CN110174388A - The preparation method for the detectable substance that nitrobenzene is detected in a kind of pair of solution and its detection method of detectable substance and nitro phenenyl concentration - Google Patents
The preparation method for the detectable substance that nitrobenzene is detected in a kind of pair of solution and its detection method of detectable substance and nitro phenenyl concentration Download PDFInfo
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- CN110174388A CN110174388A CN201910521863.6A CN201910521863A CN110174388A CN 110174388 A CN110174388 A CN 110174388A CN 201910521863 A CN201910521863 A CN 201910521863A CN 110174388 A CN110174388 A CN 110174388A
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Abstract
The invention discloses the preparation methods for the detectable substance that nitrobenzene in a kind of pair of solution is detected, by Zn (NO3)2·6H2O、Eu(NO3)3·6H2O and dehydrated alcohol are mixed to get solution I;1,3,5- benzenetricarboxylic acid, dehydrated alcohol and deionized water are mixed to get solution II;Solution I and solution II are mixed, mixed solution is obtained;Mixed solution is placed in the pyroreaction kettle of polytetrafluoroethyllining lining, the solution after evolution reaction object is placed in centrifuge container and carries out centrifugal treating, after washing to sediment by the evolution reaction object in high temperature;Drying obtains detectable substance to constant weight.The detectable substance has good stability and repeatability, and p-nitrophenyl molecule displays are gone out good sensing capabilities and low detection limit, detected using concentration of the detectable substance to nitrobenzene in solution, detection effect is good, precision and high reliablity.
Description
Technical field
The present invention relates to nitrobenzene detection fields, and in particular to the detectable substance that nitrobenzene is detected in a kind of pair of solution
The detection method of preparation method and its detectable substance and nitro phenenyl concentration.
Background technique
Nitroaromatic explosive is a kind of common dangerous explosive, has extremely strong explosivity more.Most make extensively at present
Nitroaromatic explosive is mainly used in military production and industrial explosion, is the carcinogenic substance highly toxic to the mankind,
During the production and transportation of explosive, it is easy to penetrate into soil and groundwater, great negative shadow will be caused to environment
It rings, also the health of the common people is caused great harm.When the mankind suck such compound, hepatic disease, regeneration barrier can be caused
The diseases such as impenetrability anaemia and cataract, will lead to death when serious.Therefore influence of the micro explosive to environment is studied to Guan Chong
It wants, it is especially especially important to the analysis of micro explosive in liquid phase and detection.
The detection of general p-nitrophenyl needs to use complicated, expensive instrument, complicated for operation and at high cost, or passes through dog
Class detection, but it is not necessarily accurate.In the detection application of all kinds of nitrobenzenes, the MOFs that shines has good effect, wherein being based on
The MOFs of rare earth ion and more application is had in the fluorescence identifying of nitrobenzene based on the MOFs of transition metal.Based on rare earth
The luminous MOFs of ion, when for detecting nitrobenzene, the spectral line of emission is narrow and sharp, easy to identify, high sensitivity, but rare earth element
Content is rare, and expensive, the pure MOFs higher cost using rare earth element as source metal is unfavorable for large-scale application.And base
In transition elements MOFs when detecting nitrobenzene, spectral line width, luminous intensity are lower, not sensitive enough.
Summary of the invention
In view of the above shortcomings of the prior art, the technical problems to be solved by the present invention are: how to provide a kind of production letter
Easily, cost is relatively low, the good detection detected to nitrobenzene in solution of detectable substance high sensitivity, detection effect made
The preparation method of object.
