IP Library Granted Patent US 9,843,001
Granted Patent B2
US 9,843,001 · App. 14/462,053 · Granted Dec 12, 2017

Blue luminescent compounds

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Quick Facts
Patent No.
US 9,843,001
App. No.
14/462,053
Granted
Dec 12, 2017
Kind
B2
Abstract

There is provided a compound having Formula II In Formula II: R 1 and R 3 are the same of different and can be alkyl, branched alkyl, cyclic alkyl, silyl, aryl, deuterated alkyl, deuterated branched alkyl, deuterated cyclic alkyl, deuterated silyl, and deuterated aryl; R 2 is the same or different at each occurrence and can be D, alkyl, branched alkyl, cyclic alkyl, silyl, aryl, deuterated alkyl, deuterated branched alkyl, deuterated cyclic alkyl, deuterated silyl, and deuterated aryl; R 4 can be H or D; and a is an integer from 0-5.

Claims (36)

1. A compound having Formula II

wherein:

R 1 is an aryl group or deuterated aryl group having 6-20 carbons;

R 3 is selected from the group consisting of alkyl, branched alkyl, cyclic alkyl, silyl, aryl, deuterated alkyl, deuterated branched alkyl, deuterated cyclic alkyl, deuterated silyl, and deuterated aryl;

R 2 is the same or different at each occurrence and is selected from the group consisting of D, alkyl, branched alkyl, cyclic alkyl, silyl, aryl, deuterated alkyl, deuterated branched alkyl, deuterated cyclic alkyl, deuterated silyl, and deuterated aryl;

R 4 is H or D; and

a is an integer from 0-5.

2. The compound of claim 1 , wherein the compound is at least 10% deuterated.

3. The compound of claim 1 , wherein R 1 and R 3 are the same.

4. The compound of claim 1 , wherein R 1 and R 3 are different.

5. The compound of claim 1 , wherein R 1 is further substituted at any available position with a group selected from alkyl, branched alkyl, aryl, and deuterated analogs thereof.

6. The compound of claim 5 , wherein R 3 is a branched alkyl group or deuterated branched alkyl group having 4-6 carbons.

7. The compound of claim 6 , wherein a>0.

8. The compound of claim 7 , wherein R 2 is an alkyl or deuterated alkyl group having 1-6 carbons.

9. The compound of claim 7 , wherein R 2 is a branched alkyl or deuterated branched alkyl group having 4-6 carbons.

10. The compound of claim 1 selected from B1 through B3.

11. 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 II

wherein:

R 1 is an aryl group or deuterated aryl group having 6-20 carbons;

R 3 is selected from the group consisting of alkyl, branched alkyl, cyclic alkyl, silyl, aryl, deuterated alkyl, deuterated branched alkyl, deuterated cyclic alkyl, deuterated silyl, and deuterated aryl;

R 2 is the same or different at each occurrence and is selected from the group consisting of D, alkyl, branched alkyl, cyclic alkyl, silyl, aryl, deuterated alkyl, deuterated branched alkyl, deuterated cyclic alkyl, deuterated silyl, and deuterated aryl;

R 4 is H or D; and

a is an integer from 0-5.

12. The device of claim 11 , wherein the photoactive layer further comprises a host material.

13. The device of claim 11 , wherein the photoactive layer consists essentially of the compound of Formula II and a host material.

14. A compound having Formula I

wherein:

R 1 is an aryl group or deuterated aryl group having 6-20 carbons;

R 3 is selected from the group consisting of alkyl, branched alkyl, cyclic alkyl, silyl, aryl, deuterated alkyl, deuterated branched alkyl, deuterated cyclic alkyl, deuterated silyl, and deuterated aryl;

R 2 is the same or different at each occurrence and is selected from the group consisting of D, alkyl, branched alkyl, cyclic alkyl, silyl, aryl, deuterated alkyl, deuterated branched alkyl, deuterated cyclic alkyl, deuterated silyl, and deuterated aryl;

R 4 - R 5 are the same or different at each occurrence and are H or D; and

a is an integer from 0-5.

15. The compound of claim 14 , wherein R 1 and R 3 are different groups.

16. The compound of claim 15 , wherein R 3 is a branched alkyl group or deuterated branched alkyl group having 4-6 carbons.

17. The compound of claim 16 , wherein a>0 and R 2 is an alkyl or deuterated alkyl group having 1-6 carbons.

18. The compound of claim 16 , wherein a>0 and R 2 is a branched alkyl or deuterated branched alkyl group having 4-6 carbons.

Assignments (3)
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 Jan 5, 2015
From: VO, GIANG DONG; GEHRET, TROY C; PARK, KYUNG- HO; WANG, YING
To: E. I. DU PONT DE NEMOURS AND COMPANY
Reel/Frame 034634/0238 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 1, 2014
From: VO, GIANG DONG; GEHRET, TROY C; PARK, KYUNG-HO; WANG, YING
To: E. I. DU PONT DE NEMOURS AND COMPANY
Reel/Frame 033644/0510 →