CN105086003B - A kind of silicon substrate chemical sensing material and preparation method thereof - Google Patents
A kind of silicon substrate chemical sensing material and preparation method thereof Download PDFInfo
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- CN105086003B CN105086003B CN201510574384.2A CN201510574384A CN105086003B CN 105086003 B CN105086003 B CN 105086003B CN 201510574384 A CN201510574384 A CN 201510574384A CN 105086003 B CN105086003 B CN 105086003B
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Abstract
The invention discloses a kind of preparation method of silicon substrate chemical sensing material, its step includes：1) tetraethyl orthosilicate and ethanol are obtained into mixed liquor in 20~40 minutes in stirring mixing under normal temperature；2) ultra-pure water, toluene, beta cyclodextrin, acetic acid europium (III) hydrate, disodium ethylene diamine tetraacetate/ethylenediamine tetra-acetic acid, pH adjusting agent are obtained into mixture in mixing under normal temperature, and after ultrasonically treated 20~40 minutes；3) by step 2) in acidic mixture be added drop-wise to step 1) mixed liquor in, and in stirring reaction 1~2 hour at 50~70 DEG C；4) after the completion of reacting, by step 3) in reactant mixture pour into polyethylene bottle, and in drying about 40~50 hours at 60~80 DEG C with gelation, 5) by step 4) in obtained gelling product be crushed into powder and extracted with alcohol reflux and obtain within 20~30 hours beta cyclodextrin europium sol-gel chemistries sensing material.Preparation method is simple, and sensitivity is high, is particularly suitable for use in the selective mechanisms of the petroleum pollution such as aromatic compound and kerosene in water.
Description
Technical field
The present invention relates to a kind of preparation method of chemical sensing material, and in particular to one kind is applicable to fragrance in screening water
The preparation method of the silicon substrate chemical sensing material of compounds of group, and the silicon substrate chemical sensing material as made from the preparation method,
Belong to chemical sensing material field.
Background technology
Surface water and groundwater is important freshwater resources.However, the industrialized fast-developing and whole world is mostly
Area, especially in the urbanization process of China, surface water and underground water these important water resources inevitably by
Pollution, and directly threaten the supply of drinking water.Ever-increasing fresh water pollution control and fresh water drinking water treatment cost make
It must be badly in need of developing the mode of " economical and effective " handling fresh water and drinking water sources.On the one hand it can set up to points of contamination and dirt
The fast reaction system in dye source；This can be realized by developing Rapid screening techniques with carrying out pollution detection.Can by the technology
Aromatic compound in quick screening fresh water and drinking-water use.Pollutant sources in fresh water and drinking water mainly have：Organic dirt
Thing is contaminated, such as：Benzene, toluene, paraxylene, phenol etc., and petroleum product and accessory substance, such as diesel oil and gasoline.These materials
Traditional detection method includes solvent extraction and chromatography etc., and this needs complicated and expensive detection device.Although, closely
The Portable in-situ that Nian Laiyi develops for carrying out aromatic chemistry product screening detects instrument, can detect the weak of aromatic compound
High energy fluorescence.However, the sensitivity of such fluoroscopic examination is only about 1000ppm, and detection process is highly prone to the physics of sample
The presence of colored dyes in the influence of electrochemical conditions, such as turbidity and water, causes the inaccurate of test result.Therefore, it is badly in need of
Exploitation is a kind of, and suitable for that can screen extensively, the new of aromatic compound fresh water and drinking water, sensitivity is high, cost is low
Detection method.
Chemical sensitisation is to carry out the target analysis in complex sample matrix using molecular level sensor and sensing material
The detection of thing.The specific numerous advantages of the technology, such as：Quick response to analyte, can carry out in situ detection, low manufacture and
Running cost etc..Under normal circumstances, chemical sensor includes the molecular receptor and signal adapter being connected to each other, the work of acceptor
With the specific recognition and combination being with target analytes, and signal adapter is then used for occurring acceptor-analyte knot
Physics measurement signal is produced during conjunction.The selected molecular receptor of most of chemical sensor used in the prior art can only be recognized
The certain structural features of analyte and/or functional moiety, to realize the specific binding with analyte, but can not be a wide range of one
It is interior, realize effective combination of molecular receptor and analyte.
The content of the invention
, can be to a wide range of it is an object of the invention to overcome the deficiencies of the prior art and provide a kind of chemical sensing material
Aromatic compound, rather than a certain privileged site produces response, and another object of the present invention is to provide a kind of chemistry
The preparation method of sensing material.
To achieve the above object, the present invention uses following technical scheme：
Silicon substrate chemical sensing material of the present invention, its general structure is ([EuEDTA]+)x-(β-CD)y-(SiO2)z,
Wherein, x：y：Z=(1~2) × 10-3：(1~5) × 10-3：1.
Another object of the present invention, a kind of preparation method of silicon substrate chemical sensing material as described above, including following step
Suddenly：
1) tetraethyl orthosilicate and ethanol are obtained into mixed liquor in 20~40 minutes in stirring mixing under normal temperature；
2) by ultra-pure water, toluene, beta-schardinger dextrin, acetic acid europium (III) hydrate, disodium ethylene diamine tetraacetate/ethylenediamine tetraacetic
Acetic acid, pH adjusting agent obtain mixture in mixing under normal temperature, and after ultrasonically treated 20~40 minutes；
3) by step 2) in acidic mixture be added drop-wise to step 1) mixed liquor in, and in stirring reaction at 50~70 DEG C
1~2 hour；
4) react after the completion of, by step 3) in reactant mixture pour into polyethylene bottle, and at 60~80 DEG C dry
About 40~50 hours with gelation,
5) by step 4) in obtained gelling product be crushed into powder and extracted with alcohol reflux obtain within 20~30 hours β-
Cyclodextrin-europium sol-gel chemistry sensing material.
Wherein：The step 1) in, the mol ratio of tetraethyl orthosilicate and ethanol is 1:3~5；
The step 2) in, with the use gauge of tetraethyl orthosilicate, tetraethyl orthosilicate：Ultra-pure water：Beta-schardinger dextrin：Acetic acid europium
(III) hydrate：The mol ratio of disodium ethylene diamine tetraacetate/ethylenediamine tetra-acetic acid is 1:(14~18)：(1~5) × 10-3：(1
~2) × 10-3：(6~12) × 10-3；
The step 2) in pH adjusting agent be 37% hydrochloric acid.
The beneficial effects of the present invention are β-CD-Eu sol-gel chemistry sensing materials of the invention, preparation method letter
Single, detection sensitivity is high, for the common aromatic pollution in addition to benzene in surface water and underground water, is respectively provided with 1-
50ppm detectable limit, is highly suitable for the selective mechanisms of aromatic pollution in water.In addition, β-the CD-Eu of the present invention are molten
Glue-gel chemistries sensing material is applied also for as the water pollution detection and chemical leakage inspection caused by other industrial solvents
Survey.
Brief description of the drawings
Fig. 1 shows fluorescence of the β-CD-Eu sol-gel chemistries sensing materials for various concentrations benzene in water of the present invention
Analysis of spectra；
Fig. 2 show the present invention β-CD-Eu sol-gel chemistries sensing materials in water various concentrations toluene it is glimmering
Light analysis of spectra；
Fig. 3 shows the β-CD-Eu sol-gel chemistries sensing materials of the present invention for various concentrations paraxylene in water
Fluorescence analysis spectrogram；
Fig. 4 show the present invention β-CD-Eu sol-gel chemistries sensing materials in water various concentrations aniline it is glimmering
Light analysis of spectra；
Fig. 5 show the present invention β-CD-Eu sol-gel chemistries sensing materials in water various concentrations phenol it is glimmering
Light analysis of spectra；
Fig. 6 shows fluorescence of the β-CD-Eu sol-gel chemistries sensing materials for various concentrations naphthalene in water of the present invention
Analysis of spectra；
Fig. 7 shows the β-CD-Eu sol-gel chemistries sensing materials of the present invention for various concentrations beta naphthal in water
Fluorescence analysis spectrogram；
Fig. 8 show the present invention β-CD-Eu sol-gel chemistries sensing materials in water various concentrations kerosene it is glimmering
Light analysis of spectra.
Embodiment
The embodiment of the present invention is described further with reference to specific embodiment.
