Solution processed metal oxide thin film hole transport layers for high performance organic solar cells

Title: Solution processed metal oxide thin film hole transport layers for high performance organic solar cells

Abstract

A method for the application of solution processed metal oxide hole transport layers in organic photovoltaic devices and related organic electronics devices is disclosed. The metal oxide may be derived from a metal-organic precursor enabling solution processing of an amorphous, p-type metal oxide. An organic photovoltaic device having solution processed, metal oxide, thin-film hole transport layer.

Inventors:: Steirer, K. Xerxes; Berry, Joseph J.; Chesin, Jordan P.; Lloyd, Matthew T.; Widjonarko, Nicodemus Edwin; Miedaner, Alexander; Curtis, Calvin J.; Ginley, David S.; Olson, Dana C.

Issue Date:: 2017-01-10

Research Org.:: National Renewable Energy Lab. (NREL), Golden, CO (United States)

Sponsoring Org.:: USDOE

OSTI Identifier:: 1338902

Patent Number(s):: 9543537

Application Number:: 14/156,712

Assignee:: Alliance for Sustainable Energy, LLC (Golden, CO)

Patent Classifications (CPCs):: H - ELECTRICITY H01 - BASIC ELECTRIC ELEMENTS H01L - SEMICONDUCTOR DEVICES

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

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H - ELECTRICITY H01 - BASIC ELECTRIC ELEMENTS H01L - SEMICONDUCTOR DEVICES
H01L51/442 - {transparent electrodes, e.g. ITO, TCO}

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
Y02E10/549 - organic PV cells

H - ELECTRICITY H01 - BASIC ELECTRIC ELEMENTS H01L - SEMICONDUCTOR DEVICES
H01L51/4273 - {comprising blocking layers, e.g. exciton blocking layers}
H01L51/4253 - {comprising bulk hetero-junctions, e.g. interpenetrating networks}
H01L51/0036 - {Heteroaromatic compounds comprising sulfur or selene, e.g. polythiophene

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DOE Contract Number:: AC36-08GO28308

Resource Type:: Patent

Resource Relation:: Patent File Date: 2014 Jan 16

Country of Publication:: United States

Language:: English

Subject:: 14 SOLAR ENERGY; 36 MATERIALS SCIENCE

Citation Formats


                    Steirer, K. Xerxes, Berry, Joseph J., Chesin, Jordan P., Lloyd, Matthew T., Widjonarko, Nicodemus Edwin, Miedaner, Alexander, Curtis, Calvin J., Ginley, David S., and Olson, Dana C. Solution processed metal oxide thin film hole transport layers for high performance organic solar cells.  United States: N. p., 2017. 
        Web.

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                    Steirer, K. Xerxes, Berry, Joseph J., Chesin, Jordan P., Lloyd, Matthew T., Widjonarko, Nicodemus Edwin, Miedaner, Alexander, Curtis, Calvin J., Ginley, David S., & Olson, Dana C. Solution processed metal oxide thin film hole transport layers for high performance organic solar cells.  United States.

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                    Steirer, K. Xerxes, Berry, Joseph J., Chesin, Jordan P., Lloyd, Matthew T., Widjonarko, Nicodemus Edwin, Miedaner, Alexander, Curtis, Calvin J., Ginley, David S., and Olson, Dana C. Tue .  
        "Solution processed metal oxide thin film hole transport layers for high performance organic solar cells".  United States.  https://www.osti.gov/servlets/purl/1338902.

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@article{osti_1338902,

  title        = {Solution processed metal oxide thin film hole transport layers for high performance organic solar cells},

  author       = {Steirer, K. Xerxes and Berry, Joseph J. and Chesin, Jordan P. and Lloyd, Matthew T. and Widjonarko, Nicodemus Edwin and Miedaner, Alexander and Curtis, Calvin J. and Ginley, David S. and Olson, Dana C.},

  abstractNote = {A method for the application of solution processed metal oxide hole transport layers in organic photovoltaic devices and related organic electronics devices is disclosed. The metal oxide may be derived from a metal-organic precursor enabling solution processing of an amorphous, p-type metal oxide. An organic photovoltaic device having solution processed, metal oxide, thin-film hole transport layer.},

  doi          = {},

  journal      = {},
number       = ,

  volume       = ,

  place        = {United States},

  year         = {2017},

  month        = {1}

}

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journal, December 1975

Denisov, V. M.; Kuznetsov, Yu. P.
Bulletin of the Academy of Sciences of the USSR Division of Chemical Science, Vol. 24, Issue 12, p. 2595-2597
https://doi.org/10.1007/BF01152854

