Triarylamine compounds for use in organic light-emitting diodes

• US 8,937,300 B2
• Filed: 10/19/2010
• Issued: 01/20/2015
• Est. Priority Date: 10/19/2009
• Status: Active Grant

• Current Assignee: LG Chem Limited (LG Corporation)
• Original Assignee: E. I. du Pont de Nemours and Company (Corteva, Inc.)
• Inventors: Wang, Ying, Wu, Weishi, Dobbs, Kerwin D.
• Primary Examiner(s): HENRY, CALEB E
• Application Number:
  US12/907,067
• Publication Number:
  US 20110253986A1
• Time in Patent Office: 1,554 Days
• Field of Search: 257/40, 257/E51.024, 564/307, 564/315, 252/301.16
• US Class Current: 257/40
• CPC Class Codes: C07C 211/54 having amino groups bound to two or three six-membered aromatic rings
• CPC Class Codes: C09K 11/06 containing organic luminescent materials
• CPC Class Codes: C09K 2211/1007 Non-condensed systems
• CPC Class Codes: C09K 2211/1014 bridged by heteroatoms, e.g. N, P, Si or B
• CPC Class Codes: H05B 33/20 characterised by the chemical or physical composition or the arrangement of the material in which the electroluminescent material is embedded
• CPC Class Codes: H10K 85/631 Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine

Abstract

This invention relates to triarylamine compounds that are useful in electronic applications. It also relates to electronic devices in which the active layer includes such a compound.

Claims

1. A compound selected from the group consisting of

2. The compound of claim 1, which is at least 10% deuterated.

3. The compound of claim 1, which is at least 50% deuterated.

4. The compound of claim 1, which is 100% deuterated.

5. The compound of claim 1, wherein the alkyl group has 1-3 carbon atoms.

6. The compound of claim 1, wherein the aryl group is selected from the group consisting of phenyl, biphenyl, naphthyl, deuterated derivatives thereof, and a group having Formula IV:

7. An electroactive composition comprising:

(a) a triarylamine compound host selected from the group consisting of

8. The electroactive composition of claim 7, which further comprises:

(c) a second host material.

9. The electroactive composition of claim 8, wherein the second host material is selected from the group consisting of chrysenes, phenanthrenes, triphenylenes, phenanthrolines, naphthalenes, anthracenes, quinolines, isoquinolines, quinoxalines, phenylpyridines, benzodifurans, indolocarbazoles, and metal quinolinate complexes.

10. An organic electronic device comprising a first electrical contact layer, a second electrical contact layer, and at least one active layer therebetween, wherein the active layer comprises a compound selected from the group consisting of:

11. The device of claim 10, further comprising a hole injection layer between the first electrical contact layer and the active layer, wherein the hole injection layer comprises at least one electrically conductive polymer and at least one fluorinated acid polymer.

12. The device of claim 10, wherein the active layer is a hole transport layer.

13. The device of claim 10, wherein the active layer is a light-emitting layer and further comprises an organometallic dopant capable of electroluminescence having an emission maximum between 380 and 750 nm.

14. The device of claim 10, wherein the compound is selected from the group consisting of: