IP Library Granted Patent US 9,978,975
Granted Patent B2
US 9,978,975 · App. 14/387,824 · Granted May 22, 2018

Organic electroluminescence device

Inventors: Emiko Kambe (Tokyo, JP); Masato Nakamura (Tokyo, JP); Masakazu Funahashi (Sodegaura, JP); Hiroshi Yamamoto (Sodegaura, JP); Sayaka Mizutani (Sodegaura, JP)
Assignee: JOLED INC
H01L51/504C07C255/34C07C255/35C07C255/37C07C255/41C07C255/50C07C255/61C07C261/04C07D471/04C07D487/14H01L51/0072H01L51/5068H01L51/5076H01L51/5092H01L51/5234C07C2103/40C07C2103/52C07C2103/54C09K11/06C09K2211/1011H01L51/0051H01L51/0052
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Quick Facts
Patent No.
US 9,978,975
App. No.
14/387,824
Granted
May 22, 2018
Kind
B2
Abstract

An organic electroluminescence device including: an anode; one or more organic thin film layers including an emitting layer; a donor-containing layer; an acceptor-containing layer; and a light-transmissive cathode in this order, wherein the donor-containing layer comprises a compound represented by the following formula (I) or (II):

Claims (36)

1. An organic electroluminescence device comprising:

an anode;

one or more organic thin film layers including an emitting layer;

a donor-containing layer;

an acceptor-containing layer that transfers electrons into the donor-containing layer; and

a light-transmissive cathode in this order,

wherein the donor-containing layer comprises a compound represented by the following formulas (I) or (II):

wherein in the formulas,

R 1a to R 7a and R 1b to R 7b are independently a hydrogen atom, a substituted or unsubstituted aryl group including 6 to 60 ring carbon atoms, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted quinolyl group, a substituted or unsubstituted alkyl group including 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group including 3 to 50 ring carbon atoms, a substituted or unsubstituted aralkyl group including 7 to 50 ring carbon atoms, a substituted or unsubstituted alkoxy group including 1 to 50 carbon atoms, a substituted or unsubstituted aryloxy group including 6 to 50 ring carbon atoms, a substituted or unsubstituted arylthio group including 6 to 50 ring carbon atoms, a substituted or unsubstituted alkoxycarbonyl group including 2 to 50 carbon atoms, an amino group that is substituted with a substituted or unsubstituted aryl group including 6 to 50 ring carbon atoms, a halogen atom, a cyano group, a nitro group, a hydroxyl group or a carboxyl group, and adjacent groups of R 1a to R 7a or adjacent groups of R 1b to R 7b may be bonded each other to form a ring;

L 1a and L 1b are independently a single bond or a linkage group;

Ar 1a and Ar 1b are independently a substituted or unsubstituted aromatic group including 6 to 60 carbon atoms; and

n is an integer of 1 to 4, and when n is 2 or more, the groups having a phenanthroline skeleton in parentheses may be the same or different from each other.

2. The organic electroluminescence device according to claim 1 , wherein the compound represented by the formula (I) or (II) is a compound represented by the following formula (I-a), (I-b), (II-a) or (II-b):

wherein in the formulas (I-a), (I-b), (II-a) or (II-b),

R 1a to R 7a and R 1b to R 7b are the same as those in the formulas (I) and (II);

R 11a to R 20a and R 11b to R 20b are independently a hydrogen atom, a substituted or unsubstituted aryl group including 6 to 60 ring carbon atoms, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted quinolyl group, a substituted or unsubstituted alkyl group including 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group including 3 to 50 ring carbon atoms, a substituted or unsubstituted aralkyl group including 7 to 50 ring carbon atoms, a substituted or unsubstituted alkoxy group including 1 to 50 carbon atoms, a substituted or unsubstituted aryloxy group including 6 to 50 ring carbon atoms, a substituted or unsubstituted arylthio group including 5 to 50 ring carbon atoms, a substituted or unsubstituted alkoxycarbonyl group including 2 to 50 carbon atoms, an amino group that is substituted with a substituted or unsubstituted aryl group including 6 to 50 ring carbon atoms, a halogen atom, a cyano group, a nitro group, a hydroxyl group or a carboxyl group, and adjacent groups of R 1a to R 20a or adjacent groups of R 11b to R 20b may be bonded each other to form a ring; and

L 1a and L 1b are independently a single bond or a linkage group.

3. The organic electroluminescence device according to claim 1 , wherein the donor-containing layer comprises at least one of an electron-donating metal, an electron-donating metal compound and an electron-donating metal complex.

4. The organic electroluminescence device according to claim 3 , wherein the donor-containing layer comprises at least one of an alkali metal, an alkali earth metal, a simple substance of a rare earth metal, a compound of a rare earth metal and a complex of a rare earth metal.

