CN103852459A - Application of rhodamine B-based fluorescence sensor - Google Patents
Application of rhodamine B-based fluorescence sensor Download PDFInfo
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- CN103852459A CN103852459A CN201410110979.8A CN201410110979A CN103852459A CN 103852459 A CN103852459 A CN 103852459A CN 201410110979 A CN201410110979 A CN 201410110979A CN 103852459 A CN103852459 A CN 103852459A
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- rhodamine
- optical sensor
- fluorescent optical
- sensor
- xanthene
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Abstract
The invention discloses application of rhodamine B-based fluorescence sensor. The sensor is benzyl 3-(3',6'-bi(diethylamino)-3-oxohelix[isoindolinyl-1,9'-xanthene]-2-yl) ethyl propionate which can specially detect tin ions. The benzyl 3-(3',6'-bi(diethylamino)-3-oxohelix[isoindolinyl-1,9'-xanthene]-2-yl) ethyl propionate serves as a substrate, then MgCl2.6H2O, SnCl2.H2O, CrCl3.6H2O, AgNO3, CaCl2, NaCl, PbCl2, KCl, MnCl2.4H2O, ZnCl2, CuCl2.2H2O, LiCl.H2O, Ba(NO3)2, HgCl2, CoCl2, FeCl2.4H2O, FeCl3.6H2O, CdCl2.2.5H2O, AlCl3 and other different heavy metal ions are added, and fluorescent response occurs only when the SnCl2.H2O is added, so that the fluorescence sensor for specially detecting the tin ions is developed. The sensor has the advantages of high specificity, high sensitivity and the like and has important application potentials in the aspects of disease diagnosis and health evaluation.
Description
Technical field
The present invention relates to a kind of application of the fluorescent optical sensor based on rhodamine B, be specifically related to a kind of application of the fluorescent optical sensor selectivity detection tin ion based on rhodamine B.
Background technology
Tin is one of requisite trace element in human body, and it carries out various physiological activities and safeguard that health has material impact human body, and its main physiological function shows antitumor and promotes the synthetic of protein and nucleic acid.Lack the metabolic disorder that tin can cause protein and nucleic acid in human body, but people eat too much tin, the ill symptoms such as may occur dizziness, diarrhoea, feel sick, also likely causes enterogastritis when serious.Tin content overproof also can affect water quality.Therefore, find the method for tin content in a kind of simple and effective testing environment and biosome, have great meaning for environment measuring, medical diagnosis on disease and health assessment etc.
Develop several different methods for the detection people of tin content up to now, as atomic absorption spectrum, atomic emission spectrum etc.But these methods have a lot of shortcomings, as sample need pre-service, detect not fast, detect expensive etc.Therefore, people in the urgent need to fast, accurately, the method for analyzing and testing tin ion at low cost.
The advantages such as fluorescent optical sensor is fast with highly sensitive, detection speed, easy operating enjoy people to pay close attention to.Fluorescent optical sensor based on rhodamine has the advantages such as high absorption coefficient, high quantum production rate, absorbing wavelength scope be wide, and therefore the chemical sensor based on rhodamine becomes the study hotspot of scientists.Puhui Xie(Journal of Luminescence140 (2013) 45 – 50) report that a kind of selectivity based on rhodamine detects Cr
3+fluorescent optical sensor, can detect the chromium ion in aqueous solution and living cells.Han OuYang(Tetrahedron Letters (2013), 54 (23), 2964-2966) report that one is to Fe
3+the fluorescent optical sensor that selectivity detects.Xiaofeng Bao(RSC Advances2013,3 (19): 6783-6786) synthesized first benzyl 3-(3', two (the diethylamino)-3-oxo spiral shells of 6'-[isoindoline-1,9'-xanthene]-2-yl) ethyl propionate, state compound and synthesize final product rhodamine B rotaxane as the synthetic intermediate of medicine.Its structural formula is as follows:
Also do not find at present the research report to this compound other field.
Summary of the invention
The object of the present invention is to provide a kind of application of the fluorescent optical sensor based on rhodamine B, be specifically related to a kind of application of the fluorescent optical sensor selectivity detection tin ion based on rhodamine B.