Solution-Processed Organic Solar Cells
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MRS Bulletin, Vol. 33, Issue 7, p. 670-675
https://doi.org/10.1557/mrs2008.138

Diamond-like carbon as a buffer layer in polymeric electroluminescent device
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Choi, Sang Hun; Jeong, Soon Moon; Koo, Won Hoe
Thin Solid Films, Vol. 483, Issue 1-2, p. 351-357
https://doi.org/10.1016/j.tsf.2004.12.040

Powering the planet: Chemical challenges in solar energy utilization
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Lewis, N. S.; Nocera, D. G.
Proceedings of the National Academy of Sciences, Vol. 103, Issue 43, p. 15729-15735
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Effect of fabrication process on the microstructure and the efficiency of organic light-emitting diode
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Lin, Wei-Chun; Lin, Yu-Chin; Wang, Wei-Ben
Organic Electronics, Vol. 10, Issue 3, p. 459-464
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All-inorganic quantum-dot light-emitting devices formed via low-cost, wet-chemical processing
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Fabrication of bulk heterojunction plastic solar cells by screen printing
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Shaheen, Sean E.; Radspinner, Rachel; Peyghambarian, Nasser
Applied Physics Letters, Vol. 79, Issue 18, p. 2996-2998
https://doi.org/10.1063/1.1413501

Organic-Based Photovoltaics: Toward Low-Cost Power Generation
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Shaheen, Sean E.; Ginley, David S.; Jabbour, Ghassan E.
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Pentacene Thin-Film Transistor with NiO_x as a Source/Drain Electrode Deposited with Sputtering
journal, January 2008

Yun, Dong-Jin; Rhee, Shi-Woo
Journal of The Electrochemical Society, Vol. 155, Issue 11, p. H899-H902
https://doi.org/10.1149/1.2977966

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Title: Solution processed metal oxide thin film hole transport layers for high performance organic solar cells

Abstract

Citation Formats

Process for depositing silicon dioxide films patent, July 1992

Preparation of a semiconductor thin film patent, January 1998

Apparatus for forming thin film by chemical vapor deposition patent, July 1998

Solution synthesis of mixed-metal chalcogenide nanoparticles and spray deposition of precursor films patent, October 2000

Passivating etchants for metallic particles patent, August 2002

Direct printing of thin-film conductors using metal-chelate inks patent, December 2004

Precursor compositions for the deposition of electrically conductive features patent, October 2005

Organic light emitting devices with electron blocking layers patent, October 2005

Organometallic precursor mixture for forming metal alloy pattern and method of forming metal alloy pattern using the same patent, March 2006

Multilayer barrier film structure and organic electroluminescent display panel and manufacturing method thereof patent, April 2007

Flexible multilayer packaging material and electronic devices with the packaging material patent, May 2009

Electron-blocking layer / hole-transport layer for organic photovoltaics and applications of same patent, September 2010

Lead free solar cell contacts January 2012

Metal inks patent, February 2014

Structural, optical, and electrical properties of p-type NiO films and composite TiO2/NiO electrodes for solid-state dye-sensitized solar cells journal, February 2009

Preparation and characteristics of nickel oxide thin film by controlled growth with sequential surface chemical reactions journal, January 1996

Spectroelectrochemistry of Nanostructured NiO journal, April 2001

Preparation and characterization of Eosin B- and Erythrosin J-sensitized nanostructured NiO thin film photocathodes journal, November 2005

Sol–gel deposited nickel oxide films for electrochromic applications journal, February 2008

Electrical properties of p–n contact with oxide semiconductor thin films fabricated by liquid phase method journal, June 1998

Semiconductor and electrochromic properties of electrochemically deposited nickel oxide films journal, September 2004

High-efficiency solution processable polymer photovoltaic cells by self-organization of polymer blends journal, October 2005

p-Type semiconducting nickel oxide as an efficiency-enhancing anode interfacial layer in polymer bulk-heterojunction solar cells journal, February 2008

Solution-Processable Graphene Oxide as an Efficient Hole Transport Layer in Polymer Solar Cells journal, June 2010

