- -

Towards the design of organocatalysts for nerve agents remediation: The case of the active hydrolysis of DCNP (a Tabun mimic) catalyzed by simple amine-containing derivatives

RiuNet: Institutional repository of the Polithecnic University of Valencia

Share/Send to

Cited by

Statistics

Towards the design of organocatalysts for nerve agents remediation: The case of the active hydrolysis of DCNP (a Tabun mimic) catalyzed by simple amine-containing derivatives

Show simple item record

Files in this item

dc.contributor.author Barba Bon, Andrea es_ES
dc.contributor.author Martínez-Máñez, Ramón es_ES
dc.contributor.author Sancenón Galarza, Félix es_ES
dc.contributor.author Costero Nieto, Ana María es_ES
dc.contributor.author Gil Grau, Salvador es_ES
dc.contributor.author Pérez, Francisco es_ES
dc.contributor.author Llopis, Elisa es_ES
dc.date.accessioned 2016-10-17T09:30:54Z
dc.date.available 2016-10-17T09:30:54Z
dc.date.issued 2015-11-15
dc.identifier.issn 0304-3894
dc.identifier.uri http://hdl.handle.net/10251/71901
dc.description.abstract We report herein a study of the hydrolysis of Tabun mimic DCNP in the presence of different amines, aminoalcohols and glycols as potential suitable organocatalysts for DCNP degradation. Experiments were performed in CD3CN in the presence of 5% D2O, which is a suitable solvent mixture to follow the DCNP hydrolysis. These studies allowed the definition of different DCNP depletion paths, resulting in the formation of diethylphosphoric acid, tetraethylpyrophosphate and phosphoramide species as final products. Without organocatalysts, DCNP hydrolysis occurred mainly via an autocatalysis path. Addition of tertiary amines in sub-stoichiometric amounts largely enhanced DCNP depletion whereas non-tertiary polyamines reacted even faster. Glycols induced very slight increment in the DCNP hydrolysis, whereas DCNP hydrolysis increased sharply in the presence of certain aminoalcohols especially, 2-(2-aminoethylamino)ethanol. For the latter compound, DCNP depletion occurred ca. 80-fold faster than in the absence of organocatalysts. The kinetic studies revealed that DCNP hydrolysis in the presence of 2-(2-aminoethylamino)ethanol occurred via a catalytic process, in which the aminoalcohol was involved. DCNP hydrolysis generally depended strongly on the structure of the amine, and it was found that the presence of the OH CH2 CH2 N moiety in the organocatalyst structure seems important to induce a fast degradation of DCNP. es_ES
dc.description.sponsorship This research has been supported by the Ministerio de Educacion y Ciencia (MAT2012-38429-004). A.B.B. acknowledges being awarded a pre-doctoral FPI fellowship. SCSIE (Universidad de Valencia) is gratefully acknowledged for all the equipment employed shown in this document. en_EN
dc.language Inglés es_ES
dc.publisher Elsevier es_ES
dc.relation Ministerio de Educacion y Ciencia MAT2012-38429-004 es_ES
dc.relation.ispartof Journal of Hazardous Materials es_ES
dc.rights Reserva de todos los derechos es_ES
dc.subject Diethylcyanophosphonate es_ES
dc.subject Nerve agent simulant es_ES
dc.subject Hydrolysis es_ES
dc.subject Organocatalysts es_ES
dc.subject Kinetics es_ES
dc.subject.classification QUIMICA INORGANICA es_ES
dc.subject.classification QUIMICA ORGANICA es_ES
dc.title Towards the design of organocatalysts for nerve agents remediation: The case of the active hydrolysis of DCNP (a Tabun mimic) catalyzed by simple amine-containing derivatives es_ES
dc.type Artículo es_ES
dc.identifier.doi 10.1016/j.jhazmat.2015.04.083
dc.rights.accessRights Cerrado es_ES
dc.contributor.affiliation Universitat Politècnica de València. Instituto de Reconocimiento Molecular y Desarrollo Tecnológico - Institut de Reconeixement Molecular i Desenvolupament Tecnològic es_ES
dc.contributor.affiliation Universitat Politècnica de València. Departamento de Química - Departament de Química es_ES
dc.description.bibliographicCitation Barba Bon, A.; Martínez-Máñez, R.; Sancenón Galarza, F.; Costero Nieto, AM.; Gil Grau, S.; Pérez, F.; Llopis, E. (2015). Towards the design of organocatalysts for nerve agents remediation: The case of the active hydrolysis of DCNP (a Tabun mimic) catalyzed by simple amine-containing derivatives. Journal of Hazardous Materials. 298:73-82. doi:10.1016/j.jhazmat.2015.04.083 es_ES
dc.description.accrualMethod Senia es_ES
dc.relation.publisherversion http://dx.doi.org/10.1016/j.jhazmat.2015.04.083 es_ES
dc.description.upvformatpinicio 73 es_ES
dc.description.upvformatpfin 82 es_ES
dc.type.version info:eu repo/semantics/publishedVersion es_ES
dc.description.volume 298 es_ES
dc.relation.senia 294238 es_ES
dc.identifier.eissn 1873-3336


This item appears in the following Collection(s)

Show simple item record