CN105860958B - A kind of Cu2+Chemical sensor and its preparation method and application - Google Patents
A kind of Cu2+Chemical sensor and its preparation method and application Download PDFInfo
- Publication number
- CN105860958B CN105860958B CN201610202991.0A CN201610202991A CN105860958B CN 105860958 B CN105860958 B CN 105860958B CN 201610202991 A CN201610202991 A CN 201610202991A CN 105860958 B CN105860958 B CN 105860958B
- Authority
- CN
- China
- Prior art keywords
- preparation
- sensor
- nano materials
- chemical sensor
- fluorescence probe
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Fee Related
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
- C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/62—Oxygen or sulfur atoms
- C07D213/63—One oxygen atom
- C07D213/65—One oxygen atom attached in position 3 or 5
- C07D213/66—One oxygen atom attached in position 3 or 5 having in position 3 an oxygen atom and in each of the positions 4 and 5 a carbon atom bound to an oxygen, sulphur, or nitrogen atom, e.g. pyridoxal
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G83/00—Macromolecular compounds not provided for in groups C08G2/00 - C08G81/00
- C08G83/008—Supramolecular polymers
-
- 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"
- G01N21/643—Measuring fluorescence of fluorescent products of reactions or of fluorochrome labelled reactive substances, e.g. measuring quenching effects, using measuring "optrodes" non-biological material
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
- C09K2211/10—Non-macromolecular compounds
- C09K2211/1018—Heterocyclic compounds
- C09K2211/1025—Heterocyclic compounds characterised by ligands
- C09K2211/1029—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Physics & Mathematics (AREA)
- Immunology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Optics & Photonics (AREA)
- General Health & Medical Sciences (AREA)
- Materials Engineering (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Analytical Chemistry (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- General Physics & Mathematics (AREA)
- Pathology (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Investigating Or Analyzing Non-Biological Materials By The Use Of Chemical Means (AREA)
- Investigating, Analyzing Materials By Fluorescence Or Luminescence (AREA)
- Investigating Or Analysing Materials By The Use Of Chemical Reactions (AREA)
Abstract
The present invention provides a kind of Cu2+Chemical sensor and its preparation method and application.The present invention is that Cu is combined on the basis of MOF nano materials2+Fluorescence probe is further prepared into Cu2+Chemical sensor.MOF nano materials ZIF 8 is not only to Cu2+Specific adsorption ability and have the characteristics that high porosity, high-specific surface area, centered on transition metal, chemical property stabilization, compound with regular structure, frame structure diversification etc..Novel C u2+Sensor and fluorescence probe and Cu2+Good linear relationship is all presented in ion, and detection limit is respectively 8.3 × 10‑9Mol/L and 5.2 × 10‑8mol/L.The obtained novel C u of the present invention2+Sensor possesses lower detection limit on the basis of original probe, available for Cu in water body2+The quantitative detection of concentration.
Description
Technical field
The present invention relates to chemical sensor fields, and in particular to one kind is based on MOF (Metal-Organic
Frameworks) the Cu of nano material2+The preparation method of chemical sensor.
Background technology
Cu2+It is one of indispensable trace element of human body, it contributes in organism the synthesis of hemoglobin and more
The holding of kind metal enzymatic activity and maintenance cell normal hematopoiesis.Cu in cell2+The change of content can cause many serious diseases,
Such as：Diabetes, Alzheimer disease, muscular dystrophy, protein poison disease etc..In addition, Cu in soil or drinking water2+Concentration it is exceeded
It easily causes environmental pollution and jeopardizes human health.Therefore a kind of simple, sensitive, fast and accurately Cu is designed2+Detection method is to life
Objects system and environmental area are of great significance.
Currently used for Cu2+The method of detection has very much, have Atomic absorption, atomic emissions, electrochemical process, spectrophotometry,
The chromatography of ions and fluorescent spectrometry etc..But in contrast, complicated for operation, the standby sample of other methods is cumbersome, background interference is larger
And it is costly, and fluorescent spectrometry has the advantages that detection is quick, sensitive, selectivity is good, detection limit is low etc..
