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Title: Non-fullerene electron acceptors for organic photovoltaic devices

Abstract

Non-fullerene electron acceptors for highly efficient organic photovoltaic devices are described. The non-fullerene electron acceptors have an extended, rigid, .pi.-conjugated electron-deficient framework that can facilitate exciton and charge derealization. The non-fullerene electron acceptors can physically mix with a donor polymer and facilitate improved electron transport. The non-fullerene electron acceptors can be incorporated into organic electronic devices, such as photovoltaic cells.

Inventors:
; ; ;
Issue Date:
Research Org.:
UNIVERSITY OF WASHINGTON THROUGH ITS CENTER FOR COMMERCIALIZATION, Seattle, WA (United States)
Sponsoring Org.:
USDOE
OSTI Identifier:
1407951
Patent Number(s):
9809594
Application Number:
14/917,553
Assignee:
UNIVERSITY OF WASHINGTON THROUGH ITS CENTER FOR COMMERCIALIZATION
Patent Classifications (CPCs):
C - CHEMISTRY C09 - DYES C09B - ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES {, e.g. PIGMENTS},
Y - NEW / CROSS SECTIONAL TECHNOLOGIES Y02 - TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE Y02E - REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
DOE Contract Number:  
FG02-07ER46467
Resource Type:
Patent
Resource Relation:
Patent File Date: 2014 Sep 10
Country of Publication:
United States
Language:
English
Subject:
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY; 14 SOLAR ENERGY

Citation Formats

Jenekhe, Samson A., Li, Haiyan, Earmme, Taeshik, and Ren, Guoqiang. Non-fullerene electron acceptors for organic photovoltaic devices. United States: N. p., 2017. Web.
Jenekhe, Samson A., Li, Haiyan, Earmme, Taeshik, & Ren, Guoqiang. Non-fullerene electron acceptors for organic photovoltaic devices. United States.
Jenekhe, Samson A., Li, Haiyan, Earmme, Taeshik, and Ren, Guoqiang. Tue . "Non-fullerene electron acceptors for organic photovoltaic devices". United States. https://www.osti.gov/servlets/purl/1407951.
@article{osti_1407951,
title = {Non-fullerene electron acceptors for organic photovoltaic devices},
author = {Jenekhe, Samson A. and Li, Haiyan and Earmme, Taeshik and Ren, Guoqiang},
abstractNote = {Non-fullerene electron acceptors for highly efficient organic photovoltaic devices are described. The non-fullerene electron acceptors have an extended, rigid, .pi.-conjugated electron-deficient framework that can facilitate exciton and charge derealization. The non-fullerene electron acceptors can physically mix with a donor polymer and facilitate improved electron transport. The non-fullerene electron acceptors can be incorporated into organic electronic devices, such as photovoltaic cells.},
doi = {},
journal = {},
number = ,
volume = ,
place = {United States},
year = {2017},
month = {11}
}

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Works referenced in this record:

Synthesis and Properties of Ethylene-Annulated Di(perylene diimides)
journal, September 2012


Thermally Stable, Efficient Polymer Solar Cells with Nanoscale Control of the Interpenetrating Network Morphology
journal, October 2005


Polymer/Polymer Blend Solar Cells Improved by Using High-Molecular-Weight Fluorene-Based Copolymer as Electron Acceptor
journal, June 2012


Efficient truxenone-based acceptors for organic photovoltaics
journal, January 2013


Structural Effects on the Electronic Properties of Extended Fused-Ring Thieno[3,4-b ]pyrazine Analogues
journal, August 2011


Development of novel processable electron accepting conjugated polymers containing fluoranthene units in the main chain
journal, October 2009


Bulk heterojunction solar cells with internal quantum efficiency approaching 100%
journal, April 2009


Self-Assembling Decacyclene Triimides Prepared through a Regioselective Hextuple Friedel-Crafts Carbamylation
journal, December 2012


Molecular and Electronic-Structure Basis of the Ambipolar Behavior of Naphthalimide-Terthiophene Derivatives: Implementation in Organic Field-Effect Transistors
journal, July 2013


Organic n-Channel Field-Effect Transistors Based on Arylenediimide-Thiophene Derivatives
journal, June 2010


Non-Fullerene Acceptor-Based Bulk Heterojunction Polymer Solar Cells: Engineering the Nanomorphology via Processing Additives
journal, August 2011


From One- to Three-Dimensional Organic Semiconductors: In Search of the Organic Silicon?
journal, August 2007


A Small Molecule Non-fullerene Electron Acceptor for Organic Solar Cells
journal, November 2010