The technical solution that realizes the object of the invention is:
Benzyl 3-(3', two (the diethylamino)-3-oxo spiral shells of 6'-[isoindoline-1,9'-xanthene]-2-yl) ethyl propionate is except can be used as medicine intermediate, it is still the derivant of rhodamine B, based on the characteristic of rhodamine B, therefore guess that it has the potentiality as fluorescent optical sensor, developed a kind of fluorescent optical sensor based on rhodamine B based on this.
An application for fluorescent optical sensor based on rhodamine B, the alternative tin ion that detects of described fluorescent optical sensor based on rhodamine B, the structural formula of described sensor as shown in the formula:
The described fluorescent optical sensor based on rhodamine B selects uv-vis spectra to detect or fluorescence spectrum detects tin ion.
The present invention compared with prior art, its remarkable advantage is: (1) has expanded compound benzyl 3-(3', two (the diethylamino)-3-oxo spiral shells of 6'-[isoindoline-1,9'-xanthene]-2-yl) the new purposes of ethyl propionate, (2) the fluorescent optical sensor selectivity that this compound can be used as based on rhodamine B detects tin ion, its detection sensitivity is high, detection speed fast, easy operating, and (3) fluorescent optical sensor absorption coefficient based on rhodamine B of the present invention is high, quantum yield is high, absorbing wavelength scope is wide.
Accompanying drawing explanation
Fig. 1 is the ultraviolet-visible absorption spectroscopy figure of fluorescent optical sensor of the present invention to different ions solution, and wherein horizontal ordinate is wavelength, unit: nm; Ordinate is absorption value.
Fig. 2 is the SnCl of fluorescent optical sensor of the present invention to variable concentrations
2h
2the ultraviolet-visible absorption spectroscopy figure of O solution, wherein horizontal ordinate is wavelength, unit: nm; Ordinate is absorption value.
Fig. 3 is the fluorescence response figure of fluorescent optical sensor of the present invention to different ions solution, and wherein horizontal ordinate is wavelength, unit: nm; Ordinate is fluorescent value.
Fig. 4 is the SnCl of fluorescent optical sensor of the present invention to variable concentrations
2h
2the fluorogram of O solution, wherein horizontal ordinate is wavelength, unit: nm; Ordinate is fluorescent value.
Embodiment
Below in conjunction with drawings and Examples, the specific embodiment of the present invention is described in further detail.
Based on a fluorescent optical sensor for rhodamine B, the structural formula of described sensor as shown in the formula:
The alternative tin ion that detects of the described fluorescent optical sensor based on rhodamine B.Concrete grammar is as follows:
(1) UV, visible light absorptive character test
First by MgCl
26H
2o, SnCl
2h
2o, CrCl
3.6H
2o, AgNO
3, CaCl
2, NaCl, PbCl
2, KCl, MnCl
24H
2o, ZnCl
2, CuCl
22H
2o, CdCl
22.5H
20, LiClH
2o, Ba (NO
3)
2, FeCl
24H
2o, CoCl
2, FeCl
36H
2o, HgCl
2, AlCl
3adding benzyl 3-(3' etc. different heavy metal ion, two (diethylamino)-3-oxo spiral shell [isoindoline-1,9'-the xanthene]-2-yls of 6'-) ethyl propionate carries out uv absorption property test, finds to add SnCl
2h
2after O, absorption value increases obviously.Then the SnCl to variable concentrations respectively
2h
2o carries out UV, visible light absorption experiment, learns absorption value and Sn within the scope of finite concentration from spectrogram
2+concentration presents linear relationship.
(2) fluorescence property test
First by MgCl
26H
2o, SnCl
2h
2o, CrCl
3.6H
2o, AgNO
3, CaCl
2, NaCl, PbCl
2, KCl, MnCl
24H
2o, ZnCl
2, CuCl
22H
2o, CdCl
22.5H
2o, LiClH
2o, Ba (NO
3)
2, FeCl
24H
2o, CoCl
2, FeCl
36H
2o, HgCl
2, AlCl
3adding benzyl 3-(3' etc. different heavy metal ion, two (diethylamino)-3-oxo spiral shell [isoindoline-1,9'-the xanthene]-2-yls of 6'-) ethyl propionate carries out fluorescence response test, finds to add SnCl
2h
2after O, fluorescence intensity changes to some extent.Then the SnCl to variable concentrations respectively
2h
2o carries out fluorescence experiments, learns from spectrogram, presents linear relationship within the scope of finite concentration.