Chemical sensor of the present invention is by a kind of ZIF-8 (MOF materials) nano material specific adsorption Cu2+With high porosity,
The characteristic of high-specific surface area and the spectral characteristic of fluorescence probe combine, and make the novel C u to be formed2+Sensor is in detection Cu2 +When, not only there is probe high sensitivity and highly selective but also can obtain than probe lower detection limit in itself.
Invention content
The purpose of the present invention is to provide a kind of Cu based on MOF nano materials2+Chemical sensor and preparation method thereof with
Using.
Purpose to realize the present invention, the present invention provide a kind of Cu based on MOF nano materials2+The preparation of chemical sensor
Method includes the following steps：
(1) preparation of ZIF-8 nano materials：
It will be in molar ratio 1: 2 by Zn (NO3)26H2O is dissolved in methanol solution respectively with 2-methylimidazole, mixing, so
Afterwards in hydrothermal reaction kettle after 80 DEG C of isothermal reaction 20-26h, centrifugation, washing, drying obtain solid powder.Its synthetic route
For：
(2)Cu2+The synthesis of fluorescence probe：
By pyridoxal hydrochloride and hydrazine hydrate in absolute ethyl alcohol, the condensing reflux 8-10h at 70~80 DEG C, cool down, filter,
It washs, be dried to obtain solid powder；The pyridoxal hydrochloride and the molar ratio of hydrazine hydrate are 1: 1.Its synthetic line is：
(3) preparation of sensor：
In mass ratio 5: 2 by the ZIF-8 nano materials and Cu of preparation2+Fluorescence probe mixing in absolute ethyl alcohol, 30 DEG C of perseverances
Temperature stirring 120-150h, abundant absorption obtain solid powder, as last required product after centrifugation, washing, separation, drying.
Cu prepared by the above method2+Fluorescence probe and the Cu finally prepared2+Chemical sensor, can be in Cu2+Detection
In application.
Advantages of the present invention compared with prior art：The present invention is that Cu is combined on the basis of MOF nano materials2+Spectrum is visited
Needle, the fluorescence probe have that synthetic method is simple, is readily produced and Cu2+Complexing is very strong, to Cu2+Selectivity is good, response
Soon, the characteristics of high sensitivity, detection process are simple, quick, result is accurate.MOF nano materials ZIF-8 is not only to Cu2+Specificity
Adsorption capacity and with high porosity, high-specific surface area, centered on transition metal, chemical property stabilization, compound with regular structure,
The characteristics of frame structure diversification etc..Novel C u2+Sensor and fluorescence probe and Cu2+Good linear relationship is all presented in ion,
Detection limit is respectively 8.3 × 10-9Mol/L and 5.2 × 10-8mol/L.The obtained novel C u of the present invention2+Sensor is in original spy
Possess lower detection limit on the basis of needle, available for Cu in water body2+The quantitative detection of concentration.
Description of the drawings
1 fluorescence probe of Fig. 1 embodiments13C nuclear magnetic spectrograms.
Fourier's infrared spectrum of 1 fluorescence probe of Fig. 2 embodiments, ZIF-8 nano materials and novel sensor.
Fig. 3 embodiments 2Cu2+The fluorescence titration figure of fluorescence probe.
Fig. 4 embodiments 2Cu2+With fluorescence probe linear relationship chart.Experiment condition：Ordinate is F0- F, abscissa Cu2+It is dense
Degree, from 3.3 × 10-7Mol/L to 5 × 10-6mol/L。
The fluorescence titration figure of 2 novel sensor of Fig. 5 embodiments.
Fig. 6 embodiments 2Cu2+With novel sensor linear relationship chart.Experiment condition：Ordinate is F0- F, abscissa are
Cu2+Concentration, from 3.3 × 10-7Mol/L to 6 × 10-6mol/L。
3 novel sensor of Fig. 7 embodiments is to Cu2+Selective recognition.
