Organic molecules for use in organic optoelectronic devices

1. An organic molecule comprising

a first chemical unit comprising a structure according to Formula I,

and

two second chemical units D, which are respectively the same or different in each occurrence, comprising a structure according to Formula IIa,

wherein, in each case, the first chemical unit is connected to the two second chemical units D via a single bond;

wherein

T is the point of attachment of the single bond between the first chemical unit and a second chemical unit D or is H;

V is the point of attachment of the single bond between the first chemical unit and a second chemical unit D or is H;

W is the point of attachment of the single bond between the first chemical unit and a second chemical unit D or is selected from the group consisting of H, CN and CF 3 ;

X is the point of attachment of the single bond between the first chemical unit and a second chemical unit D or is selected from the group consisting of H, CN and CF 3 ;

Y is the point of attachment of the single bond between the first chemical unit and a second chemical unit D or is selected from the group consisting of H, CN and CF 3 ;

# identifies the point of attachment of the single bond between a second chemical unit D and the first chemical unit;

in each occurrence R a is the same or different and is selected from the group consisting of:

H, deuterium, N(R 5 ) 2 , OH, Si(R 5 ) 3 , B(OR 5 ) 2 , OSO 2 R 5 , CF 3 , CN, F, Br, I;

a linear alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms, which can in each case be substituted with one or more radicals R 5 , wherein one or more non-adjacent CH 2 groups can be replaced by R 5 C═CR 5 , C≡C, Si(R 5 ) 2 , Ge(R 5 ) 2 , Sn(R 5 ) 2 , C═O, C═S, C═Se, C═NR 5 , P(═O)(R 5 ), SO, SO 2 , NR 5 , O, S or CONR 5 and wherein one or more H atoms can be replaced by deuterium, CN, CF 3 or NO 2 ;

a linear alkenyl or alkinyl group having 2 to 40 C atoms, which can in each case be substituted with one or more radicals R 5 , wherein one or more non-adjacent CH 2 groups can be replaced by R 5 C═CR 5 , C≡C, Si(R 5 ) 2 , Ge(R 5 ) 2 , Sn(R 5 ) 2 , C═O, C═S, C═Se, C═NR 5 , P(═O)(R 5 ), SO, SO 2 , NR 5 , O, S or CONR 5 and wherein one or more H atoms can be replaced by deuterium, CN, CF 3 or NO 2 ;

a branched or cyclic alkyl, alkenyl, alkinyl, alkoxy or thioalkoxy group having 3 to 40 C atoms, which can in each case be substituted with one or more radicals R 5 , wherein one or more non-adjacent CH 2 groups can be replaced by R 5 C═CR 5 , C≡C, Si(R 5 ) 2 , Ge(R 5 ) 2 , Sn(R 5 ) 2 , C═O, C═S, C═Se, C═NR 5 , P(═O)(R 5 ), SO, SO 2 , NR 5 , O, S or CONR 5 and wherein one or more H atoms can be replaced by deuterium, CN, CF 3 or NO 2 ;

an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which can in each case be substituted with one or more radicals R 5 ;

an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which can in each case be substituted with one or more radicals R 5 ; and

a diarylamino group, diheteroarylamino group or arylheteroarylamino group having 10 to 40 aromatic ring atoms, which can in each case be substituted with one or more radicals R 5 ;

in each occurrence R 5 is the same or different and is selected from the group consisting of:

H, deuterium, N(R 6 ) 2 , OH, Si(R 6 ) 3 , B(OR 6 ) 2 , OSO 2 R 6 , CF 3 , CN, F, Br, I;

a linear alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms, which can in each case be substituted with one or more radicals R 6 , wherein one or more non-adjacent CH 2 groups can be replaced by R 6 C═CR 6 , C≡C, Si(R 6 ) 2 , Ge(R 6 ) 2 , Sn(R 6 ) 2 , C═O, C═S, C═Se, C═NR 6 , P(═O)(R 6 ), SO, SO 2 , NR 6 , O, S or CONR 6 and wherein one or more H atoms can be replaced by deuterium, CN, CF 3 or NO 2 ;

a linear alkenyl or alkinyl group having 2 to 40 C atoms, which can in each case be substituted with one or more radicals R 6 , wherein one or more non-adjacent CH 2 groups can be replaced by R 6 C═CR 6 , C≡C, Si(R 6 ) 2 , Ge(R 6 ) 2 , Sn(R 6 ) 2 , C═O, C═S, C═Se, C═NR 6 , P(═O)(R 6 ), SO, SO 2 , NR 6 , O, S or CONR 6 and wherein one or more H atoms can be replaced by deuterium, CN, CF 3 or NO 2 ;

a branched or cyclic alkyl, alkenyl, alkinyl, alkoxy or thioalkoxy group having 3 to 40 C atoms, which can in each case be substituted with one or more radicals R 6 , wherein one or more non-adjacent CH 2 groups can be replaced by R 6 C═CR 6 , C≡C, Si(R 6 ) 2 , Ge(R 6 ) 2 , Sn(R 6 ) 2 , C═O, C═S, C═Se, C═NR 6 , P(═O)(R 6 ), SO, SO 2 , NR 6 , O, S or CONR 6 and wherein one or more H atoms can be replaced by deuterium, CN, CF 3 or NO 2 ;

an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which can in each case be substituted with one or more radicals R 6 ;

an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which can in each case be substituted with one or more radicals R 6 ; and

a diarylamino group, diheteroarylamino group or arylheteroarylamino group having 10 to 40 aromatic ring atoms, which can in each case be substituted with one or more radicals R 6 ;

in each occurrence R 6 is the same or different and is selected from the group consisting of:

