Phenazine-Substituted Poly(benzimidazobenzophenanthrolinedione): Electronic Structure, Thin Film Morphology, Electron Transport, and Mechanical Properties of an n-Type Semiconducting Ladder Polymer

West, Sarah M.; Tran, Duyen K.; Guo, Jiajie; Chen, Shinya E.; Ginger, David S.; Jenekhe, Samson A.

doi:10.1021/acs.macromol.2c01999

Phenazine-Substituted Poly(benzimidazobenzophenanthrolinedione): Electronic Structure, Thin Film Morphology, Electron Transport, and Mechanical Properties of an n-Type Semiconducting Ladder Polymer

Journal Article · Mon Feb 27 23:00:00 EST 2023 · Macromolecules

DOI:https://doi.org/10.1021/acs.macromol.2c01999· OSTI ID:2422708

West, Sarah M. ^[1]; ^[2]; ^[3]; ^[3]; ^[1]; ^[4]

Department of Chemistry, University of Washington, Seattle, Washington 98195-1750, United States
Department of Chemical Engineering, University of Washington, Seattle, Washington 98195-1750, United States
Molecular Engineering and Science Institute, University of Washington, Seattle, Washington 98195, United States
Department of Chemistry, University of Washington, Seattle, Washington 98195-1750, United States; Department of Chemical Engineering, University of Washington, Seattle, Washington 98195-1750, United States

Not provided.

Research Organization:: Lawrence Berkeley National Laboratory (LBNL), Berkeley, CA (United States). Advanced Light Source (ALS)

Sponsoring Organization:: USDOE

DOE Contract Number:: AC02-05CH11231

OSTI ID:: 2422708

Journal Information:: Macromolecules, Journal Name: Macromolecules Journal Issue: 5 Vol. 56; ISSN 0024-9297

Publisher:: American Chemical Society

Country of Publication:: United States

Language:: English

References (91)