Cyclodextrin (CD) is annular oligomeric α-D- glucopyranosides, with cyclic structure, the size of CD annular chamber with
α-D- glucopyranosides unit composition number is directly related.The beta-schardinger dextrin (β-CD) of the most frequently used (cost is minimum) containing 7 α-
D- glucopyranoside units, its intracavity diameter is 0.6nm (inner edge) to 0.64nm (outer rim), and cavity volume is 0.14mL g-1。
Due to this characteristic of cyclodextrin, therefore its molecular bulk for being widely used as accommodating a variety of " objects ".Specifically, β-CD ring
Shape chamber size can accommodate numerous and naphthalene molecular size aromatic compound, it is adaptable to be used as the master of the chemical sensitisation of aromatic compound
Body.
There is provided the cyclodextrin acceptor that a kind of preparation method is simple, flexibility is high in the present invention.By beta-schardinger dextrin (β-
CD), acetic acid europium (III) hydrate [Eu (OAc)3] and EDTA mix to form chemical biography in sol-gel silica matrix
Feel material.The silica matrix is by controlling the hydrolysis of tetraethyl orthosilicate (TEOS) to be formed.β-CD primary hydroxyl group cause by
Body is attached in sol-gel silica gel.Multidentate ligand EDTA can mutually be chelated with Eu (III) and the lanthanide ion is embedded into silicon
In gel matrix.The present invention is by finely tuning the ratio between β-CD and Eu (III), it is ensured that β-CD acceptors are changed with Eu (III) signal
It is mutually close between unit.In this way, can be as sensitising agent with the β-CD aromatic compounds being combined, and transmit its light
Excitation energy is caused to excite neighbouring Eu (III) ion.The result is a kind of luminescent chemical sensing sol-gel material of " on "
Most of aromatic compounds of aqueous medium can be responded by material by ultraviolet excitation.β-the CD-Eu of the present invention
Sol-gel material exists in the form of fine powder, can easily fix on a solid support, to form solid state chemistry
Sensor.The sol-gel process can also be carried out in silicon wafer, sheet glass or vitreous silica optical fiber surface.These media tables
The hydroxyl in face can ensure that the close covalent bond set up between the chemical sensing element of silicon substrate and medium.In this way, it can make
Make the chemical sensor for different classes of aromatic compound.
Specifically, silicon substrate chemical sensing material of the present invention, its general structure is ([EuEDTA]+)x-(β-CD)y-
(SiO2)z, wherein, x, y, z is the mole dosage of acetic acid europium (III) hydrate, beta-schardinger dextrin (β-CD) and tetraethyl orthosilicate,
That is, x：y：Z=(1~2) × 10-3：(1~5) × 10-3：1.
The silicon substrate chemical sensing material has the structure as shown in following formula I：
The preparation method of heretofore described silicon substrate chemical sensing material, comprises the following steps：
1) tetraethyl orthosilicate (TEOS) and ethanol (EtOH) are obtained into mixed liquor in 20~40 minutes in stirring mixing under normal temperature；
2) by ultra-pure water, toluene, beta-schardinger dextrin (β-CD), acetic acid europium (III) hydrate [Eu (OAc)3], ethylenediamine tetrem
Acid disodium/ethylenediamine tetra-acetic acid, pH adjusting agent obtain mixture in mixing under normal temperature, and after ultrasonically treated 20~40 minutes；
3) by step 2) in acidic mixture be added drop-wise to step 1) mixed liquor in, and in stirring reaction at 50~70 DEG C
1~2 hour, be muddy shape, the clarification become after a few minutes when reactant is initial；
4) react after the completion of, by step 3) in reactant mixture pour into a polyethylene bottle, and at 60~80 DEG C do
Dry about 40~50 hours with gelation,
5) by step 4) in the obtained gelling product similar to glass material be crushed into powder and extracted with alcohol reflux
Obtain within 20~30 hours beta-schardinger dextrin-europium sol-gel chemistry sensing material.
Wherein, the step 1) in, the mol ratio of tetraethyl orthosilicate and ethanol is 1:3~5；The step 2) in, with just
The use gauge of silester, tetraethyl orthosilicate：Ultra-pure water：Beta-schardinger dextrin：Acetic acid europium (III) hydrate：Ethylenediamine tetra-acetic acid two
The mol ratio of sodium/ethylenediamine tetra-acetic acid is 1:(14~18)：(1~5) × 10-3：(1~2) × 10-3：(6~12) × 10-3；Institute
PH adjusting agent is stated for 37% hydrochloric acid, step 2) in the pH value of mixture be 5-7.
