CN106810510A - Iodate-N- ethyls -2-（Pyrene vinyl）Benzothiazole and its preparation method and application - Google Patents
Iodate-N- ethyls -2-（Pyrene vinyl）Benzothiazole and its preparation method and application Download PDFInfo
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- CN106810510A CN106810510A CN201510849223.XA CN201510849223A CN106810510A CN 106810510 A CN106810510 A CN 106810510A CN 201510849223 A CN201510849223 A CN 201510849223A CN 106810510 A CN106810510 A CN 106810510A
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- benzothiazole
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/64—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2
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- G—PHYSICS
- G01—MEASURING; TESTING
- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N21/00—Investigating or analysing materials by the use of optical means, i.e. using sub-millimetre waves, infrared, visible or ultraviolet light
- G01N21/62—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light
- G01N21/63—Systems in which the material investigated is excited whereby it emits light or causes a change in wavelength of the incident light optically excited
- G01N21/64—Fluorescence; Phosphorescence
- G01N21/6428—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes"
Abstract
Applied the invention discloses iodate-N- ethyls -2- (pyrene vinyl) benzothiazole, preparation method and its in cyanide ion detection.Iodate-N- ethyls -2- (pyrene vinyl) benzothiazole is with pyrene as electron-donating group, the quaternary ammonium salt of benzothiazole is electron withdraw group, C=C double bonds are used as reactive binding site, cyanide ion can occur addition reaction with the C=N double bonds of benzothiazole in acceptor molecule, the electric charge transfer in acceptor molecule is caused to block, so that acceptor molecule produces the change above color and fluorescence.The present invention have studied the compound to CN respectively by colorimetric method, UV-Vis Spectrophotometry and fluorescent spectrometry-F-、Cl-、Br-、I-、Ac-、H2PO4 -、HSO4 -、ClO4 -、S2-、SCN-Deng the recognition effect of anion, this receptor compound can be in HEPES-DMSO-H2Single selective identification cyanide ion in O systems, LDL is up to 2.8 × 10-7mol·L-1, the cyanide ion context of detection in drinking water has huge application value.
Description
Technical field
The invention belongs to technical field of anion detection, it is related to a kind of near-infrared acceptor compound for detecting cyanogen root, and in particular to one kind is based on the cyanogen root acceptor compound and preparation method of iodate-N- ethyls -2- (pyrene vinyl) benzothiazole and its in CN-Application in detection.
Background technology
For centuries, cyanide is used as poison always.Cassava, semen armeniacae amarae etc. all contain cyanide, and the vehicle exhaust of mankind's activity and the smog of cigarette also all contain hydrogen cyanide.Cyanide is very easy to be absorbed by the body, can orally, respiratory tract or skin enter human body.Cyanide enters in stomach, under the dissociation of hydrochloric acid in gastric juice, can be hydrolyzed to HCN immediately and be absorbed.After HCN enters blood circulation, the Fe of the cytochrome oxidase in blood3+With CN-With reference to, cyanocytochromeoxidase is generated, the ability of transmission electronics is lost, make breathing chain interruption, cell death by suffocation.Because solubility of the cyanide in lipoid is than larger, so central nervous system is first subjected to harm, especially respiratory center is more sensitive.Respiratory failure is the lethal main cause of cyanide acute poisoning.Therefore, it has become one of most noticeable environmental contaminants in the whole world at present.For these reasons, CN in environment-Detection cause people and greatly pay close attention to.
Ion identification, because it suffers from being widely applied prospect in fields such as chemical system, environmental science and life sciences, is the focus of current research.But up to the present, the understanding to the identification receptor of specific ion is also much not enough.
