Selective Detection of Toxic C1 Chemicals Using a Hydroxylamine-Based Chemiresistive Sensor Array.

Formaldehyde (FA) is a deleterious C1 pollutant commonly found in the interiors of modern buildings. C1 chemicals are generally more toxic than the corresponding C2 chemicals, but the selective discrimination of C1 and C2 chemicals using simple sensory systems is usually challenging. Here, we report the selective detection of FA vapor using a chemiresistive sensor array composed of modified hydroxylamine salts (MHAs, ArCH2ONH2·HCl) and single-walled carbon nanotubes (SWCNT). By screening 32 types of MHAs, we have identified an ideal sensor array that exhibits a characteristic response pattern for FA. Thus, trace FA (0.02-0.05 ppm in air) can be clearly discriminated from the corresponding C2 chemical, acetaldehyde (AA). This system has been extended to discriminate methanol (C1) from ethanol (C2) in combination with the catalytic conversion of these alcohols to their corresponding aldehydes. Our system offers portable and reliable chemical sensors that discriminate the subtle differences between C1 and C2 chemicals, enabling advanced environmental monitoring and healthcare applications.

[1]  K. Tsuda,et al.  QCforever: A Quantum Chemistry Wrapper for Everyone to Use in Black-Box Optimization , 2022, J. Chem. Inf. Model..

[2]  Firat Güder,et al.  End-to-end design of wearable sensors , 2022, Nature Reviews Materials.

[3]  K. Tsuda,et al.  Efficient Search for Energetically Favorable Molecular Conformations against Metastable States via Gray-Box Optimization. , 2021, Journal of chemical theory and computation.

[4]  K. Ariga,et al.  Discrimination of Methanol from Ethanol in Gasoline Using a Membrane-type Surface Stress Sensor Coated with Copper(I) Complex , 2021 .

[5]  S. Pratsinis,et al.  A pocket-sized device enables detection of methanol adulteration in alcoholic beverages , 2020, Nature Food.

[6]  H. Kataura,et al.  Cascade Reaction-Based Chemiresistive Array for Ethylene Sensing. , 2020, ACS sensors.

[7]  Jae‐Woong Jeong,et al.  Advanced Soft Materials, Sensor Integrations, and Applications of Wearable Flexible Hybrid Electronics in Healthcare, Energy, and Environment , 2019, Advanced materials.

[8]  Hao Yu,et al.  Electrocatalytic Oxidation of Small Molecule Alcohols over Pt, Pd, and Au Catalysts: The Effect of Alcohol’s Hydrogen Bond Donation Ability and Molecular Structure Properties , 2019, Catalysts.

[9]  T. Swager,et al.  Carbon Nanotube Chemical Sensors. , 2018, Chemical reviews.

[10]  B. Deore,et al.  An Electronic Nose for the Detection of Carbonyl Species , 2011, ECS Transactions.

[11]  Ki‐Hyun Kim,et al.  Nanomaterials for sensing of formaldehyde in air: Principles, applications, and performance evaluation , 2018, Nano Research.

[12]  N. Tada,et al.  Visible-Light-Mediated Iminyl Radical Generation from Benzyl Oxime Ether: Synthesis of Pyrroline via Hydroimination Cyclization. , 2018, Organic letters.

[13]  T. Swager,et al.  Translating Catalysis to Chemiresistive Sensing. , 2018, Journal of the American Chemical Society.

[14]  Takeshi Tanaka,et al.  Metallic versus Semiconducting SWCNT Chemiresistors: A Case for Separated SWCNTs Wrapped by a Metallosupramolecular Polymer. , 2017, ACS applied materials & interfaces.

[15]  H. Kataura,et al.  Amperometric Detection of Sub-ppm Formaldehyde Using Single-Walled Carbon Nanotubes and Hydroxylamines: A Referenced Chemiresistive System. , 2017, ACS sensors.

[16]  Gaku Imamura,et al.  Data-driven nanomechanical sensing: specific information extraction from a complex system , 2017, Scientific Reports.

[17]  K. Ariga,et al.  Colorimetric Sensor for Facile Identification of Methanol-Containing Gasoline , 2017 .

[18]  H. Katz,et al.  Ethylene Detection Based on Organic Field-Effect Transistors With Porogen and Palladium Particle Receptor Enhancements. , 2017, ACS applied materials & interfaces.