2.5% efficient organic plastic solar cells
journal, February 2001


High-efficiency inverted dithienogermole–thienopyrrolodione-based polymer solar cells
journal, December 2011


Organic non-fullerene acceptors for organic photovoltaics
journal, January 2011


The Palladium-Catalyzed Cross-Coupling Reactions of Organotin Reagents with Organic Electrophiles [New Synthetic Methods(58)]
journal, June 1986


Organic n-type materials for charge transport and charge storage applications
journal, May 2013


Effects of Side Chains on Thiazolothiazole-Based Copolymer Semiconductors for High Performance Solar Cells
journal, June 2011


New Thiazolothiazole Copolymer Semiconductors for Highly Efficient Solar Cells
journal, August 2011


Inverted Polymer Solar Cells Integrated with a Low-Temperature-Annealed Sol-Gel-Derived ZnO Film as an Electron Transport Layer
journal, February 2011


Soluble and Stable Zethrenebis(dicarboximide) and Its Quinone
journal, October 2010


New air-stable solution-processed organic n-type semiconductors based on sulfur-rich core-expanded naphthalene diimides
journal, January 2011


Polymer–Fullerene Composite Solar Cells
journal, January 2008


New n-Type Organic Semiconductors:  Synthesis, Single Crystal Structures, Cyclic Voltammetry, Photophysics, Electron Transport, and Electroluminescence of a Series of Diphenylanthrazolines
journal, November 2003

  • Tonzola, Christopher J.; Alam, Maksudul M.; Kaminsky, Werner
  • Journal of the American Chemical Society, Vol. 125, Issue 44, p. 13548-13558
  • https://doi.org/10.1021/ja036314e

n-Channel Semiconductor Materials Design for Organic Complementary Circuits
journal, July 2011


The structure of different phases of pure C70 crystals
journal, October 1992


Small Band Gap Polymers Synthesized via a Modified Nitration of 4,7-Dibromo-2,1,3-benzothiadiazole
journal, October 2010


Anthracenedicarboximides as Air-Stable N-Channel Semiconductors for Thin-Film Transistors with Remarkable Current On−Off Ratios
journal, October 2007


New tunable thieno[3,4-b]pyrazine-based materials
journal, November 2009


Phenyl vs Alkyl Polythiophene: A Solar Cell Comparison Using a Vinazene Derivative as Acceptor
journal, March 2010


Enhanced Open Circuit Voltage and Efficiency of Donor–Acceptor Copolymer Solar Cells by Using Indene-C60 Bisadduct
journal, May 2012


A high-mobility electron-transporting polymer for printed transistors
journal, January 2009


Integrated Molecular, Interfacial, and Device Engineering towards High-Performance Non-Fullerene Based Organic Solar Cells
journal, June 2014


Electron and Ambipolar Transport in Organic Field-Effect Transistors
journal, April 2007


A High-Mobility Electron-Transport Polymer with Broad Absorption and Its Use in Field-Effect Transistors and All-Polymer Solar Cells
journal, June 2007


Rylene and Related Diimides for Organic Electronics
journal, December 2010


Pyromellitic Diimides: Minimal Cores for High Mobility n-Channel Transistor Semiconductors
journal, November 2008


All-Polymer Solar Cells from Perylene Diimide Based Copolymers: Material Design and Phase Separation Control
journal, February 2011


Nitrile-Substituted QA Derivatives: New Acceptor Materials for Solution-Processable Organic Bulk Heterojunction Solar Cells
journal, April 2011


Non-fullerene acceptors containing fluoranthene-fused imides for solution-processed inverted organic solar cells
journal, January 2013


A Non-Fullerene Small Molecule as Efficient Electron Acceptor in Organic Bulk Heterojunction Solar Cells
journal, January 2012


Poly(pyrazinoquinoxaline)s: Newn-Type Conjugated Polymers That Exhibit Highly Reversible Reduction and High Electron Affinity
journal, November 2004


Benzobisthiazole-Based Donor–Acceptor Copolymer Semiconductors for Photovoltaic Cells and Highly Stable Field-Effect Transistors
journal, September 2011


n-Type Organic Semiconductors in Organic Electronics
journal, August 2010


Small-Molecule, Nonfullerene Acceptors for Polymer Bulk Heterojunction Organic Photovoltaics
journal, February 2011


High Electron Mobility in Ladder Polymer Field-Effect Transistors
journal, November 2003


Multicolored Electrochromic Cells Based On Poly(2,7-Carbazole) Derivatives For Adaptive Camouflage
journal, April 2009


Solution-Processed Organic Solar Cells with Power Conversion Efficiencies of 2.5% using Benzothiadiazole/Imide-Based Acceptors
journal, December 2011


