IP Library Granted Patent US 7,285,341
Granted Patent B2
US 7,285,341 · App. 11/122,962 · Granted Oct 23, 2007

Complex fluorene-containing compounds for use in OLED devices

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Quick Facts
Patent No.
US 7,285,341
App. No.
11/122,962
Granted
Oct 23, 2007
Kind
B2
Abstract

An organic compound comprising a complex fluorene structure represented by the following Formula: wherein: X 1 , X 2 , X 3 , and X 4 include carbon atoms and at least one nitrogen atom; R 1 , R 2 , R 3 , and R 4 are substituents each being individually hydrogen, or amino, or alkyl, or alkenyl, or alkynyl, or alkoxy of from 1 to 40 carbon atoms; aryl or substituted aryl of from 6 to 60 carbon atoms; or heteroaryl or substituted heteroaryl of from 4 to 60 carbons; or F, Cl, or Br; or a cyano group; or a nitro group; or R 3 , or R 4 or both are groups that form fused aromatic or heteroaromatic rings; or R 1 and R 2 together form a cyclic ring having 3 to 20 carbon, nitrogen, sulfur or oxygen atoms; or R 1 and R 2 together form a double bond moiety.

Claims (21)

1. An electroluminescent device, comprising:

a) a spaced-apart anode and cathode; and

b) an emissive layer disposed between the spaced-apart anode and cathode and including an organic compound having a complex fluorene structure represented the following Formula (I):

wherein:

X 1 , X 2 , X 3 , and X 4 include carbon atoms and at least one nitrogen atom; R 3 , and R 4 are substituents each being individually hydrogen, or amino, or alkyl, or alkenyl, or alkynyl, or alkoxy of from 1 to 40 carbon atoms; aryl or substituted aryl of from 6 to 60 carbon atoms; or heteroaryl or substituted heteroaryl of from 4 to 60 carbons; or F, Cl, or Br; or a cyano group; or a nitro group; or R 3 , or R 4 or both are groups that form fused aromatic or heteroaromatic rings; and R 1 and R 2 together form a cyclic ring having 3 to 20 carbon, nitrogen, sulfur or oxygen atoms; or R 1 and R 2 together form a double bond moiety.

2. An electroluminescent device, comprising:

a) a spaced-apart anode and cathode; and

b) an emissive layer disposed between the spaced-apart anode and cathode and including an organic compound having a complex fluorene structure represented by the following Formula (I):

wherein:

X 1 , X 2 , X 3 , and X 4 include carbon or nitrogen atoms; R 3 , and R 4 are substituents each being individually hydrogen, or amino, or alkyl, or alkenyl, or alkynyl, or alkoxy of from 1 to 40 carbon atoms; aryl or substituted aryl of from 6 to 60 carbon atoms; or heteroaryl or substituted heteroaryl of from 4 to 60 carbons; or F, Cl, or Br; or a cyano group; or a nitro group; or R 3 , or R 4 or both are groups that form fused aromatic or heteroaromatic rings; and R 1 and R 2 together form a cyclic ring having 3 to 20 carbon, nitrogen, sulfur or oxygen atoms; or R 1 and R 2 together form a double bond moiety wherein the organic compound having the complex fluorene structure is a molecule represented by Formula (II):

(Y 1 )y 1 —complex fluorene (I)—(Y 2 )y 2   (II)

wherein:

Y 1 and Y 2 each individually represent a substituted or unsubstituted alkyl, alkenyl, alkynyl, aryl, or heteroaryl or other conjugated groups, and y 1 and y 2 are integers from 1 to 6, and wherein Y 1 and Y 2 are the same or different.

3. An electroluminescent device, comprising:

a) a spaced-apart anode and cathode; and

b) an emissive layer disposed between the spaced-apart anode and cathode and including an organic compound having a complex fluorene structure represented by the following Formula (I):

wherein:

X 1 , X 2 , X 3 , and X 4 include carbon or nitrogen atoms; R 3 , and R 4 are substituents each being individually hydrogen, or amino, or alkyl, or alkenyl, or alkynyl, or alkoxy of from 1 to 40 carbon atoms; aryl or substituted aryl of from 6 to 60 carbon atoms; or heteroaryl or substituted heteroaryl of from 4 to 60 carbons; or F, Cl, or Br; or a cyano group; or a nitro group: or R 3 , or R 4 or both are groups that form fused aromatic or heteroaromatic rings; and R 1 and R 2 together form a cyclic ring having 3 to 20 carbon, nitrogen, sulfur or oxygen atoms; or R 1 and R 2 together form a double bond moiety wherein the organic compound having the complex fluorene structure is part of a polymer structure.

4. The polymer of claim 3 is represented by repeating units of Formula (III) or Formula (IV)

wherein:

X 5 and X 6 are linking groups, Y 1 and Y 2 are each individually represented as a substituted or unsubstituted alkyl, alkenyl, alkynyl, aryl, or heteroaryl or other conjugated groups, and y 1 and y 2 are integers from 0 to 6, and x is an integer from 0 to 6.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 26, 2010
From: EASTMAN KODAK COMPANY
To: GLOBAL OLED TECHNOLOGY LLC
Reel/Frame 023998/0368 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 5, 2005
From: ZHENG, SHIYING; VAETH, KATHLEEN M.
To: EASTMAN KODAK COMPANY
Reel/Frame 016542/0495 →