4.6 Article

Natural Deep Eutectic Solvents Based on Choline Chloride and Phenolic Compounds as Efficient Bioadhesives and Corrosion Protectors

Journal

ACS SUSTAINABLE CHEMISTRY & ENGINEERING
Volume 10, Issue 25, Pages 8135-8142

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acssuschemeng.2c01976

Keywords

Polyphenols; Eutectic mixtures; Catechol chemistry; Metal-ligand coordination; Tissue adhesives; Corrosion inhibitors

Funding

  1. Marie Sklodowska-Curie Research and Innovation Staff Exchanges (RISE) [823989]
  2. CONICET
  3. ANPCyT (Argentina) [2020.01555.CEECIND]
  4. FCT/MCTES [UIDB/50006/2020, UIDP/50006/2020]
  5. Marie Curie Actions (MSCA) [823989] Funding Source: Marie Curie Actions (MSCA)

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This study reports a series of novel natural deep eutectics solvents (NADES) based on choline chloride and plant-derived polyphenols. Most of these phenolic NADES exhibit wide liquid ranges and high thermal stability. Small-sized polyphenols in these NADES show low viscosity liquids with ionic conductivities at room temperature. The polyphenols also possess valuable properties such as therapeutic agents, antioxidants, adhesives, and redox-active compounds. The potential of these NADES for bioadhesives and corrosion protection has been evaluated.
Natural deep eutectics solvents (NADES), owing to their high solvation capacity and nontoxicity, are actively being sought for many technological applications. Herein, we report a series of novel NADES based on choline chloride and plant-derived polyphenols. Most of the obtained phenolic NADES have a wide liquid range and high thermal stability above 150 degrees C. Among them, small-sized polyphenols, like pyrogallol, vanillyl alcohol, or gentisic acid, lead to low-viscosity liquids with ionic conductivities in the order of 10(-3) S cm(-1) at room temperature. Interestingly, polyphenols possess valuable properties as therapeutic agents, antioxidants, adhesives, or redox-active compounds, among others. Thus, we evaluated the potential of these novel NADES for two applications: bioadhesives and corrosion protection. The mixture of choline chloridevanillyl alcohol (2:3 mol ratio) and gelatin resulted in a highly adhesive viscoelastic liquid (adhesive stress approximate to 135 kPa), affording shear thinning behavior. Furthermore, choline chloride-tannic acid (20:1) showed an extraordinary ability to coordinate iron ions, reaching excellent corrosion inhibitive efficiencies in mild steel protection.

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