Citation: | QIN Lei, LIU Wei-feng, LIU Xu-guang, YANG Yong-zhen, ZHANG Li-an. A review of nanocarbon-based molecularly imprinted polymer adsorbents and their adsorption mechanisms. New Carbon Mater., 2020, 35(5): 459-485. doi: 10.1016/S1872-5805(20)60503-0 |
Liu W F, Liu X G, Yang Y Z, et al. Selective removal of benzothiophene and dibenzothiophene from gasoline using double-template molecularly imprinted polymers on the surface of carbon microspheres[J]. Fuel, 2014, 117:184-190.
|
Yang W M, Zhou W, Xu W Z, et al. Synthesis and characterization of a surface molecular imprinted polymer as a new adsorbent for the removal of dibenzothiophene[J]. Journal of Chemical & Engineering Data, 2012, 36(6):1713-1720.
|
Azizi A, Bottaro C S. A critical review of molecularly imprinted polymers for the analysis of organic pollutants in environmental water samples[J]. Journal of Chromatography A, 2020, 1614:460603.
|
Balogun H A, Sulaiman R, Marzouk S S, et al. 3D printing and surface imprinting technologies for water treatment:a review[J]. Journal of Water Process Engineering, 2019, 31, 100786.
|
Zhi D, Lin Y H, Jiang L, et al. Remediation of persistent organic pollutants in aqueous systems by electrochemical activation of persulfates:A review[J]. Journal of Environmental Management, 2020, 260:110125.
|
Bakhtiar S, Bhawani S A, Shafqat S R. Synthesis and characterization of molecular imprinting polymer for the removal of 2-phenylphenol from spiked blood serum and river water[J]. Chemical Biological Technologies in Agriculture, 2019, 6:1-10.
|
Madikizela L M, Zunngu S S, Mlunguza N Y, et al. Application of molecularly imprinted polymer designed for the selective extraction of ketoprofen from wastewater[J]. Water SA, 2018, 44:406-418.
|
Wul G, Sarhan A. The use of polymers with enzymeanalogous structures for the resolution of racemates[J]. Angewandte Chemie International Edition, 1972,11:341-343..
|
Arshady R, Mosbach K. Synthesis of substrate-selective polymers by host-guest polymerization[J]. Die Makromolekulare Chemie, 1981, 182:687-692.
|
Poma A, Guerreiro A, Whitcombe M, et al. Solid-phase synthesis of molecularly imprinted polymer nanoparticles with a reusable template-"Plastic antibodies"[J]. Advanced Functional Materials, 2013, 23:2821-2827.
|
Ye L, Yu Y, Mosbach K. Towards the development of molecularly imprinted artificial receptors for the screening of estrogenic chemicals[J]. Analyst, 2001, 126:760-765.
|
Arshady R, Mosbach K. Synthesis of substrate-selective polymers by host-guest polymerization[J]. Die Makromolekulare Chemie, 1981, 182:687-692.
|
Sarpong K A, Xu W Z, Huang W H, et al. The development of molecularly imprinted polymers in the clean-up of water pollutants:A review[J]. American Journal of Analytical Chemistry, 2019, 10:202-226.
|
Beluomini M A, Da Silva J L, De Sá A C, et al. Electrochemical sensors based on molecularly imprinted polymer on nanostructured carbon materials:A review[J]. Journal of Electroanalytical Chemistry, 2019, 840:343-366.
|
Ndunda E N. Molecularly imprinted polymer-A closer look at the control polymer used in determining the imprinting effect:A mini review[J]. Journal of Molecular Recognition, 2020, DOI: 10.1002/jmr.2855.
|
Tarannum N, Khatoon S, Dzantiev B B. Perspective and application of molecular imprinting approach for antibiotic detection in food and environmental samples:A critical review[J]. Food Control, 2020, 118:107381.
|
Chen L X, Wang X Y, Lu W H, et al. Molecular imprinting:perspectives and applications[J]. Chemical Society Reviews, 2016, 45:2137.