In order to solve the above-mentioned technical problem, present invention employs the following technical solutions:
The invention discloses the preparation methods for the detectable substance that nitrobenzene in a kind of pair of solution is detected, including following step
It is rapid:
(1) by the Zn (NO of (0.98~0.90mmol)3)2·6H2O, the Eu (NO of (0.02~0.10mmol)3)3·6H2O
It is added in the container of a sealing with dehydrated alcohol according to the mass ratio of (32.4: 1.0: 438.9)~(6.0: 1.0: 88.6),
It is continuously stirred at room temperature until Zn (NO3)2·6H2O and Eu (NO3)3·6H2O is completely dissolved to obtain solution I;
(2) by 1,3,5- benzenetricarboxylic acid, dehydrated alcohol and the deionized water of (0.5~1.5mmol) according to (1.0: 37.6:
47.6)~(1.0: 12.5: 15.9) mass ratio is added in the container of a sealing, is continuously stirred at room temperature until 1,3,
5- benzenetricarboxylic acid is completely dissolved to obtain solution II;
(3) solution I and solution II are mixed, sonic oscillation is uniformly mixed it, obtains mixed solution;
(4) mixed solution is placed in the pyroreaction kettle of polytetrafluoroethyllining lining, pyroreaction kettle is then placed in drum
In wind drying box, persistently heat preservation will be precipitated anti-up to evolution reaction object complete in mixed solution in 120~150 DEG C of environment
Solution after answering object, which is placed in centrifuge container, carries out centrifugal treating, the clear liquid after removal centrifugation in centrifuge container;
(5) dehydrated alcohol is then inwardly added to flooding sediment completely, centrifugal treating again after shaking up, removal centrifugation later
Clear liquid in centrifuge container afterwards repeats to obtain sediment after this step is multiple;
(6) it puts the precipitate in vacuum oven, dries in the environment of 60~150 DEG C to constant weight, obtain detectable substance.
The present invention also discloses the detectable substance that nitrobenzene is detected in a kind of pair of solution, by it is above-mentioned to nitrobenzene in solution into
The preparation method of the detectable substance of row detection, which is made, to be formed.
In addition the invention also discloses the detection methods that nitrobenzene in a kind of pair of solution is detected, comprising the following steps:
(a) nitrobenzene solution of a variety of various concentrations is configured, and obtains the above-mentioned inspection detected to nitrobenzene in solution
Object is surveyed, the detectable substance is added separately in above-mentioned solution, and solution is placed into sepectrophotofluorometer, is obtained each molten
The fluorescence emission spectrum of liquid measurement;
(b) in all fluorescence emission spectrums surveyed in step (a), the central wavelength of same section of wave crest is chosen, and is led to
Over-fitting obtains y=6060.2 × exp (- x/202.8)+5833.9 × exp (- x/17.5) -1658.4, and wherein y is to be detected
The fluorescence intensity level of wave crest is corresponded in solution, x is the concentration of nitrobenzene in solution to be detected;
(c) detectable substance is added in solution to be detected and is measured fluorescence emission spectrum, and choose corresponding wave crest institute
Corresponding fluorescence intensity level substitutes into the concentration that nitrobenzene in the solution is calculated in above-mentioned formula.
In conclusion the beneficial effects of the present invention are: preparation-obtained detectable substance has steady well in the present invention
Qualitative and repeatable, p-nitrophenyl molecule displays go out good sensing capabilities and low detection limit, and response is rapid, sensitivity
It is high.
Detailed description of the invention
In order to keep the purposes, technical schemes and advantages of invention clearer, the present invention is made into one below in conjunction with attached drawing
The detailed description of step, in which:
Fig. 1 is the SEM figure of detectable substance in the embodiment of the present invention 1;
Fig. 2 is launching light spectrogram of the detectable substance in DMA, DMF, MeOH and THF solvent in the embodiment of the present invention 1;
Fig. 3 is launching light spectrogram of the detectable substance in NB, EtOH and IPA solvent in the embodiment of the present invention 1;
Fig. 4 is that detectable substance is molten in 5ppm, 10ppm, 15ppm, 20ppm and 25ppm concentration nitrobenzene in the embodiment of the present invention 1
The corresponding launching light spectrogram near 620nm of liquid;
Fig. 5 is detectable substance in the embodiment of the present invention 1 in 30ppm, 50ppm, 70ppm and 90ppm concentration nitrobenzene solution pair
It should be in the launching light spectrogram near 620nm;
Fig. 6 is that detectable substance is molten in 110ppm, 130ppm, 150ppm and 170ppm concentration nitrobenzene in the embodiment of the present invention 1
The corresponding launching light spectrogram near 620nm of liquid;
Fig. 7 is that detectable substance is molten in 190ppm, 210ppm, 230ppm and 250ppm concentration nitrobenzene in the embodiment of the present invention 1
The corresponding launching light spectrogram near 620nm of liquid;
Fig. 8 is the fit correlation figure of fluorescence intensity and different nitro phenenyl concentrations in the embodiment of the present invention 1.
