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

Author:

Pintus Anna1ORCID,Aragoni M. Carla1ORCID,Carcangiu Gianfranco2,Caria Veronica1,Coles Simon J.3,Dodd Eleanor3,Giacopetti Laura1,Gimeno Domingo4ORCID,Lippolis Vito1ORCID,Meloni Paola56,Murgia Simone1,Navarro Ezquerra Antonia7ORCID,Podda Enrico18ORCID,Urru Claudia1,Arca Massimiliano1ORCID

Affiliation:

1. Dipartimento di Scienze Chimiche e Geologiche, Università degli Studi di Cagliari, S. S. 554 Bivio per Sestu, 09042 Monserrato, CA, Italy

2. Consiglio Nazionale Delle Ricerche (CNR), Istituto di Scienze dell’Atmosfera e Del Clima (ISAC), UOS di Cagliari c/o Dipartimento di Fisica, Università degli Studi di Cagliari, S. S. 554 Bivio per Sestu, 09042 Monserrato, CA, Italy

3. National Crystallography Service, School of Chemistry, University of Southampton, Southampton SO17 1BJ, UK

4. Facultat de Ciències de la Terra, Universitat de Barcelona, c/Martí i Franquès s/n, 08028 Barcelona, Spain

5. Dipartimento di Ingegneria Meccanica, Chimica e dei Materiali, Via Marengo 2, 09123 Cagliari, CA, Italy

6. Laboratorio Colle di Bonaria, Università degli Studi di Cagliari, Via Ravenna snc, 09125 Cagliari, CA, Italy

7. Departamento de Tecnología de la Arquitectura, EPSEB-UPC, Avda. Doctor Marañón, 44-50, 08028 Barcelona, Spain

8. Centro Servizi di Ateneo per la Ricerca (CeSAR), Università degli Studi di Cagliari, S. S. 554 Bivio Sestu, 09042 Monserrato, CA, Italy

Abstract

Ammonium N-(pyridin-2-ylmethyl)oxamate (AmPicOxam), synthesized from O-methyl-N-(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% w/w) of the title compound with respect to ammonium oxalate (0.4 M, 5% w/w) 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% w/w 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 N-(pyridin-2-ylmethyl)oxamate anion and the hydrolysis reaction leading from AmPicOxam to CaOx.

Publisher

MDPI AG

Subject

Chemistry (miscellaneous),Analytical Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Molecular Medicine,Drug Discovery,Pharmaceutical Science

Reference86 articles.

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