|
Malik M I, Shaikh H, Mustafa G, et al. Recent applications of molecularly imprinted polymers in analytical chemistry[J]. Separation & Purification Reviews, 2019, 48(3):179-219.
|
Nantasenamat C, Isarankura-Na-Ayudhya C, Naenna T, et al. Quantitative structure-imprinting factor relationship of molecularly imprinted polymers[J]. Biosensors & Bioelectronics, 2007, 22(12):3309-3317.
|
Yarman A, Scheller F W. Coupling biocatalysis with molecular imprinting in a biomimetic sensor[J]. Angewandte Chemie, 2013, 52(44):11521-11525.
|
Siemann M, Andersson L I, Mosbach K. Selective recognition of the herbicide atrazine by noncovalent molecularly imprinted polymers[J]. Journal of Agricultural and Food Chemistry, 1996, 44(1):141-145.
|
Kroto H W, Heath J R, O'Brien S C, et al. C60:Buckminsterfullerene[J]. Nature, 1985, 318:162-163
|
Xu X, Ray R, Gu Y, et al. Scrivens, electrophoretic analysis and purication of uorescent single-walled carbon nanotube fragments[J]. Journal of American Chemical Society, 2004, 126:12736-12737.
|
Farshbaf M, Davaran S, Rahimi F, et al. Carbon quantum dots:recent progresses on synthesis, surface modification and applications[J]. Artificial Cells, Nanomedicine, and Biotechnology, 2018, 46(7):1331-1348.
|
Pandey H, Khare P, Singh S, et al. Carbon nanomaterials integrated molecularly imprinted polymers for biological sample analysis:A critical review[J]. Materials Chemistry and Physics, 2020, 239:121966.
|
Yang X X, Sun J D, Cui F C, et al. An eco-friendly sensor based on CQD@MIPs for detection of N-acylated homoserine lactones and its 3D printing applications[J]. Talanta, 2020, 219:121343.
|
Xiao D L, Su, L J, Teng Y, et al. Fluorescent nanomaterials combined with molecular imprinting polymer:synthesis, analytical applications, and challenges[J]. Microchimica Acta, 2020, 187:399.
|
Yan F Y, Zhang H, Sun Z H, et al. Carbon dots as building blocks for the construction of functional nanocomposite materials[J]. Journal of the Iranian Chemical Society, 2020, 17:1-15.
|
Qu Y, Qin L, Liu X G, et al. Reasonable design and sifting of microporous carbon nanosphere-based surface molecularly imprinted polymer for selective removal of phenol from wastewater[J]. Chemosphere, 2020, 251:126376
|
Zhang Y, Qin L, Cui Y, et al. A hydrophilic surface molecularly imprinted polymer on a spherical porous carbon support for selective phenol removal from coking wastewater[J]. New Carbon Materials, 2020, 35(3):220-231.
|
Hua S J, Hu Y Q, Zhao L, et al. Selective removal of thiophene using surface molecularly imprinted polymers based on β-cyclodextrin porous carbon nanospheres and polycarboxylic acid functional monomers[J]. Energy Fuels, 2019, 33:12637-12646.
|
Qin L, Jia X R, Yang Y Z, et al. Porous carbon microspheres:An excellent support to prepare surface molecularly imprinted polymers for selective removal of dibenzothiophene in fuel oil[J]. Industrial & Engineering Chemistry Research, 2016, 55:1710-1719.
|
Qin L, Shi W P, Liu W F, et al. Surface molecularly imprinted polymers grafted on ordered mesoporous carbon nanospheres for fuel desulfurization[J]. RSC Advances, 2016, 6:12504-12513.
|
Guo H Q, Liu Y, Ma W T, et al. Surface molecular imprinting on carbon microspheres for fast and selective adsorption of perfluorooctane sulfonate[J]. Journal of Hazardous Materials, 2018, 348:29-38.
