Synthesis of novel water-soluble chitosan-based “off–on” fluorescent probes for successive recognitions of Fe3+ and F− ions
Water-soluble fluorescent probes have been synthesised by chemical labelling of 9-anthraldehyde onto chitosan via Schiff base reaction in the presence of a biocompatible polymer, i.e., poly(ethylene glycol) (PEG). Interestingly, PEG controlled the much needed water-solubility of the probe through hy...
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Veröffentlicht in: | Iranian polymer journal 2022-04, Vol.31 (4), p.425-439 |
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creator | Mazumder, Swapan Kumar Roy, Debiprasad Pal, Sumana Bar, Nandagopal Ray, Arindam Biswas, Debrupa Chowdhury, Shreyashi Chowdhury, Pranesh |
description | Water-soluble fluorescent probes have been synthesised by chemical labelling of 9-anthraldehyde onto chitosan via Schiff base reaction in the presence of a biocompatible polymer, i.e., poly(ethylene glycol) (PEG). Interestingly, PEG controlled the much needed water-solubility of the probe through hydrogen bonding whereas its proportion was optimized to achieve the required water solubility of the product. The synthesised compound was characterised by various techniques such as Fourier-transform infrared spectroscopy, ultraviolet–visible spectroscopy, fluorescence studies, nuclear magnetic resonance spectroscopy, scanning electron microscopy, thermogravimetric analysis-differential thermogravimetry and time-correlated single-photon counting. The fluorescence signal of the probe was quenched (turn off) upon binding to Fe
3+
ions and was regenerated (turn on) quantitatively due to the addition of F
−
ions. Further, the photo physical process (off and on) was understood in the light of photo-induced electron transfer and complex formation. Again, the static quenching mechanism was understood by life-time measurement. The detection limits for Fe
3+
and F
−
ions were found to be (2.98 × 10
–7
M) and (3.12 × 10
–7
M) in the “turn off” and “turn-on” modes, respectively. The synthesized materials were exposed to the simultaneous detection of Fe
3+
and F
−
ions for the first time. The developed material and detection technique were robust, selective and environmentally benign. Such “off–on” fluorescent probe being water soluble and highly photo-stable showed potential suitability for simultaneous recognition of Fe
3+
and F
−
ions in the real systems.
Graphical abstract |
doi_str_mv | 10.1007/s13726-021-01013-9 |
format | Article |
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3+
ions and was regenerated (turn on) quantitatively due to the addition of F
−
ions. Further, the photo physical process (off and on) was understood in the light of photo-induced electron transfer and complex formation. Again, the static quenching mechanism was understood by life-time measurement. The detection limits for Fe
3+
and F
−
ions were found to be (2.98 × 10
–7
M) and (3.12 × 10
–7
M) in the “turn off” and “turn-on” modes, respectively. The synthesized materials were exposed to the simultaneous detection of Fe
3+
and F
−
ions for the first time. The developed material and detection technique were robust, selective and environmentally benign. Such “off–on” fluorescent probe being water soluble and highly photo-stable showed potential suitability for simultaneous recognition of Fe
3+
and F
−
ions in the real systems.
