A new family of liquid and solid guanidine-based n-type dopants for solution-processed perovskite solar cells
Abstract
A new family of n-type dopants for organic semiconductors is reported. Changing the alkyl chain of these triazabicyclodecene (TBD) dopants alters their physical properties, including thermal stability, and influences their doping efficiency.
- Authors:
-
- Electronics Materials and New Energy Laboratory, Mitsubishi Chemical Corporation, Yokohama R&D Center 1000, Yokohama 227-8502, Japan
- Materials Department, University of California, Santa Barbara, USA, Mitsubishi Chemical Center for Advanced Materials
- Materials Department, University of California, Santa Barbara, USA
- Mitsubishi Chemical Center for Advanced Materials, University of California, Santa Barbara, USA
- Publication Date:
- Sponsoring Org.:
- USDOE
- OSTI Identifier:
- 1646534
- Grant/Contract Number:
- DEAC02-05CH11231
- Resource Type:
- Publisher's Accepted Manuscript
- Journal Name:
- Materials Chemistry Frontiers
- Additional Journal Information:
- Journal Name: Materials Chemistry Frontiers Journal Volume: 4 Journal Issue: 12; Journal ID: ISSN 2052-1537
- Publisher:
- Royal Society of Chemistry (RSC)
- Country of Publication:
- United Kingdom
- Language:
- English
Citation Formats
Nakayama, Hidenori, Schneider, Julia A., Faust, Mina, Wang, Hengbin, Read de Alaniz, Javier, and Chabinyc, Michael L. A new family of liquid and solid guanidine-based n-type dopants for solution-processed perovskite solar cells. United Kingdom: N. p., 2020.
Web. doi:10.1039/D0QM00437E.
Nakayama, Hidenori, Schneider, Julia A., Faust, Mina, Wang, Hengbin, Read de Alaniz, Javier, & Chabinyc, Michael L. A new family of liquid and solid guanidine-based n-type dopants for solution-processed perovskite solar cells. United Kingdom. https://doi.org/10.1039/D0QM00437E
Nakayama, Hidenori, Schneider, Julia A., Faust, Mina, Wang, Hengbin, Read de Alaniz, Javier, and Chabinyc, Michael L. Thu .
"A new family of liquid and solid guanidine-based n-type dopants for solution-processed perovskite solar cells". United Kingdom. https://doi.org/10.1039/D0QM00437E.
@article{osti_1646534,
title = {A new family of liquid and solid guanidine-based n-type dopants for solution-processed perovskite solar cells},
author = {Nakayama, Hidenori and Schneider, Julia A. and Faust, Mina and Wang, Hengbin and Read de Alaniz, Javier and Chabinyc, Michael L.},
abstractNote = {A new family of n-type dopants for organic semiconductors is reported. Changing the alkyl chain of these triazabicyclodecene (TBD) dopants alters their physical properties, including thermal stability, and influences their doping efficiency.},
doi = {10.1039/D0QM00437E},
journal = {Materials Chemistry Frontiers},
number = 12,
volume = 4,
place = {United Kingdom},
year = {2020},
month = {11}
}
Free Publicly Available Full Text
Publisher's Version of Record
https://doi.org/10.1039/D0QM00437E
https://doi.org/10.1039/D0QM00437E
Other availability
Save to My Library
You must Sign In or Create an Account in order to save documents to your library.
Works referenced in this record:
High Conductivity in a Nonplanar n -Doped Ambipolar Semiconducting Polymer
journal, November 2017
- Perry, Erin E.; Chiu, Chien-Yang; Moudgil, Karttikay
- Chemistry of Materials, Vol. 29, Issue 22
The coordination chemistry of guanidines and guanidinates
journal, April 2001
- Bailey, Philip J.; Pace, Stuart
- Coordination Chemistry Reviews, Vol. 214, Issue 1
Organic thermoelectric materials for energy harvesting and temperature control
journal, August 2016
- Russ, Boris; Glaudell, Anne; Urban, Jeffrey J.
- Nature Reviews Materials, Vol. 1, Issue 10
Tetrathiafulvalenes, Oligoacenenes, and Their Buckminsterfullerene Derivatives: The Brick and Mortar of Organic Electronics
journal, November 2004
- Bendikov, Michael; Wudl, Fred; Perepichka, Dmitrii F.
- Chemical Reviews, Vol. 104, Issue 11
Organic superbase-induced chemiluminescent decomposition of a hydroxyaryl-substituted dioxetane: Unique effect of a bifunctional guanidine base on the chemiluminescence profile of a bicyclic dioxetane bearing a 4-(benzoxazol-2-yl)-3,5-dihydroxyphenyl moiety
journal, March 2018
- Watanabe, Nobuko; Wakatsuki, Ayu; Ijuin, Hisako K.
