CN110530958B - Electrochemical detector for food detection - Google Patents
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- CN110530958B CN110530958B CN201910813861.4A CN201910813861A CN110530958B CN 110530958 B CN110530958 B CN 110530958B CN 201910813861 A CN201910813861 A CN 201910813861A CN 110530958 B CN110530958 B CN 110530958B
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Abstract
The invention relates to the technical field of food detection, in particular to an electrochemical detector for food detection, which comprises the following steps: s1: weighing styrene sulfonic acid and butadiene, dissolving in DMF, adding azobisisobutyronitrile for reaction, precipitating the product by using petroleum ether as a precipitator, dialyzing the product, and freeze-drying the product; s2: adding DMF into the primary product, stirring for dissolving, dropwise adding deionized water, stopping dropwise adding after the solution appears blue opalescence, and dialyzing; s3: adding bisphenol A, 2-acrylamide-2-methylpropanesulfonic acid and aniline into the dialyzed solution, uniformly mixing, adding ammonium sulfate for reaction at low temperature, and precipitating, centrifuging and eluting a reaction product; s4: dissolving the product in N-methyl pyrrolidone, dissolving a proper amount of polyvinyl alcohol in water, uniformly mixing the two solutions, and casting the mixture onto a glassy carbon electrode; the electrochemical detector is simple to operate, low in cost and high in sensitivity, can be used for rapidly detecting the bisphenol A in the food, and has a wide application prospect.
Description
Technical Field
The invention relates to the technical field of food detection, in particular to an electrochemical detector for food detection.
Background
Bisphenol a is an endocrine interferon derived from industrial chemicals. As an important organic chemical raw material, bisphenol A is mainly used for producing various high molecular materials such as polycarbonate, epoxy resin and the like and fine chemical products such as plasticizer, flame retardant, coating and the like. Bisphenol a is mostly contained from mineral water bottles, medical instruments to food packaging. However, since the finished product is easily surface degraded by strong detergents, acidic or high temperature liquids, it remains in both fruits and canned foods. Toxicology experiments show that the bisphenol A can influence the normal cell function of a human body, block the development of a reproductive system and increase the cancer probability of the hematopoietic system by simulating the action of an estrogen agonist and an androgen antagonist.
At present, the relatively common High Performance Liquid Chromatography (HPLC), Gas Chromatography (GC), gas chromatography-mass spectrometry (GC-MS), liquid chromatography-mass spectrometry (LC-MS) and enzyme-linked immunosorbent assay (ELISA) are all used for detecting the bisphenol A residue. The traditional instrument method has the defects of complex pretreatment, expensive instrument and corresponding matching cost, incapability of simultaneously detecting parallel samples on a large scale and the like. Enzyme-linked immunoassays are often time-consuming. Therefore, the development of a more convenient, rapid and sensitive analysis technique is urgently needed.
Disclosure of Invention
Aiming at the problems, the invention provides the electrochemical detector for food detection, which is simple to operate, low in cost, high in sensitivity, capable of rapidly detecting bisphenol A in food and wide in application prospect.
In order to achieve the purpose, the invention is realized by the following technical scheme:
an electrochemical detector for food detection is specifically prepared by the following steps:
s1: weighing 1.3-2.0g of styrene sulfonic acid and 0.5-0.8g of butadiene, dissolving in 20-25ml of anhydrous dimethylformamide, adding a proper amount of azodiisobutyronitrile into a mixed solution system, reacting for 13-15h at 80 ℃ in an oxygen-free environment, precipitating the product by using petroleum ether as a precipitator, repeating for 3-5 times, dialyzing the obtained product in deionized water for 12-15h, and freeze-drying to obtain a primary product;
s2: adding 15ml of dimethylformamide into the primary product prepared in the step S1, stirring and dissolving, then slowly dropwise adding deionized water under the stirring state, stopping dropwise adding after the solution generates blue opalescence, continuing stirring for 12 hours, and then filling the solution into a dialysis bag for dialysis for 7 d;
s3: adding 0.2-0.3g of bisphenol-A, 0.4-0.5g of 2-acrylamide-2-methylpropanesulfonic acid and 0.5-0.6g of aniline into the solution obtained after dialysis, uniformly mixing, then adding 0.1-0.3g of ammonium sulfate into the solution, reacting for 13-15h at 2-3 ℃, taking out the reaction product, precipitating with a methanol solution, centrifuging for 3 times, then adding the precipitated product obtained by centrifuging into an eluent, stirring and eluting, filtering out the precipitate after 24h, and washing for 3 times with the eluent to obtain an intermediate product;
s4: mixing graphene and a dispersing agent-AD 8301 according to a mass ratio of 1: 3, uniformly mixing to obtain a uniformly dispersed graphene suspension, then dripping the graphene suspension onto the surface of a glassy carbon electrode, and drying at 85 ℃ for 2-3h to obtain a graphene modified electrode;
s5: dissolving the intermediate product in N-methyl pyrrolidone, dissolving a proper amount of polyvinyl alcohol in water, adding the water-dissolved polyvinyl alcohol into the N-methyl pyrrolidone in which the intermediate product is dissolved under a stirring state, and casting the mixed solution onto a graphene modified electrode by using a solution casting method to prepare the electrochemical detector.
