TRIARYLAMINE COMPOUNDS FOR ELECTRONIC APPLICATIONS

• US 20110253985A1
• Filed: 10/19/2010
• Published: 10/20/2011
• 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: Wu, Weishi, Wang, Ying, Dobbs, Kerwin D.
• Granted Patent: US 8,648,333 B2
• Time in Patent Office: Days
• 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 2211/1014 bridged by heteroatoms, e.g. N, P, Si or B
• 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 50/14 Carrier transporting layers
• CPC Class Codes: H10K 50/17 Carrier injection layers

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

12. An electroactive composition comprising:

(a) a triarylamine compound host having Formula I;

13. The electroactive composition of claim 12, which further comprises:

(c) a second host material.

14. The electroactive composition of claim 13, wherein the second host material is selected from the group consisting of chrysenes, phenanthrenes, triphenylenes, phenanthrolines, naphthalenes, anthracenes, quinolines, isoquinolines, quinoxalines, phenylpyridines, benzodifurans, and metal quinolinate complexes.

15. 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 triarylamine to compound having Formula I:

1. A triarylamine compound having Formula I:

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 at least one of R¹ through R³ plus at least one of R⁴ through R⁶ plus at least one of R⁷ through R⁹ plus at least one of R¹⁰ through R¹² is alkyl or aryl.

6. The compound of claim 5, wherein at least one of R¹ through R³ plus at least one of R⁴ through R⁶ plus at least one of R⁷ through R⁹ plus at least one of R¹⁰ through R¹² is aryl.

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

8. 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 II:

9. The composition of claim 1, wherein R¹, R⁴, R⁷, and R¹⁰ are aryl and all other R groups are selected from the group consisting of H, D and alkyl.

10. The compound of claim 1, wherein R⁷ and R⁸ are phenyl.

11. The compound of claim 1, wherein R⁷ and R⁸ are joined to form a 6-membered aliphatic ring.

16. The device of claim 15, wherein the active layer is an electroactive layer which further comprises an organometallic dopant capable of electroluminescent having an emission maximum between 380 and 750 nm.

17. The device of claim 15, wherein the active layer is a hole transport layer.

19. The device of claim 15, further comprising a hole injection is 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.

16-1. The device of claim 15, wherein the active layer consists essentially of the compound having Formula I and the organometallic dopant.

18. The device of 17, wherein the active layer consists essentially of the compound having Formula I