Specific embodiment
Embodiment 1：Cu2+The preparation of sensor：
(1) preparation process of MOF nano materials is：Weigh Zn (NO3)2·6H2O 0.298g, 2-methylimidazole 0.246g,
Be dissolved in 15mL methanol, the two mixing be transferred in the hydrothermal reaction kettle of 100mL respectively then, 80 DEG C of isothermal reactions for 24 hours,
After methanol centrifuge washing 3 times, 100 DEG C of vacuum drying for 24 hours, obtain ZIF-8 solid powders.
(2)Cu2+The preparation of fluorescence probe：Weigh hydrochloric acid pyrrole (C8H9NO3HCl) 0.4072g, be substantially dissolved in 10mL without
In water-ethanol, 85% hydrazine hydrate (N is then added in2H4·H2O) 2~5mL, the condensing reflux 8h at 70~80 DEG C, cooling are brilliant
It after body is precipitated, filters, washing, then 60 DEG C of vacuum drying obtain solid powder, nuclear magnetic spectrum such as Fig. 1 afterwards for 24 hours.The salt
The stoichiometric ratio of sour pyridoxal and hydrazine hydrate is 1:1.
(3) the novel C u based on MOF nano materials2+The preparation of sensor：Weigh ZIF-8 nano materials 0.25g, Cu2+It is glimmering
Light probe 0.1g, for abundant mixing in 30mL absolute ethyl alcohols, 120h is fully adsorbed in 30 DEG C of constant temperature stirrings.Then absolute ethyl alcohol is used
Centrifuge washing to supernatant fluorescence intensity is stablized constant, and after centrifugation, 60 DEG C of vacuum drying for 24 hours, obtain solid powder as most
Final product, Fourier's infrared spectrum such as Fig. 2.
Embodiment 2：Fluorescence probe and sensor are in Cu2+Application in detection
(1) preparation of fluorescence probe solution：Fluorescence probe 18.1mg accurately is taken, after being dissolved with 80mL absolute ethyl alcohols, transfer
The constant volume into the volumetric flask of 100mL, compound concentration are 1.0 × 10-3The fluorescence probe storing solution of mol/L (protect at 4 DEG C by constant temperature
It deposits).
(2) preparation of novel sensor storing solution：100mg novel sensors are taken, in 90mL solvent (deionized waters：It is anhydrous
Ethyl alcohol=8:1) in after dissolving, it is transferred to constant volume in the volumetric flask of 100mL (constant temperature preserves at 4 DEG C).
(3) fluorescence probe is to Cu2+Detection：Excitation wavelength is set as 358nm, and wavelength of transmitted light is set as 471nm, excitation
Light source slit is 10.0nm, and transmitting light source slit is 10.0nm, and test condition is room temperature.The 0.01mol/L PBS of pH=9 is taken to delay
Rush solution 3mL and 1.0 × 10-320 μ L of mol/L fluorescence probes storing solution are added in clean fluorescence cuvette, are scanned it and are emitted light
Spectrum.1.0×10-3The Cu of mol/L2+Solution begins to join 15 μ L from 1 μ L to be stopped.Then it is gradually added into the Cu of different volumes2+
Solution measures its fluorescence emission spectrum respectively, until fluorescence intensity no longer changes, makees fluorescence titration figure and linear relationship respectively
Figure, such as Fig. 3 and 4.
(4) novel sensor is to Cu2+Detection：Excitation wavelength is set as 358nm, and wavelength of transmitted light is set as 471nm, swashs
Light emitting source slit is 10.0nm, and transmitting light source slit is 10.0nm, and test condition is room temperature.Take the 0.01mol/LPBS of pH=9
Buffer solution 3mL and 20 μ L of 1.0g/L novel sensors storing solution are added in clean fluorescence cuvette, scan its emission spectrum.
