Surface molecularly imprinted polymer of solanesol (SA-SMIP) was prepared by reversed phase suspension polymerization using modified titanium dioxide (TiO2) as carrier, and operation conditions were investigated and optimized. Structures of modified TiO2 and SA-SMIP obtained at optimal conditions were characterized by Fourier transform infrared spectrometer adopting original TiO2 and non-surface molecularly imprinted polymer as reference. The SA-SMIP synthesized under optimal conditions displayed an excellent recognition of SA from the mixture of SA and triacontanol. The maximum separation degree of SA was 2.90. Finally, the adsorption kinetics and isotherm were investigated and analyzed. Adsorption kinetics results indicated that the adsorption of SA-SMIP to SA was a pseudo-second order process, and the adsorption of beginning and later stages was controlled by homogeneous particle diffusion and adsorption reaction process, respectively. Adsorption isotherm results documented hereby were two sorts of bonding sites, complete imprinted cavities and defective imprinted cavities. The adsorption for two bonding sites could be well lined up with the Langmuir model.
This is a preview of subscription content, access via your institution.
Buy single article
Instant access to the full article PDF.
Tax calculation will be finalised during checkout.
Subscribe to journal
Immediate online access to all issues from 2019. Subscription will auto renew annually.
Tax calculation will be finalised during checkout.
R. Alleti, J. Vagner, D.C. Dehigaspitiya, V.E. Moberg, N.G.R.D. Elshan, N.K. Tafreshi, N. Brabez, C.S. Weber, R.M. Lynch, and V.J. Hruby: Synthesis and characterization of time-resolved fluorescence probes for evaluation of competitive binding to melanocortin receptors. Bioorg. Med. Chem. 21, 5029–5038 (2013).
W. Zhong, W. Wang, Z. Kong, B. Wu, L. Zhong, X. Li, J. Yu, and F. Zhang: Coenzyme Q10 production directly from precursors by free and gel-entrapped Sphingomonas sp. ZUTE03 in a water-organic solvent, two-phase conversion system. Appl. Microbiol. Biotechnol. 89, 293–302 (2011).
N. Yan, Y. Liu, D. Gong, Y. Du, H. Zhang, and Z. Zhang: Solanesol: A review of its resources, derivatives, bioactivities, medicinal applications, and biosynthesis. Phytochem. Rev. 14, 403–417 (2015).
M.A. Taylor and P.D. Fraser: Solanesol: Added value from solanaceous waste. Phytochemistry 72, 1323–1327 (2011).
R.S. Hu, J. Wang, H. Li, H. Ni, Y.F. Chen, Y.W. Zhang, S.P. Xiang, and H.H. Li: Simultaneous extraction of nicotine and solanesol from waste tobacco materials by the column chromatographic extraction method and their separation and purification. Sep. Purif. Technol. 146, 1–7 (2015).
H. Chen, S. Liu, L. Ji, T. Wu, F. Ma, Y. Ji, Y. Zhou, M. Zheng, and G. Huang: Associations between Alzheimer’s disease and blood homocysteine, vitamin B12, and folate: a case-control study. Curr. Alzheimer Res. 12, 88–94 (2015).
C. Zhao, C. Li, and Y. Zu: Rapid and quantitative determination of solanesol in Nicotiana tabacum by liquid chromatography–tandem mass spectrometry. J. Pharm. Biomed. Anal. 44, 35–40 (2007).
C.J. Zhao, L.I. Chun-Ying, F.U. Yu-Jie, and Z.U. Yuan-Gang: Extraction and determination of solanesol in waste tobacco leaves by ultrasonic and HPLC. Chin. J. Appl. Chem. 22, 1265 (2005).
D.S. Tang, L. Zhang, H.L. Chen, Y.R. Liang, J.L. Lu, H.L. Liang, and X.Q. Zheng: Extraction and purification of solanesol from tobacco(I). Extraction and silica gel column chromatography separation of solanesol. Sep. Purif. Technol. 56, 291–295 (2007).
Y. Zhao and Q. Du: Separation of solanesol in tobacco leaves extract by slow rotary counter-current chromatography using a novel non-aqueous two-phase solvent system. J. Chromatogr. 1151, 193–196 (2007).
X. Ma, Z. Meng, L. Qiu, J. Chen, Y. Guo, D. Yi, T. Ji, H. Jia, and M. Xue: Solanesol extraction from tobacco leaves by flash chromatography based on molecularly imprinted polymers. J. Chromatogr. B: Anal. Technol. Biomed. Life Sci. 1020, 1–5 (2016).
T. Inanan, N. Tüzmen, S. Akgöl, and A. Denizli: Selective cholesterol adsorption by molecular imprinted polymeric nanospheres and application to GIMS. Int. J. Biol. Macromol. 92, 451–460 (2016).
