Abstract
A flexible ascorbic acid (AA)-imprinted poly(o-phenylenediamine) (ploy(o-PD))/zeolite imidazole frameworks-67 (ZIF-67)/carbon cloth (CC) electrode was prepared for electrochemical sensing AA. The flexible AA-imprinted poly(o-PD)/ZIF-67/CC electrode was prepared by growing ZIF-67 on flexible CC, electropolymerization of o-PD with AA on ZIF-67/CC and eluting template molecules AA. The results showed that the spherical ZIF-67 crystals were arranged evenly and firmly on the fibers of CC surface. The diameter of spherical ZIF-67 crystals was approximately 500–600 nm, and the spherical ZIF-67 crystals catalyzed the oxidation of AA well. A layer of poly(o-PD) with AA-imprinted pores was covered on the ZIF-67/CC electrode, so the AA-imprinted poly(o-PD)/ZIF-67/CC electrode exhibited better selectivity toward AA detection and good stability. The molecularly imprinted sensor exhibits high sensitivity, and the sensitivity could reach 959.9 μA/mM−1 cm−2, the detection limit was 0.019 μM, and the concentration range of AA was 0.057 μM–11.4 0 mM. The AA-imprinted poly(o-PD)/ZIF-67/CC electrode also showed higher stability and repeatability. The results proved that the spherical ZIF-67 crystals were good electrode materials for electrochemical AA biosensors.
Similar content being viewed by others
References
Qi SP, Zhao B, Tang HP, Jiang XQ (2015) Determination of ascorbic acid, dopamine, and uric acid by a novel electrochemical sensor based on pristine graphene. Electrochim Acta 161:395–402
Song YG, Gong CC, Su D, Shen Y, Song YH, Wang L (2016) A novel ascorbic acid electrochemical sensor based on spherical MOF-5 arrayed on a three-dimensional porous carbon electrode. Anal Methods 8:2290–2296
Sajid M, Nazal MK, Mansha M (2016) Chemically modified electrodes for electrochemical detection of dopamine in the presence of uric acid and ascorbic acid: a review. TrAC Trends Anal Chem 76:15–29
Sajid MM, Khan SB, Shad NA, Amin N, Zhang Z (2018) Visible light assisted photocatalytic degradation of crystal violet dye and electrochemical detection of ascorbic acid using a BiVO4/FeVO4 heterojunction composite. RSC Adv 8:23489–23498
Zhang LJ, Wang GH, Wu D, Xiong C, Zheng L, Ding YS, Qiu LZ (2018) Highly selective and sensitive sensor based on an organic electrochemical transistor for the detection of ascorbic acid. Biosens Bioelectron 100:235–241
Hei YS, Li XQ, Zhou X, Hassan J, Zhang SY, Zhou M (2018) Cost-effective synthesis of three-dimensional nitrogen-doped nanostructured carbons with hierarchical architectures from the biomass of sea-tangle for the amperometric determination of ascorbic acid. Anal Chim Acta 1029:15–23
Devendiran D, Kumar KK, Narayanan SS (2018) Amperometric Determination of ascorbic acid and riboflavin using ferrocene/thionin bimediator modified electrode. Int J S Res Sci Technol 4:628–634
Scremin J, Barbosa ECM, Salamanca-Neto CAR, Camargo PHC, Sartori ER (2018) Amperometric determination of ascorbic acid with a glassy carbon electrode modified with TiO2 gold nanoparticles integrated into carbon nanotubes. Microchim Acta 185:251
Avramidis P, Nikolaou K, Bekiari V (2015) Total organic carbon and total nitrogen in sediments and soils: a comparison of the wet oxidation–titration method with the combustion-infrared method. Agric Agric Sci Procedia 4:425–430
Xia Z, Li N, Zhang H (2012) Direct electrochemical determination of ascorbic acid by a cobalt (II) tetra-neopentyloxy phthalocyanine-multi-walled carbon nanotubes glassy carbon electrode. J Mater Sci 47(6):2731–2735. https://doi.org/10.1007/s10853-011-6099-y
Badea M, Chiperea C, Balan M, Floroian L, Restani P, Marty JL, Taus N (2018) New approaches for electrochemical detection of ascorbic acid. Farmacia 66:83–87
Van Toi P, Pouplin T, Tho NDK, Phuong PN, Chau TTH, Thuong NTT, Thwaites GN (2017) High-performance liquid chromatography with time-programmed fluorescence detection for the quantification of Levofloxacin in human plasma and cerebrospinal fluid in adults with tuberculous meningitis. J Chromatogr B 1061:256–262
Dastkhoon M, Ghaedi M, Asfaram A, Arabi M, Ostovan A, Goudarzi A (2017) Cu@SnS/SnO2 nanoparticles as novel sorbent for dispersive micro solid phase extraction of atorvastatin in human plasma and urine samples by high-performance liquid chromatography with UV detection: application of central composite design (CCD). Ultrason Sonochem 36:42–49
