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Title: Synthesis and use of a hyper-connecting cross-linking agent in the hole-transporting layer of perovskite solar cells

Abstract

Solution-processed organic semiconducting materials feature prominently in modern optoelectronic devices, especially where low-cost and flexibility are specific goals, such as perovskite solar cells.

Authors:
ORCiD logo [1]; ORCiD logo [2];  [1];  [1]; ORCiD logo [1]
  1. Department of Materials Science and Engineering; Stanford University; Stanford; USA
  2. Department of Applied Physics; Stanford University; Stanford; USA
Publication Date:
Research Org.:
Stanford Univ., CA (United States)
Sponsoring Org.:
USDOE Office of Energy Efficiency and Renewable Energy (EERE)
OSTI Identifier:
1535260
DOE Contract Number:  
EE0004946
Resource Type:
Journal Article
Journal Name:
Journal of Materials Chemistry. A
Additional Journal Information:
Journal Volume: 5; Journal Issue: 36; Journal ID: ISSN 2050-7488
Publisher:
Royal Society of Chemistry
Country of Publication:
United States
Language:
English
Subject:
Chemistry; Energy & Fuels; Materials Science

Citation Formats

Watson, Brian L., Rolston, Nicholas, Bush, Kevin A., Taleghani, Leila, and Dauskardt, Reinhold H. Synthesis and use of a hyper-connecting cross-linking agent in the hole-transporting layer of perovskite solar cells. United States: N. p., 2017. Web. doi:10.1039/c7ta05004f.
Watson, Brian L., Rolston, Nicholas, Bush, Kevin A., Taleghani, Leila, & Dauskardt, Reinhold H. Synthesis and use of a hyper-connecting cross-linking agent in the hole-transporting layer of perovskite solar cells. United States. doi:10.1039/c7ta05004f.
Watson, Brian L., Rolston, Nicholas, Bush, Kevin A., Taleghani, Leila, and Dauskardt, Reinhold H. Sun . "Synthesis and use of a hyper-connecting cross-linking agent in the hole-transporting layer of perovskite solar cells". United States. doi:10.1039/c7ta05004f.
@article{osti_1535260,
title = {Synthesis and use of a hyper-connecting cross-linking agent in the hole-transporting layer of perovskite solar cells},
author = {Watson, Brian L. and Rolston, Nicholas and Bush, Kevin A. and Taleghani, Leila and Dauskardt, Reinhold H.},
abstractNote = {Solution-processed organic semiconducting materials feature prominently in modern optoelectronic devices, especially where low-cost and flexibility are specific goals, such as perovskite solar cells.},
doi = {10.1039/c7ta05004f},
journal = {Journal of Materials Chemistry. A},
issn = {2050-7488},
number = 36,
volume = 5,
place = {United States},
year = {2017},
month = {1}
}

Works referenced in this record:

Liquid-crystalline semiconducting polymers with high charge-carrier mobility
journal, March 2006

  • McCulloch, Iain; Heeney, Martin; Bailey, Clare
  • Nature Materials, Vol. 5, Issue 4
  • DOI: 10.1038/nmat1612

π-Conjugated Polymers for Organic Electronics and Photovoltaic Cell Applications
journal, February 2011


Polymer and Organic Nonvolatile Memory Devices
journal, February 2011

  • Heremans, Paul; Gelinck, Gerwin H.; Müller, Robert
  • Chemistry of Materials, Vol. 23, Issue 3
  • DOI: 10.1021/cm102006v

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

  • Li, Gang; Shrotriya, Vishal; Huang, Jinsong
  • Nature Materials, Vol. 4, Issue 11, p. 864-868
  • DOI: 10.1038/nmat1500

Polymer solar cells
journal, February 2012


Light-emitting diodes with variable colours from polymer blends
journal, December 1994

  • Berggren, M.; Inganäs, O.; Gustafsson, G.
  • Nature, Vol. 372, Issue 6505
  • DOI: 10.1038/372444a0

Solution-Processed Full-Color Polymer Organic Light-Emitting Diode Displays Fabricated by Direct Photolithography
journal, January 2007

