Fluorinated aromatic small molecules as functional additives for dispersion of conductive polymers

Patent metadata

Field	Value
Publication number	US-10658598-B2
Application number	US-201515525202-A
Country	US
Kind code	B2
Filing date	Nov 17, 2015
Priority date	Nov 18, 2014
Publication date	May 19, 2020
Grant date	May 19, 2020

Abstract

The present invention relates to a compound having a general formula selected from the group consisting of formula 1a and 1b, wherein K represents an aromatic or heteroaromatic group in which at least one hydrogen atom may be substituted by a functional groups selected from the group consisting of a sulfonic acid group, a sulfuric acid group, an ammonium group and an aliphatic group; X is selected from the group consisting of a C—C-bond, O, S, SO 2 and NR′, wherein R′ represents a hydrogen or an aliphatic or aromatic group; A represents a fluorinated or perfluorinated aromatic group; n represents an integer in the range from 2 to 6; m represents an integer in the range from 1 to 3. The present invention also relates to a composition comprising this compound, to a process for the preparation of a conductive layer using this composition, to a conductive layer comprising the compound according to the present invention, to electronic components comprising this conductive layer and to the use of the compound according to the present invention as an additive in a hole-injection layer of an OLED or in an organic solar cell.

First claim

The invention claimed is:

1. A composition comprising
I) at least one conductive polymer, wherein the conductive polymer comprises a complex of poly(3,4-ethylenedioxythiophene) (PEDOT) and polystyrenesulfonic acid (PSS),
II) water, and
III) at least one compound selected from the group consisting of formulae Xa to Xf, or a salt thereof

2. A process for the preparation of a conductive layer, comprising the process steps:
(P1) superimposing a substrate with the composition according to claim 1 ; and
(P2) at least partially removing the solvent.

3. A conductive layer comprising a composition according to claim 1 .

4. An electronic component comprising a conducting layer obtained by the process according to claim 2 .

5. The electronic component according to claim 4 , wherein the electronic component is an OLED, a display, an organic solar cell, a hybrid solar cell, a field effect transistor, or a thermoelectric generator.

6. An organic solar cell comprising a hole-injection layer, wherein an additive in the hole-injection layer comprises a composition according to claim 1 .

7. An OLED comprising a hole-injection layer, wherein an additive in the hole-injection layer comprises a composition according to claim 1 .

8. An electronic component comprising a conductive layer according to claim 3 .

9. A process for the preparation of a conductive layer, comprising the process steps:
(P1) superimposing a substrate with a composition comprising water and a compound selected from the group consisting of formulae Xa to Xf, or a salt thereof
(P2) at least partially removing the water;
(P3) superimposing the substrate with a composition according to claim 1 , or with a composition comprising a water and a conductive polymer, wherein the conductive polymer comprises a complex of poly(3,4-ethylenedioxythiophene) (PEDOT) and polystyrenesulfonic acid (PSS); and
(P4) at least partially removing the water.

10. A process for the preparation of a conductive layer, comprising the process steps:
(P1) superimposing a substrate with a composition comprising a water and a conductive polymer, wherein the conductive polymer comprises a complex of poly(3,4-ethylenedioxythiophene) (PEDOT) and polystyrenesulfonic acid (PSS),
(P2) at least partially removing the water;
(P3) superimposing the substrate with the composition according to claim 1 , or with a composition comprising water and a compound selected from the group consisting of formulae Xa to Xf, or a salt thereof

 and
(P4) at least partially removing the water.

Assignees

• Heraeus Deutschland Gmbh & Co Kg

Inventors

• Lövenich Wilfried
• Kausch-Busies Nina
• Ponomarenko Sergei A
• Elschner Andreas
• Kononevich Yuriy N
• Tereshchenko Alexey S

Classifications

• Y02E10/549

  Organic PV cells · CPC title

• C07D321/10 Primary

  condensed with carbocyclic rings or ring systems · CPC title

• C07C43/29

  containing halogen · CPC title

• H01L51/0037

  Electricity · mapped topic

• H01L51/0052

  Electricity · mapped topic