Temperature and cosolvent composition effects in the solubility of methylparaben in acetonitrile+ water mixtures

La solubilidad del metilparabeno se determinó en acetonitrilo + mezclas de agua a varias temperaturas (278,15 K a 318,15 K). Las curvas de solubilidad en función de la relación de acetonitrilo mostraron un máximo a una fracción másica de acetonitrilo 0,85 a todas las temperaturas. En todos los casos...

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Autores:: Romero Nieto, Alba Miledy
Caviedes Rubio, Diego Iván
Polania Orozco, Jesús
Delgado, Daniel Ricardo

Tipo de recurso:: Article of journal

Fecha de publicación:: 2019

Institución:: Universidad Cooperativa de Colombia

Repositorio:: Repositorio UCC

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repository_id_str
dc.title.spa.fl_str_mv	Temperature and cosolvent composition effects in the solubility of methylparaben in acetonitrile+ water mixtures
title	Temperature and cosolvent composition effects in the solubility of methylparaben in acetonitrile+ water mixtures
spellingShingle	Temperature and cosolvent composition effects in the solubility of methylparaben in acetonitrile+ water mixtures Methylparaben {acetonitrile (1) + water (2)} mixtures solubility van´t Hoff enthalpy/entropy compensation Methylparaben {acetonitrile (1) + water (2)} mixtures solubility van´t Hoff enthalpy/entropy compensation
title_short	Temperature and cosolvent composition effects in the solubility of methylparaben in acetonitrile+ water mixtures
title_full	Temperature and cosolvent composition effects in the solubility of methylparaben in acetonitrile+ water mixtures
title_fullStr	Temperature and cosolvent composition effects in the solubility of methylparaben in acetonitrile+ water mixtures
title_full_unstemmed	Temperature and cosolvent composition effects in the solubility of methylparaben in acetonitrile+ water mixtures
title_sort	Temperature and cosolvent composition effects in the solubility of methylparaben in acetonitrile+ water mixtures
dc.creator.fl_str_mv	Romero Nieto, Alba Miledy Caviedes Rubio, Diego Iván Polania Orozco, Jesús Delgado, Daniel Ricardo
dc.contributor.author.none.fl_str_mv	Romero Nieto, Alba Miledy Caviedes Rubio, Diego Iván Polania Orozco, Jesús Delgado, Daniel Ricardo
dc.subject.spa.fl_str_mv	Methylparaben {acetonitrile (1) + water (2)} mixtures solubility van´t Hoff enthalpy/entropy compensation
topic	Methylparaben {acetonitrile (1) + water (2)} mixtures solubility van´t Hoff enthalpy/entropy compensation Methylparaben {acetonitrile (1) + water (2)} mixtures solubility van´t Hoff enthalpy/entropy compensation
dc.subject.other.spa.fl_str_mv	Methylparaben {acetonitrile (1) + water (2)} mixtures solubility van´t Hoff enthalpy/entropy compensation
description	La solubilidad del metilparabeno se determinó en acetonitrilo + mezclas de agua a varias temperaturas (278,15 K a 318,15 K). Las curvas de solubilidad en función de la relación de acetonitrilo mostraron un máximo a una fracción másica de acetonitrilo 0,85 a todas las temperaturas. En todos los casos, la mezcla homogénea se divide en dos fases líquidas inmiscibles. El rango de concentración en el que tiene lugar la separación de fases es de 0,35 a 0,70 en una fracción de masa de acetonitrilo, lo que muestra una separación más clara a temperaturas de estudio más altas. Según los resultados de DSC, esta separación de fases no estaba relacionada con cambios de fase sólida (polimorfismo). La aparente entalpía del proceso de solución fue una función no lineal de la relación de acetonitrilo, y el proceso de solución del fármaco es endotérmico y se determina la entalpía.
publishDate	2019
dc.date.accessioned.none.fl_str_mv	2019-12-11T15:48:06Z
dc.date.available.none.fl_str_mv	2019-12-11T15:48:06Z
dc.date.issued.none.fl_str_mv	2019-06-28
dc.type.none.fl_str_mv	Artículo
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dc.identifier.issn.spa.fl_str_mv	10290451
