CN102608069A - Method for preparing chlorsulfuron molecular imprinting SPR (surface palsmon resonance) sensor chip - Google Patents
Method for preparing chlorsulfuron molecular imprinting SPR (surface palsmon resonance) sensor chip Download PDFInfo
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Abstract
The invention discloses a method for preparing a chlorsulfuron molecular imprinting SPR (surface palsmon resonance) sensor chip, and relates to a method for preparing an SPR sensor chip. The invention aims at solving the technical problem of poor sensitivity of a chip prepared by the existing molecular imprinting polymer membrane. The method comprises the following steps: depositing chrome and gold on a glass sheet and washing to obtain a chip substrate; adding chlorsulfuron, N,N-diethylaminoethyl methacrylate, trihydroxymethylpropyl trimethylacrylate and 2,2'-azobis(2-methylpropionitrile) into acetonitrile to perform a reaction, removing the chlorsulfuron template in reaction products, and drying to obtain chlorsulfuron molecular imprinting polymer nanospheres; adding chlorsulfuron molecular imprinting polymer nanospheres, polyvinyl chloride and dibutyl phthalate into tetrahydrofuran and mixing evenly to obtain a coating liquid; and coating the coating liquid onto the chip substrate to obtain the chlorsulfuron molecular imprinting SPR sensor chip. The detection limit of the chip to chlorsulfuron can reach 20ng/mL, can detect trace amount of chlorsulfuron and be can used in the technical fields of sensing and separation.
Description
Technical field
The present invention relates to the preparation method of spr sensor chip.
Background technology
Chlorine sulphur is grand to be the herbicide of one type of efficient, wide spectrum, high selectivity, at present, is widely used in oil crops such as soybean, corn.General its using dosage of this herbicide is little; But because it belongs to long residual effect herbicide; Minimal residue in soil can cause poisoning to many responsive succession crops; Bring about great losses to the peasant, various countries have successively all formulated residual limiting the quantity of, and majority state is stipulated between the MRL:0.05-2ppm of similar medicine.Because its character is unstable, residual quantity is lower, and monitoring is difficulty comparatively.
Current, analyzing the residual main method of sulfonylurea herbicide is liquid chromatography and coupling technique thereof.But because its residual concentration is low; Pre-treatment is loaded down with trivial details to be disturbed big with matrix; Conventional method for quick and instrument analytical method have seriously been limited to the grand residual effective detection of chlorine sulphur in the sample; Therefore, explore a kind of new method of highly sensitive fast detecting, for improving Detecting Pesticide sensitivity and accuracy ten minutes necessity in the agricultural product.
Surface plasma wave resonance (SPR) technology is a physical optics phenomenon of having utilized the metallic film optical coupled to produce, is a kind of very sensitive optical analysis means.From 1902 by wood after the optical laboratory has found the SPR phenomenon first; Nineteen ninety, the BIAcore company of Sweden developed first business-like surface plasmon resonance biosensor in the world; Because of its monitoring bio intermolecular interaction in real time; And need not advantages such as mark, analysis is quick, highly sensitive, pre-treatment is simple, amount of samples is few; Spr sensor research has obtained fast development, has been widely used in field such as proteomics, medicament research and development, clinical diagnosis, food security and environmental monitoring at present and has demonstrated wide application prospect.
Its principle of surface plasmon resonance biosensor is to utilize antigen-antibody immune response technology to cause the variation of the optical properties (mainly being refractive index) of sensitive membrane, detects composition, the concentration of testing molecule and the characteristic of participating in chemical reaction.Its chip is grafting bioactive molecule (antibody and derivant thereof) often, repeatedly or long-term use can cause the molecule of coupling to lose biologically active easily or come off, serviceable life is short, is difficult for shortcomings such as preservations, it is very high to synthesize this chip cost simultaneously.
