CN111978466B - Preparation method of methadone molecular imprinting film with one-dimensional photonic crystal structure - Google Patents

Preparation method of methadone molecular imprinting film with one-dimensional photonic crystal structure Download PDF

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CN111978466B
CN111978466B CN202010757445.XA CN202010757445A CN111978466B CN 111978466 B CN111978466 B CN 111978466B CN 202010757445 A CN202010757445 A CN 202010757445A CN 111978466 B CN111978466 B CN 111978466B
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methadone
photonic crystal
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crystal structure
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CN111978466A (en
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郭明
靳秀一
姜岚
马少敏
魏桓
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Dalian University
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Abstract

The invention relates to a preparation method of a methadone molecular imprinting film with a one-dimensional photonic crystal structure, belonging to the technical field of photonic crystals and molecular imprinting. The technical scheme of the invention mainly comprises the following steps: preparing a methadone molecularly imprinted polymer precursor solution, preparing a polymer film based on a one-dimensional photonic crystal structure, and preparing a methadone molecularly imprinted film. The invention combines the photonic crystal and the molecular imprinting technology, and uses the color change generated by the interaction of the sensor film and the template molecule as a detection signal to realize the rapid visual detection of the molecularly imprinted polymer film, thereby being convenient and rapid to detect and greatly saving the time cost.

