Synthesis of diketopiperazine: A kinetic study by Means of thermoanalytical methods

Autores
Lick, Ileana Daniela; Villalba, Maria Luisa; Gavernet, Luciana
Año de publicación
2012
Idioma
inglés
Tipo de recurso
artículo
Estado
versión publicada
Descripción
The enalapril maleate (EM) decomposition to diketopiperazine was monitored in helium flow by thermogravimetry at different heating rates between 0.2 and 5 ◦C min−1. The activation energy value was obtained (198 kJ mol−1) from the Kissinger–Akahira–Sunose isoconversional method. Isothermal experiments were simulated (125, 130, 135 and 155 ◦C) using the model-free method, employing only the activation energy value. The reaction model of the process was studied by means of the master-plot method. The reaction mechanism depends on the temperature; for experiments below 235 ◦C, the probable mechanism is nucleation. Instead, when the temperature overcomes the EM melting point, the reaction occurs in liquid state and its kinetics is better described by first order reaction. To avoid the complexity of model changes, experimental results are fitted using the model-free method.
Fil: Lick, Ileana Daniela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas "Dr. Jorge J. Ronco". Universidad Nacional de la Plata. Facultad de Ciencias Exactas. Centro de Investigación y Desarrollo en Ciencias Aplicadas; Argentina
Fil: Villalba, Maria Luisa. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Ciencias Biológicas. Cátedra de Química Medicinal; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata; Argentina
Fil: Gavernet, Luciana. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata; Argentina. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Ciencias Biológicas. Cátedra de Química Medicinal; Argentina
Materia
ENALAPRIL MALEATE
DIKETOPIPERAZINE
SYNTHESIS
KINETIC STUDY
Nivel de accesibilidad
acceso abierto
Condiciones de uso
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
Repositorio
CONICET Digital (CONICET)
Institución
Consejo Nacional de Investigaciones Científicas y Técnicas
OAI Identificador
oai:ri.conicet.gov.ar:11336/245848

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network_name_str CONICET Digital (CONICET)
spelling Synthesis of diketopiperazine: A kinetic study by Means of thermoanalytical methodsLick, Ileana DanielaVillalba, Maria LuisaGavernet, LucianaENALAPRIL MALEATEDIKETOPIPERAZINESYNTHESISKINETIC STUDYhttps://purl.org/becyt/ford/1.4https://purl.org/becyt/ford/1The enalapril maleate (EM) decomposition to diketopiperazine was monitored in helium flow by thermogravimetry at different heating rates between 0.2 and 5 ◦C min−1. The activation energy value was obtained (198 kJ mol−1) from the Kissinger–Akahira–Sunose isoconversional method. Isothermal experiments were simulated (125, 130, 135 and 155 ◦C) using the model-free method, employing only the activation energy value. The reaction model of the process was studied by means of the master-plot method. The reaction mechanism depends on the temperature; for experiments below 235 ◦C, the probable mechanism is nucleation. Instead, when the temperature overcomes the EM melting point, the reaction occurs in liquid state and its kinetics is better described by first order reaction. To avoid the complexity of model changes, experimental results are fitted using the model-free method.Fil: Lick, Ileana Daniela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas "Dr. Jorge J. Ronco". Universidad Nacional de la Plata. Facultad de Ciencias Exactas. Centro de Investigación y Desarrollo en Ciencias Aplicadas; ArgentinaFil: Villalba, Maria Luisa. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Ciencias Biológicas. Cátedra de Química Medicinal; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata; ArgentinaFil: Gavernet, Luciana. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata; Argentina. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Ciencias Biológicas. Cátedra de Química Medicinal; ArgentinaElsevier Science2012-01info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionhttp://purl.org/coar/resource_type/c_6501info:ar-repo/semantics/articuloapplication/pdfapplication/pdfapplication/pdfapplication/pdfapplication/pdfhttp://hdl.handle.net/11336/245848Lick, Ileana Daniela; Villalba, Maria Luisa; Gavernet, Luciana; Synthesis of diketopiperazine: A kinetic study by Means of thermoanalytical methods; Elsevier Science; Thermochimica Acta; 527; 1-2012; 143-1470040-6031CONICET DigitalCONICETenginfo:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0040603111005193info:eu-repo/semantics/altIdentifier/doi/10.1016/j.tca.2011.10.020info:eu-repo/semantics/openAccesshttps://creativecommons.org/licenses/by-nc-sa/2.5/ar/reponame:CONICET Digital (CONICET)instname:Consejo Nacional de Investigaciones Científicas y Técnicas2025-09-29T10:23:23Zoai:ri.conicet.gov.ar:11336/245848instacron:CONICETInstitucionalhttp://ri.conicet.gov.ar/Organismo científico-tecnológicoNo correspondehttp://ri.conicet.gov.ar/oai/requestdasensio@conicet.gov.ar; lcarlino@conicet.gov.arArgentinaNo correspondeNo correspondeNo correspondeopendoar:34982025-09-29 10:23:23.276CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicasfalse
dc.title.none.fl_str_mv Synthesis of diketopiperazine: A kinetic study by Means of thermoanalytical methods
title Synthesis of diketopiperazine: A kinetic study by Means of thermoanalytical methods
spellingShingle Synthesis of diketopiperazine: A kinetic study by Means of thermoanalytical methods
Lick, Ileana Daniela
ENALAPRIL MALEATE
