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Novel photochromic indolinospiropyrans of coumarin series with high level of colorability

Paper ID Volume ID Publish Year Pages File Format Full-Text
26247 43943 2016 7 PDF Available
Title
Novel photochromic indolinospiropyrans of coumarin series with high level of colorability
Abstract

•Novel indolinospiropyrans containing coumarin moiety annulated to the 2H-pyran ring were synthesized.•The obtained compounds are characterized by exceptionally high values of colorability (the product of a quantum yield of photocoloration and molar absorption coefficient of the photoinduced form).•Both strong electron donating and electron withdrawing substituents in the indoline moiety provide for the noticeable decrease of colorability.•Merocyanine isomers of the obtained compounds show negative solvatochromism characteristic of dipolar structures, which was confirmed by the observed decrease in the rate constants of the thermal recyclisation reactions with the increase in the solvent polarity.

Indolinospiropyrans containing coumarin moiety annulated to the 2H-pyran ring at the 6,5-position exhibit positive photochromism under normal conditions and are characterized by exceptionally high values of colorability. Both strong electron donating and electron withdrawing 5-R substituents in the indoline moiety provide for the noticeable decrease of colorability. Negative solvatochromism of merocyanine isomers of the synthesized spiropyrans indicates their dipolar structure which is manifested by the reduction of the rate constants of recyclization upon increasing solvent polarity.

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Keywords
Photochromism; Spiropyrans; Coumarin; Merocyanine; Colorability
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Novel photochromic indolinospiropyrans of coumarin series with high level of colorability
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 321, 1 May 2016, Pages 12–18
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
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Any Questions? feel free to contact us