Crosslinkable hole transport materials
There is disclosed a compound having Formula I In Formula I: R 1 and R 2 are the same or different and are H or D; R 3 is the same or different at each occurrence and D, CN, halogen, alkyl, alkoxy, silyl, germyl, deuterated alkyl, deuterated alkoxy, deuterated silyl, or deuterated germyl; a is an integer from 0-4; Q 1 and Q 2 are the same or different and are H, D, alkyl, deuterated alkyl, aryl, deuterated aryl, or a group having Formula II *-(L 1 ) b -HT (II) At least one of Q 1 and Q 2 is a group having Formula II. In Formula II: HT is the same or different at each occurrence and is a hole transport group; L 1 is the same or different at each occurrence and is alkyl, aryl, substituted derivatives thereof, deuterated analogs thereof, or combinations thereof; b is the same or different at each occurrence and is 0 or 1; and * indicates a point of attachment.
1. A copolymer having Formula IV
[[A] x [M1] y [M2] z [E] w ] (IV)
wherein:
A is a monomeric unit having Formula A-2a
wherein:
Ar 2 is the same or different at each occurrence and is an aryl or deuterated aryl group;
R 5 through R 9 are independently the same or different at each occurrence and are selected from the group consisting of D, F, CN, alkyl, fluoroalkyl, aryl, heteroaryl, amino, silyl, germyl, alkoxy, aryloxy, fluoroalkoxy, siloxane, siloxy, deuterated alkyl, deuterated partially-fluorinated alkyl, deuterated aryl, deuterated heteroaryl, deuterated amino, deuterated silyl, deuterated germyl, deuterated alkoxy, deuterated aryloxy, deuterated fluoroalkoxy, deuterated siloxane, deuterated siloxy, and crosslinking groups, wherein adjacent R 5 or R 9 groups can be joined together to form a fused 5- or 6-membered aromatic ring;
a1 is the same or different at each occurrence and is an integer from 0 to 4;
f is the same or different at each occurrence and is 0 to the maximum number of bonding positions available;
g is an integer from 0 to 3;
h and h1 are the same or different and are 1 or 2;
M1 is a monomeric unit having at least three points of attachment in the copolymer;
M2 is an aromatic monomeric unit having two points of attachment or a deuterated analog thereof;
E is a monomeric unit having Formula III-a
wherein:
L 1 is selected from the group consisting of alkyl, aryl, substituted derivatives thereof, deuterated analogs thereof, and combinations thereof;
R 1 and R 2 are the same or different and are H or D;
R 3 is the same or different at each occurrence and is selected from the group consisting of D, CN, halogen, alkyl, alkoxy, silyl, germyl, deuterated alkyl, deuterated alkoxy, deuterated silyl, and deuterated germyl;
R 4a is H or D;
a is an integer from 0-4;
x, y, z and w are the same or different and are mole fractions, where at least x and w are non-zero; and
* indicates a point of attachment.
2. An organic electronic device comprising an anode, a cathode, and at least one organic active layer therebetween, wherein the organic active layer comprises the compound of claim 1 .
3. The copolymer of claim 1 , wherein M1 is represented by Formula VII
wherein:
Ar 9 is an aromatic moiety or a deuterated aromatic moiety having at least three bonding positions;
R 6 is independently the same or different at each occurrence and is selected from the group consisting of D, F, CN, alkyl, fluoroalkyl, aryl, heteroaryl, amino, silyl, germyl, alkoxy, aryloxy, fluoroalkoxy, siloxane, siloxy, deuterated alkyl, deuterated partially-fluorinated alkyl, deuterated aryl, deuterated heteroaryl, deuterated amino, deuterated silyl, deuterated germyl, deuterated alkoxy, deuterated aryloxy, deuterated fluoroalkoxy, deuterated siloxane, deuterated siloxy, and crosslinking groups, wherein adjacent R 6 groups can be joined together to form a fused 5- or 6-membered aromatic ring;
p1 is the same or different at each occurrence and is an integer from 0 to 4; and
* indicates a point of attachment; and
wherein z=0.