dc.identifier.uri.spa.fl_str_mv	https://doi.org/10.1080/00319104.2019.1636379
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dc.identifier.bibliographicCitation.spa.fl_str_mv	Alba Miledy Romero-Nieto, Diego Iván Caviedes-Rubio, Jesús Polania-Orozco, Néstor Enrique Cerquera & Daniel Ricardo Delgado (2019) Temperature and cosolvent composition effects in the solubility of methylparaben in acetonitrile + water mixtures, Physics and Chemistry of Liquids, DOI: 10.1080/00319104.2019.1636379
identifier_str_mv	10290451 Alba Miledy Romero-Nieto, Diego Iván Caviedes-Rubio, Jesús Polania-Orozco, Néstor Enrique Cerquera & Daniel Ricardo Delgado (2019) Temperature and cosolvent composition effects in the solubility of methylparaben in acetonitrile + water mixtures, Physics and Chemistry of Liquids, DOI: 10.1080/00319104.2019.1636379
url	https://doi.org/10.1080/00319104.2019.1636379 https://hdl.handle.net/20.500.12494/15548
dc.relation.isversionof.spa.fl_str_mv	https://www.tandfonline.com/doi/ref/10.1080/00319104.2019.1636379?scroll=top
dc.relation.ispartofjournal.spa.fl_str_mv	Physics and Chemistry of Liquids
dc.relation.references.spa.fl_str_mv	Liebert ND. Final report on the safety assessment of methylparaben, ethylparaben, propylparaben and butylparaben. J Am Coll Toxicol. 1984;3:147–209. Pastor-Nieto MA, Alcántara-Nicolás F, Melgar-Molero V, et al. Conservantes en productos de higiene y cosméticos, medicamentos tópicos y productos de limpieza doméstica en España. Actas Dermosifiliogr. 2017;108:758–770. Budavari S, O’Neil MJ, Smith A, et al. The Merck index, an encyclopedia of chemicals, drugs, and biologicals. 13th ed. Whitehouse Station (NJ): Merck & Co., Inc.; 2001. Haman C, Dauchy X, Rosin C, et al. Occurrence, fate and behavior of parabens in aquatic environments: A review. Water Res. 2015;68:1–11. Soni MG, Carabin IG, Burdock GA. Safety assessment of esters of p-hydroxybenzoic acid (parabens). Food Chem Toxicol. 2005;43:985–1015. Błędzka D, Gromadzińska J, Wąsowicz W. Parabens. From environmental studies to human health. Environ Int. 2014;67:27–42. Routledge EJ, Parker J, Odum J, et al. Some alkyl hydroxy benzoate preservatives (parabens) are Estrogenic. Toxicol Appl Pharmacol. 1998;153:12–19. Oishi S. Effects of butylparaben on the male reproductive system in rats. Toxicol Ind Health. 2001;17:31–39. Darbre PD, Aljarrah A, Miller WR, et al. Concentrations of parabens in human breast tumours. J Appl Toxicol. 2004;24:5–13. Bratkowska D, Marcé R, Cormack P, et al. Development and application of a polar coating for stir bar sorptive extraction of emerging pollutants from environmental water samples. Anal Chim Acta. 2011;706:135–142. Cárdenas ZJ, Jiménez DM, Delgado DR, et al. Solubility and preferential solvation of some n-alkylparabens in methanol+water mixtures at 298.15K. J Chem Thermodyn. 2017;108:26–37. Cárdenas ZJ, Jiménez DM, Martínez F. Thermodynamic study of the partitioning of methyl and propyl parabens in some organic solvent/buffer systems. J Chem Thermodyn. 2015;86:180–187 Sun Q, Li Y, Li M, et al. PPCPs in Jiulong River estuary (China): spatiotemporal distributions, fate, and their use as chemical markers of wastewater. Chemosphere. 2016;150:596–604. Sun Q, Lv M, Hu A, et al. Seasonal variation in the occurrence and removal of pharmaceuticals and personal care products in a wastewater treatment plant in Xiamen, China. J Hazard Mater. 2014;277:69–75. Caviedes DI, Delgado DR, Olaya A. Normatividad ambiental dirigida a regular la presencia de los productos farmacéuticos residuales en ambientes acuáticos. Rev Jurídica Piélagus. 2017;16:121–130. Caviedes DI, Camacho DM, Delgado D. Tratamientos para la remoción de antibacteriales y agentes antimicrobiales presentes en aguas residuales. Rev Logos Cienc Tecnol. 