CN108424527A - The synthetic method of Zn (II) complex of three-dimensional hybrid ligand and fluorescence probe application - Google Patents
The synthetic method of Zn (II) complex of three-dimensional hybrid ligand and fluorescence probe application Download PDFInfo
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Abstract
Chemical formula the invention discloses a kind of synthetic method of Zn (II) complex of three-dimensional hybrid ligand and fluorescence probe application, Zn (II) complex, Zn (II) complex is [Zn2(TRZ)2(DBTDC‑O2)] DMAc, wherein the DMAc is N, N dimethylacetylamides, the DBTDC O2It is the 3 of carboxyl deprotonation, 7 (5,5 titanium dioxide biphenyl and benzothiophene) dioctyl phthalate, the preparation method of the present invention is easy to operation, required equipment is simple, reproducibility is good, and complex obtained has many advantages, such as that yield is high, stability is good, can be used widely in fluorescent crystal Material Field.
Description
Technical field
The invention belongs to porous metals-organic coordination compounds technical field, relates in particular to a kind of three-dimensional hybrid and match
The synthetic method of Zn (II) complex of body and fluorescence probe application.
Background technology
Metal-organic coordination polymer is by metal ion/metal cluster and the organoligand coordination knot containing nitrogen oxygen element
Crystalline substance obtains.This kind of novel hybrid inorganic-organic crystalline material not only has abundant structure and topology, while in various fields
The characteristics of presenting better than other traditional materials make it be handed in catalysis, optical device, fluorescence, gas storage, separation and ion
The equal potential application prospect in fields is changed, Coordinative Chemistry in recent years and Material Field research work(the most active are further become
It can material (B.Moulton, M.J.Zaworotko, Chem.Rev., 2001,101,1629~1658；C.-D.Wu,W.-
B.Lin, Angew.Chem., Int.Ed., 2005,44,1958~1961；W.P.Lustig,S.Mukherjee,N.D.Rudd,
A.V.Desai, J.Li, S.K.Ghosh, Chem.Soc.Rev., 2017,46,3242~3285).In general, general metal from
Sub (zinc, cadmium etc.) and the metal-organic coordination polymer that organic ligand is constructed generally retain organic ligand inherently glimmering
Light property can generate the property of the optics aspects such as many fluoroscopic examinations, it is made to attract related scientific research people in worldwide
The concern of member and favor (J.C.G.B ü nzli, C.Piguet, Chem.Soc.Rev., 2005,34,1048~1077；
J.G.Mao, Coord.Chem.Rev., 2007,251,1493~1520；S.Mohapatra,K.P.S.S.Hembram,
U.Waghmare, T.K.Maji, Chem.Mater., 2009,21,5406~5412；M.D.Alledorf,C.A.Bauer,
R.K.Bhakta, R.J.T.Houk, Chem.Soc.Rev., 2009,38,1330~1352).
But metal-organic coordination polymer material is often due to stability is poor and strongly limits its application, especially
It is that stability in aqueous solution is poor.Numerous scientists attempt using multinode connection, introduce hydrophobic grouping, surface hydrophobicity work(
Numerous methods such as energyization improve the water stability of material.But really there is water stability, and influence detection result with outstanding
Material still seldom reported.So far, organic ligand 3,7- (5,5- titanium dioxide biphenyl and benzothiophene) two are based on
The water that formic acid and 1,2,4- triazoles (HTRZ) mixing are constructed stablizes fluorescent polymer materials, and there are no people to report.Correlative study
Inherently deepen people to recognize the structural and optical properties relationship of the fluorescence poromerics of mixed metal, it is new to select structure
The luminous and detection material of grain husk and function admirable.Highly important meaning is all had in crystallography and field of light emitting materials.
Invention content
In view of the deficiencies of the prior art, the purpose of the present invention is to provide one kind, and based on 3,7-, (5,5- titanium dioxide biphenyl are simultaneously
Benzothiophene) dioctyl phthalate and 1, Zn (II) complex that 2,4- triazole mixed ligands are constructed, wherein 3,7- (5,5- titanium dioxides
Biphenyl and benzothiophene) dioctyl phthalate is one of the rigid organic ligand for having good π types conjugated system, meanwhile, deprotonation
3,7- (5,5- titanium dioxides biphenyl and benzothiophene) dioctyl phthalate and 1,2,4- triazoles all have outstanding coordination ability.
