Abstract
A highly sensitive 4-cyanophenol (4-CP) sensor was fabricated using multi-walled carbon nanotube (MWCNT)-embedded dual-microporous polypyrrole nanoparticle-modified screen-printed carbon electrodes (SPCE/DMPPy/MWCNT). The well-defined dual pores of DMPPy and MWCNT (~ 0.53 and ~ 0.65 nm) acted as good analyte absorption agents (shortening the ion diffusion path) and conducting agents (reducing the internal electron-transfer resistance). This enhanced electrical conductivity resulted in the improved electro-oxidation of 4-CP. A higher sensitivity (19.0 μA μM−1 cm−2) and lower limit of detection (0.8 nM) were achieved with a wide detection range of 0.001–400 µM (R2 = 0.9988). The proposed sensor exhibited excellent recovery of 4-CP in real-world samples. Therefore, the SPCE/DMPPy/MWCNT sensor is regarded highly suitable for rapidly detecting 4-CP.
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References
Adamska G, Dabrowski R, Dziabuszek J (1981) Convenient method of obtaining 2-cyano-4-alkylphenols, 4-cyanophenol and 4-cyanoaniline. Mol Cryst Liq Cryst 76:93–99. https://doi.org/10.1080/00268948108074677
Gopi PK, Srinithi S, Chen SM, Ravikumar CH (2022) Designing of cerium-doped bismuth vanadate nanorods/functionalized-MWCNT nanocomposite for the high toxicity of 4-cyanophenol herbicide detection in human urine sample. Colloids Surfaces A Physicochem Eng Asp 639:128371. https://doi.org/10.1016/j.colsurfa.2022.128371
Fukuto TR, Metcalf RL (1956) Pesticidal activity and structure, structure and insecticidal activity of some diethyl substituted phenyl phosphates. J Agric Food Chem 4:930–935. https://doi.org/10.1021/jf60069a001
Medendorp J, Yedluri J, Hammell DC et al (2006) Near-infrared spectrometry for the quantification of dermal absorption of econazole nitrate and 4-cyanophenol. Pharm Res 23:835–843. https://doi.org/10.1007/s11095-006-9749-z
Bronner C, Wenger OS (2012) Proton-coupled electron transfer between 4-cyanophenol and photoexcited rhenium(I) Complexes with different protonatable sites. Inorg Chem 51:8275–8283. https://doi.org/10.1021/ic300834c
Dimitrova Y, Tsenov JA (2007) Theoretical study of the structures and vibrational spectra of the hydrogen-bonded systems of 4-cyanophenol with N-bases. Spectrochim Acta Part A Mol Biomol Spectrosc 68:454–459. https://doi.org/10.1016/j.saa.2006.11.050
Hwa K-Y, Ganguly A, Tata SKS (2020) Influence of temperature variation on spinel-structure MgFe2O4 anchored on reduced graphene oxide for electrochemical detection of 4-cyanophenol. Microchim Acta 187:633. https://doi.org/10.1007/s00604-020-04613-z
Hamai S, Satoh N (1997) Inclusion effects of cyclomaltohexa- and heptaose (α- and β-cyclodextrins) on the acidities of several phenol derivatives. Carbohydr Res 304:229–237. https://doi.org/10.1016/S0008-6215(97)00279-6
Jesila JA, Umesh NM, Wang S-F et al (2021) An electrochemical sensing of phenolic derivative 4-cyanophenol in environmental water using a facile-constructed Aurivillius-structured Bi2MoO6. Ecotoxicol Environ Saf 208:111701. https://doi.org/10.1016/j.ecoenv.2020.111701
Rahman MM, Alfaifi SY (2021) Fabrication of novel and potential selective 4-cyanophenol chemical sensor probe based on Cu-doped Gd2O3 nanofiber materials modified PEDOT:PSS polymer mixtures with Au/µ-Chip for effective monitoring of environmental contaminants from various water sampl. Polymers (Basel) 13:3379. https://doi.org/10.3390/polym13193379
Sekhosana KE, Shumba M, Nyokong T (2019) Electrochemical detection of 4-chlorophenol using glassy carbon electrodes modified with thulium double-decker phthalocyanine salts. ChemistrySelect 4:8434–8443. https://doi.org/10.1002/slct.201803891
Wu D, Xu F, Sun B et al (2012) Design and preparation of porous polymers. Chem Rev 112:3959–4015. https://doi.org/10.1021/cr200440z
Paik P, Gedanken A, Mastai Y (2010) Chiral-mesoporous-polypyrrole nanoparticles: Its chiral recognition abilities and use in enantioselective separation. J Mater Chem 20:4085. https://doi.org/10.1039/c000232a
Rawal I, Kaur A (2013) Synthesis of mesoporous polypyrrole nanowires/nanoparticles for ammonia gas sensing application. Sensors Actuators A Phys 203:92–102. https://doi.org/10.1016/j.sna.2013.08.023
Qin J, Gao J, Shi X et al (2020) Hierarchical ordered dual-mesoporous polypyrrole/graphene nanosheets as bi-functional active materials for high-performance planar integrated system of micro-supercapacitor and gas sensor. Adv Funct Mater 30:1909756. https://doi.org/10.1002/adfm.201909756
Liu S, Wang F, Dong R et al (2016) Dual-template synthesis of 2D mesoporous polypyrrole nanosheets with controlled pore size. Adv Mater 28:8365–8370. https://doi.org/10.1002/adma.201603036
