Photoelectric conversion element

Patent metadata

Field	Value
Publication number	US-10763050-B2
Application number	US-201816043876-A
Country	US
Kind code	B2
Filing date	Jul 24, 2018
Priority date	Jan 25, 2016
Publication date	Sep 1, 2020
Grant date	Sep 1, 2020

Abstract

Provided is a photoelectric conversion element including: a first electrode; a hole blocking layer; an electron transport layer; a hole transport layer; and a second electrode, wherein the hole transport layer contains a compound represented by general formula (1) below,

where in the formula, R 1 represents a methoxy group or an ethoxy group, R 2 represents a hydrogen group or a methyl group, R 3 represents a hydrogen group, a methyl group, or a methoxy group, R 4 represents a methoxy group, and X represents —CH 2 —, —CH 2 CH 2 —, —O—, or —C(CH 2 ) 5 —.

First claim

What is claimed is:

1. A photoelectric conversion element, comprising:
a first electrode;
an electron transport layer;
a hole transport layer; and
a second electrode,
wherein the hole transport layer comprises a compound represented by general formula (1) below,

wherein, in general formula (1), R 1 represents a methoxy group or an ethoxy group, R 2 represents a hydrogen group or a methyl group, R 3 represents a hydrogen group, a methyl group, or a methoxy group, R 4 represents a methoxy group, and X represents —CH 2 —, —CH 2 C—, or —C(CH 2 ) 5 —.

2. The photoelectric conversion element according to claim 1 , wherein the compound represented by general formula (1) is represented by general formula (2) below,

wherein, in general formula (2), X represents —CH 2 —, —CH 2 —, —CH 2 CH 2 —, —O—, or —C(CH 2 ) 5 —.

3. The photoelectric conversion element according to claim 1 , wherein the hole transport layer further comprises a basic compound represented by general formula (3) below,

wherein, in general formula (3), R 5 and R 6 represent a substituted or unsubstituted alkyl group or aromatic hydrocarbon group, and may be same as or different from each other, and R 5 and R 6 may bind with each other to form a substituted or unsubstituted heterocyclic group that comprises a nitrogen atom.

4. The photoelectric conversion element according to claim 1 , wherein the electron transport layer comprises an electron transport material, and
wherein the electron transport material comprises at least one selected from the group consisting of titanium oxide, zinc oxide, fin oxide, and niobium oxide.

5. The photoelectric conversion element according to claim 1 , wherein the hole transport layer further comprises an imidazolium compound, which is an ionic liquid.

6. A solar cell, comprising the photoelectric conversion element according to claim 1 .

7. The photoelectric conversion element according to claim 1 , wherein, in general formula (1), R 1 represents a methoxy group.

8. The photoelectric conversion element according to claim 1 , wherein, in general formula (1), R 1 represents an ethoxy group.

9. The photoelectric conversion element according to claim 1 , wherein, in general formula (1), R 2 represents a hydrogen group.

10. The photoelectric conversion element according to claim 1 , wherein, in general formula (1), R 2 represents a methyl group.

11. The photoelectric conversion element according to claim 1 , further comprising:
a hole blocking layer between the first electrode and the electron transport layer.

12. The photoelectric conversion element according to claim 11 , wherein the hole blocking layer comprises titanium oxide.

13. The photoelectric conversion element according to claim 11 , wherein the content of the compound represented by general formula (1) in the hole transport layer is in a range of from 40% by mass through 90% by mass.

14. The photoelectric conversion element according to claim 1 , wherein the hole transport layer further comprises a lithium compound.

15. The photoelectric conversion element according to claim 1 , wherein, in general formula (1), X represents —CH 2 —.

16. The photoelectric conversion element according to claim 1 , wherein, in general formula (1), X represents —CH 2 CH 2 —.

17. The photoelectric conversion element according to claim 1 , wherein the compound represented as by general formula (1) is represented

wherein X is —CH 2 —.

18. The photoelectric conversion element according to claim 1 , wherein the compound represented as by general formula (1) is represented

wherein X is —CH 2 CH 2 —.

19. The photoelectric conversion element according to claim 1 , wherein the compound represented as by general formula (1) is represented

wherein X is ˜O—.

20. The photoelectric conversion element according to claim 1 , wherein the compound represented as by general formula (I) is represented

wherein X is —C(CH 2 ) 5 —.

Assignees

• Tanaka Yuuji
• Matsuyama Tsuyoshi
• Arai Ryota
• Kino Tokushige
• Suzuki Shigeyo
• Kanei Naomichi
• Ricoh Co Ltd

Inventors

• Tanaka Yuuji
• Matsuyama Tsuyoshi
• Arai Ryota
• Kino Tokushige
• Suzuki Shigeyo
• Kanei Naomichi

Classifications

• H01G9/2018 Primary

  characterised by the ionic charge transport species, e.g. redox shuttles · CPC title

• H10K85/631 Primary

  Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine · CPC title

• Y02E10/549

  Organic PV cells · CPC title

• C07C2601/14

  The ring being saturated · CPC title

• H01G9/2059

  comprising an organic dye as the active light absorbing material, e.g. adsorbed on an electrode or dissolved in solution · CPC title