ELECTROACTIVE COMPOUNDS
There is provided a compound having Formula I In Formula I: Ar 1 is a hydrocarbon aryl group, a heteroaryl group, or a substituted derivative thereof; and Are has Formula IA, IB, IC, IAa, IBb, or ICc The variables are described in detail herein.
1 . A compound having Formula I Formula I
wherein:
Ar 1 is selected from the group consisting of hydrocarbon aryl groups, heteroaryl groups, and substituted derivatives thereof;
Ar 2 is selected from the group consisting of Formula IA, Formula IB, Formula IC, Formula IAa, Formula IBb, and Formula ICc
wherein:
Ar 3 is the same or different at each occurrence and is selected from the group consisting of phenyl, naphthyl, and substituted derivatives thereof;
Y is the same or different at each occurrence and is selected from the group consisting of CR a R b , O, S, and Se, with the proviso that at least one Y is selected from the group consisting of O, S, and Se;
R a and R b are the same or different at each occurrence and are selected from the group consisting of alkyl, silyl, germyl, hydrocarbon aryl, heteroaryl, and substituted derivatives thereof, where R a and R b can be joined to form a cyclic group selected from the group consisting of cycloalkyl, silacycloalkyl, spirofluorenyl, silaspirofluorenyl, or a substituted derivative thereof;
R 1 -R 4 are the same or different at each occurrence and are selected from the group consisting of D, F, CN, alkyl, fluoroalkyl, hydrocarbon aryl, heteroaryl, silyl, germyl, deuterated alkyl, deuterated partially-fluorinated alkyl, deuterated hydrocarbon aryl, deuterated heteroaryl, deuterated heteroaryl deuterated silyl, and deuterated germyl, where adjacent R 2 and/or R 3 groups can be joined together to form a fused aromatic ring;
a is an integer from 0-8;
b is an integer from 0-3;
c is an integer from 0-4;
d, d1, and d2 are the same or different and are an integer from 0-2;
f is an integer from 0-1;
a double dashed line between two rings indicates that the rings are fused together in any orientation; and
* indicates a point of attachment in the identified formula;
with the proviso that:
in Formula IB and Formula IC there is at least one naphthyl group formed by R 2 or R 3 groups, where the naphthyl group may have one or more substituents selected from the group consisting of D, F, CN, alkyl, fluoroalkyl, hydrocarbon aryl, heteroaryl, silyl, germyl, deuterated alkyl, deuterated partially-fluorinated alkyl, deuterated hydrocarbon aryl, deuterated heteroaryl, deuterated heteroaryl deuterated silyl, and deuterated germyl.
2 . The compound according to claim 1 , wherein at least one Y=O
3 . The compound according to claim 1 , wherein all Y=O.
4 . The compound according to claim 1 , wherein Ar 2 is selected from the group consisting of a hydrocarbon aryl having 6-30 ring carbons and a deuterated analog thereof.
5 . The compound according to claim 1 , wherein Ar 2 is selected from the group consisting of Formula IA has Formula IA-1, Formula IA-2, Formula IA-3, and Formula IA-4
where:
c1 is an integer from 0-4.
6 . The compound according to claim 1 , wherein Ar 2 is selected from the group consisting of Formula IB has Formula IB-1, Formula IB-2, and Formula IB-3
where:
c1 is an integer from 0-4;
with the proviso that there is at least one naphthyl group formed by R 2 or R 3 groups, where the naphthyl group may have one or more substituents selected from the group consisting of D, F, CN, alkyl, fluoroalkyl, hydrocarbon aryl, heteroaryl, silyl, germyl, deuterated alkyl, deuterated partially-fluorinated alkyl, deuterated hydrocarbon aryl, deuterated heteroaryl, deuterated heteroaryl deuterated silyl, and deuterated germyl.
7 . The compound according to claim 1 , wherein Ar 2 is selected from the group consisting of Formula IC-1, Formula IC-2, Formula IC-3, Formula IC-4, Formula IC-5, Formula IC-6, Formula IC-7, Formula IC-8, and Formula IC-9
where:
c1 is an integer from 0-4;
with the proviso that there is at least one naphthyl group formed by R 2 or R 3 groups, where the naphthyl group may have one or more substituents selected from the group consisting of D, F, CN, alkyl, fluoroalkyl, hydrocarbon aryl, heteroaryl, silyl, germyl, deuterated alkyl, deuterated partially-fluorinated alkyl, deuterated hydrocarbon aryl, deuterated heteroaryl, deuterated heteroaryl deuterated silyl, and deuterated germyl.
8 . An organic electronic device comprising a first electrical contact, a second electrical contact and a photoactive layer therebetween, wherein the photoactive layer comprises a compound according to claim 1 .