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Title: Environmentally friendly preparation of nanoparticles for organic photovoltaics

Abstract

Aqueous nanoparticle dispersions were prepared from a conjugated polymer poly[thiophene-2,5-diyl-alt-5,10-bis((2-hexyldecyl)oxy)dithieno[3,2-c:3',2'-h][1,5]naphthyridine-2,7-diyl] (PTNT) and fullerene blend utilizing chloroform as well as a non-chlorinated and environmentally benign solvent, o-xylene, as the miniemulsion dispersed phase solvent. The nanoparticles (NPs) in the solid-state film were found to coalesce and offered a smooth surface topography upon thermal annealing. Organic photovoltaics (OPVs) with photoactive layer processed from the nanoparticle dispersions prepared using chloroform as the miniemulsion dispersed phase solvent were found to have a power conversion efficiency (PCE) of 1.04%, which increased to 1.65% for devices utilizing NPs prepared from o-xylene. Physical, thermal and optical properties of NPs prepared using both chloroform and o-xylene were systematically studied using dynamic mechanical thermal analysis (DMTA) and photoluminescence (PL) spectroscopy and correlated to their photovoltaic properties. The PL results indicate different morphology of NPs in the solid state were achieved by varying miniemulsion dispersed phase solvent.

Authors:
 [1]; ORCiD logo [2];  [3];  [4];  [4];  [5];  [6];  [5];  [5];  [5];  [5];  [5]; ORCiD logo [5]; ORCiD logo [1]
  1. Flinders Univ., Bedford Park, SA (Australia)
  2. Flinders Univ., Bedford Park, SA (Australia); Univ. of Bordeaux (France)
  3. The Univ. of South Pacific, Suva (Fiji)
  4. Chalmers Univ. of Technology, Goteborg (Sweden)
  5. Univ. of Newcastle, Callaghan, NSW (Australia)
  6. Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States)
Publication Date:
Research Org.:
Lawrence Berkeley National Lab. (LBNL), Berkeley, CA (United States)
Sponsoring Org.:
USDOE Office of Science (SC), Basic Energy Sciences (BES)
OSTI Identifier:
1506340
Alternate Identifier(s):
OSTI ID: 1566238
Grant/Contract Number:  
AC02-05CH11231
Resource Type:
Accepted Manuscript
Journal Name:
Organic Electronics
Additional Journal Information:
Journal Volume: 59; Journal Issue: C; Journal ID: ISSN 1566-1199
Publisher:
Elsevier
Country of Publication:
United States
Language:
English
Subject:
14 SOLAR ENERGY