1.0×10-3The Cu of mol/L2+Solution begins to join 15 μ L from 1 μ L to be stopped.Then it is gradually added into the Cu of different volumes2+It is molten
Liquid measures its fluorescence emission spectrum respectively, until fluorescence intensity no longer changes, makees fluorescence titration figure and linear relationship chart respectively,
Such as Figures 5 and 6.
Embodiment 3：Novel sensor is to Cu2+Selective recognition
Excitation wavelength is set as 358nm, and wavelength of transmitted light is set as 471nm, and the 0.01mol/LPBS bufferings for taking pH=9 are molten
Liquid 3mL and 20 μ L of 1.0g/L novel sensors storing solution are added separately in 15 clean fluorescence cuvettes, sequentially add equivalent
Cu2+, Cr3+, Hg2+, Co2+, Ni2+, Al3+, Zn2+, Mn2+, Ba2+, Mg2+, Pb2+, Cd2+, Ca2+, Ag+And Fe3+, concentration is
2.0×10-3Mol/L measures its fluorescence intensity level respectively, and it is corresponding glimmering to draw different metal ions using fluorescence intensity as ordinate
Luminous intensity block diagram, as shown in Figure 7.Other common metal ions are to measuring the system of copper ion without any interference.
Claims (3)
1. a kind of Cu based on MOF nano materials2+The preparation method of chemical sensor, which is characterized in that include the following steps：
(1) preparation of ZIF-8 nano materials：1: 2 by Zn (NO in molar ratio3)2·6H2O is dissolved in first respectively with 2-methylimidazole
In alcoholic solution, mixing, then in hydrothermal reaction kettle after 80 DEG C of isothermal reaction 20-26h, centrifugation, washing, drying obtain solid
Powder；
(2)Cu2+The preparation of fluorescence probe：By pyridoxal hydrochloride and hydrazine hydrate in absolute ethyl alcohol, it is condensed back at 70~80 DEG C
8-10h is flowed, cools down, be filtered, washed, be dried to obtain solid powder；The pyridoxal hydrochloride and the molar ratio of hydrazine hydrate are 1:
1；
(3) preparation of sensor：In mass ratio 5: 2 by the ZIF-8 nano materials and Cu of preparation2+Fluorescence probe is in absolute ethyl alcohol
Mixing, 30 DEG C of constant temperature stir 120-150h, abundant to adsorb, and obtain solid powder after centrifugation, washing, separation, drying, as finally
Product.
2. Cu prepared by method as described in claim 12+Chemical sensor.
3. Cu prepared by method as described in claim 12+Chemical sensor is in Cu2+Application in detection.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610202991.0A CN105860958B (en) | 2016-04-01 | 2016-04-01 | A kind of Cu2+Chemical sensor and its preparation method and application |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610202991.0A CN105860958B (en) | 2016-04-01 | 2016-04-01 | A kind of Cu2+Chemical sensor and its preparation method and application |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN105860958A CN105860958A (en) | 2016-08-17 |
| CN105860958B true CN105860958B (en) | 2018-07-06 |
Family
ID=56628012
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201610202991.0A Expired - Fee Related CN105860958B (en) | 2016-04-01 | 2016-04-01 | A kind of Cu2+Chemical sensor and its preparation method and application |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN105860958B (en) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN108659813B (en) * | 2017-12-29 | 2021-02-05 | 重庆大学 | Fluorescent nano-particles and preparation method thereof |
| CN108380246A (en) * | 2018-01-23 | 2018-08-10 | 湖北大学 | A kind of Cu（0）The preparation method and applications of@ZIF-8 catalyst |
| CN110918112A (en) * | 2018-09-19 | 2020-03-27 | 国家纳米科学中心 | Carbon dioxide electrochemical reduction catalyst and preparation method and application thereof |
| CN109239037B (en) * | 2018-09-28 | 2021-03-26 | 长沙理工大学 | Biosensor based on MOFs as energy receptor and preparation method and application thereof |