It is a further object of the present invention to provide the preparation method of above-mentioned Zn (II) complex,
It is a further object of the present invention to provide above-mentioned Zn (II) complexs as fluorescence probe in detecting furantoin
Using.
The purpose of the present invention is what is be achieved by following technical proposals.
One kind is based on 3,7- (5,5- titanium dioxides biphenyl and benzothiophene) dioctyl phthalate and 1,2,4- triazole mixed ligand structures
The chemical formula of Zn (II) complex built, Zn (II) complex is [Zn2(TRZ)2(DBTDC-O2)] DMAc, wherein institute
It is n,N-dimethylacetamide, the DBTDC-O to state DMAc2For 3,7- (the 5,5- titanium dioxides connection benzo benzos of carboxyl deprotonation
Thiophene) dioctyl phthalate, the DBTDC-O2Skeleton symbol be：
The TRZ is 1,2,4- triazoles of deprotonation, and the skeleton symbol of the NTRZ is：
In the above-mentioned technical solutions, Zn (II) complex belongs to tetragonal crystal system, and space group is P-42 (1)/c, structure cell
Parameter isα=90.00 °, β=90.00 °, γ=
90.00°,Z=8.
In the above-mentioned technical solutions, the basic structural unit of Zn (II) complex includes：One crystallography is independent
Zn1, the independent Zn2 of a crystallography, two TRZ and DBTDC-O2,
The DBTDC-O2In two oxygen O5 and O6 of a carboxyl connect with the Zn1；
The DBTDC-O2In an oxygen O1 of another carboxyl connect with the Zn2, the Zn2 is connect with N1 and N4,
The each nitrogen in a TRZ of the N1 and N4；
One DMAc exists in the skeleton of the Zn (II) complex as free guest molecule.
The preparation method of above-mentioned Zn (II) complex, includes the following steps：
Add in 3,7- (5,5- titanium dioxides biphenyl and benzothiophene) dioctyl phthalate, 1,2,4- triazoles and zinc (II) metal salt
Enter mixed solvent and it is made to be dispersed in the in the mixed solvent, is kept for 3~5 days in 85~110 DEG C, be then down to room temperature, mistake
It is the Zn (II) complex that colourless bulk-shaped monocrystal is obtained after filter, wherein
By the gauge of substance, 3, the 7- (5,5- titanium dioxide biphenyl and benzothiophene) dioctyl phthalate, 1,2,4- triazoles and
The ratio (0.22~0.24) of zinc (II) metal salt：1：1,
The mixed solvent be n,N-dimethylacetamide, first alcohol and water mixture, based on volume parts, the N, N-
The ratio (1.5~3) of dimethylacetylamide, first alcohol and water：(1~2)：(1.5~3),
The volume parts of the DMAC N,N' dimethyl acetamide and the ratio of the amount number of the substance of the zinc (II) metal salt are
(13~15)：1.
In the above-mentioned technical solutions, the colourless bulk-shaped monocrystal obtained after filtering is washed and is dried.
In the above-mentioned technical solutions, the temperature kept for 3~5 days is 90~100 DEG C.
In the above-mentioned technical solutions, the unit of the volume parts is mL, the list of the amount number of a substance
Position is mmol.
In the above-mentioned technical solutions, the room temperature of being down to is Temperature fall.
Application of above-mentioned Zn (II) complexs as fluorescence probe in detecting furantoin.
Zn (II) complex ultrasonic disperse in the water containing furantoin, is excited using ultraviolet light, the Zn
(II) fluorescent quenching occurs for complex.
Compared with the prior art, preparation method of the invention is easy to operation, and required equipment is simple, and reproducibility is good,
And complex obtained has many advantages, such as that yield is high, stability is good, can be used widely in fluorescent crystal Material Field.
Description of the drawings
Fig. 1 is the coordination context diagram of Zn of the present invention (II) complex；
Fig. 2 is the tomograph of Zn of the present invention (II) complex；
Fig. 3 is the solid state fluorescence spectrogram of Zn of the present invention (II) complex；
Fig. 4 is testing, standing two in theoretical and water for the X-ray powder diffraction (PXRD) of Zn of the present invention (II) complex
Its compares figure；
Fig. 5 is the thermal gravimetric analysis curve figure of Zn of the present invention (II) complex；
Fig. 6 is the carbon dioxide adsorption curve of Zn of the present invention (II) complex；
Fig. 7 is Zn of the present invention (II) complex in aqueous solution for the fluorescent quenching figure of antibiotic furantoin (NFT).