Mixed metal oxide systems for organic photovoltaics conference, June 2009

Solution deposited NiO thin-films as hole transport layers in organic photovoltaics journal, August 2010

2.5% efficient organic plastic solar cells journal, February 2001

Polymer solar cells with enhanced open-circuit voltage and efficiency journal, November 2009

Design Rules for Donors in Bulk-Heterojunction Solar Cells—Towards 10 % Energy-Conversion Efficiency journal, March 2006

Toward a Rational Design of Poly(2,7-Carbazole) Derivatives for Solar Cells journal, January 2008

Efficient photodiodes from interpenetrating polymer networks journal, August 1995

A Low-Bandgap Poly(2,7-Carbazole) Derivative for Use in High-Performance Solar Cells journal, September 2007

High-efficiency hole extraction/electron-blocking layer to replace poly(3,4-ethylenedioxythiophene)poly(styrene sulfonate) in bulk-heterojunction polymer solar cells journal, January 2008

Polymer diodes with high rectification journal, November 1999

Influence of PEDOT:PSS buffer layer on the performance of organic photocoupler journal, May 2009

Stability of the interface between indium-tin-oxide and poly(3,4-ethylenedioxythiophene)/poly(styrenesulfonate) in polymer light-emitting diodes journal, October 2000

Thermal degradation mechanisms of PEDOTPSS journal, February 2009

Photoelectron spectroscopy of thin films of PEDOT–PSS conjugated polymer blend: a mini-review and some new results journal, December 2001

Energy level alignment and morphology of interfaces between molecular and polymeric organic semiconductors journal, October 2007

Spectroscopic study on sputtered PEDOT·PSS: Role of surface PSS layer journal, October 2006

Surface Treatment of NiO Hole Transport Layers for Organic Solar Cells journal, November 2010

Surface modification of indium tin oxide by plasma treatment: An effective method to improve the efficiency, brightness, and reliability of organic light emitting devices journal, March 1997

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

Fermi-level pinning at conjugated polymer interfaces journal, January 2006

Energy-Level Alignment at Organic/Metal and Organic/Organic Interfaces journal, April 2009

Origin of the open-circuit voltage in multilayer heterojunction organic solar cells journal, November 2008

Physics of organic bulk heterojunction devices for photovoltaic applications journal, May 2006

Degradation of organic solar cells due to air exposure journal, December 2006

The effect of active layer thickness and composition on the performance of bulk-heterojunction solar cells journal, November 2006

Stability/degradation of polymer solar cells journal, July 2008

Photoemission study of the poly(3-hexylthiophene)/Au interface journal, May 2006

Inkjet Printing for Materials and Devices journal, October 2001

Piezoelectric Ink-Jet Printing of Horseradish Peroxidase: Effect of Ink Viscosity Modifiers on Activity journal, September 2007

Aqueous Inorganic Inks for Low-Temperature Fabrication of ZnO TFTs journal, December 2008

Organic light-emitting devices with extended operating lifetimes on plastic substrates journal, October 2002

Low-temperature preparation of photocatalytic TiO2 thin films from anatase sols journal, February 2005

Preparation of textured alumina films by the sol-gel route journal, February 1995

Surface Chemistry for Atomic Layer Growth journal, January 1996

Mild solution synthesis of zinc oxide films with superhydrophobicity and superhydrophilicity journal, January 2005

SiOx Gas Barrier Coatings on Polymer Substrates: Morphology and Gas Transport Considerations journal, July 1999

Assembly of conducting polymer/ metal oxide multilayer in one step journal, June 1999

Thin-Film Permeation-Barrier Technology for Flexible Organic Light-Emitting Devices journal, January 2004

Mechanisms of vapor permeation through multilayer barrier films: Lag time versus equilibrium permeation journal, August 2004

Optimization of an Electron Transport Layer to Enhance the Power Conversion Efficiency of Flexible Inverted Organic Solar Cells journal, August 2010

Hybrid Solar Cells Using a Zinc Oxide Precursor and a Conjugated Polymer journal, October 2005

Influence of the hole-transport layer on the initial behavior and lifetime of inverted organic photovoltaics journal, May 2011

Hybrid Polymer Solar Cells from Zinc Oxide and Poly(3-hexylselenophene) journal, September 2011

Solution processing of transparent conductors: from flask to film journal, January 2011

Properties of zinc oxide films prepared by the oxidation of diethyl zinc journal, November 1981

