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Maya chemistry of organic inorganic hybrid materials: isomerization, cyclicization and redox tuning of organic dyes attached to porous silicates

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Maya chemistry of organic inorganic hybrid materials: isomerization, cyclicization and redox tuning of organic dyes attached to porous silicates

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Nombre: -ANTONIO DOMÉNECH ...
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dc.contributor.author Domenech Carbo, Antonio es_ES
dc.contributor.author Valle-Algarra, Francisco M. es_ES
dc.contributor.author Domenech Carbo, Mª Teresa es_ES
dc.contributor.author Osete Cortina, Laura es_ES
dc.contributor.author Domine, Marcelo Eduardo es_ES
dc.date.accessioned 2016-06-06T10:28:58Z
dc.date.available 2016-06-06T10:28:58Z
dc.date.issued 2013
dc.identifier.issn 2046-2069
dc.identifier.uri http://hdl.handle.net/10251/65299
dc.description.abstract [EN] Association of indigo and lapachol dyes to aluminosilicate clays yields polyfunctional organic – inorganic hybrid materials forming Maya Blue-like systems. Upon partial removing of clay's zeolitic water by moderate thermal treatment, abundant isomerization, cyclicization and oxidation reactions occur defining a‘ Maya chemistry whose complexity could explain the versatile use of such materials in the pre-Columbian cultures and permits the preparation of polyfunctional materials potentially usable for therapeutic and catalytic purposes. es_ES
dc.description.sponsorship Financial support is gratefully acknowledged from the MEC Projects CTQ2011-28079-CO3-01 and 02 which are also supported with ERDF funds. en_EN
dc.language Inglés es_ES
dc.publisher Royal Society of Chemistry es_ES
dc.relation.ispartof RSC Advances es_ES
dc.rights Reserva de todos los derechos es_ES
dc.subject Maya chemistry es_ES
dc.subject Maya Blue es_ES
dc.subject.classification PINTURA es_ES
dc.title Maya chemistry of organic inorganic hybrid materials: isomerization, cyclicization and redox tuning of organic dyes attached to porous silicates es_ES
dc.type Artículo es_ES
dc.identifier.doi 10.1039/c3ra42890g
dc.relation.projectID info:eu-repo/grantAgreement/MINECO//CTQ2011-28079-C03-01/ES/DESARROLLO DE METODOS NANOELECTROQUIMICOS DE ANALISIS DE OBRA PICTORICA BASADOS EN LA TECNICA DE MICROSCOPIA DE FUERZA ATOMICA-VOLTAMETRIA DE NANOPARTICULAS/
dc.relation.projectID info:eu-repo/grantAgreement/MINECO//CTQ2011-28079-C03-02/ES/DESARROLLO DE METODOS NANOELECTROQUIMICOS DE ANALSISIS DE OBRAS PICTORICAS BASADOS EN "ONE-TOUCH", "LAYER-BY-LAYER" VOLTAMPEROMETRIA DE MICRO%2FNANOPARTICULAS Y MICROSCOPIA ELEC/
dc.rights.accessRights Abierto es_ES
dc.contributor.affiliation Universitat Politècnica de València. Departamento de Conservación y Restauración de Bienes Culturales - Departament de Conservació i Restauració de Béns Culturals es_ES
dc.contributor.affiliation Universitat Politècnica de València. Instituto Universitario de Restauración del Patrimonio - Institut Universitari de Restauració del Patrimoni es_ES
dc.contributor.affiliation Universitat Politècnica de València. Instituto Universitario Mixto de Tecnología Química - Institut Universitari Mixt de Tecnologia Química es_ES
