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Photophysical and cyanide recognition properties of a pyridinium inner salt compound
A pyridine inner salt compound with strong red fluorescence emission and good water solubility was synthesized, which can specifically recognize cyanide in aqueous solution by nucleophilic substitution. [Display omitted] •A pyridine inner salt compound with strong red fluorescence was synthesized.•T...
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| Published in: | Journal of photochemistry and photobiology. A, Chemistry. Chemistry., 2018-12, Vol.367, p.83-88 |
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| cites | cdi_FETCH-LOGICAL-c346t-604380a189a8f28ce743d6097d9122fd82126b89b4571e7c3882d5d0e563765a3 |
| container_end_page | 88 |
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| container_title | Journal of photochemistry and photobiology. A, Chemistry. |
| container_volume | 367 |
| creator | Zhao, Xun Sun, Yatong Zhu, Yilin Chen, Huihui Wang, Zian Zhao, Songfang Cao, Duxia Liu, Guoqun |
| description | A pyridine inner salt compound with strong red fluorescence emission and good water solubility was synthesized, which can specifically recognize cyanide in aqueous solution by nucleophilic substitution.
[Display omitted]
•A pyridine inner salt compound with strong red fluorescence was synthesized.•The compound can specifically recognize cyanide anion in aqueous solution.•4-Coumarin of the compound reacts with CN− by nucleophilic substitution.
A pyridine inner salt compound 2-{2-[7-(N, N-diethylamino)coumarin]vinyl}-N-(3-sulfonatepropyl)-pyridinium, inner salt (1) with strong red fluorescence emission and good water solubility was synthesized by condensation reaction between 7-diethylaminocoumarin-3-aldehyde and 2-methyl-N-(3-sulfooxypropyl)pyridinium, inner salt. Investigation on UV–vis absorption, fluorescence properties and cyanide recognition of the compound indicates that this compound can specifically recognize cyanide in aqueous solution with detection limit being 0.0003 μM. The color of compound solution exhibits change from brick red to purple accompanied by red fluorescence decrease, which can realize naked eye observation. Based on in situ 1H NMR, mass spectra and Job’s plot, 4-coumarin is more likely to react with cyanide anions by nucleophilic substitution. |
| doi_str_mv | 10.1016/j.jphotochem.2018.08.022 |
| format | article |
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[Display omitted]
•A pyridine inner salt compound with strong red fluorescence was synthesized.•The compound can specifically recognize cyanide anion in aqueous solution.•4-Coumarin of the compound reacts with CN− by nucleophilic substitution.
A pyridine inner salt compound 2-{2-[7-(N, N-diethylamino)coumarin]vinyl}-N-(3-sulfonatepropyl)-pyridinium, inner salt (1) with strong red fluorescence emission and good water solubility was synthesized by condensation reaction between 7-diethylaminocoumarin-3-aldehyde and 2-methyl-N-(3-sulfooxypropyl)pyridinium, inner salt. Investigation on UV–vis absorption, fluorescence properties and cyanide recognition of the compound indicates that this compound can specifically recognize cyanide in aqueous solution with detection limit being 0.0003 μM. The color of compound solution exhibits change from brick red to purple accompanied by red fluorescence decrease, which can realize naked eye observation. Based on in situ 1H NMR, mass spectra and Job’s plot, 4-coumarin is more likely to react with cyanide anions by nucleophilic substitution.</description><identifier>ISSN: 1010-6030</identifier><identifier>EISSN: 1873-2666</identifier><identifier>DOI: 10.1016/j.jphotochem.2018.08.022</identifier><language>eng</language><publisher>Lausanne: Elsevier B.V</publisher><subject>Anions ; Aqueous solutions ; Chemical synthesis ; Compound A ; Condensation ; Construction materials ; Coumarin ; Cyanide anion ; Cyanides ; Fluorescence ; Mass spectra ; NMR ; Nuclear magnetic resonance ; Nucleophilic substitution ; Photophysical property ; Physical properties ; Pyridine inner salt ; Pyridines ; Pyridinium ; Recognition ; Salt ; Salts ; Substitution reactions</subject><ispartof>Journal of photochemistry and photobiology. A, Chemistry., 2018-12, Vol.367, p.83-88</ispartof><rights>2018 Elsevier B.V.</rights><rights>Copyright Elsevier BV Dec 1, 2018</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c346t-604380a189a8f28ce743d6097d9122fd82126b89b4571e7c3882d5d0e563765a3</citedby><cites>FETCH-LOGICAL-c346t-604380a189a8f28ce743d6097d9122fd82126b89b4571e7c3882d5d0e563765a3</cites><orcidid>0000-0002-9452-4045 ; 0000-0002-3342-5780</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>315,786,790,27957,27958</link.rule.ids></links><search><creatorcontrib>Zhao, Xun</creatorcontrib><creatorcontrib>Sun, Yatong</creatorcontrib><creatorcontrib>Zhu, Yilin</creatorcontrib><creatorcontrib>Chen, Huihui</creatorcontrib><creatorcontrib>Wang, Zian</creatorcontrib><creatorcontrib>Zhao, Songfang</creatorcontrib><creatorcontrib>Cao, Duxia</creatorcontrib><creatorcontrib>Liu, Guoqun</creatorcontrib><title>Photophysical and cyanide recognition properties of a pyridinium inner salt compound</title><title>Journal of photochemistry and photobiology. A, Chemistry.</title><description>A pyridine inner salt compound with strong red fluorescence emission and good water solubility was synthesized, which can specifically recognize cyanide in aqueous solution by nucleophilic substitution.