Influence of the Relative Humidity on the Performance of Polymer/TiO2 Photovoltaic Cells journal, April 2005

Study of the interaction of organometallic compounds with electron donors by the PMR method. 2. Complex formation of diethylzinc with tetrahydrofuran, diethyl ether, propylene oxide, and propylene sulfide journal, December 1975

Solution-Processed Organic Solar Cells journal, July 2008

Diamond-like carbon as a buffer layer in polymeric electroluminescent device journal, July 2005

Powering the planet: Chemical challenges in solar energy utilization journal, October 2006

Effect of fabrication process on the microstructure and the efficiency of organic light-emitting diode journal, May 2009

All-inorganic quantum-dot light-emitting devices formed via low-cost, wet-chemical processing journal, January 2010

Fabrication of bulk heterojunction plastic solar cells by screen printing journal, October 2001

Process for depositing silicon dioxide films
patent, July 1992

Preparation of a semiconductor thin film
patent, January 1998

Apparatus for forming thin film by chemical vapor deposition
patent, July 1998

Solution synthesis of mixed-metal chalcogenide nanoparticles and spray deposition of precursor films
patent, October 2000

Passivating etchants for metallic particles
patent, August 2002

Direct printing of thin-film conductors using metal-chelate inks
patent, December 2004

Precursor compositions for the deposition of electrically conductive features
patent, October 2005

Organic light emitting devices with electron blocking layers
patent, October 2005

Organometallic precursor mixture for forming metal alloy pattern and method of forming metal alloy pattern using the same
patent, March 2006

Multilayer barrier film structure and organic electroluminescent display panel and manufacturing method thereof
patent, April 2007

Flexible multilayer packaging material and electronic devices with the packaging material
patent, May 2009

Electron-blocking layer / hole-transport layer for organic photovoltaics and applications of same
patent, September 2010

Lead free solar cell contacts
January 2012

Metal inks
patent, February 2014

Structural, optical, and electrical properties of p-type NiO films and composite TiO₂/NiO electrodes for solid-state dye-sensitized solar cells
journal, February 2009

Preparation and characteristics of nickel oxide thin film by controlled growth with sequential surface chemical reactions
journal, January 1996

Spectroelectrochemistry of Nanostructured NiO
journal, April 2001

Preparation and characterization of Eosin B- and Erythrosin J-sensitized nanostructured NiO thin film photocathodes
journal, November 2005

Sol–gel deposited nickel oxide films for electrochromic applications
journal, February 2008

Electrical properties of p–n contact with oxide semiconductor thin films fabricated by liquid phase method
journal, June 1998

Semiconductor and electrochromic properties of electrochemically deposited nickel oxide films
journal, September 2004

High-efficiency solution processable polymer photovoltaic cells by self-organization of polymer blends
journal, October 2005

p-Type semiconducting nickel oxide as an efficiency-enhancing anode interfacial layer in polymer bulk-heterojunction solar cells
journal, February 2008

Solution-Processable Graphene Oxide as an Efficient Hole Transport Layer in Polymer Solar Cells
journal, June 2010

Mixed metal oxide systems for organic photovoltaics
conference, June 2009

Solution deposited NiO thin-films as hole transport layers in organic photovoltaics
journal, August 2010

2.5% efficient organic plastic solar cells
journal, February 2001

Polymer solar cells with enhanced open-circuit voltage and efficiency
journal, November 2009

Design Rules for Donors in Bulk-Heterojunction Solar Cells—Towards 10 % Energy-Conversion Efficiency
journal, March 2006

Toward a Rational Design of Poly(2,7-Carbazole) Derivatives for Solar Cells
journal, January 2008

Efficient photodiodes from interpenetrating polymer networks
journal, August 1995

A Low-Bandgap Poly(2,7-Carbazole) Derivative for Use in High-Performance Solar Cells
journal, September 2007

High-efficiency hole extraction/electron-blocking layer to replace poly(3,4-ethylenedioxythiophene)poly(styrene sulfonate) in bulk-heterojunction polymer solar cells
journal, January 2008

Polymer diodes with high rectification
journal, November 1999

Influence of PEDOT:PSS buffer layer on the performance of organic photocoupler
journal, May 2009

Stability of the interface between indium-tin-oxide and poly(3,4-ethylenedioxythiophene)/poly(styrenesulfonate) in polymer light-emitting diodes
journal, October 2000

