CN103739846B - A kind of preparation method of quantum dot fluorescence imprinted polymer - Google Patents
A kind of preparation method of quantum dot fluorescence imprinted polymer Download PDFInfo
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Abstract
The invention provides a kind of preparation method of quantum dot fluorescence imprinted polymer, belong to technical field of environment function material preparation.First; presoma sodium hydrogen telluride has been synthesized in needle tubing; then be that protective material has synthesized water-soluble CdTe quantum dots with mercaptosuccinic acid, finally utilized reverse microemulsion method to synthesize with lambda-cyhalothrin to be the fluorescence molecule imprinted polymer of template molecule, and for optical detection lambda-cyhalothrin.The fluorescence molecule imprinted polymer of preparation has higher optics and pH stability, and has the ability of Selective recognition lambda-cyhalothrin.
Description
Technical field
The present invention relates to a kind of preparation method of quantum dot fluorescence imprinted polymer, belong to technical field of environment function material preparation.
Background technology
The pyrethroid insecticideses such as Deltamethrin, Fenvalerate, lambda-cyhalothrin, owing to having the features such as high, in vegetables and fruit the residual quantity of pesticidal is lower, widely use in China.The analyzing and testing that pyrethrins insecticide remains mainly uses chromatography, as liquid phase chromatography, vapor-phase chromatography and Liquid Chromatography/Mass Spectrometry.Chromatography has the high rate of recovery, good circulation ratio and lower detection limit, but needs loaded down with trivial details sample pretreatment process.The method of conventional sample pre-treatments has solvent extraction technology, supercritical extraction technique, microwave-assisted extraction technique, membrane separation technique and solid phase extraction techniques etc.Although these methods respectively have particular advantages, also respectively there is its limitation.As a large amount of in solvent extraction technology with an organic solvent, easily produce secondary pollution; Although supercritical extraction has and easily realizes that solvent is separated with target compound, free of contamination advantage, complicated operation, cost are high; There is the blockage problem of film in membrane separation technique; The sorbent material selectivity that solid phase extraction techniques is commonly used is poor.Therefore, remain for complicated component in environment, chrysanthemum ester pollutant that character phase Sihe content is on the low side, set up and improve quick, sensitive and optionally analysing and detecting method be carry out the task of top priority that chrysanthemum ester pollutant remains monitoring.
Along with analyzing improving constantly of requiring, particularly pharmaceutical analysis, environmental analysis, food analysis and Product checking demand growing, sensor, as important detection means, more and more receives the concern of people.Organic have good molecular recognition function with biological sensitive materials, molecularly imprinted polymer material wherein " can be cut the garment according to the figure " customization for target compound, realize the single-minded identification to target molecule, can compare favourably with natural biological recognition system (enzyme-to-substrate), there is preparation simple, good stability, life-span is long, easy preservation, the feature such as cheap, in Solid-Phase Extraction, chiral separation, simulation biological antibody, catalysis and and synthesis aspect be widely used, solve environment, in the complex systems such as biology, the identification of specific target molecules highly selective is simple and direct, reliable means.
Molecular imprinting is preparation has single-minded recognition capability polymkeric substance process to a certain specific molecular, and the polymkeric substance of preparation is called molecularly imprinted polymer.General first the interaction with selected function monomer by template molecule of the preparation process of molecularly imprinted polymer forms supramolecular complex, polymkeric substance is formed again under linking agent effect, after finally removing template molecule by certain means, in the molecularly imprinted polymer of acquisition, just leave binding site template molecule to specific recognition.In recent years, the structure of molecularly imprinted polymer imitates interest and the favor much more more and more precordainment, specific recognition and extensive practicality have attracted scientific worker.
Quantum dot, as optical material, is in these years used widely in research fields such as biological chemistry, molecular biology, genomics, proteomics, bio-molecular interactions because it has excellent photoelectric properties, larger specific surface area and quantum size effect.In these researchs, quantum dot fluorescence probe and imaging in vivo thereof are one of emphasis of research at present.Quantum dot is compared with traditional organic fluorescence element, there is good photostabilization, larger Stokes shift and the narrow and a series of feature such as symmetry of fluorescence spectrum, and there is fluorescent characteristic, be expected to develop into the novel light-emitting biomarker material with development prospect of a class.