In Anion Recognition, its solution colour is set to change (colorimetric detection method) after main selectivity combination object anion, the method has obtained very extensive research with valuable instrument, simple operation and other advantages are not required to.At present, the acceptor of various colorimetrics or fluoroscopic examination cyanide ion has been disclosed in the prior art, but, these acceptors often complex structure, it is difficult to synthesize, and colorimetric effect is not apparent.A kind of design bis-Schiff base class cyanogen root sensor containing phenolic hydroxyl group of synthesis of document 1, the sensor molecule can be to CN in acetonitrile solvent-Selective fluorescence identifying is realized, but the fluorescence emission peak of the sensor molecules goes out peak position in 504nm than relatively low, and ultraviolet, fluorescence Dual channel detection CN can not be reached-Constrain application (Gong W T of such method in detection identification cyanide ion, Zhang Q L, Shang L, et al.A new principle for selective sensing cyanide anions based on 2-hydroxy-naphthaldeazine compound.Sensors and Actuators B:Chemical,2013,177:322-326.).
The content of the invention
Object of the present invention is to provide a kind of acceptor compound for detecting cyanide ion, i.e. iodate-N- ethyls -2- (pyrene vinyl) benzothiazole and its preparation method and application.
Realizing the technical scheme of the object of the invention is：Iodate-N- ethyls -2- (pyrene vinyl) benzothiazole, shown in its structural formula as I：
The present invention also provides the preparation method of above-mentioned iodate-N- ethyls -2- (pyrene vinyl) benzothiazole, comprises the following steps that：
The quaternary ammonium salt of 1- pyrene formaldehydes and methylbenzothiazole is mixed in absolute ethyl alcohol first, catalyst piperidines is added afterwards, lower 4~the 8h of back flow reaction of lasting stirring, reaction cools down suction filtration, drip washing, obtains product iodate-N- ethyls -2- (pyrene vinyl) benzothiazole after terminating.
Preferably, described 1- pyrene formaldehydes are 1 with the mol ratio of the quaternary ammonium salt of methylbenzothiazole:1.0~1.2.
Preferably, the mole of described piperidines is the 1%~3% of the mole of 1- pyrene formaldehydes.
1- pyrene formaldehydes of the invention are as follows with the synthetic route of the quaternary ammonium salt of methylbenzothiazole：
Invention further provides application of above-mentioned iodate-N- ethyls -2- (pyrene vinyl) benzothiazoles in cyanide ion detection.
Iodate-N- ethyls -2- (pyrene vinyl) benzothiazole of the invention contains C=N double bonds, as cyanide ion acceptor compound, with pyrene as electron-donating group, the quaternary ammonium salt of benzothiazole is electron withdraw group, using C=N double bonds as reactive binding site, using pyrene formaldehyde as fluorescence signal reporter group.When acceptor molecule runs into cyanide ion, cyanide ion can occur addition reaction with the C=N double bonds of acceptor molecule, so as to cause electric charge transfer interruption in acceptor molecule, acceptor molecule is set to produce color and change in fluorescence, cause the color fade of its solution, fluorescence is changed into blue from orange, realizes colorimetric-fluorescence Dual channel detection CN-.The mechanism of cyanide ion acceptor compound iodate-N- ethyls -2- (pyrene vinyl) benzothiazole detection cyanide ion is as follows：
Further, the invention provides the cyanide ion Test paper based on iodate-N- ethyls -2- (pyrene vinyl) benzothiazole.
Further, the invention provides the preparation method of the above-mentioned cyanide ion Test paper based on iodate-N- ethyls -2- (pyrene vinyl) benzothiazole, comprise the following steps that：
First filter paper is soaked with watery hydrochloric acid, then with distillation water washing, untill filter liquor is for neutrality, is then dried；Iodate-N- ethyls -2- (pyrene vinyl) benzothiazole is dissolved in HEPES-DMSO-H2Acceptor compound solution is configured in O systems；Acceptor compound solution is added drop-wise on the filter paper through processing, filter paper is dried, obtain final product CN-Ion detection test paper.
Described HEPES-DMSO-H2The pH value of O systems is 7.2~7.4, DMSO and H in system2The volume ratio of O is 1:1, HEPES concentration is 0.008~0.012M.
Yet further, the application the invention provides the above-mentioned cyanide ion Test paper based on iodate-N- ethyls -2- (pyrene vinyl) benzothiazole in cyanide ion detection.