H, deuterium, OH, CF 3 , CN, F;

a linear alkyl, alkoxy or thioalkoxy group having 1 to 5 C atoms, wherein one or more H atoms can be replaced by deuterium, CN, CF 3 or NO 2 ;

a linear alkenyl or alkinyl group having 2 to 5 C atoms, wherein one or more H atoms can be replaced by deuterium, CN, CF 3 or NO 2 ;

a branched or cyclic alkyl, alkenyl, alkinyl, alkoxy or thioalkoxy group having 3 to 5 C atoms, wherein one or more H atoms can be replaced by deuterium, CN, CF 3 or NO 2 ;

an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms;

an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms; and

a diarylamino group, diheteroarylamino group or arylheteroarylamino group having 10 to 40 aromatic ring atoms;

wherein each of the radicals R a or R 5 can also form a mono- or polycyclic, aliphatic, aromatic and/or benzoannelated ring system with one or more further radicals R a or R 5 ;

wherein

exactly one radical selected from the group consisting of W, X and Y is CN or CF 3 and exactly two radicals selected from the group consisting of T, V, W, X and Y are a point of attachment of the single bond between the first chemical unit and a second chemical unit D; and

wherein the exactly one radical that is CN or CF 3 is attached to the first chemical unit at a position between the exactly two radicals that are the point of attachment of the single bond between the first chemical unit and the second chemical unit D.

2. The organic molecule according to claim 1 , wherein, in each occurrence, R 1 is the same or different and is methyl or phenyl.

3. The organic molecule according to claim 1 , wherein W is CN.

4. The organic molecule according to claim 1 , wherein, in each case, the second chemical unit D has a structure of Formula IIb:

wherein

in each occurrence R b is the same or different and is selected from the group consisting of:

N(R 5 ) 2 , OH, Si(R 5 ) 3 , B(OR 5 ) 2 , OSO 2 R 5 , CF 3 , CN, F, Br, I;

a linear alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms, wherein one or more non-adjacent CH 2 groups can be replaced by R 5 C═CR 5 , C≡C, Si(R 5 ) 2 , Ge(R 5 ) 2 , Sn(R 5 ) 2 , C═O, C═S, C═Se, C═NR 5 , P(═O)(R 5 ), SO, SO 2 , NR 5 , O, S or CONR 5 and wherein one or more H atoms can be replaced by deuterium, CN, CF 3 or NO 2 ;

a linear alkenyl or alkinyl group having 2 to 40 C atoms, wherein one or more non-adjacent CH 2 groups can be replaced by R 5 C═CR 5 , C≡C, Si(R 5 ) 2 , Ge(R 5 ) 2 , Sn(R 5 ) 2 , C═O, C═S, C═Se, C═NR 5 , P(═O)(R 5 ), SO, SO 2 , NR 5 , O, S or CONR 5 and wherein one or more H atoms can be replaced by deuterium, CN, CF 3 or NO 2 ;

a branched or cyclic alkyl, alkenyl, alkinyl, alkoxy or thioalkoxy group having 3 to 40 C atoms, which can in each case be substituted with one or more radicals R 5 , wherein one or more non-adjacent CH 2 groups can be replaced by R 5 C═CR 5 , C≡C, Si(R 5 ) 2 , Ge(R 5 ) 2 , Sn(R 5 ) 2 , C═O, C═S, C═Se, C═NR 5 , P(═O)(R 5 ), SO, SO 2 , NR 5 , O, S or CONR 5 and wherein one or more H atoms can be replaced by deuterium, CN, CF 3 or NO 2 ;

an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which can in each case be substituted with one or more radicals R 5 ;

an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which can in each case be substituted with one or more radicals R 5 ; and

a diarylamino group, diheteroarylamino group or arylheteroarylamino group having 10 to 40 aromatic ring atoms, which can in each case be substituted with one or more radicals R 5 ; and

# and R 5 have the aforestated meanings.

5. The organic molecule according to claim 1 , wherein, in each case, the second chemical unit D has a structure of Formula IIc:

wherein

in each occurrence R b is the same or different and is selected from the group consisting of:

N(R 5 ) 2 , OH, Si(R 5 ) 3 , B(OR 5 ) 2 , OSO 2 R 5 , CF 3 , CN, F, Br, I;

a linear alkyl, alkoxy or thioalkoxy group having 1 to 40 C atoms, wherein one or more non-adjacent CH 2 groups can be replaced by R 5 C═CR 5 , C≡C, Si(R 5 ) 2 , Ge(R 5 ) 2 , Sn(R 5 ) 2 , C═O, C═S, C═Se, C═NR 5 , P(═O)(R 5 ), SO, SO 2 , NRS, O, S or CONR 5 and wherein one or more H atoms can be replaced by deuterium, CN, CF 3 or NO 2 ;

a linear alkenyl or alkinyl group having 2 to 40 C atoms, wherein one or more non-adjacent CH 2 groups can be replaced by R 5 C═CR 5 , C≡C, Si(R 5 ) 2 , Ge(R 5 ) 2 , Sn(R 5 ) 2 , C═O, C═S, C═Se, C═NR 5 , P(═O)(R 5 ), SO, SO 2 , NR 5 , O, S or CONR 5 and wherein one or more H atoms can be replaced by deuterium, CN, CF 3 or NO 2 ;

a branched or cyclic alkyl, alkenyl, alkinyl, alkoxy or thioalkoxy group having 3 to 40 C atoms, which can in each case be substituted with one or more radicals R 5 , wherein one or more non-adjacent CH 2 -groups can be replaced by R 5 C═CR 5 , C≡C, Si(R 5 ) 2 , Ge(R 5 ) 2 , Sn(R 5 ) 2 , C═O, C═S, C═Se, C═NR 5 , P(═O)(R 5 ), SO, SO 2 , NR 5 , O, S or CONR 5 and wherein one or more H atoms can be replaced by deuterium, CN, CF 3 or NO 2 ;

an aromatic or heteroaromatic ring system having 5 to 60 aromatic ring atoms, which can in each case be substituted with one or more radicals R 5 ;

an aryloxy or heteroaryloxy group having 5 to 60 aromatic ring atoms, which can in each case be substituted with one or more radicals R 5 ; and

a diarylamino group, diheteroarylamino group or arylheteroarylamino group having 10 to 40 aromatic ring atoms, which can in each case be substituted with one or more radicals R 5 ; and

R 5 has the fore stated meaning.

6. The organic molecule according to claim 4 , wherein in each occurrence R b is the same or different and is Me, i Pr, t Bu, CN, CF 3 or Ph, which can in each case be substituted with one or more radicals selected from the group consisting of Me, iPr, tBu, CN, CF 3 and Ph, pyridinyl, which can in each case be substituted with one or more radicals selected from the group consisting of Me, iPr, tBu, CN, CF 3 and Ph, pyrimidinyl which can in each case be substituted with one or more radicals selected from Me, i Pr, t Bu, CN, CF 3 and Ph, triazinyl, which can in each case be substituted with one or more radicals selected from the group consisting of Me, iPr, tBu, CN, CF 3 and Ph, carbazolyl which can in each case be substituted with one or more radicals selected from the group consisting of Me, iPr, tBu, CN, CF 3 and Ph, or N(Ph) 2 .

7. A composition comprising:

(a) at least one organic molecule according to claim 1 as an emitter and/or host;

(b) one or more emitter and/or host materials different from the at least one organic molecule according to claim 1 ; and

(c) optionally one or more dyes and/or one or more solvents.

8. An optoelectronic device comprising the organic molecule according to claim 1 .

9. The optoelectronic device according to claim 8 , wherein the optoelectronic device is an organic light-emitting diode, a light-emitting electrochemical cell, an organic light-emitting sensor, an organic diode, an organic solar cell, an organic transistor, an organic field-effect transistor, an organic laser or a down-conversion element.

10. The optoelectronic device according to claim 8 , wherein the organic molecule is one of an emitter and a host in the optoelectronic device.

11. The optoelectronic device according to claim 10 , wherein a proportion of the organic molecule in the emitter or the host is in the range of 1% to 80%.

12. The optoelectronic device according to claim 8 , comprising:

a substrate;

an anode;

a cathode, wherein the anode or the cathode is applied to the substrate; and

at least one light-emitting layer disposed between the anode and the cathode and which comprises the organic molecule.

13. An optoelectronic device comprising the organic molecule according to claim 2 .

14. The optoelectronic device according to claim 13 , wherein the organic molecule is one of an emitter and a host in the optoelectronic device.

15. An optoelectronic device comprising the composition according to claim 7 .

16. The optoelectronic device according to claim 15 , comprising:

a substrate;

an anode;

a cathode, wherein the anode or the cathode are disposed on the substrate; and

at least one light-emitting layer disposed between the anode and the cathode and which comprises the composition.

17. The optoelectronic device according to claim 15 , wherein the composition is one of an emitter and a host in the optoelectronic device.

18. A process for producing an optoelectronic component, comprising processing of the organic molecule according to claim 1 by an evaporation process or from a solution.

19. The organic molecule according to claim 1 , wherein the exactly two radicals that are the point of attachment of the single bond between the first chemical unit and the second chemical unit D are each in an ortho position relative to the position of the exactly one radical that is CN or CF 3 and each R a is H.