Specific implementation mode
The 1,2,4- triazoles (98%) and zinc nitrate hexahydrate (98%) used in experimentation is from Sigma-Aldrich
Sigma-Aldrich (Shanghai) trade Co., Ltd buys, n,N-dimethylacetamide (analysis is pure), dichloromethane (analysis
It is pure) and methanol (analysis pure) bought from Shanghai Mai Ruier chemical technologies Co., Ltd.All drugs and reagent directly use, and
It is not further purified.
The technical solution further illustrated the present invention with reference to specific embodiment.
Embodiment 1
The preparation method of above-mentioned Zn (II) complex, includes the following steps：
By 3,7- (5,5- titanium dioxides biphenyl and benzothiophene) dioctyl phthalate, 1,2,4- triazoles and Zn (NO3)2·6H2O adds
Enter beaker, mixed solvent is added in beaker and the substance in beaker is made to be dispersed in the in the mixed solvent, stirs at room temperature
30 minutes, clear liquid is obtained, obtained clear liquid is enclosed in hydrothermal reaction kettle (stainless steel), in an oven by hydrothermal reaction kettle
5 days (daily 24 hours, keep temperature-resistant) are kept in 90 DEG C, are then down to 20~25 DEG C of room temperature naturally, nothing is obtained after filtering
Color bulk-shaped monocrystal is Zn (II) complex, and colourless bulk-shaped monocrystal is washed with n,N-Dimethylformamide, is dried 1 day in air,
Yield is 67%, wherein
The amount of the substance of 3,7- (5,5- titanium dioxide biphenyl and benzothiophene) dioctyl phthalate is 0.023mmol, 1,2,4- tri- nitrogen
The amount of the substance of azoles is 0.1mmol, Zn (NO3)2·6H2The amount of the substance of O is 0.1mmol, mixed solvent N, N- dimethyl second
The volume of the mixture of amide, first alcohol and water, n,N-dimethylacetamide is 1.5mL, and the volume of methanol is 1mL, the volume of water
For 1.5mL.
The main infrared absorption peak that Zn (II) complex is prepared in embodiment 1 is：3436br,1303s,1173s,
1130s,1090s,1006s,883s,777s,665s,591s,522s,437s；Its elemental analysis result is：Theoretical value:C,
40.18；H,3.20；N, 14.92%, experiment value:C,40.12；H,3.15；N, 14.79%.
Embodiment 2
The preparation method of above-mentioned Zn (II) complex, includes the following steps：
By 3,7- (5,5- titanium dioxides biphenyl and benzothiophene) dioctyl phthalate, 1,2,4- triazoles and Zn (NO3)2·6H2O adds
Enter beaker, mixed solvent is added in beaker and the substance in beaker is made to be dispersed in the in the mixed solvent, stirs at room temperature
30 minutes, clear liquid is obtained, obtained clear liquid is enclosed in hydrothermal reaction kettle (stainless steel), in an oven by hydrothermal reaction kettle
It being kept for 4 days in 90 DEG C, is then down to 20~25 DEG C of room temperature naturally, it is Zn (II) complex that colourless bulk-shaped monocrystal is obtained after filtering,
Colourless bulk-shaped monocrystal is washed with n,N-Dimethylformamide, is dried 1 day in air, yield 65%, wherein
The amount of the substance of 3,7- (5,5- titanium dioxide biphenyl and benzothiophene) dioctyl phthalate is 0.035mmol, 1,2,4- tri- nitrogen
The amount of the substance of azoles is 0.15mmol, Zn (NO3)2·6H2The amount of the substance of O is 0.15mmol, mixed solvent N, N- dimethyl
The volume of the mixture of acetamide, first alcohol and water, n,N-dimethylacetamide is 2mL, and the volume of methanol is 1.3mL, the body of water
Product is 2mL.
The main infrared absorption peak that Zn (II) complex is prepared in embodiment 2 is：3435br,1303s,1173s,
1130s,1091s,1005s,883s,777s,665s,592s,522s,436s；Its elemental analysis result is：Theoretical value:C,
40.18；H,3.20；N, 14.92%, experiment value:C,40.16；H,3.17；N, 14.81%.
