Robust Cyclohexanone Selective Chemiresistors Based on Single-Walled Carbon Nanotubes
Abstract

Functionalized single-walled carbon nanotube (SWCNT)-based chemiresistors are reported for a highly robust and sensitive gas sensor to selectively detect cyclohexanone, a target analyte for explosive detection. The trifunctional selector has three important properties: it noncovalently functionalizes SWCNTs with cofacial π–π interactions, it binds to cyclohexanone via hydrogen bond (mechanistic studies were investigated), and it improves the overall robustness of SWCNT-based chemiresistors (e.g., humidity and heat). Our sensors produced reversible and reproducible responses in less than 30 s to 10 ppm of cyclohexanone and displayed an average theoretical limit of detection (LOD) of 5 ppm.
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- Quang Minh Dang, Samuel T. Gilmore, Karthik Lalwani, Richard J. Conk, Jeffrey H. Simpson, Michael C. Leopold. Monolayer-Protected Gold Nanoparticles Functionalized with Halogen Bonding Capability─An Avenue for Molecular Detection Schemes. Langmuir 2022, 38 (15) , 4747-4762. https://doi.org/10.1021/acs.langmuir.2c00381
- Bora Yoon, Seon-Jin Choi, Timothy M. Swager, Gary F. Walsh. Flexible Chemiresistive Cyclohexanone Sensors Based on Single-Walled Carbon Nanotube–Polymer Composites. ACS Sensors 2021, 6 (8) , 3056-3062. https://doi.org/10.1021/acssensors.1c01076
- Jing Zhang, Ke Liu, Zhongshan Liu, Zhaolong Wang, Chunxia Hua, Taihong Liu, Yu Fang. High-Performance Ketone Sensing in Vapor Phase Enabled by o-Carborane-Modified Cyclometalated Alkynyl-Gold(III) Complex-Based Fluorescent Films. ACS Applied Materials & Interfaces 2021, 13 (4) , 5625-5633. https://doi.org/10.1021/acsami.0c21424
- Christine K. McGinn, Zachary A. Lamport, Ioannis Kymissis. Review of Gravimetric Sensing of Volatile Organic Compounds. ACS Sensors 2020, 5 (6) , 1514-1534. https://doi.org/10.1021/acssensors.0c00333
- Seon-Jin Choi, Bora Yoon, Sibo Lin, Timothy M. Swager. Functional Single-Walled Carbon Nanotubes for Anion Sensing. ACS Applied Materials & Interfaces 2020, 12 (25) , 28375-28382. https://doi.org/10.1021/acsami.0c03813
- Shao-Xiong Lennon Luo, Che-Jen Lin, Kang Hee Ku, Kosuke Yoshinaga, Timothy M. Swager. Pentiptycene Polymer/Single-Walled Carbon Nanotube Complexes: Applications in Benzene, Toluene, and o-Xylene Detection. ACS Nano 2020, 14 (6) , 7297-7307. https://doi.org/10.1021/acsnano.0c02570
- Arjun K. A. Jaini, Lillian B. Hughes, Michael M. Kitimet, Kevin John Ulep, Michael C. Leopold, Carol A. Parish. Halogen Bonding Interactions for Aromatic and Nonaromatic Explosive Detection. ACS Sensors 2019, 4 (2) , 389-397. https://doi.org/10.1021/acssensors.8b01246
- Vera Schroeder, Suchol Savagatrup, Maggie He, Sibo Lin, Timothy M. Swager. Carbon Nanotube Chemical Sensors. Chemical Reviews 2019, 119 (1) , 599-663. https://doi.org/10.1021/acs.chemrev.8b00340
- Sibo Lin, Timothy M. Swager. Carbon Nanotube Formic Acid Sensors Using a Nickel Bis(ortho-diiminosemiquinonate) Selector. ACS Sensors 2018, 3 (3) , 569-573. https://doi.org/10.1021/acssensors.8b00026
- Gwyn P. Evans, David J. Buckley, Abdul-Lateef Adedigba, Gopinathan Sankar, Neal T. Skipper, and Ivan P. Parkin . Controlling the Cross-Sensitivity of Carbon Nanotube-Based Gas Sensors to Water Using Zeolites. ACS Applied Materials & Interfaces 2016, 8 (41) , 28096-28104. https://doi.org/10.1021/acsami.6b10042
- Bora Yoon, Sophie F. Liu, and Timothy M. Swager . Surface-Anchored Poly(4-vinylpyridine)–Single-Walled Carbon Nanotube–Metal Composites for Gas Detection. Chemistry of Materials 2016, 28 (16) , 5916-5924. https://doi.org/10.1021/acs.chemmater.6b02453
- Jonathan G. Weis, Jens B. Ravnsbæk, Katherine A. Mirica, and Timothy M. Swager . Employing Halogen Bonding Interactions in Chemiresistive Gas Sensors. ACS Sensors 2016, 1 (2) , 115-119. https://doi.org/10.1021/acssensors.5b00184