Through finding the literature search of prior art, " the SelectiveRecognitionof2 that Pan Jianming etc. deliver for 2011 on " TheJournalofPhysicalChemistryC " (physical chemistry C), 4, 6-TriehloroPhenolbyMolecularlyImprintedPolymersBasedonMa gneticHalloysiteComposites " (the surface imprinted Selective recognition 2 of halloysite nanotubes magnetic composite, 4, 6-Trichlorophenol), this article has successfully prepared magnetic molecularly imprinted matrix material for selective separation 2, 4, 6-Trichlorophenol, there is good selectivity." measuring the Study of New Method of niacin norfloxacin based on CdTe quantum " that Wei Hong etc. deliver for 2011 on " chemical journal ", this article successfully make use of the fluorescence property of CdTe quantum simple, quick, sensitive have detected niacin norfloxacin.But the former testing process workload is comparatively large, and speed is slow, and sensitivity is lower; Latter lacks certain universality and selectivity.Therefore, high-sensitive fluoroscopic examination is combined with molecular imprinting, fluorescent signal is utilized to make up the defect of molecularly imprinted polymer shortage intracellular signaling, prepare molecular imprinting fluorescent optical sensor, meet anti-interference, the high selection of sensory device, high-sensitive demand, become the study hotspot in the field such as current sensor, separation.The preparation of molecular imprinting fluorescent optical sensor makes the range of application of MIPs in analyzing and testing and using method be further expanded, and the selectivity of MIPs also makes the sensitivity of compound fluorescent probe and selectivity be significantly improved simultaneously.Utilize molecular imprinting fluorescent optical sensor to carry out optical analysis thus reach the residual quantifier elimination of quick, convenient detection and necessitate.
Summary of the invention
First sodium borohydride, tellurium powder and water generate presoma NaHTe solution in syringe under oxygen-free environment.Then pH presoma being injected into letting nitrogen in and deoxidizing is the CdCl having mercaptosuccinic acid (MSA) to exist of 10.5-11.5
22.5H
2in the O aqueous solution, at nitrogen protection 100-110
oback flow reaction under C condition, according to the difference of return time, obtains the quantum dot of different size.Finally having utilized reverse microemulsion method to synthesize take lambda-cyhalothrin as template molecule, (3-aminopropyl)-Trimethoxy silane (APTS) is function monomer, the fluorescence molecule imprinted polymer that tetraethoxy (TEOS) is linking agent, and for optical detection lambda-cyhalothrin.The fluorescence molecule imprinted polymer of preparation has good optics and pH stability, and has the ability of Selective recognition lambda-cyhalothrin.
The technical solution used in the present invention is
:
A preparation method for quantum dot fluorescence imprinted polymer, according to following steps:
(1) sodium borohydride (NaBH4) and tellurium powder are joined in syringe, and then add redistilled water solid is dissolved completely; Be positioned over by syringe in the container of a filled with water, keep reaction to spend the night, final white liquid is required presoma NaHTe solution.
(2) under the condition of letting nitrogen in and deoxidizing, presoma NaHTe solution step (1) obtained is injected into the CdCl that mercaptosuccinic acid (MSA) exists
22.5H
2in the O aqueous solution, mixing solutions is under nitrogen protection condition 100
oc-110
oCback flow reaction, according to the difference of return time, obtains the quantum dot (20 minutes to 6 hours time, obtains the quantum dot of wavelength 526nm to 650nm) of different size.
(3) in there-necked flask, add hexanaphthene, Triton-100 and n-hexyl alcohol, then add the aqueous solution of the CdTe quantum of preparation in step (2), continue to stir 15-30min, then add TEOS and ammoniacal liquor, stir 1.5-2.0 hour.
(4) APTS and lambda-cyhalothrin (LC) are dissolved completely in cyclohexane solution, fully after mixing, gained mixing solutions are joined and seal stirring in the mixing solutions of step (3) and spend the night; After reaction terminates, add acetone soln breakdown of emulsion, be finally precipitated polymkeric substance (CdTeSiO
2lC); With eluent by primary template molecule lambda-cyhalothrin from CdTeSiO
2elute in LC, wash-out three times; After removing template molecule, namely obtain quantum dot fluorescence imprinted polymer CdTeSiO
2mIPs.
Wherein, the mol ratio of the sodium borohydride described in step (1) and tellurium powder is 2-4:1.
