Autor según el artículo: Kovalenko, Olha; Reguero, Mar;

Departamento: Química Física i Inorgànica

Autor/es de la URV: Reguero de la Poza, Maria del Mar

Palabras clave: Spiropyran Reaction mechanism Photochromic spiropyrans Molecules Molecular switch Merocyanine Exchange Dynamics Dft Conformations Chromic materials Behavior

Resumen: Spiropyran (SP) is a chromic material that undergoes isomerization to merocyanine (MC) under irradiation. To extend its applicability as a molecular switch, it would be convenient to be able to induce and control its isomerization also in the dark, what seems to be possible in acidic media. We present here a computational study of the mechanism of isomerization of protonated SP. We have found that protonation induces the stabilization of MC, protonated at O, relative to SP, protonated at N. Given the different site of protonation for both species, the ring-opening reaction must take place together with a proton transfer event. We have shown that the barrier of this process decreases if a protic solvent molecule take part in the reaction. In this way, the rate determining step of the process is the isomerization between different rotamers of protonated MC. The detailed knowledge of the reaction mechanism can help in the design of structural or electronic modifications of SP to improve its switchability.

Áreas temáticas: Química Physics, multidisciplinary Physics and astronomy (miscellaneous) Mathematical physics Materiais Matemática / probabilidade e estatística Interdisciplinar Geociências General physics and astronomy Ensino Engenharias iv Engenharias iii Engenharias ii Condensed matter physics Ciências biológicas ii Biotecnología Atomic and molecular physics, and optics Astronomia / física

Acceso a la licencia de uso: https://creativecommons.org/licenses/by/3.0/es/

Direcció de correo del autor: mar.reguero@urv.cat

Identificador del autor: 0000-0001-9668-8265

Fecha de alta del registro: 2023-02-19

Versión del articulo depositado: info:eu-repo/semantics/acceptedVersion

Enlace a la fuente original: https://iopscience.iop.org/article/10.1088/1402-4896/ab5ff2

URL Documento de licencia: http://repositori.urv.cat/ca/proteccio-de-dades/

Referencia al articulo segun fuente origial: Physica Scripta. 95 (5):

Referencia de l'ítem segons les normes APA: Kovalenko, Olha; Reguero, Mar; (2020). Why thermal isomerization of the chromic switch spiropyran-merocyanine is enhance in polar protic solvents. A computational study of the reaction mechanism. Physica Scripta, 95(5), -. DOI: 10.1088/1402-4896/ab5ff2

DOI del artículo: 10.1088/1402-4896/ab5ff2

Entidad: Universitat Rovira i Virgili

Año de publicación de la revista: 2020

Tipo de publicación: Journal Publications