Device Physics of PolymerFullerene Bulk Heterojunction Solar Cells
journal, June 2007


Effect of LiF/metal electrodes on the performance of plastic solar cells
journal, February 2002


Perylenediimide Nanowires and Their Use in Fabricating Field-Effect Transistors and Complementary Inverters
journal, September 2007


Synthesis and Characterization of Bridged Bithiophene-Based Conjugated Polymers for Photovoltaic Applications: Acceptor Strength and Ternary Blends
journal, January 2010


Naphthalenedicarboximide- vs Perylenedicarboximide-Based Copolymers. Synthesis and Semiconducting Properties in Bottom-Gate N-Channel Organic Transistors
journal, January 2009


Rational design on n-type organic materials for high performance organic photovoltaics
journal, January 2013


Charge Photogeneration in Organic Solar Cells
journal, November 2010


All-Polymer Bulk Heterojuction Solar Cells with 4.8% Efficiency Achieved by Solution Processing from a Co-Solvent
journal, July 2014


All-Polymer Solar Cells with 3.3% Efficiency Based on Naphthalene Diimide-Selenophene Copolymer Acceptor
journal, September 2013


Monodisperse Oligofluorenes Forming Glassy-Nematic Films for Polarized Blue Emission
journal, January 2003


Size analysis of single fullerene molecules by electron microscopy
journal, January 2004


A β-Naphthaleneimide-Modified Terthiophene Exhibiting Charge Transfer and Polarization Through the Short Molecular Axis. Joint Spectroscopic and Theoretical Study
journal, July 2008

  • González, Sandra R.; Casado, Juan; Navarrete, Juan T. López
  • The Journal of Physical Chemistry A, Vol. 112, Issue 29, p. 6732-6740
  • https://doi.org/10.1021/jp802228a

Entropy of Charge Separation in Organic Photovoltaic Cells: The Benefit of Higher Dimensionality
journal, November 2011


A flexible n-type organic semiconductor for optoelectronics
journal, January 2012


Conjugated Polymer-Based Organic Solar Cells
journal, April 2007


Conjugated Polymers from Naphthalene Bisimide
journal, December 2008


Linear and star-shaped naphthalimide-fused pyrazinacenes
journal, January 2013


Self-organized spiral columns in laterally grafted rods
journal, January 2010


Novel dyes based on naphthalimide moiety as electron acceptor for efficient dye-sensitized solar cells
journal, September 2011


Polymers Containing Rigid Benzodithiophene Repeating Unit with Extended Electron Delocalization
journal, October 2009


n-type organic field effect transistors from perylene bisimide block copolymers and homopolymers
journal, March 2008


Fullerenecrystallisation as a key driver of charge separation in polymer/fullerene bulk heterojunction solar cells
journal, January 2012


Palladium-Catalyzed Cross-Coupling: A Historical Contextual Perspective to the 2010 Nobel Prize
journal, May 2012


Star-shaped π-conjugated oligomers and their applications in organic electronics and photonics
journal, January 2010


Efficient Tandem Polymer Solar Cells Fabricated by All-Solution Processing
journal, July 2007


n-Type Conjugated Dendrimers:  Convergent Synthesis, Photophysics, Electroluminescence, and Use as Electron-Transport Materials for Light-Emitting Diodes
journal, November 2004


n-Channel Polymers by Design: Optimizing the Interplay of Solubilizing Substituents, Crystal Packing, and Field-Effect Transistor Characteristics in Polymeric Bithiophene-Imide Semiconductors
journal, July 2008

  • Letizia, Joseph A.; Salata, Michael R.; Tribout, Caitlin M.
  • Journal of the American Chemical Society, Vol. 130, Issue 30, p. 9679-9694
  • https://doi.org/10.1021/ja710815a

High-Mobility n-Type Conjugated Polymers Based on Electron-Deficient Tetraazabenzodifluoranthene Diimide for Organic Electronics
journal, September 2013


Tetraazabenzodifluoranthene Diimides: Building Blocks for Solution-Processable n-Type Organic Semiconductors
journal, April 2013


For the Bright Future-Bulk Heterojunction Polymer Solar Cells with Power Conversion Efficiency of 7.4%
journal, May 2010


Synthesis and optical properties of a series of thermally stable diphenylanthrazolines
journal, October 2008


What Makes Fullerene Acceptors Special as Electron Acceptors in Organic Solar Cells and How to Replace Them
journal, November 2012


Development of Dendrimers:  Macromolecules for Use in Organic Light-Emitting Diodes and Solar Cells
journal, April 2007