Photoelectric conversion element, image pickup element, and image pickup apparatus

Patent metadata

Field	Value
Publication number	US-12336311-B2
Application number	US-201916407012-A
Country	US
Kind code	B2
Filing date	May 8, 2019
Priority date	Nov 11, 2016
Publication date	Jun 17, 2025
Grant date	Jun 17, 2025

Abstract

A photoelectric conversion element including an anode, a cathode, and a photoelectric conversion layer, wherein the photoelectric conversion layer contains a first organic compound and a second organic compound, and difference between oxidation potential of first organic compound and reduction potential of second organic compound is larger than 1.5 [V], and the first organic compound is any one of general formulae [1] below, a fluoranthene derivative, and a metal complex,

R 1 represents a hydrogen atom or a substituent, Ar 1 , Ar 2 , and Z 1 represents a substituent, n 1 and n 2 represents an integer of 0 to 4, and X 1 to X 3 represents a nitrogen atom, a sulfur atom, an oxygen atom, or a carbon atom.

First claim

The invention claimed is:

1. A photoelectric conversion element comprising:
an anode;
a cathode; and
a photoelectric conversion layer disposed between the anode and the cathode,
wherein the photoelectric conversion layer contains a first organic compound and a second organic compound, the oxidation potential of the first organic compound is lower than the oxidation potential of the second organic compound, ΔE denoted by formula (A) below satisfies formula (B) below,
Δ E =oxidation potential of first organic compound−reduction potential of second organic compound  (A)

ΔE≥1.5 [V]  (B)

and the first organic compound is denoted by formula [28] below,

in formula [28], R 391 to R 393 , and R 396 are selected from the group consisting of a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted vinyl group, a substituted or unsubstituted amino group, and a cyano group,
wherein R 394 and R 395 form a ring by bonding to each other, R 391 and R 392 may form a ring by bonding to each other, and R 1 and R 391 do not form a ring by bonding to each other,
wherein in general formula [28], R 1 represents a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted vinyl group, a substituted or unsubstituted amino group, or a cyano group,
wherein Z 1 represents any substituent denoted by general formulae [1-1] to [1-9] below, and
wherein in general formulae [1-1] to [1-9], each of R 521 to R 588 is selected from a hydrogen atom, a halogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted aryl group, a substituted or unsubstituted heterocyclic group, a substituted or unsubstituted vinyl group, a substituted or unsubstituted amino group, and a cyano group,

2. The photoelectric conversion element according to claim 1 ,
wherein activation energy of dark current is 0.70 eV or more.

3. The photoelectric conversion element according to claim 1 , wherein the absorption peak wavelength of the first organic compound is 530 nm or more.

4. The photoelectric conversion element according to claim 1 , wherein the oxidation potential of the first organic compound is 0.65 V or more.

5. The photoelectric conversion element according to claim 1 , wherein the second organic compound is a fullerene derivative.

6. The photoelectric conversion element according to claim 5 , wherein the fullerene derivative is fullerene C60.

7. The photoelectric conversion element according to claim 1 , wherein a sealing layer is included on the anode.

8. An image pickup element comprising:
a plurality of pixels; and
a signal processing circuit connected to the pixels,
wherein each of the pixels includes the photoelectric conversion element according to claim 1 and a reading circuit connected to the photoelectric conversion element.

9. An image pickup apparatus comprising:
an optical portion including a plurality of lenses; and
an image pickup element that receives light passing through the optical portion,
wherein the image pickup element is the image pickup element according to claim 8 .

10. The image pickup apparatus according to claim 9 , further comprising a receiving portion that receives a signal from outside.

11. The image pickup apparatus according to claim 10 , wherein the signal is a signal that controls at least one of an image pickup range, start of image pickup, and finish of image pickup of the image pickup apparatus.

12. The image pickup apparatus according to claim 9 , further comprising a sending portion that sends an acquired image to outside.

13. The photoelectric conversion element according to claim 1 ,
wherein the ring formed by R 394 and R 395 is a five member ring.

Assignees

• Canon Kk

Inventors

• Shiobara Satoru
• Yamada Naoki
• Takahashi Tetsuo
• Kamatani Jun
• Nishide Yosuke
• Miyashita Hirokazu
• Yamaguchi Tomona
• Iwawaki Hironobu
• Ohrui Hiroki
• Kajimoto Norifumi
• Itabashi Masumi
• Ito Kentaro

Classifications

• H10K30/30

  comprising bulk heterojunctions, e.g. interpenetrating networks of donor and acceptor material domains · CPC title

• H10F30/223

  the potential barrier being a PIN barrier · CPC title

• H10F39/12 Primary

  Image sensors · CPC title

• H10K99/00

  Subject matter not provided for in other groups of this subclass · CPC title

• H10K85/311

  Phthalocyanine · CPC title