IP Library Granted Patent US 9,685,618
Granted Patent B2
US 9,685,618 · App. 14/391,720 · Granted Jun 20, 2017

Blue luminescent compounds

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Quick Facts
Patent No.
US 9,685,618
App. No.
14/391,720
Granted
Jun 20, 2017
Kind
B2
Abstract

There is provided a compound having Formula I In the formula: R 1-4 are the same or different and are H, D, alkyl, silyl, aryl, deuterated alkyl, deuterated silyl, deuterated aryl, or an electron-withdrawing group; R 5 is H, D, alkyl, aryl, deuterated alkyl, or deuterated aryl; and R 6 -R 9 are the same or different and are H, D, alkyl, silyl, aryl, deuterated alkyl, deuterated silyl, or deuterated aryl. At least one of R 1-4 is an electron-withdrawing group.

Claims (22)

1. A compound having Formula I

wherein:

R 1-4 are the same or different and are selected from the group consisting of H, D, alkyl, silyl, aryl, deuterated alkyl, deuterated silyl, deuterated aryl, and an electron-withdrawing group;

R 5 is selected from the group consisting of H, D, alkyl, aryl, deuterated alkyl and deuterated aryl; and

R 6 -R 9 are the same or different and are selected from the group consisting of H, D, alkyl, silyl, aryl, deuterated alkyl, deuterated silyl, and deuterated aryl; with the proviso that at least one of R 1-4 is an electron-withdrawing group, and with the proviso that at least one of R 2 or R 4 is selected from the group consisting of alkyl having 1-10 carbons, aryl having 6-20 carbons, an electron-withdrawing group, and deuterated analogs thereof, or R 1 , R 3 , R 5 , or R 9 is selected from the group consisting of alkyl having 1-10 carbons, aryl having 6-20 carbons, and deuterated analogs thereof, or at least one of R 6 or R 7 is selected from the group consisting of alkyl having 1-10 carbons and deuterated analogs thereof.

2. The compound of claim 1 , wherein R 1 is selected from the group consisting of alkyl having 1-10 carbons, aryl having 6-20 carbons, and deuterated analogs thereof.

3. The compound of claim 1 , wherein R 2 is selected from the group consisting of alkyl having 1-10 carbons, aryl having 6-20 carbons, an electron-withdrawing group, and deuterated analogs thereof.

4. The compound of claim 1 , wherein R 3 is selected from the group consisting of alkyl having 1-10 carbons, aryl having 6-20 carbons, and deuterated analogs thereof.

5. The compound of claim 1 , wherein R 4 is selected from the group consisting of alkyl having 1-10 carbons, aryl having 6-20 carbons, an electron-withdrawing group, and deuterated analogs thereof.

6. The compound of claim 1 , wherein at least one of R 6 -R 9 is an alkyl or deuterated alkyl having 1-20 carbons.

7. The compound of claim 1 , wherein one of R 8 and R 9 is an aryl or deuterated aryl having 6-20 carbons.

8. The compound of claim 1 , wherein R 6 -R 9 are selected from the group consisting of H and D.

9. The compound of claim 1 , wherein R 2 or R 4 is an electron-withdrawing group.

10. The compound of claim 9 , wherein the electron-withdrawing group is F or a perfluoroalkyl.

11. The compound of claim 9 , wherein at least one of R 6 -R 9 is an alkyl or deuterated alkyl having 1-10 carbons.

12. A compound selected from the group consisting of Compound B2, Compound B3, Compound B5, Compound B6, Compound B7 and Compound B8:

13. An organic electronic device comprising a first electrical contact, a second electrical contact and a photoactive layer therebetween, the photoactive layer comprising a compound having Formula I

R 1-4 are the same or different and are selected from the group consisting of H, D, alkyl, silyl, aryl, deuterated alkyl, deuterated silyl, deuterated aryl, and an electron-withdrawing group;

R 5 is selected from the group consisting of H, D, alkyl, aryl, deuterated alkyl and deuterated aryl; and

R 6 -R 9 are the same or different and are selected from the group consisting of H, D, alkyl, silyl, aryl, deuterated alkyl, deuterated silyl, and deuterated aryl; with the proviso that at least one of R 1-4 is an electron-withdrawing group, and with the proviso that at least one of R 2 or R 4 is selected from the group consisting of alkyl having 1-10 carbons, aryl having 6-20 carbons, an electron-withdrawing group, and deuterated analogs thereof, or R 1 , R 3 , R 8 , or R 9 is selected from the group consisting of alkyl having 1-10 carbons, aryl having 6-20 carbons, and deuterated analogs thereof, or at least one of R 6 or R 7 is selected from the group consisting of alkyl having 1-10 carbons and deuterated analogs thereof.

14. The organic electronic device of claim 13 , wherein the photoactive layer comprises the compound of Formula I and further comprises a host material.

15. The organic electronic device of claim 14 , wherein the photoactive layer consists essentially of the compound of Formula I and a host material.

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 Oct 15, 2014
From: PARK, KYUNG-HO
To: E. I. DUPONT DE NEMOURS AND COMPANY
Reel/Frame 033953/0633 →