Ladder Polymers as New Polymeric Conductors Kim, Oh-Kil Molecular Crystals and Liquid Crystals, Vol. 105, Issue 1 https://doi.org/10.1080/00268948408071650	journal	March 1984
Efficient Solar Cells from Layered Nanostructures of Donor and Acceptor Conjugated Polymers Alam, Maksudul M.; Jenekhe, Samson A. Chemistry of Materials, Vol. 16, Issue 23 https://doi.org/10.1021/cm0497069	journal	November 2004
An Intrinsically Stretchable High‐Performance Polymer Semiconductor with Low Crystallinity Zheng, Yu; Wang, Ging‐Ji Nathan; Kang, Jiheong Advanced Functional Materials, Vol. 29, Issue 46 https://doi.org/10.1002/adfm.201905340	journal	September 2019
Thermally stable polymers derived from 2,3,5,6‐tetraaminopyridine Gerber, Arthur H. Journal of Polymer Science: Polymer Chemistry Edition, Vol. 11, Issue 7 https://doi.org/10.1002/pol.1973.170110718	journal	July 1973
Dithienopyrrole–quinoxaline/pyridopyrazine donor–acceptor polymers: synthesis and electrochemical, optical, charge-transport, and photovoltaic properties Zhang, Xuan; Shim, Jae Won; Tiwari, Shree Prakash Journal of Materials Chemistry, Vol. 21, Issue 13 https://doi.org/10.1039/C0JM04290K	journal	January 2011
Beyond Stretchability: Strength, Toughness, and Elastic Range in Semiconducting Polymers Chen, Alexander X.; Kleinschmidt, Andrew T.; Choudhary, Kartik Chemistry of Materials, Vol. 32, Issue 18 https://doi.org/10.1021/acs.chemmater.0c03019	journal	August 2020
A high-conductivity n-type polymeric ink for printed electronics Yang, Chi-Yuan; Stoeckel, Marc-Antoine; Ruoko, Tero-Petri Nature Communications, Vol. 12, Issue 1 https://doi.org/10.1038/s41467-021-22528-y	journal	April 2021
Ground-state electron transfer in all-polymer donor–acceptor heterojunctions Xu, Kai; Sun, Hengda; Ruoko, Tero-Petri Nature Materials, Vol. 19, Issue 7 https://doi.org/10.1038/s41563-020-0618-7	journal	March 2020
Naphthodithiophenediimide (NDTI): Synthesis, Structure, and Applications Fukutomi, Yuta; Nakano, Masahiro; Hu, Jian-Yong Journal of the American Chemical Society, Vol. 135, Issue 31 https://doi.org/10.1021/ja404753r	journal	July 2013
Mechanical Properties of Organic Semiconductors for Stretchable, Highly Flexible, and Mechanically Robust Electronics Root, Samuel E.; Savagatrup, Suchol; Printz, Adam D. Chemical Reviews, Vol. 117, Issue 9 https://doi.org/10.1021/acs.chemrev.7b00003	journal	March 2017
Fullerene Active Layers for n-Type Organic Electrochemical Transistors Bischak, Connor G.; Flagg, Lucas Q.; Yan, Kangrong ACS Applied Materials & Interfaces, Vol. 11, Issue 31 https://doi.org/10.1021/acsami.9b11370	journal	July 2019
Thermally stable polymers from 1,4,5,8‐naphthalenetetracarboxylic acid and aromatic tetraamines Van Deusen, R. L.; Goins, O. K.; Sicree, A. J. Journal of Polymer Science Part A-1: Polymer Chemistry, Vol. 6, Issue 7 https://doi.org/10.1002/pol.1968.150060701	journal	July 1968
Cyano‐Functionalized n‐Type Polymer with High Electron Mobility for High‐Performance Organic Electrochemical Transistors Feng, Kui; Shan, Wentao; Wang, Junwei Advanced Materials, Vol. 34, Issue 24 https://doi.org/10.1002/adma.202201340	journal	May 2022
New Conjugated Polymers with Donor−Acceptor Architectures: Synthesis and Photophysics of Carbazole−Quinoline and Phenothiazine−Quinoline Copolymers and Oligomers Exhibiting Large Intramolecular Charge Transfer Jenekhe, Samson A.; Lu, Liangde; Alam, Maksudul M. Macromolecules, Vol. 34, Issue 21 https://doi.org/10.1021/ma0100448	journal	October 2001
Polaron Delocalization in Donor–Acceptor Polymers and its Impact on Organic Electrochemical Transistor Performance Moser, Maximilian; Savva, Achilleas; Thorley, Karl Angewandte Chemie International Edition, Vol. 60, Issue 14 https://doi.org/10.1002/anie.202014078	journal	February 2021