Specific embodiment
The present invention is described in further detail with reference to the accompanying drawing.
Embodiment 1
The preparation method for the detectable substance that one of present embodiment detects nitrobenzene in solution, including with
Lower step: (1) by the Zn (NO of 0.96mmol3)2·6H2O, the Eu (NO of 0.04mmol3)3·6H2O and dehydrated alcohol are according to 15.9
: 1.0: 219.4 mass ratio is added in the container of a sealing, is continuously stirred at room temperature until Zn (NO3)2·6H2O and
Eu(NO3)3·6H2O is completely dissolved to obtain solution I;
(2) by 1,3,5- benzenetricarboxylic acid, dehydrated alcohol and the deionized water of 1mmol according to 1.0: 18.8: 23.8 quality
Than being added in the container of a sealing, it is continuously stirred at room temperature until 1,3,5- benzenetricarboxylic acids are completely dissolved to obtain solution
Ⅱ;
(3) solution I and solution II are mixed, sonic oscillation is uniformly mixed it, obtains mixed solution;
(4) mixed solution is placed in the pyroreaction kettle of polytetrafluoroethyllining lining, pyroreaction kettle is then placed in drum
In wind drying box, persistently heat preservation is up to evolution reaction object complete in mixed solution in 120 DEG C of environment, after evolution reaction object
Solution be placed in centrifuge container and carry out centrifugal treating, 5min is centrifuged with 6000r/min, it is clear in centrifuge container after removal centrifugation
Liquid;
(5) dehydrated alcohol is then inwardly added to flooding sediment completely, centrifugal treating again after shaking up, with 6000r/min
It is centrifuged 5min, the clear liquid after removal centrifugation later in centrifuge container repeats to obtain sediment after this step is multiple;
(6) it puts the precipitate in vacuum oven, dries in the environment of 150 DEG C to constant weight, obtain detectable substance.
The detectable substance that nitrobenzene is detected in a kind of pair of solution, by the above-mentioned inspection detected to nitrobenzene in solution
The preparation method for surveying object, which is made, to be formed.It is characterized with pattern of the field emission scanning electron microscope to detectable substance, such as Fig. 1 institute
Show.
Will test object, to be added separately to DMA, DMF, methanol (MeOH), THF, nitrobenzene (NB), ethyl alcohol (EtOH) and IPA molten
In agent after ultrasonic mixing processing, under the ultraviolet light irradiation of 365nm, other solvents all show red fluorescence other than nitrobenzene,
And the color of nitrobenzene is essentially unchanged, is still the yellowish of script, shows that nitrobenzene can effectively quench shining for detectable substance.
Launching light spectrogram of the above-mentioned different organic solvents under 280nm excitation wavelength obviously may be used from figure as shown in Figures 2 and 3
Emissive porwer of the detectable substance in different organic solvents is different out, and wherein the emissive porwer of methanol is maximum;And have with other
Solvent is compared, and the luminous intensity of nitrobenzene is minimum, is almost disappeared, this illustrates nitrobenzene to the quenching effect of detectable substance most
To be obvious, detectable substance is the good fluorescence identifying material for sensing nitrobenzene.
The emissive porwer of methanol is maximum in above-mentioned organic solvent, so methanol is used as dispersion solvent, is added thereto
The nitrobenzene of various concentration (0~250ppm) studies its quenching effect.2mg detectable substance is taken, methanol is added to and nitrobenzene is mixed
It closes in solution, nitro phenenyl concentration is gradually increased to 250ppm from 0ppm, and the fluorescence quenching spectrum of detectable substance is as shown in Figures 4 to 7.