|
Cui Y, Kang W W, Qin L, et al. Magnetic surface molecularly imprinted polymer for selective adsorption of quinoline from coking wastewater[J]. Chemical Engineering Journal, 2020, 397:125480.
|
Liu W F, Qin L, An Z L, et al. Selective adsorption and separation of dibenzothiophene by molecularly imprinted polymer on the surface of porous magnetic carbon nanospheres[J]. Fullerenes, Nanotubes and Carbon Nanostructures, 2019, 27(1):14-22.
|
Li L F, Chen L, Zhang H, et al. Temperature and magnetism bi-responsive molecularly imprinted polymers:Preparation, adsorption mechanism and properties as drug delivery system for sustained release of 5-fluorouracil[J]. Materials Science and Engineering C, 2016, 61:158-168.
|
Yang R, Liu Y X, Yan X Y, et al. An effective method for the synthesis of yolk-shell magnetic mesoporous carbon-surface molecularly imprinted microspheres[J]. Journal of Materials Chemistry A, 2016, 4:9807-9815.
|
Iijima S. Helical microtubules of graphitic carbon[J]. Nature, 1991, 354:56-58.
|
Yang Z F, Tian J R, Yin Z F, et al. Carbon nanotube-and graphene-based nanomaterials and applications in high-voltage supercapacitor:A review[J]. Carbon, 2019, 141:467-480.
|
Fizir M, Richa A, He H, et al. A mini review on molecularly imprinted polymer based halloysite nanotubes composites:innovative materials for analytical and environmental applications[J]. Reviews in Environmental Science and Biotechnology, 2020, 19:241-258.
|
Amatatongchai M, Sroysee W, Sodkrathok P, et al. Novel three-Dimensional molecularly imprinted polymer-coated carbon nanotubes (3D-CNTs@MIP) for selective detection of profenofos in food[J]. Analytica Chimica Acta, 2019,1076:64-72.
|
Herrero-Latorre C, Barciela-García J, García-Martín S, et al. Magnetic solid-phase extraction using carbon nanotubes as sorbents:A review[J]. Analytica Chimica Acta, 2015, 892:10-26.
|
Zhou T Y, Ding J, He Z Y, et al. Preparation of magnetic superhydrophilic molecularly imprinted composite resin based on multi-walled carbon nanotubes to detect triazines in environmental water[J]. Chemical Engineering Journal, 2018, 334:2293-2302.
|
Hashemi M, Nazari Z, Bigdelifam D. A molecularly imprinted polymer based on multiwalled carbon nanotubes for separation and spectrophotometric determination of L-cysteine[J]. Microchim Acta, 2017, 184:2523-2532.
|
Cao F M, Wang L, Tao Y M, et al. Synthesis and application of a highly selective molecularly imprinted adsorbent based on multi-walled carbon nanotubes for selective removal of perfluorooctanoic acid[J]. Environmental Science:Water Research & Technology, 2018, 4:689-700.
|
Liu X L, Yao H F, Chai M H, et al. Green synthesis of carbon nanotubes-reinforced molecularly imprinted polymer composites for drug delivery of fenbufen[J]. AAPS Pharmaceutical Scientists Technology, 2018, 19:3895-3906.
|
Xiao D L, Dramou P, Xiong N Q, et al. Development of novel molecularly imprinted magnetic solid-phase extraction materials based on magnetic carbon nanotubes and their application for the determination of gatifloxacin in serum samples coupled with high performance liquid chromatography[J]. Journal of Chromatography A, 2013,1274:44-53.
|
Fayazi M,Taher M A, Afzali D, et al. Preparation of molecularly imprinted polymer coated magnetic multi-walled carbon nanotubes for selective removal of dibenzothiophene[J]. Materials Science in Semiconductor Processing, 2015, 40:501-507.