X. Yang, J. Liu, H. He, L. Zhou, C. Gong, X. Wang, L. Yang, J. Yuan, H. Huang, L. He, B. Zhang, and Z. Zhuang: SiO2 nanoparticles induce cytotoxicity and protein expression alteration in HaCaT cells. Part. Fibre Toxicol. 7, 1 (2010).
S. Wu, L. Yao, G. Yu, J. Guan, C. Pan, D. Yong, X. Xiang, and Z. Wang: Facile preparation of dibenzoheterocycle-functional nanoporous polymeric networks with high gas uptake capacities. Macromolecules 47, 2875–2882 (2014).
M. Esfandyari-Manesh, M. Javanbakht, E. Shahmoradi, R. Dinarvand, and F. Atyabi: The control of morphological and size properties of carbamazepine-imprinted microspheres and nanospheres under different synthesis conditions. J. Mater. Res. 28, 2677–2686 (2013).
Y. Wenming, C. Yang, X. Xiaoling, Z. Zhiping, L. Lukuan, and X. Wanzhen: Preparation of indole surface molecularly imprinted polymer by atom transfer radical emulsion polymerization and its adsorption performance. J. Mater. Res. 28, 2666–2676 (2013).
Y. Fu and Y. Yue: Preparation and adsorption selectivity of rutin molecularly imprinted polymers. J. Appl. Polym. Sci. 123, 903–912 (2011).
H. Kim, K. Kaczmarski, and G. Guiochon: Mass transfer kinetics on the heterogeneous binding sites of molecularly imprinted polymers. Chem. Eng. Sci. 60, 5425–5444 (2005).
A. Mehdinia, S. Dadkhah, K.T. Baradaran, and A. Jabbari: Design of a surface-immobilized 4-nitrophenol molecularly imprinted polymer via pre-grafting amino functional materials on magnetic nanoparticles. J. Chromatogr. 1364, 12–19 (2014).
M. Yang, Y. Zhang, S. Lin, X. Yang, Z. Fan, L. Yang, and X. Dong: Preparation of a bifunctional pyrazosulfuron-ethyl imprinted polymer with hydrophilic external layers by reversible addition-fragmentation chain transfer polymerization and its application in the sulfonylurea residue analysis. Talanta 114, 143–151 (2013).
Y. Li, X. Li, C. Dong, Y. Li, P. Jin, and J. Qi: Selective recognition and removal of chlorophenols from aqueous solution using molecularly imprinted polymer prepared by reversible addition-fragmentation chain transfer polymerization. Biosens. Bioelectron. 25, 306–312 (2009).
L. Wang, M. Zhou, Z. Jing, and A. Zhong: Selective separation of lead from aqueous solution with a novel Pb(II) surface ion-imprinted sol-gel sorbent. Microchim. Acta 165, 367–372 (2009).
H. Bagheri, K. Molaei, A.A. Asgharinezhad, H. Ebrahimzadeh, and M. Shamsipur: Magnetic molecularly imprinted composite for the selective solid-phase extraction of p-aminosalicylic acid followed by high performance liquid chromatography with ultraviolet detection. J. Sep. Sci. 39, 4166–4174 (2016).
C. Lai, M.M. Wang, G.M. Zeng, Y.G. Liu, D.L. Huang, C. Zhang, R.Z. Wang, P. Xu, M. Cheng, and C. Huang: Synthesis of surface molecular imprinted TiO2/graphene photocatalyst and its highly efficient photocatalytic degradation of target pollutant under visible light irradiation. Appl. Surf. Sci. 390, 368–376 (2016).
R. Gao, X. Mu, J. Zhang, and Y. Tang: Specific recognition of bovine serum albumin using superparamagnetic molecularly imprinted nanomaterials prepared by two-stage core–shell sol–gel polymerization. J. Mater. Chem. B 2, 783–792 (2014).
A. Martín-Esteban: Molecularly-imprinted polymers as a versatile, highly selective tool in sample preparation. TrAC, Trends Anal. Chem. 45, 169–181 (2013).
G. Ertürk and B. Mattiasson: Molecular imprinting techniques used for the preparation of biosensors. Sensors 17, 288 (2017).
S. Sadeghi, M. Jahani, and F. Belador: The development of a new optical sensor based on the Mn doped ZnS quantum dots modified with the molecularly imprinted polymers for sensitive recognition of florfenicol. Spectrochim. Acta, Part A 159, 83–89 (2016).
Y.M. Ren, J. Yang, W.Q. Ma, J. Ma, J. Feng, and X.L. Liu: The selective binding character of a molecular imprinted particle for Bisphenol A from water. Water Res. 50, 90–100 (2014).
O.S. Muddineti, B. Ghosh, and S. Biswas: Current trends in using polymer coated gold nanoparticles for cancer therapy. Int. J. Pharm. 484, 252–267 (2015).
