Kinetic Study of the Effective Thermal Polymerization of a Prebiotic Monomer: Aminomalononitrile

Hortelano, C.; Ruiz Bermejo, Marta; De la Fuente, J. L.

Publicación:
Kinetic Study of the Effective Thermal Polymerization of a Prebiotic Monomer: Aminomalononitrile

dc.contributor.author	Hortelano, C.	es
dc.contributor.author	Ruiz Bermejo, Marta	es
dc.contributor.author	De la Fuente, J. L.	es
dc.contributor.funder	Agencia Estatal de Investigación (AEI)	es
dc.contributor.funder	Ministerio de Ciencia e Innovación (MICINN)	es
dc.date.accessioned	2024-01-25T12:23:09Z
dc.date.available	2024-01-25T12:23:09Z
dc.date.issued	2023-01-17
dc.description	Aminomalononitrile (AMN), the HCN formal trimer, is a molecule of interest in prebiotic chemistry, in fine organic synthesis, and, currently, in materials science, mainly for bio-applications. Herein, differential scanning calorimetry (DSC) measurements by means of non-isothermal experiments of the stable AMN p-toluenesulfonate salt (AMNS) showed successful bulk AMN polymerization. The results indicated that this thermally stimulated polymerization is initiated at relatively low temperatures, and an autocatalytic kinetic model can be used to appropriately describe, determining the kinetic triplet, including the activation energy, the pre-exponential factor, and the mechanism function (Eα, A and f(α)). A preliminary structural characterization, by means of Fourier transform infrared (FTIR) spectroscopy, supported the effective generation of HCN-derived polymers prepared from AMNS. This study demonstrated the autocatalytic, highly efficient, and straightforward character of AMN polymerization, and to the best of our knowledge, it describes, for the first time, a systematic and extended kinetic analysis for gaining mechanistic insights into this process. The latter was accomplished through the help of simultaneous thermogravimetry (TG)-DSC and the in situ mass spectrometry (MS) technique for investigating the gas products generated during these polymerizations. These analyses revealed that dehydrocyanation and deamination processes must be important elimination reactions involved in the complex AMN polymerization mechanism.	es
dc.description.peerreviewed	Peerreview	es
dc.description.sponsorship	This research was funded by the projects PID2019-104205GB-C21 and PID2019-107442RB-C32 from the Spanish Ministry of Science and Innovation and the Spanish State Research Agency MCIN/AEI/10.13039/501100011033. The authors used the research facilities of the Centro de Astrobiología (CAB) and were supported by the Instituto Nacional de Técnica Aeroespacial “Esteban Terradas” (INTA), by the PID2019-104205GB-C21 and PID2019-107442RB-C32 projects from the Spanish Ministry of Science and Innovation and the Spanish State Research Agency MCIN/AEI/10.13039/501100011033. C. Hortelano wants to express his gratitude to INTA for his predoctoral contract. Additionally, the authors are grateful to the “Servicio de Análisis Térmico” of ICMM (CSIC, Spain).	es
dc.identifier.citation	Polymers 15(3): 486 (2023)	es
dc.identifier.doi	10.3390/polym15030486
dc.identifier.e-issn	2073-4360
dc.identifier.other	https://www.mdpi.com/2073-4360/15/3/486	es
dc.identifier.uri	http://hdl.handle.net/20.500.12666/919
dc.language.iso	eng	es
dc.publisher	Multidisciplinary Digital Publishing Institute	es
dc.relation	info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/PID2019-104205GB-C21/ES/CICLO DE AEROSOLES EN MARTE Y LA TIERRA, ESTUDIO COMPARATIVO. IMPLICACIONES PARA LA VIDA Y PROTECCION PLANETARIA-ATMOSFERAS (CAMELIA-ATM)/	es
dc.relation	info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/PID2019-107442RB-C32/ES/OPERACION TECNICA Y EXPLOTACION CIENTIFICA DE DATOS EN RLS DE EXOMARS, Y CONTRIBUCION AL RAX DE MMX/	es
dc.rights	Attribution-NonCommercial-NoDerivatives 4.0 International	es
dc.rights.accessRights	info:eu-repo/semantics/openAccess	es
dc.rights.license	© 2023 by the authors. Licensee MDPI, Basel, Switzerland	es
dc.rights.uri	https://creativecommons.org/licenses/by-nc-nd/4.0/	es
dc.subject	HCN polymers	es
dc.subject	Aminomalononitrile	es
dc.subject	Bulk polymerization	es
dc.subject	DSC	es
dc.subject	kinetic	es
dc.subject	Mechanism	es
dc.title	Kinetic Study of the Effective Thermal Polymerization of a Prebiotic Monomer: Aminomalononitrile	es
dc.type	info:eu-repo/semantics/article	es
dc.type.coar	http://purl.org/coar/resource_type/c_6501	es
dc.type.hasVersion	info:eu-repo/semantics/publishedVersion	es
dspace.entity.type	Publication