| CN109991201A (en) * | 2019-04-11 | 2019-07-09 | 大连理工大学 | A method of the gold nanoclusters being located in the surface ZIF-8 are used to improve the specific selectivity of its fluorescence intensity and detection |
| CN110849850B (en) * | 2019-11-21 | 2022-07-22 | 河南科技大学 | Quantum dot-nanochannel-based copper ion detection method |
| CN110903826B (en) * | 2019-12-20 | 2020-12-22 | 中南大学 | Fluorescent probe based on zeolite-based imidazole ester framework, preparation method thereof and application thereof in monitoring bacterial spore germination process |
| CN112940718B (en) * | 2021-02-08 | 2022-06-17 | 齐齐哈尔大学 | Cu2+Fluorescent covalent organic framework material and preparation method and application thereof |
| CN113563599A (en) * | 2021-08-06 | 2021-10-29 | 成都理工大学 | Flaky nano ZIF-8 material and synthesis method and application thereof |
| CN116376047A (en) * | 2023-05-23 | 2023-07-04 | 山西大学 | Hexanuclear zinc coordination polymer and preparation method and application thereof |
| CN116942155A (en) * | 2023-09-21 | 2023-10-27 | 之江实验室 | Flexible implantable photoelectric device, preparation method and control method thereof |
Citations (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005062038A2 (en) * | 2003-12-18 | 2005-07-07 | Universite De Rennes 1 | Reactive oxygen detecting and/or absorbing compound, method for preparing said compound and a device comprising it |
| CN101368945A (en) * | 2007-08-15 | 2009-02-18 | 中国科学院理化技术研究所 | Fluorescent probe for detecting mercury ion in cell, and synthesizing method and usage |
| WO2010148374A2 (en) * | 2009-06-19 | 2010-12-23 | The Regents Of The University Of California | Organo-metallic frameworks and methods of making same |
| CN103396420A (en) * | 2013-06-14 | 2013-11-20 | 山西大学 | Reagent, and its application in detection of divalent zinc ions |
| CN103980189A (en) * | 2014-05-08 | 2014-08-13 | 山西大学 | Reagent and application thereof to cupric ion detection |
| CN104804725A (en) * | 2014-01-28 | 2015-07-29 | 中国科学院大连化学物理研究所 | Fluorescent probe for detecting H2S in lysosome and its synthesis method and use |
| CN104974169A (en) * | 2014-04-09 | 2015-10-14 | 中国科学院大连化学物理研究所 | Fluorescein H2S fluorescent probe as well as preparation and application thereof |
-
2016
- 2016-04-01 CN CN201610202991.0A patent/CN105860958B/en not_active Expired - Fee Related
Patent Citations (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005062038A2 (en) * | 2003-12-18 | 2005-07-07 | Universite De Rennes 1 | Reactive oxygen detecting and/or absorbing compound, method for preparing said compound and a device comprising it |
| CN101368945A (en) * | 2007-08-15 | 2009-02-18 | 中国科学院理化技术研究所 | Fluorescent probe for detecting mercury ion in cell, and synthesizing method and usage |
| WO2010148374A2 (en) * | 2009-06-19 | 2010-12-23 | The Regents Of The University Of California | Organo-metallic frameworks and methods of making same |
| CN102574886A (en) * | 2009-06-19 | 2012-07-11 | 加利福尼亚大学董事会 | Organo-metallic frameworks and methods of making same |
| CN103396420A (en) * | 2013-06-14 | 2013-11-20 | 山西大学 | Reagent, and its application in detection of divalent zinc ions |
| CN104804725A (en) * | 2014-01-28 | 2015-07-29 | 中国科学院大连化学物理研究所 | Fluorescent probe for detecting H2S in lysosome and its synthesis method and use |
| CN104974169A (en) * | 2014-04-09 | 2015-10-14 | 中国科学院大连化学物理研究所 | Fluorescein H2S fluorescent probe as well as preparation and application thereof |
| CN103980189A (en) * | 2014-05-08 | 2014-08-13 | 山西大学 | Reagent and application thereof to cupric ion detection |
Non-Patent Citations (2)
| Title |
|---|
| A pyridoxal-based chemosensor for visual detection of copper ion and its application in bioimaging;Yin, Cai-Xia等;《Chinese Chemical Letters 》;20140624;第25卷(第9期);1230–1234 * |
