Polymeric charge transfer layer and organic electronic device containing the same

Patent metadata

Field	Value
Publication number	US-10454036-B2
Application number	US-201515504389-A
Country	US
Kind code	B2
Filing date	Jan 8, 2015
Priority date	Aug 21, 2014
Publication date	Oct 22, 2019
Grant date	Oct 22, 2019

Abstract

The present invention relates to a polymeric charge transfer layer comprising a polymer and a p-dopant. The polymer comprises as polymerized units, Monomer A, Monomer B, and Monomer C crosslinking agent. The present invention further relates to an organic electronic device, especially an organic light emitting device containing the polymeric charge transfer layer.

First claim

What is claimed is:

1. A polymeric charge transfer layer formed from a composition comprising, from 1 wt % to 20 wt % based on total weight of the composition, a p-dopant component; and a polymer comprising, as polymerized units, Monomer A, and Monomer C crosslinking agent; wherein Monomer A is selected from the following A13 through A28:

and
Monomer C crosslinking agent has Structure C:

wherein C is an aromatic moiety, a heteroaromatic moiety, a C 1 -C 50 hydrocarbyl, a C 1 -C 50 substituted hydrocarbyl, a C 1 -C 50 heterohydrocarbyl, or a C 1 -C 50 substituted heterohydrocarbyl; and
wherein R 4 through R 6 are each independently selected from the following: hydrogen, deuterium, a C 1 -C 50 hydrocarbyl, a C 1 -C 50 substituted hydrocarbyl, a C 1 -C 50 heterohydrocarbyl, a C 1 -C 50 substituted heterohydrocarbyl, halogen, cyano, a C 5 -C 50 aryl, a C 5 -C 50 substituted aryl, a C 5 -C 50 heteroaryl, a C 5 -C 50 substituted heteroaryl; and
wherein L 2 is selected from a heteroatom, an aromatic moiety, a heteroaromatic moiety, a C 1 -C 100 hydrocarbyl, a C 1 -C 100 substituted hydrocarbyl, a C 1 -C 100 heterohydrocarbyl, or a C 1 -C 100 substituted heterohydrocarbyl; and
wherein m is from 2 to 25; and
wherein each chemical group of L 2 is independently bonded to C; and
wherein two or more of R 4 through R 6 may optionally form one or more ring structures; and
the p-dopant is selected from tropylium salts, imidazolium salts, and trityl salts.

2. The polymeric charge transfer layer according to claim 1 , wherein Monomer C crosslinking agent is selected from the following C1-C11:

3. The polymeric charge transfer layer according to claim 1 wherein the polymer further comprises Monomer B selected from the following B1 through B6:

4. The polymeric charge transfer layer according to claim 1 wherein Monomer C crosslinking agent is from 0.1 to 50 mole % based on the sum moles of Monomer A.

5. The polymeric charge transfer layer according to claim 3 , wherein the molar ratio of Monomer A to Monomer B is from 0.8 to 1.2.

6. The polymeric charge transfer layer according to claim 1 , wherein the p-dopant has a structure selected from one of the following:

7. The polymeric charge transfer layer according to claim 6 wherein the p-dopant has the structure:

8. The polymeric charge transfer layer according to claim 3 wherein either of Monomer A, Monomer B, and Monomer C has a molecular weight of from 500 g/mole to 28000 g/mole.

9. The polymeric charge transfer layer according to claim 1 wherein either of Monomer A, and Monomer C has a purity equal to or above 99%.

10. The polymeric charge transfer layer according to claim 3 wherein either of Monomer A, Monomer B, and Monomer C has a purity equal to or above 99%.

11. An organic light emitting device comprising the polymeric charge transfer claim 1 .

12. An organic electronic device comprising the polymeric charge transfer claim 1 .

Assignees

• Dow Global Technologies Llc
• Rohm & Haas Elect Mat
• Rohm & Haas Elect Materials Korea Ltd

Inventors

• Spencer Liam P
• Na Hong-Yeop
• Doh Yoo-Jin
• Liu Chun
• Zhu Minrong
• Feng Jichang
• Tang Zhengming
• Feng Shaoguang
• Kearns Jr Kenneth L
• De Vries Timothy
• Mukhopadhyay Sukrit
• Kramer John W
• Trefonas Iii Peter
• Devore David D
• Woodward William H H

Classifications

• C08G2261/3162

  Arylamines · CPC title

• C08G2261/3142

  fluorene-based, e.g. fluorene, indenofluorene, or spirobifluorene · CPC title

• C08G2261/228

  Polymers, i.e. more than 10 repeat units · CPC title

• C08G2261/312

  Non-condensed aromatic systems, e.g. benzene · CPC title

• C08G61/124

  with a five-membered ring containing one nitrogen atom in the ring · CPC title