Green luminescent materials

Patent metadata

Field	Value
Publication number	US-9735375-B2
Application number	US-201314386107-A
Country	US
Kind code	B2
Filing date	Mar 21, 2013
Priority date	Mar 23, 2012
Publication date	Aug 15, 2017
Grant date	Aug 15, 2017

Abstract

There is provided a compound having Formula I

In the formula: R 1 can be aryl, alkyl, silyl, or deuterated analogs thereof; R 2 can be aryl, alkyl, silyl, or deuterated analogs thereof; R 3 can be H, D, alkyl, silyl, deuterated alkyl, or deuterated silyl; and R 4 is the same or different at each occurrence and is H, D, aryl, alkyl, silyl, deuterated aryl, deuterated alkyl, or deuterated silyl.

First claim

What is claimed is:

1. An organic electronic device comprising a first electrical contact, a second electrical contact, and a photoactive layer therebetween, wherein the photoactive layer comprises a luminescent compound having red, orange, or yellow emission color, a host material, and a compound having Formula I

wherein:
R 1 is selected from the group consisting of aryl, alkyl, silyl, and deuterated analogs thereof;
R 2 is selected from the group consisting of aryl, alkyl, silyl, and deuterated analogs thereof;
R 3 is selected from the group consisting of H, D, alkyl, silyl, deuterated alkyl, and deuterated silyl; and
R 4 is the same or different at each occurrence and is H, D, aryl, alkyl, silyl, deuterated aryl, deuterated alkyl, and deuterated silyl;

wherein the compound having Formula I is present as a hole-trap material which possesses a highest occupied molecular orbital (HOMO) lying closer in energy to the vacuum level than the HOMO of any other material present in the photoactive layer.

2. The device of claim 1 , wherein R 1 is selected from the group consisting of 2-propyl, 2-butyl, t-butyl, 2-pentyl, t-pentyl, cyclohexyl, adamantyl, and deuterated analogs thereof.

3. The device of claim 1 , wherein R 1 is selected from the group consisting of phenyl, naphthyl, biphenyl, terphenyl, substituted derivatives thereof, and deuterated analogs thereof.

4. The device of claim 1 , wherein R 2 is selected from the group consisting of 2-propyl, 2-butyl, t-butyl, 2-pentyl, t-pentyl, cyclohexyl, adamantyl, and deuterated analogs thereof.

5. The device of claim 1 , wherein R 2 is selected from the group consisting of phenyl, naphthyl, biphenyl, terphenyl, substituted derivatives thereof, and deuterated analogs thereof.

6. The device of claim 1 , wherein R 3 is selected from the group consisting of 2-propyl, 2-butyl, t-butyl, 2-pentyl, t-pentyl, cyclohexyl, adamantyl, and deuterated analogs thereof.

7. An organic electronic device comprising a first electrical contact, a second electrical contact, and a photoactive layer therebetween, wherein the photoactive layer comprises a luminescent compound having red, orange, or yellow emission color, a host material, and a compound having Formula I

wherein:
R 1 is selected from the group consisting of aryl, alkyl, silyl, and deuterated analogs thereof;
R 2 is selected from the group consisting of aryl, alkyl, silyl, and deuterated analogs thereof;
R 3 is selected from the group consisting of H, D, alkyl, silyl, deuterated alkyl, and deuterated silyl; and
R 4 is the same or different at each occurrence and is H, D, aryl, alkyl, silyl, deuterated aryl, deuterated alkyl, and deuterated silyl;

wherein the compound having Formula I is present as an electron-trap material which possesses a lowest unoccupied molecular orbital (LUMO) lying further in energy from the vacuum level than the LUMO of any other material present in the photoactive layer.

8. The device of claim 1 , wherein the hole-trap material is present in an amount of 1-10 wt % based on the total weight of the photoactive layer.

9. The device of claim 1 , wherein the hole-trap material is selected from compounds G1 through G5 and G7 through G12

10. The device of claim 7 , wherein the electron-trap material is present in an amount of 1-10 wt % based on the total weight of the photoactive layer.

11. The device of claim 7 , wherein the electron-trap material is selected from compounds G1 through G5 and G7 through G12

Assignees

• Du Pont

Inventors

• Herron Norman
• Gao Weiying

Classifications

• C07F15/0033

  Iridium compounds · CPC title

• C09K2211/1029

  containing one nitrogen atom as the heteroatom · CPC title

• H05B33/10

  Apparatus or processes specially adapted to the manufacture of electroluminescent light sources · CPC title

• C09K2211/1007

  Non-condensed systems · CPC title

• C09K11/06 Primary

  containing organic luminescent materials · CPC title