Slight division has occurred in the emission peak that detectable substance is located at 620nm, is split into two peaks 614nm and 620nm, this may be by
Water of coordination molecule in detectable substance skeleton loses and the symmetry of Eu element and coordination environment is caused to be changed, to make
Peak divides.With the increase of nitro phenenyl concentration, the intensity of fluorescence gradually decreased for emission peak near 620nm.Work as addition
When 20ppm nitrobenzene, fluorescence intensity reduces 43.65%, and when the nitrobenzene of 110ppm is added, luminous intensity just quenches
80% or more, and when nitro phenenyl concentration reaches 250ppm, the luminous intensity of detectable substance substantially completely quenches, and shows the detectable substance
P-nitrophenyl has good recognition capability, can be used as the fluorescent sensing material of quickly detection nitrobenzene
The detection method that nitrobenzene is detected in a kind of pair of solution, comprising the following steps:
(a) with anhydrous methanol and nitrobenzene configure 5ppm, 10ppm, 15ppm, 20ppm, 25ppm, 30ppm, 50ppm,
The nitre of 70ppm, 90ppm, 110ppm, 130ppm, 150ppm, 170ppm, 190ppm, 210ppm, 230ppm and 250ppm concentration
Base benzole soln, and the above-mentioned detectable substance detected to nitrobenzene in solution is obtained, the detectable substance is added separately to above-mentioned
In solution, and solution is placed into sepectrophotofluorometer, obtains the fluorescence emission spectrum of each solution measurement;(b) in step
(a) in all fluorescence emission spectrums surveyed in, the central wavelength of same section of wave crest is chosen, and y=is obtained by fitting
6060.2 × exp (- x/202.8)+5833.9 × exp (- x/17.5) -1658.4, fitting coefficient R2=0.991, such as Fig. 8 institute
Show, wherein y is the fluorescence intensity level that wave crest is corresponded in solution to be detected, and x is the concentration of nitrobenzene in solution to be detected;
(c) detectable substance is added in solution I to be detected and measures fluorescence emission spectrum, and choose corresponding wave crest institute
Corresponding fluorescence intensity level 6445.5, substituting into above-mentioned formula and the concentration of nitrobenzene in the solution is calculated is 15ppm.
The detectable substance is added in solution II to be detected and measures fluorescence emission spectrum, and it is right to choose corresponding wave crest institute
The fluorescence intensity level 3412.7 answered, substituting into above-mentioned formula and the concentration of nitrobenzene in the solution is calculated is 50ppm.
The detectable substance is added in solution III to be detected and measures fluorescence emission spectrum, and it is right to choose corresponding wave crest institute
The fluorescence intensity level 1875.6 answered, substituting into above-mentioned formula and the concentration of nitrobenzene in the solution is calculated is 110ppm.
Embodiment 2
As another embodiment of the invention, one of present embodiment carries out nitrobenzene in solution
The preparation method of the detectable substance of detection, comprising the following steps:
(1) by the Zn (NO of 0.92mmol3)2·6H2O, the Eu (NO of 0.08mmol3)3·6H2O and dehydrated alcohol are according to 7.6
: 1.0: 109.7 mass ratio is added in the container of a sealing, is continuously stirred at room temperature until Zn (NO3)2·6H2O and
Eu(NO3)3·6H2O is completely dissolved to obtain solution I;
(2) by 1,3,5- benzenetricarboxylic acid, dehydrated alcohol and the deionized water of 1mmol according to 1.0: 18.8: 23.8 quality
Than being added in the container of a sealing, it is continuously stirred at room temperature until 1,3,5- benzenetricarboxylic acids are completely dissolved to obtain solution
Ⅱ;
(3) solution I and solution II are mixed, sonic oscillation is uniformly mixed it, obtains mixed solution;
(4) mixed solution is placed in the pyroreaction kettle of polytetrafluoroethyllining lining, pyroreaction kettle is then placed in drum
In wind drying box, persistently heat preservation is up to evolution reaction object complete in mixed solution in 130 DEG C of environment, after evolution reaction object
Solution be placed in centrifuge container and carry out centrifugal treating, the clear liquid after removal centrifugation in centrifuge container;
(5) dehydrated alcohol is then inwardly added to flooding sediment completely, centrifugal treating again after shaking up, removal centrifugation later
Clear liquid in centrifuge container afterwards repeats to obtain sediment after this step is multiple;
(6) it puts the precipitate in vacuum oven, dries in the environment of 160 DEG C to constant weight, obtain detectable substance.
