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...
| Main Authors: | , , , , , , , , , , , , , , |
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| Format: | Article |
| Language: | English |
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MDPI AG
2023-07-01
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| Series: | Molecules |
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| Online Access: | https://www.mdpi.com/1420-3049/28/15/5768 |
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| author | 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 |
| author_facet | 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 |
| author_sort | Anna Pintus |
| collection | DOAJ |
| description | 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. |
| first_indexed | 2024-03-11T00:20:22Z |
| format | Article |
| id | doaj.art-44355f100d57412da8cdfbc8bcb90f5b |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-03-11T00:20:22Z |
| publishDate | 2023-07-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-44355f100d57412da8cdfbc8bcb90f5b2023-11-18T23:18:38ZengMDPI AGMolecules1420-30492023-07-012815576810.3390/molecules28155768Ammonium <i>N</i>-(pyridin-2-ylmethyl)oxamate (AmPicOxam): A Novel Precursor of Calcium Oxalate Coating for Carbonate Stone SubstratesAnna Pintus0M. Carla Aragoni1Gianfranco Carcangiu2Veronica Caria3Simon J. Coles4Eleanor Dodd5Laura Giacopetti6Domingo Gimeno7Vito Lippolis8Paola Meloni9Simone Murgia10Antonia Navarro Ezquerra11Enrico Podda12Claudia Urru13Massimiliano Arca14Dipartimento di Scienze Chimiche e Geologiche, Università degli Studi di Cagliari, S. S. 554 Bivio per Sestu, 09042 Monserrato, CA, ItalyDipartimento di Scienze Chimiche e Geologiche, Università degli Studi di Cagliari, S. S. 554 Bivio per Sestu, 09042 Monserrato, CA, ItalyConsiglio 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, ItalyDipartimento di Scienze Chimiche e Geologiche, Università degli Studi di Cagliari, S. S. 554 Bivio per Sestu, 09042 Monserrato, CA, ItalyNational Crystallography Service, School of Chemistry, University of Southampton, Southampton SO17 1BJ, UKNational Crystallography Service, School of Chemistry, University of Southampton, Southampton SO17 1BJ, UKDipartimento di Scienze Chimiche e Geologiche, Università degli Studi di Cagliari, S. S. 554 Bivio per Sestu, 09042 Monserrato, CA, ItalyFacultat de Ciències de la Terra, Universitat de Barcelona, c/Martí i Franquès s/n, 08028 Barcelona, SpainDipartimento di Scienze Chimiche e Geologiche, Università degli Studi di Cagliari, S. S. 554 Bivio per Sestu, 09042 Monserrato, CA, ItalyDipartimento di Ingegneria Meccanica, Chimica e dei Materiali, Via Marengo 2, 09123 Cagliari, CA, ItalyDipartimento di Scienze Chimiche e Geologiche, Università degli Studi di Cagliari, S. S. 554 Bivio per Sestu, 09042 Monserrato, CA, ItalyDepartamento de Tecnología de la Arquitectura, EPSEB-UPC, Avda. Doctor Marañón, 44-50, 08028 Barcelona, SpainDipartimento di Scienze Chimiche e Geologiche, Università degli Studi di Cagliari, S. S. 554 Bivio per Sestu, 09042 Monserrato, CA, ItalyDipartimento di Scienze Chimiche e Geologiche, Università degli Studi di Cagliari, S. S. 554 Bivio per Sestu, 09042 Monserrato, CA, ItalyDipartimento di Scienze Chimiche e Geologiche, Università degli Studi di Cagliari, S. S. 554 Bivio per Sestu, 09042 Monserrato, CA, ItalyAmmonium <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.https://www.mdpi.com/1420-3049/28/15/5768calciteoxamatemarblelimestoneconservationcultural heritage |
| spellingShingle | 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 Ammonium <i>N</i>-(pyridin-2-ylmethyl)oxamate (AmPicOxam): A Novel Precursor of Calcium Oxalate Coating for Carbonate Stone Substrates Molecules calcite oxamate marble limestone conservation cultural heritage |
| title | Ammonium <i>N</i>-(pyridin-2-ylmethyl)oxamate (AmPicOxam): A Novel Precursor of Calcium Oxalate Coating for Carbonate Stone Substrates |
| title_full | Ammonium <i>N</i>-(pyridin-2-ylmethyl)oxamate (AmPicOxam): A Novel Precursor of Calcium Oxalate Coating for Carbonate Stone Substrates |
| title_fullStr | Ammonium <i>N</i>-(pyridin-2-ylmethyl)oxamate (AmPicOxam): A Novel Precursor of Calcium Oxalate Coating for Carbonate Stone Substrates |
| title_full_unstemmed | Ammonium <i>N</i>-(pyridin-2-ylmethyl)oxamate (AmPicOxam): A Novel Precursor of Calcium Oxalate Coating for Carbonate Stone Substrates |
| title_short | Ammonium <i>N</i>-(pyridin-2-ylmethyl)oxamate (AmPicOxam): A Novel Precursor of Calcium Oxalate Coating for Carbonate Stone Substrates |
| title_sort | ammonium i n i pyridin 2 ylmethyl oxamate ampicoxam a novel precursor of calcium oxalate coating for carbonate stone substrates |
| topic | calcite oxamate marble limestone conservation cultural heritage |
| url | https://www.mdpi.com/1420-3049/28/15/5768 |
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