Compound and organic semiconducting layer, organic electronic device, display device and lighting device comprising the same
The present invention relates to a compound of the Formula (I) wherein at least one of R 1 to R 10 and/or Ar 4 is a group having the Formula (II) wherein the asterisk symbol “*” in Formula (II) represents the position of binding of the group having the Formula (II); L is selected from substituted or unsubstituted C 6 to C 18 arylene; Ar 1 is selected from substituted or unsubstituted C 3 to C 24 heteroaryl, wherein the heteroaryl comprises at least two N-atoms; Ar 2 and Ar 3 are independently selected from substituted or unsubstituted C 6 to C 24 aryl and/or substituted or unsubstituted C 4 to C 24 heteroaryl, wherein Ar 2 and Ar 3 are selected differently from each other; Ar 4 is selected from the group consisting of substituted or unsubstituted C 1 to C 16 alkyl, substituted or unsubstituted C 6 to C 24 aryl, substituted or unsubstituted C 2 to C 24 heteroaryl and a group having the general Formula (II); R 1 to R 10 are independently selected from the group consisting of H, D, F, C 1 to C 20 alkyl, C 6 to C 20 aryl, C 2 to C 20 heteroaryl and a group having the Formula (II); and R 1 and R 2 ; or R 2 and R 3 or R 3 ; and R 4 ; or R 5 and R 6 may independently from each other form a fused ring or system of fused rings; a semiconducting layer comprising the same, an organic electronic device comprising the same as well as a display or a lighting device comprising the organic electronic device.
1. Compound of the Formula (I)
wherein at least one of R 1 to R 10 and/or Ar 4 is a group having the Formula (II)
wherein the asterisk symbol “*” in Formula (II) represents the position of binding of the group having the Formula (II);
L is selected from substituted or unsubstituted C 6 to C 18 arylene;
Ar 1 is selected from substituted or unsubstituted C 3 to C 24 heteroaryl, wherein the heteroaryl comprises at least two N-atoms;
Ar 2 and Ar 3 are independently selected from substituted or unsubstituted C 6 to C 24 aryl and/or substituted or unsubstituted C 4 to C 24 heteroaryl,
wherein Ar 2 and Ar 3 are selected differently from each other;
Ar 4 is selected from the group consisting of substituted or unsubstituted C 1 to C 16 alkyl, substituted or unsubstituted C 6 to C 24 aryl, substituted or unsubstituted C 2 to C 24 heteroaryl and a group having the general Formula (II);
R 1 to R 10 are independently selected from the group consisting of H, D, F, C 1 to C 20 alkyl, C 6 to C 20 aryl, C 2 to C 20 heteroaryl and a group having the Formula (II); and R 1 and R 2 ; or R 2 and R 3 ; or R 3 and R 4 ; or R 5 and R 6 may independently from each other form a fused ring or a system of fused rings;
wherein, in the respective substituted groups, the substituents each are independently selected from the group consisting of D, F, C 1 to C 20 linear alkyl, C 3 to C 20 branched alkyl, C 3 to C 20 cyclic alkyl, C 1 to C 20 linear alkoxy, C 3 to C 20 branched alkoxy, C 1 to C 12 linear fluorinated alkyl, C 1 to C 12 linear fluorinated alkoxy, C 3 to C 12 branched fluorinated cyclic alkyl, C 3 to C 20 fluorinated cyclic alkyl, C 3 to C 12 fluorinated cyclic alkoxy, CN, RCN, C 6 to C 20 aryl, C 2 to C 20 heteroaryl, OR, SR, (C═O)R, (C═O)NR 2 , SiR 3 , (S═O)R, (S═O) 2 R, (P═O)R 2 ; wherein each R is independently selected from the group consisting of C 1 to C 20 linear alkyl, C 1 to C 20 alkoxy, C 1 to C 20 thioalkyl, C 3 to C 20 branched alkyl, C 3 to C 20 cyclic alkyl, C 3 to C 20 branched alkoxy, C 3 to C 20 cyclic alkoxy, C 3 to C 20 branched thioalkyl, C 3 to C 20 cyclic thioalkyl, C 6 to C 20 aryl and C 2 to C 20 heteroaryl.
2. Compound according to claim 1 , wherein L is selected from the group consisting of phenylene, biphenylene, terphenylene, phenanthrylene, triphenylylene, and naphthylene.
3. Compound according to claim 1 , wherein Ar 1 is triazine or pyrimidine.
4. Compound according to claim 1 , wherein Ar 3 is biphenyl, naphthyl, dibenzofuranyl, or dibenzothiophenyl.
5. Compound according to claim 1 , wherein Ar 2 is phenyl.
6. Compound according to claim 1 , wherein Ar 4 is selected from the group consisting of phenyl, biphenyl, terphenyl, naphthyl, and a group having the Formula (II).
7. Compound according to claim 1 , wherein R 1 and R 2 form together a fused ring.
8. Compound according to claim 1 , wherein the compound of Formula (I) has one of the following Formulas (Ia), (Ib), (Ic) and (Id):
9. Compound according to claim 1 , wherein the compound has one of the following structures A-1 to A-15:
10. Organic semiconducting layer comprising a compound of Formula (I) according to claim 1 .
11. Organic semiconducting layer according to claim 10 , wherein the organic semiconducting layer further comprises a metal, a metal salt, or an alkali or alkaline earth metal complex.
12. Organic semiconducting layer according to claim 11 , wherein the alkali or alkaline earth metal complex is an organic alkali or alkaline earth metal complex.
13. Organic semiconducting layer according to claim 10 , wherein the organic semiconducting layer further comprises 8-hydroxyquinolinolato lithium or alkali borate.
14. Organic electronic device comprising an organic semiconducting layer according to claim 10 .
15. Organic electronic device according to claim 14 further comprising an anode, an emission layer, and a cathode, wherein the organic semiconducting layer is arranged between the emission layer and the cathode.
16. Display device comprising the organic electronic device according to claim 14 .
17. Lighting device comprising the organic electronic device according to claim 14 .