2017;9:43–62. González-Mariño I, Quintana JB, Rodríguez I, et al. Evaluation of the occurrence and biodegradation of parabens and halogenated by-products in wastewater by accurate-mass liquid chromatography-quadrupoletime- of-flight-mass spectrometry (LC-QTOF-MS). Water Res. 2011;45:6770–6780. Terasaki M, Abe R, Makino M, et al. Chronic toxicity of parabens and their chlorinated by-products in Ceriodaphnia dubia. Environ Toxicol. 2015;30:664–673. Peña MA, Bustamante P, Escalera B, et al. Solubility and phase separation of benzocaine and salicylic acid in 1,4-dioxane–water mixtures at several temperatures. J Pharm Biomed Anal. 2004;36:571–578. Paruta A, Sciarrone B, Lori N. Solubility of salicylic acid as a function of dielectric constant. J Pharm Sci. 1964;53:1349–1353. Paruta A, Sciarrone B, Lordi N. Solubility profiles for the Xanthines in Dioxane — water mixtures. J Pharm Sci. 1965;54:838–841. Paruta AN. Solubility of the Parabens in Dioxane—water mixtures. J Pharm Sci. 1969;58:204–206. Yang H, Rasmuson AC. Ternary phase diagrams of ethyl paraben and propyl paraben in ethanol aqueous solvents. Fluid Ph Equilibria. 2014;376:69–75. Paruta AN. Solubility of the parabens in ethanol-water mixtures. J Pharm Sci. 1969;58:364–366. Sotomayor RG, Holguín AR, Cristancho DM, et al. Extended hildebrand solubility approach applied to piroxicam in ethanol+water mixtures. J Mol Liq. 2013;180:34–38. Jiménez DM, Cárdenas ZJ, Delgado DR, et al. Solubility temperature dependence and preferential solvation of sulfadiazine in 1,4-dioxane+water co-solvent mixtures. Fluid Phase Equilib. 2015;397:26–36.
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dc.publisher.spa.fl_str_mv	Taylor and Francis Universidad Cooperativa de Colombia, Facultad de Ingenierías, Ingeniería Industrial, Neiva
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spelling	Romero Nieto, Alba MiledyCaviedes Rubio, Diego IvánPolania Orozco, JesúsDelgado, Daniel Ricardo2019-12-11T15:48:06Z2019-12-11T15:48:06Z2019-06-2810290451https://doi.org/10.1080/00319104.2019.1636379https://hdl.handle.net/20.500.12494/15548Alba Miledy Romero-Nieto, Diego Iván Caviedes-Rubio, Jesús Polania-Orozco, Néstor Enrique Cerquera & Daniel Ricardo Delgado (2019) Temperature and cosolvent composition effects in the solubility of methylparaben in acetonitrile + water mixtures, Physics and Chemistry of Liquids, DOI: 10.1080/00319104.2019.1636379La solubilidad del metilparabeno se determinó en acetonitrilo + mezclas de agua a varias temperaturas (278,15 K a 318,15 K). Las curvas de solubilidad en función de la relación de acetonitrilo mostraron un máximo a una fracción másica de acetonitrilo 0,85 a todas las temperaturas. En todos los casos, la mezcla homogénea se divide en dos fases líquidas inmiscibles. El rango de concentración en el que tiene lugar la separación de fases es de 0,35 a 0,70 en una fracción de masa de acetonitrilo, lo que muestra una separación más clara a temperaturas de estudio más altas. Según los resultados de DSC, esta separación de fases no estaba relacionada con cambios de fase sólida (polimorfismo). La aparente entalpía del proceso de solución fue una función no lineal de la relación de acetonitrilo, y el proceso de solución del fármaco es endotérmico y se determina la entalpía.The solubility of methylparaben was determined in acetonitrile + water mixtures at several temperatures (278.15 K to 318.15 K). The solubility curves as a function of acetonitrile ratio showed a maximum at a mass fraction of acetonitrile 0.85 at all temperatures. In all cases, the homogeneous mixture splits into two liquid immiscible phases. The concentration range at which phase separation takes place is 0.35–0.70 in a mass fraction of acetonitrile, showing a clearer separation at higher study temperatures. According to the results of DSC, this phase separation was not related to solid phase changes (polymorphism). The apparent enthalpy of the solution process was a nonlinear function of the