Preferably, application of the above-mentioned cyanide ion Test paper based on iodate-N- ethyls -2- (pyrene vinyl) benzothiazole in cyanide ion detection, concrete application method is as follows：When the DMSO solution of anion being added dropwise on cyanide ion Test paper, if test strips become colorless from yellow, illustrate that the anion being added dropwise is CN-；If the color of test strips is without significant change, illustrate that the anion being added dropwise is not CN-Ion.
Preferably, application of the above-mentioned cyanide ion Test paper based on iodate-N- ethyls -2- (pyrene vinyl) benzothiazole in cyanide ion detection, concrete application method is as follows：When the DMSO solution of anion being added dropwise on cyanide ion Test paper, test paper is changed into blue-fluorescence from orange fluorescence under uviol lamp, then illustrate that the anion being added dropwise is CN-Ion；If the color of test-paper is without significant change under uviol lamp, illustrate that the anion being added dropwise is not CN-Ion.
Compared with prior art, the synthetic method of iodate-N- ethyls -2- (pyrene vinyl) benzothiazole of the invention is simple, and raw material is easy to get；Directly CN can be easily detected using test paper-, realize CN-It is quick, " bore hole " detection, LDL is up to 2.8 × 10-7mol·L-1, CN in the drinking water specified far below WTO-Highest content (1.9 × 10-6 mol·L-1), cyanide ion context of detection of iodate-N- ethyls -2- (pyrene vinyl) benzothiazoles of the invention as cyanide ion acceptor compound in drinking water has huge application value.
Brief description of the drawings
Fig. 1 is iodate-N- ethyls -2- (pyrene vinyl) benzothiazole (2 × 10 of the invention-5mol·L-1) in HEPES-DMSO-H2With CN in O systems-Ultraviolet-visible spectrogram when ion (50equiv.) interacts.
Fig. 2 is iodate-N- ethyls -2- (pyrene vinyl) benzothiazole (2 × 10 of the invention-5mol·L-1) in HEPES-DMSO-H2Ultraviolet-visible spectrogram when being interacted with various anion (50equiv.) in O systems.
Fig. 3 is iodate-N- ethyls -2- (pyrene vinyl) benzothiazole (2 × 10 of the invention-5mol·L-1) in HEPES-DMSO-H2With CN in O systems-Fluorescence spectra when ion (50equiv.) interacts.
Fig. 4 is iodate-N- ethyls -2- (pyrene vinyl) benzothiazole (2 × 10 of the invention-5mol·L-1) in HEPES-DMSO-H2Fluorescence spectra when being interacted with various anion (50equiv.) in O systems.
Specific embodiment
The present invention is described in further details below by specific embodiments and the drawings.
1st, the synthesis of iodate-N- ethyls -2- (pyrene vinyl) benzothiazole
The quaternary ammonium salt of 1- pyrene formaldehydes and methylbenzothiazole is mixed in absolute ethyl alcohol, piperidines is added, 4~8h is stirred at reflux, reaction cools down suction filtration after terminating, red brown solid is obtained, with absolute ethyl alcohol drip washing for several times, product iodate-N- ethyls -2- (pyrene vinyl) benzothiazole is obtained.
2、CN-The preparation of ion detection test paper and detection
Based on the cyanide ion Test paper of iodate-N- ethyls -2- (pyrene vinyl) benzothiazole, specific preparation method is as follows：
First by filter paper with 0.1~0.5molL-1Watery hydrochloric acid soak 0.5~1 hour, with distillation water washing, until filter liquor for neutrality untill；Suction strainer removes water, filter paper is placed in vacuum drying chamber and is dried；Then acceptor compound iodate-N- ethyls -2- (pyrene vinyl) benzothiazole is dissolved in HEPES-DMSO-H2(DMSO in O systems:H2O=1/1 (v/v), HEPES：0.008~0.012M, pH=7.2~7.4), it is 1.0~2.0 × 10 to be configured to concentration-3mol·L-1Solution, then be added drop-wise to through process filter paper on, make the HEPES-DMSO-H of acceptor compound2O solution system uniform adsorptions are on filter paper；Then filter paper is placed in vacuum drying chamber and is dried, be finally cut into the test-paper of 2cm × 2cm, obtain final product CN-Ion detection test paper.