- Tetrahedron Letters, Vol. 59, Issue 11
Mechanistic considerations of guanidine-catalyzed reactions
journal, January 2011
- Fu, Xiao; Tan, Choon-Hong
- Chemical Communications, Vol. 47, Issue 29
Molecular parameters responsible for thermally activated transport in doped organic semiconductors
journal, January 2019
- Schwarze, Martin; Gaul, Christopher; Scholz, Reinhard
- Nature Materials, Vol. 18, Issue 3
Effective Solution- and Vacuum-Processed n-Doping by Dimers of Benzimidazoline Radicals
journal, April 2014
- Naab, Benjamin D.; Zhang, Siyuan; Vandewal, Koen
- Advanced Materials, Vol. 26, Issue 25
N-Type Surface Doping of MAPbI 3 via Charge Transfer from Small Molecules
journal, June 2018
- Perry, Erin E.; Labram, John G.; Venkatesan, Naveen R.
- Advanced Electronic Materials, Vol. 4, Issue 7
Interface engineering of highly efficient perovskite solar cells
journal, July 2014
- Zhou, H.; Chen, Q.; Li, G.
- Science, Vol. 345, Issue 6196
n-Doping of Organic Electronic Materials using Air-Stable Organometallics
journal, November 2011
- Guo, Song; Kim, Sang Bok; Mohapatra, Swagat K.
- Advanced Materials, Vol. 24, Issue 5, p. 699-703
n-Type doping for efficient polymeric electron-transporting layers in perovskite solar cells
journal, January 2016
- Guo, Yunlong; Sato, Wataru; Inoue, Kento
- Journal of Materials Chemistry A, Vol. 4, Issue 48
An Amidine-Type n-Dopant for Solution-Processed Field-Effect Transistors and Perovskite Solar Cells
journal, September 2017
- Hu, Lin; Liu, Tiefeng; Duan, Jiashun
- Advanced Functional Materials, Vol. 27, Issue 41
A Universal Method to Produce Low-Work Function Electrodes for Organic Electronics
journal, April 2012
- Zhou, Y.; Fuentes-Hernandez, C.; Shim, J.
- Science, Vol. 336, Issue 6079, p. 327-332
Guanidine, trimethylenemethane, and "Y-delocalization." Can acyclic compounds have "aromatic" stability?
journal, February 1972
- Gund, Peter
- Journal of Chemical Education, Vol. 49, Issue 2
Measurements of the field-effect electron mobility of the acceptor ITIC
journal, July 2018
- Park, Youngrak; Fuentes-Hernandez, Canek; Jia, Xiaojia
- Organic Electronics, Vol. 58
Relating open-circuit voltage losses to the active layer morphology and contact selectivity in organic solar cells
journal, January 2018
- Tang, Zheng; Wang, Jing; Melianas, Armantas
- Journal of Materials Chemistry A, Vol. 6, Issue 26
Leuco Crystal Violet as a Dopant for n-Doping of Organic Thin Films of Fullerene C 60
journal, November 2004
- Li, Fenghong; Werner, Ansgar; Pfeiffer, Martin
- The Journal of Physical Chemistry B, Vol. 108, Issue 44
Beating the thermodynamic limit with photo-activation of n-doping in organic semiconductors
journal, November 2017
- Lin, Xin; Wegner, Berthold; Lee, Kyung Min
- Nature Materials, Vol. 16, Issue 12
Thermoelectric Properties of Solution-Processed n-Doped Ladder-Type Conducting Polymers
journal, October 2016
- Wang, Suhao; Sun, Hengda; Ail, Ujwala
- Advanced Materials, Vol. 28, Issue 48
Polymer Photovoltaic Cells: Enhanced Efficiencies via a Network of Internal Donor-Acceptor Heterojunctions
journal, December 1995
- Yu, G.; Gao, J.; Hummelen, J. C.
- Science, Vol. 270, Issue 5243, p. 1789-1791
Moisture assisted perovskite film growth for high performance solar cells
journal, November 2014
- You, Jingbi; Yang, Yang (Michael); Hong, Ziruo
- Applied Physics Letters, Vol. 105, Issue 18
Doping of C60 with tertiary amines: TDAE, DBU, DBN. A comparative study
journal, July 1994
- Klos, H.; Rystau, I.; Schütz, W.
- Chemical Physics Letters, Vol. 224, Issue 3-4
CO2 chemistry: task-specific ionic liquids for CO2 capture/activation and subsequent conversion
journal, January 2011
- Yang, Zhen-Zhen; Zhao, Ya-Nan; He, Liang-Nian
- RSC Advances, Vol. 1, Issue 4
A Guanidine-Based Superbase as Efficient Chemiluminescence Booster
journal, October 2019
- Geiselhart, Christina M.; Schmitt, Christian W.; Jöckle, Philipp
- Scientific Reports, Vol. 9, Issue 1
Bis-1,3-dithiolium chloride: an unusually stable organic radical cation
journal, January 1970
- Wudl, F.; Smith, G. M.; Hufnagel, E. J.