acetonitrile ratio, and the solution process of the drug is endothermic and enthalpy determined. Finally, the enthalpy-entropy compensation analysis shows a non-linear behaviour, possibly due to the influence of acetonitrile in the solution process of methylparaben in cosolvent acetonitrile + water mixtures.Abstract. -- Keywords. -- 1. Introduction. -- 2. Experimental. -- 2.1. Reagents. -- 2.2. Preparation of the solvent mixture. -- 2.3. Determination of solubility. -- 3. Results and discussion. -- 3.1. Solubility of methylparaben in cosolvent mixtures of acetonitrile + water. -- 3.2. Activity coefficients of methylparaben. -- 3.3. Thermodynamic functions of solution. -- 3.4. Thermodynamic functions of methylparaben transfer. -- 3.5. Thermodynamic functions of the methylparaben mixture. -- 3.6. Enthalpy–entropy compensation. -- 4. Conclusions. -- Acknowledgements. -- Declaration of competing interest. -- References.http://scienti.colciencias.gov.co:8081/cvlac/visualizador/generarCurriculoCv.do?cod_rh=0001402116https://orcid.org/0000-0002-4835-9739https://scienti.colciencias.gov.co/gruplac/jsp/visualiza/visualizagr.jsp?nro=00000000004151danielr.delgado@campusucc.edu.cohttps://scholar.google.com/citations?hl=es&user=OW0mejcAAAAJ&view_op=list_works14Taylor and FrancisUniversidad Cooperativa de Colombia, Facultad de Ingenierías, Ingeniería Industrial, NeivaIngeniería IndustrialNeivahttps://www.tandfonline.com/doi/ref/10.1080/00319104.2019.1636379?scroll=topPhysics and Chemistry of LiquidsLiebert ND. Final report on the safety assessment of methylparaben, ethylparaben, propylparaben and butylparaben. J Am Coll Toxicol. 1984;3:147–209.Pastor-Nieto MA, Alcántara-Nicolás F, Melgar-Molero V, et al. Conservantes en productos de higiene y cosméticos, medicamentos tópicos y productos de limpieza doméstica en España. Actas Dermosifiliogr. 2017;108:758–770.Budavari S, O’Neil MJ, Smith A, et al. The Merck index, an encyclopedia of chemicals, drugs, and biologicals. 13th ed. Whitehouse Station (NJ): Merck & Co., Inc.; 2001.Haman C, Dauchy X, Rosin C, et al. Occurrence, fate and behavior of parabens in aquatic environments: A review. Water Res. 2015;68:1–11.Soni MG, Carabin IG, Burdock GA. Safety assessment of esters of p-hydroxybenzoic acid (parabens). Food Chem Toxicol. 2005;43:985–1015.Błędzka D, Gromadzińska J, Wąsowicz W. Parabens. From environmental studies to human health. Environ Int. 2014;67:27–42.Routledge EJ, Parker J, Odum J, et al. Some alkyl hydroxy benzoate preservatives (parabens) are Estrogenic. Toxicol Appl Pharmacol. 1998;153:12–19.Oishi S. Effects of butylparaben on the male reproductive system in rats. Toxicol Ind Health. 2001;17:31–39.Darbre PD, Aljarrah A, Miller WR, et al. Concentrations of parabens in human breast tumours. J Appl Toxicol. 2004;24:5–13.Bratkowska D, Marcé R, Cormack P, et al. Development and application of a polar coating for stir bar sorptive extraction of emerging pollutants from environmental water samples. Anal Chim Acta. 2011;706:135–142.Cárdenas ZJ, Jiménez DM, Delgado DR, et al. Solubility and preferential solvation of some n-alkylparabens in methanol+water mixtures at 298.15K. J Chem Thermodyn. 2017;108:26–37.Cárdenas ZJ, Jiménez DM, Martínez F. Thermodynamic study of the partitioning of methyl and propyl parabens in some organic solvent/buffer systems. J Chem Thermodyn. 2015;86:180–187Sun Q, Li Y, Li M, et al. PPCPs in Jiulong River estuary (China): spatiotemporal distributions, fate, and their use as chemical markers of wastewater. Chemosphere. 2016;150:596–604.Sun Q, Lv M, Hu A, et al. Seasonal variation in the occurrence and removal of pharmaceuticals and personal care products in a wastewater treatment plant in Xiamen, China. J Hazard Mater. 2014;277:69–75.Caviedes DI, Delgado DR, Olaya A. Normatividad ambiental dirigida a regular la presencia de los productos farmacéuticos residuales en ambientes acuáticos. Rev Jurídica Piélagus. 