Molecularly imprinted polymer (MIP) is the synthetic novel high polymer biomimetic material with strong molecule distinguishability of a kind of analogue antigen antibody response; Have characteristics such as precordainment, recognition specificity, practicality, and make simple, with low cost, sturdy and durable, applied widely.Owing to have good operational stability; Be very suitable for recognition component as sensor; Molecular imprinted polymer membrane and sensor chip base film strong bonded are the technical bottlenecks of molecular engram spr sensor research; And at present the SPR film build method of report mainly is pressed film method and chemical synthesis, all is employed on the chip directly synthetic molecules trace sensitive membrane, shortcomings such as the chip of the method preparation exists that sensitive membrane comes off easily, lack of homogeneity, repeatability and poor stability; Thereby greatly influenced the technical features such as sensitivity of spr sensor, be difficult to use in the mensuration of actual sample.
Summary of the invention
The present invention is the technical matters that will solve the poor sensitivity of the chip of existing molecular imprinted polymer membrane preparation, and the preparation method of the grand molecular engram spr sensor chip of chlorine sulphur is provided.
The preparation method of the grand molecular engram spr sensor chip of chlorine sulphur of the present invention carries out according to the following steps:
One, plated film: adopt the method for vacuum vapor plating, first deposit thickness is the chromium of 1.5nm～2.5nm on glass sheet, and then deposit thickness is that the purity of 45nm～55nm is 99.9999% gold, obtains the coated glass sheet;
Two, clean: be 30% H with mass percentage concentration
2O
2With quality hundred specific concentrations be 98% H
2SO
4Be that 1: 3 mixed is even by volume, obtain washing lotion; The coated glass sheet that obtains with this washing lotion cleaning step one is then used washed with de-ionized water again, cleans with absolute ethyl alcohol at last, obtains chip base after drying;
Three, the grand molecularly imprinted polymer Nano microsphere preparation of chlorine sulphur: take by weighing that chlorine sulphur is grand, diethylaminoethyl methacrylate (DEMAA), trimethylol-propane trimethacrylate (TRIM) and azoisobutyronitrile (AIBN); Join in the acetonitrile; Be warming up to 60 ℃～65 ℃ and keep 20～24h; It is grand that the product that obtains is removed chlorine sulphur with the template remover, dry then, obtains the grand molecularly imprinted polymer Nano microsphere of chlorine sulphur; Wherein the grand mass ratio with diethylaminoethyl methacrylate of chlorine sulphur is 1: 4; The grand mass ratio with trimethylol-propane trimethacrylate of chlorine sulphur is 1: 4; The quality of azoisobutyronitrile is diethylaminoethyl methacrylate (DEMAA) and 2%～2.5% of trimethylol-propane trimethacrylate quality sum, and the amount of substance that chlorine sulphur swells is 1mmol: 200mL with the ratio of the volume of acetonitrile;
Four, the grand molecularly imprinted polymer Nano microsphere of chlorine sulphur and PVC, the dibutyl phthalate that take by weighing step 3 preparation join in the tetrahydrofuran, use the ultrasound wave mixing, obtain coating liquid; Wherein the mass ratio of the grand molecularly imprinted polymer Nano microsphere of chlorine sulphur of PVC and step 3 preparation is 1: 2.5; The volume of dibutyl phthalate accounts for 8% of tetrahydrofuran volume, and the quality sum of the grand molecularly imprinted polymer Nano microsphere of chlorine sulphur and PVC is (3.0mg～3.5mg): 1mL with the ratio of tetrahydrofuran volume;
Five, the coating liquid of step 4 preparation is dropped in the chip base central authorities of step 2 preparation, then chip base is placed on spin-coating film on the spinner, obtain the grand molecular engram spr sensor chip of chlorine sulphur.