[19]  M. Yudasaka,et al.  Industrial-scale separation of high-purity single-chirality single-wall carbon nanotubes for biological imaging , 2016, Nature Communications.

[20]  Shinsuke Ishihara,et al.  Ultratrace Detection of Toxic Chemicals: Triggered Disassembly of Supramolecular Nanotube Wrappers. , 2016, Journal of the American Chemical Society.

[21]  Amay J. Bandodkar,et al.  Wearable Chemical Sensors: Present Challenges and Future Prospects , 2016 .

[22]  Joseph M Azzarelli,et al.  Nanowire Chemical/Biological Sensors: Status and a Roadmap for the Future. , 2015, Angewandte Chemie.

[23]  T. Swager,et al.  Single-Walled Carbon Nanotube–Metalloporphyrin Chemiresistive Gas Sensor Arrays for Volatile Organic Compounds , 2015 .

[24]  S. Bhansali,et al.  Organic-inorganic hybrid nanocomposite-based gas sensors for environmental monitoring. , 2015, Chemical reviews.

[25]  Giovanni Neri,et al.  First Fifty Years of Chemoresistive Gas Sensors , 2015 .

[26]  David A. Colby,et al.  Effect of Substituents and Stability of Transient Aluminum–Aminals in the Presence of Nucleophiles , 2014, Synthesis.

[27]  Chia-Yen Lee,et al.  Formaldehyde Gas Sensors: A Review , 2013, Sensors.

[28]  Hui Li,et al.  High sensitive and selective formaldehyde sensors based on nanoparticle-assembled ZnO micro-octahedrons synthesized by homogeneous precipitation method , 2011 .

[29]  H. Miyamura,et al.  Remarkable effect of bimetallic nanocluster catalysts for aerobic oxidation of alcohols: combining metals changes the activities and the reaction pathways to aldehydes/carboxylic acids or esters. , 2010, Journal of the American Chemical Society.

[30]  Martin Moskovits,et al.  Tin-oxide-nanowire-based electronic nose using heterogeneous catalysis as a functionalization strategy. , 2010, ACS nano.

[31]  H. Miyamura,et al.  Aerobic oxidative esterification of alcohols catalyzed by polymer-incarcerated gold nanoclusters under ambient conditions , 2010 .

[32]  T. Salthammer,et al.  Formaldehyde in the Indoor Environment , 2010, Chemical reviews.

[33]  Siti Kartom Kamarudin,et al.  Overview on the application of direct methanol fuel cell (DMFC) for portable electronic devices , 2009 .

[34]  Shi-Li Zhang,et al.  Characterization of acid-treated carbon nanotube thin films by means of Raman spectroscopy and field-effect response , 2009 .

[35]  Fei Wang,et al.  Molecular recognition for high selectivity in carbon nanotube/polythiophene chemiresistors. , 2008, Angewandte Chemie.

[36]  Douglas R. Kauffman,et al.  Carbon nanotube gas and vapor sensors. , 2008, Angewandte Chemie.

[37]  T. Swager,et al.  Carbon nanotube/polythiophene chemiresistive sensors for chemical warfare agents. , 2008, Journal of the American Chemical Society.

[38]  James Hone,et al.  Conductivity of a single DNA duplex bridging a carbon nanotube gap. , 2008, Nature nanotechnology.

[39]  N. Bârsan,et al.  Electronic nose: current status and future trends. , 2008, Chemical reviews.

[40]  Ichiro Matsubara,et al.  Preparation of layered organic–inorganic nanohybrid thin films of molybdenum trioxide with polyaniline derivatives for aldehyde gases sensors of several tens ppb level , 2008 .

[41]  E. Snow,et al.  Chemical vapor detection using single-walled carbon nanotubes. , 2006, Chemical Society reviews.

[42]  Edna Pesis,et al.  The role of the anaerobic metabolites, acetaldehyde and ethanol, in fruit ripening, enhancement of fruit quality and fruit deterioration , 2005 .

[43]  E. Iglesia,et al.  Selective oxidation of methanol and ethanol on supported ruthenium oxide clusters at low temperatures. , 2004, The journal of physical chemistry. B.

[44]  E. Zellers,et al.  Limits of recognition for simple vapor mixtures determined with a microsensor array. , 2004, Analytical chemistry.

[45]  Gregory A. Bakken,et al.  Computational methods for the analysis of chemical sensor array data from volatile analytes. , 2000, Chemical reviews.