Cyanide ion Test paper detects CN-Method it is as follows：
Method one：When the DMSO solution of anion being added dropwise on cyanide ion Test paper, if test strips become colorless from yellow, illustrate that the anion being added dropwise is CN-；If the color of test strips is without significant change, illustrate that the anion being added dropwise is not CN-Ion.
Method two：When the DMSO solution of anion being added dropwise on cyanide ion Test paper, test paper is changed into blue-fluorescence from orange fluorescence under uviol lamp, then illustrate that the anion being added dropwise is CN-Ion；If the color of test-paper is without significant change under uviol lamp, illustrate that the anion being added dropwise is not CN-Ion.
Instrument and reagent：1H NMR and13C NMR use Mercury-400BB type nmr determinations, and TMS is internal standard.Elementary analysis is determined using the type elemental analysers of Flash EA 1112；IR is determined using Digilab FTS-3000FT-IR types infrared spectrometer (KBr compressing tablets)；Fusing point is determined using X-4 numerical monitors micro melting point apparatus (thermometer is not corrected)；Ultraviolet spectra is determined using Shimadzu UV-2550 uv-visible absorption spectras instrument (1cm quartz liquid pool)；Mass spectrum is measured using Esquire6000 mass spectrographs.Solvent is the HEPES cushioning liquid and dimethyl sulfoxide (DMSO) (DMSO is analyzed pure) of 0.01mol/L.It is pure that other reagents are commercially available analysis.
Embodiment 1
The quaternary ammonium salt (2.2mmol) of 1- pyrene formaldehydes (2mmol) and methylbenzothiazole is mixed in absolute ethyl alcohol (20mL), add piperidines (0.04mmol), it is stirred at reflux 6h, reaction cools down suction filtration after terminating, obtain red brown solid, with absolute ethyl alcohol drip washing for several times, product iodate-N- ethyls -2- (pyrene vinyl) benzothiazole is obtained.
Yield:Yield 78%, m.p.266-268 DEG C,1H NMR (500MHz, DMSO) δ 9.22 (d, J=15.4Hz, 1H), 9.01 (d, J=8.3Hz, 1H), 8.88 (d, J=9.3Hz, 1H), 8.51-8.17 (m, 10H), 7.93 (t, J=7.8Hz, 1H), 7.85 (d, J=7.7Hz, 1H), 5.08 (q, J=7.1Hz, 2H), 1.55 (t, J=7.2Hz, 3H)；13C NMR(126MHz,DMSO)δ171.41,145.04,141.31,137.23,134.26,131.16,130.72,130.51,130.36,130.08,129.98,128.93,127.85,127.58,127.44,127.38,127.20,126.37,125.87,124.82,124.37,123.90,122.94,117.11,114.93,45.08,14.84；MS m/z[M]+Calcd for C27H20NS390.13,found 390.16.
Embodiment 2
The quaternary ammonium salt (2.0mmol) of 1- pyrene formaldehydes (2mmol) and methylbenzothiazole is mixed in absolute ethyl alcohol (20mL), add piperidines (0.04mmol), it is stirred at reflux 6h, reaction cools down suction filtration after terminating, obtain red brown solid, with absolute ethyl alcohol drip washing for several times, product iodate-N- ethyls -2- (pyrene vinyl) benzothiazole is obtained.
Yield：80%.The characterize data of synthetic product is with embodiment 1.
Embodiment 3
The quaternary ammonium salt (2.4mmol) of 1- pyrene formaldehydes (2mmol) and methylbenzothiazole is mixed in absolute ethyl alcohol (20mL), add piperidines (0.04mmol), it is stirred at reflux 6h, reaction cools down suction filtration after terminating, obtain red brown solid, with absolute ethyl alcohol drip washing for several times, product iodate-N- ethyls -2- (pyrene vinyl) benzothiazole is obtained.
Yield：78%.The characterize data of synthetic product is with embodiment 1.
