IP Library Granted Patent US 8,084,147
Granted Patent B2
US 8,084,147 · App. 12/296,074 · Granted Dec 27, 2011

Organic light-emitting device

Assignee: Canon Kabushiki Kaisha
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 8,084,147
App. No.
12/296,074
Granted
Dec 27, 2011
Kind
B2
Abstract

There is provided a green-light-emitting device which has a high emission efficiency and a long continuous operational life, and which includes a pair of electrodes including an anode and a cathode; and a layer including an organic compound disposed between the pair of electrodes, wherein the layer includes a first compound represented by the general formula (I): wherein 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, independently of one another, a hydrogen atom, an alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted amino group, or a halogen atom; and a second compound with a pyrene skeleton or a fluorene skeleton having an energy gap larger than an energy gap of the first compound.

Claims (17)

1. An organic light-emitting device comprising:

a pair of electrodes including an anode and a cathode; and

a layer comprising an organic compound disposed between the pair of electrodes,

wherein the layer comprises a first compound represented by the general formula (I):

wherein 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, independently of one another, a hydrogen atom, an alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted amino group, or a halogen atom; and

a second compound with a pyrene skeleton or a fluorene skeleton having an energy gap larger than an energy gap of the first compound, and

wherein each of the combinations of R 1 and R 9 , R 2 and R 10 , R 3 and R 11 , R 4 and R 12 , R 5 and R 13 , R 6 and R 14 , R 7 and R 15 , and R 8 and R 16 is a combination of the same substituents.

2. The organic light-emitting device according to claim 1 , wherein the second compound has a pyrene skeleton and a fluorene skeleton.

3. The organic light-emitting device according to claim 1 , wherein the second compound is represented by the general formula (II):

wherein R 21 , R 22 , R 23 , and R 24 each represent, independently of one another, a hydrogen atom, an alkyl group, a substituted or unsubstituted aralkyl group, or a substituted or unsubstituted aryl group; a and b each independently represent an integer of 1 to 4, and when there are a plurality of any of R 23 and R 24 , they may be the same or different from each other; and m represents an integer of 1 to 5, and when m is 2 or more, the plurality of fluorenediyl groups may be the same or different from each other.

4. The organic light-emitting device according to claim 1 , wherein the second compound is represented by the general formula (III):

wherein R 21 , R 22 , R 23 , and R 25 each represent, independently of one another, a hydrogen atom, an alkyl group, a substituted or unsubstituted aralkyl group, or a substituted or unsubstituted aryl group; a represents an integer of 1 to 4, and when R 23 is present in plurality, R 23 's may be the same or different from each other; c represents an integer of 1 to 9, and when R 25 is present in plurality, R 25 's may be the same or different from each other; and m represents an integer of 1 to 5, and when m is 2 or more, the plurality of fluorenediyl groups may be the same or different from each other.

5. The organic light-emitting device according to claim 1 , wherein the second compound is represented by the general formula (IV):

wherein R 21 , R 22 , R 23 , R 26 , and R 27 each represent, independently of one another, a hydrogen atom, an alkyl group, a substituted or unsubstituted aralkyl group, or a substituted or unsubstituted aryl group; a represents an integer of 1 to 4, and when R 23 is present in plurality, R 23 's may be the same or different from each other; d represents an integer of 1 to 4, and when R 26 is present in plurality, R 26 's may be the same or different from each other; e represents an integer of 1 to 9, and when R 27 is present in plurality, R 27 's may be the same or different from each other; m represents an integer of 1 to 5, and when m is 2 or more, the plurality of fluorenediyl groups may be the same or different from each other; and n represents an integer of 1 to 5, and when n is 2 or more, the plurality of phenylene groups may be the same or different from each other.

6. The organic light-emitting device according to claim 1 , wherein the second compound is represented by the general formula (V):

wherein R 28 and R 29 each represent, independently of one another, a hydrogen atom, an alkyl group, a substituted or unsubstituted aralkyl group, or a substituted or unsubstituted aryl group; f represents an integer of 1 to 7, and when R 28 is present in plurality, R 28 's may be the same or different from each other; g represents an integer of 1 to 9, and when R 29 is present in plurality, R 29 's may be the same or different from each other; and p represents an integer of 1 to 5, and when p is 2 or more, the plurality of naphthalenediyl groups may be the same or different from each other.

7. The organic light-emitting device according to claim 1 , wherein the first compound and the second compound consist of only carbon and hydrogen.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 6, 2008
From: IGAWA, SATOSHI; HASHIMOTO, MASASHI; OKADA, SHINJIRO; TAKIGUCHI, TAKAO; OKINAKA, KEIJI
To: CANON KABUSHIKI KAISHA
Reel/Frame 021792/0483 →
Priority Claims (2)
JP 2007-060609 · Mar 9, 2007 · national
JP 2008-023232 · Feb 1, 2008 · national
Continuity (1)
Related Publication 20090278446A1 · Nov 12, 2009