Embodiment 1
A kind of preparation method of silicon substrate chemical sensing material, comprises the following steps：
1) 5.6ml TEOS and 5.85ml EtOH are added into 50ml round-bottomed flasks, stirring mixing is obtained for 30 minutes to uniform
Mixed liquor；
2) by 7.2ml ultra-pure waters, 0.2ml toluene, 0.028g β-CD, 0.008g [Eu (OAc)3]、0.054g EDTA-2Na
And 2 drop hydrochloric acid (37%) under normal temperature mix, and after ultrasonically treated 30 minutes be made acidic mixture；
3) by step 2) in acidic mixture be added drop-wise to step 1) mixed liquor in, be muddy shape when mixture is initial,
The clarification become after a few minutes, is then placed in 60 DEG C of oil bath simultaneously stirring reaction 1.5 hours by round-bottomed flask；
4) after the completion of reacting, by step 3) in reactant mixture pour into the polyethylene bottle of a 50ml, and in baking oven
About 48 hours are dried at 60 DEG C with gelation；
5) by step 4) in the obtained gelling product similar to glass material be crushed into powder and extracted with alcohol reflux
Obtain within 24 hours beta-schardinger dextrin of the present invention-europium sol-gel chemistry sensing material.
The detection of pollutant load in the aqueous solution of embodiment 2
By taking kerosene as an example, β-CD-Eu sol-gel chemistries sensing material produced by the present invention is used to detect in the aqueous solution
The content of kerosene, its detection process comprises the following steps：
1) ultra-pure water solution of kerosene of various concentrations is prepared to draw calibration curve；In the present invention, prepare respectively
Concentration is 0ppm, 50ppm, 100ppm, 150ppm, 200ppm, 300ppm, 400ppm, 500ppm, 600ppm and 800ppm
The ultra-pure water solution of kerosene；
2) using wavelength as 260nm LASER Light Source, by fluorescence spectrophotometer measurement step 1) in it is obtained different dense
The fluorescence signal of the kerosene ultra-pure water solution of degree；
3) by step 2) in the curvilinear equation that is as follows of fluorogram result conversion：
(formula 1)
Wherein：In above-mentioned formula 1, the pollutant ultra-pure water solution of I=various concentrations is in the specified light intensity radiated under wavelength
Degree, in the present embodiment, a length of 650nm of specified radioactive wave of kerosene；I0=blank (being free of pollutant) ultra-pure water solution is referring to
Surely the luminous intensity under wavelength, in the present embodiment, a length of 650nm of specified radioactive wave of kerosene are radiated；K=constants；[A]=pollution
Thing concentration；KB=binding constant；[S]T=effective receiver concentration.
4) added in quartz cuvette 4mg present invention β-CD-Eu sol-gel chemistries sensing materials obtained above with
And the kerosene of 3ml unknown concentrations, and with magnetic agitation 5-10 minutes；
5) using 260nm as excitation source, by fluorescence spectrophotometer measurement step 4) in kerosene fluorescence signal；
6) according to step 5) result, select the kerosene of unknown concentration in the luminous intensity under 650nm, and be updated to public affairs
In curvilinear equation shown in formula 1, kerosene concentration is calculated.
According to above-mentioned detection process, using 260nm as excitation source, pass through fluorescence spectrophotometer measurement various concentrations point
Analyse the fluorescence letter produced by thing (benzene, toluene, paraxylene, aniline, phenol, naphthalene, the ultra-pure water solution of beta naphthal and kerosene)
Number.Fig. 1-Fig. 8 shows fluorometric investigation result.
It was found from Fig. 1 to Fig. 8 test result, all aromatic compounds and kerosene of test to the β of the present invention-
Eu (III) in CD-Eu chemical sensing materials excites sensitivity at 575-700nm.Each not phase of the luminescent spectrum of different material
Together.This depends on Eu (III) to its light sensitivity.Come from the excitation energy of distinct fragrance compounds of group and differ, work as transmission
During to Eu (III), different excitation energy promotes the different f-f excitation state of Eu (III) ion, and terminates the hairs different from sensor
Ejected wave is long.Such as in Fig. 8 kerosene spectrogram, because kerosene is the complex mixture of refined hydrocarbon, sol-gel chemistry Chang'an material
CD cavitys in material are occupied by a variety of aromatic compounds, and to Eu (III) ion photaesthesia near them, the result is that shape
Into a complicated excitation spectrum, come from multiple by produced by distinct fragrance race material excitation energy Eu (III) in kerosene
Excitation peak.Because the chemical sensing material of the present invention is sensitive to kerosene, it follows that it also can detect other petroleum products,
Especially diesel oil, it has similar sensitivity in water.