Citation Formats

Pan, Xun, Sharma, Anirudh, Gedefaw, Desta, Kroon, Renee, Diaz de Zerio, Amaia, Holmes, Natalie P., Kilcoyne, A. L. David, Barr, Matthew G., Fahy, Adam, Marks, Melissa, Zhou, Xiaojing, Belcher, Warwick, Dastoor, Paul C., and Andersson, Mats R.. Environmentally friendly preparation of nanoparticles for organic photovoltaics. United States: N. p., 2018. Web. https://doi.org/10.1016/j.orgel.2018.05.040.
Pan, Xun, Sharma, Anirudh, Gedefaw, Desta, Kroon, Renee, Diaz de Zerio, Amaia, Holmes, Natalie P., Kilcoyne, A. L. David, Barr, Matthew G., Fahy, Adam, Marks, Melissa, Zhou, Xiaojing, Belcher, Warwick, Dastoor, Paul C., & Andersson, Mats R.. Environmentally friendly preparation of nanoparticles for organic photovoltaics. United States. https://doi.org/10.1016/j.orgel.2018.05.040
Pan, Xun, Sharma, Anirudh, Gedefaw, Desta, Kroon, Renee, Diaz de Zerio, Amaia, Holmes, Natalie P., Kilcoyne, A. L. David, Barr, Matthew G., Fahy, Adam, Marks, Melissa, Zhou, Xiaojing, Belcher, Warwick, Dastoor, Paul C., and Andersson, Mats R.. Tue . "Environmentally friendly preparation of nanoparticles for organic photovoltaics". United States. https://doi.org/10.1016/j.orgel.2018.05.040. https://www.osti.gov/servlets/purl/1506340.
@article{osti_1506340,
title = {Environmentally friendly preparation of nanoparticles for organic photovoltaics},
author = {Pan, Xun and Sharma, Anirudh and Gedefaw, Desta and Kroon, Renee and Diaz de Zerio, Amaia and Holmes, Natalie P. and Kilcoyne, A. L. David and Barr, Matthew G. and Fahy, Adam and Marks, Melissa and Zhou, Xiaojing and Belcher, Warwick and Dastoor, Paul C. and Andersson, Mats R.},
abstractNote = {Aqueous nanoparticle dispersions were prepared from a conjugated polymer poly[thiophene-2,5-diyl-alt-5,10-bis((2-hexyldecyl)oxy)dithieno[3,2-c:3',2'-h][1,5]naphthyridine-2,7-diyl] (PTNT) and fullerene blend utilizing chloroform as well as a non-chlorinated and environmentally benign solvent, o-xylene, as the miniemulsion dispersed phase solvent. The nanoparticles (NPs) in the solid-state film were found to coalesce and offered a smooth surface topography upon thermal annealing. Organic photovoltaics (OPVs) with photoactive layer processed from the nanoparticle dispersions prepared using chloroform as the miniemulsion dispersed phase solvent were found to have a power conversion efficiency (PCE) of 1.04%, which increased to 1.65% for devices utilizing NPs prepared from o-xylene. Physical, thermal and optical properties of NPs prepared using both chloroform and o-xylene were systematically studied using dynamic mechanical thermal analysis (DMTA) and photoluminescence (PL) spectroscopy and correlated to their photovoltaic properties. The PL results indicate different morphology of NPs in the solid state were achieved by varying miniemulsion dispersed phase solvent.},
doi = {10.1016/j.orgel.2018.05.040},
journal = {Organic Electronics},
number = C,
volume = 59,
place = {United States},
year = {2018},
month = {5}
}

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Cited by: 6 works
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Figures / Tables:

Fig. 1 Fig. 1: Chemical structure of PTNT.

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Works referenced in this record:

A global review of energy consumption, CO 2 emissions and policy in the residential sector (with an overview of the top ten CO 2 emitting countries)
journal, March 2015

  • Nejat, Payam; Jomehzadeh, Fatemeh; Taheri, Mohammad Mahdi
  • Renewable and Sustainable Energy Reviews, Vol. 43
  • DOI: 10.1016/j.rser.2014.11.066

The role of renewable energy in climate stabilization: results from the EMF27 scenarios
journal, October 2013


Preface:  Overview of the Forum on Solar and Renewable Energy
journal, October 2005

  • Eisenberg, Richard; Nocera, Daniel G.
  • Inorganic Chemistry, Vol. 44, Issue 20
  • DOI: 10.1021/ic058006i

[6,6]-Phenyl-C61-Butyric Acid Dimethylamino Ester as a Cathode Buffer Layer for High-Performance Polymer Solar Cells
journal, July 2013

  • Li, Shusheng; Lei, Ming; Lv, Menglan
  • Advanced Energy Materials, Vol. 3, Issue 12, p. 1569-1574
  • DOI: 10.1002/aenm.201300425

Solution-processed cathode interfacial layer materials for high-efficiency polymer solar cells
journal, September 2015


Solubility Based Identification of Green Solvents for Small Molecule Organic Solar Cells
journal, November 2013

  • Burgués-Ceballos, Ignasi; Machui, Florian; Min, Jie
  • Advanced Functional Materials, Vol. 24, Issue 10
  • DOI: 10.1002/adfm.201301509

Roll-to-Roll Inkjet Printing and Photonic Sintering of Electrodes for ITO Free Polymer Solar Cell Modules and Facile Product Integration
journal, September 2012

  • Angmo, Dechan; Larsen-Olsen, Thue T.; Jørgensen, Mikkel
  • Advanced Energy Materials, Vol. 3, Issue 2
  • DOI: 10.1002/aenm.201200520

Ultrafast formation of air-processable and high-quality polymer films on an aqueous substrate
journal, August 2016

  • Noh, Jonghyeon; Jeong, Seonju; Lee, Jung-Yong
  • Nature Communications, Vol. 7, Issue 1
  • DOI: 10.1038/ncomms12374

Molecular Optimization Enables over 13% Efficiency in Organic Solar Cells
journal, May 2017

