IP Library Granted Patent US 7,468,212
Granted Patent B2
US 7,468,212 · App. 10/990,463 · Granted Dec 23, 2008

Organic electroluminescent device

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Quick Facts
Patent No.
US 7,468,212
App. No.
10/990,463
Granted
Dec 23, 2008
Kind
B2
Abstract

An organic electroluminescent device, which has, between a pair of electrodes, at least one organic layer including a light-emitting layer, in which the organic layer contains a specific tetraphenylene compound, and in which the light-emitting layer contains a phosphorescent material; and a specific tetraphenylene compound that can be used in the device.

Claims (20)

1. An organic electroluminescent device, having, between a pair of electrodes, at least one organic layer including a light-emitting layer, wherein the organic layer contains at least one compound represented by formula (1), and wherein the light-emitting layer contains a phosphorescent material:

wherein, in formula (1), R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , R 12 , R 13 , R 14 , R 15 , and R 16 each represent a hydrogen atom or a substituent, and at least one of R 1 to R 16 represents a heteroaryl group.

2. The organic electroluminescent device of claim 1 , wherein the compound represented by formula (1) is contained in the light-emitting layer.

3. The organic electroluminescent device of claim 1 , wherein the light-emitting layer contains an electron-injecting/transporting compound.

4. The organic electroluminescent device of claim 3 , wherein the electron-injecting/transporting compound is a metal complex.

5. The organic electroluminescent device of claim 3 , wherein the electron-injecting/transporting compound is a heterocyclic compound containing at least two nitrogen atoms.

6. The organic electroluminescent device of claim 1 , wherein said substituent is selected from the group consisting of C 1-30 alkyl, C 2-30 alkenyl, C 2-30 alkynyl, C 6-30 aryl, an amino group having 0 to 30 carbon atoms, an alkoxy group having 1 to 30 carbon atoms, an aryloxy group having 6 to 30 carbon atoms, a heteroaryl oxy group having 1 to 30 carbon atoms, an acyl group having 1 to 30 carbon atoms, an alkoxycarbonyl group having 2 to 30 carbon atoms, an aryloxycarbonyl group having 7 to 30 carbon atoms, an acyloxy group having 2 to 30 carbon atoms, an acylamino group having 2 to 30 carbon atoms, an alkoxycarbonylamino group having 2 to 30 carbon atoms, group having 0 to 30 carbon atoms, a carbamoyl group having 1 to 30 carbon atoms, an alkylthio group having 1 to 30 carbon atoms, an arylthio group having 6 to 30 carbon atoms, a heteroaryl thio group having 1 to 30 carbon atoms, a sulfonyl group having 1 to 30 carbon atoms, a sulfinyl group having 1 to 30 carbon atoms, a ureido group having 1 to 30 carbon atoms, a phosphoric acid amido group having 1 to 30 carbon atoms, a hydroxyl group, a mercapto group, a halogen atom, a cyano group, a sulfo group, a carboxyl group, a nitro group, a hydroxamic acid group, a sulfino group, a hydrazino group, an imino group, a heterocyclic group having 1 to 30 carbon atoms with a hetero atom, and a silyl group having 3 to 40 carbon atoms.

7. An organic electroluminescent device, having, between a pair of electrodes, at least one organic layer including a light-emitting layer containing a phosphorescent material, wherein the organic layer contains at least one compound represented by formula (2):

L-(T) n   Formula (2)

wherein, in formula (2), L represents a divalent or higher valent aromatic hetero ring; T represents a group obtained by removing an atom from any one of R 1 to R 16 in a structure represented by formula (1), or a group obtained by removing any one of R 1 to R 16 from a compound represented by formula (1); T's may be the same or different from each other; and n represents an integer of 2 or more;

wherein, in formula (1), R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , R 12 , R 13 , R 14 , R 15 , and R 16 each represent a hydrogen atom or a substituent.

8. The organic electroluminescent device of claim 7 , wherein the compound represented by formula (2) is contained in the light-emitting layer.

9. The organic electroluminescent device of claim 7 , wherein the light-emitting layer contains an electron-injecting/transporting compound.

10. The organic electroluminescent device of claim 9 , wherein the electron-injecting/transporting compound is a metal complex.

11. The organic electroluminescent device of claim 9 , wherein the electron-injecting/transporting compound is a heterocyclic compound containing at least two nitrogen atoms.