Graphical abstract</description><identifier>ISSN: 1026-1265</identifier><identifier>EISSN: 1735-5265</identifier><identifier>DOI: 10.1007/s13726-021-01013-9</identifier><language>eng</language><publisher>Berlin/Heidelberg: Springer Berlin Heidelberg</publisher><subject>Biocompatibility ; Ceramics ; Chemical synthesis ; Chemistry ; Chemistry and Materials Science ; Chitosan ; Complex formation ; Composites ; Differential thermal analysis ; Differential thermogravimetric analysis ; Electron transfer ; Ferric ions ; Fluorescent indicators ; Fourier transforms ; Glass ; Hydrogen bonding ; Imines ; Infrared spectroscopy ; Natural Materials ; NMR spectroscopy ; Original Research ; Polyethylene glycol ; Polymer Sciences ; Solubility ; Spectrum analysis ; Thermogravimetric analysis ; Thermogravimetry ; Time correlation functions ; Time measurement ; Water chemistry</subject><ispartof>Iranian polymer journal, 2022-04, Vol.31 (4), p.425-439</ispartof><rights>Iran Polymer and Petrochemical Institute 2021</rights><rights>Iran Polymer and Petrochemical Institute 2021.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c249t-af462115a051ce40b6d0da40869aee8eff2cb0043451f6006ed06d7963875e5f3</citedby><cites>FETCH-LOGICAL-c249t-af462115a051ce40b6d0da40869aee8eff2cb0043451f6006ed06d7963875e5f3</cites><orcidid>0000-0001-8040-597X</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://link.springer.com/content/pdf/10.1007/s13726-021-01013-9$$EPDF$$P50$$Gspringer$$H</linktopdf><linktohtml>$$Uhttps://link.springer.com/10.1007/s13726-021-01013-9$$EHTML$$P50$$Gspringer$$H</linktohtml><link.rule.ids>314,780,784,27924,27925,41488,42557,51319</link.rule.ids></links><search><creatorcontrib>Mazumder, Swapan Kumar</creatorcontrib><creatorcontrib>Roy, Debiprasad</creatorcontrib><creatorcontrib>Pal, Sumana</creatorcontrib><creatorcontrib>Bar, Nandagopal</creatorcontrib><creatorcontrib>Ray, Arindam</creatorcontrib><creatorcontrib>Biswas, Debrupa</creatorcontrib><creatorcontrib>Chowdhury, Shreyashi</creatorcontrib><creatorcontrib>Chowdhury, Pranesh</creatorcontrib><title>Synthesis of novel water-soluble chitosan-based “off–on” fluorescent probes for successive recognitions of Fe3+ and F− ions</title><title>Iranian polymer journal</title><addtitle>Iran Polym J</addtitle><description>Water-soluble fluorescent probes have been synthesised by chemical labelling of 9-anthraldehyde onto chitosan via Schiff base reaction in the presence of a biocompatible polymer, i.e., poly(ethylene glycol) (PEG). Interestingly, PEG controlled the much needed water-solubility of the probe through hydrogen bonding whereas its proportion was optimized to achieve the required water solubility of the product. The synthesised compound was characterised by various techniques such as Fourier-transform infrared spectroscopy, ultraviolet–visible spectroscopy, fluorescence studies, nuclear magnetic resonance spectroscopy, scanning electron microscopy, thermogravimetric analysis-differential thermogravimetry and time-correlated single-photon counting. The fluorescence signal of the probe was quenched (turn off) upon binding to Fe
3+
ions and was regenerated (turn on) quantitatively due to the addition of F
−
ions. Further, the photo physical process (off and on) was understood in the light of photo-induced electron transfer and complex formation. Again, the static quenching mechanism was understood by life-time measurement. The detection limits for Fe
3+
and F
−
ions were found to be (2.98 × 10
–7
M) and (3.12 × 10
–7
M) in the “turn off” and “turn-on” modes, respectively. The synthesized materials were exposed to the simultaneous detection of Fe
3+
and F
−
ions for the first time. The developed material and detection technique were robust, selective and environmentally benign. Such “off–on” fluorescent probe being water soluble and highly photo-stable showed potential suitability for simultaneous recognition of Fe
3+
and F
−
ions in the real systems.
