Organic molecules for use in optoelectronic devices

1. An organic molecule having a structure of Formula I:

wherein

X is O or S;

Y is O or S;

R 1 is selected from the group consisting of:

hydrogen,

deuterium,

halogen,

CN,

N(Ph) 2 ,

C 1 -C 5 -alkyl,

which is optionally substituted with one or more substituents R 5 ;

C 6 -C 60 -aryl,

which is optionally substituted with one or more substituents R 5 ; and

C 3 -C 57 -heteroaryl,

which is optionally substituted with one or more substituents R 5 ;

R 2 , R 3 , and R 4 are independently from each other selected from the group consisting of:

hydrogen,

deuterium,

halogen,

C 1 -C 40 -alkyl,

which is optionally substituted with one or more substituents R 5 ;

C 1 -C 40 -alkoxyl,

which is optionally substituted with one or more substituents R 5 ;

C 2 -C 40 -alkenyl,

which is optionally substituted with one or more substituents R 5 ;

C 2 -C 40 -alkynyl,

which is optionally substituted with one or more substituents R 5 ;

C 6 -C 60 -aryl,

which is optionally substituted with one or more substituents R 5 ;

C 3 -C 57 -heteroaryl,

which is optionally substituted with one or more substituents R 5 ;

CN;

CF 3 ;

N(R 5 ) 2 ;

OR 5 , and

Si(R 5 ) 3 ;

R I , R II , R III , R IV , R V and R VI is independently from each other selected from the group consisting of:

hydrogen,

deuterium,

halogen,

C 1 -C 40 -alkyl,

which is optionally substituted with one or more substituents R 5 ;

C 1 -C 40 -alkoxyl,

which is optionally substituted with one or more substituents R 5 ;

C 2 -C 40 -alkenyl,

which is optionally substituted with one or more substituents R 5 ;

C 2 -C 40 -alkynyl,

which is optionally substituted with one or more substituents R 5 ;

C 6 -C 60 -aryl,

which is optionally substituted with one or more substituents R 5 ;

C 3- C 57 -heteroaryl,

which is optionally substituted with one or more substituents R 5 ;

CN;

CF 3 ;

N(R 5 ) 2 ;

OR 5 , and

Si(R 5 ) 3 ;

R 5 is at each occurrence independently from another selected from the group consisting of:

hydrogen, deuterium, OPh, CF 3 , CN, F,

C 1 -C 5 -alkyl,

wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF 3 , or F;

C 1 -C 5 -alkoxy,

wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF 3 , or F;

C 1 -C 5 -thioalkoxy,

wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF 3 , or F;

C 2 -C 5 -alkenyl,

wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF 3 , or F;

C 2 -C 5 -alkynyl,

wherein optionally one or more hydrogen atoms are independently from each other substituted by deuterium, CN, CF 3 , or F;

C 6 -C 18 -aryl,

which is optionally substituted with one or more C 1 -C 5 -alkyl substituents;

C 3 -C 17 -heteroaryl,

which is optionally substituted with one or more C 1 -C 5 -alkyl substituents;

N(C 6 -C 18 -aryl) 2 ,

N(C 3 -C 17 -heteroaryl) 2 ; and

N(C 3 -C 17 -heteroaryl)(C 6 -C 18 -aryl).

2. The organic molecule according to claim 1 , wherein R 1 , R 2 , R 3 , R I , R II , R III , R IV , R V and R VI are independently from selected from the group consisting of:

hydrogen,

deuterium,

halogen,

Me,

i Pr,

t Bu,

CN,

CF 3 ,

Ph, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF 3 , and Ph,

pyridinyl, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF 3 , and Ph,

pyrimidinyl, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF 3 , and Ph,

carbazolyl, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF 3 , and Ph,

triazinyl, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF 3 , and Ph,

and N(Ph) 2 .

3. The organic molecule according to claim 1 , wherein R 2 , R 4 , R I , R III , R IV , and R VI are independently selected from the group consisting of:

hydrogen,

deuterium,

halogen,

Me,

i Pr,

t Bu,

CN,

CF 3 ,

Ph, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF 3 , and Ph,

pyridinyl, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF 3 , and Ph,

pyrimidinyl, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF 3 , and Ph, and

triazinyl, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF 3 , and Ph;

and R 3 , R II , and R V is independently from another selected from the group consisting of:

hydrogen,

deuterium,

Me,

i Pr,

t Bu,

Ph, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, and Ph,

carbazolyl, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF 3 , and Ph,

and N(Ph) 2 .

4. The organic molecule according to claim 3 , wherein R 2 , R 4 , R I , R III , R IV , and R VI are independently selected from the group consisting of:

hydrogen, deuterium, Me, i Pr, t Bu, CN, CF 3 , and

Ph, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF 3 , and Ph;

R 3 , R II and R V is independently from another selected from the group consisting of hydrogen, deuterium, Me, i Pr, t Bu,

Ph, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, and Ph,

carbazolyl, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, t Bu, and Ph

and N(Ph) 2 .

5. The organic molecule according to claim 1 , wherein R 1 is C 6 -C 30 -aryl,

which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, i Pr, t Bu, CN, CF 3 , and Ph.

6. The organic molecule according to claim 5 , wherein R 1 is phenyl or mesityl.

7. The organic molecule according to claim 1 , comprising a structure of one of Formulas II to XXI:

8. 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.

9. An optoelectronic device comprising the organic molecule according to claim 1 , wherein the optoelectronic device is an organic light-emitting diode, light-emitting electrochemical cell, 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 9 , 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.

11. An optoelectronic device comprising the organic molecule according to claim 1 , wherein the organic molecule is one of a luminescent emitter, an electron transport material, a hole injection material or a hole blocking material in the optoelectronic device.

12. The optoelectronic device according to claim 11 , wherein the optoelectronic device is an organic light-emitting diode, light-emitting electrochemical cell, 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.

13. An optoelectronic device comprising the organic molecule according to claim 2 , wherein the optoelectronic device is an organic light-emitting diode, light-emitting electrochemical cell, 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.

14. The optoelectronic device according to claim 13 , 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.

15. An optoelectronic device comprising the organic molecule according to claim 2 , wherein the organic molecule is one of a luminescent emitter, an electron transport material, a hole injection material or a hole blocking material in the optoelectronic device.

16. The optoelectronic device according to claim 15 , wherein the optoelectronic device is an organic light-emitting diode, light-emitting electrochemical cell, 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.

17. An optoelectronic device comprising the composition according to claim 8 , wherein the optoelectronic device is an organic light-emitting diode, light-emitting electrochemical cell, 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.

18. The optoelectronic device according to claim 17 , 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 composition.

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

20. A process for producing an optoelectronic device, comprising processing of the composition according to claim 8 by a vacuum evaporation method or from a solution.