|
Zhao Y R, Bi C F, He X W, et al. Preparation of molecularly imprinted polymers based on magnetic carbon nanotubes for determination of sulfamethoxazole in food samples[J]. RSC Advances, 2015, 5:70309-70318.
|
Geim A K, Novoselov K S. The rise of graphene[J]. Nature Materials, 2007, 6(3):183-191.
|
Patil P O, Pandey G R, Patil A G, et al. Graphene-based nanocomposites for sensitivity enhancement of surface plasmon resonance sensor for biological and chemical sensing:A review[J]. Biosensors and Bioelectronics,2019, 139:111324.
|
Sedghi R, Heidari B, Yassari M. Novel molecularly imprinted polymer based on β-cyclodextrin@graphene oxide:synthesis and application for selective diphenylamine determination[J]. Journal of Colloid and Interface Science, 2017, 503:47-57.
|
Zhao X F, Duan F F, Cui P P, et al. A molecularly-imprinted polymer decorated on graphene oxide for the selective recognition of quercetin[J]. New Carbon Materials, 2018, 33(6):529-543.
|
Khoo W C, Kamaruzaman S, Lim H N, et al. Synthesis and characterization of graphene oxide-molecularly imprinted polymer for Neopterin adsorption study[J]. Journal of Polymer Research, 2019, 26:184.
|
Duan F F, Chen C Q, Zhao X F, et al. Water-compatible surface molecularly imprinted polymers with synergy of bi-functional monomers for enhanced selective adsorption of bisphenol A from aqueous solution[J]. Environmental Science:Nano, 2016, 3:213.
|
Wang R Z, Huang D L, Liu Y G, et al. Selective removal of BPA from aqueous solution using molecularly imprinted polymers based on magnetic graphene oxide[J]. RSC Advances, 2016, 6:106201-106210.
|
Luo J, Gao Y H, Tan K, et al. Preparation of a magnetic molecularly imprinted graphene composite highly adsorbent for 4-nitrophenol in aqueous medium[J]. ACS Sustainable Chemistry & Engineering, 2016, 4:3316-3326.
|
Dramou P, Itatahine A, Fizir M, et al. Preparation of novel molecularly imprinted magnetic graphene oxide and their application for quercetin determination[J]. Journal of Chromatography B, 2019, 1124:273-283.
|
Xie X W, Ma X G, Guo L H, et al. Novel magnetic multi-templates molecularly imprinted polymer for selective and rapid removal and detection of alkylphenols in water[J]. Chemical Engineering Journal, 2019, 357:56-65.
|
Bahamon D, Carro L, Guri S, et al. Computational study of ibuprofen removal from water by adsorption in realistic activated carbons[J]. Journal of Colloid and Interface Science, 2017, 498:323-334.
|
Yu H, Chen Y F, Guo H Q, et al. Preparation of molecularly imprinted carbon microspheres by one-pot hydrothermal method and their adsorption properties to perfluorooctane sulfonate[J]. Chinese Journal of Analytical Chemistry, 2019, 47(11):1776-1784.
|
Vikrant K, Kim K H. Nanomaterials for the adsorptive treatment of Hg(Ⅱ) ions from water[J]. Chemical Engineering Journal, 2019, 358:264-282.
|
Kim S, Park Y H, Lee J B, et al. Phosphorus adsorption behavior of industrial waste biomass-based adsorbent, esterified polyethylenimine-coated polysulfone-Escherichia coli biomass composite fibers in aqueous solution[J]. Journal of Hazardous Materials, 2020, 400:123217.
|
Huang Y M, Lee X Q, Grattieri M, et al. Modified biochar for phosphate adsorption in environmentally relevant conditions[J]. Chemical Engineering Journal, 2020, 380, 122375.
|
Corbett, John F. Pseudo first-order kinetics[J]. Journal of Chemical Education, 1972, 49(10):663-670.
|
Wong Y C, Szeto Y S, Cheung W H, et al. Pseudo-first-order kinetic studies of the sorption of acid dyes onto chitosan[J]. Journal of Applied Polymer Science, 2004, 92(3), 1633-1645.