5. The organic electroluminescence device according to claim 1 , wherein the acceptor-containing layer comprises a compound represented by the following formula (III):

wherein in the formula (III), R 1c to R 6c are independently a hydrogen atom, a substituted or unsubstituted aryl group including 6 to 60 ring carbon atoms, a substituted or unsubstituted pyridyl group, a substituted or unsubstituted quinolyl group, a substituted or unsubstituted alkyl group including 1 to 50 carbon atoms, a substituted or unsubstituted cycloalkyl group including 3 to 50 ring carbon atoms, a substituted or unsubstituted aralkyl group including 7 to 50 ring carbon atoms, a substituted or unsubstituted alkoxy group including 1 to 50 carbon atoms, a substituted or unsubstituted aryloxy group including 6 to 50 ring carbon atoms, a substituted or unsubstituted arylthio group including 6 to 50 ring carbon atoms, a substituted or unsubstituted alkoxycarbonyl group including 2 to 50 carbon atoms, an amino group that is substituted with a substituted or unsubstituted aryl group including 6 to 50 ring carbon atoms, a halogen atom, a cyano group, a nitro group, a hydroxyl group or a carboxyl group.

6. The organic electroluminescence device according to claim 1 , wherein the acceptor-containing layer comprises a compound represented by the following formula (IV):

wherein in the formula (IV), AO is an aromatic ring including 6 to 24 ring carbon atoms, or a heterocyclic ring including 5 to 24 ring atoms, and

Rg 1 and Rg 2 may be the same or different from each other and are represented by the following formula (i) or (ii):

wherein X 1 and X 2 may be the same or different from each other and are represented by any of divalent groups represented by the following (a) to (g):

wherein R 21 to R 24 may be the same or different from each other, and are a hydrogen atom, a substituted or unsubstituted fluoroalkyl group, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group or a substituted or unsubstituted heterocyclic group, and R 22 and R 23 may be bonded each other to form a ring;

R 1 to R 4 may be the same or different from each other, and a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted cycloalkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a halogen atom, a substituted or unsubstituted fluoroalkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted fluoroalkoxy group, a substituted or unsubstituted aryloxy group, a substituted or unsubstituted aralkyloxy group, a substituted or unsubstituted amino group, a substituted or unsubstituted silyl group, or a cyano group, and R 1 and R 2 may be bonded each other to form a ring and R 3 and R 4 may be bonded each other to form a ring; and

Y 1 to Y 4 may be the same or different from each other, and are independently N, CH, or C(R 5 ), and R 5 is the same as R 1 to R 4 .

7. The organic electroluminescence device according to claim 1 , wherein the one or more organic thin film layers including the emitting layer constitute two or more emitting units that are stacked with a charge-generating layer being disposed therebetween.

8. The organic electroluminescence device according to claim 7 , wherein at least one of materials constituting the emitting units is different from a material constituting the emitting layer(s) of the other emitting unit(s).

9. The organic electroluminescence device according to claim 1 , wherein the organic electroluminescence device emits white light.

10. The organic electroluminescence device according to claim 1 , wherein L 1a and L 1b each exclude an arylene group, a pyridinylene group, a quinolinylene group, and a fluorenylene group.

11. The organic electroluminescence device according to claim 1 , wherein at least one of L 1a and L 1b is a benzene ring group.

12. The organic electroluminescence device according to claim 1 , wherein at least one of L 1a and L 1b is a naphtalene ring group.

13. The organic electroluminescence device according to claim 1 , wherein at least one of L 1a and L 1b is a methylene ring group.

14. The organic electroluminescence device according to claim 1 , wherein at least one of L 1a and L 1b is a pyridine ring group.

Assignments (6)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 18, 2025
From: JDI DESIGN AND DEVELOPMENT G.K.
To: MAGNOLIA BLUE CORPORATION
Reel/Frame 072039/0656 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 31, 2024
From: JOLED, INC.
To: JDI DESIGN AND DEVELOPMENT G.K.
Reel/Frame 066382/0619 →
CORRECTION BY AFFIDAVIT FILED AGAINST REEL/FRAME 063396/0671 Recorded Jun 12, 2023
From: JOLED, INC.
To: JOLED, INC.
Reel/Frame 064067/0723 →
SECURITY INTEREST Recorded Apr 20, 2023
From: JOLED, INC.
To: INCJ, LTD.
Reel/Frame 063396/0671 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 10, 2017
From: SONY CORPORATION
To: JOLED INC
Reel/Frame 042951/0019 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 16, 2014
From: KAMBE, EMIKO; NAKAMURA, MASATO; FUNAHASHI, MASAKAZU; YAMAMOTO, HIROSHI; MIZUTANI, SAYAKA
To: SONY CORPORATION
Reel/Frame 033962/0001 →
Priority Claims (1)
JP 2012-076217 · Mar 29, 2012 · national
Continuity (1)
Related Publication 20150069351A1 · Mar 12, 2015