Ammonium <i>N</i>-(pyridin-2-ylmethyl)oxamate (AmPicOxam): A Novel Precursor of Calcium Oxalate Coating for Carbonate Stone Substrates

Ammonium <i>N</i>-(pyridin-2-ylmethyl)oxamate (AmPicOxam), synthesized from <i>O</i>-methyl-<i>N</i>-(pyridin-2-ylmethyl)oxamate, was spectroscopically and structurally characterized and assayed as a novel precursor for the protection and consolidation of carbonat...

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Bibliographic Details
Main Authors: Anna Pintus, M. Carla Aragoni, Gianfranco Carcangiu, Veronica Caria, Simon J. Coles, Eleanor Dodd, Laura Giacopetti, Domingo Gimeno, Vito Lippolis, Paola Meloni, Simone Murgia, Antonia Navarro Ezquerra, Enrico Podda, Claudia Urru, Massimiliano Arca
Format: Article
Language:English
Published: MDPI AG 2023-07-01
Series:Molecules
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Online Access:https://www.mdpi.com/1420-3049/28/15/5768
Description
Summary:Ammonium <i>N</i>-(pyridin-2-ylmethyl)oxamate (AmPicOxam), synthesized from <i>O</i>-methyl-<i>N</i>-(pyridin-2-ylmethyl)oxamate, was spectroscopically and structurally characterized and assayed as a novel precursor for the protection and consolidation of carbonate stone substrates. An in-depth characterization of treated and untreated biomicritic limestone and white Carrara marble samples was carried out by means of SEM microscopy, X-ray powder diffraction, helium pycnometry, determination of water transport properties, and pull-off tests. The improved solubility (1.00 M, 16.5% <i>w</i>/<i>w</i>) of the title compound with respect to ammonium oxalate (0.4 M, 5% <i>w</i>/<i>w</i>) results in the formation of a thicker protective coating of calcium oxalate (CaOx) dihydrate (weddellite) on marble and biomicrite samples after the treatment with 5% and 12% <i>w</i>/<i>w</i> water solutions, producing a reduction in the stone porosity and increased cohesion. Theoretical calculations were carried out at the DFT level to investigate both the electronic structure of the <i>N</i>-(pyridin-2-ylmethyl)oxamate anion and the hydrolysis reaction leading from AmPicOxam to CaOx.
ISSN:1420-3049