Thermal degradation mechanisms of PEDOTPSS
journal, February 2009

Photoelectron spectroscopy of thin films of PEDOT–PSS conjugated polymer blend: a mini-review and some new results
journal, December 2001

Energy level alignment and morphology of interfaces between molecular and polymeric organic semiconductors
journal, October 2007

Spectroscopic study on sputtered PEDOT·PSS: Role of surface PSS layer
journal, October 2006

Surface Treatment of NiO Hole Transport Layers for Organic Solar Cells
journal, November 2010

Surface modification of indium tin oxide by plasma treatment: An effective method to improve the efficiency, brightness, and reliability of organic light emitting devices
journal, March 1997

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

Fermi-level pinning at conjugated polymer interfaces
journal, January 2006

Energy-Level Alignment at Organic/Metal and Organic/Organic Interfaces
journal, April 2009

Origin of the open-circuit voltage in multilayer heterojunction organic solar cells
journal, November 2008

Physics of organic bulk heterojunction devices for photovoltaic applications
journal, May 2006

Degradation of organic solar cells due to air exposure
journal, December 2006

The effect of active layer thickness and composition on the performance of bulk-heterojunction solar cells
journal, November 2006

Stability/degradation of polymer solar cells
journal, July 2008

Photoemission study of the poly(3-hexylthiophene)/Au interface
journal, May 2006

Inkjet Printing for Materials and Devices
journal, October 2001

Piezoelectric Ink-Jet Printing of Horseradish Peroxidase: Effect of Ink Viscosity Modifiers on Activity
journal, September 2007

Aqueous Inorganic Inks for Low-Temperature Fabrication of ZnO TFTs
journal, December 2008

Organic light-emitting devices with extended operating lifetimes on plastic substrates
journal, October 2002

Low-temperature preparation of photocatalytic TiO₂ thin films from anatase sols
journal, February 2005

Preparation of textured alumina films by the sol-gel route
journal, February 1995

Surface Chemistry for Atomic Layer Growth
journal, January 1996

Mild solution synthesis of zinc oxide films with superhydrophobicity and superhydrophilicity
journal, January 2005

SiO_x Gas Barrier Coatings on Polymer Substrates: Morphology and Gas Transport Considerations
journal, July 1999

Assembly of conducting polymer/ metal oxide multilayer in one step
journal, June 1999

Thin-Film Permeation-Barrier Technology for Flexible Organic Light-Emitting Devices
journal, January 2004

Mechanisms of vapor permeation through multilayer barrier films: Lag time versus equilibrium permeation
journal, August 2004

Optimization of an Electron Transport Layer to Enhance the Power Conversion Efficiency of Flexible Inverted Organic Solar Cells
journal, August 2010

Hybrid Solar Cells Using a Zinc Oxide Precursor and a Conjugated Polymer
journal, October 2005

Influence of the hole-transport layer on the initial behavior and lifetime of inverted organic photovoltaics
journal, May 2011

Hybrid Polymer Solar Cells from Zinc Oxide and Poly(3-hexylselenophene)
journal, September 2011

Solution processing of transparent conductors: from flask to film
journal, January 2011

Properties of zinc oxide films prepared by the oxidation of diethyl zinc
journal, November 1981

Influence of the Relative Humidity on the Performance of Polymer/TiO₂ Photovoltaic Cells
journal, April 2005

Study of the interaction of organometallic compounds with electron donors by the PMR method. 2. Complex formation of diethylzinc with tetrahydrofuran, diethyl ether, propylene oxide, and propylene sulfide
journal, December 1975

Solution-Processed Organic Solar Cells
journal, July 2008

Diamond-like carbon as a buffer layer in polymeric electroluminescent device
journal, July 2005

Powering the planet: Chemical challenges in solar energy utilization
journal, October 2006

Effect of fabrication process on the microstructure and the efficiency of organic light-emitting diode
journal, May 2009

All-inorganic quantum-dot light-emitting devices formed via low-cost, wet-chemical processing
journal, January 2010

Fabrication of bulk heterojunction plastic solar cells by screen printing
journal, October 2001

Organic-Based Photovoltaics: Toward Low-Cost Power Generation
journal, January 2005

Ultrasonically sprayed and inkjet printed thin film electrodes for organic solar cells
journal, February 2009

Enhanced Efficiency in Plastic Solar Cells via Energy Matched Solution Processed NiO_x Interlayers
journal, July 2011