12. The organic electroluminescent device of claim 7 , wherein said substituent is selected from the group consisting of C 1-30 alkyl, C 2-30 alkenyl, C 2-30 alkynyl, C 6-30 aryl, an amino group having 0 to 30 carbon atoms, an alkoxy group having 1 to 30 carbon atoms, an aryloxy group having 6 to 30 carbon atoms, a heteroaryl oxy group having 1 to 30 carbon atoms, an acyl group having 1 to 30 carbon atoms, an alkoxycarbonyl group having 2 to 30 carbon atoms, an aryloxycarbonyl group having 7 to 30 carbon atoms, an acyloxy group having 2 to 30 carbon atoms, an acylamino group having 2 to 30 carbon atoms, an alkoxycarbonylamino group having 2 to 30 carbon atoms, an aryloxycarbonylamino group having 7 to 30 carbon atoms, a sulfonylamino group having 1 to 30 carbon atoms, a sulfamoyl carbon atoms, an alkoxycarbonylamino group having 2 to 30 carbon atoms, an aryloxycarbonylamino group having 7 to 30 carbon atoms, a sulfonylamino group having 1 to 30 carbon atoms, a sulfamoyl group having 0 to 30 carbon atoms, a carbamoyl group having 1 to 30 carbon atoms, an alkylthio group having 1 to 30 carbon atoms, an arylthio group having 6 to 30 carbon atoms, a heteroaryl thio group having 1 to 30 carbon atoms, a sulfonyl group having 1 to 30 carbon atoms, a sulfinyl group having 1 to 30 carbon atoms, a ureido group having 1 to 30 carbon atoms, a phosphoric acid amido group having 1 to 30 carbon atoms, a hydroxyl group, a mercapto group, a halogen atom, a cyano group, a sulfo group, a carboxyl group, a nitro group, a hydroxamic acid group, a sulfino group, a hydrazino group, an imino group, a heterocyclic group having 1 to 30 carbon atoms with a hetero atom, and a silyl group having 3 to 40 carbon atoms.

13. The organic electroluminescent device of claim 7 , wherein said divalent or higher valent aromatic hetero ring is selected from the group consisting of a triazole ring, a pyridine ring, and a pyrimidine ring.

14. An organic electroluminescent device, having, between a pair of electrodes, at least one organic layer including a light-emitting layer, wherein the organic layer contains at least one compound represented by formula (1), and wherein the light-emitting layer contains a phosphorescent material:

wherein, in formula (1), R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , R 10 , R 11 , R 12 , R 13 , R 14 , R 15 , and R 16 each represent a hydrogen atom or a substituent, and at least one of R 1 to R 16 represents a carbazolyl group.

15. The organic electroluminescent device of claim 14 , wherein said substituent is selected from the group consisting of C 1-30 alkyl, C 2-30 alkenyl, C 2-30 alkynyl, C 6-30 aryl, an amino group having 0 to 30 carbon atoms, an alkoxy group having 1 to 30 carbon atoms, an aryloxy group having 6 to 30 carbon atoms, a heteroaryl oxy group having 1 to 30 carbon atoms, an acyl group having 1 to 30 carbon atoms, an alkoxycarbonyl group having 2 to 30 carbon atoms, an aryloxycarbonyl group having 7 to 30 carbon atoms, an acyloxy group having 2 to 30 carbon atoms, an acylamino group having 2 to 30 an aryloxycarbonylamino group having 7 to 30 carbon atoms, a sulfonylamino group having 1 to 30 carbon atoms, a sulfamoyl group having 0 to 30 carbon atoms, a carbamoyl group having 1 to 30 carbon atoms, an alkylthio group having 1 to 30 carbon atoms, an arylthio group having 6 to 30 carbon atoms, a heteroaryl thio group having 1 to 30 carbon atoms, a sulfonyl group having 1 to 30 carbon atoms, a sulfinyl group having 1 to 30 carbon atoms, a ureido group having 1 to 30 carbon atoms, a phosphoric acid amido group having 1 to 30 carbon atoms, a hydroxyl group, a mercapto group, a halogen atom, a cyano group, a sulfo group, a carboxyl group, a nitro group, a hydroxamic acid group, a sulfino group, a hydrazino group, an imino group, a heterocyclic group having 1 to 30 carbon atoms with a hetero atom, and a silyl group having 3 to 40 carbon atoms.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 1, 2012
From: FUJIFILM CORPORATION
To: UDC IRELAND LIMITED
Reel/Frame 028889/0636 →