- Jose M. Lobez, Shu-Jen Han, Ali Afzali, and James B. Hannon . Surface Selective One-Step Fabrication of Carbon Nanotube Thin Films with High Density. ACS Nano 2014, 8 (5) , 4954-4960. https://doi.org/10.1021/nn5009935
- Sandeep Kumar, Arshdeep Singh, Anil Kumar Astakala. Carbon nanomaterial-based chemiresistive sensors. 2023, 107-131. https://doi.org/10.1016/B978-0-12-822837-1.00001-0
- Ozlem Sengul, Julia Völkle, Angelo Valli, Robert Stadler. Enhancing the sensitivity and selectivity of pyrene-based sensors for detection of small gaseous molecules via destructive quantum interference. Physical Review B 2022, 105 (16) https://doi.org/10.1103/PhysRevB.105.165428
- Suresh Vasagiri, Rajesh Kumar Burra, Jyothi Vankara, M.S. Pradeep Kumar Patnaik. A survey of MEMS cantilever applications in determining volatile organic compounds. AIP Advances 2022, 12 (3) https://doi.org/10.1063/5.0075034
- Abdullah Al Mamun, Md Nafiujjaman, A.J. Saleh Ahammad. Carbon nanomaterial-based sensors in air pollution remediation. 2022, 105-123. https://doi.org/10.1016/B978-0-323-91174-0.00005-6
- Yong-Jiao Sun, Shi-Zhen Wang, Wen-Lei Zhang, Wen-Da Wang, Wen-Dong Zhang, Jie Hu, . Preparation of zinc cobalt composite microstructures derived from metal-organic-framwork and gas-sensing properties of cyclohexanone. Acta Physica Sinica 2022, 71 (10) , 100701. https://doi.org/10.7498/aps.71.20212114
- Bora Yoon, Seon-Jin Choi. Selective acetate recognition and sensing using SWCNTs functionalized with croconamides. Sensors and Actuators B: Chemical 2021, 346 , 130461. https://doi.org/10.1016/j.snb.2021.130461
- Beant Kaur Billing. Carbon Nanotubes and its Potential Application in Sensing. ChemistrySelect 2021, 6 (36) , 9571-9590. https://doi.org/10.1002/slct.202102636
- Zheng Li, Yuxuan Liu, Oindrila Hossain, Rajesh Paul, Shanshan Yao, Shuang Wu, Jean B. Ristaino, Yong Zhu, Qingshan Wei. Real-time monitoring of plant stresses via chemiresistive profiling of leaf volatiles by a wearable sensor. Matter 2021, 4 (7) , 2553-2570. https://doi.org/10.1016/j.matt.2021.06.009
- Quan Liu, Caibin Zhao, Xianzhao Shao, Wei Wang, Xiaohui Ji. High sensitive pyridine chemiresistive sensors based on azacyclobutane modified perylene bisimide derivatives. Dyes and Pigments 2021, 185 , 108902. https://doi.org/10.1016/j.dyepig.2020.108902
- Alton Turner, Tyler McCoy, Wei Cao, Abdennaceur Karoui, Waleed M. Maswadeh, Branislav Vlahovic, Hani E. Elsayed-Ali, Brenna Daniel, Mickael Castro, Kishor Kumar Sadasivuni, Mehran Elahi, Adetayo Adedeji, Bijandra Kumar. Enhanced detection of volatile organic compounds (VOCs) by caffeine modified carbon nanotube junctions. Nano-Structures & Nano-Objects 2020, 24 , 100578. https://doi.org/10.1016/j.nanoso.2020.100578
- Aida R. Colon-Berrios, Christine K. McGinn, Marco R. Cavallari, Jose A. Bahamonde, Natallia Yelavik, Hannes Mikula, Johannes Bintinger, Ioannis Kymissis. Improved Cyclohexanone Vapor Detection via Gravimetric Sensing. Journal of Microelectromechanical Systems 2020, 29 (5) , 1253-1263. https://doi.org/10.1109/JMEMS.2020.3010463
- Julio Rodríguez-Lavado, Alejandro Lorente, Erick Flores, Andrés Ochoa, Fernando Godoy, Pablo Jaque, Claudio Saitz. Elucidating sensing mechanisms of a pyrene excimer-based calix[4]arene for ratiometric detection of Hg( ii ) and Ag( i ) and chemosensor behaviour as INHIBITION or IMPLICATION logic gates. RSC Advances 2020, 10 (37) , 21963-21973. https://doi.org/10.1039/D0RA04092D
- Jorge A Cardenas, Joseph B Andrews, Steven G Noyce, Aaron D Franklin. Carbon nanotube electronics for IoT sensors. Nano Futures 2020, 4 (1) , 012001. https://doi.org/10.1088/2399-1984/ab5f20