[Display omitted]
•A pyridine inner salt compound with strong red fluorescence was synthesized.•The compound can specifically recognize cyanide anion in aqueous solution.•4-Coumarin of the compound reacts with CN− by nucleophilic substitution.
A pyridine inner salt compound 2-{2-[7-(N, N-diethylamino)coumarin]vinyl}-N-(3-sulfonatepropyl)-pyridinium, inner salt (1) with strong red fluorescence emission and good water solubility was synthesized by condensation reaction between 7-diethylaminocoumarin-3-aldehyde and 2-methyl-N-(3-sulfooxypropyl)pyridinium, inner salt. Investigation on UV–vis absorption, fluorescence properties and cyanide recognition of the compound indicates that this compound can specifically recognize cyanide in aqueous solution with detection limit being 0.0003 μM. The color of compound solution exhibits change from brick red to purple accompanied by red fluorescence decrease, which can realize naked eye observation. Based on in situ 1H NMR, mass spectra and Job’s plot, 4-coumarin is more likely to react with cyanide anions by nucleophilic substitution.</description><subject>Anions</subject><subject>Aqueous solutions</subject><subject>Chemical synthesis</subject><subject>Compound A</subject><subject>Condensation</subject><subject>Construction materials</subject><subject>Coumarin</subject><subject>Cyanide anion</subject><subject>Cyanides</subject><subject>Fluorescence</subject><subject>Mass spectra</subject><subject>NMR</subject><subject>Nuclear magnetic resonance</subject><subject>Nucleophilic substitution</subject><subject>Photophysical property</subject><subject>Physical properties</subject><subject>Pyridine inner salt</subject><subject>Pyridines</subject><subject>Pyridinium</subject><subject>Recognition</subject><subject>Salt</subject><subject>Salts</subject><subject>Substitution reactions</subject><issn>1010-6030</issn><issn>1873-2666</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNqFUE1LxDAUDKLguvofAp5b89Gm6VEXv2BBD-s5ZJNXN2U3qUkr9N-bZQWPwsB7h5l58wYhTElJCRV3fdkPuzAGs4NDyQiVJclg7AwtqGx4wYQQ53knlBSCcHKJrlLqCSFVVdEF2rwfxcNuTs7oPdbeYjNr7yzgCCZ8eje64PEQwwBxdJBw6LDGwxyddd5NB-y8h4iT3o_YhMMQJm-v0UWn9wlufucSfTw9blYvxfrt-XV1vy4Mr8SY41RcEk1lq2XHpIGm4laQtrEtZayzklEmtrLdVnVDoTFcSmZrS6AWvBG15kt0e_LN8b4mSKPqwxR9PqkYrVtWy5bTzJInlokhpQidGqI76DgrStSxQ9Wrvw7VsUNFMhjL0oeTFPIX3w6iSsaBN2BdbmdUNrj_TX4ASWZ_7A</recordid><startdate>20181201</startdate><enddate>20181201</enddate><creator>Zhao, Xun</creator><creator>Sun, Yatong</creator><creator>Zhu, Yilin</creator><creator>Chen, Huihui</creator><creator>Wang, Zian</creator><creator>Zhao, Songfang</creator><creator>Cao, Duxia</creator><creator>Liu, Guoqun</creator><general>Elsevier B.V</general><general>Elsevier BV</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7QL</scope><scope>7T7</scope><scope>7U9</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>H94</scope><scope>M7N</scope><scope>P64</scope><orcidid>https://orcid.org/0000-0002-9452-4045</orcidid><orcidid>https://orcid.org/0000-0002-3342-5780</orcidid></search><sort><creationdate>20181201</creationdate><title>Photophysical and cyanide recognition properties of a pyridinium inner salt compound</title><author>Zhao, Xun ; Sun, Yatong ; Zhu, Yilin ; Chen, Huihui ; Wang, Zian ; Zhao, Songfang ; Cao, Duxia ; Liu, Guoqun</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c346t-604380a189a8f28ce743d6097d9122fd82126b89b4571e7c3882d5d0e563765a3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Anions</topic><topic>Aqueous solutions</topic><topic>Chemical synthesis</topic><topic>Compound A</topic><topic>Condensation</topic><topic>Construction materials</topic><topic>Coumarin</topic><topic>Cyanide anion</topic><topic>Cyanides</topic><topic>Fluorescence</topic><topic>Mass spectra</topic><topic>NMR</topic><topic>Nuclear