Forming of optoelectronic devices, particularly of inverted-type OPV cells

Patent metadata

Field	Value
Publication number	US-9972801-B2
Application number	US-201615384359-A
Country	US
Kind code	B2
Filing date	Dec 20, 2016
Priority date	Jan 31, 2013
Publication date	May 15, 2018
Grant date	May 15, 2018

Abstract

An optoelectronic device having a layer comprising: poly(3,4-ethylenedioxythiophene); polystyrene sulfonate; and a compound (A) having formula:

wherein 0<x/y<1, Ar1 and Ar2 represent aromatic rings, which may be identical or different, and at least one Ar1 and Ar2 comprises at least one hydrophobic substituent on its ring.

First claim

The invention claimed is:

1. An optoelectronic device having a layer comprising:
poly(3,4-ethylenedioxythiophene);
polystyrene sulfonate; and
a compound (A) having formula:

 wherein
0<x/y<1,
Ar1 and Ar2 represent aromatic rings, which may be identical or different, and
at least one Ar1 and Ar2 comprises at least one hydrophobic substituent on its ring, and

wherein the compound (A) is present in an amount of from 1% to 30% by dry weight of said layer.

2. The optoelectronic device of claim 1 , wherein the compound (A) amounts to from 25% to 30% by dry weight of said layer.

3. The optoelectronic device of claim 1 , wherein said layer is arranged at a surface of an active layer of the optoelectronic device.

4. The optoelectronic device of claim 1 , wherein the compound (A) is electrically conductive or electrically semiconductive.

5. The optoelectronic device of claim 1 , wherein each aromatic ring (Ar1, Ar2) is selected from the group consisting of thiophene, bithiophene, terthiophene, thienothiophene, pyrrole, carbazole, diketopyrrolopyrrole, selenophene, cyclopentadithiophene, dithieno cyclopentadithiophene, Si-cyclopentadithiophene, dithieno Si-cyclopentadithiophene, fluorene, dithienofluorene, benzene, benzothiazole, benzothiadiazole, dithienobenzothiadiazole, quinoxaline, thiazole, and phosphole.

6. The optoelectronic device of claim 5 , wherein aromatic rings Ar1 and Ar2 are thiophenes.

7. The optoelectronic device of claim 1 , wherein the hydrophobic substituent is an ether chain (—O—R), where R may be a linear or branched chain, comprising carbon atoms.

8. The optoelectronic device of claim 7 , wherein the carbon atoms number from 1 to 15.

9. The optoelectronic device of claim 7 , wherein R comprises heteroatoms.

10. The optoelectronic device of claim 9 , wherein the heteroatoms are O or N.

11. The optoelectronic device of claim 9 , wherein the heteroatoms number from 1 to 10.

12. The optoelectronic device of claim 7 , wherein at least one of Ar1 and Ar2 comprises a hydrophobic substituent having the following structure:

13. The optoelectronic device of claim 7 , wherein Ar1 and Ar2 comprise a hydrophobic substituent having the following structure:

14. The optoelectronic device of claim 1 , wherein the compound (A) has the following formula:

15. A photovoltaic cell in inverted configuration (NIP) having a layer comprising:
poly(3,4-ethylenedioxythiophene);
polystyrene sulfonate; and
a compound (A) having formula:

 wherein
0<x/y<1,
Ar1 and Ar2 represent aromatic rings, which may be identical or different, and
Ar1 and/or Ar2 comprises at least one hydrophobic substituent on its ring, and

wherein the compound (A) is present in an amount from 1% to 30% by dry weight of said layer.

16. The photovoltaic cell in inverted configuration of claim 15 , wherein said layer is arranged at a surface of an active layer of the optoelectronic device.

17. The photovoltaic cell in inverted configuration of claim 15 , wherein each aromatic ring (Ar1, Ar2) is selected from the group consisting of thiophene, bithiophene, terthiophene, thienothiophene, pyrrole, carbazole, diketopyrrolopyrrole, selenophene, cyclopentadithiophene, dithieno cyclopentadithiophene, Si-cyclopentadithiophene, dithieno Si-cyclopentadithiophene, fluorene, dithienofluorene, benzene, benzothiazole, benzothiadiazole, dithienobenzothiadiazole, quinoxaline, thiazole, and phosphole.

18. The photovoltaic cell in inverted configuration of claim 15 , wherein the compound (A) has the following formula:

Assignees

• Commissariat Energie Atomique

Inventors

• Senghor Mathieu
• Berson Solenn
• Manceau Matthieu

Classifications

• C08G2261/91

  Photovoltaic applications · CPC title

• C08G2261/1452

  containing sulfonyl or sulfonate-groups · CPC title

• C08G2261/1424

  containing ether groups, including alkoxy · CPC title

• C08G2261/3223

  containing one or more sulfur atoms as the only heteroatom, e.g. thiophene · CPC title

• H10K71/135

  using ink-jet printing · CPC title