IP Library › Granted Patent US 10,361,379
Granted Patent B2
US 10,361,379 · App. 15/234,365 · Granted Jul 23, 2019

Photoelectric conversion element, photosensor, and imaging device

Inventors: Naoyuki Hanaki (Kanagawa, JP); Yosuke Yamamoto (Kanagawa, JP); Daigo Sawaki (Kanagawa, JP)
Assignee: FUJIFILM Corporation
H01L51/0072H01L27/307H01L51/006H01L51/0052H01L51/0054H01L51/0094H01L51/4273H01L27/301H01L51/424H01L51/4253
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Quick Facts
Patent No.
US 10,361,379
App. No.
15/234,365
Granted
Jul 23, 2019
Kind
B2
Abstract

An object of the present invention is to provide a photoelectric conversion element which exhibits excellent heat resistance and responsiveness, and a photosensor and an imaging device which include the photoelectric conversion element. The photoelectric conversion element of the present invention includes: a transparent conductive film; a conductive film; and a photoelectric conversion film and an electron blocking layer which are disposed between the transparent conductive film and the conductive film, wherein the electron blocking layer contains a compound represented by the following Formula (1).

Claims (78)

1. A photoelectric conversion element comprising:

a transparent conductive film;

a conductive film; and

a photoelectric conversion film and an electron blocking layer which are disposed between the transparent conductive film and the conductive film,

wherein the electron blocking layer contains a compound represented by the following Formula (1),

(in Formula (1), R 1 is a condensed-ring aromatic hydrocarbon group which may have a substituent or a group which is represented by the following Formula (2),

*—Ar 21 Ar 22 ) n   (2)

(in Formula (2), Ar 21 represents an (n+1)-valent aromatic hydrocarbon group or an (n+1)-valent aromatic heterocyclic group which may have a substituent,

Ar 22 represents an aromatic hydrocarbon group or an aromatic heterocyclic group which may have a substituent,

n represents an integer of 1 to 3, in a case where n is an integer of equal to or greater than 2, a plurality of Ar 22 's may be the same as or different from each other, and

* represents a binding position),

the total number of carbon atoms of an aromatic hydrocarbon structure and an aromatic heterocyclic structure contained in R 1 is 15 to 30, and

each of R 2 , R 4 to R 7 , R 9 , R 12 to R 19 and R 22 to R 29 independently represents a hydrogen atom or a substituent).

2. The photoelectric conversion element according to claim 1 ,

wherein the photoelectric conversion film contains a compound represented by the following Formula (W),

(in Formula (W), Z 1 is a ring containing at least two carbon atoms and represents a 5-membered ring, a 6-membered ring, or a condensed ring containing at least any of a 5-membered ring and a 6-membered ring, Z 1 may have a substituent,

each of L 1 , L 2 , and L 3 independently represents a methine group which may have a substituent,

n represents an integer of equal to or greater than 0,

Ar 11 represents an arylene group or a heteroarylene group which may have a substituent,

Ar 11 and L 1 may form a ring by being bonded to each other, and the ring formed by Ar 11 and L 1 bonded to each other may have a substituent,

each of Ar 12 and Ar 13 independently represents an aryl group or a heteroaryl group which may have a substituent, and Ar 11 and Ar 12 , A r11 and Ar 13 , or Ar 12 and Ar 13 may form a ring by being bonded to each other).

3. A photosensor comprising the photoelectric conversion element according to claim 1 .

4. An imaging device comprising the photoelectric conversion element according to claim 1 .

5. The photoelectric conversion element according to claim 1 ,

wherein R 1 is a condensed-ring aromatic hydrocarbon group which may have a substituent, and the condensed ring constituting the condensed-ring aromatic hydrocarbon group consists of four or more benzene rings.

6. The photoelectric conversion element according to claim 5 ,

wherein the photoelectric conversion film contains a compound represented by the following Formula (W),

(in Formula (W), Z 1 is a ring containing at least two carbon atoms and represents a 5-membered ring, a 6-membered ring, or a condensed ring containing at least any of a 5-membered ring and a 6-membered ring, Z 1 may have a substituent,

each of L 1 , L 2 , and L 3 independently represents a methine group which may have a substituent,

n represents an integer of equal to or greater than 0,

Ar 11 represents an arylene group or a heteroarylene group which may have a substituent,

Ar 11 and L 1 may form a ring by being bonded to each other, and the ring formed by Ar 11 and L 1 bonded to each other may have a substituent,

each of Ar 12 and Ar 13 independently represents an aryl group or a heteroaryl group which may have a substituent, and Ar 11 and Ar 12 , Ar 11 and Ar 13 , or Ar 12 and Ar 13 may form a ring by being bonded to each other).