|
Wu F C, Tseng R L, Huang S C, et al. Characteristics of pseudo-second-order kinetic model for liquid-phase adsorption:A mini-review[J]. Chemical Engineering Journal, 2009, 151(1-3):1-9.
|
Ho Y S, Ofomaja A E. Pseudo-second-order model for lead ion sorption from aqueous solutions onto palm kernel fiber[J]. Journal of Hazardous Materials, 2006, 129(1-3):137-142.
|
Ho Y S. Review of second-order models for asorption systems[J]. ChemInform, 2006, 37(3):681-689.
|
Liu Y. New insights into pseudo-second-order kinetic equation for adsorption[J]. Colloids & Surfaces A Physicochemical & Engineering Aspects, 2008, 320(1-3):275-278.
|
Lin J, Wang L. Comparison between linear and non-linear forms of pseudo-first-order and pseudo-second-order adsorption kinetic models for the removal of methylene blue by activated carbon[J]. Frontiers of Environmental Science & Engineering in China, 2009, 3(3):320-324.
|
Qin L, Liu W F, Yang Y Z, et al. Functional monomer screening and preparation of dibenzothiophene-imprinted polymers on the surface of carbon microsphere. Monatshefte fur Chemie-Chemical, 2015, 146:449-458
|
Ngah W S W, Endud C S, Mayanar R. Removal of copper(Ⅱ) ions from aqueous solution onto chitosan and cross-linked chitosan beadsn[J]. Reactive & Functional Polymers, 2002, 50(2):181-190.
|
Boddu V M, Abburi K, Talbott J L, et al. Removal of hexavalent chromium from wastewater using a new composite chitosan biosorbent[J]. Environmental Science & Technology, 2003, 37(19):4449-4456.
|
Bradley H. Adsorption isothermals[J]. Nature, 1927, 120(3011):82-82.
|
Malek A, Farooq S. Kinetics of hydrocarbon adsorption on activated carbon and silica gel[J]. Aiche Journal, 1997, 43(3):761-776.
|
Mittal A, Mittal J, Malviya A, et al. Decoloration treatment of a hazardous triarylmethane dye, Light Green SF (Yellowish) by waste material adsorbents[J]. Journal of Colloid & Interface ence, 2010, 342(2):518-527.
|
Tan X, Wang X, Fang M, et al. Sorption and desorption of Th(IV) on nanoparticles of anatase studied by batch and spectroscopy methods[J]. Colloids and Surfaces A Physicochemical and Engineering Aspects, 2007, 296(1-3):109-116.
|
Ho Y S. Selection of optimum sorption isotherm[J]. Carbon, 2004, 42(10):2115-2116.
|
Do?an M, Alkan M, Türkyilmaz A, et al. Kinetics and mechanism of removal of methylene blue by adsorption onto perlite[J]. Journal of Hazardous Materials, 2004, 109(1-3):141-148.
|
Helen K M, Regupathi I, Pillai M G, et al. Modelling, analysis and optimization of adsorption parameters for H3PO4 activated rubber wood sawdust using response surface methodology (RSM)[J]. Colloids and Surfaces B:Biointerfaces, 2009, 70(1):35-45.
|
Wu F C, Tseng R L, Juang R S. Kinetic modeling of liquid-phase adsorption of reactive dyes and metal ions on chitosan[J]. Water Research, 2001, 35(3):613-618.
|
Katz A, Davis M E. Investigations into the mechanisms of molecular recognition with imprinted polymers[J]. Macromolecules, 1999, 32(12):4113-4121.
|
Hill T L. Thermodynamic transition from adsorption to solution[J]. The Journal of Chemical Physics, 1949, 17(5):507-507.
|
O'Mahony J, Molinelli A, Nolan K, et al. Anatomy of a successful imprint:analysing the recognition mechanisms of a molecularly imprinted polymer for quercetin[J]. Biosens Bioelectron. 2006, 21:1383-1392.
