Triazolium and tetrazolium derivatives as organic light emitters

Patent metadata

Field	Value
Publication number	US-9324955-B2
Application number	US-201214365947-A
Country	US
Kind code	B2
Filing date	Dec 14, 2012
Priority date	Dec 14, 2011
Publication date	Apr 26, 2016
Grant date	Apr 26, 2016

Abstract

Provided herein are organic compounds useful in a variety of OLED applications.

First claim

The invention claimed is:

1. An organic light-emitting diode (OLED) comprising:
an anode;
a cathode; and
a light emitting layer comprising at least one compound of the formula I:

wherein
R 1 is selected from the group consisting of H, C 1-6 alkyl, C(O)C 1-6 alkyl, CN, and C(O)OC 1-6 alkyl;
R 2 is selected from the group consisting of CN, NO 2 , C 1-6 alkyl and aryl, wherein the aryl is optionally independently substituted one or more times with halogen, C 1-6 alkyl or OC 1-6 alkyl; and
X − is an anion or a dianion.

2. The OLED of claim 1 , wherein the anion is a halide ion, a sulfate ion, a tetrafluoroborate ion, a perchlorate ion, a hexafluorophosphate ion, or a borate ion.

3. The OLED of claim 1 , wherein R 1 is selected from the group consisting of C(O)C 1-6 alkyl, CN, and C(O)OC 1-6 alkyl.

4. The OLED of claim 1 , wherein R 2 is phenyl and is optionally independently substituted one or more times with halogen, C 1-6 alkyl or OC 1-6 alkyl.

5. The OLED of claim 1 , wherein the compound of formula I is one of the following compounds:

6. A compound of the formula I′:

wherein
R 1 is selected from the group consisting of C(O)C 1-6 alkyl, CN, and C(O)OC 1-6 alkyl;
R 2 is selected from the group consisting of H, halogen, C 1-6 alkyl and OC 1-6 alkyl; and
X − is an anion or a dianion.

7. The compound of claim 6 , wherein the anion is a halide ion, a sulfate ion, a tetrafluoroborate ion, a perchlorate ion, a hexafluorophosphate ion, or a borate ion.

8. The compound of claim 6 , wherein R 2 is selected from the group consisting of halogen, C 1-6 alkyl, and OC 1-3 alkyl.

9. The compound of claim 6 , wherein R is in the para position.

10. The compound of claim 6 , wherein the compound of formula I′ is

Assignees

• Dartmouth College

Inventors

• Abrahamian Ivan
• Su Xin

Classifications

• H01L51/5012

  Electricity · mapped topic

• H01L51/0072 Primary

  Electricity · mapped topic

• C09K2211/1059

  containing three nitrogen atoms as heteroatoms · CPC title

• C09K2211/1007

  Non-condensed systems · CPC title

• C09K11/06 Primary

  containing organic luminescent materials · CPC title