Ion-pairing soft salts based on organometallic complexes and their applications in organic light emitting diodes

• US 8,545,996 B2
• Filed: 11/01/2010
• Issued: 10/01/2013
• Est. Priority Date: 11/02/2009
• Status: Active Grant

• Current Assignee: University of Southern California
• Original Assignee: University of Southern California
• Inventors: Thompson, Mark E., Wu, Chao, Chen, Hsiao-Fan
• Primary Examiner(s): Wilson, Michael H
• Application Number:
  US12/916,913
• Publication Number:
  US 20110101856A1
• Time in Patent Office: 1,065 Days
• Field of Search: None
• US Class Current: 428/690
• CPC Class Codes: C07F 15/0033 Iridium compounds
• CPC Class Codes: C09K 11/06 containing organic luminescent materials
• CPC Class Codes: C09K 2211/1029 containing one nitrogen atom as the heteroatom
• CPC Class Codes: C09K 2211/185 of the platinum group, i.e. Os, Ir, Pt, Ru, Rh or Pd
• CPC Class Codes: H05B 33/14 characterised by the chemical or physical composition or the arrangement of the electroluminescent material , or by the simultaneous addition of the electroluminescent material in or onto the light source
• CPC Class Codes: H10K 50/11 characterised by the electroluminescent [EL] layers
• CPC Class Codes: H10K 85/1135 Polyethylene dioxythiophene [PEDOT]; Derivatives thereof
• CPC Class Codes: H10K 85/322 comprising boron
• CPC Class Codes: H10K 85/342 comprising iridium
• CPC Class Codes: H10K 85/631 Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine
• CPC Class Codes: H10K 85/633 comprising polycyclic condensed aromatic hydrocarbons as substituents on the nitrogen atom

Abstract

Organometallic soft salt compounds are provided. In particular, the compounds comprise mononuclear Ir-based soft salts. The compounds may be used in organic light emitting diodes (OLED) and light emitting cells (LEC).

Claims

1. A compound comprising the formula:

2. The compound of claim 1, wherein the compound is selected from the group consisting of:

3. An organic light emitting device comprising:

an anode;

a cathode; and

an organic layer, disposed between the anode and the cathode, further comprising a compound comprising the formula;

4. The device of claim 3, wherein the compound is selected from the group consisting of:

5. The device of claim 3, wherein one of the organometallic anion and the organometallic cation has both a lower oxidation potential and a less negative reduction potential than the other.

6. A method, comprising:

reducing an organometallic cation having the formula;

C_i^ai+ be neutral,

oxidizing an organometallic anion having the formula;

C_j^bj+ to be neutral, and

reacting the two neutral species to form an organometallic complex comprising the formula;

7. The method of claim 6, wherein the neutral metallated complexes are thermally vacuum deposited in combination onto a substrate wherein the reaction is completed to obtain the organometallic complex.

8. The method of claim 6, further comprising:

providing a first electrode;

depositing the organometallic cation and the organometallic anion over the first electrode; and

depositing a second electrode.

9. The method of claim 8, wherein the first electrode is an anode and the second electrode is a cathode.