Table 1 list β-CD-Eu sol-gel chemistries sensing materials in embodiment 1 to various aromatic compounds with
And the sensitivity of kerosene.
β-CD-Eu sol-gel chemistries the sensing materials of table 1 are to distinct fragrance compounds of group and the susceptibility of petroleum product
As can be seen from Table 1, to analyte benzene, it has higher detectable limit (LOD), and this is due to that its is relatively weak
Light sensitive characteristic, and for other common aromatic pollutions in surface water and underground water, β-CD-Eu of the invention are molten
Glue-gel chemistries sensing material is respectively provided with 1-50ppm detectable limit, relative to other Portable fluorescence in situ detection equipment,
With higher sensitivity, it is highly suitable for the selective mechanisms of aromatic pollution in water.In addition, β-the CD-Eu of the present invention are molten
Glue-gel chemistries sensing material is applied also for as the water pollution detection and chemical leakage inspection caused by other industrial solvents
Survey.
Specific embodiment described in the invention only with to the specific of the β-CD-Eu sol-gel chemistry sensing materials
The detailed description of implementation process, rather than the specific restriction to preparation method and the usage.Any modification carried out to this product
With improvement, the replacement of similar in the scope of the claims or category or close material belongs to scope of patent protection of the present invention with using.
Claims (5)
1. a kind of silicon substrate chemical sensing material, it is characterised in that：Its general structure is ([EuEDTA]+)x-(β-CD)y-(SiO2)z,
Wherein, x：y：Z=(1~2) × 10-3：(1~5) × 10-3：1.
2. a kind of preparation method of silicon substrate chemical sensing material as claimed in claim 1, it is characterised in that：Including following step
Suddenly：
1) tetraethyl orthosilicate and ethanol are obtained into mixed liquor in 20~40 minutes in stirring mixing under normal temperature；
2) by ultra-pure water, toluene, beta-schardinger dextrin, acetic acid europium (III) hydrate, disodium ethylene diamine tetraacetate/ethylenediamine tetra-acetic acid,
PH adjusting agent obtains mixture in mixing under normal temperature, and after ultrasonically treated 20~40 minutes；
3) by step 2) in mixture be added drop-wise to step 1) mixed liquor in, it is and small in stirring reaction 1~2 at 50~70 DEG C
When；
4) react after the completion of, by step 3) in reactant mixture pour into polyethylene bottle, and at 60~80 DEG C dry 40~
50 hours with gelation,
5) by step 4) in obtained gelling product be crushed into powder and extracted with alcohol reflux and obtain within 20~30 hours β-ring and paste
Essence-europium sol-gel chemistry sensing material.
3. preparation method according to claim 2, it is characterised in that：The step 1) in, tetraethyl orthosilicate and ethanol
Mol ratio is 1:3~5.
4. preparation method according to claim 2, it is characterised in that：The step 2) in, with the consumption of tetraethyl orthosilicate
Meter, tetraethyl orthosilicate：Ultra-pure water：Beta-schardinger dextrin：Acetic acid europium (III) hydrate：Disodium ethylene diamine tetraacetate/ethylenediamine tetra-acetic acid
Mol ratio be 1:(14~18)：(1~5) × 10-3：(1~2) × 10-3：(6~12) × 10-3。
5. preparation method according to claim 2, it is characterised in that：The step 2) in pH adjusting agent be 37% salt
Acid.
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| JP2002049135A (en) * | 2000-08-01 | 2002-02-15 | Konica Corp | Processing method for silver halide photographic sensitive material |
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| CN102807680B (en) * | 2012-07-16 | 2013-11-06 | 大连理工大学 | Preparation method and application of mono-(6-oxy-ethylenediamine tetraacetyl)-cyclodextrin cross-linked polymer |
| CN102936495B (en) * | 2012-11-01 | 2016-05-11 | 重庆文理学院 | The synthetic method of silicate orange red fluorescence powder for a kind of white light LEDs |
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