Temperature Dependence of the Fluorescence Properties of Curcumin
Steady-state and time-resolved techniques were employed to study the nonradiative process of curcumin dissolved in ethanol and 1-propanol in a wide range of temperatures. We found that the nonradiative rate constants at temperatures between 175–250 K qualitatively follow the same trend as the dielec...
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Veröffentlicht in: | The journal of physical chemistry. A, Molecules, spectroscopy, kinetics, environment, & general theory Molecules, spectroscopy, kinetics, environment, & general theory, 2011-10, Vol.115 (40), p.10962-10971 |
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container_title | The journal of physical chemistry. A, Molecules, spectroscopy, kinetics, environment, & general theory |
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creator | Erez, Yuval Presiado, Itay Gepshtein, Rinat Huppert, Dan |
description | Steady-state and time-resolved techniques were employed to study the nonradiative process of curcumin dissolved in ethanol and 1-propanol in a wide range of temperatures. We found that the nonradiative rate constants at temperatures between 175–250 K qualitatively follow the same trend as the dielectric relaxation times of both neat solvents. We attribute the nonradiative process to solvent-controlled proton transfer. We also found a kinetic isotope effect on the nonradiative process rate constant of ∼2. We propose a model in which the excited-state proton transfer breaks the planar hexagonal structure of the keto–enol center of the molecule. This, in turn, enhances the nonradiative process driven by the twist angle between the two phenol moieties. |
doi_str_mv | 10.1021/jp206176p |
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We found that the nonradiative rate constants at temperatures between 175–250 K qualitatively follow the same trend as the dielectric relaxation times of both neat solvents. We attribute the nonradiative process to solvent-controlled proton transfer. We also found a kinetic isotope effect on the nonradiative process rate constant of ∼2. We propose a model in which the excited-state proton transfer breaks the planar hexagonal structure of the keto–enol center of the molecule. This, in turn, enhances the nonradiative process driven by the twist angle between the two phenol moieties.</description><identifier>ISSN: 1089-5639</identifier><identifier>EISSN: 1520-5215</identifier><identifier>DOI: 10.1021/jp206176p</identifier><identifier>PMID: 21894969</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>A: Kinetics, Spectroscopy ; Curcumin - chemistry ; Dielectric relaxation ; Ethanol ; Ethyl alcohol ; Fluorescence ; Molecular Structure ; Physical chemistry ; Rate constants ; Solvents ; Temperature ; Temperature dependence</subject><ispartof>The journal of physical chemistry. 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A, Molecules, spectroscopy, kinetics, environment, & general theory</title><addtitle>J. Phys. Chem. A</addtitle><description>Steady-state and time-resolved techniques were employed to study the nonradiative process of curcumin dissolved in ethanol and 1-propanol in a wide range of temperatures. We found that the nonradiative rate constants at temperatures between 175–250 K qualitatively follow the same trend as the dielectric relaxation times of both neat solvents. We attribute the nonradiative process to solvent-controlled proton transfer. We also found a kinetic isotope effect on the nonradiative process rate constant of ∼2. We propose a model in which the excited-state proton transfer breaks the planar hexagonal structure of the keto–enol center of the molecule. This, in turn, enhances the nonradiative process driven by the twist angle between the two phenol moieties.</description><subject>A: Kinetics, Spectroscopy</subject><subject>Curcumin - chemistry</subject><subject>Dielectric relaxation</subject><subject>Ethanol</subject><subject>Ethyl alcohol</subject><subject>Fluorescence</subject><subject>Molecular Structure</subject><subject>Physical chemistry</subject><subject>Rate constants</subject><subject>Solvents</subject><subject>Temperature</subject><subject>Temperature dependence</subject><issn>1089-5639</issn><issn>1520-5215</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2011</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNp90D1PwzAQBmALgWgpDPwBlAUBQ-Bsx44zVuVTqgRDmSPbuYhU-cJOBv49Li2dEJNPvkevTi8h5xRuKTB6t-4ZSJrK_oBMqWAQC0bFYZhBZbGQPJuQE-_XAEA5S47JhFGVJZnMpmS-wqZHp4fRYXSPPbYFthajroyGD4we67Fz6O3P35vrAh0q9Jv1YnR2bKr2lByVuvZ4tntn5P3xYbV4jpevTy-L-TLWPEmHmCutyqwAyWwJ2nIQpgQseZFxlRplqDKcoxRKKRTWpLqwoAwYsDKRpSz4jFxtc3vXfY7oh7ypwmF1rVvsRp-rTCoOlMkgr_-VNBVcUJYKGujNllrXee-wzHtXNdp95RTyTbf5vttgL3axo2mw2MvfMgO43AJtfb7uRteGPv4I-ga17n_T</recordid><startdate>20111013</startdate><enddate>20111013</enddate><creator>Erez, Yuval</creator><creator>Presiado, Itay</creator><creator>Gepshtein, Rinat</creator><creator>Huppert, Dan</creator><general>American Chemical Society</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>7U5</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>L7M</scope><scope>7X8</scope></search><sort><creationdate>20111013</creationdate><title>Temperature Dependence of the Fluorescence Properties of Curcumin</title><author>Erez, Yuval ; Presiado, Itay ; Gepshtein, Rinat ; Huppert, Dan</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a347t-38a8f9d062cf0ac305bf0ef3d9387b8b18b33e65888e5cb7adc08b0b0c646f6d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2011</creationdate><topic>A: Kinetics, Spectroscopy</topic><topic>Curcumin - chemistry</topic><topic>Dielectric relaxation</topic><topic>Ethanol</topic><topic>Ethyl alcohol</topic><topic>Fluorescence</topic><topic>Molecular Structure</topic><topic>Physical chemistry</topic><topic>Rate constants</topic><topic>Solvents</topic><topic>Temperature</topic><topic>Temperature dependence</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Erez, Yuval</creatorcontrib><creatorcontrib>Presiado, Itay</creatorcontrib><creatorcontrib>Gepshtein, Rinat</creatorcontrib><creatorcontrib>Huppert, Dan</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>Solid State and Superconductivity Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>Advanced Technologies Database with Aerospace</collection><collection>MEDLINE - Academic</collection><jtitle>The journal of physical chemistry. 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We found that the nonradiative rate constants at temperatures between 175–250 K qualitatively follow the same trend as the dielectric relaxation times of both neat solvents. We attribute the nonradiative process to solvent-controlled proton transfer. We also found a kinetic isotope effect on the nonradiative process rate constant of ∼2. We propose a model in which the excited-state proton transfer breaks the planar hexagonal structure of the keto–enol center of the molecule. This, in turn, enhances the nonradiative process driven by the twist angle between the two phenol moieties.</abstract><cop>United States</cop><pub>American Chemical Society</pub><pmid>21894969</pmid><doi>10.1021/jp206176p</doi><tpages>10</tpages></addata></record> |
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subjects | A: Kinetics, Spectroscopy Curcumin - chemistry Dielectric relaxation Ethanol Ethyl alcohol Fluorescence Molecular Structure Physical chemistry Rate constants Solvents Temperature Temperature dependence |
title | Temperature Dependence of the Fluorescence Properties of Curcumin |
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