- Qihua Sun, Zhaofeng Wu, Yali Cao, Jixi Guo, Mengqiu Long, Haiming Duan, Dianzeng Jia. Chemiresistive sensor arrays based on noncovalently functionalized multi-walled carbon nanotubes for ozone detection. Sensors and Actuators B: Chemical 2019, 297 , 126689. https://doi.org/10.1016/j.snb.2019.126689
- Caroline Kotlowski, Patrik Aspermair, Hadayat Ullah Khan, Ciril Reiner-Rozman, Josef Breu, Sabine Szunerits, Jang-Joo Kim, Zhenan Bao, Christoph Kleber, Paolo Pelosi, Wolfgang Knoll. Electronic biosensing with flexible organic transistor devices. Flexible and Printed Electronics 2018, 3 (3) , 034003. https://doi.org/10.1088/2058-8585/aad433
- Zheng Li. Nanoporous Silica-Dye Microspheres for Enhanced Colorimetric Detection of Cyclohexanone. Chemosensors 2018, 6 (3) , 34. https://doi.org/10.3390/chemosensors6030034
- Gwyn P. Evans, Michael J. Powell, Ian D. Johnson, Dougal P. Howard, Dustin Bauer, Jawwad A. Darr, Ivan P. Parkin. Room temperature vanadium dioxide–carbon nanotube gas sensors made via continuous hydrothermal flow synthesis. Sensors and Actuators B: Chemical 2018, 255 , 1119-1129. https://doi.org/10.1016/j.snb.2017.07.152
- Shyuan Yang, Johannes Bintinger, Steve Park, Sejal Jain, Kostas Alexandrou, Philipp Fruhmann, Kalpana Besar, Howard Katz, Ioannis Kymissis. Inexpensive, Versatile, and Robust USB-Driven Sensor Platform. IEEE Sensors Letters 2017, 1 (6) , 1-4. https://doi.org/10.1109/LSENS.2017.2763989
- Zheng Li, Ming Fang, Maria K. LaGasse, Jon R. Askim, Kenneth S. Suslick. Colorimetric Recognition of Aldehydes and Ketones. Angewandte Chemie 2017, 129 (33) , 9992-9995. https://doi.org/10.1002/ange.201705264
- Zheng Li, Ming Fang, Maria K. LaGasse, Jon R. Askim, Kenneth S. Suslick. Colorimetric Recognition of Aldehydes and Ketones. Angewandte Chemie International Edition 2017, 56 (33) , 9860-9863. https://doi.org/10.1002/anie.201705264
- John Fennell, Hitoshi Hamaguchi, Bora Yoon, Timothy Swager. Chemiresistor Devices for Chemical Warfare Agent Detection Based on Polymer Wrapped Single-Walled Carbon Nanotubes. Sensors 2017, 17 (5) , 982. https://doi.org/10.3390/s17050982
- Ruixian Tang, Yongji Shi, Zhongyu Hou, Liangming Wei. Carbon Nanotube-Based Chemiresistive Sensors. Sensors 2017, 17 (4) , 882. https://doi.org/10.3390/s17040882
- Frank Lucus Steinkamp, Lauryn E. DeGreeff, Greg E. Collins, Susan L. Rose-Pehrsson. Factors affecting the intramolecular decomposition of hexamethylene triperoxide diamine and implications for detection. Journal of Chromatography A 2016, 1451 , 83-90. https://doi.org/10.1016/j.chroma.2016.05.013
- John F. Fennell, Sophie F. Liu, Joseph M. Azzarelli, Jonathan G. Weis, Sébastien Rochat, Katherine A. Mirica, Jens B. Ravnsbæk, Timothy M. Swager. Nanodrähte in Chemo‐ und Biosensoren: aktueller Stand und Fahrplan für die Zukunft. Angewandte Chemie 2016, 128 (4) , 1286-1302. https://doi.org/10.1002/ange.201505308
- John F. Fennell, Sophie F. Liu, Joseph M. Azzarelli, Jonathan G. Weis, Sébastien Rochat, Katherine A. Mirica, Jens B. Ravnsbæk, Timothy M. Swager. Nanowire Chemical/Biological Sensors: Status and a Roadmap for the Future. Angewandte Chemie International Edition 2016, 55 (4) , 1266-1281. https://doi.org/10.1002/anie.201505308
- , , Deon Hines, Henan Zhang, Mark H. Rümmeli, David Adebimpe, Daniel L. Akins. Nanomolecular gas sensor architectures based on functionalized carbon nanotubes for vapor detection. 2015, 948112. https://doi.org/10.1117/12.2177204
- Joseph M. Azzarelli, Katherine A. Mirica, Jens B. Ravnsbæk, Timothy M. Swager. Wireless gas detection with a smartphone via rf communication. Proceedings of the National Academy of Sciences 2014, 111 (51) , 18162-18166. https://doi.org/10.1073/pnas.1415403111
- Kelvin M. Frazier, Katherine A. Mirica, Joseph J. Walish, Timothy M. Swager. Fully-drawn carbon-based chemical sensors on organic and inorganic surfaces. Lab Chip 2014, 14 (20) , 4059-4066. https://doi.org/10.1039/C4LC00864B