Narrow-Band-Gap Conjugated Polymers Based on 2,7-Dioctyl-Substituted Dibenzo[a,c]phenazine Derivatives for Polymer Solar Cells He, Ruifeng; Yu, Lei; Cai, Ping Macromolecules, Vol. 47, Issue 9 https://doi.org/10.1021/ma500333r	journal	April 2014
The side chain effect on difluoro-substituted dibenzo[a,c]phenazine based conjugated polymers as donor materials for high efficiency polymer solar cells Li, Guangwu; Lu, Zhen; Li, Cuihong Polymer Chemistry, Vol. 6, Issue 9 https://doi.org/10.1039/C4PY01276C	journal	January 2015
Perylene Diimide-Based Oligomers and Polymers for Organic Optoelectronics Cheng, Pei; Zhao, Xingang; Zhan, Xiaowei Accounts of Materials Research, Vol. 3, Issue 3 https://doi.org/10.1021/accountsmr.1c00191	journal	February 2022
n-Channel Field-Effect Transistors from Blends of Conjugated Polymers Babel, Amit; Jenekhe, Samson A. The Journal of Physical Chemistry B, Vol. 106, Issue 24 https://doi.org/10.1021/jp020695l	journal	May 2002
Weak localization, electron-electron interaction, and metal-insulator transition in ion-implanted polymers Wang, Z. H.; Du, G.; Joo, J. Synthetic Metals, Vol. 57, Issue 2-3 https://doi.org/10.1016/0379-6779(93)90824-G	journal	April 1993
The Effect of H- and J-Aggregation on the Photophysical and Photovoltaic Properties of Small Thiophene-Pyridine-DPP Molecules for Bulk-Heterojunction Solar Cells Más-Montoya, Miriam; Janssen, René A. J. Advanced Functional Materials, Vol. 27, Issue 16 https://doi.org/10.1002/adfm.201605779	journal	March 2017
New quinoxaline derivatives as accepting units in donor-acceptor type low-band gap polymers for organic photovoltaic cells Kim, Ji-Hoon; Song, Chang Eun; Kim, Hee Un Journal of Polymer Science Part A: Polymer Chemistry, Vol. 51, Issue 19 https://doi.org/10.1002/pola.26823	journal	July 2013
New n-Type Organic Semiconductors: Synthesis, Single Crystal Structures, Cyclic Voltammetry, Photophysics, Electron Transport, and Electroluminescence of a Series of Diphenylanthrazolines 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	journal	November 2003
Linking Glass‐Transition Behavior to Photophysical and Charge Transport Properties of High‐Mobility Conjugated Polymers Xiao, Mingfei; Sadhanala, Aditya; Abdi‐Jalebi, Mojtaba Advanced Functional Materials, Vol. 31, Issue 7 https://doi.org/10.1002/adfm.202007359	journal	November 2020
Viscoelastic properties and stability of BBL ladder polymers Powell, Joseph W.; Chartoff, Richard P. Journal of Applied Polymer Science, Vol. 18, Issue 1 https://doi.org/10.1002/app.1974.070180107	journal	January 1974
Effects of humidity on the dark conductivity and dielectric properties of poly(benzimidazobenzophenanthroline) thin films Antoniadis, H.; Abkowitz, M. A.; Osaheni, J. A. Chemistry of Materials, Vol. 6, Issue 1 https://doi.org/10.1021/cm00037a014	journal	January 1994
Conducting Ladder Polymers: Insulator-to-Metal Transition and Evolution of Electronic Structure upon Protonation by Poly(styrenesulfonic Acid) Alam, Maksudul M.; Jenekhe, Samson A. The Journal of Physical Chemistry B, Vol. 106, Issue 43 https://doi.org/10.1021/jp021230y	journal	October 2002
High-performance & thermally stable n-type polymer thermoelectrics based on a benzyl viologen radical cation-doped ladder-type conjugated polymer Tam, Teck Lip Dexter; Lin, Ming; Handoko, Albertus Denny Journal of Materials Chemistry A, Vol. 9, Issue 19 https://doi.org/10.1039/D1TA01645H	journal	January 2021
Fused electron deficient semiconducting polymers for air stable electron transport Onwubiko, Ada; Yue, Wan; Jellett, Cameron Nature Communications, Vol. 9, Issue 1 https://doi.org/10.1038/s41467-018-02852-6	journal	January 2018
