Imaging element, stacked-type imaging element, imaging apparatus and electronic apparatus

Patent metadata

Field	Value
Publication number	US-10886335-B2
Application number	US-201716349759-A
Country	US
Kind code	B2
Filing date	Nov 17, 2017
Priority date	Nov 22, 2016
Publication date	Jan 5, 2021
Grant date	Jan 5, 2021

Abstract

There is provided an imaging device including an upper electrode; a lower electrode; a photoelectric conversion layer disposed between the upper electrode and the lower electrode; and a first organic semiconductor material including an indolocarbazole derivative and disposed between the upper electrode and the lower electrode. Further, there is provided an electronic apparatus including an imaging device that includes an upper electrode; a lower electrode; a photoelectric conversion layer disposed between the upper electrode and the lower electrode; and a first organic semiconductor material including an indolocarbazole derivative and disposed between the upper electrode and the lower electrode.

First claim

The invention claimed is:

1. An imaging device, comprising:
a first electrode;
a second electrode;
a photoelectric conversion layer disposed between the first electrode and the second electrode;
a first organic semiconductor material comprising an indolocarbazole derivative and disposed between the first electrode and the second electrode; and
a second organic semiconductor material disposed between the photoelectric conversion layer and the second electrode,
wherein the first electrode comprises indium-tin oxide,
wherein the second electrode comprises indium-zinc oxide,
wherein the photoelectric conversion layer comprises 2 Ph-benzothienothiophene, subphthalocyanine, and C60, and
wherein the second organic semiconductor material comprises at least one of pyridine, quinoline, acridine, indole, imidazole, benzimidazole, phenanthroline, and fullerenes and derivatives thereof having absorption in the visible light region from 400 nm to 700 nm.

2. The imaging device according to claim 1 ,
wherein the first organic semiconductor material is disposed between the photoelectric conversion layer and the first electrode.

3. The imaging device according to claim 1 ,
wherein the indolocarbazole derivative is selected from the group consisting of

wherein in the formulas (1) to (10), the Ar 1 to Ar 24 each independently represent an aryl group; and R 1 to R 108 each independently represent a hydrogen group, an alkyl group, an aryl group, an arylamino group, an aryl group having an arylamino group as a substituent, or a carbazolyl group.

4. The imaging device according to claim 3 , wherein the formulas (1) to (10) are further selected from the group consisting of

5. The imaging device according to claim 3 ,
wherein the formulas (1) to (10) are further selected from the group consisting of

6. The imaging device according to claim 3 ,
wherein the formulas (1) to (10) are further selected from the group consisting of

7. The imaging device according to claim 1 , wherein a narrowest highest occupied molecular orbital level or work function of the photoelectric conversion layer is −5.6 eV to −5.7 eV.

8. The imaging device according to claim 1 , wherein a difference between a highest occupied molecular orbital level of the first organic semiconductor material and a narrowest highest occupied molecular orbital level or work function of the photoelectric conversion layer is in the range of ±0.2 eV.

9. The imaging device according to claim 7 , wherein a difference between a highest occupied molecular orbital level of the first organic semiconductor material and the narrowest highest occupied molecular orbital level or the work function of the photoelectric conversion layer is in the range of ±0.2 eV.

10. The imaging device according to claim 1 , wherein an indolocarbazole skeleton of the indolocarbazole derivative has intramolecular symmetry and a 5-membered pyrrole ring.

11. The imaging device according to claim 1 , wherein a mother skeleton of the indolocarbazole derivative has a large size and has no molecular rotation when heat, light and voltage are applied to the mother skeleton.

12. The imaging device according to claim 10 , wherein the mother skeleton of the indolocarbazole derivative has no molecular rotation when heat, light and voltage are applied simultaneously to the mother skeleton.

13. The imaging device according to claim 1 , wherein the first organic semiconductor material is an electron blocking layer.

14. The imaging device according to claim 2 , wherein the photoelectric conversion layer comprises at least two materials selected from the group consisting of a naphthalene derivative, an anthracene derivative, a phenanthrene derivative, a pyrene derivative, a perylene derivative, a tetracene derivative, a pentacene derivative, a quinacridone derivative, a picene derivative, a chrysene derivative, a fluoranthene derivative, a phthalocyanine derivative, a subphthalocyanine derivative, a metal complex having a heterocyclic compound as a ligand, a thienoacene material typified by a benzothienothiophene (BTBT) derivative, a dinaphthothienothiophene (DNTT) derivative, a dianthracenothienothiophene (DATT) derivative, a benzobisbenzothiophene (BBBT) derivative, a thienobisbenzothiophene (TBBT) derivative, a dibenzothienobisbenzothiophene (DBTBT) derivative, a dithienobenzodithiophene (DTBDT) derivative, a dibenzothienodithiophene (DBTDT) derivative, a benzodithiophene (BDT) derivative, a naphthodithiophene (NDT) derivative, an anthracenodithiophene (ADT) derivative, a tetracenodithiophene (TDT) derivative, a pentacenodithiophene (PDT) derivative, and a compound represented by the following formula (11)

wherein, R 109 to R 112 each independently represent a hydrogen group, an alkyl group, an aryl group, an arylamino group, or a carbazolyl group, organic semiconductors having HOMO levels and LUMO levels higher than those of p-type organic semiconductors, transparent inorganic metal oxides, a heterocyclic compound containing a nitrogen atom and an oxygen atom and a sulfur atom, organic molecules, organometallic complexes and subphthalocyanine derivatives having pyridine, pyrazine, pyrimidine, triazine, quinoline, quinoxaline, isoquinoline, acridine, phenazine, phenanthroline, tetrazole, pyrazole, imidazole, thiazole, oxazole, benzimidazole, benzotriazole, benzoxazole, carbazole, benzofuran, dibenzofuran, fullerenes, and fullerene derivatives.

15. The imaging device according to claim 1 ,
wherein the indolocarbazole derivative comprises at least two indole rings in one molecule.

16. The imaging device according to claim 1 , further comprising: a first semiconductor material disposed adjacent to the first organic semiconductor material.

17. The imaging device according to claim 16 , wherein the first semiconductor material comprises at least one m

Assignees

• Sony Corp

Inventors

• Ujiie Yasuharu
• Muroyama Masakazu
• Bando Masashi
• Murata Masaki
• Kumita Hideyuki
• Sakaigawa Sachiko
• HIRATA Shintarou
• Kumagai Yuya
• Kato Yu

Classifications

• Y02E10/549

  Organic PV cells · CPC title

• H10K85/322

  comprising boron · CPC title

• H10K85/311

  Phthalocyanine · CPC title

• H10K85/211

  Fullerenes, e.g. C60 · CPC title

• H10K85/6576

  comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene · CPC title