  • Gather, M. C.; Köhnen, A.; Falcou, A.
  • Advanced Functional Materials, Vol. 17, Issue 2
  • DOI: 10.1002/adfm.200600651

High-Efficiency and Color Stable Blue-Light-Emitting Polymers and Devices
journal, December 2007

  • Huang, F.; Zhang, Y.; Liu, M. S.
  • Advanced Functional Materials, Vol. 17, Issue 18
  • DOI: 10.1002/adfm.200700752

Step toward robust and reliable amorphous polymer field-effect transistors and logic functions made by the use of roll to roll compatible printing processes
journal, March 2010


Macroscopic Alignment of One-Dimensional Conjugated Polymer Nanocrystallites for High-Mobility Organic Field-Effect Transistors
journal, May 2016

  • Chang, Mincheol; Choi, Dalsu; Egap, Eilaf
  • ACS Applied Materials & Interfaces, Vol. 8, Issue 21
  • DOI: 10.1021/acsami.6b02216

Template-Guided Solution-Shearing Method for Enhanced Charge Carrier Mobility in Diketopyrrolopyrrole-Based Polymer Field-Effect Transistors
journal, June 2014

  • Shin, Jicheol; Hong, Tae Ryang; Lee, Tae Wan
  • Advanced Materials, Vol. 26, Issue 34
  • DOI: 10.1002/adma.201401179

High speeds complementary integrated circuits fabricated with all-printed polymeric semiconductors
journal, September 2010

  • Baeg, Kang-Jun; Khim, Dongyoon; Kim, Dong-Yu
  • Journal of Polymer Science Part B: Polymer Physics, Vol. 49, Issue 1
  • DOI: 10.1002/polb.22148

Inkjet printing of organic electronics – comparison of deposition techniques and state-of-the-art developments
journal, January 2013

  • Teichler, Anke; Perelaer, Jolke; Schubert, Ulrich S.
  • Journal of Materials Chemistry C, Vol. 1, Issue 10
  • DOI: 10.1039/c2tc00255h

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


Hydrofluoroethers as Orthogonal Solvents for the Chemical Processing of Organic Electronic Materials
journal, July 2008

  • Zakhidov, Alexander A.; Lee, Jin-Kyun; Fong, Hon Hang
  • Advanced Materials, Vol. 20, Issue 18
  • DOI: 10.1002/adma.200800557

Orthogonal Processing: A Novel Photolithographic Patterning Method for Organic Electronics
journal, January 2009

  • Lee, Jin-Kyun; Taylor, Priscillia G.; Zakhidov, Alexander A.
  • Journal of Photopolymer Science and Technology, Vol. 22, Issue 5
  • DOI: 10.2494/photopolymer.22.565

Enlightening solutions
journal, September 2005


Decohesion Kinetics in Polymer Organic Solar Cells
journal, November 2014

  • Bruner, Christopher; Novoa, Fernando; Dupont, Stephanie
  • ACS Applied Materials & Interfaces, Vol. 6, Issue 23
  • DOI: 10.1021/am506482q

Mechanical integrity of solution-processed perovskite solar cells
journal, December 2016


Stretching and conformal bonding of organic solar cells to hemispherical surfaces
journal, January 2014

  • O'Connor, Timothy F.; Zaretski, Aliaksandr V.; Shiravi, Bijan A.
  • Energy Environ. Sci., Vol. 7, Issue 1
  • DOI: 10.1039/C3EE42898B

Role of Molecular Weight on the Mechanical Device Properties of Organic Polymer Solar Cells
journal, January 2014

  • Bruner, Christopher; Dauskardt, Reinhold
  • Macromolecules, Vol. 47, Issue 3
  • DOI: 10.1021/ma402215j

Adhesion properties of inverted polymer solarcells: Processing and film structure parameters
journal, May 2013


Understanding mechanical behavior and reliability of organic electronic materials
journal, February 2017

  • Kim, Jae-Han; Lee, Inhwa; Kim, Taek-Soo
  • MRS Bulletin, Vol. 42, Issue 02
  • DOI: 10.1557/mrs.2017.3