Description

Preparation method of methadone molecular imprinting film with one-dimensional photonic crystal structure
Technical Field
The invention relates to the technical field of photonic crystals and molecular imprinting, in particular to a preparation method of a methadone molecular imprinting film with a one-dimensional photonic crystal structure.
Background
The molecular imprinting technology is also called molecular template technology, and is a process for forming a specific recognition site in a polymer through template induction. Where the target molecule and the polymer resemble a relationship of "key" and "lock", specific detection is achieved by this relationship of specific recognition. Photonic crystals are artificially produced materials with spatially periodic arrangements of dielectrics of different refractive indices. The one-dimensional photonic crystal is the simplest photonic crystal structure, and can generate structural color change when being stimulated by external environment.
Methadone is a mu opioid receptor agonist, can replace morphine to play an anesthetic role, can be matched with an stimulant poison to help a drug addict to get rid of poison dependence, but the improper dosage can cause great harm to human bodies, so that the control of the dosage of methadone during the matched treatment is the key of successful treatment, and has important significance for the determination of the content of methadone.
Disclosure of Invention
The invention provides a preparation method of a methadone molecular imprinting film with a one-dimensional photonic crystal structure. A one-dimensional photonic crystal template with the span of 761nm, the step pitch of 350nm and the height of 75nm is adopted, and the change of a reflection spectrum of a molecularly imprinted polymer film is measured by a spectrometer according to different responses of the molecularly imprinted polymer film to methadone by combining the photonic crystal and the molecularly imprinted technology, so that the methadone is measured.
The detection principle is as follows: when white incident light is irradiated on the sensor surface, the wavelength of the reflected light conforms to the grating equation: m λ ═ d (sin θ) 1 +θ D ) Where m is the number of diffraction orders, λ is the wavelength of diffracted light, θ 1 Is the light source incident angle; theta D Is the angle of reflection; d is the grating period.
When the molecular imprinting film is combined with methadone molecules, sample molecules enter the molecular imprinting cavity to generate structural change, the form on the film is changed, namely the height of the step is changed, the reflectivity of the reflection spectrum is macroscopically reflected to be changed, the change of the reflectivity is in a linear relation with the change of the concentration, and therefore the concentration of the sample molecules is detected.
The technical scheme of the invention is as follows: the preparation method of the methadone molecular imprinting film with the one-dimensional photonic crystal structure comprises the following steps:
(1) preparing a methadone molecularly imprinted polymer precursor solution: mixing 1.2mmol of template molecule methadone, 7.29mmol of methacrylic acid, 30.96mmol of acrylamide, 0.42mmol of cross-linking agent ethylene glycol dimethyl methacrylate, UV 11730.081mmol of photoinitiator and 2.4mL of methanol, stirring for 12h, uniformly mixing the solution, and deoxidizing with nitrogen for 5 minutes to obtain a precursor solution of the molecularly imprinted membrane;
(2) preparing a polymer film based on a one-dimensional photonic crystal structure: dripping 250mL of precursor solution on a clean glass sheet, covering a one-dimensional photonic crystal template on the precursor solution along one side of the precursor solution, then placing the precursor solution under an ultraviolet lamp to initiate polymerization for 2 hours, and removing the precursor solution after polymerization to obtain a polymer film;
(3) preparing a methadone molecular imprinting membrane: and ultrasonically eluting the imprinted molecules for 1 hour by using a methanol/acetic acid mixed solution to obtain the methadone molecular imprinted membrane with a one-dimensional photonic crystal structure.
Further, the one-dimensional photonic crystal template in the step (2) is a square template with the size of 20mm multiplied by 20 mm.
Further, the volume ratio of methanol to acetic acid in the step (3) is 9: 1.
The invention has the following beneficial effects:
(1) the photonic crystal molecularly imprinted membrane sensor is prepared by ultraviolet light initiated polymerization, so that the operation is simple and the preparation time is short; the size of the prepared sensor is only 20mm multiplied by 20mm, the size is small, and the sensor is convenient to carry; the photonic crystal is combined with the molecular imprinting technology, color change generated by interaction of the sensor membrane and the template molecule is used as a detection signal, and the molecular imprinting polymer membrane is detected quickly and visually, so that the detection is convenient and quick, and the time cost is greatly saved.
(2) The invention adopts a photonic crystal molecular imprinting method, develops a reliable detection method for detecting trace methadone, and is simple, convenient and time-saving compared with detection methods of large instruments such as liquid chromatography and the like.
(3) The invention utilizes the optical property of the photonic crystal structure to measure the reflection spectrum of the interaction between the sensor and the measured substance, and the measured spectrum has obvious change and is convenient to observe.
Drawings
FIG. 1 is a scanning electron microscope image of a one-dimensional photonic crystal template;
FIG. 2 shows reflectance spectra before and after elution with non-molecularly imprinted membrane (NMIP) and molecularly imprinted Membrane (MIP); wherein: a. NMIP, b, after elution, c, before elution.
Fig. 3 is a response of methadone molecular imprinted membrane to methadone solution;
wherein: a. water, b, 10 -9 mol/L，c、10 -8 mol/L，d、10 -7 mol/L，e、10 -6 mol/L，f、10 -5 mol/L。
Fig. 4 is a linear relationship graph of methadone and corresponding spectral reflectance at different concentrations.
Detailed Description
The technical solution of the present invention is further described below with reference to specific examples, but the present invention is not limited to the contents of the examples in any way. The test methods described in the examples are all conventional methods unless otherwise specified; unless otherwise specified, the reagents and biomaterials are commercially available.
Example 1 preparation of a methadone molecularly imprinted polymer precursor solution
(1) Adding template molecule methadone (1.2mmol), functional monomer methacrylic acid (7.29mmol), acrylamide (30.96mmol) and cross-linking agent ethylene glycol dimethyl methacrylate (0.42 mmol), photoinitiator UV 11730.081mmol into a round-bottom flask containing 2.4mL of methanol, mixing, and uniformly stirring at 25 ℃ for 12 h;
(2) after the solution is uniformly mixed, deoxidizing for 5min by using nitrogen, and obtaining the required polymer precursor solution;
example 2 preparation of a Polymer film based on a one-dimensional Photonic Crystal Structure
(1) Taking a clean glass sheet, dropwise adding 250 mu L of the prepared precursor solution on the glass sheet, and then slowly covering a 20 mm-20 mm prepared one-dimensional photonic crystal template with the span of 761nm and the height of 75nm on the solution along one side of the solution, wherein bubbles can not appear;
(2) and (3) placing the precursor solution under an ultraviolet lamp to initiate polymerization for 2 hours, and removing the precursor solution for later use after complete polymerization.
Example 3 preparation of a Memethadone molecular imprinted Membrane
(1) Preparing a solution of 10mL of methanol and acetic acid (9: 1), putting the polymerized photonic crystal polymer film into the solution, and carrying out ultrasonic washing;
(2) changing the eluent once every 15min for ultrasonic treatment, and changing for 4 times, wherein the total time is 1 h;
(3) after ultrasonic elution, the surface of the molecularly imprinted membrane is washed by a methanol solution to wash away excessive acetic acid.
Example 4 methadone assay
And (3) respectively placing the prepared methadone molecular imprinting films in methadone solutions with different concentrations for 5min, and immediately measuring the reflection spectrum of the methadone molecular imprinting films by using a spectrometer after the methadone molecular imprinting films are taken out. As shown in fig. 3, it can be seen that when the methadone molecular imprinted membrane was placed in the methadone solution, the reflectance of the polymer membrane gradually decreased as the measured concentration increased. From the measured reflectance spectrum, the sensor can detect a minimum concentration of 10 -9 mol/L. Meanwhile, the reflectivity and the concentration of the sensor film are subjected to linear fitting, the linear equation obtained by processing is-logC ═ R/3.39-15.13(R is the reflectivity at the maximum wavelength of the reflection spectrum, and C is the concentration of methadone), the linear correlation can reach 0.9929, and it can be seen that the negative logarithm of the molecularly imprinted film under different concentrations and the reflectivity at corresponding concentrations show good linear relation, as shown in FIG. 4, so the photonic crystal molecularly imprinted sensor film prepared by the method has good practical application value.
EXAMPLE 5 determination of methadone in samples
And (3) placing the methadone molecular imprinting film sensor in a urine sample to be detected which contains the methadone and is diluted for 5min, and immediately measuring the reflection spectrum of the sample by a spectrometer after the sample is taken out. According to the linear relation equation of the negative logarithm of the methadone concentration and the spectral reflectance, the methadone concentration in the measured sample is 5.26 multiplied by 10 -7 mol/L。
Example 6 measurement of interference rejection Capacity of methadone sensor
The invention also considers structural analogues of methadone, such as bisphenol A, diphenylamine and the like, finds that the structural analogues do not interfere with the measurement, and finds that the measurement is not interfered by inorganic salt more than 1000 times, and shows that the sensor has strong anti-interference capability.