Graphical abstract</description><subject>Biocompatibility</subject><subject>Ceramics</subject><subject>Chemical synthesis</subject><subject>Chemistry</subject><subject>Chemistry and Materials Science</subject><subject>Chitosan</subject><subject>Complex formation</subject><subject>Composites</subject><subject>Differential thermal analysis</subject><subject>Differential thermogravimetric analysis</subject><subject>Electron transfer</subject><subject>Ferric ions</subject><subject>Fluorescent indicators</subject><subject>Fourier transforms</subject><subject>Glass</subject><subject>Hydrogen bonding</subject><subject>Imines</subject><subject>Infrared spectroscopy</subject><subject>Natural Materials</subject><subject>NMR spectroscopy</subject><subject>Original Research</subject><subject>Polyethylene glycol</subject><subject>Polymer Sciences</subject><subject>Solubility</subject><subject>Spectrum analysis</subject><subject>Thermogravimetric analysis</subject><subject>Thermogravimetry</subject><subject>Time correlation functions</subject><subject>Time measurement</subject><subject>Water chemistry</subject><issn>1026-1265</issn><issn>1735-5265</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2022</creationdate><recordtype>article</recordtype><recordid>eNp9ULFKBDEQXURBUX_AKmAp0Umyyd6WIp4KBxZqHbLZia6siSa7it2BjbW2-nP3JUZPsLOax8x782ZeUeww2GcA1UFiouKKAmcUGDBB65Vig1VCUsmVXM0Y8phlvF5sp9Q1ALIUqpSTjeLl4tkPN5i6RIIjPjxiT57MgJGm0I9Nj8TedENIxtPGJGzJYv4RnFvM34NfzD-J68cQMVn0A7mPocFEXIgkjdZitnpEEtGGa98NXfA_HlMUe8T4lkwXr2_ku7tVrDnTJ9z-rZvF1fT48uiUzs5Pzo4OZ9Tysh6ocaXijEkDklksoVEttKaEiaoN4gSd4za_VopSMqcAFLag2qpWYlJJlE5sFrvLvfnQhxHToG_DGH221FyJWlZVxSGz-JJlY0gpotP3sbsz8Vkz0N9562XeOuetf_LWdRaJpShlsr_G-Lf6H9UXleWH8A</recordid><startdate>20220401</startdate><enddate>20220401</enddate><creator>Mazumder, Swapan Kumar</creator><creator>Roy, Debiprasad</creator><creator>Pal, Sumana</creator><creator>Bar, Nandagopal</creator><creator>Ray, Arindam</creator><creator>Biswas, Debrupa</creator><creator>Chowdhury, Shreyashi</creator><creator>Chowdhury, Pranesh</creator><general>Springer Berlin Heidelberg</general><general>Springer Nature B.V</general><scope>AAYXX</scope><scope>CITATION</scope><orcidid>https://orcid.org/0000-0001-8040-597X</orcidid></search><sort><creationdate>20220401</creationdate><title>Synthesis of novel water-soluble chitosan-based “off–on” fluorescent probes for successive recognitions of Fe3+ and F− ions</title><author>Mazumder, Swapan Kumar ; Roy, Debiprasad ; Pal, Sumana ; Bar, Nandagopal ; Ray, Arindam ; Biswas, Debrupa ; Chowdhury, Shreyashi ; Chowdhury, Pranesh</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c249t-af462115a051ce40b6d0da40869aee8eff2cb0043451f6006ed06d7963875e5f3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2022</creationdate><topic>Biocompatibility</topic><topic>Ceramics</topic><topic>Chemical synthesis</topic><topic>Chemistry</topic><topic>Chemistry and Materials Science</topic><topic>Chitosan</topic><topic>Complex formation</topic><topic>Composites</topic><topic>Differential thermal analysis</topic><topic>Differential thermogravimetric analysis</topic><topic>Electron transfer</topic><topic>Ferric ions</topic><topic>Fluorescent indicators</topic><topic>Fourier transforms</topic><topic>Glass</topic><topic>Hydrogen bonding</topic><topic>Imines</topic><topic>Infrared spectroscopy</topic><topic>Natural Materials</topic><topic>NMR spectroscopy</topic><topic>Original Research</topic><topic>Polyethylene glycol</topic><topic>Polymer Sciences</topic><topic>Solubility</topic><topic>Spectrum analysis</topic><topic>Thermogravimetric analysis</topic><topic>Thermogravimetry</topic><topic>Time correlation functions</topic><topic>Time measurement</topic><topic>Water chemistry</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Mazumder, Swapan