dc.description.bibliographicCitation Domenech Carbo, A.; Valle-Algarra, FM.; Domenech Carbo, MT.; Osete Cortina, L.; Domine, ME. (2013). Maya chemistry of organic inorganic hybrid materials: isomerization, cyclicization and redox tuning of organic dyes attached to porous silicates. RSC Advances. 3:20099-20105. https://doi.org/10.1039/c3ra42890g es_ES
dc.description.accrualMethod S es_ES
dc.relation.publisherversion http://www.rsc.org/journals-books-databases/about-journals/rsc-advances/?id=8317 es_ES
dc.description.upvformatpinicio 20099 es_ES
dc.description.upvformatpfin 20105 es_ES
dc.type.version info:eu-repo/semantics/publishedVersion es_ES
dc.description.volume 3 es_ES
dc.relation.senia 264814 es_ES
dc.identifier.eissn 2046-2069
dc.contributor.funder European Regional Development Fund
dc.contributor.funder Ministerio de Economía y Competitividad es_ES
dc.description.references Gómez-Romero, P., & Sanchez, C. (2005). Hybrid materials. Functional properties. From Maya Blue to 21st century materials. New J. Chem., 29(1), 57-58. doi:10.1039/b416075b es_ES
dc.description.references Calzaferri, G., Huber, S., Maas, H., & Minkowski, C. (2003). Host–Guest Antenna Materials. Angewandte Chemie International Edition, 42(32), 3732-3758. doi:10.1002/anie.200300570 es_ES
dc.description.references Doménech, A., Doménech-Carbó, M. T., Sánchez del Río, M., Vázquez de Agredos Pascual, M. L., & Lima, E. (2009). Maya Blue as a nanostructured polyfunctional hybrid organic–inorganic material: the need to change paradigms. New Journal of Chemistry, 33(12), 2371. doi:10.1039/b901942a es_ES
dc.description.references Hubbard, B., Kuang, W., Moser, A., Facey, G. A., & Detellier, C. (2003). Structural study of Maya Blue: textural, thermal and solidstate multinuclear magnetic resonance characterization of the palygorskite-indigo and sepiolite-indigo adducts. Clays and Clay Minerals, 51(3), 318-326. doi:10.1346/ccmn.2003.0510308 es_ES
dc.description.references Fois, E., Gamba, A., & Tilocca, A. (2003). On the unusual stability of Maya blue paint: molecular dynamics simulations. Microporous and Mesoporous Materials, 57(3), 263-272. doi:10.1016/s1387-1811(02)00596-6 es_ES
dc.description.references Sánchez del Río, M., Martinetto, P., Somogyi, A., Reyes-Valerio, C., Dooryhée, E., Peltier, N., … Dran, J.-C. (2004). Microanalysis study of archaeological mural samples containing Maya blue pigment. Spectrochimica Acta Part B: Atomic Spectroscopy, 59(10-11), 1619-1625. doi:10.1016/j.sab.2004.07.027 es_ES
dc.description.references Giustetto, R., Llabrés i Xamena, F. X., Ricchiardi, G., Bordiga, S., Damin, A., Gobetto, R., & Chierotti, M. R. (2005). Maya Blue:  A Computational and Spectroscopic Study. The Journal of Physical Chemistry B, 109(41), 19360-19368. doi:10.1021/jp048587h es_ES
dc.description.references Doménech, A., Doménech-Carbó, M. T., & Vázquez de Agredos Pascual, M. L. (2006). Dehydroindigo:  A New Piece into the Maya Blue Puzzle from the Voltammetry of Microparticles Approach. The Journal of Physical Chemistry B, 110(12), 6027-6039. doi:10.1021/jp057301l es_ES
dc.description.references Doménech, A., Doménech-Carbó, M. T., & Vázquez de Agredos Pascual, M. L. (2007). Indigo/Dehydroindigo/Palygorskite Complex in Maya Blue:  An Electrochemical Approach. The Journal of Physical Chemistry C, 111(12), 4585-4595. doi:10.1021/jp067369g es_ES
