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Recovery of Fuels Using the Supramolecular Gelation Ability of a Hydroxybenzoic Acid Bisamide Derivative

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Abstract

In order to remedy the environmental pollution caused by oil spills, new materials with gelation capacity of organic solvents and fuels have been synthetized during the recent years. Among them, some of the most promising materials contain amide groups, which are often incorporated into the chemical structure of organogelators due to their effectiveness in gelling organic solvents through hydrogen bonds. A bisamide derivative of hydroxybenzoic acid (Bis-HUB1) was designed and synthesized in two steps and is able to congeal organic solvents. Gelation tests, critical gelation concentrations, and gel-sol transition temperatures were discussed in terms of its supramolecular interactions. Intermolecular hydrogen bonds and π-π stacking were studied through variable-temperature FTIR and UV-visible spectroscopy, while the structural characterization was performed via freeze-fracture TEM. Interestingly, Bis-HUB1 showed the ability to gel gasoline and diesel from monophasic and biphasic systems, which implies its potential use as a remediation agent in fuel spills. The results encourage further research.

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Acknowledgments

We would like to acknowledge Institut Charles Sadron for VT-FTIR and freeze-fracture studies and the Consejo Nacional de Ciencia y Tecnología (CONACyT) for the Ph.D. scholarship to Samuel Zapién-Castillo and the Master D. candidate to Jorge J. Montes-Patiño. We would like to thank the TecNM for the reagents and materials provided through the 9573.20-P project.

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Authors and Affiliations

  1. Centro de Investigación en Petroquímica División de Estudios de Posgrado e Investigación, Tecnológico Nacional de México-Instituto Tecnológico de Ciudad Madero, Prolongación Bahía de Aldair, Avenida de las Bahías, Parque de la Pequeña y Mediana Industria, 89600, Altamira, Mexico

    Samuel Zapién-Castillo, Jorge Jesús Montes-Patiño, Jessica Ismalé Lozano-Navarro, José Aarón Melo-Banda & Nancy Patricia Díaz-Zavala

  2. Unidad de Posgrado y Educación Continua, Facultad de Arquitectura, Diseño y Urbanismo, Universidad Autónoma de Tamaulipas Campus Sur, Domicilio conocido, Centro Universitario s/n, Universidad Sur, 89000, Tampico, Mexico

    Josué Francisco Pérez-Sánchez

  3. Instituto de Ingeniería, Universidad Nacional Autónoma de México, Circuito Interior S/N, Ciudad Universitaria, Mexico City, Mexico

    Jessica Ismalé Lozano-Navarro

  4. Institut Charles Sadron, Université de Strasbourg, CNRS, 23 rue du Loess, F-67000, Strasbourg, France

    Philippe J. Mésini

Authors
  1. Samuel Zapién-Castillo
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  2. Jorge Jesús Montes-Patiño
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  3. Josué Francisco Pérez-Sánchez
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  4. Jessica Ismalé Lozano-Navarro
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  5. José Aarón Melo-Banda
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  6. Philippe J. Mésini
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  7. Nancy Patricia Díaz-Zavala
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Contributions

Samuel Zapién-Castillo, Nancy P. Díaz-Zavala, Philippe J. Mésini, and Jessica I. Lozano-Navarro conceived and designed the experiments, also analyzed the data, wrote the paper, and revised the written translation of article; Samuel Zapién-Castillo and Jorge J. Montes-Patiño performed the experiments; Josué F. Pérez-Sánchez and José A. Melo-Banda analyzed the data. All authors have read and agreed to the published version of the manuscript.

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Correspondence to Nancy Patricia Díaz-Zavala.

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Zapién-Castillo, S., Montes-Patiño, J.J., Pérez-Sánchez, J.F. et al. Recovery of Fuels Using the Supramolecular Gelation Ability of a Hydroxybenzoic Acid Bisamide Derivative. Water Air Soil Pollut 232, 39 (2021). https://doi.org/10.1007/s11270-021-04991-x

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