- Journal of the Chemical Society D: Chemical Communications, Issue 21
Reducing Surface Recombination Velocities at the Electrical Contacts Will Improve Perovskite Photovoltaics
journal, December 2018
- Wang, Jian; Fu, Weifei; Jariwala, Sarthak
- ACS Energy Letters, Vol. 4, Issue 1
Solution doping of organic semiconductors using air-stable n-dopants
journal, February 2012
- Qi, Yabing; Mohapatra, Swagat K.; Bok Kim, Sang
- Applied Physics Letters, Vol. 100, Issue 8
High fill factor over 82% enabled by a biguanide doping electron transporting layer in planar perovskite solar cells
journal, November 2018
- Ge, Ru; Qin, Fei; Hu, Lin
- Frontiers of Optoelectronics, Vol. 11, Issue 4
Doped Organic Transistors
journal, October 2016
- Lüssem, Björn; Keum, Chang-Min; Kasemann, Daniel
- Chemical Reviews, Vol. 116, Issue 22
Interfacial charge-transfer doping of metal halide perovskites for high performance photovoltaics
journal, January 2019
- Noel, Nakita K.; Habisreutinger, Severin N.; Pellaroque, Alba
- Energy & Environmental Science, Vol. 12, Issue 10
Introducing a Nonvolatile N‐Type Dopant Drastically Improves Electron Transport in Polymer and Small‐Molecule Organic Transistors
journal, June 2019
- Panidi, Julianna; Kainth, Jaspreet; Paterson, Alexandra F.
- Advanced Functional Materials, Vol. 29, Issue 34
[DBU]C60. Spin pairing in a fullerene salt
journal, March 1994
- Skiebe, Andreas; Hirsch, Andreas; Klos, Holger
- Chemical Physics Letters, Vol. 220, Issue 1-2
Tethered tertiary amines as solid-state n-type dopants for solution-processable organic semiconductors
journal, January 2016
- Russ, Boris; Robb, Maxwell J.; Popere, Bhooshan C.
- Chemical Science, Vol. 7, Issue 3
Poly(ethylene imine) Impurities Induce n-doping Reaction in Organic (Semi)Conductors
journal, July 2014
- Fabiano, Simone; Braun, Slawomir; Liu, Xianjie
- Advanced Materials, Vol. 26, Issue 34
Y-Aromaticity: Why Is the Trimethylenemethane Dication More Stable than the Butadienyl Dication?
journal, September 2005
- Dworkin, Amy; Naumann, Rachel; Seigfred, Christopher
- The Journal of Organic Chemistry, Vol. 70, Issue 19
Efficient Perovskite Solar Cells over a Broad Temperature Window: The Role of the Charge Carrier Extraction
journal, September 2017
- Shao, Shuyan; Liu, Jian; Fang, Hong-Hua
- Advanced Energy Materials, Vol. 7, Issue 22
Controlling intermolecular redox-doping of naphthalene diimides
journal, January 2019
- Schmidt, Simon B.; Biskup, Till; Jiao, Xuechen
- Journal of Materials Chemistry C, Vol. 7, Issue 15
An Isolated CO2 Adduct of a Nitrogen Base: Crystal and Electronic Structures
journal, March 2010
- Villiers, Claude; Dognon, Jean-Pierre; Pollet, Rodolphe
- Angewandte Chemie International Edition, Vol. 49, Issue 20
Origin of Work Function Modification by Ionic and Amine-Based Interface Layers
journal, August 2014
- van Reenen, Stephan; Kouijzer, Sandra; Janssen, René A. J.
- Advanced Materials Interfaces, Vol. 1, Issue 8
Solubility-Limited Extrinsic n-Type Doping of a High Electron Mobility Polymer for Thermoelectric Applications
journal, January 2014
- Schlitz, Ruth A.; Brunetti, Fulvio G.; Glaudell, Anne M.
- Advanced Materials, Vol. 26, Issue 18
Solution-processed electron transport layer of n-doped fullerene for efficient and stable all carbon based perovskite solar cells
journal, January 2019
- Zhou, Junshuai; Hou, Jie; Tao, Xia
- Journal of Materials Chemistry A, Vol. 7, Issue 13
Amino-Functionalized Conjugated Polymer as an Efficient Electron Transport Layer for High-Performance Planar-Heterojunction Perovskite Solar Cells
journal, December 2015
- Sun, Chen; Wu, Zhihong; Yip, Hin-Lap
- Advanced Energy Materials, Vol. 6, Issue 5