Intrinsic mechanical properties of the polymeric semiconductors An, Xiang; Wang, Kai; Bai, Lubing Journal of Materials Chemistry C, Vol. 8, Issue 33 https://doi.org/10.1039/D0TC02255A	journal	January 2020
Asymmetric Aqueous Supercapacitor Based on p- and n-Type Conducting Polymers Volkov, Anton V.; Sun, Hengda; Kroon, Renee ACS Applied Energy Materials, Vol. 2, Issue 8 https://doi.org/10.1021/acsaem.9b00853	journal	July 2019
Addressing the Elusive Polaronic Nature of Multiple Redox States in a π‐Conjugated Ladder‐Type Polymer Fazzi, Daniele; Negri, Fabrizia Advanced Electronic Materials, Vol. 7, Issue 1 https://doi.org/10.1002/aelm.202000786	journal	December 2020
Donor–acceptor copolymers based on benzo[1,2- b :4,5- b ′]dithiophene and pyrene-fused phenazine for high-performance polymer solar cells Fan, Qunping; Liu, Yu; Xiao, Manjun Organic Electronics, Vol. 15, Issue 11 https://doi.org/10.1016/j.orgel.2014.09.019	journal	November 2014
Charge-Transfer and Energy-Transfer Processes in π-Conjugated Oligomers and Polymers: A Molecular Picture Brédas, Jean-Luc; Beljonne, David; Coropceanu, Veaceslav Chemical Reviews, Vol. 104, Issue 11 https://doi.org/10.1021/cr040084k	journal	November 2004
A chlorinated phenazine-based donor–acceptor copolymer with enhanced photovoltaic performance Li, Ying; Meng, Bin; Tong, Hui Polymer Chemistry, Vol. 5, Issue 6 https://doi.org/10.1039/C3PY01436C	journal	January 2014
New imidazoisoquinoline ladder polymers Sicree, A. J.; Arnold, F. E.; Van Deusen, R. L. Journal of Polymer Science: Polymer Chemistry Edition, Vol. 12, Issue 2 https://doi.org/10.1002/pol.1974.170120202	journal	February 1974
Water‐assisted mechanical testing of polymeric thin‐films Zhang, Song; Galuska, Luke A.; Gu, Xiaodan Journal of Polymer Science, Vol. 60, Issue 7 https://doi.org/10.1002/pol.20210281	journal	July 2021
From Short Conjugated Oligomers to Conjugated Polymers. Lessons from Studies on Long Conjugated Oligomers Zade, Sanjio S.; Zamoshchik, Natalia; Bendikov, Michael Accounts of Chemical Research, Vol. 44, Issue 1 https://doi.org/10.1021/ar1000555	journal	January 2011
Air-Stable Ambipolar Field-Effect Transistors and Complementary Logic Circuits from Solution-Processed n/p Polymer Heterojunctions Kim, Felix Sunjoo; Ahmed, Eilaf; Subramaniyan, Selvam ACS Applied Materials & Interfaces, Vol. 2, Issue 11 https://doi.org/10.1021/am1006996	journal	October 2010
Complementary Logic Circuits Based on High-Performance n-Type Organic Electrochemical Transistors Sun, Hengda; Vagin, Mikhail; Wang, Suhao Advanced Materials, Vol. 30, Issue 9 https://doi.org/10.1002/adma.201704916	journal	January 2018
A SAXS/WAXS/GISAXS Beamline with Multilayer Monochromator Hexemer, Alexander; Bras, Wim; Glossinger, James Journal of Physics: Conference Series, Vol. 247 https://doi.org/10.1088/1742-6596/247/1/012007	journal	October 2010
Effects of ladder structure on the electronic properties and field-effect transistor performance of Poly(benzobisimidazobenzophenanthroline) Kim, Felix Sunjoo; Park, Chung Hyoi; Na, Yaena Organic Electronics, Vol. 69 https://doi.org/10.1016/j.orgel.2019.03.049	journal	June 2019
The electrochemical doping reactions of the conducting ladder polymer benzimidazobenzophenanthroline (BBL) Wilbourn, K.; Murray, Royce W. Macromolecules, Vol. 21, Issue 1 https://doi.org/10.1021/ma00179a019	journal	January 1988
Rigid-rod polymers. 2. Synthesis and thermal properties of para-aromatic polymers with 2,6-benzobisthiazole units in the main chain Wolfe, James F.; Loo, Bock H.; Arnold, F. E. Macromolecules, Vol. 14, Issue 4 https://doi.org/10.1021/ma50005a005	journal	July 1981
Recent advances in rylene diimide polymer acceptors for all-polymer solar cells Guo, Xin; Tu, Dandan; Liu, Xuan Journal of Energy Chemistry, Vol. 24, Issue 6 https://doi.org/10.1016/j.jechem.2015.11.003	journal	November 2015
