Hole transport materials
View Patent ↗There is provided a hole transport compound having Formula I or Formula II: Ar 1 is the same or different at each occurrence and can be phenylene, naphthylene, or binaphthylene. Ar 2 is the same or different at each occurrence and can be phenyl, biphenyl, terphenyl, naphthyl, or binaphthyl. m and n are the same or different and are an integer greater than 0. T is the same or different at each occurrence and is a conjugated moiety including at least one triarylamino group. The T moiety is connected in a non-planar configuration.
1. A liquid processable hole transport compound having Formula I or Formula II:
wherein:
Ar 1 is the same or different at each occurrence and is selected from the group consisting of phenylene, naphthylene, and binaphthylene;
Ar 2 is the same or different at each occurrence and is selected from the group consisting of phenyl, biphenyl, terphenyl, naphthyl, and binaphthyl;
m and n are the same or different and each is an integer greater than 0; and
T is the same or different at each occurrence and is a conjugated moiety including at least one triarylamino group, wherein the moiety is connected in a non-planar configuration;
wherein the compound comprises at least one set of adjacent aryl groups selected from one of the following:
where R represents an alkyl, aryl, alkoxy, or aryloxy group and the dashed line represents a possible point of attachment,
further comprising at least two sets of adjacent naphthyl groups.
2. A liquid processable hole transport compound having Formula I or Formula II:
wherein:
Ar 1 is the same or different at each occurrence and is selected from the group consisting of phenylene, naphthylene, and binaphthylene;
Ar 2 is the same or different at each occurrence and is selected from the group consisting of phenyl, biphenyl, terphenyl, naphthyl, and binaphthyl;
m and n are the same or different and each is an integer greater than 0; and
T is the same or different at each occurrence and is a conjugated moiety including at least one triarylamino group, wherein the moiety is connected in a non-planar configuration;
wherein the compound comprises at least one set of adjacent aryl groups selected from one of the following:
where R represents an alkyl, aryl, alkoxy, or aryloxy group and the dashed line represents a possible point of attachment.
3. An organic electronic device comprising a first electrical contact layer, a second electrical contact layer and an active layer there between, wherein the active layer comprises a liquid processable hole transport material having Formula I or Formula II:
wherein:
Ar 1 is the same or different at each occurrence and is selected from the group consisting of phenylene, naphthylene, and binaphthylene;
Ar 2 is the same or different at each occurrence and is selected from the group consisting of phenyl, biphenyl, terphenyl, naphthyl, and binaphthyl;
m and n are the same or different and are an integer greater than 0; and
T is the same or different at each occurrence and is a conjugated moiety including at least one triarylamino group, wherein the moiety is connected in a non-planar configuration;
wherein the compound comprises at least one set of adjacent aryl groups selected from one of the following:
where R represents an alkyl, aryl, alkoxy, or aryloxy group and the dashed line represents a possible point of attachment.
4. The compound of claim 2 , wherein T has Formula III:
wherein:
Ar 3 is the same or different at each occurrence and is selected from the group consisting of phenylene, naphthylene, and binaphthylene;
Ar 4 is selected from the group consisting of phenylene, biphenylene, naphthylene, and binaphthylene; and
Ar 5 is the same or different at each occurrence and is selected from the group consisting of phenyl, biphenyl, terphenyl, naphthyl, and binaphthyl.
5. The compound of claim 4 , wherein Ar 3 has at least one substituent selected from the group consisting of alkyl and alkoxy.
6. The compound of claim 1 , wherein T has Formula III:
wherein:
Ar 3 is the same or different at each occurrence and is selected from the group consisting of phenylene, naphthylene, and binaphthylene;
Ar 4 is selected from the group consisting of phenylene, biphenylene, naphthylene, and binaphthylene; and
Ar 5 is the same or different at each occurrence and is selected from the group consisting of phenyl, biphenyl, terphenyl, naphthyl, and binaphthyl.
7. The compound of claim 6 , wherein Ar 3 has at least one substituent selected from the group consisting of alkyl and alkoxy.
8. The device of claim 3 , wherein the active layer is a hole transport layer.
9. The device of claim 3 , wherein the active layer is a photoactive layer and further comprises a photoactive material.
10. The device of claim 9 , wherein the hole transport material functions as a host material for the photoactive material.
11. The device of claim 10 , wherein the ratio of host material to photoactive material is in the range of from 5:1 to 20:1.
12. The device of claim 11 , wherein the ratio of host material to photoactive material is in the range of from 10:1 to 15:1.