J.C. Liu, M.J. Xu, L. Tao, and B. Li: Effect of surface-modified ammonium polyphosphate with KH550 and silicon resin on the flame retardancy, water resistance, mechanical and thermal properties of intumescent flame retardant polypropylene. Ind. Eng. Chem. Res. 54, 9733–9741 (2015).
J.P. Simonin: On the comparison of pseudo-first order and pseudo-second order rate laws in the modeling of adsorption kinetics. Chem. Eng. J. 300, 254–263 (2016).
R. Coşkun and S. Akdeniz: Functionalization of poly(ethylene terephthalate) fibers by grafting of maleic acid/methacrylamide monomer mixture. Fibers Polym. 11, 1111–1118 (2010).
C. Valderrama, J.L. Cortina, A. Farran, X. Gamisans, and F.X. de las Heras: Kinetic study of acid red dye removal by activated carbon and hyper-cross-linked polymeric sorbents Macronet Hypersol MN200 and MN300. React. Funct. Polym. 68, 718–731 (2008).
N. Balkaya and H. Cesur: A kinetic study on cadmium adsorption from aqueous solutions by pre-conditioned phosphogypsum. Desalin. Water Treat. 57, 2515–2521 (2016).
H. Yu, Z. Chen, Y. Fu, L. Kang, M. Wang, and X. Du: Synthesis and optimization of molecularly imprinted polymers for quercetin. Polym. Int. 61, 1002–1009 (2012).
T. Huo, Z. Chen, W. Meng, J. Long, X. Liu, and X. Du: Preparation of glutathione molecularly imprinted polymer microspheres by reversed phase suspension polymerization. Polym.-Plast. Technol. Eng. 54, 889–898 (2015).
S. Zhong, C. Zhou, X. Zhang, H. Zhou, H. Li, X. Zhu, and Y. Wang: A novel molecularly imprinted material based on magnetic halloysite nanotubes for rapid enrichment of 2,4-dichlorophenoxyacetic acid in water. J. Hazard. Mater. 276, 58–65 (2014).
J. Pan, Y. Hang, G. Wei, H. Ou, P. Huo, W. Xue, X. Zou, and C. Li: Selective adsorption of 2,6-dichlorophenol by surface imprinted polymers using polyaniline/silica gel composites as functional support: Equilibrium, kinetics, thermodynamics modeling. Chem. Eng. J. 172, 847–855 (2011).
S. Li, X. Huang, M. Zheng, W. Li, and K. Tong: Molecularly imprinted polymers: Thermodynamic and kinetic considerations on the specific sorption and molecular recognition. Sensors 8, 2854–2864 (2008).
C.J. Percival, S. Stanley, A. Braithwaite, M.I. Newton, and G. Mchale: Molecular imprinted polymer coated QCM for the detection of nandrolone. Analyst 127, 1024–1026 (2002).
T. Chen, X.G. Sun, W. Xiao, X.J. Liu, W. Zhang, K. Ma, and Y.R. Zhu: Optimization of microwave-assisted extraction of solanesol from potato leaves and stems. Med. Chem. Res. 19, 732–742 (2010).
R.A.A. Muzzarelli: Chitosan composites with inorganics, morphogenetic proteins and stem cells, for bone regeneration. Carbohydr. Polym. 83, 1433–1445 (2011).
K. Kabiri, H. Omidian, S.A. Hashemi, and M.J. Zohuriaan-Mehr: Synthesis of fast-swelling superabsorbent hydrogels: Effect of crosslinker type and concentration on porosity and absorption rate. Eur. Polym. J. 39, 1341–1348 (2003).
R. Suedee, V. Seechamnanturakit, B. Canyuk, C. Ovatlarnporn, and G.P. Martin: Temperature sensitive dopamine-imprinted (N,N-methylene-bis-acrylamide cross-linked) polymer and its potential application to the selective extraction of adrenergic drugs from urine. J. Chromatogr. 1114, 239–249 (2006).
X.L. Wang, X.Z. Yuan, H.J. Huang, L.J. Leng, L. Hui, P. Xin, W. Hou, L. Yan, and G.M. Zeng: Study on the solubilization capacity of bio-oil in diesel by microemulsion technology with span80 as surfactant. Fuel Process. Technol. 118, 141–147 (2014).
Y.H. Wang, J.P. Lin, Y.H. He, X. Lu, Y.L. Wang, and G.L. Chen: Microstructure and mechanical properties of high Nb containing TiAl alloys by reactive hot pressing. J. Alloys Compd. 461, 367–372 (2008).
This work was supported by the Natural Science Foundation of China (Grant No. 51563015).
About this article
Cite this article
Duan, C., Chen, Z., Liu, X. et al. Noble surface molecularly imprinted polymer modified titanium dioxide toward solanesol adsorption selectivity study. Journal of Materials Research 34, 3271–3287 (2019). https://doi.org/10.1557/jmr.2019.148