Embodiment 1
The test of UV, visible light absorptive character
1. the uv absorption property of different heavy metal ion test
By benzyl 3-(3', two (diethylamino)-3-oxo spiral shell [isoindoline-1,9'-xanthene]-2-yls of 6'-) ethyl propionate is mixed with 10 μ mol/L methanol-water mixed solutions (4:6, V:V), gets 3000 μ L and is placed in liquid cell, detects ultraviolet absorption value.
Measure the MgCl preparing with microsyringe
26H
2o, SnCl
2h
2o, CrCl
3.6H
2o, AgNO
3, CaCl
2, NaCl, PbCl
2, KCl, MnCl
24H
2o, ZnCl
2, CuCl
22H
2o, CdCl
22.5H
2o, LiClH
2o, Ba (NO
3)
2, FeCl
24H
2o, CoCl
2, FeCl
36H
2o, HgCl
2, AlCl
3plasma solution joins liquid cell, observes ultraviolet absorption spectrum figure and changes and record.Discovery adds SnCl
2h
2after O, there is very large absorption value, only illustrate tin ion is had to induction, thereby prove selectivity to detect tin ion.(as shown in Figure 1)
2. the absorption value of variable concentrations tin ion solution changes
In the 10 μ mol/L target compound solution that prepare, adding respectively with mother liquor mol ratio is 0.1:1,0.2:1, and 0.3:1,0.4:1,0.5:1,1:1,2:1,3:1 is until the SnCl of 20:1
2h
2o solution, corresponding Sn
2+concentration is increased to 1.3mmol/L from 0.1 μ mol/L.Find within the specific limits, to present linear relationship, mol ratio reaches capacity while being 1:15.(as shown in Figure 2)
Fluorescence property test
1. the fluorescence response of pair different heavy metal ion test
By benzyl 3-(3', two (diethylamino)-3-oxo spiral shell [isoindoline-1,9'-the xanthene]-2-yls of 6'-) ethyl propionate is mixed with 10 μ mol/L methanol-water mixed solutions (4:6, V:V), get 3000 μ L and be placed in liquid cell, detect its initial fluorescence value.
Measure the MgCl preparing with microsyringe
26H
2o, SnCl
2h
2o, CrCl
3.6H
2o, AgNO
3, CaCl
2, NaCl, PbCl
2, KCl, MnCl
24H
2o, ZnCl
2, CuCl
22H
2o, CdCl
22.5H
2o, LiClH
2o, Ba (NO
3)
2, FeCl
24H
2o, CoCl
2, FeCl
36H
2o, HgCl
2, AlCl
3plasma solution joins liquid cell, observes fluorogram and changes and record.Discovery adds SnCl
2h
2after O, fluorescence intensity changes to some extent, only illustrates tin ion is had to induction, and further proof can selectivity detect tin ion.(as shown in Figure 3)
2. the fluorescence response of variable concentrations tin ion solution changes
In the 10 μ mol/L target compound solution that prepare, adding respectively with mother liquor mol ratio is 0.1:1,0.2:1, and 0.3:1,0.4:1,0.5:1,1:1,2:1,3:1 is until the SnCl of 130:1
2h
2o solution, corresponding Sn
2+concentration is increased to 1.3mmol/L from 0.1 μ mol/L.Find within the specific limits, to present linear relationship, when mol ratio is 1:50, fluorescence intensity reaches capacity.(as shown in Figure 4).
Claims (2)
1. an application for the fluorescent optical sensor based on rhodamine B, is characterized in that: the described fluorescent optical sensor based on rhodamine B can selectivity detects tin ion, the structural formula of described sensor as shown in the formula:
2. the application of the fluorescent optical sensor based on rhodamine B according to claim 1, is characterized in that: the described fluorescent optical sensor based on rhodamine B selects uv-vis spectra to detect or fluorescence spectrum detects tin ion.