|
Farrington K, Regan F. Investigation of the nature of MIP recognition:The development and characterisation of a MIP for Ibuprofen[J]. Biosensors & Bioelectronics, 2007, 22(6):1138-1146.
|
Bates F, Busato M, Piletska E, et al. Computational design of molecularly imprinted polymer for direct detection of melamine in milk[J]. Separation Science & Technology, 2017, 52(8):1441-1453.
|
Zhang Y, Song D, Lanni L M, et al. Importance of functional monomer dimerization in the molecular imprinting process[J]. Macromolecules, 2010, 43(15):6284-6294.
|
Dong W, Yan M, Zhang M, et al. A computational and experimental investigation of the interaction between the template molecule and the functional monomer used in the molecularly imprinted polymer[J]. Analytica Chimica Acta, 2005, 542(2):186-192.
|
Liu G L, Chen Z, Jiang X Y, et al. In-situ hydrothermal synthesis of molecularly imprinted polymers coated carbon dots for fluorescent detection of bisphenol A[J]. Sensors and Actuator B:Chemical, 2016, 228:302-307.
|
Dolai S, Bhunia S K, Jelinek R. Carbon-dot-aerogel sensor for aromatic volatile organic compounds[J]. Sensors and Actuators B, 2017241:607-613.
|
Zhang W W, Chen J F, Hu Y Y, et al. Adsorption characteristics of tetrabromobisphenol A onto sodium bisulfite reduced graphene oxide aerogels[J]. Colloids and Surfaces A, 2018, 538:781-788.
|
Fan L M, Hao Q Q, Kan X W. Three-dimensional graphite paper based imprinted electrochemical sensor for tertiary butylhydroquinone selective recognition and sensitive detection[J]. Sensors and Actuators B:Chemical, 2018, 256:520-527
|
Kausar A. Advances in polymer-anchored carbon nanotube foam:A review[J]. Polymer-Plastics Technology and Materials, 2019, 58:1956-1978.
|
Alizadeh T, Atashi F, Ganjali M R. Molecularly imprinted polymer nano-sphere/multi-walled carbon nanotube coated glassy carbon electrode as an ultra-sensitive voltammetric sensor for picomolar level determination of RDX[J]. Talanta, 2019, 194:415-421.
|
Zhang Q, Zhao Q Y, Fu M X, et al. Carbon quantum dots encapsulated in super small platinum nanocrystals core-shell architecture/nitrogen doped graphene hybrid nanocomposite for electrochemical biosensing of DNA damage biomarker-8-hydroxy-2'-deoxyguanosine[J]. Analytica Chimica Acta, 2019, 1047:9-20.
|
Tonucci M C, Xavier L P D S, Silva A C D, et al. Removal of estradiol from water with a hybrid MIP-TiO2 catalytic adsorbent[J]. Water Air and Soil Pollution, 2020, 231(5):215.
|
Zhang Z, Li Y, Zhang X, et al. Molecularly imprinted nanozymes with faster catalytic activity and better specificity[J]. Nanoscale, 2019, 11:4854-4863.
|
Liu J, Wang Y, Liu X, et al. Novel molecularly imprinted polymer (MIP) multiple sensors for endogenous redox couples determination and their applications in lung cancer diagnosis[J]. Talanta, 2019, 199:573-580.
|
Ansari S, Masoum S. Ultrasound-assisted dispersive solid-phase microextraction of capecitabine by multi-stimuli responsive molecularly imprinted polymer modified with chitosan nanoparticles followed by HPLC analysis[J]. Microchimica Acta, 2020, 187:366.
|
Wang R Y, Wu P, Cui Y R, et al. Selective recognition and enrichment of sterigmatocystin in wheat by thermo-responsive imprinted polymer based on magnetic halloysite nanotubes[J]. Journal of Chromatography A, 2020, 1619:460952.
|