The effect of substituent position upon unsymmetrical isomeric diarylethenes bearing a methoxy group
Three unsymmetrical isomeric photochromic diarylethenes bearing a methoxy group at either the para-, meta- or ortho-positions on one terminal benzene ring were synthesized and their optical and electrochemical properties investigated. Each of the compounds exhibited high photo-reactive sensitivity a...
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| Veröffentlicht in: | Dyes and pigments 2010, Vol.84 (1), p.25-35 |
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| container_title | Dyes and pigments |
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| creator | Pu, Shouzhi Fan, Congbin Miao, Wenjuan Liu, Gang |
| description | Three unsymmetrical isomeric photochromic diarylethenes bearing a methoxy group at either the
para-, meta- or
ortho-positions on one terminal benzene ring were synthesized and their optical and electrochemical properties investigated. Each of the compounds exhibited high photo-reactive sensitivity and functioned as a fluorescent photo-switch both in solution and in PMMA film. The molar absorption coefficients of both of the open-ring and closed-ring isomers decreased when the methoxy group was attached at any of the three positions on the terminal benzene ring whereas the cycloreversion quantum yield gradually increased in going from the
para- to
meta- to the
ortho-position of substitution. Oxidation waves were clearly observed at 0.55, 0.74 and 0.58 V from cyclic voltammograms for some compounds but not for others at these voltages. |
| doi_str_mv | 10.1016/j.dyepig.2009.06.018 |
| format | Article |
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para-, meta- or
ortho-positions on one terminal benzene ring were synthesized and their optical and electrochemical properties investigated. Each of the compounds exhibited high photo-reactive sensitivity and functioned as a fluorescent photo-switch both in solution and in PMMA film. The molar absorption coefficients of both of the open-ring and closed-ring isomers decreased when the methoxy group was attached at any of the three positions on the terminal benzene ring whereas the cycloreversion quantum yield gradually increased in going from the
para- to
meta- to the
ortho-position of substitution. Oxidation waves were clearly observed at 0.55, 0.74 and 0.58 V from cyclic voltammograms for some compounds but not for others at these voltages.</description><identifier>ISSN: 0143-7208</identifier><identifier>EISSN: 1873-3743</identifier><identifier>DOI: 10.1016/j.dyepig.2009.06.018</identifier><language>eng</language><publisher>Elsevier Ltd</publisher><subject>Electrochemistry ; Fluorescent switch ; Methoxy substituent position effect ; Photochemistry ; Photochromism ; Unsymmetrical diarylethene</subject><ispartof>Dyes and pigments, 2010, Vol.84 (1), p.25-35</ispartof><rights>2009 Elsevier Ltd</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c403t-888ac7cf636ada7343e55a48aaa131435e98744d09965068c3eb4a1a524c064a3</citedby><cites>FETCH-LOGICAL-c403t-888ac7cf636ada7343e55a48aaa131435e98744d09965068c3eb4a1a524c064a3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://dx.doi.org/10.1016/j.dyepig.2009.06.018$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,780,784,3550,4024,27923,27924,27925,45995</link.rule.ids></links><search><creatorcontrib>Pu, Shouzhi</creatorcontrib><creatorcontrib>Fan, Congbin</creatorcontrib><creatorcontrib>Miao, Wenjuan</creatorcontrib><creatorcontrib>Liu, Gang</creatorcontrib><title>The effect of substituent position upon unsymmetrical isomeric diarylethenes bearing a methoxy group</title><title>Dyes and pigments</title><description>Three unsymmetrical isomeric photochromic diarylethenes bearing a methoxy group at either the
para-, meta- or
ortho-positions on one terminal benzene ring were synthesized and their optical and electrochemical properties investigated. Each of the compounds exhibited high photo-reactive sensitivity and functioned as a fluorescent photo-switch both in solution and in PMMA film. The molar absorption coefficients of both of the open-ring and closed-ring isomers decreased when the methoxy group was attached at any of the three positions on the terminal benzene ring whereas the cycloreversion quantum yield gradually increased in going from the
