Molecularly Imprinted Polymer and Computational Study of (E)-4-(2- cyano-3-(dimethylamino)acryloyl)benzoic Acid from Poly(ethylene terephthalate) Plastic Waste

2020 ◽  
Vol 16 (2) ◽  
pp. 119-137 ◽  
Author(s):  
Asmaa M. Fahim ◽  
Bartłomiej Wasiniak ◽  
Jerzy P. Łukaszewicz

Background: Molecularly imprinted polymers (MIPs) are utilized in the separation of a pure compound from complex matrices. A stable template-monomer complex generates MIPs with the highest affinity and selectivity for the template. In this investigation, degradation of Poly(ethylene terephthalate) PET afforded the (E)-4-(2-cyano-3-(dimethylamino) acryloyl) benzoic acid (4) (TAM) which used TAM as template which interacts with Methacrylic Acid (MAA) monomer, in the presence of CH3CN as progen. The TAM-MMA complex interactions are dependent on stable hydrogen bonding interaction between the carboxylic acid group of TAM and the hydroxyl group of MMA with minimal interference of porogen CH3CN. The DFT/B3LYP/6-31+G model chemistry was used to optimize their structures and frequency calculations. The binding energies between TAM with different monomers showed the most stable molar ratio of 1:4 which was confirmed through experimental analysis. Methods: The present work describes the synthesis of (E)-4-(2-cyano-3-(dimethylamino) acryloyl) benzoic acid (4) (TAM) from PET waste and formation of molecularly imprinted polymer from TAM with the methacrylic acid monomer. The optimization of molecular imprinted was stimulated via DFT/B3LYP/6-31G (d). The imprinted polymer film was characterized via thermal analysis, pore size, FT-IR and scanning electron microscopy. Results: The most stable molecularly imprinted polymers (MIPs) showed binding energy of TAM(MMA4)=-2063.456 KJ/mol with a small value of mesopores (10-100 Å). Also, the sorption capability of TAM-MIPs showed 6.57 mg/g using STP-MIP-9VC. Moreover, the average pore size ranged between 0.2-1 nm with the BET surface about 300 m2/g. Conclusion: The proposed TAM exhibited a high degree of selectivity for MMA in comparison with other different monomers through hydrogen bond interaction, which was thermally stable, good reproducibility and excellent regeneration capacity and elucidated in the computational study and analytical analysis.

2020 ◽  
Vol 137 (40) ◽  
pp. 49204
Author(s):  
Elisa Garza Montelongo ◽  
María G. Sánchez Anguiano ◽  
Leonor M. Blanco Jerez ◽  
Eduardo D. Pereira Ulloa ◽  
Bernabé L. Rivas Quiroz ◽  
...  

2015 ◽  
Vol 7 (18) ◽  
pp. 7406-7415 ◽  
Author(s):  
Shabi Abbas Zaidi

Molecularly imprinted polymers (MIPs) have been potential and versatile candidates for analyte detection.


2020 ◽  
pp. 174751982092599
Author(s):  
Noha Amaly ◽  
Georges Istamboulie ◽  
Ahmed Y El-Moghazy ◽  
Thierry Noguer

The preparation of efficient molecularly imprinted polymers materials (MIPs) for pharmaceutical residue removal is still a challenging task. Herein, we design uniformly molecularly imprinted polymer nanospheres via a precipitation polymerization method using methacrylic acid (MAA) as functional monomer and N,N-methylenebis(acrylamide) (MBAA) as a crosslinker for removal of diclofenac (DFC) as a model for pharmaceutical pollutants. Nanospheres with average size 200 nm were prepared with MAA:MBAA at a ratio of 1:7 and acetonitrile/toluene (1:1) as a porogenic solvent. The successful synthesis is evidenced by Fourier transform infrared spectroscopy, scanning electron microscopy, and with a particle size analyzer. The rebinding experiments confirmed that the more introduction of the carboxyl groups from MAA could remarkably improve the imprinting effect with a significantly increased imprinting factor and specific rebinding capacity reached 450 mg/g after 15 min. Furthermore, the adsorption capacity of the molecularly imprinted polymers is maintained above 85% after seven regeneration cycles, indicating that the molecularly imprinted polymers can be used multiple times. Moreover, the developed molecularly imprinted polymers show promising DFC removal efficiency from real water samples, which suggests that the prepared molecularly imprinted polymer nanospheres are promising in DFC separation.


2004 ◽  
Vol 57 (8) ◽  
pp. 759 ◽  
Author(s):  
Lachlan Schwarz ◽  
Clovia I. Holdsworth ◽  
Adam McCluskey ◽  
Michael C. Bowyer

Molecularly imprinted polymers (MIPs) selective for the phenolic contaminant 2,4,6-trichlorophenol (2,4,6-TCP) were prepared and evaluated in three porogens of differing character (hexane, acetonitrile, dichloromethane). Rebinding of 2,4,6-TCP was found to be most effective in dichloromethane (imprinting factor: 13.2). Competitive binding studies performed against a range of close structural analogues showed a high preference for the target molecule, although partial recognition towards 2,4-dichlorophenol was also observed. Specificity was found to be dependent upon the presence of ring chlorine on the target, which suggested that these atoms participate in secondary binding interactions that are essential for successful recognition in the polymer cavity.


2017 ◽  
Vol 41 (15) ◽  
pp. 7133-7141 ◽  
Author(s):  
Yue Hu ◽  
Wei Huang ◽  
Yukui Tong ◽  
Qinfei Xia ◽  
Miaomiao Tian

Preparation of a boronate-affinity hollow molecularly imprinted polymer and its application as an SPE adsorbent for the selective enrichment of nucleosides.


RSC Advances ◽  
2017 ◽  
Vol 7 (81) ◽  
pp. 51632-51639 ◽  
Author(s):  
Wanzhen Xu ◽  
Tao Li ◽  
Weihong Huang ◽  
Yu Luan ◽  
Yanfei Yang ◽  
...  

In this work, magnetic quantum dots molecularly imprinted polymers were synthesized, which were based on ZnS and magnetic Fe3O4.


The Analyst ◽  
2018 ◽  
Vol 143 (21) ◽  
pp. 5094-5102 ◽  
Author(s):  
Ying Li ◽  
Wenkai Xu ◽  
Xueru Zhao ◽  
Yanfeng Huang ◽  
Junjun Kang ◽  
...  

Gold-modified molecularly imprinted polymer-based electrochemical sensor for selectively monitoring ractopamine in water.


RSC Advances ◽  
2015 ◽  
Vol 5 (89) ◽  
pp. 73268-73278 ◽  
Author(s):  
Jaber Javidi ◽  
Mohsen Esmaeilpour ◽  
Mehdi Rajabnia Khansari

In this article, a magnetic molecularly imprinted polymer (MMIPs) based on Fe3O4@SiO2 has been synthesized for simply extraction of clozapine (CLZ) from human serum.


RSC Advances ◽  
2018 ◽  
Vol 8 (45) ◽  
pp. 25636-25644 ◽  
Author(s):  
Ming Guo ◽  
Xinge Zhang ◽  
Yilu Zheng ◽  
Dinghai Huang

A cyclodextrin aldehyde based molecularly imprinted polymer with thermally responsive Diels–Alder (DA) linkages of grafted furan-type dienes was polymerized. The synthesized DA-MIP has dienophile characteristics and the specific adsorption of ethyl carbamate (EC) can be switched on or off simply by thermal adjustment.


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