  • Zhao, Wenchao; Li, Sunsun; Yao, Huifeng
  • Journal of the American Chemical Society, Vol. 139, Issue 21
  • DOI: 10.1021/jacs.7b02677

A multilayered approach to polyfluorene water-based organic photovoltaics
journal, July 2012


Aqueous Processing of Low-Band-Gap Polymer Solar Cells Using Roll-to-Roll Methods
journal, April 2011

  • Andersen, Thomas R.; Larsen-Olsen, Thue T.; Andreasen, Birgitta
  • ACS Nano, Vol. 5, Issue 5
  • DOI: 10.1021/nn200933r

Fabrication and processing of polymer solar cells: A review of printing and coating techniques
journal, April 2009


Upscaling of polymer solar cell fabrication using full roll-to-roll processing
journal, January 2010

  • Krebs, Frederik C.; Tromholt, Thomas; Jørgensen, Mikkel
  • Nanoscale, Vol. 2, Issue 6
  • DOI: 10.1039/b9nr00430k

Industrial solvents and liver toxicity: Risk assessment, risk factors and mechanisms
journal, January 2002

  • Brautbar, Nachman; Williams, John
  • International Journal of Hygiene and Environmental Health, Vol. 205, Issue 6
  • DOI: 10.1078/1438-4639-00175

Chlorinated Solvents in Groundwater of the United States
journal, January 2007

  • Moran, Michael J.; Zogorski, John S.; Squillace, Paul J.
  • Environmental Science & Technology, Vol. 41, Issue 1
  • DOI: 10.1021/es061553y

Green-Solvent-Processed Molecular Solar Cells
journal, November 2014

  • Chen, Xiaofen; Liu, Xiaofeng; Burgers, Mark A.
  • Angewandte Chemie International Edition, Vol. 53, Issue 52
  • DOI: 10.1002/anie.201409208

Green-solvent-processable organic solar cells
journal, November 2016


Charge generation and morphology in P3HT : PCBM nanoparticles prepared by mini-emulsion and reprecipitation methods
journal, January 2015

  • Schwarz, Kyra N.; Farley, Sam B.; Smith, Trevor A.
  • Nanoscale, Vol. 7, Issue 47
  • DOI: 10.1039/C5NR06244F

Surfactant-free nanoparticulate organic photovoltaics
journal, February 2014


Eco-Friendly Fabrication of 4% Efficient Organic Solar Cells from Surfactant-Free P3HT:ICBA Nanoparticle Dispersions
journal, September 2014

  • Gärtner, Stefan; Christmann, Marco; Sankaran, Sivaramakrishnan
  • Advanced Materials, Vol. 26, Issue 38
  • DOI: 10.1002/adma.201402360

Semiconducting Polymer Nanospheres in Aqueous Dispersion Prepared by a Miniemulsion Process
journal, May 2002


Nano-domain behaviour in P3HT:PCBM nanoparticles, relating material properties to morphological changes
journal, October 2013


Tuning of PCDTBT:PC71BM blend nanoparticles for eco-friendly processing of polymer solar cells
journal, January 2017

  • D’Olieslaeger, Lien; Pfannmöller, Martin; Fron, Eduard
  • Solar Energy Materials and Solar Cells, Vol. 159
  • DOI: 10.1016/j.solmat.2016.09.008

Aqueous Nanoparticle Polymer Solar Cells: Effects of Surfactant Concentration and Processing on Device Performance
journal, April 2017

  • Colberts, Fallon J. M.; Wienk, Martijn M.; Janssen, René A. J.
  • ACS Applied Materials & Interfaces, Vol. 9, Issue 15
  • DOI: 10.1021/acsami.7b00557

Photoactive Donor–Acceptor Composite Nanoparticles Dispersed in Water
journal, January 2017


Aqueous PCDTBT:PC 71 BM Photovoltaic Inks Made by Nanoprecipitation
journal, October 2017

  • Prunet, Geoffrey; Parrenin, Laurie; Pavlopoulou, Eleni
  • Macromolecular Rapid Communications, Vol. 39, Issue 2
  • DOI: 10.1002/marc.201700504

Monodisperse conjugated polymer particles by Suzuki–Miyaura dispersion polymerization
journal, January 2012

  • Kuehne, Alexander J. C.; Gather, Malte C.; Sprakel, Joris
  • Nature Communications, Vol. 3, Issue 1
  • DOI: 10.1038/ncomms2085