magnetic resonance</topic><topic>Nucleophilic substitution</topic><topic>Photophysical property</topic><topic>Physical properties</topic><topic>Pyridine inner salt</topic><topic>Pyridines</topic><topic>Pyridinium</topic><topic>Recognition</topic><topic>Salt</topic><topic>Salts</topic><topic>Substitution reactions</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Zhao, Xun</creatorcontrib><creatorcontrib>Sun, Yatong</creatorcontrib><creatorcontrib>Zhu, Yilin</creatorcontrib><creatorcontrib>Chen, Huihui</creatorcontrib><creatorcontrib>Wang, Zian</creatorcontrib><creatorcontrib>Zhao, Songfang</creatorcontrib><creatorcontrib>Cao, Duxia</creatorcontrib><creatorcontrib>Liu, Guoqun</creatorcontrib><collection>CrossRef</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Virology and AIDS Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Journal of photochemistry and photobiology. A, Chemistry.</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Zhao, Xun</au><au>Sun, Yatong</au><au>Zhu, Yilin</au><au>Chen, Huihui</au><au>Wang, Zian</au><au>Zhao, Songfang</au><au>Cao, Duxia</au><au>Liu, Guoqun</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Photophysical and cyanide recognition properties of a pyridinium inner salt compound</atitle><jtitle>Journal of photochemistry and photobiology. A, Chemistry.</jtitle><date>2018-12-01</date><risdate>2018</risdate><volume>367</volume><spage>83</spage><epage>88</epage><pages>83-88</pages><issn>1010-6030</issn><eissn>1873-2666</eissn><abstract>A pyridine inner salt compound with strong red fluorescence emission and good water solubility was synthesized, which can specifically recognize cyanide in aqueous solution by nucleophilic substitution.
[Display omitted]
•A pyridine inner salt compound with strong red fluorescence was synthesized.•The compound can specifically recognize cyanide anion in aqueous solution.•4-Coumarin of the compound reacts with CN− by nucleophilic substitution.
A pyridine inner salt compound 2-{2-[7-(N, N-diethylamino)coumarin]vinyl}-N-(3-sulfonatepropyl)-pyridinium, inner salt (1) with strong red fluorescence emission and good water solubility was synthesized by condensation reaction between 7-diethylaminocoumarin-3-aldehyde and 2-methyl-N-(3-sulfooxypropyl)pyridinium, inner salt. Investigation on UV–vis absorption, fluorescence properties and cyanide recognition of the compound indicates that this compound can specifically recognize cyanide in aqueous solution with detection limit being 0.0003 μM. The color of compound solution exhibits change from brick red to purple accompanied by red fluorescence decrease, which can realize naked eye observation. Based on in situ 1H NMR, mass spectra and Job’s plot, 4-coumarin is more likely to react with cyanide anions by nucleophilic substitution.</abstract><cop>Lausanne</cop><pub>Elsevier B.V</pub><doi>10.1016/j.jphotochem.2018.08.022</doi><tpages>6</tpages><orcidid>https://orcid.org/0000-0002-9452-4045</orcidid><orcidid>https://orcid.org/0000-0002-3342-5780</orcidid></addata></record> |
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| ispartof | Journal of photochemistry and photobiology. A, Chemistry., 2018-12, Vol.367, p.83-88 |
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| source | ScienceDirect Freedom Collection |
| subjects | Anions Aqueous solutions Chemical synthesis Compound A Condensation Construction materials Coumarin Cyanide anion Cyanides Fluorescence Mass spectra NMR Nuclear magnetic resonance Nucleophilic substitution Photophysical property Physical properties Pyridine inner salt Pyridines Pyridinium Recognition Salt Salts Substitution reactions |
| title | Photophysical and cyanide recognition properties of a pyridinium inner salt compound |
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