Pyridines and derivatives thereof as components for use in optoelectronic components

Patent metadata

Field	Value
Publication number	US-10544361-B2
Application number	US-201615544556-A
Country	US
Kind code	B2
Filing date	Jan 20, 2016
Priority date	Jan 20, 2015
Publication date	Jan 28, 2020
Grant date	Jan 28, 2020

Abstract

The invention relates to an organic molecule comprising a structure of formula 1 and to the use thereof in optoelectronic components.

wherein:
X is SO2, CO or a C—C single bond; m is 0 or 1; n is 1, 2 or 3; r is 0 or 1; s is 0 or 1; LG is a divalent linker group, selected from:

or LG is an element-element single bond.

First claim

The invention claimed is:

1. An optoelectronic device comprising:
a substrate,
an anode and
a cathode, wherein the anode or the cathode is applied to the substrate, and at least one light-emitting layer is disposed between the anode and the cathode, wherein the light-emitting layer comprises at least one host material, wherein an activated singlet state (S 1 ) and/or an activated triplet state (T 1 ) of the at least one host material is higher than an activated singlet state (S 1 ) and/or activated triplet state (T 1 ) of the organic molecule, and wherein the light-emitting layer further comprises an organic molecule comprising a structure of formula 3b:

wherein:
m is 0 or 1;
n is 1, 2 or 3;
LG is a divalent linker group, selected from

or LG is an element-element single bond;
wherein AF2 comprises a structure of formula 2:

wherein:
x is 1;
y is 0;
o is 0 or 1;
p is 0 or 1;
A is CR*** when o=0, otherwise C;
VG1 is a bridging group and is selected from the group consisting of
NR**, CR** 2 , O, S, a C—C single bond, BR**, AsR**, SiR** 2 , GeR** 2 ,

when x=1 and at the same time y=0;
VG2=bridging group at each occurrence independently of one another is selected from the group consisting of CR** 2 , NR**, O, S and a C—C single bond, wherein two units VG2 are not equal to a C—C single bond at the same time;
E is NR**,

O or S;
G is C when o=1 and at the same time x=1; G is CR** when o=0 and at the same time x=1;
J is C when x=1;
L is CR*** when y=0;
R*** is R** or is selected from the following units, wherein a maximum of two of the radicals R*** are simultaneously one of the following units:

R** at each occurrence independently of one another is a radical R* and/or marks the linking site to the linker group LG or in case m=0, to the pyridine unit of formula 3b;
R* at each occurrence independently of one another is selected from the group consisting of H, deuterium, phenyl, naphthyl, N(R 2 ) 2 —, —SCN, —NO 2 , a linear alkyl, alkoxy or thioalkoxy group with 1 to 40 C atoms, each of which may be substituted with one or more radicals R 9 , wherein an adjacent CH 2 group may be replaced by —Si(R 4 ) 2 —, —Ge(R 4 ) 2 —, —Sn(R 4 ) 2 , —NR 2 —, —O—, or —S— and wherein one or more H atoms may be replaced by deuterium, F, Cl, Br, I, CF 3 or NO 2 , or an aromatic or heteroaromatic ring system with 5 to 60 aromatic ring atoms, which in each case may be substituted with one or more radicals R 2 , or an aryloxy or heteroaryloxy group with 5 to 60 aromatic ring atoms, which with one or more radicals R 9 , or a diarylamino group, diheteroarylamino group or arylheteroarylamino group with 10 to 40 aromatic ring atoms, which with one or more radicals R 9 , or a combination of these systems;
R 2 at each occurrence independently of one another is selected from the group consisting of H, deuterium, phenyl, naphthyl, CF 3 , a linear alkyl, alkoxy or thioalkoxy group with 1 to 40 C atoms, each of which may be substituted with one or more radicals R 9 , wherein an adjacent CH 2 group is replaced by a —Si(R 4 ) 2 —, —Ge(R 4 ) 2 —, —Sn(R 4 ) 2 —NR 2 —, —O—, or —S— and wherein one or more H atoms may be replaced by deuterium, F, Cl, Br, I, CF 3 or NO 2 , or an aromatic or heteroaromatic ring system with 5 to 60 aromatic ring atoms, which in each case may be substituted with one or more radicals R 9 , or an aryloxy or heteroaryloxy group with 5 to 60 aromatic ring atoms, which may be substituted with one or more radicals R 9 , or a diarylamino group, diheteroarylamino group or arylheteroarylamino group with 10 to 40 aromatic ring atoms, which with one or more radicals R 9 , or a combination of these systems;
R 4 at each occurrence independently of one another is selected from the group consisting of H, deuterium, phenyl, naphthyl, N(R 2 ) 2 , CF 3 , OH, a linear alkyl, alkoxy or thioalkoxy group with 1 to 40 C atoms each of which may be substituted with one or more radicals R 9 , wherein or an adjacent CH 2 group may be replaced by —Si(R 4 ) 2 —, —Ge(R 4 ) 2 —, —Sn(R 4 ), —NR 2 —, —O—, or —S— and wherein one or more H atoms may be replaced by deuterium, F, Cl, Br, I, CF3 or NO2, or an aromatic or heteroaromatic ring system with 5 to 60 aromatic ring atoms, which in each case may be substituted with one or more radicals R 8 , or an aryloxy or heteroaryloxy group with 5 to 60 aromatic ring atoms, which may be substituted with one or more radicals R 9 , or a diarylamino group, diheteroarylamino group or arylheteroarylamino group with 10 to 40 aromatic ring atoms, which may be substituted with one or more radicals R 9 , or a combination of these systems;
R 8 at each occurrence independently of one another is selected from the group consisting of H, deuterium, phenyl, naphthyl, F, CF 3 or an aliphatic, aromatic and/or heteroaromatic hydrocarbon radical with 1 to 20 C atoms, in which also one or more H atoms may be replaced by F or CF 3 ;
R 9 at each occurrence independently of one another is selected from the group consisting of H, deuterium, phenyl, naphthyl, N(R 2 ) 2 —, CF 3 , NO 2 , a linear alkyl, alkoxy or thioalkoxy group with 1 to 40 C atoms, each of which may be substituted with one or more radicals R 8 , wherein an adjacent CH 2 group may be replaced by —Si(R 4 ) 2 —, —Ge(R 4 ) 2 —, —Sn(R 4 ) 2 —NR 2 —, —O—, or —S— and wherein one or more H atoms may be replaced by deuterium, F, Cl, Br, I, CF 3 or NO 2 , or an aromatic or heteroaromatic ring system with 5 to 60 aromatic ring atoms, which in each case may be substituted with one or more radicals R 8 , or an aryloxy or heteroaryloxy group with 5 to 60 aromatic ring atoms, which may be substituted with one or more radicals R 3 , or a diarylamino group, diheteroarylamino group or arylheteroarylamino group with 10 to 40 aromatic ring atoms, which may be substituted with one or more radicals R 8 , or a combination of these systems.

2. The optoelectronic device according to claim 1 , comprising at least one host material comprising the organic molecule.

3. The optoelectronic device according to claim 1 , wherein the light-emitting layer comprises one or more of a fluorescent material or a phosphorescent material and wherein the fluorescent material or the phosphorescent material are an organic molecule.

4. The optoelectronic device according to claim 3 , in which the organic molecule together with a functional material forms an exciplex.

5. An optoelectronic device comprising:
a substrate,
an anode and
a cathode, wherein the anode or the cathode is applied to the substrate, and at least one light-emitting layer is disposed between the anode and the cathode, wherein the light-emitting layer comprises one or more of a fluorescent material or a phosphorescent material and wherein the fluorescent material or the phosphorescent material are an organic molecule, and wherein the light-emitting layer further comprises an organic molecule comprising a structure of formula 3b:

Assignees

• Cynora Gmbh

Inventors

• Ambrosek David
• Danz Michael
• Flügge Harald
• Friedrichs Jana
• Grab Tobias
• Jacob Andreas
• Seifermann Stefan
• Volz Daniel

Classifications

• C09K2211/1037

  with sulfur · CPC title

• C09K2211/1033

  with oxygen · CPC title

• C09K2211/1029

  containing one nitrogen atom as the heteroatom · CPC title

• C09K2211/1044

  containing two nitrogen atoms as heteroatoms · CPC title

• C09K2211/1007

  Non-condensed systems · CPC title