Thermal And Spectroscopic Study To Investigate P-aminobenzoic Acid, Sodium P-aminobenzoate And Its Compounds With Some Lighter Trivalent Lanthanides

Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)The characterization, thermal stability and thermal decomposition of some lighter trivalent lanthanide p-aminobenzoates, Ln(C7H6NO2)3·H2O (Ln = La, Ce, Pr, Nd, Sm), as well as the thermal behavior and spectroscopic study of p-aminobenzoic acid C7H7NO2 and its sodium salt were investigated. The following methods were utilized: simultaneous thermogravimetry and differential thermal analysis (TG-DTA) in dynamic dry air and nitrogen atmospheres; differential scanning calorimetry (DSC); middle (MIR) and near (NIR) infrared region spectroscopy; evolved gas analysis (EGA); elemental analysis; complexometry; X-ray diffraction (XRD); and diffuse reflectance spectroscopy (DR) in the ultraviolet and visible regions. All the compounds were obtained monohydrated and the thermal decomposition occurred in two, three or four steps in an air atmosphere, and three or four steps in N2 atmosphere. In both atmospheres (air and N2) the final residues were CeO2, Pr6O11, Ln2O3 (Ln = La, Nd, Sm). The results also provided information concerning the coordination mode and thermal behavior, as well as the identification of the gaseous products which evolved during the thermal decomposition of these compounds. The DR and NIR spectra provided information about the ligand absorption bands and the f-f transitions of the Nd3+, Pr3+ and Sm3+ ions. © 2015 Elsevier B.V. All rights reserved.62459682013/09022-7, FAPESP, Fundação de Amparo à Pesquisa do Estado de São PauloFundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Monographs: Medicinal and Pharmaceutical Substances (2009) Aminobenzoic Acid, , The Stationery OfficeRichards, R.M.E., Xing, D.K.L., The effect of p-aminobenzoic acid on the uptake of thymidine and uracil by Escherichia coli (1995) Int. J. Pharm., 116, pp. 217-221Akberova, S.I., New biological properties of p-aminobenzoic acid (2002) Biol. Bull., 29, pp. 390-393Campos, F.X., Soares, M.R.S., Terezo, A.J., Siqueira, A.B., Synthesis, characterization, and antioxidant evaluation of solid-state mefenamates of some bivalent metals (2014) J. Therm. Anal. Calorim., 115, pp. 167-176Srinivasan, B.R., Sawant, S.C., Thermal and spectroscopic characterization of Mg(II) complexes of nitro-substituted benzoic acids (2003) Thermochim. Acta, 402, pp. 45-55Siqueira, A.B., Carvalho, C.T., Ionashiro, E.Y., Bannach, G., Rodrigues, E.C., Ionashiro, M., Synthesis, characterization and thermal behavior of solid 2-methoxybenzoates of trivalent metals (2008) J. Therm. Anal. Calorim., 92, pp. 945-951Nascimento, A.L.C.S., Caires, F.J., Gomes, D.J.C., Gigante, A.C., Ionashiro, M., Thermal behavior of nicotinic acid, sodium nicotinate and its compounds whit some bivalents transition metal ions (2014) Thermochim. Acta, 575, pp. 212-218Tan, H., Ma, C., Chen, L., Xu, F., Chen, S., Wang, L., Nanoscaled lanthanide/nucleotide coordination polymer for detection of an anthrax biomarker (2014) Sens. Actuators, B: Chem., 190, pp. 621-626Shen, J., Zhao, L., Han, G., Lanthanide-doped upconverting luminescent nanoparticle platforms for optical imaging-guided drug delivery and therapy (2013) Adv. Drug Delivery Rev., 65, pp. 744-755Gálico, D.A., Lahoud, M.G., Davolos, M.R., Frem, R.C.C., Fraga-Silva, T.F.C., Venturini, J., Bannach, G., Spectroscopic, Luminescence and in vitro biological studies of solid ketoprofen of heavier trivalent lanthanides and yttrium(III) (2014) J. Inorg. Biochem., 140, pp. 160-166Aragón-Muriel, A., Camprubi-Robles, M., González-Rey, E., Salinas-Castillo, A., Rodrígues-Diéguez, A., Gómez-Ruiz, S., Polo-Cerón, D., Dual investigation of lanthanide complex with cinnamate and phenylacetate ligands: Study of the cytotoxic properties