As deielectric-coating, its thickness is 200～500nm to the grand molecular engram spr sensor chip of chlorine sulphur of the present invention, has mass transfer apart from weak point, the advantage that adsorption process is fast with molecular imprinted polymer membrane.Promptly utilize molecular imprinting and PCV inlaying process to combine; With particle diameter is that the grand molecularly imprinted polymer Nano microsphere of chlorine sulphur of 100～200nm is fixed on the gold-plated chip base surface by means of the PVC embedding; PVC is a kind of high molecular polymer, has good embedding character, and PVC is that the inertia high polymer material can not increase non-specific adsorption simultaneously; Utilize PVC as synthetic in advance the molecularly imprinted polymer Nano microsphere of support membrane copolymerization with high flux and high selectivity; Through two step synthetic methods, obtain the SPR chip, not only improve the conjugation of molecular engram film and naked gold plaque but also realized the high flux and the high sensitivity of molecular engram film.Membrane-coating granules distributes more evenly on the chip, has increased and the template bonded area, more multiple binding sites is provided, more effectively the specific recognition template molecule; Its film thickness is about 200～500nm simultaneously, meets the thickness requirement of SPR chip, and polymeric layer difficult drop-off on the chip; The chip easy storing, to the characteristics of the grand susceptibility of target analytes chlorine sulphur high (its detectability can reach 20ng/mL), selectivity height, response speed fast (detection to chlorine sulphur is grand can be accomplished within 15 minutes), and antijamming capability is strong; The preparation method is easy, and is with low cost, favorable reproducibility; Be easy to be processed into device, the trace amounts of chlorine sulphur in can directly detecting in the agricultural product is grand.Be used for sensing and separation technology field.
Description of drawings
Fig. 1 is the atomic force Electronic Speculum microphoto of the grand molecular engram spr sensor chip of chlorine sulphur of test one preparation;
Fig. 2 is the grand response figure of the grand molecular engram spr sensor chip chlorine detection sulphur of the chlorine sulphur of test one preparation;
Fig. 3 is the grand response figure of chlorine detection sulphur in the stability test of the grand molecular engram spr sensor chip of chlorine sulphur of test one preparation.
Embodiment
Embodiment one: the preparation method of the grand molecular engram spr sensor chip of the chlorine sulphur of this embodiment carries out according to the following steps:
One, plated film: adopt the method for vacuum vapor plating, first deposit thickness is the chromium of 1.5nm～2.5nm on glass sheet, and then deposit thickness is that the purity of 45nm～55nm is 99.9999% gold, obtains the coated glass sheet;
Two, clean: be 30% H with mass percentage concentration
2O
2With quality hundred specific concentrations be 98% H
2SO
4Be that 1: 3 mixed is even by volume, obtain washing lotion; The coated glass sheet that obtains with this washing lotion cleaning step one is then used washed with de-ionized water again, cleans with absolute ethyl alcohol at last, obtains chip base after drying;
Three, the grand molecularly imprinted polymer Nano microsphere preparation of chlorine sulphur: take by weighing that chlorine sulphur is grand, diethylaminoethyl methacrylate (DEMAA), trimethylol-propane trimethacrylate (TRIM) and azoisobutyronitrile (AIBN); Join in the acetonitrile; Be warming up to 60 ℃～65 ℃ and keep 20～24h; It is grand that the product that obtains is removed chlorine sulphur with the template remover, dry then, obtains the grand molecularly imprinted polymer Nano microsphere of chlorine sulphur; Wherein the grand mass ratio with diethylaminoethyl methacrylate of chlorine sulphur is 1: 4; The grand mass ratio with trimethylol-propane trimethacrylate of chlorine sulphur is 1: 4; The quality of azoisobutyronitrile is diethylaminoethyl methacrylate (DEMAA) and 2%～2.5% of trimethylol-propane trimethacrylate quality sum, and the amount of substance that chlorine sulphur swells is 1mmol: 200mL with the ratio of the volume of acetonitrile;
Four, the grand molecularly imprinted polymer Nano microsphere of chlorine sulphur and PVC, the dibutyl phthalate that take by weighing step 3 preparation join in the tetrahydrofuran, use the ultrasound wave mixing, obtain coating liquid; Wherein the mass ratio of the grand molecularly imprinted polymer Nano microsphere of chlorine sulphur of PVC and step 3 preparation is 1: 2.5; The volume of dibutyl phthalate accounts for 8% of tetrahydrofuran volume, and the quality sum of the grand molecularly imprinted polymer Nano microsphere of chlorine sulphur and PVC is (3.0mg～3.5mg): 1mL with the ratio of tetrahydrofuran volume;
Five, the coating liquid of step 4 preparation is dropped in the chip base central authorities of step 2 preparation, then chip base is placed on spin-coating film on the spinner, obtain the grand molecular engram spr sensor chip of chlorine sulphur.
