Synthesis, Characterization of Some New Dimer Nitrone Derivatives from Dapsone, Their Use as Initiators for Polymerization
DOI:
https://doi.org/10.51699/ijbea.v3i3.10Keywords:
dimer nitrone Derivatives, Dapsone, PolymerizationAbstract
In order to address the demand for effective anionic initiators in polymerization processes, this work investigates the synthesis and characterisation of new dimer nitrone derivatives produced from dapsone. The aim is to close the existing gap in the acrylonitrile polymerization process by using nitrones as initiators. The process entails producing the necessary dimer nitrones by oxidizing with peroxy acid after generating dimer imines through condensation processes. Techniques including FTIR, 1H NMR, and MS were used to conduct the characterization. Evaluating these chemicals' potential as bulk polymerization initiators was the goal. The successful creation of polymers was revealed by the results, indicating that these dimer nitrones are efficient initiators of anionic polymerization, which may improve polymer synthesis techniques.
References
A. Ažman, J. Koller, and B. Plesničar, “The Mechanism for the Oxidation of Imines (Schiff Bases) With Peroxy Acids. An ab Initio Molecular Orbital Study,” J. Am. Chem. Soc., vol. 101, no. 5, pp. 1107–1109, 1979, doi: 10.1021/ja00499a009.
M. February, J. L. Supervisor, and F. Heaney, “Virginie Algay, M.Sc. Isoxazole Linked siRNA Cholesterol Conjugates by Catalyst Free Nitrile Oxide/Alkyne Cycloadditions,” 2012.
A. A. Turki, “Synthesis, Characterization, and Computational Study of Some New Aniline Oxide Derivatives,” 2015.
B. S. M. Haddad, “Synthesis, Characterization, and Biological Activity Study of Some New Selenonitrone Compounds,” University of Basrah, 2015.
A. F. Abbas, “Synthesis, Characterization, and Computational Study of Some Diyl Bis (N- (4-Formylbenzylidene) Aniline Oxide) Derivatives,” J. Chem. Sci., vol. 7, no. 2, 2017.
M. Kalhor, “Benzimidazolyl-a-Arylnitrones Catalyzed by Salts of,” RSC Adv., vol. 9, pp. 41851–41860, 2019, doi: 10.1039/c9ra08570j. DOI: https://doi.org/10.1039/C9RA08570J
A. Manuscript, P. Work, C. Reviews, and A. C. Society, “This Document is the Accepted Manuscript Version of a Published Work That Appeared in Final Form in Chemical Reviews, Copyright © American Chemical Society After Peer Review and Technical Editing by the Publisher,” Chem. Rev., vol. 2, no. 1.
H. H. Salman, M. A. Mohammad-ali, and M. Al-safe, “Antimicrobial Evaluation of Some New Nitrone Compounds Derived From Glyoxal,” J. Chem. Sci., vol. 13, no. 3, pp. 1–4, 2019.
E. Wong, “Nitrone-Mediated Radical Coupling Reactions: A New Synthetic Tool Exemplified on Dendrimer Synthesis,” Chem. Commun., 2011, doi: 10.1039/c1cc10322a. DOI: https://doi.org/10.1039/C1CC10322A
E. Wong, E. H. H. Wong, and C. Barner-Kowollik, “Nitrones in Synthetic Polymer Chemistry,” Polym. Chem., 2011, doi: 10.1039/c0py00377h.
M. Du, C. Deng, X. Wu, H. Liu, and H. Liu, “Nitrone Mediated Coupling of Hyperbranched Polymer Radicals,” Macromol. Rapid Commun., vol. 201700069, pp. 1–7, 2017, doi: 10.1002/macp.201700069. DOI: https://doi.org/10.1002/macp.201700069
M. A. F. Al-jassem and N. N. Majeed, “Synthesis, Characterization, and Conformation of Some New Compounds Containing Nitrone Moieties,” J. Chem. Sci., vol. 6, no. 10, 2014.
J. H. Mohammed et al., “Synthesis and Characterization of Some New Nitrones Derivatives,” J. Chem. Sci., vol. 11, no. 2, pp. 160–169, 2023. DOI: https://doi.org/10.25271/sjuoz.2023.11.2.1149
A. Sharma and S. K. Arora, “A Review Study on Green Synthesis of Schiff Bases,” Indian J. Appl. Res., vol. 18, no. 2, pp. 69–72, 2023, doi: 10.36106/ijar/9529205. DOI: https://doi.org/10.36106/ijar/9529205
A. Ažman, J. Koller, and B. Plesničar, “The Mechanism for the Oxidation of Imines (Schiff Bases) With Peroxy Acids. An ab Initio Molecular Orbital Study,” J. Am. Chem. Soc., vol. 101, no. 5, pp. 1107–1109, 1979, doi: 10.1021/ja00499a009. DOI: https://doi.org/10.1021/ja00499a009
A. H. S. and M. N. N., “Synthesis of New Sulfa-Nitrone Compounds,” J. Chem. Sci., vol. 5, no. 4, pp. 53–56, 2015.
C. K. F. Hermann, D. Y. Curtin, R. L. Shriner, R. C. Fuson, and T. C. Morrill, The Systematic Identification of Organic Compounds, 8th ed. 2003.
M. Z. Bani-fwaz, “Introduction to Spectroscopy,” Introd. to Spectrosc. Spectrosc. Identif. Org. Compd., vol. 19, Oct. 2016, pp. 1–27, 2020, doi: 10.13140/RG.2.2.29741.59360/1.
Sugiarto, “The Chemistry of Polymers,” 3rd ed., vol. 4, no. 1, pp. 1–23, 2016.
E. Wong, E. H. H. Wong, and C. Barner-Kowollik, “Nitrones in Synthetic Polymer Chemistry,” Polym. Chem., 2011, doi: 10.1039/c0py00377h. DOI: https://doi.org/10.1039/C0PY00377H
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