Embodiment 3
The preparation method of above-mentioned Zn (II) complex, includes the following steps：
By 3,7- (5,5- titanium dioxides biphenyl and benzothiophene) dioctyl phthalate, 1,2,4- triazoles and Zn (NO3)2·6H2O adds
Enter beaker, mixed solvent is added in beaker and the substance in beaker is made to be dispersed in the in the mixed solvent, stirs at room temperature
30 minutes, clear liquid is obtained, obtained clear liquid is enclosed in hydrothermal reaction kettle (stainless steel), in an oven by hydrothermal reaction kettle
It being kept for 5 days in 95 DEG C, is then down to 20~25 DEG C of room temperature naturally, it is Zn (II) complex that colourless bulk-shaped monocrystal is obtained after filtering,
Colourless bulk-shaped monocrystal is washed with n,N-Dimethylformamide, is dried 1 day in air, yield 68%, wherein
The amount of the substance of 3,7- (5,5- titanium dioxide biphenyl and benzothiophene) dioctyl phthalate is 0.04mmol, 1,2,4- triazole
Substance amount be 0.175mmol, Zn (NO3)2·6H2The amount of the substance of O is 0.175mmol, mixed solvent N, N- dimethyl
The volume of the mixture of acetamide, first alcohol and water, n,N-dimethylacetamide is 2.5mL, and the volume of methanol is 1.6mL, water
Volume is 2.5mL.
The main infrared absorption peak that Zn (II) complex is prepared in embodiment 3 is：3434br,1302s,1173s,
1131s,1091s,1005s,884s,777s,664s,592s,523s,435s；Its elemental analysis result is：Theoretical value:C,
40.18；H,3.20；N, 14.92%, experiment value:C,40.17；H,3.19；N, 14.91%.
Embodiment 4
The preparation method of above-mentioned Zn (II) complex, includes the following steps：
By 3,7- (5,5- titanium dioxides biphenyl and benzothiophene) dioctyl phthalate, 1,2,4- triazoles and Zn (NO3)2·6H2O adds
Enter beaker, mixed solvent is added in beaker and the substance in beaker is made to be dispersed in the in the mixed solvent, stirs at room temperature
30 minutes, clear liquid is obtained, obtained clear liquid is enclosed in hydrothermal reaction kettle (stainless steel), in an oven by hydrothermal reaction kettle
It being kept for 6 days in 100 DEG C, is then down to 20~25 DEG C of room temperature naturally, it is Zn (II) complex that colourless bulk-shaped monocrystal is obtained after filtering,
Colourless bulk-shaped monocrystal is washed with n,N-Dimethylformamide, is dried 1 day in air, yield 69%, wherein
The amount of the substance of 3,7- (5,5- titanium dioxide biphenyl and benzothiophene) dioctyl phthalate is 0.045mmol, 1,2,4- tri- nitrogen
The amount of the substance of azoles is 0.2mmol, Zn (NO3)2·6H2The amount of the substance of O is 0.2mmol, mixed solvent N, N- dimethyl second
The volume of the mixture of amide, first alcohol and water, n,N-dimethylacetamide is 3mL, and the volume of methanol is 2mL, and the volume of water is
3mL。
The main infrared absorption peak that Zn (II) complex is prepared in embodiment 4 is：3436br,1302s,1173s,
1131s,1090s,1006s,883s,778s,665s,593s,522s,435s；Its elemental analysis result is：Theoretical value:C,
40.18；H,3.20；N, 14.92%, experiment value:C,40.10；H,3.19；N, 14.85%.
The further characterization of gained Zn (II) complex, process are as follows in following Example 1~4 respectively：
(1) crystal structure determination
The monocrystalline for choosing the suitable size of size under the microscope, at room temperature in Bruker APEX II CCD diffractometers
On, with through graphite monochromatised Mo-K alpha raysWithMode collects diffraction data.All diffraction datas
By SADABS softwares semiempirical absorption correction is carried out with multi-scan methods.Cell parameter is determined with least square method.Number
SAINT and SHELXL program bags are used to complete respectively according to reduction and structure elucidation.All non-hydrogen atoms complete matrix least square
Method carries out anisotropy refine.The detailed axonometry data that Zn (II) complex is prepared in embodiment 1 are shown in Table 1, crystal
Structure is shown in Fig. 1 and Fig. 2.