dc.description.references Doménech, A., Doménech-Carbó, M. T., & de Agredos Pascual, M. L. V. (2007). Chemometric Study of Maya Blue from the Voltammetry of Microparticles Approach. Analytical Chemistry, 79(7), 2812-2821. doi:10.1021/ac0623686 es_ES
dc.description.references DOMÉNECH, A., DOMÉNECH-CARBÓ, M. T., & VÁZQUEZ DE AGREDOS PASCUAL, M. L. (2009). CORRELATION BETWEEN SPECTRAL, SEM/EDX AND ELECTROCHEMICAL PROPERTIES OF MAYA BLUE: A CHEMOMETRIC STUDY*. Archaeometry, 51(6), 1015-1034. doi:10.1111/j.1475-4754.2009.00453.x es_ES
dc.description.references Doménech, A., Doménech-Carbó, M. T., & Vázquez de Agredos-Pascual, M. L. (2011). From Maya Blue to «Maya Yellow»: A Connection between Ancient Nanostructured Materials from the Voltammetry of Microparticles. Angewandte Chemie International Edition, 50(25), 5741-5744. doi:10.1002/anie.201100921 es_ES
dc.description.references Doménech, A., Doménech-Carbó, M. T., Vidal-Lorenzo, C., & de Agredos-Pascual, M. L. V. (2011). Insights into the Maya Blue Technology: Greenish Pellets from the Ancient City of La Blanca. Angewandte Chemie International Edition, 51(3), 700-703. doi:10.1002/anie.201106562 es_ES
dc.description.references Doménech, A., Doménech-Carbó, M. T., Sánchez del Río, M., Goberna, S., & Lima, E. (2009). Evidence of Topological Indigo/Dehydroindigo Isomers in Maya Blue-Like Complexes Prepared from Palygorskite and Sepiolite. The Journal of Physical Chemistry C, 113(28), 12118-12131. doi:10.1021/jp900711k es_ES
dc.description.references Doménech, A., Doménech-Carbó, M. T., del Río, M. S., & de Agredos Pascual, M. L. V. (2008). Comparative study of different indigo-clay Maya Blue-like systems using the voltammetry of microparticles approach. Journal of Solid State Electrochemistry, 13(6), 869-878. doi:10.1007/s10008-008-0616-1 es_ES
dc.description.references Doménech-Carbó, A., Doménech-Carbó, M. T., Valle-Algarra, F. M., Domine, M. E., & Osete-Cortina, L. (2013). On the dehydroindigo contribution to Maya Blue. Journal of Materials Science, 48(20), 7171-7183. doi:10.1007/s10853-013-7534-z es_ES
dc.description.references Doménech-Carbó, A., Valle-Algarra, F. M., Doménech-Carbó, M. T., Domine, M. E., Osete-Cortina, L., & Gimeno-Adelantado, J. V. (2013). Redox Tuning and Species Distribution in Maya Blue-Type Materials: A Reassessment. ACS Applied Materials & Interfaces, 5(16), 8134-8145. doi:10.1021/am402193u es_ES
dc.description.references Rondão, R., Seixas de Melo, J. S., Bonifácio, V. D. B., & Melo, M. J. (2010). Dehydroindigo, the Forgotten Indigo and Its Contribution to the Color of Maya Blue. The Journal of Physical Chemistry A, 114(4), 1699-1708. doi:10.1021/jp907718k es_ES
dc.description.references Tilocca, A., & Fois, E. (2009). The Color and Stability of Maya Blue: TDDFT Calculations. The Journal of Physical Chemistry C, 113(20), 8683-8687. doi:10.1021/jp810945a es_ES
dc.description.references Giustetto, R., Seenivasan, K., Bonino, F., Ricchiardi, G., Bordiga, S., Chierotti, M. R., & Gobetto, R. (2011). Host/Guest Interactions in a Sepiolite-Based Maya Blue Pigment: A Spectroscopic Study. The Journal of Physical Chemistry C, 115(34), 16764-16776. doi:10.1021/jp203270c es_ES