Wherein, the CdCl having mercaptosuccinic acid (MSA) to exist described in step (2)
22.5H
2the pH of the O aqueous solution is 10.5-11.5; Wherein, CdCl
22.5H
2the mol ratio of O, MSA and NaHTe is 0.4-1:1-1.5:0.2, and wherein the molar weight of NaHTe draws according to the molar weight of tellurium powder in step (1); Described back flow reaction temperature is 100
oc-110
oC.
Wherein, the volume ratio of hexanaphthene, Triton-100 and the n-hexyl alcohol described in step (3) is 15:3.2-3.6:3.2-3.6; The aqueous solution of the described CdTe quantum added and hexanaphthene volume ratio are 0.6-0.8:15; The volume ratio of described TEOS, ammoniacal liquor and cyclohexane is 0.1-0.2:0.1:15.
Wherein, described in step (4), the volume ratio of APTS and TEOS is 0.03-0.05:0.1-0.2; Described APTS and lambda-cyhalothrin mass ratio are 3-5:1; The described acetone soln that adds and whole mixed system equal-volume; Described eluent is the mixed solution of ethanol and acetonitrile, and wherein the volume ratio of ethanol and acetonitrile is 8:2.
Non-molecularly imprinted polymer (CdTeSiO
2nIPs) synthesis is not except containing except template molecule, and other processes are identical with printing process.
Technological merit of the present invention: using CdTe as fluorescent functional material, the fluorescence molecule imprinted polymer that utilized reverse microemulsion method to synthesize; The fluorescence molecule imprinted polymer utilizing the present invention to obtain has good optical stability, can realize the ability of identification and optical detection lambda-cyhalothrin fast.The preparation of molecular imprinting fluorescent optical sensor makes the range of application of MIPs in analyzing and testing and using method be further expanded, and the selectivity of MIPs also makes the sensitivity of compound fluorescent probe and selectivity be significantly improved simultaneously.For the research of expanding the new field of Environmental Analytical Chemistry and environmental pollution chemistry and environment pollution control chemistry provides science reliable foundation.For be engaged in further correlation theory research and practical application as: on-the-spot, fast, Selective recognition measures water body with Visual retrieval analysis, it is basic that the trace/ultra-trace objectionable impurities in food and organism establishes solid theory and practice.
Accompanying drawing explanation
Fig. 1: CdTeQDs (a, b) and CdTeSiO
2the transmission electron microscope picture of MIPs (c, d) and CdTeSiO
2mIPs (e) and CdTeSiO
2the scanning electron microscope (SEM) photograph of NIPs (f).
Fig. 2: CdTeSiO
2nIPs (1), CdTeSiO
2lC (2) and CdTeSiO
2the infared spectrum of MIPs (3).
Fig. 3: pH value is to CdTeSiO
2mIPs(square frame) and CdTeSiO
2nIPs(circle) the impact of fluorescence intensity.
Fig. 4: CdTeSiO
2mIPs(square frame) and CdTeSiO
2nIPs(circle) fluorescence times stability.
Fig. 5: CdTeSiO
2mIPs and CdTeSiO
2nIPs is to the response curve of LC.
Fig. 6: under same concentration (60
μmol/L) different pyrethrin is to CdTeSiO
2mIPs and CdTeSiO
2the quencher amount of NIPs.
Embodiment
Below in conjunction with concrete embodiment, the present invention will be further described.
embodiment 1:
30.3mg sodium borohydride and 51.04mg tellurium powder are joined in a 5.0mL syringe, and then add 2.0mL redistilled water, be positioned over by syringe in the container of a filled with water, keep reaction to spend the night, final white liquid is required presoma NaHTe.
The pH presoma NaHTe just obtained being injected into letting nitrogen in and deoxidizing is the CdCl having mercaptosuccinic acid (MSA) to exist of 10.5
2in the aqueous solution, the CdCl wherein added
22.5H
2the quality of O and MSA is respectively 182.688mg and 300.3mg.Mixing solutions is in nitrogen protection 100
oback flow reaction 60 minutes under C condition, obtaining required wavelength is 558nm yellow-green colour quantum dot.
