WO2011017341A2 - Ladder-type oligo-p-phenylene-containing copolymers with high open-circuit voltages and ambient photovoltaic activity - Google Patents
Ladder-type oligo-p-phenylene-containing copolymers with high open-circuit voltages and ambient photovoltaic activity Download PDFInfo
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- WO2011017341A2 WO2011017341A2 PCT/US2010/044273 US2010044273W WO2011017341A2 WO 2011017341 A2 WO2011017341 A2 WO 2011017341A2 US 2010044273 W US2010044273 W US 2010044273W WO 2011017341 A2 WO2011017341 A2 WO 2011017341A2
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- C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G61/12—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule
- C08G61/122—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides
- C08G61/123—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides derived from five-membered heterocyclic compounds
- C08G61/126—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides derived from five-membered heterocyclic compounds with a five-membered ring containing one sulfur atom in the ring
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- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/10—Organic polymers or oligomers
- H10K85/111—Organic polymers or oligomers comprising aromatic, heteroaromatic, or aryl chains, e.g. polyaniline, polyphenylene or polyphenylene vinylene
- H10K85/113—Heteroaromatic compounds comprising sulfur or selene, e.g. polythiophene
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- H10K85/615—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
- H10K85/624—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene containing six or more rings
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- C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G2261/10—Definition of the polymer structure
- C08G2261/13—Morphological aspects
- C08G2261/133—Rod-like building block
- C08G2261/1336—Ladder-type, e.g. ladder-poly-p-phenylenes
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- C—CHEMISTRY; METALLURGY
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- C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G2261/10—Definition of the polymer structure
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- C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G2261/30—Monomer units or repeat units incorporating structural elements in the main chain
- C08G2261/31—Monomer units or repeat units incorporating structural elements in the main chain incorporating aromatic structural elements in the main chain
- C08G2261/314—Condensed aromatic systems, e.g. perylene, anthracene or pyrene
- C08G2261/3142—Condensed aromatic systems, e.g. perylene, anthracene or pyrene fluorene-based, e.g. fluorene, indenofluorene, or spirobifluorene
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- C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G2261/30—Monomer units or repeat units incorporating structural elements in the main chain
- C08G2261/32—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain
- C08G2261/322—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain non-condensed
- C08G2261/3223—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain non-condensed containing one or more sulfur atoms as the only heteroatom, e.g. thiophene
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- C—CHEMISTRY; METALLURGY
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- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G2261/90—Applications
- C08G2261/91—Photovoltaic applications
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- H—ELECTRICITY
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- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/10—Organic polymers or oligomers
- H10K85/154—Ladder-type polymers
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
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- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E10/00—Energy generation through renewable energy sources
- Y02E10/50—Photovoltaic [PV] energy
- Y02E10/549—Organic PV cells
Abstract
Ladder-type oligo-p-phenylene containing donor-acceptor copolymers are disclosed. The ladder-type oligo-p-phenylene can be used as an electron donor unit in the disclosed copolymers to provide a deeper highest occupied molecular orbital (HOMO) level for obtaining polymeric solar cells having a higher open-circuit voltage. Particular electron-accepting units, e.g., a divalent fused-ring heterocyclic moiety selected from the group consisting of a substituted or unsubstituted benzothiadiazole, a substituted or unsubstituted quinoxaline, a substituted or unsubstituted benzobisthiazole, and a substituted or unsubstituted naphthothiadiazole, can be used to tune the electronic band gaps of the polymers for a better light harvesting ability. The disclosed copolymers exhibit field-effect mobilities as high as 0.011 cm2/(V s). Compared to fluorene-containing copolymers with the same acceptor unit, the disclosed ladder-type oligo-p-phenylene containing copolymers have enhanced and bathochromically shifted absorption bands and much better solubility in organic solvents.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US13/388,855 US20120232238A1 (en) | 2009-08-03 | 2010-08-03 | Ladder-type oligo-p-phenylene-containing copolymers with high open-circuit voltages and ambient photovoltaic activity |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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US23085109P | 2009-08-03 | 2009-08-03 | |
US61/230,851 | 2009-08-03 |
Publications (2)
Publication Number | Publication Date |
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WO2011017341A2 true WO2011017341A2 (en) | 2011-02-10 |
WO2011017341A3 WO2011017341A3 (en) | 2011-05-26 |
Family
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Application Number | Title | Priority Date | Filing Date |
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PCT/US2010/044273 WO2011017341A2 (en) | 2009-08-03 | 2010-08-03 | Ladder-type oligo-p-phenylene-containing copolymers with high open-circuit voltages and ambient photovoltaic activity |
Country Status (2)
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US (1) | US20120232238A1 (en) |
WO (1) | WO2011017341A2 (en) |
Cited By (6)
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WO2012096084A1 (en) * | 2011-01-13 | 2012-07-19 | リンテック株式会社 | Copolymer and organic photoelectric transducer |
WO2014029453A1 (en) * | 2012-08-24 | 2014-02-27 | Merck Patent Gmbh | Conjugated polymers |
CN103833975A (en) * | 2012-11-27 | 2014-06-04 | 海洋王照明科技股份有限公司 | Copolymer containing dibenzothiophene-silole-di(diazosulfide) as well as preparation and application thereof |
WO2014040055A3 (en) * | 2012-09-10 | 2014-07-17 | Saudi Basic Industries Corporation | Conjugated polymer composition for solar cell and flexible electronics applications |
WO2014040057A3 (en) * | 2012-09-10 | 2014-07-31 | Saudi Basic Industries Corporation | Process for manufacture of conjugated polymer compositions for solar cell applications |
CN107141455A (en) * | 2017-05-18 | 2017-09-08 | 南京邮电大学 | It is trapezoidal poly- to phenyl conjugated polymer laser gain material and preparation and application method |
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US9048431B2 (en) * | 2012-05-07 | 2015-06-02 | California Instistute Of Technology | Electronic devices employing aligned organic polymers |
US10573692B2 (en) | 2016-04-06 | 2020-02-25 | Samsung Display Co., Ltd. | Organic light-emitting device having a sealing thin film encapsulation portion |
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US10003026B2 (en) | 2016-06-09 | 2018-06-19 | International Business Machines Corporation | Ladder tetrazine polymers |
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Cited By (15)
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WO2012096084A1 (en) * | 2011-01-13 | 2012-07-19 | リンテック株式会社 | Copolymer and organic photoelectric transducer |
GB2520464A (en) * | 2012-08-24 | 2015-05-20 | Merck Patent Gmbh | Conjugated polymers |
WO2014029453A1 (en) * | 2012-08-24 | 2014-02-27 | Merck Patent Gmbh | Conjugated polymers |
US10053542B2 (en) | 2012-08-24 | 2018-08-21 | Merck Patent Gmbh | Conjugated polymers |
WO2014040055A3 (en) * | 2012-09-10 | 2014-07-17 | Saudi Basic Industries Corporation | Conjugated polymer composition for solar cell and flexible electronics applications |
US8809487B2 (en) | 2012-09-10 | 2014-08-19 | Saudi Basic Industries Corporation | Process for manufacture of conjugated polymer compositions for solar cell applications |
CN104619810A (en) * | 2012-09-10 | 2015-05-13 | 沙特基础工业公司 | Conjugated polymer composition for solar cell and flexible electronics applications |
CN104619809A (en) * | 2012-09-10 | 2015-05-13 | 沙特基础工业公司 | Process for manufacture of conjugated polymer compositions for solar cell applications |
US9035016B2 (en) | 2012-09-10 | 2015-05-19 | Saudi Basic Industries Corporation | Conjugated polymer composition for solar cell and flexible electronics applications |
WO2014040057A3 (en) * | 2012-09-10 | 2014-07-31 | Saudi Basic Industries Corporation | Process for manufacture of conjugated polymer compositions for solar cell applications |
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US20120232238A1 (en) | 2012-09-13 |
WO2011017341A3 (en) | 2011-05-26 |
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