dc.description.references Giustetto, R., & Wahyudi, O. (2011). Sorption of red dyes on palygorskite: Synthesis and stability of red/purple Mayan nanocomposites. Microporous and Mesoporous Materials, 142(1), 221-235. doi:10.1016/j.micromeso.2010.12.004 es_ES
dc.description.references Giustetto, R., Seenivasan, K., Pellerej, D., Ricchiardi, G., & Bordiga, S. (2012). Spectroscopic characterization and photo/thermal resistance of a hybrid palygorskite/methyl red Mayan pigment. Microporous and Mesoporous Materials, 155, 167-176. doi:10.1016/j.micromeso.2012.01.024 es_ES
dc.description.references Sánchez del Río, M., Boccaleri, E., Milanesio, M., Croce, G., van Beek, W., Tsiantos, C., … García-Romero, E. (2009). A combined synchrotron powder diffraction and vibrational study of the thermal treatment of palygorskite–indigo to produce Maya blue. Journal of Materials Science, 44(20), 5524-5536. doi:10.1007/s10853-009-3772-5 es_ES
dc.description.references Mondelli, C., Río, M. S. del, González, M. A., Magazzú, A., Cavallari, C., Suárez, M., … Romano, P. (2012). Role of water on formation and structural features of Maya blue. Journal of Physics: Conference Series, 340, 012109. doi:10.1088/1742-6596/340/1/012109 es_ES
dc.description.references Dejoie, C., Martinetto, P., Dooryhée, E., Strobel, P., Blanc, S., Bordat, P., … Anne, M. (2010). Indigo@Silicalite: a New Organic−Inorganic Hybrid Pigment. ACS Applied Materials & Interfaces, 2(8), 2308-2316. doi:10.1021/am100349b es_ES
dc.description.references Dejoie, C., Martinetto, P., Dooryhée, E., Brown, R., Blanc, S., Bordat, P., … Anne, M. (2011). Diffusion Of Indigo Molecules Inside The Palygorskite Clay Channels. MRS Proceedings, 1319. doi:10.1557/opl.2011.924 es_ES
dc.description.references Ovarlez, S., Giulieri, F., Chaze, A.-M., Delamare, F., Raya, J., & Hirschinger, J. (2009). The Incorporation of Indigo Molecules in Sepiolite Tunnels. Chemistry - A European Journal, 15(42), 11326-11332. doi:10.1002/chem.200901482 es_ES
dc.description.references Ovarlez, S., Giulieri, F., Delamare, F., Sbirrazzuoli, N., & Chaze, A.-M. (2011). Indigo–sepiolite nanohybrids: Temperature-dependent synthesis of two complexes and comparison with indigo–palygorskite systems. Microporous and Mesoporous Materials, 142(1), 371-380. doi:10.1016/j.micromeso.2010.12.025 es_ES
dc.description.references Franç, N. A., Giulieri, oise, Ovarlez, S., & Chaze, A. M. (2012). Indigo/sepiolite nanohybrids: stability of natural pigments inspired by Maya blue. International Journal of Nanotechnology, 9(3/4/5/6/7), 605. doi:10.1504/ijnt.2012.045334 es_ES
dc.description.references Tsiantos, C., Tsampodimou, M., Kacandes, G. H., Sánchez del Río, M., Gionis, V., & Chryssikos, G. D. (2011). Vibrational investigation of indigo–palygorskite association(s) in synthetic Maya blue. Journal of Materials Science, 47(7), 3415-3428. doi:10.1007/s10853-011-6189-x es_ES
dc.description.references Lima, E., Guzmán, A., Vera, M., Rivera, J. L., & Fraissard, J. (2012). Aged Natural and Synthetic Maya Blue-Like Pigments: What Difference Does It Make? The Journal of Physical Chemistry C, 116(7), 4556-4563. doi:10.1021/jp207602m es_ES