7. An imaging device comprising the photoelectric conversion element according to claim 5 .

8. The photoelectric conversion element according to claim 1 ,

wherein R 1 is a group represented by the following Formula (A),

(in Formula (A), each of Ra 1 to Ra 9 independently represents a hydrogen atom or a substituent, and

* represents a binding position).

9. The photoelectric conversion element according to claim 8 ,

wherein the photoelectric conversion film contains a compound represented by the following Formula (W),

(in Formula (W), Z 1 is a ring containing at least two carbon atoms and represents a 5-membered ring, a 6-membered ring, or a condensed ring containing at least any of a 5-membered ring and a 6-membered ring, Z 1 may have a substituent,

each of L 1 , L 2 , and L 3 independently represents a methine group which may have a substituent,

n represents an integer of equal to or greater than 0,

Ar 11 represents an arylene group or a heteroarylene group which may have a substituent,

Ar 11 and L 1 may form a ring by being bonded to each other, and the ring formed by Ar 11 and L 1 bonded to each other may have a substituent,

each of Ar 12 and Ar 13 independently represents an aryl group or a heteroaryl group which may have a substituent, and Ar 11 and Ar 12 , Ar 11 and Ar 13 , or Ar 12 and Ar 13 may form a ring by being bonded to each other).

10. An imaging device comprising the photoelectric conversion element according to claim 8 .

11. The photoelectric conversion element according to claim 1 ,

wherein R 1 is a group represented by the following Formula (C),

(in Formula (C), each of Rc 1 to Rc 11 independently represent a hydrogen atom or a substituent, and

* represents a binding position).

12. The photoelectric conversion element according to claim 11 ,

wherein the photoelectric conversion film contains a compound represented by the following Formula (W),

(in Formula (W), Z 1 is a ring containing at least two carbon atoms and represents a 5-membered ring, a 6-membered ring, or a condensed ring containing at least any of a 5-membered ring and a 6-membered ring, Z 1 may have a substituent,

each of L 1 , L 2 , and L 3 independently represents a methine group which may have a substituent,

n represents an integer of equal to or greater than 0,

Ar 11 represents an arylene group or a heteroarylene group which may have a substituent,

Ar 11 and L 1 may form a ring by being bonded to each other, and the ring formed by Ar 11 and L 1 bonded to each other may have a substituent,

each of Ar 12 and Ar 13 independently represents an aryl group or a heteroaryl group which may have a substituent, and Ar 11 and Ar 12 , Ar 11 and Ar 13 , or Ar 12 and Ar 13 may form a ring by being bonded to each other).

13. An imaging device comprising the photoelectric conversion element according to claim 11 .

14. A photoelectric conversion element comprising:

a transparent conductive film;

a conductive film; and

a photoelectric conversion film and an electron blocking layer which are disposed between the transparent conductive film and the conductive film,

wherein the electron blocking layer contains a compound represented by the following Formula (1),

(in Formula (1), R 1 is a group represented by the following Formula (B),

(in Formula (B), each of Rb 1 to Rb 8 independently represents a hydrogen atom or a substituent, and

* represents a binding position), and

each of R 2 , R 4 to R 7 , R 9 , R 12 to R 19 , and R 22 to R 29 independently represents a hydrogen atom or a substituent).

15. The photoelectric conversion element according to claim 14 ,

wherein the photoelectric conversion film contains a compound represented by the following Formula (W),

(in Formula (W), Z 1 is a ring containing at least two carbon atoms and represents a 5-membered ring, a 6-membered ring, or a condensed ring containing at least any of a 5-membered ring and a 6-membered ring, Z 1 may have a substituent,

each of L 1 , L 2 , and L 3 independently represents a methine group which may have a substituent,

n represents an integer of equal to or greater than 0,

Ar 11 represents an arylene group or a heteroarylene group which may have a substituent,

Ar 11 and L 1 may form a ring by being bonded to each other, and the ring formed by Ar 11 and L 1 bonded to each other may have a substituent,

each of Ar 12 and Ar 13 independently represents an aryl group or a heteroaryl group which may have a substituent, and Ar 11 and Ar 12 , Ar 11 and Ar 13 , or Ar 12 and Ar 13 may form a ring by being bonded to each other).

16. An imaging device comprising the photoelectric conversion element according to claim 14 .

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 11, 2016
From: HANAKI, NAOYUKI; YAMAMOTO, YOSUKE; SAWAKI, DAIGO
To: FUJIFILM CORPORATION
Reel/Frame 039408/0735 →
Priority Claims (1)
JP 2014-026853 · Feb 14, 2014 · national
Continuity (2)
Continuation PCTJP2015050387 · Jan 8, 2015
Related Publication 20160351830A1 · Dec 1, 2016
Cited By (1)
US 12,459,892