IP Library Granted Patent US 8,048,538
Granted Patent B2
US 8,048,538 · App. 11/911,665 · Granted Nov 1, 2011

Organic electroluminescent device

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Quick Facts
Patent No.
US 8,048,538
App. No.
11/911,665
Granted
Nov 1, 2011
Kind
B2
Abstract

A organic electroluminescent device comprising: a pair of electrodes; and at least one organic layer between the pair of electrodes, wherein the at least one organic layer contains a specific compound in which a transition metal and a carbene carbon are bonded to each other.

Claims (56)

1. An organic electroluminescent device comprising:

a pair of electrodes consisting of a positive electrode and a negative electrode; and

at least two organic layers between the pair of electrodes,

wherein the organic layers comprises a hole transporting layer and a light emitting layer,

wherein the hole transporting layer contains a compound represented by Formula (1):

wherein M represents Ir;

R 11 and R 12 each independently represents a hydrogen atom or a substituent group, and R 11 and R 12 may be independently bonded to M or R 11 and R 12 may be bonded to each other to form a cyclic structure;

L 11 represents a ligand, and L 11 may be bonded to at least one of R 11 and R 12 ;

X 11 represents a counter ion;

n 11 represents an integer of 0 to 5;

n 12 represents an integer of 1 to 6;

n 13 represents an integer of 0 to 3; and

C represents a carbene carbon, which is bonded to R 11 and R 12 to coordinate with M, wherein the light emitting layer contains a compound represented by Formula (P-2):

wherein Pt represents a platinum ion;

Y 21 represents a connection group, a single bond, or a double bond;

Y 22 and Y 23 each independently represent a single bond or a connection bond;

Q 21 and Q 22 each independently represent an atom group constituting a nitrogen-containing heterocycle, and the bond between a ring formed by Q 21 and Y 21 and the bond between a ring formed by Q 22 and Y 21 each independently represent a single bond or a double bond;

X E21 and R E22 each independently represent an oxygen atom, a sulfur atom, or a substituted or non-substituted nitrogen atom;

R E21 , R E22 , R E23 , and R E24 each independently represent a hydrogen atom or a substituent group, and R E21 , R E22 , R E23 , and R E24 may form a ring by means of bonding, respectively;

L 25 represents a ligand coordinating with the platinum ion; and

n E21 represents an integer of 0 to 4,

and

wherein the compound represented by Formula (P-2) has a maximum luminescence wavelength of from 390 to 495 nm.

2. The organic electroluminescent device according to claim 1 ,

wherein the compound represented by Formula (1) is a compound represented by Formula (2):

wherein M represents Ir;

R 21 , R 22 , R 23 and R 24 each independently represents a hydrogen atom or a substituent group, and R 21 , R 22 , R 23 and R 24 may be independently bonded to M or R 21 , R 22 , R 23 and R 24 may be bonded to each other to form a cyclic structure;

L 21 represents a ligand, and L 21 may be bonded to at least one of R 21 , R 22 , R 23 and R 24 ;

X 21 represents a counter ion;

n 21 represents an integer of 0 to 5;

n 22 represents an integer of 1 to 6;

n 23 represents an integer of 0 to 3; and

C represents a carbene carbon, which is bonded to two nitrogen atoms to coordinate with M.

3. The organic electroluminescent device according to claim 2 ,

wherein the compound represented by Formula (2) is a compound represented by Formula (3):

wherein M represents Ir;

R 31 , R 32 and R 33 each independently represents a hydrogen atom or a substituent group, and R 31 , R 32 and R 33 may be bonded to each other to form a cyclic structure or R 31 , R 32 and R 33 may coordinate with M through an atom of R 31 , R 32 and R 33 respectively;

R 34 represents a substituent group, provided that when R 34 is plural, a plurality of R 34 may equal to or different from each other, and a plurality of R 34 may be bonded to each other to form a cyclic structure or R 34 may coordinate with M through an atom of R 34 ;

L 31 represents a ligand;

X 31 represents a counter ion;

n 31 represents an integer of 0 to 4;

n 32 represents an integer of 1 to 3;

n 33 represents an integer of 0 to 2;

m 31 represents an integer of 0 to 4; and

C represents a carbene carbon, which is bonded to two nitrogen atoms to coordinate with M by means of two electrons of the carbene carbon.

4. The organic electroluminescent device according to claim 3 ,

wherein the compound represented by Formula (3) is a compound represented by Formula (4):

wherein R 41 , R 42 and R 43 each independently represents a hydrogen atom or a substituent group, and R 41 , R 42 and R 43 may be bonded to each other to form a cyclic structure or R 41 , R 42 and R 43 may coordinate with M through an atom of R 41 , R 42 and R 43 respectively;

R 44 , R 45 and R 46 each independently represents a substituent group, provided that when R 44 , R 45 and R 46 are plural respectively, a plurality of R 44 , a plurality of R 45 and a plurality of R 46 may be bonded to each other to form a cyclic structure respectively or R 44 , R 45 and R 46 may coordinate with M through an atom of R 44 , R 45 and R 46 respectively;

n 41 represents an integer of 0 to 2;

n 42 represents an integer of 1 to 3; and

m 41 , m 42 and m 43 each independently represents an integer of 0 to 4.

5. The organic electroluminescent device according to claim 1 ,

wherein a ligand containing the carbene carbon is a tridentate to hexadentate ligand.

6. The organic electroluminescent device according to claim 1 ,

wherein at least one layer between the light emitting layer and the negative electrode contains a compound represented by Formula (1).

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