Get 15mL hexanaphthene, 3.2mL Triton-100,3.2mL n-hexyl alcohol join in there-necked flask, after stirring 10min, add the CdTe quantum aqueous solution that 600 μ L have been prepared, after continuing to stir 15min, add 100 μ LTEOS and 100 μ L ammoniacal liquor, stir after 1.5 hours, add the cyclohexane solution of 30 μ LAPTS and 10mg lambda-cyhalothrin (LC), sealing stirring is spent the night.After reaction terminates, add 22.23mL acetone breakdown of emulsion, the precipitation finally obtained is quantum dot imprinted polymer (CdTeSiO
2lC).Eluent ethanol/acetonitrile (v/v, 8:2) by primary template molecule trifluoro Cypermethrin from CdTeSiO
2elute in LC, wash-out three times.After removing template molecule, namely obtain molecularly imprinted polymer CdTeSiO
2mIPs.Non-molecularly imprinted polymer (CdTeSiO
2nIPs) synthesis is not except containing except template molecule, and other processes are identical with printing process.
embodiment 2:
By 60.6mg sodium borohydride (NaBH
4) and 51.04mg tellurium powder join in a 5.0mL syringe, and then add 2.0mL redistilled water, be positioned over by syringe in the container of a filled with water, keep reaction to spend the night, final white liquid is required presoma NaHTe.
The pH presoma NaHTe just obtained being injected into letting nitrogen in and deoxidizing is the CdCl having mercaptosuccinic acid (MSA) to exist of 11.5
2in the aqueous solution, the CdCl wherein added
22.5H
2the quality of O and MSA is respectively 456.72mg and 450.45mg.Mixing solutions is in nitrogen protection 110
oback flow reaction 20 minutes under C condition, obtaining required wavelength is the green quantum dot of 526nm.
Get 15mL hexanaphthene, 3.6mL Triton-100,3.6mL n-hexyl alcohol join in there-necked flask, after stirring 20min, add the CdTe quantum aqueous solution that 800 μ L have been prepared, after continuing to stir 30min, add 200 μ LTEOS and 100 μ L ammoniacal liquor, stir after 2.0 hours, add the cyclohexane solution of 50 μ LAPTS and 10mg lambda-cyhalothrin (LC), sealing stirring is spent the night.After reaction terminates, add 23.35mL acetone breakdown of emulsion, the precipitation finally obtained is quantum dot imprinted polymer (CdTeSiO
2lC).Eluent ethanol/acetonitrile (v/v, 8:2) by primary template molecule trifluoro Cypermethrin from CdTeSiO
2elute in LC, wash-out three times.After removing template molecule, namely obtain molecularly imprinted polymer CdTeSiO
2mIPs.Non-molecularly imprinted polymer (CdTeSiO
2nIPs) synthesis is not except containing except template molecule, and other processes are identical with printing process.Fig. 1 is CdTeQDs (a, b) and CdTeSiO
2the transmission electron microscope picture of MIPs (c, d) and CdTeSiO
2mIPs (e) and CdTeSiO
2the scanning electron microscope (SEM) photograph of NIPs (f).CdTeQDs and CdTeSiO can be obtained from transmission plot
2the size of MIPs, can find out CdTeSiO from scanning electron microscope (SEM) photograph
2mIPs and CdTeSiO
2the difference of NIPs, CdTeSiO
2the surface ratio CdTeSiO of MIPs
2the surface of NIPs is more coarse.Fig. 2 is CdTeSiO
2nIPs (1), CdTeSiO
2lC (2) and CdTeSiO
2the infared spectrum of MIPs (3).1000 ~ the 1100cm occurred in collection of illustrative plates
-1the characteristic peak of the corresponding Si-O-Si of broad peak, 790 corresponding Si-O vibrations.Be positioned at 1724cm
-1the peak at place corresponds to the O-C=O stretching vibration peak of chrysanthemum ester, is positioned at 1489cm
-1the weak peak at place corresponds to the C=C stretching vibration peak of phenyl ring.Illustrate that lambda-cyhalothrin successfully participates in polyreaction, and removed from polymkeric substance by solvent extraction.
embodiment 3:
By 45mg sodium borohydride (NaBH
4) and 51.04mg tellurium powder join in a 5.0mL syringe, and then add 2.0mL redistilled water, be positioned over by syringe in the container of a filled with water, keep reaction to spend the night, final white liquid is required presoma NaHTe.
The pH presoma NaHTe just obtained being injected into letting nitrogen in and deoxidizing is the CdCl having mercaptosuccinic acid (MSA) to exist of 11.2
2in the aqueous solution, the CdCl wherein added
22.5H
2the quality of O and MSA is respectively 365.376mg and 375.375mg.Mixing solutions is in nitrogen protection 105
oback flow reaction 6 hours under C condition, obtaining required wavelength is 650nm red quantum point.