| STN检索记录;张亚平;《STN》;20170711 * |
Also Published As
| Publication number | Publication date |
|---|---|
| CN105860958A (en) | 2016-08-17 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN105860958B (en) | A kind of Cu2+Chemical sensor and its preparation method and application | |
| CN106008343B (en) | Mercury ion fluorescence probe and its preparation method and application based on naphthalimide | |
| Ameen et al. | Ultra-small highly fluorescent zinc-based metal organic framework nanodots for ratiometric visual sensing of tetracycline based on aggregation induced emission | |
| CN1752750A (en) | Reagent for detecting mercury ion in water and its preparation method | |
| Ameen et al. | Visual monitoring of silver ions and cysteine using bi-ligand Eu-based metal organic framework as a reference signal: Color tonality | |
| CN107245334B (en) | A kind of water soluble polymer fluoresceins fluorescence probe and preparation method thereof detecting mercury ion | |
| CN102127421A (en) | Copper ion/mercury ion fluorescence molecular probe, and preparation method and application thereof | |
| CN107556305B (en) | Fluorescent probe for detecting aluminum ions, preparation method and application | |
| CN110407717A (en) | A kind of fluorenes fluorescence probe and preparation method thereof of p- diethylin salicylide modification | |
| Lu et al. | Trichromatic ratiometric fluorescent sensor based on machine learning and smartphone for visual and portable monitoring of tetracycline antibiotics | |
| CN104877672A (en) | Two-photon fluorescent probe for identifying palladium (0) and preparation method and application of two-photon fluorescent probe | |
| Huang et al. | A silver nanoparticle-based colorimetric assay of trace selenium with hydride generation for sample introduction | |
| Cui et al. | Design and synthesis of a terbium (III) complex-based luminescence probe for time-gated luminescence detection of mercury (II) Ions | |
| CN107698557B (en) | Pyridine bipyrazole acylhydrazone derivative-based fluorescent probe and preparation method and application thereof | |
| CN111320585A (en) | Double-colorimetric double-fluorescent phenanthroimidazole probe as well as preparation method and application thereof | |
| Kumar et al. | Recent advances in on-site monitoring of heavy metal ions in the environment | |
| CN108458981A (en) | A kind of method that methyl hydroximic acid photometry detects iron content in water sample | |
| CN113087651B (en) | Compound containing indole group and preparation method and application thereof | |
| CN108426867B (en) | Detection of Fe in Water3+MOF-Cd probe with antibiotic ceftriaxone sodium and preparation method and application thereof | |
| CN117347336A (en) | Fluorescent aptamer biosensor for detecting kanamycin and preparation method and application thereof | |
| KR20110120679A (en) | Mercury selective fluorescent compound and mercury selective fluorescent chemosensor comprising the same | |
| CN107739337A (en) | A kind of cadmium, aluminium, the preparation method of lead ion chelating agent | |
| CN109053711B (en) | Probe compound for mercury ion detection and preparation method and application thereof | |
| CN114047169B (en) | Hydrogen sulfide detection method based on metal nanoclusters | |
| CN106700038B (en) | It is a kind of to use fluorescence probe detection gas signaling molecule H2The method of S |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| GR01 | Patent grant | ||
| GR01 | Patent grant | ||
| CF01 | Termination of patent right due to non-payment of annual fee | ||
| CF01 | Termination of patent right due to non-payment of annual fee |
Granted publication date: 20180706 Termination date: 20210401 |