How the linkage positions affect the performance of bulk-heterojunction polymer solar cells Li, Shuang; He, Zhicai; Yu, Jian Journal of Materials Chemistry, Vol. 22, Issue 25 https://doi.org/10.1039/C2JM32002A	journal	January 2012
Kirigami‐Inspired Stretchable Conjugated Electronics Zhang, Zhuolei; Yu, Yun; Tang, Yichao Advanced Electronic Materials, Vol. 6, Issue 1 https://doi.org/10.1002/aelm.201900929	journal	October 2019
Naphthalenediimide (NDI) polymers for all-polymer photovoltaics Zhou, Nanjia; Facchetti, Antonio Materials Today, Vol. 21, Issue 4 https://doi.org/10.1016/j.mattod.2018.02.003	journal	May 2018
Synthesis and processing of heterocyclic polymers as electronic, optoelectronic, and nonlinear optical materials. 2. New series of conjugated rigid-rod polyquinolines and polyanthrazolines Agrawal, Ashwini K.; Jenekhe, Samson A. Macromolecules, Vol. 26, Issue 5 https://doi.org/10.1021/ma00057a003	journal	March 1993
Mixing Behavior in Small Molecule:Fullerene Organic Photovoltaics Oosterhout, Stefan D.; Savikhin, Victoria; Zhang, Junxiang Chemistry of Materials, Vol. 29, Issue 7 https://doi.org/10.1021/acs.chemmater.7b00067	journal	March 2017
Polymer Films on Electrodes. 30. Electrochemistry and Scanning Electrochemical Microscopy Characterization of Benzimidazolebenzophenanthroline-Type Ladder (BBL) and Semiladder (BBB) Polymer Films Quinto, Maurizio; Jenekhe, Samson A.; Bard, Allen J. Chemistry of Materials, Vol. 13, Issue 9 https://doi.org/10.1021/cm001426f	journal	August 2001
Indacenodithiophene and Quinoxaline-Based Conjugated Polymers for Highly Efficient Polymer Solar Cells Zhang, Yong; Zou, Jingyu; Yip, Hin-Lap Chemistry of Materials, Vol. 23, Issue 9 https://doi.org/10.1021/cm200316s	journal	May 2011
Rylene and Related Diimides for Organic Electronics Zhan, Xiaowei; Facchetti, Antonio; Barlow, Stephen Advanced Materials, Vol. 23, Issue 2, p. 268-284 https://doi.org/10.1002/adma.201001402	journal	December 2010
Electron-poor arylenediimides Kumar, Sharvan; Shukla, Jyoti; Kumar, Yogendra Organic Chemistry Frontiers, Vol. 5, Issue 14 https://doi.org/10.1039/C8QO00256H	journal	January 2018
H- and J-Aggregate Behavior in Polymeric Semiconductors Spano, Frank C.; Silva, Carlos Annual Review of Physical Chemistry, Vol. 65, Issue 1 https://doi.org/10.1146/annurev-physchem-040513-103639	journal	April 2014
Efficient photovoltaic cells from semiconducting polymer heterojunctions Jenekhe, Samson A.; Yi, Shujian Applied Physics Letters, Vol. 77, Issue 17 https://doi.org/10.1063/1.1320022	journal	October 2000
Conjugated polymers based on naphthalene diimide for organic electronics Sommer, Michael J. Mater. Chem. C, Vol. 2, Issue 17 https://doi.org/10.1039/C3TC31755B	journal	January 2014
Effect of side-chain positions on morphology and photovoltaic properties of phenazine-based donor-acceptor copolymers Li, Ying; Fu, Yingying; Tong, Hui Journal of Polymer Science Part A: Polymer Chemistry, Vol. 51, Issue 13 https://doi.org/10.1002/pola.26684	journal	April 2013
Polyfluorenes Containing Dibenzo[a,c]phenazine Segments: Synthesis and Efficient Blue Electroluminescence from Intramolecular Charge Transfer States Zhu, Yan; Gibbons, Katherine M.; Kulkarni, Abhishek P. Macromolecules, Vol. 40, Issue 4 https://doi.org/10.1021/ma062445z	journal	January 2007
Perylene Imides for Organic Photovoltaics: Yesterday, Today, and Tomorrow Li, Chen; Wonneberger, Henrike Advanced Materials, Vol. 24, Issue 5 https://doi.org/10.1002/adma.201104447	journal	January 2012
Synthesis of A New Class of n-Dopable and Photoluminescent Conjugated Polymers Having Phenazine Units in the Main Chain Izumi, Atsushi; Nomura, Ryoji; Masuda, Toshio Macromolecules, Vol. 33, Issue 24 https://doi.org/10.1021/ma001282q	journal	November 2000
