ORGANIC MOLECULES FOR USE IN ORGANIC OPTOELECTRONIC DEVICES

• US 20200136054A1
• Filed: 04/13/2018
• Published: 04/30/2020
• Est. Priority Date: 04/13/2017
• Status: Active Grant

• Current Assignee: Samsung Display Company Limited (Samsung Electronics Co. Ltd.)
• Original Assignee: Cynora Gmbh
• Inventors: Esteban, Alhama Arjona
• Granted Patent: US 11,393,984 B2
• Time in Patent Office: Days
• CPC Class Codes: C07D 401/14 containing three or more hetero rings
• CPC Class Codes: C07D 519/00 Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
• CPC Class Codes: C09K 11/06 containing organic luminescent materials
• CPC Class Codes: C09K 2211/1007 Non-condensed systems
• CPC Class Codes: C09K 2211/1018 Heterocyclic compounds
• CPC Class Codes: C09K 2211/1029 containing one nitrogen atom as the heteroatom
• CPC Class Codes: C09K 2211/1033 with oxygen
• CPC Class Codes: C09K 2211/1037 with sulfur
• CPC Class Codes: C09K 2211/1044 containing two nitrogen atoms as heteroatoms
• CPC Class Codes: C09K 2211/1059 containing three nitrogen atoms as heteroatoms
• CPC Class Codes: H10K 2101/10 Triplet emission
• CPC Class Codes: H10K 50/11 characterised by the electroluminescent [EL] layers
• CPC Class Codes: H10K 71/00 Manufacture or treatment specially adapted for the organic devices covered by this subclass
• CPC Class Codes: H10K 71/15 characterised by the solvent used
• CPC Class Codes: H10K 71/164 using vacuum deposition
• CPC Class Codes: H10K 85/654 comprising only nitrogen as heteroatom H10K85/652 takes precedence
• CPC Class Codes: H10K 85/657 Polycyclic condensed heteroaromatic hydrocarbons
• CPC Class Codes: H10K 85/6572 comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole
• CPC Class Codes: Y02E 10/549 Organic PV cells

Abstract

The invention relates to an organic compound, in particular for the application in optoelectronic devices. According to the invention, the organic compound comprises or consists of

• • a first chemical moiety with a structure of formula I,

and

• • two second chemical moieties, independently from another with a structure of formula II,

wherein the first chemical moiety is linked to each of the two second chemical moieties via a single bond;
wherein
T, X, Y is each independently form each other the binding site of a single bond linking the first chemical moiety to one of the two second chemical moieties or is R²;
V is R²;
R^X is selected from the group consisting of CN and R^P;
R^Y is selected from the group consisting of CN and R^P;
R^Z is selected from the group consisting of CN and R^P;
wherein exactly one substituent selected from the group consisting of R^X. R^Y and R^Z is CN, and exactly two substituents selected of the group consisting of T, X and Y represent the binding sites of a single bond linking the first chemical moiety to one of the two second chemical moieties.

Claims

1. An organic light-emitting molecule comprising:

a first chemical moiety comprising a structure of Formula I,

2. The organic light-emitting molecule according to claim 1, wherein the first chemical moiety comprises a structure of Formula Ia:

3. The organic light-emitting molecule according to claim 1, wherein R¹, R² and R^P are independently from each other at each occurrence independently selected from the group consisting of H, methyl and phenyl.

4. The organic light-emitting molecule according to claim 1, wherein R^X is CN.

5. The organic light-emitting molecule according to claim 1, wherein the two second chemical moieties, each at each occurrence independently from another, comprise a structure of Formula IIa:

6. The organic light-emitting molecule according to claim 1, wherein the two second chemical moieties, each at each occurrence independently from another, comprise a structure of Formula IIb:

7. The organic light-emitting molecule according to claim 1, wherein the two second chemical moieties, each at each occurrence independently from another, comprise a structure of Formula IIc:

8. The organic light-emitting molecule according to claim 6, wherein R^b is at each occurrence independently from another selected from the group consisting of

Me, ⁱPr, ^tBu, CN, CF₃,

Ph, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, ⁱPr, ^tBu, CN, CF₃ and Ph;

pyridinyl, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, ⁱPr, ^tBu, CN, CF₃ and Ph;

pyrimidinyl, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, ⁱPr, ^tBu, CN, CF₃ and Ph;

carbazolyl, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, ⁱPr, ^tBu, CN, CF₃ and Ph;

triazinyl, which is optionally substituted with one or more substituents independently from each other selected from the group consisting of Me, ⁱPr, ^tBu, CN, CF₃, and Ph;

and

N(Ph)₂.

9. A process for preparing the organic molecule according to claim 1 comprising reacting two R² substituted 4-chloro-difluoro-pyridine with a cyano-substituted-phenylboronic acid or a cyano-substituted-phenylboronic acid ester.

16. 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.

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

18. The optoelectronic device according to claim 17, 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.

19. The optoelectronic device according to claim 17, wherein the organic molecule is one of a luminescent emitter, a host material, and an electron transport material, a hole injection material or a hole blocking material in the optoelectronic device.

20. 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 organic molecule.

21. An optoelectronic device comprising an organic molecule according to claim 2.

22. An optoelectronic device comprising the composition according to claim 16.

23. The optoelectronic device according to claim 22, 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.

24. The optoelectronic device according to claim 22, 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.

25. 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.

26. A method for producing an optoelectronic device, comprising processing of the composition according to claim 16 by a vacuum evaporation method or from a solution.

10-15. -15. (canceled)