Embodiment two: what this embodiment and embodiment one were different is that the template remover described in the step 3 is that mass percentage concentration is 10% acetate methanol solution.Other is identical with embodiment one.
Embodiment three: what this embodiment was different with embodiment one or two is that the grand method of template remover removal chlorine sulphur of using described in the step 3 is the apparatus,Soxhlet's method.Other is identical with embodiment one.
The apparatus,Soxhlet's method is conventional method of operating.
Embodiment four: this embodiment is different with one of embodiment one to three is 3000～5000 rev/mins of the rotating speeds of the described spin coating of step 5, and the spin coating time is 2～3 minutes.Other is identical with one of embodiment one to three.
Embodiment five: this embodiment is different with one of embodiment one to three is 4000 rev/mins of the rotating speeds of the described spin coating of step 5, and the spin coating time is 2.5 minutes.Other is identical with one of embodiment one to three.
With following verification experimental verification beneficial effect of the present invention:
Test one: the preparation method of the grand molecular engram spr sensor chip of the chlorine sulphur of this test one carries out according to the following steps:
One, plated film: adopt the method for vacuum vapor plating, first deposit thickness is the chromium of 2nm on glass sheet, and then deposit thickness is that the purity of 50nm is 99.9999% gold, obtains the coated glass sheet;
Two, clean: be 30% H with mass percentage concentration
2O
2With quality hundred specific concentrations be 98% H
2SO
4Be that 1: 3 mixed is even by volume, obtain washing lotion; The coated glass sheet that obtains with this washing lotion cleaning step one is then used washed with de-ionized water 3 times again, cleans 3 times with absolute ethyl alcohol at last, obtains chip base after drying;
Three, the grand molecularly imprinted polymer Nano microsphere preparation of chlorine sulphur: take by weighing that chlorine sulphur is grand, diethylaminoethyl methacrylate (DEMAA), trimethylol-propane trimethacrylate (TRIM) and azoisobutyronitrile (AIBN); Join in the acetonitrile; Be warming up to 60 ℃ and keep 24h; It is grand that the product that obtains is removed chlorine sulphur with the template remover, dry then, obtains the grand molecularly imprinted polymer Nano microsphere of chlorine sulphur; Wherein the grand mass ratio with diethylaminoethyl methacrylate of chlorine sulphur is 1: 4; The grand mass ratio with trimethylol-propane trimethacrylate of chlorine sulphur is 1: 4; The quality of azoisobutyronitrile is diethylaminoethyl methacrylate (DEMAA) and 2% of trimethylol-propane trimethacrylate quality sum, and the amount of substance that chlorine sulphur swells is 1mmol: 200mL with the ratio of the volume of acetonitrile;
Four, the grand molecularly imprinted polymer Nano microsphere of chlorine sulphur and PVC, the dibutyl phthalate that take by weighing step 3 preparation join in the tetrahydrofuran, use the ultrasound wave mixing, obtain coating liquid; Wherein the mass ratio of the grand molecularly imprinted polymer Nano microsphere of chlorine sulphur of PVC and step 3 preparation is 1: 2.5; The quality of PVC accounts for 8% of tetrahydrofuran quality, and the quality sum of the grand molecularly imprinted polymer Nano microsphere of chlorine sulphur and PVC is (3.0mg: 1mL with the ratio of tetrahydrofuran volume;
Five, the coating liquid of step 4 preparation is dropped in the chip base central authorities of step 2 preparation, then chip base is placed on spin-coating film on the spinner, obtain the grand molecular engram spr sensor chip of chlorine sulphur.
