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Improving the stability of photochromic fluorinated indolylfulgides

Paper ID Volume ID Publish Year Pages File Format Full-Text
27719 44039 2008 7 PDF Available
Title
Improving the stability of photochromic fluorinated indolylfulgides
Abstract

Fluorinated indolylfulgides are a class of photochromic organic compounds. It is possible to consider potential applications of these compounds in optical devices such as switches and memory. Two novel fulgides, a deuterated trifluoromethyl indolylfulgide and a trifluoromethyl dicyclopropyl indolylfulgide, were designed based on prior mechanistic studies to have greater thermal stability and potentially greater photochemical stability. The absorption spectra, thermal stabilities in both toluene and polymer films, and photochemical fatigue resistances of both fulgides were measured. The cyclizable Z-form of the dicyclopropyl fulgide displayed a significant red shift of the absorption maximum compared to any other fulgide. Deuteration led to greater thermal stability of the fluorinated fulgide. Moreover, the Z-form of the dicyclopropyl fulgide showed excellent durability in PMMA at 80 °C. The solution-based study of the dicyclopropyl fulgide demonstrated only E–Z-isomerization after prolonged treatment (380 h) at 80 °C in toluene. In addition, the trifluoromethyl dicyclopropyl indolylfulgide is the most photochemically stable yet reported; it underwent 10,000 photochemical cycles, coloration followed by bleaching, before degrading by 13%.

Keywords
Photochromism; Fluorinated indolylfulgide; Thermal stability; Photochemical stability
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 195, Issues 2–3, 15 April 2008, Pages 228–234
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
Online Support
Any Questions? feel free to contact us