New Thermally Cross-Linkable Polymer and Its Application as a Hole-Transporting Layer for Solution Processed Multilayer Organic Light Emitting Diodes
journal, September 2007

  • Ma, Biwu; Lauterwasser, Frank; Deng, Lan
  • Chemistry of Materials, Vol. 19, Issue 19
  • DOI: 10.1021/cm0715500

High-performance polymer semiconducting heterostructure devices by nitrene-mediated photocrosslinking of alkyl side chains
journal, December 2009

  • Png, Rui-Qi; Chia, Perq-Jon; Tang, Jie-Cong
  • Nature Materials, Vol. 9, Issue 2
  • DOI: 10.1038/nmat2594

A solvent additive to enhance the efficiency and the thermal stability of polymer:fullerene solar cells
journal, January 2015

  • Derue, L.; Lecourtier, C.; Gorisse, T.
  • RSC Advances, Vol. 5, Issue 5
  • DOI: 10.1039/C4RA14139C

Thermal Stabilisation of Polymer-Fullerene Bulk Heterojunction Morphology for Efficient Photovoltaic Solar Cells
journal, July 2014

  • Derue, Lionel; Dautel, Olivier; Tournebize, Aurélien
  • Advanced Materials, Vol. 26, Issue 33
  • DOI: 10.1002/adma.201401062

High internal quantum efficiency in fullerene solar cells based on crosslinked polymer donor networks
journal, January 2012

  • Liu, Bo; Png, Rui-Qi; Zhao, Li-Hong
  • Nature Communications, Vol. 3, Issue 1
  • DOI: 10.1038/ncomms2211

Controlling Hierarchy in Solution-processed Polymer Solar Cells Based on Crosslinked P3HT
journal, August 2012

  • Tao, Chen; Aljada, Muhsen; Shaw, Paul E.
  • Advanced Energy Materials, Vol. 3, Issue 1
  • DOI: 10.1002/aenm.201200394

Unusually long lifetimes of the singlet nitrenes derived from 4-azido-2,3,5,6-tetrafluorobenzamides
journal, January 1994

  • Marcinek, Andrzej; Platz, Matthew S.; Chan, Stephen Y.
  • The Journal of Physical Chemistry, Vol. 98, Issue 2
  • DOI: 10.1021/j100053a012

Chemistry and kinetics of singlet pentafluorophenylnitrene
journal, June 1992

  • Poe, Russell; Schnapp, Karlyn; Young, Mary J. T.
  • Journal of the American Chemical Society, Vol. 114, Issue 13
  • DOI: 10.1021/ja00039a016

Organic Azides: An Exploding Diversity of a Unique Class of Compounds
journal, August 2005

  • Bräse, Stefan; Gil, Carmen; Knepper, Kerstin
  • Angewandte Chemie International Edition, Vol. 44, Issue 33
  • DOI: 10.1002/anie.200400657

The Mechanism of Pyrolysis of Benzyl Azide: Spectroscopic Evidence for Benzenemethanimine Formation
journal, April 2015

  • Pinto, Rui M.; Guerra, Mauro; Copeland, Grant
  • The Journal of Physical Chemistry A, Vol. 119, Issue 18
  • DOI: 10.1021/acs.jpca.5b02453

Comment on “The Mechanism of Pyrolysis of Benzyl Azide: Spectroscopic Evidence for Benzenemethanimine Formation”
journal, July 2015


Reply to “Comment on ‘The Mechanism of Pyrolysis of Benzyl Azide: Spectroscopic Evidence for Benzemethanimine Formation’”
journal, July 2015

  • Pinto, R. M.; Guerra, M.; Costa, M. L.
  • The Journal of Physical Chemistry A, Vol. 119, Issue 29
  • DOI: 10.1021/acs.jpca.5b04334

High-performance photovoltaic perovskite layers fabricated through intramolecular exchange
journal, May 2015


Solvent engineering for high-performance inorganic–organic hybrid perovskite solar cells
journal, July 2014

  • Jeon, Nam Joong; Noh, Jun Hong; Kim, Young Chan
  • Nature Materials, Vol. 13, Issue 9, p. 897-903
  • DOI: 10.1038/nmat4014