Embodiment 4
The quaternary ammonium salt (2.2mmol) of 1- pyrene formaldehydes (2mmol) and methylbenzothiazole is mixed in absolute ethyl alcohol (20mL), add piperidines (0.02mmol), it is stirred at reflux 6h, reaction cools down suction filtration after terminating, obtain red brown solid, with absolute ethyl alcohol drip washing for several times, product iodate-N- ethyls -2- (pyrene vinyl) benzothiazole is obtained.
Yield：79%.The characterize data of synthetic product is with embodiment 1.
Embodiment 5
The quaternary ammonium salt (2.2mmol) of 1- pyrene formaldehydes (2mmol) and methylbenzothiazole is mixed in absolute ethyl alcohol (20mL), add piperidines (0.06mmol), it is stirred at reflux 6h, reaction cools down suction filtration after terminating, obtain red brown solid, with absolute ethyl alcohol drip washing for several times, product iodate-N- ethyls -2- (pyrene vinyl) benzothiazole is obtained.
Yield：78%.The characterize data of synthetic product is with embodiment 1.
Embodiment 6
The quaternary ammonium salt (2.2mmol) of 1- pyrene formaldehydes (2mmol) and methylbenzothiazole is mixed in absolute ethyl alcohol (20mL), add piperidines (0.04mmol), it is stirred at reflux 4h, reaction cools down suction filtration after terminating, obtain red brown solid, with absolute ethyl alcohol drip washing for several times, product iodate-N- ethyls -2- (pyrene vinyl) benzothiazole is obtained.
Yield：72%.The characterize data of synthetic product is with embodiment 1.
Embodiment 7
The quaternary ammonium salt (2.2mmol) of 1- pyrene formaldehydes (2mmol) and methylbenzothiazole is mixed in absolute ethyl alcohol (20mL), add piperidines (0.04mmol), it is stirred at reflux 8h, reaction cools down suction filtration after terminating, obtain red brown solid, with absolute ethyl alcohol drip washing for several times, product iodate-N- ethyls -2- (pyrene vinyl) benzothiazole is obtained.
Yield：80%.The characterize data of synthetic product is with embodiment 1.
Embodiment 8
1st, the Anion Recognition performance study of iodate-N- ethyls -2- (pyrene vinyl) benzothiazole
Using iodate-N- ethyls -2- (pyrene vinyl) benzothiazoles as acceptor compound, the DMSO solution (2 × 10 of 0.5mL acceptor compounds is pipetted respectively-4mol·L-1) in a series of 10mL colorimetric cylinders, then the HEPES cushioning liquid (pH=7.2) of 2.5mL is pipetted respectively in the above-mentioned colorimetric cylinder for having added acceptor compound, CN is then separately added into again-F-、Cl-、Br-、I-、Ac-、H2PO4 -、HSO4 -、ClO4 -、S2-,SCN-DMSO solution (0.01molL-1)0.5mL.1.5mLDMSO is added in most backward every colorimetric cylinder, now acceptor compound concentration is 2 × 10-5mol·L-1, anion concentration is 50 times of acceptor compound concentration, is placed 30 minutes or so after being well mixed, and observes response of each acceptor compound to anion.It was found that, as the HEPES-DMSO-H in acceptor compound2When the DMSO solution of above-mentioned anion is separately added into O systems, only CN-Addition make the HEPES-DMSO-H of acceptor2O systems are become colorless by yellow.In its corresponding ultraviolet spectra, CN-Addition make the HEPES-DMSO-H of acceptor2Absworption peak of the O systems at 483nm disappears (see Fig. 1).HEPES-DMSO-H of the addition of other anion to acceptor2O systems color and ultraviolet spectra absworption peak have no significant effect (see Fig. 2).In addition, the HEPES-DMSO-H of acceptor2O systems respectively have a fluorescence emission peak in the case where 380nm length ultraviolet light is excited at 604nm and 454nm, and orange fluorescence is presented.And CN-Addition make the HEPES-DMSO-H of acceptor2O systems launch the fluorescence of blueness, and fluorescence emission peak disappears at 604nm, and absworption peak enhancing is (see Fig. 3) at 454nm.The addition of other anion does not have any influence on the fluorescence of acceptor (see Fig. 4).Therefore, this receptor energy single selective colorimetric-fluorescence binary channels identification CN-。
2nd, iodate-N- ethyls -2- (pyrene vinyl) benzothiazole is to CN-The measure of LDL
At 25 DEG C, using ultraviolet-visible spectrum, according to CN-To the titration experiments of acceptor compound solution, by 3sB/ S is calculated, and obtains this receptor compound to CN-The LDL of ion is up to 2.8 × 10-7mol·L-1.CN in this drinking water specified far below WTO-Highest content (1.9 × 10-6mol·L-1).Thus cyanogen root context of detection of the explanation this receptor compound in drinking water has potential application value.
