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Preparation of Polydopamine Sulfamic Acid-Functionalized Silica Gel as Heterogeneous and Recyclable Nanocatalyst for Acetylation of Alcohols and Amines Under Solvent-Free Conditions

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Abstract

To fabricate SiO2/PDA–SO3H nanocatalyst, a suitable method is designed for the loading of sulfonic acid groups on the surface of polydopamine (PDA)-encapsulated SiO2 nanoparticles. To bridge the gap between heterogeneous and homogeneous catalysis, surface functionalization of silica gel is an elegant procedure. The morphology, structure, and physicochemical features were specified using different analytical techniques including field emission scanning electron microscopy (FESEM), Fourier transformed infrared spectroscopy (FT-IR), high resolution-transmission electron microscopy (HR-TEM), energy dispersive X-ray spectroscopy (EDS), wavelength-dispersive X-ray spectroscopy (WDX), X-ray photoelectron spectroscopy (XPS), and back titration. The SiO2/PDA–SO3H nanoparticles are efficient nanocatalysts for the acetylation of many alcohols, phenols, and amines with acetic anhydride under solvent-free conditions in good to excellent yields. Moreover, the reuse and recovery of the catalyst was shown seven times without detectible loss in activity.

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Acknowledgements

We are thankful to Payame Noor University, Tehran, Iran, for partial support of this work.

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Authors and Affiliations

  1. Department of Chemistry, Payame Noor University, Tehran, 19395-4697, Iran

    Hojat Veisi & Saba Vafajoo

  2. Department of Organic Chemistry, Faculty of Chemistry, Razi University, Kermanshah 67149‐67346, Iran

    Kiumars Bahrami

  3. Nanoscience and Nanotechnology Research Center (NNRC), Razi University, Kermanshah 67149‐67346, Iran

    Kiumars Bahrami

  4. Department of Pharmaceutical Chemistry, Faculty of Pharmaceutical Chemistry, Pharmaceutical Sciences Branch, Islamic Azad University, (IAUPS), Tehran, Iran

    Bita Mozafari

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  1. Hojat Veisi
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  2. Saba Vafajoo
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  3. Kiumars Bahrami
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  4. Bita Mozafari
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Correspondence to Hojat Veisi.

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Veisi, H., Vafajoo, S., Bahrami, K. et al. Preparation of Polydopamine Sulfamic Acid-Functionalized Silica Gel as Heterogeneous and Recyclable Nanocatalyst for Acetylation of Alcohols and Amines Under Solvent-Free Conditions. Catal Lett 148, 2734–2745 (2018). https://doi.org/10.1007/s10562-018-2486-1

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  • DOI: https://doi.org/10.1007/s10562-018-2486-1

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