Get 15mL hexanaphthene, 3.5mL Triton-100,3.5mL n-hexyl alcohol join in there-necked flask, after stirring 15min, add the CdTe quantum aqueous solution that 700 μ L have been prepared, after continuing to stir 20min, add 150 μ LTEOS and 100 μ L ammoniacal liquor, stir after 1.8 hours, add the cyclohexane solution of 40 μ LAPTS and 10mg lambda-cyhalothrin (LC), sealing stirring is spent the night.After reaction terminates, add 22.99mL acetone breakdown of emulsion, the precipitation finally obtained is quantum dot imprinted polymer (CdTeSiO
2lC).Eluent ethanol/acetonitrile (v/v, 8:2) by primary template molecule trifluoro Cypermethrin from CdTeSiO
2elute in LC, wash-out three times.After removing template molecule, namely obtain molecularly imprinted polymer CdTeSiO
2mIPs.Non-molecularly imprinted polymer (CdTeSiO
2nIPs) synthesis is not except containing except template molecule, and other processes are identical with printing process.
embodiment 4:
In the specific embodiment of the invention, identification and optical detection performance evaluation are carried out by the following method: join in 10mL colorimetric cylinder by the target compound ethanolic soln of the aqueous solution of appropriate fluorescent polymer and a series of concentration known, adjust ph is 7.0 and uses ethanol constant volume, wherein ethanol/water (v/v, 1:1), vibrate under room temperature 10min.By the fluorescence intensity of molecular fluorescence photometer measurement systems axiol-ogy solution.According to Stern-Volmerequation (
) with concentration [c] for X-coordinate, relative intensity of fluorescence (
i max / I)for ordinate zou draws fluorescence response curve.Select the pyrethrin that several structures and characteristics is similar, material as a comparison, participate in CdTeSiO
2the research of MIPs recognition performance.
Test example 1: first investigated pH value on the impact of fluorescence intensity (as shown in Figure 3, obtained fluorescence molecule polymkeric substance is that within the scope of 6.0-11.0, fluorescence intensity keeps stable at pH) and the fluorescence times stability (as shown in Figure 4, obtained fluorescence molecule polymkeric substance has good stability) of resulting polymers.Finally select to do fluorometric investigation experiment to the solution of the less pH=7.0 of fluorescence intensity impact.Fluorescence molecule imprinted material is configured to the aqueous solution of 100mg/L, chrysanthemum ester class target compound is configured as the ethanolic soln of 1mmol/L.The ethanolic soln of the polymers soln and 0-0.6mL trifluoro Cypermethrin of getting 5mL joins in 10mL colorimetric cylinder, be 7.0 and use ethanol constant volume by dilute hydrochloric acid or weak ammonia adjust ph, wherein ethanol/water (v/v, 1:1), test fluid shaken at room temperature 10min, then detect the fluorescence intensity of solution with spectrophotofluorometer.According to Stern-Volmerequation (
) with concentration [c] for X-coordinate, relative intensity of fluorescence (
i max / I)for ordinate zou draws fluorescence response curve.As shown in Figure 5, along with the rising of LC concentration, fluorescence intensity weakens, according to Stern-Volmerequation (
) with concentration [c] for X-coordinate, relative intensity of fluorescence (
i max / I)for ordinate zou draws fluorescence response curve, obtain the straight line that relation conefficient is 0.9965 and 0.9918 respectively.Result shows, quantum dot fluorescence molecularly imprinted polymer has the ability of good optical detection LC.
Test example 2: aqueous solution fluorescence molecule imprinted material being configured to 100mg/L, select lambda-cyhalothrin (LC) cyfloxylate (BC), fenvalerate (FE), bifenthrin (BI) four kinds of target compounds, above several pyrethrin is configured as the ethanolic soln of 1mmol/L.The ethanolic soln getting the aqueous solutions of polymers of 5mL and the pyrethrin of 0.6mL joins in 10mL colorimetric cylinder, be 7.0 and use ethanol constant volume by dilute hydrochloric acid or weak ammonia adjust ph, wherein ethanol/water (v/v, 1:1), test fluid shaken at room temperature 10min, then detect the fluorescence intensity of solution with spectrophotofluorometer.As shown in Figure 6, as seen from the figure, LC is to CdTeSiO
2the quencher amount of MIPs is maximum, and CdTeSiO is described
2mIPs has specific recognition capability to template molecule LC.Result shows, polymkeric substance prepared by the present invention has obvious specific recognition ability to LC, fluorescent quenching amount (
i max / I) higher than other pyrethrin.