Experimental results demonstrate HEPES-DMSO-H2In O systems, the percentage by volume of water for the content of 10~70%, HEPES be 0.008~0.012M when, acceptor compound is respectively provided with the performance that single selective colorimetric-fluorescence binary channels recognizes cyanide ion, and to CN-Detection sensitivity it is very high.
Embodiment 9
1、CN-The preparation of Test paper：
Filter paper is cut into the square of 8cm × 8cm, 0.5molL is used-1Watery hydrochloric acid soak 1 hour.With distillation water washing it is multiple after, untill filter liquor is for neutrality, washed filter paper is placed in vacuum drying chamber and is dried.Host compound is dissolved in HEPES-DMSO-H2(DMSO in O systems:H2O=1/1 (v/v), HEPES：0.008~0.012M, pH=7.2~7.4), it is 2.0 × 10 to be configured to concentration-3mol·L-1Solution.The filter paper that will be handled well is lain against in 10cm plates, and the HEPES-DMSO-H for preparing is added dropwise in the center of filter paper with dropper2O solution systems, control rate of addition, first drop in spread on filter paper after again Jia the second drip, until filter paper has uniformly adsorbed solution.The test paper that solution will have been adsorbed is placed in drying in vacuum drying chamber.After thoroughly drying, the filter paper that will adsorb host compound is cut into the test strips of 2cm × 2cm, is placed in clean, dry containers for future use.
2、CN-Test paper detects CN-：
DMSO solution (the 0.01molL of anion is added dropwise in above-mentioned test strips-1) ion when, if test strips become colorless from yellow, or (365nm) test paper fluorescence color is changed into blue from orange under uviol lamp, then illustrate that the anion being added dropwise is CN-Ion；If the color of test strips is without significant change, and under uviol lamp (365nm), the fluorescence of test paper then illustrates that the anion being added dropwise is not CN without significant change-Ion.
Claims (10)
1. iodate-N- ethyls -2- (pyrene vinyl) benzothiazole, shown in its structural formula as I：
2. the preparation method of iodate-N- ethyls -2- (pyrene vinyl) benzothiazole as claimed in claim 1, its feature
It is to comprise the following steps that：
The quaternary ammonium salt of 1- pyrene formaldehydes and methylbenzothiazole is mixed in absolute ethyl alcohol first, catalyst piperazine is added afterwards
Pyridine, the lower 4~8h of back flow reaction of lasting stirring, reaction cools down suction filtration, drip washing, obtains product iodate-N- ethyls -2- after terminating
(pyrene vinyl) benzothiazole.
3. the preparation method of iodate-N- ethyls -2- (pyrene vinyl) benzothiazole as claimed in claim 2, its feature
It is that described 1- pyrene formaldehydes and the mol ratio of the quaternary ammonium salt of methylbenzothiazole is 1:1.0~1.2, described piperidines rubs
Your amount is the 1%~3% of the mole of 1- pyrene formaldehydes.
4. iodate-N- ethyls -2- (pyrene vinyl) benzothiazoles as claimed in claim 1 are in cyanide ion detection
Using.
5. one kind is based on the cyanide ion of iodate-N- ethyls -2- (pyrene vinyl) benzothiazole as claimed in claim 1
Test paper.
