Synthesis, structure and photochromic properties of hybrid molecules based on fullerene C60 and spiropyrans
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 pyr...
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Veröffentlicht in: | RSC advances 2016-01, Vol.6 (75), p.71151-71155 |
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creator | Tuktarov, A R Khuzin, A A Tulyabaev, A R Venidictova, O V Valova, T M Barachevsky, V A Khalilov, L M Dzhemilev, U M |
description | 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. |
doi_str_mv | 10.1039/c6ra18073f |
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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. 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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.</description><subject>Buckminsterfullerene</subject><subject>Fullerenes</subject><subject>Molecular structure</subject><subject>Nitrogen dioxide</subject><subject>Photochromism</subject><subject>Spiropyrans</subject><subject>Synthesis</subject><subject>Synthesis (chemistry)</subject><issn>2046-2069</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2016</creationdate><recordtype>article</recordtype><recordid>eNotjktLAzEYRYMgWGo3_oIsXTia1ySZpRRfUHChrkseX5ip6WRMMov-ewft3Vy4cA4XoRtK7inh3YOT2VBNFA8XaMWIkA0jsrtCm1IOZIlsKZN0hb4_TmPtoQzlDpeaZ1fnDNiMHk99qsn1OR0Hh6ecJsh1gIJTwP3J5sHjY4rg5rhs1hTwOI04zDFChhHwVpI_TZmGhT1lM5ZrdBlMLLA59xp9PT99bl-b3fvL2_Zx1xxYR2oTqBOGM2-g7QjVrbeOhaC01EC8tUQDIxa48to7K4gKrTBaKEMN50KwwNfo9t-7vP6ZodT9cSgOYjQjpLnsqeatVKLjiv8CkAFcjw</recordid><startdate>20160101</startdate><enddate>20160101</enddate><creator>Tuktarov, A R</creator><creator>Khuzin, A A</creator><creator>Tulyabaev, A R</creator><creator>Venidictova, O V</creator><creator>Valova, T M</creator><creator>Barachevsky, V A</creator><creator>Khalilov, L M</creator><creator>Dzhemilev, U M</creator><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>20160101</creationdate><title>Synthesis, structure and photochromic properties of hybrid molecules based on fullerene C60 and spiropyrans</title><author>Tuktarov, A R ; Khuzin, A A ; Tulyabaev, A R ; Venidictova, O V ; Valova, T M ; Barachevsky, V A ; Khalilov, L M ; Dzhemilev, U M</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-j290t-f1c4a32dae590185dbc2ff7868e0dbb08e20be37d8dcb407f54a847a1a33442f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2016</creationdate><topic>Buckminsterfullerene</topic><topic>Fullerenes</topic><topic>Molecular structure</topic><topic>Nitrogen dioxide</topic><topic>Photochromism</topic><topic>Spiropyrans</topic><topic>Synthesis</topic><topic>Synthesis (chemistry)</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Tuktarov, A R</creatorcontrib><creatorcontrib>Khuzin, A A</creatorcontrib><creatorcontrib>Tulyabaev, A R</creatorcontrib><creatorcontrib>Venidictova, O V</creatorcontrib><creatorcontrib>Valova, T M</creatorcontrib><creatorcontrib>Barachevsky, V A</creatorcontrib><creatorcontrib>Khalilov, L M</creatorcontrib><creatorcontrib>Dzhemilev, U M</creatorcontrib><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>RSC advances</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Tuktarov, A R</au><au>Khuzin, A A</au><au>Tulyabaev, A R</au><au>Venidictova, O V</au><au>Valova, T M</au><au>Barachevsky, V A</au><au>Khalilov, L M</au><au>Dzhemilev, U M</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis, structure and photochromic properties of hybrid molecules based on fullerene C60 and spiropyrans</atitle><jtitle>RSC advances</jtitle><date>2016-01-01</date><risdate>2016</risdate><volume>6</volume><issue>75</issue><spage>71151</spage><epage>71155</epage><pages>71151-71155</pages><eissn>2046-2069</eissn><abstract>The 1,3-dipolar cycloaddition of azomethine ylides to fullerene C60 was utilized to perform the synthesis of spiropyran-containing photochromic pyrrolidinofullerenes. 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source | Royal Society Of Chemistry Journals 2008- |
subjects | Buckminsterfullerene Fullerenes Molecular structure Nitrogen dioxide Photochromism Spiropyrans Synthesis Synthesis (chemistry) |
title | Synthesis, structure and photochromic properties of hybrid molecules based on fullerene C60 and spiropyrans |
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