Hameed IH, Ibraheam IA, Kadhim HJ (2015) Gas chromatography mass spectrum and fourier-transform infrared spectroscopy analysis of methanolic extract of Rosmarinus oficinalis leaves. J Pharmacogn Phytother 7:90–106
Robinson N, Lang L, Kane E, Knott C (2018) Quantifying free simple sugars in orangutan foods using spectrophotometry: Implications for orangutan feeding ecology. In: 87th annual meeting of the American Association of physical anthropologists 2018
Klepárník K (2015) Recent advances in combination of capillary electrophoresis with mass spectrometry: methodology and theory. Electrophoresis 36:159–178
Arduini F, Micheli L, Moscone D, Palleschi G, Piermarini S, Ricci F, Volpe G (2016) Electrochemical biosensors based on nanomodified screen-printed electrodes: recent applications in clinical analysis. Anal Chem 79:114–126
Saraf M, Rajakb R, Mobin SM (2016) A fascinating multitasking Cu-MOF/rGO hybrid for high performance supercapacitors and highly sensitive and selective electrochemical nitrite sensors. J Mater Chem A 4:16432–16455
Zheng Y, Ma ZF (2019) Multifunctionalized ZIFs nanoprobe-initiated tandem reaction for signal amplified electrochemical immunoassay of carbohydrate antigen 24–2. Biosens Bioelectron 129:42–49
Li Y, Zhang PP, Ouyang ZF, Zhang MF, Lin ZJ, Li JF, Su ZQ, Wei G (2016) Nanoscale graphene doped with highly dispersed silver nanoparticles: quick synthesis, facile fabrication of 3D membrane-modified electrode, and super performance for electrochemical sensing. Adv Funct Mater 26:2122–2134
Zhao CJ, Ma XH, Li JP (2017) An insulin molecularly imprinted electrochemical sensor based on epitope imprinting. Chin J Anal Chem 45:1360–1366
Diltemiz SE, Keçili R, Ersöz A, Say R (2017) Molecular imprinting technology in quartz crystal microbalance (QCM) sensors. Sensors 17:454–472
Wackerlig J, Schirhagl R (2015) Applications of molecularly imprinted polymer nanoparticles and their advances toward industrial use: a review. Anal Chem 88:250–261
Iskierko Z, Sharma PS, Prochowicz D, Fronc K, Souza FD, Toczydłowska D, Noworyta K (2016) Molecularly imprinted polymer (MIP) film with improved surface area developed by using metal-organic framework (MOF) for sensitive lipocalin (NGAL) determination. ACS Appl Mater Interfaces 8:19860–19865
Zhang W, Jiang XF, Wang XB, Kaneti YV, Chen YX, Liu J, Hu M (2017) Spontaneous weaving of graphitic carbon networks synthesized by pyrolysis of ZIF-67 crystals. Angew Chem Int Ed 56:8435–8440
Yan CL, Liu X, Zhang RX, Chen YJ, Wang GK (2016) A selective strategy for determination of ascorbic acid based on molecular imprinted copolymer of o-phenylenediamine and pyrrole. J Electroanal Chem 780:276–281
Xu J, Wang Q, Wang X (2013) Flexible asymmetric supercapacitors based upon Co9S8 nanorod//Co3O4@ RuO2 nanosheet arrays on carbon cloth. ACS Nano 7:5453–5462
Wang J, Yang M, Zheng Z (2019) Design, preparation and assembly of flexible electrode based on carbon materials. Chin Sci Bull 64:514–531
Zhang G, Hou S, Zhang H (2015) High-performance and ultra-stable lithium-ion batteries based on MOF-derived ZnO@ ZnO quantum dots/C core-shell nanorod arrays on a carbon cloth anode. Adv Mater 27:2400–2405
Li FW, Chen L, Knowles GP, MacFarlane DR, Zhang J (2017) Hierarchical mesoporous SnO2 nanosheets on carbon cloth: a robust and flexible electrocatalyst for CO2 reduction with high efficiency and selectivity. Angew Chem Int Ed 56:505–509
Guan C, Zhao W, Hu YT, Ke QQ, Li X, Zhang H, Wang J (2016) High-performance flexible solid-state Ni/Fe battery consisting of metal oxides coated carbon cloth/carbon nanofiber electrodes. Energy Mater 6:1601034
Santana ER, de Lima CA, Piovesan JV, Spinelli A (2017) An original ferroferric oxide and gold nanoparticles-modified glassy carbon electrode for the determination of bisphenol A. Sensors Actuators B 240:487–496
Peng H, Liu Y, Yuan L, Zhang JS, Ruan RS (2017) Progress in preparation of silver nanoparticle materials. Xiandai Huagong/Modern Chem Ind 37:23–28
Armada-Moreira A, Taipaleenmäki E, Baekgaard-Laursen M, Schattling PS, Sebastião AM, Vaz SH, Städler B (2017) Platinum nanoparticle-based microreactors as support for neuroblastoma cells. ACS Appl Mater Interfaces 10:7581–7592
Catherine L, Pluchery O (2017) Gold nanoparticles for physics, chemistry and biology. World Scientific, Singapore
Miao LF, Ye Y, Xu LJ, Peng CW, Peng BX, Li P, Chen SH (2018) Leafy copper-cobalt nanostructures/three-dimensional porous carbon for glucose sensing. Ionics 24:3199–3207