Wherein the template remover in the step 3 is that mass percent concentration is 10% acetate methanol solution, uses the template remover to remove the grand method of chlorine sulphur and is the apparatus,Soxhlet's method;
4000 rev/mins of the rotating speeds of the described spin coating of step 5 wherein, the spin coating time is 3 minutes;
The atomic force Electronic Speculum microphoto of the grand molecular engram spr sensor chip of chlorine sulphur of this test preparation is as shown in Figure 1, and as can beappreciated from fig. 1, the PCV molecular engram copolymer membrane layer thickness of chip surface is between 184～684nm.
Utilize the chlorine detection sulphur of the grand molecular engram spr sensor chip of chlorine sulphur of this test preparation to swell; Its detection method is following: preparation BR damping fluid (1), to be 20ng/mL by the grand concentration of chlorine sulphur join in the BR damping fluid chlorine sulphur is grand; Obtain sample (2), to be 30ng/mL by the grand concentration of chlorine sulphur join in the BR damping fluid chlorine sulphur is grand; Obtain sample (3), to be 50ng/mL by the grand concentration of chlorine sulphur join in the BR damping fluid chlorine sulphur is grand, obtains sample (4), template remover (5) is that mass percent concentration does.Successively BR damping fluid (1), sample (2), sample (3), sample (4), (5) are fed the system for the distribution of commodities of spr sensor, the assessment chip is to the grand lowest detection ability of chlorine sulphur.The response of its testing process is as shown in Figure 2; Wherein curve is the response that feeds BR damping fluid (1) for 1 section; 2 sections variations of curve for feeding sample (2) back response, visible after the grand concentration of feeding chlorine sulphur is the sample (2) of 20ng/mL, the phenomenon that signal does not have appearance to rise rapidly; But slowly gradually rising; Tending towards stability through response behind the 15min no longer raises (difference is 2500RU), and response does not change when feeding damping fluid subsequently, and the variations in refractive index before explain all comes from due to the template molecule of chip specificity combination; Curve is represented the variation that feeds samples (3) back response for 3 sections, and the visible response value slowly raises, and tending towards stability through response behind the 15min no longer raises (difference is up to 2750RU), explains that the response change of SPR chip increases along with the increase of concentration; Response also raises when sample (4) that continue to feed the grand concentration of chlorine sulphur be 50ng/mL; But when feeding BR damping fluid (1) again, descending appears in response, and baseline reduces gradually; Thereby this results suggest chips incorporate template molecule this moment and non-specific binding have taken place to dissociate, and cause baseline to descend; Curve is for 5 sections to feed template remover (5) to carry out the regeneration of chip, and the results suggest baseline can return to original level.
Above-mentioned experiment shows that the chip of this invention is to the grand susceptibility of target analytes chlorine sulphur high (its detectability can reach 20ng/mL), high, the response speed fast (its detection can be accomplished) of selectivity within 15 minutes.
Utilize the grand concentration of duplicate detection chlorine sulphur of the grand molecular engram spr sensor chip of chlorine sulphur of this test preparation to be the ethanolic solution of 1ppm; The assessment chip is to the grand stability that detects of chlorine sulphur, and its detection method is following: grand ethanolic solution of the chlorine sulphur of 1ppm and BR damping fluid are inserted the system for the distribution of commodities of spr sensor, alternately feed; The change curve of the response that obtains is as shown in Figure 3; Response when wherein 1 represents feeds the BR damping fluid, the response when the chlorine sulphur of 2 represents feeding 1ppm swells ethanolic solution, as can beappreciated from fig. 3; Alternately feed the grand ethanolic solution of BR damping fluid and chlorine sulphur; Its response conversion is rapid, and the not variation of the response of the grand ethanolic solution of chlorine sulphur, and the good stability of this chip is described.