dc.description.references Kumagai, Y., Tsurutani, Y., Shinyashiki, M., Homma-Takeda, S., Nakai, Y., Yoshikawa, T., & Shimojo, N. (1997). Bioactivation of lapachol responsible for DNA scission by NADPH-cytochrome P450 reductase. Environmental Toxicology and Pharmacology, 3(4), 245-250. doi:10.1016/s1382-6689(97)00019-7 es_ES
dc.description.references Nasiri, H. R., Bolte, M., & Schwalbe, H. (2008). Electrochemical and crystal structural analysis ofα- and dehydro-α-lapachones. Natural Product Research, 22(14), 1225-1230. doi:10.1080/14786410701654925 es_ES
dc.description.references Garkavtsev, I., Chauhan, V. P., Wong, H. K., Mukhopadhyay, A., Glicksman, M. A., Peterson, R. T., & Jain, R. K. (2011). Dehydro- -lapachone, a plant product with antivascular activity. Proceedings of the National Academy of Sciences, 108(28), 11596-11601. doi:10.1073/pnas.1104225108 es_ES
dc.description.references Doménech-Carbó, A., Labuda, J., & Scholz, F. (2012). Electroanalytical chemistry for the analysis of solids: Characterization and classification (IUPAC Technical Report). Pure and Applied Chemistry, 85(3), 609-631. doi:10.1351/pac-rep-11-11-13 es_ES
dc.description.references Hoffman, R. C., Zilber, R. C., & Hoffman, R. E. (2010). NMR spectroscopic study of the Murex trunculus dyeing process. Magnetic Resonance in Chemistry, 48(11), 892-895. doi:10.1002/mrc.2685 es_ES
dc.description.references Laatsch, H., Thomson, R. H., & Cox, P. J. (1984). Spectroscopic properties of violacein and related compounds: crystal structure of tetramethylviolacein. Journal of the Chemical Society, Perkin Transactions 2, (8), 1331. doi:10.1039/p29840001331 es_ES
dc.description.references Silva, J. F. M. da, Garden, S. J., & Pinto, A. C. (2001). The chemistry of isatins: a review from 1975 to 1999. Journal of the Brazilian Chemical Society, 12(3), 273-324. doi:10.1590/s0103-50532001000300002 es_ES
dc.description.references Doménech-Carbó, A., Martini, M., de Carvalho, L. M., & Doménech-Carbó, M. T. (2012). Square wave voltammetric determination of the redox state of a reversibly oxidized/reduced depolarizer in solution and in solid state. Journal of Electroanalytical Chemistry, 684, 13-19. doi:10.1016/j.jelechem.2012.08.016 es_ES
dc.description.references Doménech, A., Doménech-Carbó, M. T., Osete-Cortina, L., & Montoya, N. (2013). Application of solid-state electrochemistry techniques to polyfunctional organic–inorganic hybrid materials: The Maya Blue problem. Microporous and Mesoporous Materials, 166, 123-130. doi:10.1016/j.micromeso.2012.04.031 es_ES
dc.description.references Bond, A. M., Marken, F., Hill, E., Compton, R. G., & Hügel, H. (1997). The electrochemical reduction of indigo dissolved in organic solvents and as a solid mechanically attached to a basal plane pyrolytic graphite electrode immersed in aqueous electrolyte solution. Journal of the Chemical Society, Perkin Transactions 2, (9), 1735-1742. doi:10.1039/a701003f es_ES
dc.description.references He, H., Ding, Z., & Shoesmith, D. W. (2009). The determination of electrochemical reactivity and sustainability on individual hyper-stoichiometric UO2+x grains by Raman microspectroscopy and scanning electrochemical microscopy. Electrochemistry Communications, 11(8), 1724-1727. doi:10.1016/j.elecom.2009.07.013 es_ES