Claims (2)

1. The preparation method of the methadone molecular imprinting membrane with the one-dimensional photonic crystal structure is characterized by comprising the following steps of:
(1) preparing a methadone molecularly imprinted polymer precursor solution: mixing 1.2mmol of template molecule methadone, 7.29mmol of methacrylic acid, 30.96mmol of acrylamide, 0.42mmol of cross-linking agent ethylene glycol dimethyl methacrylate, UV 11730.081mmol of photoinitiator and methanol, stirring for 12h, uniformly mixing the solution, and deoxidizing with nitrogen for 5 minutes to obtain a precursor solution of the molecularly imprinted membrane;
(2) preparing a polymer film based on a one-dimensional photonic crystal structure: dripping 250 mu L of precursor liquid on a clean glass sheet, covering a one-dimensional photonic crystal template which is prepared by 20mm multiplied by 20mm and has the span of 761nm and the height of 75nm on the precursor liquid along one side of the precursor liquid, then placing the template under an ultraviolet lamp to initiate polymerization for 2 hours, and removing the template after polymerization to obtain a polymer film;
(3) preparing a methadone molecular imprinting membrane: and ultrasonically eluting the imprinted molecules for 1 hour by using a methanol/acetic acid mixed solution to obtain the methadone molecular imprinted membrane with a one-dimensional photonic crystal structure.
2. The method for preparing a methadone molecular imprinted membrane having a one-dimensional photonic crystal structure according to claim 1, wherein the volume ratio of methanol to acetic acid in the step (3) is 9: 1.
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