|
|
Adsorption and photocatalytic degradation performances of methyl orange-imprinted polysiloxane particles using TiO2 as matrix |
Wenshuang Wang1, Xingya Pan1, Xinxin Zhang1,2, Minglin Wang1, Zijia Wang1, Lingzhi Feng1, Xiaolei Wang1, Kongyin Zhao1( ) |
1. State Key Laboratory of Separation Membranes and Membrane Processes, Tiangong University, Tianjin 300387, China 2. Shandong Sinocera Functional Materials Co., Ltd., Dongying 257091, China |
|
|
Abstract Combining molecular imprinting technique with titanium dioxide (TiO2) photocatalysis technique can improve the degradation ability and selectivity of TiO2 nanoparticles towards pollutants. In this work, methyl orange-imprinted polysiloxane particles (MIPs) were synthesized using TiO2 as matrix and silane as functional monomers. The adsorption capacity (Qe) of MIPs was 20.48 mg·g−1, while the imprinting efficiency (IE) was 3.4. Such MIPs exhibited stable imprinting efficiencies and adsorption efficiencies towards methyl orange (MO) in the multi-cycle stability test. Photocatalytic degradation performances of both MIPs and non-imprinted polysiloxane particles (NIPs) were investigated. Compared with NIPs, MIPs exhibited better photocatalytic degradation performance towards MO, with the degradation efficiency of 98.8% in 12 min and the apparent rate constant (Kobs) of 0.077 min−1. The interaction between silane and MO was also studied through molecular dynamics simulation. This work provides new insights into the use of silane for the synthesis of MIPs as well as the molecular imprinting technique for applications in the field of TiO2 photocatalysis.
|
Keywords
titanium dioxide
molecular imprinting
adsorption
photocatalytic degradation
|
Corresponding Author(s):
Kongyin Zhao
|
Issue Date: 10 September 2024
|
|
1 |
S, Bhogal K, Kaur I, Mohiuddin et al.. Hollow porous molecularly imprinted polymers as emerging adsorbents.Environmental Pollution, 2021, 288: 117775
https://doi.org/10.1016/j.envpol.2021.117775
|
2 |
Y J, Cao T R, Sheng Z, Yang et al.. Synthesis of molecular-imprinting polymer coated magnetic nanocomposites for selective capture and fast removal of environmental tricyclic analogs.Chemical Engineering Journal, 2021, 426: 128678
https://doi.org/10.1016/j.cej.2021.128678
|
3 |
E, Mazzotta Giulio T, Di S, Mariani et al.. Vapor-phase synthesis of molecularly imprinted polymers on nanostructured materials at room-temperature.Small, 2023, 19(38): 2302274
https://doi.org/10.1002/smll.202302274
|
4 |
L J, Geng H F, Wang M Y, Liu et al.. Research progress on preparation methods and sensing applications of molecularly imprinted polymer‒aptamer dual recognition elements.Science of the Total Environment, 2024, 912: 168832
https://doi.org/10.1016/j.scitotenv.2023.168832
|
5 |
O, Erdem I, Es Y, Saylan et al.. In situ synthesis and dynamic simulation of molecularly imprinted polymeric nanoparticles on a micro-reactor system.Nature Communications, 2023, 14(1): 4840
https://doi.org/10.1038/s41467-023-40413-8
|
6 |
M, Pesavento D, Merli R, Biesuz et al.. A MIP-based low-cost electrochemical sensor for 2-furaldehyde detection in beverages.Analytica Chimica Acta, 2021, 1142: 201–210
https://doi.org/10.1016/j.aca.2020.10.059
|
7 |
X N, Dong C C, Zhang X, Du et al.. Recent advances of nanomaterials-based molecularly imprinted electrochemical sensors.Nanomaterials, 2022, 12(11): 1913
https://doi.org/10.3390/nano12111913
|
8 |
H, Afsharara E, Asadian B, Mostafiz et al.. Molecularly imprinted polymer-modified carbon paste electrodes (MIP-CPE): a review on sensitive electrochemical sensors for pharmaceutical determinations.TrAC Trends in Analytical Chemistry, 2023, 160: 116949
https://doi.org/10.1016/j.trac.2023.116949
|
9 |