6. the cyanide ion based on iodate-N- ethyls -2- (pyrene vinyl) benzothiazole as claimed in claim 5 is detected
The preparation method of test paper, it is characterised in that comprise the following steps that：
Filter paper is soaked with watery hydrochloric acid first, then with distillation water washing, untill filter liquor is for neutrality, is then dried；
Iodate-N- ethyls -2- (pyrene vinyl) benzothiazole is dissolved in HEPES-DMSO-H2Acceptor is configured in O systems
Polymer solution；Acceptor compound solution is added drop-wise on the filter paper through processing, filter paper is dried, obtain final product CN-Ion detection
Test paper.
7. the cyanide ion based on iodate-N- ethyls -2- (pyrene vinyl) benzothiazole as claimed in claim 6 is detected
The preparation method of test paper, it is characterised in that described HEPES-DMSO-H2The pH value of O systems is 7.2~7.4, body
DMSO and H in system2The volume ratio of O is 1:1, HEPES concentration is 0.008~0.012M.
8. the cyanide ion based on iodate-N- ethyls -2- (pyrene vinyl) benzothiazole as claimed in claim 5 is detected
Application of the test paper in cyanide ion detection.
9. the cyanide ion based on iodate-N- ethyls -2- (pyrene vinyl) benzothiazole as claimed in claim 8 is detected
Application of the test paper in cyanide ion detection, it is characterised in that concrete application method is as follows：In cyanide ion Test paper
During the DMSO solution of upper dropwise addition anion, if test strips become colorless from yellow, illustrate that the anion being added dropwise is CN-；
If the color of test strips is without significant change, illustrate that the anion being added dropwise is not CN-Ion.
10. the cyanide ion based on iodate-N- ethyls -2- (pyrene vinyl) benzothiazole as claimed in claim 8 is examined
Application of the test paper in cyanide ion detection, it is characterised in that concrete application method is as follows：Detected in cyanide ion and tried
When the DMSO solution of anion being added dropwise on paper, test paper is changed into blue-fluorescence from orange fluorescence under uviol lamp, then illustrate
The anion of dropwise addition is CN-Ion；If the color of test-paper is without significant change under uviol lamp, illustrate to be added dropwise it is cloudy from
Son is not CN-Ion.
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102863406A (en) * | 2012-07-16 | 2013-01-09 | 西北师范大学 | Receptor compound for detecting CN- by colorimetry-fluorescence two channels, synthesis thereof and application thereof |
| CN103159682A (en) * | 2013-04-09 | 2013-06-19 | 西北师范大学 | 2-aminobenzimidazole Schiff base based cyanide receptor compound and preparation and applications thereof |
| CN103992292A (en) * | 2014-04-18 | 2014-08-20 | 西北师范大学 | Schiff base sensor molecule, its synthesis, and its application in fluorescent colorimetric detection of CN<-> in water |
-
2015
- 2015-11-27 CN CN201510849223.XA patent/CN106810510A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102863406A (en) * | 2012-07-16 | 2013-01-09 | 西北师范大学 | Receptor compound for detecting CN- by colorimetry-fluorescence two channels, synthesis thereof and application thereof |
| CN103159682A (en) * | 2013-04-09 | 2013-06-19 | 西北师范大学 | 2-aminobenzimidazole Schiff base based cyanide receptor compound and preparation and applications thereof |
| CN103992292A (en) * | 2014-04-18 | 2014-08-20 | 西北师范大学 | Schiff base sensor molecule, its synthesis, and its application in fluorescent colorimetric detection of CN<-> in water |
Non-Patent Citations (2)
| Title |
|---|
| SHYAMAPROSAD GOSWAMI等: "Highly reactive (<1 min) ratiometric probe for selective‘naked-eye’ detection of cyanide in aqueous media", 《TETRAHEDRON LETTERS》 * |
| 林奇等: "氰根离子比色、荧光传感器研究新进展", 《化学进展》 * |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110186888A (en) * | 2018-08-06 | 2019-08-30 | 浙江师范大学 | A kind of method and application of selectivity quantitative detection iodide ion |
| CN110186888B (en) * | 2018-08-06 | 2022-02-18 | 浙江师范大学 | Method for selectively and quantitatively detecting iodide ions and application |
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