IP Library Granted Patent US 11,919,882
Granted Patent B2
US 11,919,882 · App. 16/322,760 · Granted Mar 5, 2024

Organic molecules for use in organic optoelectronic devices

Inventors: Stefan Seifermann (Bühl, DE); Michael Danz (Eggenstein-Leopoldshafen, DE); Georgios Liaptsis (Mannheim, DE)
Assignee: Samsung Display Co., Ltd.
C07D403/04H10K85/621H10K85/654H10K85/6572H10K50/11H10K50/15H10K50/16H10K50/171H10K2101/10
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Quick Facts
Patent No.
US 11,919,882
App. No.
16/322,760
Granted
Mar 5, 2024
Kind
B2
Abstract

An organic molecule is disclosed having a structure with: a first chemical unit having a structure of formula A1 at least one second chemical unit having a structure of formula D with #=point of attachment of the second chemical unit to the first chemical unit; R N is a structure of the formula N1 with § =point of attachment of the chemical unit of formula N1 to the first chemical unit.

Claims (50)

1. An organic molecule comprising:

a first chemical unit comprising a structure of the Formula A1:

one second chemical unit comprising a structure of the Formula D1:

with

#=point of attachment of the second chemical unit to the first chemical unit;

R N comprises a structure of the Formula N1:

with

§ =point of attachment of the chemical unit of Formula N1 to the first chemical unit;

R N2 is the same or different at each instance and is H, phenyl or naphthyl;

one R a is a point of attachment of the first chemical unit to the second chemical unit and the other R a s are H;

R b at each instance is independently selected from the group consisting of H, deuterium, CF 3 , C(═O)R 1 , CN, carbazolyl which is unsubstituted or substituted by one or more R 2 , Si(R 4 ) 3 , an alkyl group which is unsubstituted or substituted by one or more R 2 , an aryl group which is unsubstituted or substituted by one or more R 2 , and a heteroaryl group which is unsubstituted or substituted by one or more R 2 ;

R 1 independently at each instance is an aryl group which is unsubstituted or substituted by one or more R 3 ;

R 2 at each instance is independently selected from the group consisting of CF 3 , C(═O)R 1 , CN, an alkyl group which is unsubstituted or substituted by one or more R 3 , an aryl group which is unsubstituted or substituted by one or more R 3 , and a heteroaryl group which is unsubstituted or substituted by one or more R 3 ;

R 3 at each instance is independently selected from the group consisting of an unsubstituted alkyl group, an unsubstituted aryl group and an unsubstituted heteroaryl group;

R 4 at each instance is independently selected from the group consisting of an aryl group which is unsubstituted or substituted by one or more R 3 , and a heteroaryl group which is unsubstituted or substituted by one or more R 3 ;

where two or more of the R 1 , R 2 and R 3 substituents together optionally form a monocyclic, polycyclic, aliphatic, aromatic and/or benzofused ring system;

wherein not less than one and not more than three R N2 is phenyl or naphthyl, and wherein at least one of the R N2 which is phenyl or naphthyl is in the ortho position relative to the point of attachment of the chemical unit of Formula N1 to the first chemical unit.

2. The organic molecule according to claim 1 , wherein the organic molecule is represented by Formula A2:

where R b and R N have the aforestated meanings.

3. The organic molecule according to claim 1 , wherein the organic molecule is represented by Formula A3:

where R b and R N have the aforestated meanings.

4. The organic molecule according to claim 1 , wherein the organic molecule is represented by Formula A4:

where R b and R N have the aforestated meanings.

5. The organic molecule according to claim 1 , wherein the organic molecule is represented by Formula A5:

where R b and R N have the aforestated meanings.

6. The organic molecule according to claim 1 , where R N is the same or different at each instance and is selected from one of the following structures:

7. The organic molecule according to claim 1 , where R N is represented by the structure P3:

8. The organic molecule according to claim 1 , where R b is the same or different at each instance and is selected from the group consisting of H, deuterium, methyl, i-propyl, t-butyl, CF 3 , CN, a phenyl group which is unsubstituted or substituted by one or more R 6 , a pyridine group which is unsubstituted or substituted by one or more R 6 , a pyrimidine group which is unsubstituted or substituted by one or more R 6 , a pyrazine group which is unsubstituted or substituted by one or more R 6 , and a triazine group which is unsubstituted or substituted by one or more R 6 , where R 6 is the same or different at each instance and is selected from the group consisting of deuterium, methyl, i-propyl, t-butyl, CF 3 , CN and phenyl.

9. A composition comprising:

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

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

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

11. The optoelectronic device according to claim 10 , 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.

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

13. The optoelectronic device according to claim 12 , wherein a proportion of the organic molecule in the emitter or the host is in the range of 1% to 80%.

14. The optoelectronic device according to claim 10 , 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 .

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

17. An optoelectronic device comprising the composition according to claim 9 .

18. The optoelectronic device according to claim 17 , comprising:

a substrate;

an anode;

a cathode, wherein the anode or the cathode is disposed on the substrate, and

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

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

20. 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.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 10, 2022
From: CYNORA GMBH
To: SAMSUNG DISPLAY CO., LTD.
Reel/Frame 060329/0712 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 20, 2019
From: SEIFERMANN, STEFAN; DANZ, MICHAEL; LIAPTSIS, GEORGIOS
To: CYNORA GMBH
Reel/Frame 048646/0089 →
Priority Claims (3)
EP 16182886 · Aug 4, 2016 · regional
EP 16189677 · Sep 20, 2016 · regional
EP 16205432 · Dec 20, 2016 · regional
Continuity (1)
Related Publication 20210171501A1 · Jun 10, 2021