Y, Pan D, Shan L L, Ding et al.. Developing a generally applicable electrochemical sensor for detecting macrolides in water with thiophene-based molecularly imprinted polymers.Water Research, 2021, 205: 117670
https://doi.org/10.1016/j.watres.2021.117670
|
10 |
L T, Zhong J Q, Zhai Y, Ma et al.. Molecularly imprinted polymers with enzymatic properties reduce cytokine release syndrome.ACS Nano, 2022, 16(3): 3797–3807
https://doi.org/10.1021/acsnano.1c08297
|
11 |
L B, Wan H, Liu C X, Huang et al.. Enzyme-like MOFs: synthetic molecular receptors with high binding capacity and their application in selective photocatalysis.Journal of Materials Chemistry A: Materials for Energy and Sustainability, 2020, 8(48): 25931–25940
https://doi.org/10.1039/D0TA09873F
|
12 |
Sum Bui B, Tse T, Auroy K Haupt . Fighting antibiotic-resistant bacteria: promising strategies orchestrated by molecularly imprinted polymers.Angewandte Chemie International Edition, 2022, 61(8): e202106493
https://doi.org/10.1002/anie.202106493
|
13 |
S, Piletsky F, Canfarotta A, Poma et al.. Molecularly imprinted polymers for cell recognition.Trends in Biotechnology, 2020, 38(4): 368–387
https://doi.org/10.1016/j.tibtech.2019.10.002
|
14 |
Z D, Wang X W, Fang N R, Sun et al.. A rational route to hybrid aptamer-molecularly imprinted magnetic nanoprobe for recognition of protein biomarkers in human serum.Analytica Chimica Acta, 2020, 1128: 1–10
https://doi.org/10.1016/j.aca.2020.06.036
|
15 |
G, Pilvenyte V, Ratautaite R, Boguzaite et al.. Molecularly imprinted polymers for the recognition of biomarkers of certain neurodegenerative diseases.Journal of Pharmaceutical and Biomedical Analysis, 2023, 228: 115343
https://doi.org/10.1016/j.jpba.2023.115343
|
16 |
L D, Jiang R, Lu L Ye . Towards detection of glycoproteins using molecularly imprinted nanoparticles and boronic acid-modified fluorescent probe.Polymers, 2019, 11(1): 173
https://doi.org/10.3390/polym11010173
|
17 |
Sum Bui B, Tse A, Mier K Haupt . Molecularly imprinted polymers as synthetic antibodies for protein recognition: the next generation.Small, 2023, 19(13): 2206453
https://doi.org/10.1002/smll.202206453
|
18 |
Z H, Song J H, Li W H, Lu et al.. Molecularly imprinted polymers based materials and their applications in chromatographic and electrophoretic separations.TrAC Trends in Analytical Chemistry, 2022, 146: 116504
https://doi.org/10.1016/j.trac.2021.116504
|
19 |
T, Esteves R, Viveiros J, Bandarra et al.. Molecularly imprinted polymer strategies for removal of a genotoxic impurity, 4-dimethylaminopyridine, from an active pharmaceutical ingredient post-reaction stream.Separation and Purification Technology, 2016, 163: 206–214
https://doi.org/10.1016/j.seppur.2016.01.053
|
20 |
W D, Xing Y L, Yan C, Wang et al.. MOFs self-assembled molecularly imprinted membranes with photoinduced regeneration ability for long-lasting selective separation.Chemical Engineering Journal, 2022, 437: 135128
https://doi.org/10.1016/j.cej.2022.135128
|
21 |
Y H, Cui Z Y, He Y, Xu et al.. Fabrication of molecularly imprinted polymers with tunable adsorption capability based on solvent-responsive cross-linker.Chemical Engineering Journal, 2021, 405: 126608
https://doi.org/10.1016/j.cej.2020.126608
|
22 |
Y, Sun W S Zheng . Surface molecular imprinting on polystyrene resin for selective adsorption of 4-hydroxybenzoic acid.Chemosphere, 2021, 269: 128762
https://doi.org/10.1016/j.chemosphere.2020.128762
|
23 |
G, Dykstra B, Reynolds R, Smith et al.. Electropolymerized molecularly imprinted polymer synthesis guided by an integrated data-driven framework for cortisol detection.ACS Applied Materials & Interfaces, 2022, 14(22): 25972–25983
https://doi.org/10.1021/acsami.2c02474
|
24 |