Claims (6)
1. a preparation method for quantum dot fluorescence imprinted polymer, is characterized in that, carries out according to following steps:
(1) sodium borohydride and tellurium powder are joined in syringe, and then add redistilled water solid is dissolved completely; Be positioned over by syringe in the container of a filled with water, keep reaction to spend the night, final white liquid is required presoma NaHTe solution;
(2) under the condition of letting nitrogen in and deoxidizing, presoma NaHTe solution step (1) obtained is injected into the CdCl that mercaptosuccinic acid exists
22.5H
2in the O aqueous solution, mixing solutions is 100 DEG C of-110 DEG C of back flow reaction under nitrogen protection condition, according to the difference of return time, obtain the quantum dot of different size;
(3) in there-necked flask, add hexanaphthene, Triton-100 and n-hexyl alcohol, then add the aqueous solution of the CdTe quantum of preparation in step (2), continue to stir 15-30min, then add TEOS and ammoniacal liquor, stir 1.5-2.0 hour;
(4) APTS and lambda-cyhalothrin are dissolved completely in cyclohexane solution, fully after mixing, gained mixing solutions are joined and seal stirring in the mixing solutions of step (3) and spend the night; After reaction terminates, add acetone soln breakdown of emulsion, be finally precipitated polymkeric substance; With eluent by primary template molecule lambda-cyhalothrin from CdTeSiO
2elute in LC, wash-out three times; After removing template molecule, namely obtain quantum dot fluorescence imprinted polymer.
2. the preparation method of a kind of quantum dot fluorescence imprinted polymer according to claim 1, is characterized in that, the mol ratio of the sodium borohydride described in step (1) and tellurium powder is 2-4:1.
3. the preparation method of a kind of quantum dot fluorescence imprinted polymer according to claim 1, is characterized in that, the CdCl having mercaptosuccinic acid (MSA) to exist described in step (2)
22.5H
2the pH of the O aqueous solution is 10.5-11.5; Wherein, CdCl
22.5H
2the mol ratio of O, MSA and NaHTe is 0.4-1:1-1.5:0.2, and wherein the molar weight of NaHTe draws according to the molar weight of tellurium powder in step (1); Described back flow reaction temperature is 100 DEG C-110 DEG C.
4. the preparation method of a kind of quantum dot fluorescence imprinted polymer according to claim 1, is characterized in that, the volume ratio of hexanaphthene, Triton-100 and the n-hexyl alcohol described in step (3) is 15:3.2-3.6:3.2-3.6; The aqueous solution of the described CdTe quantum added and hexanaphthene volume ratio are 0.6-0.8:15; The volume ratio of described TEOS, ammoniacal liquor and hexanaphthene is 0.1-0.2:0.1:15.
5. the preparation method of a kind of quantum dot fluorescence imprinted polymer according to claim 1, is characterized in that, described in step (4), the volume ratio of APTS and TEOS is 0.03-0.05:0.1-0.2; Described APTS and lambda-cyhalothrin mass ratio are 3-5:1; The described acetone soln that adds and whole mixed system equal-volume; Described eluent is the mixed solution of ethanol and acetonitrile, and wherein the volume ratio of ethanol and acetonitrile is 8:2.
6. the preparation method of a kind of quantum dot fluorescence imprinted polymer according to claim 1, is characterized in that, is applied to optical detection lambda-cyhalothrin according to the quantum dot fluorescence imprinted polymer prepared by claim 1.
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN101381438A (en) * | 2007-09-05 | 2009-03-11 | 中国科学院上海微系统与信息技术研究所 | Compound material constructed by molecular engram and fluorescent conjugated polymer, preparation and application |
| CN101265310A (en) * | 2008-04-18 | 2008-09-17 | 杨挺 | Molecular engram polymer of pyrethroid-like pesticide and application thereof |
| CN101644680A (en) * | 2009-09-01 | 2010-02-10 | 济南大学 | Molecular imprinting chemiluminescence sensor for detecting trace amount pesticide residue and application thereof |
| CN102070739A (en) * | 2010-12-02 | 2011-05-25 | 浙江大学 | Method for preparing cyhalothrin molecular imprinting polymer microspheres |
| CN102070750A (en) * | 2010-12-02 | 2011-05-25 | 浙江大学 | Method for preparing sumicidin molecularly imprinted polymer microspheres |
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