IP Library Granted Patent US 9,735,375
Granted Patent B2
US 9,735,375 · App. 14/386,107 · Granted Aug 15, 2017

Green luminescent materials

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Quick Facts
Patent No.
US 9,735,375
App. No.
14/386,107
Granted
Aug 15, 2017
Kind
B2
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.

Claims (23)

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

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 22, 2019
From: E. I. DU PONT DE NEMOURS AND COMPANY
To: LG CHEM, LTD.
Reel/Frame 050150/0482 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 22, 2014
From: HERRON, NORMAN; GAO, WEIYING
To: E. I. DU PONT DE NEMOURS AND COMPANY
Reel/Frame 033785/0358 →