Aromatic amine-terphenyl compounds and use thereof in organic semiconducting components
The present invention relates to aromatic amine-terphenyl compounds and use thereof in organic semiconducting components. The organic semiconducting components may contain at least one layer that includes one or more of the aromatic amine-terphenyl compounds, and the layer may be a charge transporting layer or an emitter layer. The organic semiconducting components may be organic light-emitting diodes or photovoltaic components.
1. A compound of formula (I):
wherein R 1 is selected independently from naphthyl or biphenylyl;
R 2 is selected independently from methyl, isopropyl, tert-butyl, C 1 -C 5 haloalkyl, or C 6 -C 12 aryloxy;
R 3 is selected independently from H or C 1 -C 5 alkyl;
n is independently selected from 1-3; and
(i) when each R 2 is methyl, the compound of formula (I) is selected from
and
(ii) when at least one R 2 is tert-butyl or isopropyl, the compound of formula (I) is selected from
2. The compound according to claim 1 , wherein the substitution by R 2 is in at least one of the ortho or para position of the phenyl ring.
3. The compound according to claim 1 , wherein R 2 is C 6 -C 12 aryloxy.
4. The compound according to claim 3 , wherein R 2 is phenoxy.
5. The compound according to claim 1 , wherein R 1 is β-naphthyl or 1,1′-biphenyl-4-yl.
6. The compound according to claim 1 , wherein R 3 is H or methyl.
7. The compound according to claim 1 , wherein the compound has a structure according to formula (III):
wherein R 4 and R 5 are selected independently from H or R 2 , and at least one of R 4 or R 5 is not H.
8. The compound according to claim 1 , wherein the compound is selected from one of the following formulas:
9. The compound according to claim 8 , wherein the compound is selected from one of formulas (4), (6), (10), (20), (34), (36), or (37).
10. An organic semiconducting component comprising at least one layer, which contains a compound according to claim 1 .
11. The organic semiconducting component according to claim 10 , wherein the layer containing the compound according to claim 1 is doped.
12. The organic semiconducting component according to claim 10 , wherein the layer containing the compound according to claim 1 comprises at least one doped region and at least one other region, wherein the other region is either doped to a lesser extent that than the doped region or undoped.
13. The organic semiconducting component according to claim 10 , wherein the layer containing the compound according to claim 1 is a hole transport layer or emitter layer.
14. The organic semiconducting component according to claim 10 , wherein the component is an organic light-emitting diode (OLED) or a photovoltaic component.
15. The compound according to claim 1 , wherein the substituents represented by at least one of R 1 , R 2 , and R 3 are identical.
16. The organic semiconducting component according to claim 14 , wherein the component is a solar cell.