compound represented by the following Formula (II),

wherein the at least one organic layer is in contact with the light emitting layer:

wherein, in Formula (I), each of R 11 to R 15 independently represents an alkyl group, an alkoxy group, an aryl group, an aromatic heterocyclic group, an alkenyl group, an alkynyl group, —OAr 11 , —N(R 16 )(R 17 ), or —N(Ar 11 )(Ar 12 ), each of R 16 and R 17 independently represents a hydrogen atom or a substituent, each of Ar 11 and Ar 12 independently represents an aryl group or an aromatic heterocyclic group, L represents a single bond, an arylene group, a divalent aromatic heterocyclic group or a group composed of a combination thereof, each of n11, n12 and n15 independently represents an integer of 0 to 4, and each of n13 and n14 independently represents an integer of 0 to 3, and L comprises a divalent aromatic heterocyclic group;

wherein, in Formula (II), each of X 3 , X 4 , and X 5 is independently a nitrogen atom, or a carbon atom having a hydrogen atom or a substituent bonded thereto, and the ring containing X 3 , X 4 , and X 5 is pyridine or pyrimidine, L′ represents a single bond or a benzene ring, each of R 1 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 a′ independently represents 1 or 2.

15. The organic electroluminescence device of claim 14 , wherein the compound represented by Formula (I) is a compound represented by the following Formula (I-1):

wherein, in Formula (I-1), R 11 to R 15 , L and n 11 to n 15 have the same meaning as R 1 to R 15 , L and n 11 to n 15 in Formula (I).

16. A light emission apparatus using the organic electroluminescence device of claim 14 .

17. A display apparatus using the organic electroluminescence device of claim 14 .

18. An illumination apparatus using the organic electroluminescence device of claim 14 .

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 9, 2014
From: ITAI, YUICHIROU; ISE, TOSHIHIRO
To: UDC IRELAND LIMITED
Reel/Frame 032178/0232 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 6, 2013
From: FUJIFILM CORPORATION
To: UDC IRELAND LIMITED
Reel/Frame 029760/0235 →
Priority Claims (1)
JP 2010-157353 · Jul 9, 2010 · national
Continuity (1)
Related Publication 20130207540A1 · Aug 15, 2013