The predominant crystal data and refined parameters of crystalline material prepared by table 1.
a R1=∑ (| | Fo|-|Fc||)/∑|Fo|·b wR2=[∑ w (Fo|2-|Fc|2)2/∑w(Fo 2)2]1/2
It can see by above-mentioned characterization result, complex crystal of the present invention belongs to tetragonal crystal system, space group P-42
(1)/c, cell parameter areα=90.00 °, β=
90.00 °, γ=90.00 °,Z=8.As shown in Figure 1, the dissymmetrical structure of material of the present invention
Containing there are one crystallography independent Zn1 in unit, a crystallography independent Zn2, the 1 of a deprotonation, 2,4- triazoles are cloudy
Ion and the 3,7- of a complete deprotonation (5,5- titanium dioxides biphenyl and benzothiophene) diformazan acid anion.Zn1 links come from
In the O5 and O6 of organic ligand carboxyl functional group；Meanwhile Zn2 links come from two different 1,2,4- triazole anion
N1 and N2 and O1 for coming from 3,7- (5,5- titanium dioxides biphenyl and benzothiophene) diformazan acid anion.Zn1 and Zn2 are again
It is connected with each other to obtain a three-dimensional micropore structure (Fig. 2) by above-mentioned two organic ligand.
(2) the solid fluorescence performance study of complex
Zn (II) complex is prepared in 25mg embodiments 1 to be ground, compression molding is placed on Cary Eclipse
It in Fluorescence Spectrometer, is tested at room temperature using excitation wavelength 327nm, obtains the transmitting of maximum launch wavelength 392nm
Peak, as shown in Figure 3.
(3) powder diffraction measures
Powder diffraction data collection measures on Bruker D8ADVANCE diffractometers.Instrumentation voltage is 40kV, electricity
Stream is 40mA.Use graphite monochromatised Cu target X-rays.Divergent slit width is 0.6mm, and antiscatter slits width is 6mm,
Soller slits are 4o；Data collection uses 2 θ/θ scan patterns, and continuous scanning is completed in 5o to 40o ranges, sweep speed
It is 0.1o/ seconds, step-length 0.01o.The result of the powder x-ray diffraction of theoretical modeling is by using Mercury 1.4.1 softwares
Packet carries out simulation process to x-ray crystal structure and obtains.As shown in figure 4, the powder of Zn (II) complex is prepared in embodiment 1
Last diffraction patterns show diffraction pattern phase of the powder diffraction peak (experiment collection of illustrative plates) of crystalline product prepared by magnanimity with theoretical modeling
Together, show its with reliable phase purity and with the consistency of crystal structure.Meanwhile standing can also keep brilliant for two days in water
Body structure has very outstanding water stability, guarantee is provided as the application of fluorescent material for it.
(4) thermogravimetric analysis measures
Thermogravimetric analysis experiment is completed on the thermogravimetric analyzer of Shimadzu simultaneous DTG -60A, in air
In with the rate of 10 DEG C/min from room temperature be heated to 800 DEG C measurement.Measurement result shows that embodiment 1 is prepared Zn (II) and matches
Closing the three-dimensional framework of object can be stabilized before 410 DEG C.As shown in figure 5, after temperature continues raising, the skeleton of complex is opened
Begin to decompose, residual residue is metal oxide.
(5) gas absorption measures
Carbon dioxide adsorption data collection measures on the serial Determination of Specific Surface Area instrument of U.S. Mike instrument ASAP 2020.It will
3 days in Zn (II) complex merging 20mL dichloromethane that 100mg embodiments 1 are prepared, replaced one time two every 12 hours
Chloromethane alkane solvents, the sample after being activated after being activated 5 hours at 100 DEG C.And at a temperature of 195K, test material (activation
Sample afterwards) the corresponding carbon dioxide adsorption under 0~1 atmospheric pressure, as shown in fig. 6, recycling BET and Lang Gemiaoermo
The specific surface area that type calculates material is respectively 289m2g-1And 385m2g-1。
(6) the solid fluorescence performance study of complex
Ultrasonic disperse is parallel to do two in the water of 3mL after Zn (II) complex grinding that 1mg embodiments 1 are prepared
Part, and a furantoin that 1mmol is added thereto, it is placed in Cary Eclipse Fluorescence Spectrometer, using excitation wave
Long 327nm is tested, and the sample that furantoin solution is not added obtains the launch wavelength (aqueous solution in figure that wave crest is 392nm
Curve), there is fluorescent quenching phenomenon in the sample that furantoin solution is added.It can be seen that Zn (II) cooperations of the present invention
Object has significant fluorescent quenching effect for specific antibiotic furantoin (NFT), can be used as the glimmering of detection furantoin
Light probe, to fill up the blank in this domestic and international field.