Light-Switchable and Monodisperse Conjugated Polymer Particles
journal, August 2013

  • Anwar, Naveed; Willms, Thomas; Grimme, Benjamin
  • ACS Macro Letters, Vol. 2, Issue 9
  • DOI: 10.1021/mz400362g

Low Bandgap Semiconducting Copolymer Nanoparticles by Suzuki Cross-Coupling Polymerization in Alcoholic Dispersed Media
journal, August 2015

  • Parrenin, Laurie; Brochon, Cyril; Hadziioannou, Georges
  • Macromolecular Rapid Communications, Vol. 36, Issue 20
  • DOI: 10.1002/marc.201500324

Determining the structural motif of P3HT:PCBM nanoparticulate organic photovoltaic devices
journal, March 2013


Eco-friendly fabrication of PBDTTPD:PC71BM solar cells reaching a PCE of 3.8% using water-based nanoparticle dispersions
journal, March 2017


A New Tetracyclic Lactam Building Block for Thick, Broad-Bandgap Photovoltaics
journal, August 2014

  • Kroon, Renee; Diaz de Zerio Mendaza, Amaia; Himmelberger, Scott
  • Journal of the American Chemical Society, Vol. 136, Issue 33
  • DOI: 10.1021/ja5051692

Poly(4-vinylpyridine): A New Interface Layer for Organic Solar Cells
journal, March 2017

  • Sharma, Anirudh; Kroon, Renee; Lewis, David A.
  • ACS Applied Materials & Interfaces, Vol. 9, Issue 12
  • DOI: 10.1021/acsami.6b12687

Nano-pathways: Bridging the divide between water-processable nanoparticulate and bulk heterojunction organic photovoltaics
journal, January 2016


Application of gradient-based Hough transform to the detection of corrosion pits in optical images
journal, March 2016


Unravelling the Thermomechanical Properties of Bulk Heterojunction Blends in Polymer Solar Cells
journal, April 2017


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

  • Sun, Yanming; Seo, Jung Hwa; Takacs, Christopher J.
  • Advanced Materials, Vol. 23, Issue 14, p. 1679-1683
  • DOI: 10.1002/adma.201004301

PCBM concentration dependent morphology of P3HT in composite P3HT/PCBM nanoparticles
journal, July 2009


Correlation between spectroscopic and morphological properties of composite P3HT/PCBM nanoparticles studied by single particle spectroscopy
journal, May 2010


Water-based nanoparticulate solar cells using a diketopyrrolopyrrole donor polymer
journal, January 2014

  • Vaughan, Ben; Williams, Evan L.; Holmes, Natalie P.
  • Physical Chemistry Chemical Physics, Vol. 16, Issue 6
  • DOI: 10.1039/c3cp55037k

Organic Solar Cells: An Overview Focusing on Active Layer Morphology
journal, January 2006


Phase Separation in Bulk Heterojunctions of Semiconducting Polymers and Fullerenes for Photovoltaics
journal, April 2014


The role of miscibility in polymer:fullerene nanoparticulate organic photovoltaic devices
journal, September 2013


The effect of mesomorphology upon the performance of nanoparticulate organic photovoltaic devices
journal, July 2015

  • Dam, Henrik F.; Holmes, Natalie P.; Andersen, Thomas R.
  • Solar Energy Materials and Solar Cells, Vol. 138
  • DOI: 10.1016/j.solmat.2015.02.028

Inverted all-polymer solar cells based on a quinoxaline–thiophene/naphthalene-diimide polymer blend improved by annealing
journal, January 2016

  • Xia, Yuxin; Musumeci, Chiara; Bergqvist, Jonas
  • Journal of Materials Chemistry A, Vol. 4, Issue 10
  • DOI: 10.1039/C6TA00531D

In Situ Characterization of Polymer–Fullerene Bilayer Stability
journal, January 2015

  • Leman, Deborah; Kelly, Mary Allison; Ness, Stuart
  • Macromolecules, Vol. 48, Issue 2
  • DOI: 10.1021/ma5021227

The effect of polymer molecular weight on P3HT:PCBM nanoparticulate organic photovoltaic device performance
journal, September 2014


Structure and crystallinity of water dispersible photoactive nanoparticles for organic solar cells
journal, January 2015

