A New Approach for Studying Bond RuptureClosure of a Spiro Benzopyran Photochromic Material: Reactivity Descriptors Derived from Frontier Orbitals and DFT Computed Electrostatic Potential Energy Surface Maps
Joint Authors
Abdel-Mottaleb, Mohamed Sabry
Ali, Sarah N.
Source
International Journal of Photoenergy
Issue
Vol. 2016, Issue 2016 (31 Dec. 2016), pp.1-9, 9 p.
Publisher
Hindawi Publishing Corporation
Publication Date
2016-03-15
Country of Publication
Egypt
No. of Pages
9
Main Subjects
Abstract EN
This paper focuses on computations technique within the framework of the TD-DFT theory for studying the relationship between structure-properties of reversible conversion of photochromic materials.
Specifically, we report on 1′,3′-dihydro-8-methoxy-1′,3′,3′-trimethyl-6-nitrospiro[2H-1-benzopyran-2,2′-(2H)-indole] (SP) and its isomers.
TD-DFT calculated UV-Vis electronic spectra of the closed and open isomers of this photochromic material are in excellent agreement with the experimental results.
Moreover, this paper reports on the results of theoretical investigations of reactivity indices that may govern the conversion between spiropyrans and its isomers.
In addition, the solvent and rigidity of the medium significantly control the thermal bleaching of the photogenerated colored isomers and hence the switch ability pattern of the photochromic material.
The effect of molecular structure computed by DFT in gas-phase and solvents on C s p i r o - O bond length has been shown to correlate with photochromic properties.
For this compound, DFT optimized geometry could be used to predict photochromism.
Furthermore, in an attempt to predict the driving force for MC → SP, this work explores, for the first time, profitable exploitation of the calculated and visualized mapped electrostatic potential energy surfaces (ESP map).
Interestingly, it seems that the electrostatic potential forces over the molecular fragments govern spirobond rupture/closure reactions.
Thermodynamically, all-trans-colored isomer (CTT) is the most stable merocyanine-like form.
American Psychological Association (APA)
Abdel-Mottaleb, Mohamed Sabry& Ali, Sarah N.. 2016. A New Approach for Studying Bond RuptureClosure of a Spiro Benzopyran Photochromic Material: Reactivity Descriptors Derived from Frontier Orbitals and DFT Computed Electrostatic Potential Energy Surface Maps. International Journal of Photoenergy،Vol. 2016, no. 2016, pp.1-9.
https://search.emarefa.net/detail/BIM-1106507
Modern Language Association (MLA)
Abdel-Mottaleb, Mohamed Sabry& Ali, Sarah N.. A New Approach for Studying Bond RuptureClosure of a Spiro Benzopyran Photochromic Material: Reactivity Descriptors Derived from Frontier Orbitals and DFT Computed Electrostatic Potential Energy Surface Maps. International Journal of Photoenergy No. 2016 (2016), pp.1-9.
https://search.emarefa.net/detail/BIM-1106507
American Medical Association (AMA)
Abdel-Mottaleb, Mohamed Sabry& Ali, Sarah N.. A New Approach for Studying Bond RuptureClosure of a Spiro Benzopyran Photochromic Material: Reactivity Descriptors Derived from Frontier Orbitals and DFT Computed Electrostatic Potential Energy Surface Maps. International Journal of Photoenergy. 2016. Vol. 2016, no. 2016, pp.1-9.
https://search.emarefa.net/detail/BIM-1106507
Data Type
Journal Articles
Language
English
Notes
Includes bibliographical references
Record ID
BIM-1106507