S, Pardeshi R Dhodapkar . Advances in fabrication of molecularly imprinted electrochemical sensors for detection of contaminants and toxicants.Environmental Research, 2022, 212: 113359
https://doi.org/10.1016/j.envres.2022.113359
|
25 |
Y L, Wu X L, Liu J Y, Cui et al.. Bioinspired synthesis of high-performance nanocomposite imprinted membrane by a polydopamine-assisted metal–organic method.Journal of Hazardous Materials, 2017, 323: 663–673
https://doi.org/10.1016/j.jhazmat.2016.10.030
|
26 |
J, Gao L, Yan Y, Yan et al.. Solvent-driven controllable molecularly imprinted membrane with switched selectivity and fast regenerability enabled by customized bifunctional monomers.Chemical Engineering Journal, 2022, 446: 136991
https://doi.org/10.1016/j.cej.2022.136991
|
27 |
Y, Qu L, Qin X G, Liu et al.. Reasonable design and sifting of microporous carbon nanosphere-based surface molecularly imprinted polymer for selective removal of phenol from wastewater.Chemosphere, 2020, 251: 126376
https://doi.org/10.1016/j.chemosphere.2020.126376
|
28 |
J, Lu Y Y, Qin Q, Zhang et al.. Antibacterial, high-flux and 3D porous molecularly imprinted nanocomposite sponge membranes for cross-flow filtration of emodin from analogues.Chemical Engineering Journal, 2019, 360: 483–493
https://doi.org/10.1016/j.cej.2018.12.014
|
29 |
Y, Yang X, Long H Q, Zhang et al.. Surface modification of lithium-ion sieves by silane coupling agent for improved adsorption performance.Separation and Purification Technology, 2024, 330: 125422
https://doi.org/10.1016/j.seppur.2023.125422
|
30 |
Z Q, Yuan Y F, Wu J X, Zeng et al.. Modified nano-SiO2/PU hydrophobic composite film prepared through in-situ coupling by KH550 for oil–water separation.Environmental Science and Pollution Research International, 2023, 30(18): 52958–52968
https://doi.org/10.1007/s11356-023-25900-1
|
31 |
Y Y, Wang H N, Ruan J, Zhang et al.. Recyclable and selective PVDF-based molecularly imprinted membrane combining mussel-inspired biomimetic strategy for dimethomorph elimination.Chemical Engineering Journal, 2023, 478: 147322
https://doi.org/10.1016/j.cej.2023.147322
|
32 |
D D, Liu Y P, Zang Z W, Hu et al.. Synthesis of silicone hydrogel for soft contact lens (SCLs) and sustainable release of dexamethasone.Reactive & Functional Polymers, 2023, 186: 105532
https://doi.org/10.1016/j.reactfunctpolym.2023.105532
|
33 |
Z Y, Yan S, Wang J L, Bi et al.. Strengthening waterborne acrylic resin modified with trimethylolpropane triacrylate and compositing with carbon nanotubes for enhanced anticorrosion.Advanced Composites and Hybrid Materials, 2022, 5(3): 2116–2130
https://doi.org/10.1007/s42114-022-00554-8
|
34 |
Y M, Hou P X, Shah V, Constantoudis et al.. A super liquid-repellent hierarchical porous membrane for enhanced membrane distillation.Nature Communications, 2023, 14(1): 6886
https://doi.org/10.1038/s41467-023-42204-7
|
35 |
V, Filipovic K L, Bristow L, Filipovic et al.. Sprayable biodegradable polymer membrane technology for cropping systems: challenges and opportunities.Environmental Science & Technology, 2020, 54(8): 4709–4711
https://doi.org/10.1021/acs.est.0c00909
|
36 |
S, Takeshita T Ono . Biopolymer‒polysiloxane double network aerogels.Angewandte Chemie International Edition, 2023, 62(41): e202306518
https://doi.org/10.1002/anie.202306518
|
37 |
B F, Guo Y J, Wang Z H, Qu et al.. Hydrosilylation adducts to produce wide-temperature flexible polysiloxane aerogel under ambient temperature and pressure drying.Small, 2024, 20(14): 2309272
https://doi.org/10.1002/smll.202309272
|
38 |
X L, Shi X Q, Fan Y B, Zhu et al.. Pushing detectability and sensitivity for subtle force to new limits with shrinkable nanochannel structured aerogel.Nature Communications, 2022, 13(1): 1119
https://doi.org/10.1038/s41467-022-28760-4
|
39 |