  • Pedersen, E. B. L.; Pedersen, M. C.; Simonsen, S. B.
  • Journal of Materials Chemistry A, Vol. 3, Issue 33
  • DOI: 10.1039/C5TA04980F

DMTA and FTIR Investigation of the Phase Behavior of Poly(methyl methacrylate)−Poly(4-vinylphenol) Blends
journal, January 1996


Dynamic mechanical analysis of carbon/epoxy composites for structural pipeline repair
journal, January 2007


Study of crystallinity and thermomechanical analysis of annealed poly(ethylene terephthalate) films
journal, May 2008

  • Karagiannidis, Panagiotis G.; Stergiou, Anagnostis C.; Karayannidis, George P.
  • European Polymer Journal, Vol. 44, Issue 5
  • DOI: 10.1016/j.eurpolymj.2008.02.024

Roles of donor and acceptor nanodomains in 6% efficient thermally annealed polymer photovoltaics
journal, April 2007

  • Kim, Kyungkon; Liu, Jiwen; Namboothiry, Manoj A. G.
  • Applied Physics Letters, Vol. 90, Issue 16
  • DOI: 10.1063/1.2730756

A strong regioregularity effect in self-organizing conjugated polymer films and high-efficiency polythiophene:fullerene solar cells
journal, February 2006

  • Kim, Youngkyoo; Cook, Steffan; Tuladhar, Sachetan M.
  • Nature Materials, Vol. 5, Issue 3
  • DOI: 10.1038/nmat1574

P3HT/PCBM Bulk Heterojunction Solar Cells: Impact of Blend Composition and 3D Morphology on Device Performance
journal, April 2010

  • van Bavel, Svetlana S.; Bärenklau, Maik; de With, Gijsbertus
  • Advanced Functional Materials, Vol. 20, Issue 9
  • DOI: 10.1002/adfm.200902247

Dynamic quenching of 5-(2?-ethyl-hexyloxy)-p-phenylene vinylene (MEH-PPV) by charge transfer to a C60 derivative in solution
journal, January 2001

  • Wang, Jian; Wang, Deli; Moses, Daniel
  • Journal of Applied Polymer Science, Vol. 82, Issue 10
  • DOI: 10.1002/app.2106

Fabrication conditions for efficient organic photovoltaic cells from aqueous dispersions of nanoparticles
journal, January 2014

  • Bag, Monojit; Gehan, Timothy S.; Renna, Lawrence A.
  • RSC Adv., Vol. 4, Issue 85
  • DOI: 10.1039/C4RA07463G

The origin of performance limitations in miniemulsion nanoparticulate organic photovoltaic devices
journal, February 2018

  • Al-Mudhaffer, Mohammed F.; Griffith, Matthew J.; Feron, Krishna
  • Solar Energy Materials and Solar Cells, Vol. 175
  • DOI: 10.1016/j.solmat.2017.09.007

Overcoming Microstructural Limitations in Water Processed Organic Solar Cells by Engineering Customized Nanoparticulate Inks
journal, January 2018

  • Xie, Chen; Classen, Andrej; Späth, Andreas
  • Advanced Energy Materials, Vol. 8, Issue 13
  • DOI: 10.1002/aenm.201702857

Domain Compositions and Fullerene Aggregation Govern Charge Photogeneration in Polymer/Fullerene Solar Cells
journal, March 2014

  • Kesava, Sameer Vajjala; Fei, Zhuping; Rimshaw, Adam D.
  • Advanced Energy Materials, Vol. 4, Issue 11
  • DOI: 10.1002/aenm.201400116

    Works referencing / citing this record:

    Manipulating nanoscale structure to control functionality in printed organic photovoltaic, transistor and bioelectronic devices
    journal, December 2019

    • Griffith, Matthew J.; Holmes, Natalie P.; Elkington, Daniel C.
    • Nanotechnology, Vol. 31, Issue 9
    • DOI: 10.1088/1361-6528/ab57d0

    Green-solvent-processable strategies for achieving large-scale manufacture of organic photovoltaics
    journal, January 2019

    • Ma, Zongwen; Zhao, Biao; Gong, Yongshuai
    • Journal of Materials Chemistry A, Vol. 7, Issue 40
    • DOI: 10.1039/c9ta09277c

    Optimizing Polymer Solar Cells Using Non-Halogenated Solvent Blends
    journal, March 2019


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