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US 2020/0317704 A1Published application
Organic Electronic Device Comprising an Organic Semiconductor Layer
AssigneeNovaled GmbH
InventorsElena Galan, Francois Cardinali, Benjamin Schulze
Life of this patent
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Abstract
The present invention relates to compounds comprising a TAE structure, for use as a layer material for electronic devices, and to an organic electronic device comprising the layer material, and a method of manufacturing the same.
Claims29
A compound according to formula I:
- wherein
- X1 to X20 are independently selected from N, C—H, C—R1, C—Z, and/or at least two of X1 to X5, X6 to X10, X11 to X15, X16 to X20, which are connected to each other by a chemical bond, are bridged to form an annelated aromatic ring or annelated heteroaromatic ring, and
- wherein at least one X1 to X20 is selected from C—Z;
- R1 is selected from —NR2R3 or —BR2R3;
- R2 and R3 are independently selected C6-24 aryl and C2-20 heteroaryl;
- Z is a substituent of formula II:
- wherein
- Ar1 is independently selected from substituted or unsubstituted C6-C60 aryl and substituted or unsubstituted C2-C60 heteroaryl, wherein the substituents of C6-C60 aryl or C2-C60 heteroaryl are independently selected from linear C1-20 alkyl, branched C3-20 alkyl or C3-20 cyclic alkyl, linear C1-12 fluorinated alkyl, linear C1-12 fluorinated alkoxy, branched C3-12 fluorinated alkyl, branched C3-12 fluorinated alkoxy, C3-12 cyclic fluorinated alkyl, C3-12 cyclic fluorinated alkoxy, OR, SR, (P═O)R2;
- Ar2 is independently selected from:
- formula I, with the exception that X1 to X20 are not C—Z,
- substituted or unsubstituted C2-C60 heteroaryl;
- wherein the substituents of the C2-C60 heteroaryl are independently selected from C1-C20 linear alkyl, C3-C20 branched alkyl or C3-C20 cyclic alkyl;
- C1-C20 linear alkoxy, C3-C20 branched alkoxy;
- linear fluorinated C1-C12 alkyl, or linear fluorinated C1-C12 alkoxy;
- C3-C12 branched cyclic fluorinated alkyl, C3-C12 cyclic fluorinated alkyl, C3-C12 cyclic fluorinated alkoxy, nitrile, OR, SR, (C═O)R, (C═O)NR2, SiR3, (S═O)R, (S═O)2R, (P═O)R2;
- with the provision that the Ar2 group comprises 3 to 8 non-hetero aromatic 6 membered rings;
- R is independently selected from a C1-C20 linear alkyl, C1-C20 alkoxy, C1-C20 thioalkyl, C3-C20 branched alkyl, C3-C20 cyclic alkyl, C3-C20 branched alkoxy, C3-C20 cyclic alkoxy, C3-C20 branched thioalkyl, C3-C20 cyclic thioalkyl, C6-C20 aryl and C3-C20 heteroaryl;
- n is 1 or 2;
- m is selected from 1, 2 or 3;
- wherein
- none of the aromatic rings A, B, C and D are connected via a single bond to a triazine ring;
- and
- the compound of formula I comprises at least one hetero atom, wherein the hetero atom is selected from N, O, (P═O)R2, —CN;
- and
- the compound of formula I comprises at least 8 to 14 aromatic rings;
- and
- the heteroatom of a heteroarylene of Ar1 is selected from N, O, B, Si, P, Se;
- and
- optional excluding compounds of formula I that are superimposable on its mirror image.
26 more elements
Dependencies are inferred from the claim text.