Materials for electronic devices
The invention relates to a mixture containing at least two different triaryl amino compounds of formula (I). The mixture is suitable for use in an electronic device, preferably in an organic electroluminescent device, and in particular for use as a hole transport layer.
1. An organic electroluminescent device comprising an organic layer which consists of a mixture consisting of two different compounds of the formula (V)
wherein
R 1 is on each occurrence, identically or differently, H, D, F, a straight-chain alkyl having 1 to 20 C atoms or a branched or cyclic alkyl having 3 to 20 C atoms where the above-mentioned groups may each be substituted by one or more radicals R 2 and where one or more H atoms in the above-mentioned groups is optionally replaced by D, F or CN, or an aromatic or heteroaromatic ring system having 5 to 30 aromatic ring atoms, which may in each case be substituted by one or more radicals R 2 ;
R 2 is on each occurrence, identically or differently, H, D, F or an aliphatic, aromatic or heteroaromatic organic radical having 1 to 20 C atoms, in which, in addition, one or more H atoms is optionally replaced by D or F; and
Z is on each occurrence, identically or differently, CR 1 ;
and wherein each of the two compounds of the formula (V) is present in a proportion of at least 40% in the mixture and the difference in proportion by % is 0 to 20 percent points.
2. The organic electroluminescent device according to claim 1 , wherein the at least two compounds of the formula (V) contain no further nitrogen atom which carries three substituents apart from the nitrogen atom shown in formula (V).
3. The organic electroluminescent device according to claim 1 , wherein the mixture comprising two different compounds of the formula (V) is used in a hole-transport layer.
4. The organic electroluminescent device according to claim 1 , wherein the mixture is present in a hole transport layer, and at least one further hole transport layer is arranged on the anode side of the hole transport layer in which the mixture is present.
5. The organic electroluminescent device according to claim 4 , wherein at least one of the hole transport layers comprises a p-dopant.
6. The organic electroluminescent device according to claim 1 , wherein R 1 is on each occurrence, identically or differently, H, a straight-chain alkyl group having 1 to 20 C atoms or a branched or cyclic alkyl group having 3 to 20 C atoms, or an aromatic or heteroaromatic ring system having 5 to 30 aromatic ring atoms, which may in each case be substituted by one or more radicals R 2 ; and
R 2 is on each occurrence, identically or differently, H or an aliphatic, aromatic or heteroaromatic organic radical having 1 to 20 C atoms.
7. The organic electroluminescent device according to claim 6 , wherein each of the compounds of the formula (V) is present in a proportion of at least 45% in the mixture and the difference in proportion by % is 0 to 10 percent points.
8. The organic electroluminescent device according to claim 1 , wherein each of the compounds of the formula (V) is present in a proportion of at least 45% in the mixture and the difference in proportion by % is 0 to 10 percent points.
9. An organic electroluminescent device which comprises a hole-transport layer comprising a mixture which comprises two compounds of the formula (V)
wherein
R 1 is on each occurrence, identically or differently, H, D, F, CN, Si(R 2 ) 3 , a straight-chain alkyl having 1 to 20 C atoms or a branched or cyclic alkyl having 3 to 20 C atoms, where the above-mentioned groups may each be substituted by one or more radicals R 2 and where one or more H atoms in the above-mentioned groups is optionally replaced by D, F or CN, or an aromatic or heteroaromatic ring system having 5 to 30 aromatic ring atoms, which may in each case be substituted by one or more radicals R 2 ;
R 2 is on each occurrence, identically or differently, H, D, F or an aliphatic, aromatic or heteroaromatic organic radical having 1 to 20 C atoms, in which, in addition, one or more H atoms is optionally replaced by D or F;
where the following applies:
Z is on each occurrence, identically or differently, CR 1 ;
and wherein each of the two compounds of the formula (V) is present in a proportion of at least 40% in the mixture and the difference in proportion by % is 0 to 20 percent points.
10. The device according to claim 9 , wherein the at least two compounds of the formula (V) contain no further nitrogen atom which carries three substituents apart from the nitrogen atom shown in formula (V).
11. The organic electroluminescent device according to claim 9 , wherein R 1 is on each occurrence, identically or differently, H, a straight-chain alkyl group having 1 to 20 C atoms or a branched or cyclic alkyl group having 3 to 20 C atoms, or an aromatic or heteroaromatic ring system having 5 to 30 aromatic ring atoms, which may in each case be substituted by one or more radicals R 2 ; and
R 2 is on each occurrence, identically or differently, H or an aliphatic, aromatic or heteroaromatic organic radical having 1 to 20 C atoms.
12. The organic electroluminescent device according to claim 11 , wherein each of the compounds of the formula (V) is present in a proportion of at least 45% in the mixture and the difference in proportion by % is 0 to 10 percent points.
13. The organic electroluminescent device according to claim 9 , wherein each of the compounds of the formula (V) is present in a proportion of at least 45% in the mixture and the difference in proportion by % is 0 to 10 percent points.
14. A mixture which comprises two compounds of the formula (V)
wherein
R 1 is on each occurrence, identically or differently, H, D, F, CN, Si(R 2 ) 3 , a straight-chain alkyl having 1 to 20 C atoms or a branched or cyclic alkyl having 3 to 20 C atoms, where the above-mentioned groups may each be substituted by one or more radicals R 2 and where one or more H atoms in the above-mentioned groups is optionally replaced by D, F or CN, or an aromatic or heteroaromatic ring system having 5 to 30 aromatic ring atoms, which may in each case be substituted by one or more radicals R 2 ;
R 2 is on each occurrence, identically or differently, H, D, F or an aliphatic, aromatic or heteroaromatic organic radical having 1 to 20 C atoms, in which, in addition, one or more H atoms is optionally replaced by D or F;
where the following applies:
Z is on each occurrence, identically or differently, CR 1 ;
and wherein each of the two compounds of the formula (V) is present in a proportion of at least 40% in the mixture and the difference in proportion by % is 0 to 20 percent points.
15. The mixture according to claim 14 , wherein R 1 is on each occurrence, identically or differently, H, a straight-chain alkyl group having 1 to 20 C atoms or a branched or cyclic alkyl group having 3 to 20 C atoms, or an aromatic or heteroaromatic ring system having 5 to 30 aromatic ring atoms, which may in each case be substituted by one or more radicals R 2 ; and
R 2 is on each occurrence, identically or differently, H or an aliphatic, aromatic or heteroaromatic organic radical having 1 to 20 C atoms.
16. The mixture according to claim 14 , wherein each of the compounds of the formula (V) is present in a proportion of at least 45% in the mixture and the difference in proportion by % is 0 to 10 percent points.