Title

Theoretical Study Of Photochromic Compounds, Part 2: Thermal Mechanism For Byproduct Formation And Fatigue Resistance Of Diarylethenes Used As Data Storage Materials

Keywords

Byproduct formation; Chemical kinetics; Electrocyclic reaction; Fatigue resistance

Abstract

Certain organic compounds possess the ability to change color under the influence of light, called photochromism. This change is due to ultrafast chemical transition from open to closed ring isomers (photocyclization), which can be used for optical data storage and photoswitching applications. These applications require minimization of the irreversible photodegradation of the material, called photofatigue. This property is related to the chemical rate of byproduct formation. We use density functional theory methods to predict the mechanism and activation barriers to the byproduct formation for 1,2-bis(2-methyl-5-phenyl-3-thienyl)perfluorocyclopentene in order to estimate its fatigue resistance. We also explain higher fatigue resistance for its methylated derivative. The methods used in this study may become a part of rational design strategy for the new photochromic materials. © 2009 Wiley Periodicals, Inc.

Publication Date

12-1-2009

Publication Title

International Journal of Quantum Chemistry

Volume

109

Issue

15

Number of Pages

3711-3722

Document Type

Article; Proceedings Paper

Personal Identifier

scopus

DOI Link

https://doi.org/10.1002/qua.22358

Socpus ID

71049182396 (Scopus)

Source API URL

https://api.elsevier.com/content/abstract/scopus_id/71049182396

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