and the catalytic oxidation of styrene (2014) Polyhedron, 80, pp. 117-128Gálico, D.A., Holanda, B.B.C., Guerra, R.B., Legendre, A.O., Rinaldo, D., Treu-Filho, O., Bannach, G., Thermal and spectroscopic studies on solid ibuprofen complexes of lighter trivalente lanthanides (2014) Thermochim. Acta, 575, pp. 226-232Gálico, D.A., Holanda, B.B.C., Perpétuo, G.L., Schnitzler, E., Treu-Filho, O., Bannach, G., Thermal and spectroscopic studies on solid ketoprofen of lighter trivalente lanthanides (2012) J. Therm. Anal. Calorim., 108, pp. 371-379Rzaczynska, Z., Brzyska, W., Complexes of Y, La, and lanthanides with m-aminobenzoic acid (1989) Mon. Chem., 120, pp. 231-236Tsaryuk, T., Vologzhamina, A., Zhuravlev, K., Kudryashova, V., Szostak, R., Zolin, V., Structures and manifestation of ortho-, meta-, and para-NH2-substitution in the optical spectra of europium and terbium aminobenzoates (2014) J. Photochem. Photobiol., A Chem., 285, pp. 52-61Oyang, L., Sun, L.-H., Wang, X.-Y., Li, J.-R., Nie, D.-B., Fu, W.-F., Gao, S., Yu, K.-B., Crystal structure and luminescence property of ternary terbium p-aminobenzoic acid complexes with different second ligands (2005) J. Mol. Struct., 740, pp. 175-180Sun, H.-L., Ye, C.-H., Wang, X.-Y., Li, J.-R., Gao, S., Yu, K.-B., Lanthanide contraction and pH value controlled structural change in a series of rare earth complexes whith p-aminobenzoic acid (2004) J. Mol. Struct., 702, pp. 77-83Gigante, A.C., Gomes, D.J.C., Lima, L.S., Caires, F.K., Treu-Filho, O., Ionashiro, M., Synthesis, thermal properties and spectrocopic study of solid mandelate of light trivalente lanthanides (2012) Thermochim. Acta, 536, pp. 6-14Flaschka, H.A., (1964) EDTA Titrations and Introduction to Theory and Practice, , second ed. Pergamon Press OxfordIonashiro, M., Gramer, C.A.F., Zuanon Netto, J., Titulação complexometrica de lantanideos e ítrio (1983) Ecl. Quím., 8, pp. 29-32Rotich, M.K., Glass, B.D., Brown, M.E., Thermal studies on some substituted aminobenzoic acids (2001) J. Therm. Anal. Calorim., 64, pp. 681-688Mukherjee, M., Bandyopadhyay, B., Biswas, P., Chakraborty, T., Amine inversion effects on the IR spectra of aniline in the gas phase and cold inert gas matrixes (2012) Indian J. Phys., 86, pp. 201-208Lima, L.S., Caires, F.J., Carvalho, C.T., Siqueira, A.B., Ionashiro, M., Synthesis, characterization and thermal behaviour of solid-state compounds of light trivalente lanthanide succinates (2010) Thermochim. Acta, 501, pp. 50-54Brito, C.C.S.M., Oliveira, R.B.M., Campos, F.X., Cardoso, A.P., Soares, M.R.S., Terezo, A.J., Siqueira, A.B., Characterization and thermal behaviour of tannic acid compounds with Zn(II) and Ni(II) in the solid state (2013) Braz. J. Therm. Anal., 1, pp. 8-14Samsonowicz, M., Hrynaszkiewicz, T., Swislocka, R., Regulska, E., Lewandowski, W., Experimental and theoretical IR, Raman, NMR, spectra of 2-, 3- and 4-aminobenzoic acids (2005) J. Mol. Struct., 744-747, pp. 345-352Swislocka, R., Samsonowicz, M., Regulska, E., Lewandowski, W., Molecular structure of 4-aminobenzoic acid salts with alkali metals (2006) J. Mol. Struct., 792-793, pp. 227-238Versanyi, G., (1973) Assignments for Vibrational Spectra of 700 Benzene Derivatives, , Akademiai Kiado Budapest, HungaryNakamoto, K., (1997) Infrared and Raman Spectra of Inorganic and Coordination Compounds, , fifth ed. Wiley New York, NY, USADeacon, G.B., Phillips, R.J., Relationship between the carbon-oxygen stretching frequencies of carboxylate complexes and the type of carboxylate coordination (1980) Coord. Chem. Rev., 33, pp. 227-250Sastri, V.S., Bünzli, J.C.G., Rao, V.R., Rayudu, G.V.S., Perumareddi, J.R., (2003) Modern Aspects of Rare Earths and Their Complexes, , Elsevier AmsterdamIftikhar, K., Sayeed, M., Ahmad, N., Lanthanoid shift reagents. Synthesis and spectral studies (1982) Bull. Chem. Soc. Jpn., 55, pp. 2258-226