Kumar</creatorcontrib><creatorcontrib>Roy, Debiprasad</creatorcontrib><creatorcontrib>Pal, Sumana</creatorcontrib><creatorcontrib>Bar, Nandagopal</creatorcontrib><creatorcontrib>Ray, Arindam</creatorcontrib><creatorcontrib>Biswas, Debrupa</creatorcontrib><creatorcontrib>Chowdhury, Shreyashi</creatorcontrib><creatorcontrib>Chowdhury, Pranesh</creatorcontrib><collection>CrossRef</collection><jtitle>Iranian polymer journal</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Mazumder, Swapan Kumar</au><au>Roy, Debiprasad</au><au>Pal, Sumana</au><au>Bar, Nandagopal</au><au>Ray, Arindam</au><au>Biswas, Debrupa</au><au>Chowdhury, Shreyashi</au><au>Chowdhury, Pranesh</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of novel water-soluble chitosan-based “off–on” fluorescent probes for successive recognitions of Fe3+ and F− ions</atitle><jtitle>Iranian polymer journal</jtitle><stitle>Iran Polym J</stitle><date>2022-04-01</date><risdate>2022</risdate><volume>31</volume><issue>4</issue><spage>425</spage><epage>439</epage><pages>425-439</pages><issn>1026-1265</issn><eissn>1735-5265</eissn><abstract>Water-soluble fluorescent probes have been synthesised by chemical labelling of 9-anthraldehyde onto chitosan via Schiff base reaction in the presence of a biocompatible polymer, i.e., poly(ethylene glycol) (PEG). Interestingly, PEG controlled the much needed water-solubility of the probe through hydrogen bonding whereas its proportion was optimized to achieve the required water solubility of the product. The synthesised compound was characterised by various techniques such as Fourier-transform infrared spectroscopy, ultraviolet–visible spectroscopy, fluorescence studies, nuclear magnetic resonance spectroscopy, scanning electron microscopy, thermogravimetric analysis-differential thermogravimetry and time-correlated single-photon counting. The fluorescence signal of the probe was quenched (turn off) upon binding to Fe
3+
ions and was regenerated (turn on) quantitatively due to the addition of F
−
ions. Further, the photo physical process (off and on) was understood in the light of photo-induced electron transfer and complex formation. Again, the static quenching mechanism was understood by life-time measurement. The detection limits for Fe
3+
and F
−
ions were found to be (2.98 × 10
–7
M) and (3.12 × 10
–7
M) in the “turn off” and “turn-on” modes, respectively. The synthesized materials were exposed to the simultaneous detection of Fe
3+
and F
−
ions for the first time. The developed material and detection technique were robust, selective and environmentally benign. Such “off–on” fluorescent probe being water soluble and highly photo-stable showed potential suitability for simultaneous recognition of Fe
3+
and F
−
ions in the real systems.
Graphical abstract</abstract><cop>Berlin/Heidelberg</cop><pub>Springer Berlin Heidelberg</pub><doi>10.1007/s13726-021-01013-9</doi><tpages>15</tpages><orcidid>https://orcid.org/0000-0001-8040-597X</orcidid></addata></record> |
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subjects | Biocompatibility Ceramics Chemical synthesis Chemistry Chemistry and Materials Science Chitosan Complex formation Composites Differential thermal analysis Differential thermogravimetric analysis Electron transfer Ferric ions Fluorescent indicators Fourier transforms Glass Hydrogen bonding Imines Infrared spectroscopy Natural Materials NMR spectroscopy Original Research Polyethylene glycol Polymer Sciences Solubility Spectrum analysis Thermogravimetric analysis Thermogravimetry Time correlation functions Time measurement Water chemistry |
title | Synthesis of novel water-soluble chitosan-based “off–on” fluorescent probes for successive recognitions of Fe3+ and F− ions |
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