Electronic device including a diazachrysene derivative
View Patent ↗There is provided a compound having Formula I In Formula I: R 1 -R 10 are the same or different and can be H, D, alkyl, aryl, alkoxy, aryloxy, silyl, or deuterated analogs of alkyl, aryl, alkoxy, aryloxy and silyl, where adjacent R groups can be joined together to form a ring; and all other sites are H or D. Additionally in Formula I: (i) at least one of R 1 -R 3 and at least one of R 4 -R 6 is alkyl, alkoxy, silyl, or a deuterated analog, and (ii) at least one of R 1 -R 3 and at least one of R 4 -R 6 is aryl, aryloxy, or a deuterated analog.
1. A compound having Formula I
wherein:
R 1 -R 10 are the same or different and are selected from the group consisting of H, D, alkyl, aryl, alkoxy, aryloxy, silyl, deuterated analogs of alkyl, aryl, and deuterated silyl, where adjacent R groups can be joined together to form a ring;
with the proviso that (i) at least one of R 1 -R 3 and at least one of R 4 -R 6 is selected from the group consisting of alkyl, alkoxy, silyl, and deuterated analogs thereof, and (ii) at least one of R 1 -R 3 and at least one of R 4 -R 6 is selected from the group consisting of aryl, aryloxy, and deuterated analogs thereof, and
wherein at least one of R 1 -R 3 is an aryl group having Formula a
where:
R′ is the same or different at each occurrence and is selected from the group consisting of D, alkyl, alkoxy, aryl, aryloxy, silyl, diarylamino, deuterated alkyl, deuterated alkoxy, deuterated aryl, deuterated aryloxy, deuterated silyl, and deuterated diarylamino;
a is the same or different at each occurrence and is an integer from 0-4;
b is an integer from 0-5; and
m is an integer from 1 to 5.
2. A compound having Formula I
wherein:
R 1 -R 10 are the same or different and are selected from the group consisting of H, D, alkyl, aryl, alkoxy, aryloxy, silyl, deuterated analogs of alkyl, aryl, and deuterated silyl, where adjacent R groups can be joined together to form a ring;
with the proviso that (i) at least one of R 1 -R 3 and at least one of R 4 -R 6 is selected from the group consisting of alkyl, alkoxy, silyl, and deuterated analogs thereof, and (ii) at least one of R 1 -R 3 and at least one of R 4 -R 6 is selected from the group consisting of aryl, aryloxy, and deuterated analogs thereof, and
wherein at least one of R 4 -R 6 is an aryl group having Formula a
where:
R′ is the same or different at each occurrence and is selected from the group consisting of D, alkyl, alkoxy, aryl, aryloxy, silyl, diarylamino, deuterated alkyl, deuterated alkoxy, deuterated aryl, deuterated aryloxy, deuterated silyl, and deuterated diarylamino;
a is the same or different at each occurrence and is an integer from 0-4;
b is an integer from 0-5; and
m is an integer from 1 to 5.
3. A compound selected from the group consisting of a compound having Formula I(a) and a compound having Formula I(c)
wherein:
Ar 1 and Ar 2 are the same or different and are selected from the group consisting of aryl, aryloxy, and deuterated analogs thereof;
R 11 -R 14 are the same or different and are selected from the group consisting of H, D, alkyl, aryl, alkoxy, aryloxy, silyl, deuterated analogs of alkyl, aryl, and deuterated silyl, where adjacent R groups can be joined together to form a ring; and
all other sites are H or D;
with the proviso that at least one of R 11 and R 12 and at least one of R 13 and R 14 is selected from the group consisting of alkyl, alkoxy, silyl, and deuterated analogs thereof.
4. The compound of claim 3 , wherein Ar 1 includes a heteroaryl or deuterated heteroaryl group.
5. The compound of claim 4 , wherein the heteroaryl or deuterated heteroaryl group is derived from a compound selected from the group consisting of pyridine, pyrimidine, triazine, diazole, benzodiazole, quinoxaline, carbazole, and deuterated analogs thereof.
6. The compound of claim 3 , wherein Ar 2 includes a heteroaryl or deuterated heteroaryl group.
7. The compound of claim 6 , wherein the heteroaryl or deuterated heteroaryl group is derived from a compound selected from the group consisting of pyridine, pyrimidine, triazine, diazole, benzodiazole, quinoxaline, carbazole, and deuterated analogs thereof.
8. The compound of claim 3 , wherein the compound is selected from the group consisting of
9. A composition comprising
(a) a host compound according to claim 6 ; and
(b) a dopant capable of electroluminescence having an emission maximum between 380 and 750 nm.
10. An electronic device comprising at least one electroactive layer positioned between two electrical contact layers, wherein the at least one electroactive layer of the device includes the compound of claim 1 .
11. An electronic device comprising at least one electroactive layer positioned between two electrical contact layers, wherein the at least one electroactive layer of the device includes the compound of claim 2 .
12. An electronic device comprising at least one electroactive layer positioned between two electrical contact layers, wherein the at least one electroactive layer of the device includes the compound of claim 3 .
13. The electronic device of claim 12 , wherein the at least one layer is an electron transport layer.
14. The electronic device of claim 12 , wherein the at least one layer is a photoactive layer.