Photoelectric conversion film, photoelectric conversion element and electronic device

Patent metadata

Field	Value
Publication number	US-10312457-B2
Application number	US-201715645428-A
Country	US
Kind code	B2
Filing date	Jul 10, 2017
Priority date	May 13, 2014
Publication date	Jun 4, 2019
Grant date	Jun 4, 2019

Abstract

There is provided a photoelectric conversion film including a quinacridone derivative represented by the following General formula and a subphthalocyanine derivative represented by the following General formula.

First claim

The invention claimed is:

1. An imaging device, comprising:
a first electrode and a second electrode; and
a photoelectric conversion film selectively absorbing light of a specific wavelength and disposed between the first electrode and the second electrode;
wherein the photoelectric conversion film includes a first compound and a second compound, and the first compound and the second compound are formed as a bulk hetero mixed film,
wherein the first compound is a subphthalocyanine derivative represented by General formula (1):

wherein R11 to R16 are each fluorine,
wherein the second compound is configured to transport a hole or an electron,
wherein X is selected from the group consisting of a halogen, a hydroxy group, a substituted or unsubstituted alkoxy group, and a substituted or unsubstituted aryloxy group, and
wherein the photoelectric conversion film has a microstructure in which one of the first compound or the second compound is in a crystal fine particle state and the other of the first compound or the second compound is in an amorphous state.

2. The imaging device according to claim 1 , wherein the first compound is represented by one of the following Formulas:

3. The imaging device according to claim 1 , wherein the first compound is represented by one of the following Formulas:

4. The imaging device according to claim 1 , further comprising;
a third compound to block a hole from being introduced by the first electrode to the photoelectric conversion film.

5. The imaging device according to claim 4 , wherein the third compound is fullerene.

6. The imaging device according to claim 1 , wherein the first compound absorbs green light having a wavelength band of greater than or equal to approximately 450 nm and less than or equal to approximately 600 nm.

7. The imaging device according to claim 6 , further comprising;
a semiconductor substrate disposed below the photoelectric conversion film,
wherein the semiconductor substrate includes a first photodiode and a second photodiode disposed below the first photodiode, and
wherein the first photodiode absorbs blue light, the second photodiode absorbs red light, and the first photodiode and the second photodiode perform photoelectric conversion.

8. The imaging device according to claim 1 , wherein the photoelectric conversion film having a microstructure in which the first compound is in a crystal fine particle state and the second compound is in an amorphous state.

9. The imaging device according to claim 1 , wherein the photoelectric conversion film having a microstructure in which the second compound is in a crystal fine particle state and the first compound is in an amorphous state.

10. An imaging device, comprising:
a first electrode and a second electrode; and
a photoelectric conversion film selectively absorbing light of a specific wavelength and disposed between the first electrode and the second electrode,
wherein the photoelectric conversion film includes a first compound and a second compound, and the first compound and the second compound are formed as a bulk hetero mixed film,
wherein the first compound is a subphthalocyanine derivative represented by General formula (2) or (3):

wherein the second compound is configured to transport a hole or an electron,
wherein X is selected from the group consisting of a halogen, a hydroxy group, a substituted or unsubstituted alkoxy group, and a substituted or unsubstituted aryloxy group, and
wherein the photoelectric conversion film has a microstructure in which one of the first compound or the second compound is in a crystal fine particle state and the other of the first compound or the second compound is in an amorphous state.

11. The imaging device according to claim 10 , further comprising;
a third compound configured to block a hole from being introduced by the first electrode to the photoelectric conversion film.

12. The imaging device according to claim 11 , wherein the third compound is fullerene.

13. The imaging device according to claim 10 , wherein the first compound absorbs green light having a wavelength band of greater than or equal to approximately 450 nm and less than or equal to approximately 600 nm.

14. The imaging device according to claim 13 , further comprising;
a semiconductor substrate disposed below the photoelectric conversion film,
wherein the semiconductor substrate includes a first photodiode and a second photodiode disposed below the first photodiode, and
wherein the first photodiode absorbs blue light, the second photodiode absorbs red light, and the first photodiode and the second photodiode perform photoelectric conversion.

15. An imaging device, comprising:
a first electrode;
a second electrode; and
an organic region including first, second, third, and fourth materials and disposed between the first electrode and the second electrode,
the first material blocking a hole introduced from the first electrode to the organic region,
the second material blocking an electron introduced from the second electrode to the organic region,
the third material including a subphthalocyanine derivative represented by General formula (1):

wherein R11 to R16 are each fluorine, performing photoelectric conversion and selectively absorbing light of a specific wavelength,
wherein X is selected from the group consisting of a halogen, a hydroxy group, a substituted or unsubstituted alkoxy group, and a substituted or unsubstituted aryloxy group,
wherein the fourth material transports a hole or an electron,
wherein the third material and the fourth material are formed as a bulk hetero mixed film,
and wherein the bulk hetero mixed film has a microstructure in which one of the third material or the fourth material is in a crystal fine particle state and the other of the third material or the fourth material is in an amorphous state.

16. The imaging device according to claim 15 , wherein the third material is represented by one of the following Formulas:

17. The imaging device according to claim 15 , wherein the third material is represented by one of the following Formulas:

18. The imaging device according to claim 15 , wherein the first material is fullerene.

19. The imaging device according to claim 15 , wherein the organic region includes a hole blocking layer, a photoelectric conversion layer, and an electron blocking layer, wherein the photoelectric conversion layer is disposed between the hole blocking layer and the electron blocking layer, and wherein the hole blocking layer includes the first material, the electron blocking layer includes the second material, and the photoelectric conversion layer includes the third and fourth materials.

20. The imag

Assignees

• Sony Semiconductor Solutions Corp
• Sony Semiconductors Solutions Corp

Inventors

• Obana Yoshiaki
• Negishi Yuki
• Hasegawa Yuta
• Takemura Ichiro
• Enoki Osamu
• Mogi Hideaki
• Matsuzawa Nobuyuki

Classifications

• C09B67/0033

  Blends of pigments; Mixtured crystals; Solid solutions · CPC title

• C09B48/00

  Quinacridones · CPC title

• C07D471/04

  Ortho-condensed systems · CPC title

• C07F5/022

  without C-boron linkages · CPC title

• Y02E10/549

  Organic PV cells · CPC title