para- to
meta- to the
ortho-position of substitution. Oxidation waves were clearly observed at 0.55, 0.74 and 0.58 V from cyclic voltammograms for some compounds but not for others at these voltages.</description><subject>Electrochemistry</subject><subject>Fluorescent switch</subject><subject>Methoxy substituent position effect</subject><subject>Photochemistry</subject><subject>Photochromism</subject><subject>Unsymmetrical diarylethene</subject><issn>0143-7208</issn><issn>1873-3743</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2010</creationdate><recordtype>article</recordtype><recordid>eNp9kD9PwzAQxS0EEqXwDRg8sSWca8dxFiSE-CchscBsuc6ldZXEwXYQ_fa4KjPL3Q3vPd37EXLNoGTA5O2ubPc4uU25AmhKkCUwdUIWTNW84LXgp2QBTPCiXoE6Jxcx7gBA8RVbkPZjixS7Dm2ivqNxXsfk0oxjopOPLjk_0nk6jDHuhwFTcNb01EU_YD5p60zY95i2OGKkazTBjRtqaFZu_c-eboKfp0ty1pk-4tXfXpLPp8ePh5fi7f359eH-rbACeCqUUsbWtpNcmtbUXHCsKiOUMYbx_H-FjaqFaKFpZAVSWY5rYZipVsKCFIYvyc0xdwr-a8aY9OCixb43I_o5ai4aUUuos1AchTb4GAN2egpuyE00A31Aqnf6iFQfkGqQOiPNtrujDXOJb4dBR-twtNi6kAHq1rv_A34Bk3GDkw</recordid><startdate>2010</startdate><enddate>2010</enddate><creator>Pu, Shouzhi</creator><creator>Fan, Congbin</creator><creator>Miao, Wenjuan</creator><creator>Liu, Gang</creator><general>Elsevier Ltd</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7QQ</scope><scope>8FD</scope><scope>JG9</scope></search><sort><creationdate>2010</creationdate><title>The effect of substituent position upon unsymmetrical isomeric diarylethenes bearing a methoxy group</title><author>Pu, Shouzhi ; Fan, Congbin ; Miao, Wenjuan ; Liu, Gang</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c403t-888ac7cf636ada7343e55a48aaa131435e98744d09965068c3eb4a1a524c064a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2010</creationdate><topic>Electrochemistry</topic><topic>Fluorescent switch</topic><topic>Methoxy substituent position effect</topic><topic>Photochemistry</topic><topic>Photochromism</topic><topic>Unsymmetrical diarylethene</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Pu, Shouzhi</creatorcontrib><creatorcontrib>Fan, Congbin</creatorcontrib><creatorcontrib>Miao, Wenjuan</creatorcontrib><creatorcontrib>Liu, Gang</creatorcontrib><collection>CrossRef</collection><collection>Ceramic Abstracts</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><jtitle>Dyes and pigments</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Pu, Shouzhi</au><au>Fan, Congbin</au><au>Miao, Wenjuan</au><au>Liu, Gang</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>The effect of substituent position upon unsymmetrical isomeric diarylethenes bearing a methoxy group</atitle><jtitle>Dyes and pigments</jtitle><date>2010</date><risdate>2010</risdate><volume>84</volume><issue>1</issue><spage>25</spage><epage>35</epage><pages>25-35</pages><issn>0143-7208</issn><eissn>1873-3743</eissn><abstract>Three unsymmetrical isomeric photochromic diarylethenes bearing a methoxy group at either the
para-, meta- or
ortho-positions on one terminal benzene ring were synthesized and their optical and electrochemical properties investigated. Each of the compounds exhibited high photo-reactive sensitivity and functioned as a fluorescent photo-switch both in solution and in PMMA film. The molar absorption coefficients of both of the open-ring and closed-ring isomers decreased when the methoxy group was attached at any of the three positions on the terminal benzene ring whereas the cycloreversion quantum yield gradually increased in going from the
para- to
meta- to the
ortho-position of substitution. Oxidation waves were clearly observed at 0.55, 0.74 and 0.58 V from cyclic voltammograms for some compounds but not for others at these voltages.</abstract><pub>Elsevier Ltd</pub><doi>10.1016/j.dyepig.2009.06.018</doi><tpages>11</tpages></addata></record> |
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| language | eng |
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| subjects | Electrochemistry Fluorescent switch Methoxy substituent position effect Photochemistry Photochromism Unsymmetrical diarylethene |
| title | The effect of substituent position upon unsymmetrical isomeric diarylethenes bearing a methoxy group |
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