Park H, Kim JW, Hong SY et al (2018) Microporous polypyrrole-coated graphene foam for high-performance multifunctional sensors and flexible supercapacitors. Adv Funct Mater 28:1707013. https://doi.org/10.1002/adfm.201707013
Rajkumar C, Kim H (2022) An amperometric electrochemical sensor based on hierarchical dual- microporous structure polypyrrole nanoparticles for determination of pyrogallol in the aquatic environmental samples. Microchem J 183:108038. https://doi.org/10.1016/j.microc.2022.108038
Sun C-L, Chang C-T, Lee H-H et al (2011) Microwave-Assisted Synthesis of a Core-Shell MWCNT/GONR Heterostructure for the Electrochemical Detection of Ascorbic Acid, Dopamine, and Uric Acid. ACS Nano 5:7788–7795. https://doi.org/10.1021/nn2015908
Gao Y, Wang M, Yang X, Sun Q, Zhao J et al (2014) Rapid detection of quinoline yellow in soft drinks using polypyrrole/single-walled carbon nanotubes composites modified glass carbon electrode. J Electroanal Chem 735:84–89. https://doi.org/10.1016/j.jelechem.2014.10.011
Sulak M-T, Erhan E, Keskinler B et al (2012) Electrochemical phenol biosensor configurations based on nanobiocomposites. Sens Mater 24(3):141–152
Bourigua S, Errachid A, Dzyadevych S et al (2011) Impedimetric urea biosensor based on single-wall carbon nanotubes (SWCNT-COOH) and polypyrrole. Sens Lett 9(6):2232–2235. https://doi.org/10.1166/sl.2011.1768
Cho B, Lim H, Lee H-N et al (2021) High-capacity and cycling-stable polypyrrole-coated MWCNT@polyimide core-shell nanowire anode for aqueous rechargeable sodium-ion battery. Surf Coatings Technol 407:126797. https://doi.org/10.1016/j.surfcoat.2020.126797
ParayangattilJyothibasu J, Chen M-Z, Lee R-H (2020) Polypyrrole/carbon nanotube freestanding electrode with excellent electrochemical properties for high-performance all-solid-state supercapacitors. ACS Omega 5:6441–6451. https://doi.org/10.1021/acsomega.9b04029
Alcaraz-Espinoza JJ, de Melo CP, de Oliveira HP (2017) Fabrication of highly flexible hierarchical polypyrrole/carbon nanotube on eggshell membranes for supercapacitors. ACS Omega 2:2866–2877. https://doi.org/10.1021/acsomega.7b00329
Ramesh S, Haldorai Y, Kim HS, Kim J-H (2017) A nanocrystalline Co 3 O 4 @polypyrrole/MWCNT hybrid nanocomposite for high performance electrochemical supercapacitors. RSC Adv 7:36833–36843. https://doi.org/10.1039/C7RA06093A
Bello RH, Coelho LA, Becker D (2018) Role of chemical funcionalization of carbon nanoparticles in epoxy matrices. J Compos Mater 52:449–464. https://doi.org/10.1177/0021998317709082
Laschuk NO, Easton EB, Zenkina OV (2021) Reducing the resistance for the use of electrochemical impedance spectroscopy analysis in materials chemistry. RSC Adv 11:27925–27936. https://doi.org/10.1039/D1RA03785D
Manikandan R, Raj CJ, Rajesh M et al (2018) Electrochemical behaviour of lithium, sodium and potassium ion electrolytes in a Na 0.33 V 2 O 5 symmetric pseudocapacitor with high performance and high cyclic stability. ChemElectroChem 5:101–111. https://doi.org/10.1002/celc.201700923
Stejskal J (2020) Interaction of conducting polymers, polyaniline and polypyrrole, with organic dyes: polymer morphology control, dye adsorption and photocatalytic decomposition. Chem Pap 74:1–54. https://doi.org/10.1007/s11696-019-00982-9
Majumdar S, Nath J, Mahanta D (2018) Surface modified polypyrrole for the efficient removal of phenolic compounds from aqueous medium. J Environ Chem Eng 6:2588–2596. https://doi.org/10.1016/j.jece.2018.04.002
Laviron E (1979) General expression of the linear potential sweep voltammogram in the case of diffusionless electrochemical systems. J Electroanal Chem Interfacial Electrochem 101:19–28. https://doi.org/10.1016/S0022-0728(79)80075-3
Forryan CL, Lawrence NS, Rees NV, Compton RG (2004) Voltammetric characterisation of the radical anions of 4-nitrophenol, 2-cyanophenol and 4-cyanophenol in N, N-dimethylformamide electrogenerated at gold electrodes. J Electroanal Chem 561:53–65. https://doi.org/10.1016/j.jelechem.2003.07.001
Acknowledgements
This study was supported by a National Research Foundation of Korea (NRF) grant funded by the Korean government (MSIT; No. 2019R1A5A808029011).
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Chellakannu Rajkumar: Conceptualization, Methodology, Validation, Investigation, Writing—Original Draft. Haekyoung Kim: Validation, Writing—Review & Editing, Resources, Supervision, Funding acquisition, Project administration.
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Rajkumar, C., Kim, H. 4-Cyanophenol herbicide sensor using multi-walled carbon nanotube embedded dual-microporous polypyrrole nanoparticles as metal-free and environmentally friendly hybrid electrode. Microchim Acta 190, 197 (2023). https://doi.org/10.1007/s00604-023-05773-4
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DOI: https://doi.org/10.1007/s00604-023-05773-4