Expanded Tetrahedral Molecules from 1,3,5,7-Tetraphenyladamantane
journal, November 1994

  • Reichert, Veronica R.; Mathias, Lon J.
  • Macromolecules, Vol. 27, Issue 24
  • DOI: 10.1021/ma00102a002

Thermodynamic, kinetic, and structural factors in the synthesis of imine-linked dynamic covalent frameworks
journal, January 2012


Click Chemistry: Diverse Chemical Function from a Few Good Reactions
journal, June 2001


Application of click chemistry to the production of DNA microarrays
journal, January 2012

  • Uszczyńska, Barbara; Ratajczak, Tomasz; Frydrych, Emilia
  • Lab on a Chip, Vol. 12, Issue 6
  • DOI: 10.1039/c2lc21096g

Clickable Periodic Mesoporous Organosilicas: Synthesis, Click Reactions, and Adsorption of Antibiotics
journal, November 2013

  • Gao, Jinsuo; Zhang, Xueying; Xu, Shutao
  • Chemistry - A European Journal, Vol. 20, Issue 7
  • DOI: 10.1002/chem.201303778

Minimal Effect of the Hole-Transport Material Ionization Potential on the Open-Circuit Voltage of Perovskite Solar Cells
journal, August 2016


Investigating the Role of 4- Tert Butylpyridine in Perovskite Solar Cells
journal, September 2016

  • Habisreutinger, Severin N.; Noel, Nakita K.; Snaith, Henry J.
  • Advanced Energy Materials, Vol. 7, Issue 1
  • DOI: 10.1002/aenm.201601079

Ultrasmooth organic–inorganic perovskite thin-film formation and crystallization for efficient planar heterojunction solar cells
journal, January 2015

  • Zhang, Wei; Saliba, Michael; Moore, David T.
  • Nature Communications, Vol. 6, Issue 1
  • DOI: 10.1038/ncomms7142

Cesium-containing triple cation perovskite solar cells: improved stability, reproducibility and high efficiency
journal, January 2016

  • Saliba, Michael; Matsui, Taisuke; Seo, Ji-Youn
  • Energy & Environmental Science, Vol. 9, Issue 6
  • DOI: 10.1039/C5EE03874J

Perovskite-perovskite tandem photovoltaics with optimized band gaps
journal, October 2016


Grafting of poly(3-hexylthiophene) brushes on oxides using click chemistry
journal, January 2010

  • Paoprasert, Peerasak; Spalenka, Josef W.; Peterson, Dane L.
  • J. Mater. Chem., Vol. 20, Issue 13
  • DOI: 10.1039/B920233A

Compositional engineering of perovskite materials for high-performance solar cells
journal, January 2015

  • Jeon, Nam Joong; Noh, Jun Hong; Yang, Woon Seok
  • Nature, Vol. 517, Issue 7535
  • DOI: 10.1038/nature14133

One-Step Facile Synthesis of a Simple Hole Transport Material for Efficient Perovskite Solar Cells
journal, April 2016


A [2,2]paracyclophane triarylamine-based hole-transporting material for high performance perovskite solar cells
journal, January 2015

  • Park, Sungmin; Heo, Jin Hyuck; Cheon, Cheol Hong
  • Journal of Materials Chemistry A, Vol. 3, Issue 48
  • DOI: 10.1039/C5TA08417B

Effects of Molecular Configuration on Charge Diffusion Kinetics within Hole-Transporting Materials for Perovskites Solar Cells
journal, April 2015

  • Chi, Wei-Jie; Li, Quan-Song; Li, Ze-Sheng
  • The Journal of Physical Chemistry C, Vol. 119, Issue 16
  • DOI: 10.1021/acs.jpcc.5b02401

Theoretical Investigation of Hole Transporter Materials for Energy Devices
journal, October 2015

  • Alberga, Domenico; Mangiatordi, Giuseppe Felice; Labat, Frédéric
  • The Journal of Physical Chemistry C, Vol. 119, Issue 42
  • DOI: 10.1021/acs.jpcc.5b08981