Finally, it is stated that the above examples are only used to illustrate the technical scheme of the present invention and are not limiting, although passing through ginseng
According to the preferred embodiment of the present invention, invention has been described, it should be appreciated by those of ordinary skill in the art that can
To make various changes to it in the form and details, without departing from the present invention defined by the appended claims
Spirit and scope.
Claims (3)
1. the preparation method for the detectable substance that nitrobenzene is detected in a kind of pair of solution, it is characterised in that: the following steps are included:
(1) by the Zn (NO of (0.98~0.90mmol)3)2·6H2O, the Eu (NO of (0.02~0.10mmol)3)3·6H2O and nothing
Water-ethanol is added in the container of a sealing according to the mass ratio of (32.4: 1.0: 438.9)~(6.0: 1.0: 88.6), in room
Zn (NO is stirred continuously until under temperature3)2·6H2O and Eu (NO3)3·6H2O is completely dissolved to obtain solution I;
(2) by 1,3,5- benzenetricarboxylic acid, dehydrated alcohol and the deionized water of (0.5~1.5mmol) according to (1.0: 37.6: 47.6)
The mass ratio of~(1.0: 12.5: 15.9) is added in the container of a sealing, is continuously stirred at room temperature until 1,3,5- benzene
Tricarboxylic acid is completely dissolved to obtain solution II;
(3) solution I and solution II are mixed, sonic oscillation is uniformly mixed it, obtains mixed solution;
(4) mixed solution is placed in the pyroreaction kettle of polytetrafluoroethyllining lining, pyroreaction kettle is then placed in air blast and is done
In dry case, persistently heat preservation is up to evolution reaction object complete in mixed solution in 120~150 DEG C of environment, by evolution reaction object
Solution afterwards, which is placed in centrifuge container, carries out centrifugal treating, the clear liquid after removal centrifugation in centrifuge container;
(5) dehydrated alcohol is then inwardly added to flooding sediment completely, centrifugal treating again after shaking up, after removal centrifugation later from
Clear liquid in heart container repeats to obtain sediment after this step is multiple;
(6) it puts the precipitate in vacuum oven, dries in the environment of 60~150 DEG C to constant weight, obtain detectable substance.
2. the detectable substance that nitrobenzene is detected in a kind of pair of solution, it is characterised in that: by described in claim 1 in solution
The preparation method for the detectable substance that nitrobenzene is detected is made and forms.
3. the detection method that nitrobenzene is detected in a kind of pair of solution, it is characterised in that: the following steps are included:
(a) nitrobenzene solution of a variety of various concentrations is configured, and obtain in claim 2 described carries out nitrobenzene in solution
The detectable substance is added separately in above-mentioned solution, and solution is placed into sepectrophotofluorometer by the detectable substance of detection,
Obtain the fluorescence emission spectrum of each solution measurement;
(b) in all fluorescence emission spectrums surveyed in step (a), the central wavelength of same section of wave crest is chosen, and by quasi-
Conjunction obtains y=6060.2 × exp (- x/202.8)+5833.9 × exp (- x/17.5) -1658.4, and wherein y is solution to be detected
The fluorescence intensity level of middle corresponding wave crest, x are the concentration of nitrobenzene in solution to be detected;
(c) detectable substance is added in solution to be detected and is measured fluorescence emission spectrum, and choose corresponding to corresponding wave crest
Fluorescence intensity level, substitute into above-mentioned formula and the concentration of nitrobenzene in the solution be calculated.
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