DIKETOPIPERAZINE
SYNTHESIS
KINETIC STUDY
title_short Synthesis of diketopiperazine: A kinetic study by Means of thermoanalytical methods
title_full Synthesis of diketopiperazine: A kinetic study by Means of thermoanalytical methods
title_fullStr Synthesis of diketopiperazine: A kinetic study by Means of thermoanalytical methods
title_full_unstemmed Synthesis of diketopiperazine: A kinetic study by Means of thermoanalytical methods
title_sort Synthesis of diketopiperazine: A kinetic study by Means of thermoanalytical methods
dc.creator.none.fl_str_mv Lick, Ileana Daniela
Villalba, Maria Luisa
Gavernet, Luciana
author Lick, Ileana Daniela
author_facet Lick, Ileana Daniela
Villalba, Maria Luisa
Gavernet, Luciana
author_role author
author2 Villalba, Maria Luisa
Gavernet, Luciana
author2_role author
author
dc.subject.none.fl_str_mv ENALAPRIL MALEATE
DIKETOPIPERAZINE
SYNTHESIS
KINETIC STUDY
topic ENALAPRIL MALEATE
DIKETOPIPERAZINE
SYNTHESIS
KINETIC STUDY
purl_subject.fl_str_mv https://purl.org/becyt/ford/1.4
https://purl.org/becyt/ford/1
dc.description.none.fl_txt_mv The enalapril maleate (EM) decomposition to diketopiperazine was monitored in helium flow by thermogravimetry at different heating rates between 0.2 and 5 ◦C min−1. The activation energy value was obtained (198 kJ mol−1) from the Kissinger–Akahira–Sunose isoconversional method. Isothermal experiments were simulated (125, 130, 135 and 155 ◦C) using the model-free method, employing only the activation energy value. The reaction model of the process was studied by means of the master-plot method. The reaction mechanism depends on the temperature; for experiments below 235 ◦C, the probable mechanism is nucleation. Instead, when the temperature overcomes the EM melting point, the reaction occurs in liquid state and its kinetics is better described by first order reaction. To avoid the complexity of model changes, experimental results are fitted using the model-free method.
Fil: Lick, Ileana Daniela. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata. Centro de Investigación y Desarrollo en Ciencias Aplicadas "Dr. Jorge J. Ronco". Universidad Nacional de la Plata. Facultad de Ciencias Exactas. Centro de Investigación y Desarrollo en Ciencias Aplicadas; Argentina
Fil: Villalba, Maria Luisa. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Ciencias Biológicas. Cátedra de Química Medicinal; Argentina. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata; Argentina
Fil: Gavernet, Luciana. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro Científico Tecnológico Conicet - La Plata; Argentina. Universidad Nacional de La Plata. Facultad de Ciencias Exactas. Departamento de Ciencias Biológicas. Cátedra de Química Medicinal; Argentina
description The enalapril maleate (EM) decomposition to diketopiperazine was monitored in helium flow by thermogravimetry at different heating rates between 0.2 and 5 ◦C min−1. The activation energy value was obtained (198 kJ mol−1) from the Kissinger–Akahira–Sunose isoconversional method. Isothermal experiments were simulated (125, 130, 135 and 155 ◦C) using the model-free method, employing only the activation energy value. The reaction model of the process was studied by means of the master-plot method. The reaction mechanism depends on the temperature; for experiments below 235 ◦C, the probable mechanism is nucleation. Instead, when the temperature overcomes the EM melting point, the reaction occurs in liquid state and its kinetics is better described by first order reaction. To avoid the complexity of model changes, experimental results are fitted using the model-free method.
publishDate 2012
dc.date.none.fl_str_mv 2012-01
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
http://purl.org/coar/resource_type/c_6501
info:ar-repo/semantics/articulo
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv http://hdl.handle.net/11336/245848
Lick, Ileana Daniela; Villalba, Maria Luisa; Gavernet, Luciana; Synthesis of diketopiperazine: A kinetic study by Means of thermoanalytical methods; Elsevier Science; Thermochimica Acta; 527; 1-2012; 143-147
0040-6031
CONICET Digital
CONICET
url http://hdl.handle.net/11336/245848
identifier_str_mv Lick, Ileana Daniela; Villalba, Maria Luisa; Gavernet, Luciana; Synthesis of diketopiperazine: A kinetic study by Means of thermoanalytical methods; Elsevier Science; Thermochimica Acta; 527; 1-2012; 143-147
0040-6031
CONICET Digital
CONICET
dc.language.none.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv info:eu-repo/semantics/altIdentifier/url/http://www.sciencedirect.com/science/article/pii/S0040603111005193
info:eu-repo/semantics/altIdentifier/doi/10.1016/j.tca.2011.10.020
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
eu_rights_str_mv openAccess
rights_invalid_str_mv https://creativecommons.org/licenses/by-nc-sa/2.5/ar/
dc.format.none.fl_str_mv application/pdf
application/pdf
application/pdf
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Elsevier Science
publisher.none.fl_str_mv Elsevier Science
dc.source.none.fl_str_mv reponame:CONICET Digital (CONICET)
instname:Consejo Nacional de Investigaciones Científicas y Técnicas
reponame_str CONICET Digital (CONICET)
collection CONICET Digital (CONICET)
instname_str Consejo Nacional de Investigaciones Científicas y Técnicas
repository.name.fl_str_mv CONICET Digital (CONICET) - Consejo Nacional de Investigaciones Científicas y Técnicas
repository.mail.fl_str_mv dasensio@conicet.gov.ar; lcarlino@conicet.gov.ar
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