dc.description.references Guadagnini, L., Maljusch, A., Chen, X., Neugebauer, S., Tonelli, D., & Schuhmann, W. (2009). Visualization of electrocatalytic activity of microstructured metal hexacyanoferrates by means of redox competition mode of scanning electrochemical microscopy (RC-SECM). Electrochimica Acta, 54(14), 3753-3758. doi:10.1016/j.electacta.2009.01.076 es_ES
dc.description.references Yasarawan, N., & van Duijneveldt, J. S. (2008). Dichroism in Dye-Doped Colloidal Liquid Crystals. Langmuir, 24(14), 7184-7192. doi:10.1021/la800849y es_ES
dc.description.references Pires, S. M. G., Paula, R. D., Simões, M. M. Q., Silva, A. M. S., Domingues, M. R. M., Santos, I. C. M. S., … Cavaleiro, J. A. S. (2011). Novel biomimetic oxidation of lapachol with H2O2 catalysed by a manganese(iii) porphyrin complex. RSC Advances, 1(7), 1195. doi:10.1039/c1ra00578b es_ES
dc.description.references Niehues, M., Barros, V. P., Emery, F. da S., Dias-Baruffi, M., Assis, M. das D., & Lopes, N. P. (2012). Biomimetic in vitro oxidation of lapachol: A model to predict and analyse the in vivo phase I metabolism of bioactive compounds. European Journal of Medicinal Chemistry, 54, 804-812. doi:10.1016/j.ejmech.2012.06.042 es_ES
dc.description.references Ferraz, P. A. ., de Abreu, F. C., Pinto, A. V., Glezer, V., Tonholo, J., & Goulart, M. O. . (2001). Electrochemical aspects of the reduction of biologically active 2-hydroxy-3-alkyl-1,4-naphthoquinones. Journal of Electroanalytical Chemistry, 507(1-2), 275-286. doi:10.1016/s0022-0728(01)00439-9 es_ES
dc.description.references Abreu, F. C., Goulart, M. O. F., & Brett, A. M. O. (2002). Reduction of Lapachones in Aqueous Media at a Glassy Carbon Electrode. Electroanalysis, 14(1), 29-34. doi:10.1002/1521-4109(200201)14:1<29::aid-elan29>3.0.co;2-a es_ES
dc.description.references Ngameni, E., Tonle, I. K., Nanseu, C. P., & Wandji, R. (2000). Voltammetry Study of 2-Hydroxy-3-isopropenyl-1,4-naphthoquinone Using a Carbon Paste Electrode. Electroanalysis, 12(11), 847-852. doi:10.1002/1521-4109(200007)12:11<847::aid-elan847>3.0.co;2-9 es_ES
dc.description.references Goulart, M. O. F., Lima, N. M. F., Sant’Ana, A. E. G., Ferraz, P. A. L., Cavalcanti, J. C. M., Falkowski, P., … Liwo, A. (2004). Electrochemical studies of isolapachol with emphasis on oxygen interaction with its radical anions. Journal of Electroanalytical Chemistry, 566(1), 25-29. doi:10.1016/j.jelechem.2003.10.043 es_ES
dc.description.references Jungbluth, G., Rühling, I., & Ternes, W. (2000). Oxidation of flavonols with Cu(II), Fe(II) and Fe(III) in aqueous media. Journal of the Chemical Society, Perkin Transactions 2, (9), 1946-1952. doi:10.1039/b002323j es_ES
dc.description.references Caamal-Fuentes, E., Torres-Tapia, L. W., Simá-Polanco, P., Peraza-Sánchez, S. R., & Moo-Puc, R. (2011). Screening of plants used in Mayan traditional medicine to treat cancer-like symptoms. Journal of Ethnopharmacology, 135(3), 719-724. doi:10.1016/j.jep.2011.04.004 es_ES
dc.description.references Arnold, D. E., Bohor, B. F., Neff, H., Feinman, G. M., Williams, P. R., Dussubieux, L., & Bishop, R. (2012). The first direct evidence of pre-columbian sources of palygorskite for Maya Blue. Journal of Archaeological Science, 39(7), 2252-2260. doi:10.1016/j.jas.2012.02.036 es_ES


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