X D, Hu S S, Zhang B, Yang et al.. Preparation of ambient-dried multifunctional cellulose aerogel by freeze-linking technique.Chemical Engineering Journal, 2023, 477: 147044
https://doi.org/10.1016/j.cej.2023.147044
|
40 |
Y X, Chen G L, Zhang G Z, Zhang et al.. Rapid curing and self-stratifying lacquer coating with antifouling and anticorrosive properties.Chemical Engineering Journal, 2021, 421: 129755
https://doi.org/10.1016/j.cej.2021.129755
|
41 |
R Z, Chen Y S, Zhang Q Y, Xie et al.. Transparent polymer–ceramic hybrid antifouling coating with superior mechanical properties.Advanced Functional Materials, 2021, 31(19): 2011145
https://doi.org/10.1002/adfm.202011145
|
42 |
X, Peng Z F, Yuan H M, Zhao et al.. Preparation and mechanism of hydrophobic modified diatomite coatings for oil–water separation.Separation and Purification Technology, 2022, 288: 120708
https://doi.org/10.1016/j.seppur.2022.120708
|
43 |
D, Liu K Y, Zhao M, Qi et al.. Preparation of protein molecular-imprinted polysiloxane membrane using calcium alginate film as matrix and its application for cell culture.Polymers, 2018, 10(2): 170
https://doi.org/10.3390/polym10020170
|
44 |
W K, Cui K Y, Zhao J F, Wei et al.. Adsorption properties of dye imprinted polysiloxane composite microspheres using strong basic anion-exchange resin as matrix.Desalination and Water Treatment, 2013, 51(40−42): 7604–7611
https://doi.org/10.1080/19443994.2013.777943
|
45 |
R, Fiorenza Mauro A, Di M, Cantarella et al.. Preferential removal of pesticides from water by molecular imprinting on TiO2 photocatalysts.Chemical Engineering Journal, 2020, 379: 122309
https://doi.org/10.1016/j.cej.2019.122309
|
46 |
A, Wahab M A, Minhas H, Shaikh et al.. Enhancement in photocatalytic selectivity of TiO2 based nano-catalyst through molecular imprinting technology.Environmental Science and Pollution Research International, 2023, 30(58): 121929–121947
https://doi.org/10.1007/s11356-023-30747-7
|
47 |
L, Zhu X, Liu X, Wang et al.. Evaluation of photocatalytic selectivity of Ag/Zn modified molecularly imprinted TiO2 by multiwavelength measurement.Science of the Total Environment, 2020, 703: 134732
https://doi.org/10.1016/j.scitotenv.2019.134732
|
48 |
B, Tang Z M, Wang G H Zhao . Preferential and simultaneous removal of chlorophenoxy herbicide pollutants via double molecular imprinted TiO2 single crystalline surface.Chemical Engineering Journal, 2022, 446: 137142
https://doi.org/10.1016/j.cej.2022.137142
|
49 |
D P, Li R F, Yuan B H, Zhou et al.. Selective photocatalytic removal of sulfonamide antibiotics: the performance differences in molecularly imprinted TiO2 synthesized using four template molecules.Journal of Cleaner Production, 2023, 383: 135470
https://doi.org/10.1016/j.jclepro.2022.135470
|
50 |
L L, Li X Y, Zheng Y H, Chi et al.. Molecularly imprinted carbon nanosheets supported TiO2: strong selectivity and synergic adsorption–photocatalysis for antibiotics removal.Journal of Hazardous Materials, 2020, 383: 121211
https://doi.org/10.1016/j.jhazmat.2019.121211
|
51 |
B, Hess C, Kutzner der Spoel D, van et al.. GROMACS 4: Algorithms for highly efficient, load-balanced, and scalable molecular simulation.Journal of Chemical Theory and Computation, 2008, 4(3): 435–447
https://doi.org/10.1021/ct700301q
|
52 |
M S, Barhaghi J J Potoff . Prediction of phase equilibria and Gibbs free energies of transfer using molecular exchange Monte Carlo in the Gibbs ensemble.Fluid Phase Equilibria, 2019, 486: 106–118
https://doi.org/10.1016/j.fluid.2018.12.032
|
53 |
G, Bussi D, Donadio M Parrinello . Canonical sampling through velocity rescaling.Journal of Chemical Physics, 2007, 126(1): 014101
https://doi.org/10.1063/1.2408420
|
|
Viewed |
|
|
|
Full text
|
|
|
|
|
Abstract
|
|
|
|
|
Cited |
|
|
|
|
|
Shared |
|
|
|
|
|
Discussed |
|
|
|
|