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Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105866085A (en) * | 2016-04-22 | 2016-08-17 | 东华大学 | Method for detecting bismuth ions by utilizing rhodamine-type fluorescent probe |
| CN105907387A (en) * | 2016-04-22 | 2016-08-31 | 东华大学 | Method for detecting stannous ions by using rhodamine fluorescence probe |
| CN108490120A (en) * | 2018-03-07 | 2018-09-04 | 燕山大学 | A kind of preparation method of carbon nanotube/dyestuff laminated film |
| CN114524809A (en) * | 2022-02-14 | 2022-05-24 | 五邑大学 | Coumarin derivative and preparation method and application thereof |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103849377B (en) * | 2014-03-24 | 2015-09-23 | 南京理工大学 | A kind of fluorescent optical sensor based on rhodamine B, preparation and application thereof |
| CN103913441B (en) * | 2014-04-01 | 2016-07-06 | 南京理工大学 | The fluorescent optical sensor of a kind of rhodamine B, preparation and application thereof |
| CN105331358B (en) * | 2015-12-07 | 2017-04-05 | 河南省农业科学院 | A kind of Sn based on double rhodamines4+Fluorescent probe molecule and preparation method and application |
| CN105505376B (en) * | 2015-12-07 | 2017-05-31 | 河南省农业科学院 | A kind of Hg containing double carbon-sulfur bond structure rhodamines2+Fluorescence probe and preparation method and application |
| CN106478646B (en) * | 2016-09-26 | 2018-10-26 | 西北大学 | A kind of photosensitive probe of rhodamine-guanidine radicals benzimidazole functionalization and its application |
| CN110487761B (en) * | 2019-08-28 | 2021-10-08 | 浙江理工大学 | Fluorescent probe for detecting mercury ions and preparation method and use method thereof |
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|---|---|---|---|---|
| CN102183480A (en) * | 2011-03-31 | 2011-09-14 | 四川大学 | Method for detecting aluminum ions and tin ions in water phase by using water-soluble porphyrin probe |
| WO2012095347A1 (en) * | 2011-01-10 | 2012-07-19 | Technische Universität München | Triazacyclononane-based phosphinate ligand and its use for molecular imaging |
| CN103408555A (en) * | 2013-07-19 | 2013-11-27 | 陕西学前师范学院 | Rhodamine B derivative, its preparation and application |
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2013
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2014
- 2014-03-24 CN CN201410110979.8A patent/CN103852459A/en active Pending
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| WO2012095347A1 (en) * | 2011-01-10 | 2012-07-19 | Technische Universität München | Triazacyclononane-based phosphinate ligand and its use for molecular imaging |
| CN102183480A (en) * | 2011-03-31 | 2011-09-14 | 四川大学 | Method for detecting aluminum ions and tin ions in water phase by using water-soluble porphyrin probe |
| CN103408555A (en) * | 2013-07-19 | 2013-11-27 | 陕西学前师范学院 | Rhodamine B derivative, its preparation and application |
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| XIAOFENG BAO等: "Design and synthesis of a novel Rhodamine B [2]rotaxane", 《RSC ADVANCES》 * |
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN105866085A (en) * | 2016-04-22 | 2016-08-17 | 东华大学 | Method for detecting bismuth ions by utilizing rhodamine-type fluorescent probe |
| CN105907387A (en) * | 2016-04-22 | 2016-08-31 | 东华大学 | Method for detecting stannous ions by using rhodamine fluorescence probe |
| CN105907387B (en) * | 2016-04-22 | 2018-01-19 | 东华大学 | A kind of method that stannous ion is detected using rhodamine fluorescence probe |
| CN105866085B (en) * | 2016-04-22 | 2019-03-29 | 东华大学 | A method of bismuth ion is detected using rhodamine fluorescence probe |
| CN108490120A (en) * | 2018-03-07 | 2018-09-04 | 燕山大学 | A kind of preparation method of carbon nanotube/dyestuff laminated film |
| CN108490120B (en) * | 2018-03-07 | 2020-06-30 | 燕山大学 | Preparation method of carbon nanotube/dye composite film |
| CN114524809A (en) * | 2022-02-14 | 2022-05-24 | 五邑大学 | Coumarin derivative and preparation method and application thereof |
| CN114524809B (en) * | 2022-02-14 | 2023-06-13 | 五邑大学 | Coumarin derivative and preparation method and application thereof |
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|---|---|
| CN103674920A (en) | 2014-03-26 |
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Application publication date: 20140611 |