Development of Molecularly Imprinted Polymer in Porous Film Format for Binding of Phenol and Alkylphenols from Water
Abstract
:1. Introduction
2. Results and Discussion
2.1. MIP Films Prepared by “Sandwich” Technique
2.2. Choice of Monomer and Solvent
2.2.1. Phenol Binding Studies in Water for MIPs Prepared on Selected Monomers and Solvents
2.3. Choice of Cross-Linker
2.4. Characterization of Styrene/PETA MIP (MIP 5)
2.4.1. Binding Properties Study
2.4.2. Cross-Reactivity Study
3. Experimental Section
3.1. Materials
3.2. Study of Phenol-Styrene Interactions by UV Absorbance Spectrometry
3.3. Fabrication of MIP Films by “Sandwich” Technique
3.4. Gravimetrical Analysis of Porosity
3.5. SEM Imaging and Thickness Measurements
3.6. Adsorbate Binding Studies
4. Conclusions
5. Future Prospects
Supporting Information
Ci(phenol), mg·L−1 | 15 | 40 | 100 | 150 | 200 | 250 | 300 |
---|---|---|---|---|---|---|---|
MIP 3 (EGDMA) | |||||||
Q(MIP), mg·g−1 | 2.60 | 6.30 | 13.0 | 17.0 | 21.7 | 23.7 | 26.2 |
Q(NIP), mg·g−1 | 2.60 | 6.51 | 13.7 | 17.3 | 22.4 | 24.6 | 27.2 |
IF | 1.00 | 1.03 | 1.05 | 1.02 | 1.03 | 1.04 | 1.04 |
MIP 4 (TEGDMA) | |||||||
Q(MIP), mg·g−1 | 1.79 | 4.91 | 10.1 | 14.9 | 18.4 | 22.3 | 27.1 |
Q(NIP), mg·g−1 | 1.72 | 4.76 | 9.7 | 14.2 | 17.4 | 21.2 | 25.6 |
IF | 1.04 | 1.03 | 1.04 | 1.05 | 1.06 | 1.05 | 1.06 |
MIP 5 (PETA) | |||||||
Q(MIP), mg·g−1 | 2.52 | 5.41 | 11.5 | 15.4 | 18.2 | 21.9 | 24.6 |
Q(NIP), mg·g−1 | 2.31 | 5.20 | 10.7 | 14.2 | 16.9 | 19.8 | 22.1 |
IF | 1.09 | 1.04 | 1.07 | 1.09 | 1.08 | 1.11 | 1.12 |
Ci(phenol), mg·L−1 | 0.1 | 0.5 | 1 | 5 | 15 | 25 | 40 |
---|---|---|---|---|---|---|---|
Q(NIP), mg·g−1 | 0.0168 (0.0043) | 0.0865 (0.0008) | 0.192 (0.009) | 0.882 (0.007) | 2.31 (0.011) | 3.45 (0.13) | 5.20 (0.28) |
Q(MIP), mg·g−1 | 0.0202 (0.0051) | 0.1004 (0.0011) | 0.212 (0.0001) | 0.957 (0.025) | 2.52 (0.020) | 3.70 (0.11) | 5.41 (0.32) |
IF | 1.20 (0.023) | 1.16 (0.016) | 1.11 (0.0044) | 1.09 (0.0200) | 1.09 (0.0037) | 1.07 (0.0060) | 1.04 (0.0080) |
Affinity distributions corresponding to Freundlich Isotherm binding model [31] for MIP 5 on PETA (
) and corresponding NIP (
) calculated based on binding parameters (Formula S3).
Acknowledgments
Conflicts of Interest
References
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Characteristic determined | MIP | ||||
---|---|---|---|---|---|
1 | 2 | 3 | 4 | 5 | |
H (SD, n = 3), μm | 24.1 (2.5) | 23.4 (3.5) | 18.5 (3.1) | 21.5 (5.2) | 20.6 (2.5) |
ν (SD, n = 4), mL·g−1 | 1.22 (0.04) | 1.08 (0.08) | 1.46 (0.05) | 0.76 (0.07) | 0.91 (0.04) |
MIP (composition) | Ci (phenol), mg L−1 | |||
---|---|---|---|---|
10 | 15 | 100 | 300 | |
IF (SD, n = 2) | ||||
MIP 1 (IA/DMF) | 1.04 (0.006) | 1.04 (0.013) | 1.01 (0.007) | 0.99 (0.030) |
MIP 2 (VP/CHCl3) | 1.02 (0.013) | 0.96 (0.170) | 0.99 (0.022) | 1.00 (0.015) |
MIP 3 (Sty/(MeOH:H2O)] | 1.01 (0.020) | 1.00 (0.016) | 1.05 (0.025) | 1.04 (0.010) |
Adsorbent | R2 | a, mg g−1 (mg L−1)−m | m | NK1–K2, mmol g−1 | KK1–K2, L mg−1 |
---|---|---|---|---|---|
MIP 5 | 0.9977 | 0.260 (0.012) | 0.908 (0.020) | 0.0112 (0.0018) | 0.237 (0.011) |
NIP 5 | 0.9973 | 0.221 (0.012) | 0.938 (0.022) | 0.0073 (0.0022) | 0.221 (0.010) |
Polymer component | MIP 1 | MIP 2 | MIP 3 | MIP 4 | MIP 5 |
---|---|---|---|---|---|
template | phenol 0.4 mmol (37.6 mg) | ||||
monomer | IA 0.8 mmol (104 mg) | VP 0.8 mmol (85.4 μL) | Sty 0.8 mmol (92.0 μL) | Sty 0.8 mmol (92.0 μL) | Sty 0.8 mmol (92.0 μL) |
cross-linker | EGDMA 4 mmol 755 μL | EGDMA 4 mmol 755 μL | EGDMA 4 mmol 755 μL | TEGDMA 4 mmol 1049 μL | PETA 2.67 mmol 674 μL |
photoinitiator | DMPA 0.06 mmol 15.4 mg | ||||
solvent (1000 μL) | 15% (w/w) PEG in DMF | 10% (w/w) PVA in CHCl3 | 20% (w/w) PEG in MeOH:H2O 4:1 | MeOH:H2O 3:1 | MeOH:H2O 5:1 |
Analyzed species | Mobile phase (v/v) | Detection wavelength, nm | |
---|---|---|---|
CH3CN | H2O with 5% CH3CN (v/v) | ||
phenol | 55 | 45 | 195 *; 216 *; 272 |
4-methylphenol | 55 | 45 | 279 |
resorcinol | 35 | 65 | 276 |
2,4-dimethylphenol | 65 | 35 | 280 |
4-propylphenol | 65 | 35 | 278 |
3-octanone | 85 | 15 | 279 |
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Gryshchenko, A.O.; Bottaro, C.S. Development of Molecularly Imprinted Polymer in Porous Film Format for Binding of Phenol and Alkylphenols from Water. Int. J. Mol. Sci. 2014, 15, 1338-1357. https://doi.org/10.3390/ijms15011338
Gryshchenko AO, Bottaro CS. Development of Molecularly Imprinted Polymer in Porous Film Format for Binding of Phenol and Alkylphenols from Water. International Journal of Molecular Sciences. 2014; 15(1):1338-1357. https://doi.org/10.3390/ijms15011338
Chicago/Turabian StyleGryshchenko, Andriy O., and Christina S. Bottaro. 2014. "Development of Molecularly Imprinted Polymer in Porous Film Format for Binding of Phenol and Alkylphenols from Water" International Journal of Molecular Sciences 15, no. 1: 1338-1357. https://doi.org/10.3390/ijms15011338