Synthesis, structure and photochromic properties of hybrid molecules based on fullerene C60 and spiropyrans

A. R. Tuktarov; A. A. Khuzin; A. R. Tulyabaev; O. V. Venidictova; T. M. Valova; V. A. Barachevsky; L. M. Khalilov; U. M. Dzhemilev

doi:10.1039/C6RA18073F

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Synthesis, structure and photochromic properties of hybrid molecules based on fullerene C₆₀ and spiropyrans†

A. R. Tuktarov,*^a A. A. Khuzin,^a A. R. Tulyabaev,

^a O. V. Venidictova,^b T. M. Valova,^b V. A. Barachevsky,^b L. M. Khalilov^a and U. M. Dzhemilev^a

Author affiliations

* Corresponding authors

^a Institute of Petrochemistry and Catalysis, Russian Academy of Sciences, Russian Federation
E-mail: tuktarovar@gmail.com

^b Photochemistry Centre, Russian Academy of Sciences, Russian Federation

Abstract

The 1,3-dipolar cycloaddition of azomethine ylides to fullerene C₆₀ was utilized to perform the synthesis of spiropyran-containing photochromic pyrrolidinofullerenes. It was found that photochromism is observed only for the hybrid compound containing an NO₂ group in the pyran moiety, whereas the pyrrolidinofullerenes with Cl or F atoms in the spiropyran moiety do not possess photochromism. The photochromic fullerene hybrid is characterized by lower light sensitivity and photodegradation parameters compared to the initial spiropyrans, which can be attributed to reabsorption of activating radiation.

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Article information

DOI: https://doi.org/10.1039/C6RA18073F
Article type: Communication
Submitted: 15 Jul 2016
Accepted: 19 Jul 2016
First published: 26 Jul 2016
This article is Open Access

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RSC Adv., 2016,6, 71151-71155

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Synthesis, structure and photochromic properties of hybrid molecules based on fullerene C₆₀ and spiropyrans

A. R. Tuktarov, A. A. Khuzin, A. R. Tulyabaev, O. V. Venidictova, T. M. Valova, V. A. Barachevsky, L. M. Khalilov and U. M. Dzhemilev, RSC Adv., 2016, 6, 71151 DOI: 10.1039/C6RA18073F

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