Rigid‐ladder polymers: Polymers containing anthraquinone recurring units Lee, Byung H.; Marvel, C. S. Journal of Polymer Science: Polymer Chemistry Edition, Vol. 21, Issue 1 https://doi.org/10.1002/pol.1983.170210109	journal	January 1983
Poly(fluorenyleneethynylene)s by Alkyne Metathesis: Optical Properties and Aggregation Behavior Pschirer, Neil G.; Bunz, Uwe H. F. Macromolecules, Vol. 33, Issue 11 https://doi.org/10.1021/ma0003250	journal	May 2000
Fully conjugated ladder polymers Lee, Jongbok; Kalin, Alexander J.; Yuan, Tianyu Chemical Science, Vol. 8, Issue 4 https://doi.org/10.1039/c7sc00154a	journal	January 2017
Ladder polymers from tetraaminodiquinoxalpyrene Arnold, F. E. Journal of Polymer Science Part A-1: Polymer Chemistry, Vol. 8, Issue 8 https://doi.org/10.1002/pol.1970.150080816	journal	August 1970
A comparative investigation of dibenzo[a,c]phenazine and quinoxaline donor–acceptor conjugated polymers: Correlation of planar structure and intramolecular charge transfer properties Kim, Doo Hun; Han, Yong Woon; Moon, Doo Kyung Polymer, Vol. 185 https://doi.org/10.1016/j.polymer.2019.121906	journal	December 2019
Thermoelectric Properties of Solution-Processed n-Doped Ladder-Type Conducting Polymers Wang, Suhao; Sun, Hengda; Ail, Ujwala Advanced Materials, Vol. 28, Issue 48 https://doi.org/10.1002/adma.201603731	journal	October 2016
High Electron Mobility in Ladder Polymer Field-Effect Transistors Babel, Amit; Jenekhe, Samson A. Journal of the American Chemical Society, Vol. 125, Issue 45, p. 13656-13657 https://doi.org/10.1021/ja0371810	journal	November 2003
The Electrochemical Reduction of Benzene—First Direct Determination of the Reduction Potential Mortensen, John; Heinze, Jürgen Angewandte Chemie International Edition in English, Vol. 23, Issue 1 https://doi.org/10.1002/anie.198400841	journal	January 1984
Mixed Conduction in an N‐Type Organic Semiconductor in the Absence of Hydrophilic Side‐Chains Surgailis, Jokubas; Savva, Achilleas; Druet, Victor Advanced Functional Materials, Vol. 31, Issue 21 https://doi.org/10.1002/adfm.202010165	journal	March 2021
Polarons in π-conjugated ladder-type polymers: a broken symmetry density functional description Fazzi, Daniele; Fabiano, Simone; Ruoko, Tero-Petri Journal of Materials Chemistry C, Vol. 7, Issue 41 https://doi.org/10.1039/c9tc03283e	journal	January 2019
Synthesis and Photovoltaic Properties of D–A Copolymers Based on 11,12‐Difluorodibenzo[a,c]phenazine Acceptor Unit Wang, Kun; Jiang, Pei; Zhang, Zhi‐Guo Macromolecular Chemistry and Physics, Vol. 214, Issue 16 https://doi.org/10.1002/macp.201300299	journal	July 2013
Lewis acid coordination complexes of polymers: 3. Poly(benzobisimidazobenzophenanthroline) ladder and semiladder polymers Roberts, Michael F.; Jenekhe, Samson A. Polymer, Vol. 35, Issue 20 https://doi.org/10.1016/0032-3861(94)90088-4	journal	September 1994
Influence of Molecular Weight on the Organic Electrochemical Transistor Performance of Ladder‐Type Conjugated Polymers Wu, Han‐Yan; Yang, Chi‐Yuan; Li, Qifan Advanced Materials, Vol. 34, Issue 4 https://doi.org/10.1002/adma.202106235	journal	December 2021
Side Chain Redistribution as a Strategy to Boost Organic Electrochemical Transistor Performance and Stability Moser, Maximilian; Hidalgo, Tania Cecilia; Surgailis, Jokubas Advanced Materials, Vol. 32, Issue 37 https://doi.org/10.1002/adma.202002748	journal	August 2020
Polymer Crystallinity Controls Water Uptake in Glycol Side-Chain Polymer Organic Electrochemical Transistors Flagg, Lucas Q.; Bischak, Connor G.; Onorato, Jonathan W. Journal of the American Chemical Society, Vol. 141, Issue 10 https://doi.org/10.1021/jacs.8b12640	journal	February 2019