Huang YB, Liang J, Wang XS, Cao R (2017) Multifunctional metal–organic framework catalysts: synergistic catalysis and tandem reactions. Chem Soc Rev 46:126–157
Nie XY, Sun SY, Sun Z, Song XF, Yu JG (2017) Ion-fractionation of lithium ions from magnesium ions by electrodialysis using monovalent selective ion-exchange membranes. Desalination 403:128–135
Wang L, Han YZ, Feng X, Zhou JW, Qi PF, Wang B (2016) Metal–organic frameworks for energy storage: batteries and supercapacitors. Coord Chem Rev 307:361–381
Yan Y, Jurícek M, Coudert F-X, Vermeulen NA, Grunder S, Dailly A, Lewis W, Blake AJ, Stoddart JF, Schröder M (2016) Non-interpenetrated metal–organic frameworks based on copper (II) paddlewheel and oligoparaxylene-isophthalate linkers: synthesis, structure, and gas adsorption. J Am Chem Soc 138:3371–3381
Mahmood A, Guo W, Tabassum H, Zou R (2016) Metal-organic framework-based nanomaterials for electrocatalysis. Adv Energy Mater 6:1600423
Wen Y, Wei Z, Ma C (2019) MXene boosted CoNi-ZIF-67 as highly efficient electrocatalysts for oxygen evolution. Nanomaterials 9:775–784
Wang L, Yang H, Pan GX, Miao LF, Chen SH, Song YH (2017) Polyaniline-carbon nanotubes@zeolite imidazolate framework 67-carbon cloth hierarchical nanostructures for supercapacitor electrode. Electrochim Acta 240:16–23
Karimian N, Stortini AM, Moretto LM, Costantino C, Bogialli S, Ugo P (2018) Electrochemosensor for trace analysis of perfluorooctane sulfonate in water based on a molecularly imprinted poly o-phenylenediamine polymer. ACS Sens 3:1291–1298
Ge X, Li Z, Yin L (2017) Metal-organic frameworks derived porous core/shell CoP@C polyhedrons anchored on 3D reduced graphene oxide networks as anode for sodium-ion battery. Nano Energy 32:117–124
Zhang WQ, Duan DW, Liu SQ, Zhang YS, Leng LP, Li XL, Chen N, Zhang YP (2018) Metal-organic framework-based molecularly imprinted polymer as a high sensitive and selective hybrid for the determination of dopamine in injections and human serum samples. Biosens Bioelectron 118:129–136
Reppert M, Tokmakoff A (2016) Computational amide I 2D IR spectroscopy as a probe of protein structure and dynamics. Annu Rev Phys Chem 67:359–386
Gong S, Cheng WL (2017) One-dimensional nanomaterials for soft electronics. Adv Electron Mater 3:1600314
Malitesta C, Losito I, Zambonin PG (2017) Molecularly imprinted electrosynthesized polymers: new materials for biomimetic sensors. Anal Chem 71:1366–1370
Keeley GP, Neill AO, McEvoy N, Peltekis N, Colemanac JN, Duesberg GS (2010) Electrochemical ascorbic acid sensor based on DMF-exfoliated graphene. J Mater Chem 20:7864–7869
Wang SY, Zhang W, Zhong X, Chai YQ, Yuan R (2015) Simultaneous determination of dopamine, ascorbic acid and uric acid using a multi-walled carbon nanotube and reduced graphene oxide hybrid functionalized by PAMAM and Au nanoparticles. Anal Methods 7:1471–1477
Zhang ZX, Li YY, Xu JK, Wen YP (2018) Electropolymerized molecularly imprinted polypyrrole decorated with black phosphorene quantum dots onto poly(3,4-ethylenedioxythiophene) nanorods and its voltammetric sensing of vitamin C. J Electroanal Chem 814:153–160
Roy AK, Dhand C, Malhotra BD (2011) Molecularly imprinted polyaniline film for ascorbic acid detection. J Mol Recognit 24:700–706
Pandey I, Kant R (2016) Electrochemical impedance based chiral analysis of anti-ascorbutic drug: l-ascorbic acid and d-ascorbic acid using C-dots decorated conductive polymer nano-composite electrode. Biosens Bioelectron 77:715–724
Acknowledgements
This work was financially supported by National Natural Science Foundation of China (21465014, 21964010 and 21765009) and the Ground Plan of Science and Technology Projects of Jiangxi Educational Committee (KJLD14023).
Author information
Authors and Affiliations
Corresponding authors
Additional information
Publisher's Note
Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.
Electronic supplementary material
Below is the link to the electronic supplementary material.
Rights and permissions
About this article
Cite this article
Guo, Y., Wang, L., Xu, L. et al. A ascorbic acid-imprinted poly(o-phenylenediamine)/zeolite imidazole frameworks-67/carbon cloth for electrochemical sensing ascorbic acid. J Mater Sci 55, 9425–9435 (2020). https://doi.org/10.1007/s10853-020-04687-3
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10853-020-04687-3