Organic compound and organic photoelectric conversion element including the same

Patent metadata

Field	Value
Publication number	US-2019148644-A1
Application number	US-201916243500-A
Country	US
Kind code	A1
Filing date	Jan 9, 2019
Priority date	Jul 21, 2016
Publication date	May 16, 2019
Grant date	—

Abstract

The present disclosure provides an organic compound expressed by the following General Formula 1:

In General Formula 1, a partial structure Z1 represents a condensed polycyclic group that may include a nitrogen atom in a skeleton, and that includes at least one of a five-membered ring and a six-membered ring. The partial structure Z1 may include, as a substituent, a carbonyl group, a dicyanovinylidene group, a halogen atom, a cyano group, an alkyl group, an alkoxy group, an aromatic heterocyclic group, or an aryl group. R 1 and R 2 represent an alkyl group, aryl group, an aromatic heterocyclic group, a halogen group, or a cyano group. Ar 1 represents an arylene group or a divalent aromatic heterocyclic group, and Ar 2 and Ar 3 represent an aryl group or an aromatic heterocyclic group. n represents an integer of 1 to 4.

First claim

What is claimed is:

1 . An organic photoelectric conversion element comprising an anode, a cathode, and a photoelectric conversion unit disposed between the anode and the cathode, wherein the photoelectric conversion unit includes an organic compound layer including at least an organic compound expressed by the following General Formula 1:

in General Formula 1, a partial structure Z1 represents a condensed polycyclic group that may include a nitrogen atom in a skeleton, and that includes at least one of a five-membered ring and a six-membered ring, and the partial structure Z1 may include, as a substituent, a carbonyl group, a dicyanovinylidene group, a halogen atom, a cyano group, an alkyl group, an alkoxy group, an aromatic heterocyclic group, or an aryl group;
R 1 and R 2 represent an alkyl group, aryl group, an aromatic heterocyclic group, a halogen group, or a cyano group, Ar 1 represents an arylene group or a divalent aromatic heterocyclic group, and Ar 2 and Ar 3 represent an aryl group or an aromatic heterocyclic group, and Ar 1 to Ar 3 may include, as a substituent, a halogen atom, a cyano group, an alkyl group, an alkoxy group, an aromatic heterocyclic group, or an aryl group; and
n represents an integer of 1 to 4.

2 . The organic photoelectric conversion element according to claim 1 , wherein in General Formula 1, the partial structure Z1 is a structure expressed by any one of the following General Formulae 11 to 19:

in General Formulae 11 to 19, R 21 to R 62 are selected from a hydrogen atom, a halogen atom, a cyano group, an alkyl group, an alkoxy group, an aromatic heterocyclic group, and an aryl group.

3 . The organic photoelectric conversion element according to claim 1 , wherein in General Formula 1, Ar 1 represents a phenylene group, a biphenylene group, or a naphthylene group, and Ar 2 and Ar 3 independently represent any one of a phenyl group, a biphenyl group, and a naphthyl group.

4 . The organic photoelectric conversion element according to claim 1 , wherein the organic compound layer includes an organic n-type semiconductor.

5 . The organic photoelectric conversion element according to claim 4 , wherein the organic n-type semiconductor is fullerene or a fullerene derivative.

6 . An optical area sensor comprising a plurality of organic photoelectric conversion elements, wherein:
each organic photoelectric conversion element is the organic photoelectric conversion element according to claim 1 ; and the organic photoelectric conversion elements are arranged two-dimensionally in an in-plane direction.

7 . An organic photoelectric conversion apparatus comprising a plurality of kinds of organic photoelectric conversion elements whose reception light wavelengths are different, wherein:
at least one kind of organic photoelectric conversion element among the plurality of kinds of organic photoelectric conversion elements is the organic photoelectric conversion element according to claim 1 ; and the plurality of kinds of organic photoelectric conversion elements is stacked.

8 . An optical area sensor comprising a plurality of photoelectric conversion apparatuses, wherein:
each photoelectric conversion apparatus is the photoelectric conversion apparatus according to claim 7 ; and the photoelectric conversion apparatuses are arranged two-dimensionally in an in-plane direction.

9 . An image pickup element comprising a plurality of organic photoelectric conversion elements, and transistors each connected to each of the organic photoelectric conversion elements, wherein:
the organic photoelectric conversion element is the organic photoelectric conversion element according to claim 1 ; and each of the organic photoelectric conversion elements is a light receiving pixel.

10 . The image pickup element according to claim 9 , comprising an optical filter for the light receiving pixel.

11 . The image pickup element according to claim 10 , wherein the optical filter is one of a long pass filter that transmits wavelengths more than or equal to an infrared ray, and a low pass filter that transmits wavelengths of less than or equal to an ultraviolet ray.

12 . The image pickup element according to claim 9 , further comprising an optical member disposed in accordance with each of the light receiving pixels.

13 . An image pickup apparatus comprising an image pickup optical system, and an image pickup element that receives light having passed the image pickup optical system, wherein the image pickup element is the image pickup element according to claim 9 .

14 . The image pickup apparatus according to claim 13 , further comprising a joint unit that can be jointed with the image pickup optical system.

15 . The image pickup apparatus according to claim 13 , wherein the image pickup apparatus is a digital camera or a digital still camera.

16 . The image pickup apparatus according to claim 13 , further comprising a reception unit that receives a signal from outside, wherein the signal is a signal controlling any of an image pickup range, a start of image pickup, and an end of image pickup.

17 . The image pickup apparatus according to claim 13 , further comprising a transmission unit that transmits an obtained image to outside.

Assignees

• Canon Kk

Inventors

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

Classifications

• C07D409/06

  linked by a carbon chain containing only aliphatic carbon atoms · CPC title

• H01L27/307

  Electricity · mapped topic

• C07D333/22

  Radicals substituted by doubly bound hetero atoms, or by two hetero atoms other than halogen singly bound to the same carbon atom · CPC title

• H01L51/006

  Electricity · mapped topic

• H01L51/0068

  Electricity · mapped topic