Photoelectric element, process for producing photoelectric element, and photosensitizer

Patent metadata

Field	Value
Publication number	US-9236576-B2
Application number	US-201113877528-A
Country	US
Kind code	B2
Filing date	Nov 1, 2011
Priority date	Nov 1, 2010
Publication date	Jan 12, 2016
Grant date	Jan 12, 2016

Abstract

A photoelectric element 1 includes a first electrode, an electron transport layer supporting a photosensitizer, a hole transport layer, and a second electrode, and these components are stacked in the above order. The electron transport layer is formed of an organic compound produced by electrolytic polymerization of a precursor having, within one molecule thereof, two or more moieties each having a structure represented by the following structural formula (1). The photoelectric element 1 includes a gel layer composed of the organic compound and an electrolyte solution infiltrated into the organic compound.

(in structural formula (1), M is a cyano group, a fluoro group, a chloro group, or a bromo group, and A − is a counter-anion)

First claim

The invention claimed is:

1. A photoelectric element comprising:
a first electrode;
an electron transport layer supporting a photosensitizer;
a hole transport layer;
a second electrode; and
an electrolyte solution, wherein
the first electrode, the electron transport layer, the hole transport layer, and the second electrode are stacked in order,
the electron transport layer is formed of an organic compound produced by electrolytic polymerization of a precursor having, within one molecule thereof, two or more moieties each having a structure represented by the following structural formula (1),
the organic compound is a polymer,
the photosensitizer is bonded to the polymer end of the organic compound, and
the organic compound and the electrolyte solution infiltrated into the organic compound constitute a gel layer:

(in the structural formula (1), M is a cyano group, a fluoro group, a chloro group, or a bromo group, and A − is a counter-anion).

2. The photoelectric element according to claim 1 , wherein
the precursor has, within one molecule thereof, two moieties each having the structure represented by the structural formula (1), and
the organic compound is a linear polymer.

3. The photoelectric element according to claim 1 , wherein the organic compound includes at least one of a compound represented by the following structural formula (2) and a compound represented by the following structural formula (3):

4. The photoelectric element according to claim 1 , wherein
the precursor has, within one molecule thereof, three or more moieties each having the structure represented by the structural formula (1), and
the organic compound has a crosslinked structure.

5. The photoelectric element according to claim 1 , wherein the organic compound includes a compound represented by the following structural formula (4):

6. The photoelectric element according to claim 1 , wherein the counter-anion in the precursor is an anion selected from the group consisting of a bromine ion, a chlorine ion, a perchlorate ion, a hexafluorophosphoric acid ion, and a tetrafluoroboric acid ion.

7. The photoelectric element according to claim 1 , wherein the organic compound and the photosensitizer are chemically bonded to each other.

8. A process for producing the photoelectric element according to claim 1 , the process comprising the step of:
conducting electrolytic polymerization by applying a current to the first electrode and a liquid containing the precursor in a state where the first electrode is immersed in the liquid, to deposit the organic compound on a surface of the first electrode.

9. The process for producing the photoelectric element according to claim 8 , wherein
the photosensitizer is mixed in the liquid containing the precursor, and
the precursor and the photosensitizer are simultaneously electrolytically polymerized.

10. The process for producing the photoelectric element according to claim 8 , wherein
after the step of depositing the organic compound on the surface of the first electrode, the organic compound is immersed in a liquid containing the photosensitizer to react the photosensitizer with the organic compound.

11. The photoelectric element according to claim 1 , wherein the photosensitizer has at least one leaving group within one molecule thereof.

12. The photoelectric element according to claim 1 , wherein the photosensitizer has a substituent represented by the following structural formula C or D:

wherein R in the structural formulas C and D represents a leaving group.

13. The photoelectric element according to claim 1 , wherein the photosensitizer is a porphyrin derivative represented by the following general formula E, an indoline type dye having, within a molecule thereof, an indoline backbone represented by the following formula F, or a ruthenium complex type dye represented by the following general formula G:

wherein R represents a leaving group.

14. The photoelectric element according to claim 1 , wherein the leaving group is one or more groups selected from the group consisting of a cyano group, a fluoro group, a chloro group, and a bromo group.

15. A photoelectric element comprising:
a first electrode;
an electron transport layer supporting a photosensitizer;
a hole transport layer;
a second electrode; and
an electrolyte solution, wherein
the first electrode, the electron transport layer, the hole transport layer, and the second electrode are stacked in order,
the electron transport layer is formed of an organic compound produced by electrolytic polymerization of a precursor having, within one molecule thereof, two or more moieties each having a structure represented by the following structural formula (1),
the organic compound and the electrolyte solution infiltrated into the organic compound constitute a gel layer, and
the organic compound includes at least one compound selected from the group consisting of a compound represented by the following structural formula (2), a compound represented by the following structural formula (3), and a compound represented by the following structural formula (4):

(in the structural formula (1), M is a cyano group, a fluoro group, a chloro group, or a bromo group, and A − is a counter-anion),

Assignees

• Suzuka Michio
• Sekiguchi Takashi
• Yamaki Takeyuki
• Nishide Hiroyuki
• Oyaizu Kenichi
• Kato Fumiaki
• Sano Naoki
• Panasonic Corp
• Univ Waseda

Inventors

• Suzuka Michio
• Sekiguchi Takashi
• Yamaki Takeyuki
• Nishide Hiroyuki
• Oyaizu Kenichi
• Kato Fumiaki
• Sano Naoki

Classifications

• H10K30/00

  Organic devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation (integrated devices or assemblies of multiple devices H10K39/00, H10K65/00; electrolytic light-sensitive devices H01G9/20) · CPC title

• H01G9/2009 Primary

  Solid electrolytes · CPC title

• H10F71/00

  Manufacture or treatment of devices covered by this subclass (patterning processes to connect thin photovoltaic cells in integrated devices, or assemblies of multiple devices, having photovoltaic cells H10F19/33; manufacture or treatment of encapsulations or containers for integrated devices, or assemblies of multiple devices, having photovoltaic cells H10F19/80; manufacture or treatment of integrated devices, or assemblies of multiple devices, comprising at least one element in which radiation controls the flow of current H10F39/00) · CPC title

• H01L31/18

  Electricity · mapped topic

• H01G9/2031

  comprising titanium oxide, e.g. TiO2 (H01G9/2036 takes precedence) · CPC title