Synthesis and Properties of Thermally Stable Ladder Polymers Containing the 1,4-Pyrazine Ring Obtained from Polyheterocyclizations of Tetramines and Tetraketones in Poly(phosphoric acid) and m-Cresol Imai, K.; Kurihara, M.; Mathias, L. Macromolecules, Vol. 6, Issue 2 https://doi.org/10.1021/ma60032a002	journal	March 1973
Spectroscopic and morphological studies of highly conducting ion-implanted rigid-rod and ladder polymers Osaheni, John A.; Jenekhe, Samson A.; Burns, Andrew Macromolecules, Vol. 25, Issue 21 https://doi.org/10.1021/ma00047a040	journal	October 1992
Modification of naphthalenic unit in BBL main chain Hirvonen, Sami-Pekka; Tenhu, Heikki Synthetic Metals, Vol. 207 https://doi.org/10.1016/j.synthmet.2015.06.013	journal	September 2015
Solvent Engineering for High‐Performance n‐Type Organic Electrochemical Transistors Savva, Achilleas; Ohayon, David; Surgailis, Jokubas Advanced Electronic Materials, Vol. 5, Issue 8 https://doi.org/10.1002/aelm.201900249	journal	June 2019
Mechanical and Electrical Properties of Heat-Treated Ladder Polymer Fiber Wang, C. S.; Lee, C. Y-C; Arnold, F. E. MRS Proceedings, Vol. 247 https://doi.org/10.1557/PROC-247-747	journal	January 1992
Enhanced carrier mobility and electrical stability of n-channel polymer thin film transistors by use of low-k dielectric buffer layer Sunjoo Kim, Felix; Hwang, Do-Kyung; Kippelen, Bernard Applied Physics Letters, Vol. 99, Issue 17 https://doi.org/10.1063/1.3655680	journal	October 2011
Ambipolar Charge Transport in Air‐Stable Polymer Blend Thin‐Film Transistors Babel, A.; Wind, J. D.; Jenekhe, S. A. Advanced Functional Materials, Vol. 14, Issue 9 https://doi.org/10.1002/adfm.200305180	journal	September 2004
Synthesis of electrically conducting organic polymers: halogen derivatives of polyacetylene, (CH) x Shirakawa, Hideki; Louis, Edwin J.; MacDiarmid, Alan G. Journal of the Chemical Society, Chemical Communications, Issue 16 https://doi.org/10.1039/C39770000578	journal	January 1977
Impact of varying side chain structure on organic electrochemical transistor performance: a series of oligoethylene glycol-substituted polythiophenes Chen, Shinya E.; Flagg, Lucas Q.; Onorato, Jonathan W. Journal of Materials Chemistry A, Vol. 10, Issue 19 https://doi.org/10.1039/D2TA00683A	journal	January 2022
Benzimidazo-benzophenanthroline polymers Van Deusen, R. L. Journal of Polymer Science Part B: Polymer Letters, Vol. 4, Issue 3 https://doi.org/10.1002/pol.1966.110040310	journal	March 1966
Synthesis of Quinoxaline-Based Donor−Acceptor Narrow-Band-Gap Polymers and Their Cyclized Derivatives for Bulk-Heterojunction Polymer Solar Cell Applications Zhang, Jie; Cai, Wanzhu; Huang, Fei Macromolecules, Vol. 44, Issue 4 https://doi.org/10.1021/ma1027164	journal	January 2011
Electrochemical strain microscopy probes morphology-induced variations in ion uptake and performance in organic electrochemical transistors Giridharagopal, R.; Flagg, L. Q.; Harrison, J. S. Nature Materials, Vol. 16, Issue 7 https://doi.org/10.1038/nmat4918	journal	June 2017
Ion implantation doping and electrical properties of high-temperature ladder polymers Jenekhe, Samson A.; Tibbetts, Stanley J. Journal of Polymer Science Part B: Polymer Physics, Vol. 26, Issue 1 https://doi.org/10.1002/polb.1988.090260111	journal	January 1988
Interaction of phenazine with water and DNA bases Choudhury, Sharmistha Dutta; Basu, Samita Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, Vol. 62, Issue 1-3 https://doi.org/10.1016/j.saa.2005.02.042	journal	November 2005
Electron Transport in Thin-Film Transistors from an n-Type Conjugated Polymer Babel, A.; Jenekhe, S. A. Advanced Materials, Vol. 14, Issue 5 https://doi.org/10.1002/1521-4095(20020304)14:5<371::AID-ADMA371>3.0.CO;2-5	journal	March 2002

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