Synthesis and Characterization of Polystyrene-Supported Piperazine-Substituted Triazoles by CuAAC and First Evaluation for Metal Ion Extraction
Abstract
:1. Introduction
2. Experimental
2.1. Materials
2.2. Organic Syntheses
2.2.1. Syntheses of Azidomethyl Polystyrene (A) and Piperazine Propargyl Carbamates (2a–2g)
Synthesis of Azidomethyl Polystyrene (A) (Scheme 1, Section 3.1)
Synthesis of Propargyl Carbamate Derivatives of Piperazine 2a–g (Scheme 2, Section 3.1)
2.2.2. Synthesis of Polymer-Supported Triazolic Piperazines 3a–g (Scheme 3, Section 3.2)
2.3. Characterizations by ATR/FTIR of Polymer-Supported Triazolic Piperazines
2.4. Metal Ion Extraction Method and Quantification
3. Results and Discussion
3.1. Synthesis and Characterization of Azidomethyl Polystyrene (A) and Propargyl Carbamate Derivatives of Piperazine 2a–g
3.2. Synthesis and ATR/FTIR Analysis of Polymer-Supported Triazolic Piperazines 3a–g
3.3. Metal Ion Extractions by the Polymer-Supported Triazolic Piperazines 3a–g
4. Conclusions
Acknowledgments
Author Contributions
Conflicts of Interest
References
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Polymer a | Mass increase (g) b | Total mass (g) | Substitution (mmol·g−1) b | 250 mg (mmol) |
---|---|---|---|---|
3a | 0.99 | 3.99 | 1.37 | 0.342 |
3b | 1.07 | 4.07 | 1.34 | 0.335 |
3c | 1.50 | 4.50 | 1.21 | 0.302 |
3d | 1.34 | 4.34 | 1.26 | 0.315 |
3e | 1.34 | 4.34 | 1.26 | 0.315 |
3f | 1.65 | 4.65 | 1.17 | 0.292 |
3g | 1.43 | 4.43 | 1.23 | 0.307 |
Cation | Anion | pHi a | pHf b | pK1 c |
---|---|---|---|---|
Fe3+ | Cl− | 3.71 ± 0.01 | 3.19 ± 0.02 | 2.2 |
Cu2+ | SO42− | 6.90 ± 0.01 | 7.06 ± 0.61 | 7.6 |
Pb2+ | NO3− | 5.07 ± 0.01 | 5.26 ± 0.59 | 7.7 |
Ni2+ | Cl− | 6.13 ± 0.01 | 7.36 ± 0.62 | 9.9 |
Zn2+ | SO42− | 6.64 ± 0.01 | 5.71 ± 0.29 | 9.5 |
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Slimi, R.; Ben Othman, R.; Sleimi, N.; Ouerghui, A.; Girard, C. Synthesis and Characterization of Polystyrene-Supported Piperazine-Substituted Triazoles by CuAAC and First Evaluation for Metal Ion Extraction. Polymers 2016, 8, 187. https://doi.org/10.3390/polym8050187
Slimi R, Ben Othman R, Sleimi N, Ouerghui A, Girard C. Synthesis and Characterization of Polystyrene-Supported Piperazine-Substituted Triazoles by CuAAC and First Evaluation for Metal Ion Extraction. Polymers. 2016; 8(5):187. https://doi.org/10.3390/polym8050187
Chicago/Turabian StyleSlimi, Riadh, Raja Ben Othman, Noomene Sleimi, Abid Ouerghui, and Christian Girard. 2016. "Synthesis and Characterization of Polystyrene-Supported Piperazine-Substituted Triazoles by CuAAC and First Evaluation for Metal Ion Extraction" Polymers 8, no. 5: 187. https://doi.org/10.3390/polym8050187