Anthracene compounds for luminescent applications
View Patent ↗This invention relates to anthracene derivatives that are useful in electroluminescent applications. It also relates to electronic devices in which the active layer includes such an anthracene derivative.
1. A compound having Formula I:
wherein:
Ar 1 and Ar 2 are the same or different and are aryl;
Ar 3 and Ar 4 are the same or different and are selected from the group consisting of a single bond and arylene; and
R 1 through R 4 are the same or different and are selected from the group consisting of H, D, alkyl, and alkoxy;
R 5 is the same or different at each occurrence and is selected from the group consisting of D, alkyl, aryl and alkoxy;
a is the same or different at each occurrence and is an integer from 0-4.
2. The compound of claim 1 , wherein R 1 ═R 3 and R 2 ═R 4 .
3. The compound of claim 1 , wherein R 1 and R 3 are selected from branched alkyls and cycloalkyls having 5-15 carbon atoms.
4. The compound of claim 3 , wherein R 2 and R 4 are H.
5. The compound of claim 1 , wherein Ar 1 and Ar 2 are selected from the group consisting of naphthyl, naphthylphenyl, phenylnaphthyl and a group having Formula II:
where:
R 5 is the same or different at each occurrence and is selected from the group consisting of D, alkyl, alkoxy, and aryl;
a is the same or different at each occurrence and is an integer from 0-4;
b is the same or different at each occurrence and is an integer from 0-5; and
m is the same or different at each occurrence and is an integer from 0 to 6.
6. The compound of claim 1 , wherein Ar 3 and Ar 4 are selected from the group consisting of a single bond, naphthylene, naphthylphenylene, phenylnaphthylene, and a group having Formula III:
where:
R 5 is the same or different at each occurrence and is selected from the group consisting of D, alkyl, alkoxy, and aryl;
a is the same or different at each occurrence and is an integer from 0-4; and
n is the same or different at each occurrence and is an integer from 0 to 6.
7. A compound selected from the group consisting of E1, E2, E3, E4 and E5
8. An organic electronic device comprising a first electrical contact layer, a second electrical contact layer, and at least one active layer therebetween, wherein the active layer comprises a compound having Formula I:
wherein:
Ar 1 and Ar 2 are the same or different and are aryl;
Ar 3 and Ar 4 are the same or different and are selected from the group consisting of a single bond and arylene; and
R 1 through R 4 are the same or different and are selected from the group consisting of H, D, alkyl, and alkoxy;
R 5 is the same or different at each occurrence and is selected from the group consisting of D, alkyl, aryl and alkoxy;
a is the same or different at each occurrence and is an integer from 0-4.
9. The device of claim 8 , wherein R 1 ═R 3 and R 2 ═R 4 .
10. The device of claim 8 , wherein R 1 and R 3 are selected from branched alkyls and cycloalkyls having 5-15 carbon atoms.
11. The device of claim 10 , wherein R 2 and R 4 are H.
12. The device of claim 8 , wherein Ar 1 and Ar 2 are selected from the group consisting of naphthyl, naphthylphenyl, phenylnaphthyl and Formula II:
where:
R 5 is the same or different at each occurrence and is selected from the group consisting of D, alkyl, alkoxy, and aryl;
a is the same or different at each occurrence and is an integer from 0-4;
b is the same or different at each occurrence and is an integer from 0-5; and
m is the same or different at each occurrence and is an integer from 0 to 6.
13. The device of claim 8 , wherein Ar 3 and Ar 4 are selected from the group consisting of a single bond, naphthylene, naphthylphenylene, phenylnaphthylene, and Formula III:
where:
R 5 is the same or different at each occurrence and is selected from the group consisting of D, alkyl, alkoxy, and aryl;
a is the same or different at each occurrence and is an integer from 0-4; and
n is the same or different at each occurrence and is an integer from 1 to 6.
14. The device of claim 8 , wherein the compound is selected from the group consisting of E1, E2, E3, E4 and E5
15. The device of claim 8 , wherein the active layer is a photoactive layer and further comprises a host material.
16. The device of claim 15 , further comprising a buffer layer between the first electrical contact layer and the active layer.
17. The device of claim 16 , wherein the buffer layer comprises at least one electrically conductive polymer and at least one fluorinated acid polymer.