# US 2014/0196787 A1 · Organic photovoltaic cell, organic semiconductor polymer and composition for organic semiconductor material used therefor

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- Number: US 2014/0196787 A1
- Document ID: US20140196787A1
- Status: Published application
- Kind: A1
- Application number: 14/227,460
- Filed: 2014-03-27
- Published: 2014-07-17
- Earliest claimed: 2011-09-28
- Assignees: FUJIFILM Corporation
- Applicants: FUJIFILM Corporation
- Inventors: Naoyuki HANAKI; Yoshihiro NAKAI; Kiyoshi TAKEUCHI; Hiroki SUGIURA
- Web page: https://patentgrep.com/patent/US20140196787A1

## CPC

- C08K 3/04: Carbon
- C08G 61/123: {derived from five-membered heterocyclic compounds}
- C08G 61/126: {with a five-membered ring containing one sulfur atom in the ring}
- C08K 3/045: {Fullerenes}
- H01B 1/127: {comprising five-membered aromatic rings in the main chain, e.g. polypyrroles, polythiophenes}
- H01B 1/128: {comprising six-membered aromatic rings in the main chain, e.g. polyanilines, polyphenylenes}
- H10K 30/30: comprising bulk heterojunctions, e.g. interpenetrating networks of donor and acceptor material domains
- H10K 85/113: {Heteroaromatic compounds comprising sulfur or selene, e.g. polythiophene}
- H10K 85/151: {Copolymers}
- B82Y 30/00: Nanotechnology for materials or surface science, e.g. nanocomposites
- C08G 2261/91: Photovoltaic applications
- C08L 65/00: Compositions of macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain (C08L7/00 - C08L57/00, C08L61/00 take precedence); Compositions of derivatives of such polymers
- H10K 30/50: Photovoltaic [PV] devices
- Y02E 10/549: Organic PV cells
- Y10S 977/735: Carbon buckyball
- Y10S 977/738: Modified with biological, organic, or hydrocarbon material
- Y10S 977/948: Energy storage/generating using nanostructure, e.g. fuel cell, battery
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- H01B: CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES (selection for magnetic properties H01F1/00; waveguides H01P {; printed circuits H05K})
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES
- B82Y: SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
- C08L: COMPOSITIONS OF MACROMOLECULAR COMPOUNDS (compositions based on polymerisable monomers C08F, C08G; artificial filaments or fibres D01F; textile treating compositions D06)
- Y02E: REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y10S: TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS

## Abstract

An organic photovoltaic cell, containing a first electrode; a second electrode; and a photoelectric conversion layer between the first electrode and the second electrode, wherein the photoelectric conversion layer contains a polymer having a structural unit represented by formula (I): wherein X represents S, NR2, O, Se or Te; Y represents NR2, O, Te, SO, SO2 or CO; and R1 and R2 represent a hydrogen atom or a substituent.

## Claims

### Claim 1

An organic photovoltaic cell, comprising:
a first electrode;
a second electrode; and
a photoelectric conversion layer between the first electrode and the second electrode,
wherein the photoelectric conversion layer contains a polymer having a structural unit represented by formula (I):
wherein X represents S, NR2, O, Se or Te; Y represents NR2, O, Te, SO, SO2 or CO; and R1 and R2 represent a hydrogen atom or a substituent.

### Claim 2 (depends on 1)

The organic photovoltaic cell according to claim 1, wherein the polymer is a copolymer.

### Claim 3 (depends on 2)

The organic photovoltaic cell according to claim 2, wherein a copolymer component in the copolymer contains a structure represented by any one of formulae (II-1) to (II-7):
wherein Xa represents C(Ra)2, Si(Ra)2, S, Se, SO, SO2 or CO; Xb represents NH, O, or S; Xc represents CRa or N; Ra represents a hydrogen atom or a substituent; and plural Ra's may be linked or condensed to form a ring.

### Claim 4 (depends on 1)

The organic photovoltaic cell according to claim 1, wherein the photoelectric conversion layer contains an n-type organic semiconductor compound.

### Claim 5 (depends on 4)

The organic photovoltaic cell according to claim 4, wherein the n-type organic semiconductor compound is a fullerene or a derivative thereof.

### Claim 6 (depends on 5)

The organic photovoltaic cell according to claim 5, wherein the fullerene or the derivative thereof is a phenyl-C61-butyric acid ester, a diphenyl-C62-bis(butyric acid ester), a phenyl-C71-butyric acid ester, a phenyl-C85-butyric acid ester, or a thienyl-C61-butyric acid ester.

### Claim 7 (depends on 1)

The organic photovoltaic cell according to claim 1, comprising a hole transport layer between the first electrode and the photoelectric conversion layer.

### Claim 8 (depends on 1)

The organic photovoltaic cell according to claim 1, comprising an electron transport layer between the second electrode and the photoelectric conversion layer.

### Claim 9 (depends on 1)

The organic photovoltaic cell according to claim 1, wherein the first electrode is a transparent electrode.

### Claim 10 (depends on 1)

The organic photovoltaic cell according to claim 1, wherein the second electrode is a metal electrode.

### Claim 11

A polymer, comprising a structural unit represented by formula (I):
wherein X represents S, NR2, O, Se or Te; Y represents NR2, O, Te, SO, SO2, or CO; and R1 and R2 represent a hydrogen atom or a substituent.

### Claim 12 (depends on 11)

The polymer according to claim 11, wherein the polymer is a copolymer.

### Claim 13 (depends on 12)

The polymer according to claim 12, wherein a copolymer component in the copolymer contains a structure represented by any one of formulae (II-1) to (II-7):
wherein Xa represents C(Ra)2, Si(Ra)2, S, Se, SO, SO2 or CO; Xb represents NH, O, or S; Xc represents CRa or N; Ra represents a hydrogen atom or a substituent; and plural Ra's may be linked or condensed to form a ring.

### Claim 14 (depends on 11)

A composition for organic semiconductor material, comprising:
the polymer according to claim 11; and
fullerene or a derivative thereof.