Claims (5)
1. the preparation method of the grand molecular engram spr sensor chip of chlorine sulphur is characterized in that the preparation method of the grand molecular engram spr sensor chip of chlorine sulphur carries out according to the following steps:
One, plated film: adopt the method for vacuum vapor plating, first deposit thickness is the chromium of 1.5nm～2.5nm on glass sheet, and then deposit thickness is that the purity of 45nm～55nm is 99.9999% gold, obtains the coated glass sheet;
Two, clean: be 30% H with mass percentage concentration
2O
2With quality hundred specific concentrations be 98% H
2SO
4Be that 1: 3 mixed is even by volume, obtain washing lotion; The coated glass sheet that obtains with this washing lotion cleaning step one is then used washed with de-ionized water again, cleans with absolute ethyl alcohol at last, obtains chip base after drying;
Three, the grand molecularly imprinted polymer Nano microsphere preparation of chlorine sulphur: take by weighing that chlorine sulphur is grand, diethylaminoethyl methacrylate, trimethylol-propane trimethacrylate and azoisobutyronitrile; Join in the acetonitrile; Be warming up to 60 ℃～65 ℃ and keep 20～24h; It is grand that the product that obtains is removed chlorine sulphur with the template remover, dry then, obtains the grand molecularly imprinted polymer Nano microsphere of chlorine sulphur; Wherein the grand mass ratio with diethylaminoethyl methacrylate of chlorine sulphur is 1: 4; The grand mass ratio with trimethylol-propane trimethacrylate of chlorine sulphur is 1: 4; The quality of azoisobutyronitrile is 2%～2.5% of diethylaminoethyl methacrylate and a trimethylol-propane trimethacrylate quality sum, and the amount of substance that chlorine sulphur swells is 1mmol: 200mL with the ratio of the volume of acetonitrile;
Four, the grand molecularly imprinted polymer Nano microsphere of chlorine sulphur and PVC, the dibutyl phthalate that take by weighing step 3 preparation join in the tetrahydrofuran, use the ultrasound wave mixing, obtain coating liquid; Wherein the mass ratio of the grand molecularly imprinted polymer Nano microsphere of chlorine sulphur of PVC and step 3 preparation is 1: 2.5; The volume of dibutyl phthalate accounts for 8% of tetrahydrofuran volume, and the quality sum and the tetrahydrofuran volume ratio of grand molecularly imprinted polymer Nano microsphere of chlorine sulphur and PVC is (3.0mg～3.5mg): 1mL;
Five, the coating liquid of step 4 preparation is dropped in the chip base central authorities of step 2 preparation, then chip base is placed on spin-coating film on the spinner, obtain the grand molecular engram spr sensor chip of chlorine sulphur.
2. the preparation method of the grand molecular engram spr sensor chip of chlorine sulphur according to claim 1 is characterized in that the template remover described in the step 3 is that mass percentage concentration is 10% acetate methanol solution.
3. the preparation method of the grand molecular engram spr sensor chip of chlorine sulphur according to claim 1 and 2 is characterized in that the grand method of template remover removal chlorine sulphur of using described in the step 3 is the apparatus,Soxhlet's method.
4. the preparation method of the grand molecular engram spr sensor chip of chlorine sulphur according to claim 1 and 2 is characterized in that 3000～5000 rev/mins of the rotating speeds of the described spin coating of step 5, and the spin coating time is 2～3 minutes.
5. the preparation method of the grand molecular engram spr sensor chip of chlorine sulphur according to claim 1 and 2 is characterized in that 4000 rev/mins of the rotating speeds of the described spin coating of step 5, and the spin coating time is 2.5 minutes.
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Cited By (1)
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| CN103424381A (en) * | 2013-07-27 | 2013-12-04 | 南昌大学 | Construction and application of SPR sensor based on amplification effect of magnetic molecularly imprinted polymer |
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Application publication date: 20120725 |