About the statement for subsidizing research or development
The present patent application obtains Tianjin Normal University's school doctor's fund (fund number：043135202-XB1702) and Tianjin
S ＆ T Developmentin High Institutions planning item (fund number：Subsidy 2017KJ127).
Illustrative description has been done to the present invention above, it should explanation, the case where not departing from core of the invention
Under, any simple deformation, modification or other skilled in the art can not spend the equivalent replacement of creative work equal
Fall into protection scope of the present invention.
Claims (10)
1. one kind is constructed based on 3,7- (5,5- titanium dioxides biphenyl and benzothiophene) dioctyl phthalate and 1,2,4- triazole mixed ligands
Zn (II) complex, which is characterized in that the chemical formula of Zn (II) complex be [Zn2(TRZ)2(DBTDC-O2)]·
DMAc, wherein the DMAc is n,N-dimethylacetamide, the DBTDC-O2For 3,7- (the 5,5- dioxies of carboxyl deprotonation
Change biphenyl and benzothiophene) dioctyl phthalate, the DBTDC-O2Skeleton symbol be：
The TRZ is 1,2,4- triazoles of deprotonation, and the skeleton symbol of the TRZ is：
2. Zn (II) complex according to claim 1, which is characterized in that Zn (II) complex belongs to tetragonal
System, space group are P-42 (1)/c, and cell parameter is α
=90.00 °, β=90.00 °, γ=90.00 °,Z=8.
3. Zn (II) complex according to claim 2, which is characterized in that the basic structure list of Zn (II) complex
Member includes：The independent Zn1 of one crystallography, the independent Zn2 of a crystallography, two TRZ and DBTDC-O2,
The DBTDC-O2In two oxygen O5 and O6 of a carboxyl connect with the Zn1；
The DBTDC-O2In an oxygen O1 of another carboxyl connect with the Zn2, the Zn2 is connect with N1 and N4, the N1
With each nitrogen in a TRZ of N4；
One DMAc exists in the skeleton of the Zn (II) complex as free guest molecule.
4. the preparation method of Zn (II) complex as described in any one of claims 1 to 3, which is characterized in that including following
Step：
It is added in 3,7- (5,5- titanium dioxides biphenyl and benzothiophene) dioctyl phthalate, 1,2,4- triazoles and zinc (II) metal salt mixed
Bonding solvent simultaneously makes it be dispersed in the in the mixed solvent, is kept for 3~5 days in 85~110 DEG C, room temperature is then down to, after filtering
It is the Zn (II) complex to obtain colourless bulk-shaped monocrystal, wherein
By the gauge of substance, 3,7- (5,5- titanium dioxide biphenyl and benzothiophene) dioctyl phthalate, 1,2,4- triazoles and the zinc
(II) ratio (0.22~0.24) of metal salt：1：1,
The mixed solvent be n,N-dimethylacetamide, first alcohol and water mixture, based on volume parts, the N, N- diformazans
The ratio (1.5~3) of yl acetamide, first alcohol and water：(1~2)：(1.5~3),
The ratio of the amount number of the substance of the volume parts of the DMAC N,N' dimethyl acetamide and the zinc (II) metal salt be (13~
15)：1.
5. preparation method according to claim 4, which is characterized in that the colourless bulk-shaped monocrystal that is obtained after filtering into
Row washing and drying process.
6. preparation method according to claim 5, which is characterized in that the temperature kept for 3~5 days is 90~100 DEG C.
7. preparation method according to claim 6, which is characterized in that the unit of the volume parts be mL, one
The unit of the amount number of the substance is mmol.
8. preparation method according to claim 7, which is characterized in that the room temperature of being down to is Temperature fall.
9. as described in any one of claims 1 to 3 Zn (II) complexs as fluorescence probe in detecting furantoin
Using.
10. application according to claim 9, which is characterized in that by Zn (II) complex ultrasonic disperses appropriate containing furans
It in the water of cause, is excited using ultraviolet light, fluorescent quenching occurs for Zn (II) complex.
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