2017;16:121–130.Caviedes DI, Camacho DM, Delgado D. Tratamientos para la remoción de antibacteriales y agentes antimicrobiales presentes en aguas residuales. Rev Logos Cienc Tecnol. 2017;9:43–62.González-Mariño I, Quintana JB, Rodríguez I, et al. Evaluation of the occurrence and biodegradation of parabens and halogenated by-products in wastewater by accurate-mass liquid chromatography-quadrupoletime- of-flight-mass spectrometry (LC-QTOF-MS). Water Res. 2011;45:6770–6780.Terasaki M, Abe R, Makino M, et al. Chronic toxicity of parabens and their chlorinated by-products in Ceriodaphnia dubia. Environ Toxicol. 2015;30:664–673.Peña MA, Bustamante P, Escalera B, et al. Solubility and phase separation of benzocaine and salicylic acid in 1,4-dioxane–water mixtures at several temperatures. J Pharm Biomed Anal. 2004;36:571–578.Paruta A, Sciarrone B, Lori N. Solubility of salicylic acid as a function of dielectric constant. J Pharm Sci. 1964;53:1349–1353.Paruta A, Sciarrone B, Lordi N. Solubility profiles for the Xanthines in Dioxane — water mixtures. J Pharm Sci. 1965;54:838–841.Paruta AN. Solubility of the Parabens in Dioxane—water mixtures. J Pharm Sci. 1969;58:204–206.Yang H, Rasmuson AC. Ternary phase diagrams of ethyl paraben and propyl paraben in ethanol aqueous solvents. Fluid Ph Equilibria. 2014;376:69–75.Paruta AN. Solubility of the parabens in ethanol-water mixtures. J Pharm Sci. 1969;58:364–366.Sotomayor RG, Holguín AR, Cristancho DM, et al. Extended hildebrand solubility approach applied to piroxicam in ethanol+water mixtures. J Mol Liq. 2013;180:34–38.Jiménez DM, Cárdenas ZJ, Delgado DR, et al. Solubility temperature dependence and preferential solvation of sulfadiazine in 1,4-dioxane+water co-solvent mixtures. Fluid Phase Equilib. 2015;397:26–36.Methylparaben{acetonitrile (1) + water (2)} mixturessolubilityvan´t Hoffenthalpy/entropy compensationMethylparaben{acetonitrile (1) + water (2)} mixturessolubilityvan´t Hoffenthalpy/entropy compensationTemperature and cosolvent composition effects in the solubility of methylparaben in acetonitrile+ water mixturesArtículohttp://purl.org/coar/resource_type/c_6501http://purl.org/coar/resource_type/c_2df8fbb1http://purl.org/coar/version/c_970fb48d4fbd8a85info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionAtribución – No comercial – Sin Derivarinfo:eu-repo/semantics/closedAccesshttp://purl.org/coar/access_right/c_14cbPublicationLICENSElicense.txtlicense.txttext/plain; charset=utf-84334https://repository.ucc.edu.co/bitstreams/4c9fb075-dc8e-48a5-a02a-f879867510e2/download3bce4f7ab09dfc588f126e1e36e98a45MD52TEXTTemperature and cosolvent composition effects in the solubility of methylparaben in acetonitrile + water mixtures.pdf.txtTemperature and cosolvent composition effects in the solubility of methylparaben in acetonitrile + water mixtures.pdf.txtExtracted texttext/plain38991https://repository.ucc.edu.co/bitstreams/7a234fcd-404e-484d-913d-cb3027a99b56/download5a2b7111342539bb99baf300ff569adcMD53ORIGINALTemperature and cosolvent composition effects in the solubility of methylparaben in acetonitrile + water mixtures.pdfTemperature and cosolvent composition effects in the solubility of methylparaben in acetonitrile + water mixtures.pdfArtículo Científicoapplication/pdf2042721https://repository.ucc.edu.co/bitstreams/948e9050-219d-4544-97de-a24a4cb8f9a7/download4bfd33ee9208ba7eff596ecbffa1b499MD51THUMBNAILTemperature and cosolvent composition effects in the solubility of methylparaben in acetonitrile + water mixtures.pdf.jpgTemperature and cosolvent composition effects in the solubility of methylparaben in acetonitrile + water mixtures.pdf.jpgGenerated 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

Temperature and cosolvent composition effects in the solubility of methylparaben in acetonitrile+ water mixtures

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