Preferably, the addition amount of the azobisisobutyronitrile in S1 is 0.03-0.05% of the total mass of the mixed liquid system.
Preferably, the eluent in S3 is prepared by mixing methanol and acetic acid according to a volume ratio of 7: 3.
Preferably, the concentration of the intermediate product S5 in N-methyl pyrrolidone is 0.02-0.03 g/ml; the concentration of polyvinyl alcohol in water is 0.06-0.7 g/ml.
Preferably, in S4, the glassy carbon electrode is modified by Al before graphene modification2O3And grinding, cleaning and flushing the powder.
Preferably, the casting thickness of the mixed solution on the S5 electrode is 30-50 μm.
Has the advantages that:
1) the electrochemical detector prepared by the invention is simple to operate, low in cost, high in sensitivity and precision and capable of rapidly measuring bisphenol A in food.
2) The polyaniline nano-particle is constructed by polyaniline nano-particles, and holes complementary to bisphenol A molecular form, size and charge distribution are left on the polyaniline nano-particles by eluting the bisphenol A wrapped in the polyaniline nano-particles, so that the holes can have better specific identification and sensitivity to the bisphenol A; the nano-structured polyaniline has a large specific surface area, so that the electrochemical sensor can have high sensitivity and high response speed to bisphenol A.
3) According to the invention, the graphene with high specific surface area is modified on the glassy carbon electrode, so that the loading capacity of the electroactive polyaniline nanoparticles is improved, more uniform and larger electroactive site distribution is provided, the transmission rate of electrons is accelerated, and the sensitivity of the electrochemical detector is further improved.
4) According to the invention, the compatibility of the polyvinyl alcohol and the intermediate product is improved by mixing and casting the polyvinyl alcohol aqueous solution and the N-methyl pyrrolidone solution of the intermediate product, and the intermediate product is effectively fixed on the graphene modified electrode by using the polyvinyl alcohol.
Drawings
FIG. 1 is a linear graph of oxidation peak current value versus bisphenol A concentration.
Detailed Description
In order to make the objects, technical solutions and advantages of the embodiments of the present invention clearer, the technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the embodiments of the present invention, and it is obvious that the described embodiments are some embodiments of the present invention, but not all embodiments. All other embodiments, which can be derived by a person skilled in the art from the embodiments given herein without making any creative effort, shall fall within the protection scope of the present invention.
Example 1:
an electrochemical detector for food detection is specifically prepared by the following steps:
s1: weighing 2.0g of styrene sulfonic acid and 0.6g of butadiene, dissolving in 25ml of anhydrous dimethylformamide, adding azodiisobutyronitrile accounting for 0.03% of the total mass of the mixed solution system into the mixed solution system, reacting for 13 hours at 80 ℃ in an oxygen-free environment, precipitating the product by using petroleum ether as a precipitator, repeating for 3-5 times, dialyzing for 15 hours in the obtained product deionized water, and freeze-drying to obtain a primary product;
s2: adding 15ml of dimethylformamide into the primary product prepared in the step S1, stirring and dissolving, then slowly dropwise adding deionized water under the stirring state, stopping dropwise adding after the solution generates blue opalescence, continuing stirring for 12 hours, and then filling the solution into a dialysis bag for dialysis for 7 d;
s3: adding 0.2-0.3g of bisphenol-A, 0.4-0.5g of 2-acrylamide-2-methylpropanesulfonic acid and 0.5-0.6g of aniline into the solution obtained after dialysis, uniformly mixing, then adding 0.1-0.3g of ammonium sulfate into the solution, reacting for 13-15h at 2-3 ℃, taking out the reaction product, precipitating with a methanol solution, centrifuging for 3 times, then adding the precipitate obtained by centrifuging into an eluent, stirring and eluting, wherein the eluent is formed by mixing methanol and acetic acid according to a volume ratio of 7:3, filtering out the precipitate after eluting for 24h, and washing the eluent for 3 times to obtain an intermediate product;
s4: mixing graphene and a dispersing agent-AD 8301 according to a mass ratio of 1: 3, uniformly mixing to obtain a uniformly dispersed graphene suspension, then dripping the graphene suspension onto the surface of a glassy carbon electrode, and drying at 85 ℃ for 2-3h to obtain a graphene modified electrode;
s5: dissolving the intermediate product in N-methyl pyrrolidone, dissolving appropriate amount of polyvinyl alcohol in water, adding the water-soluble polyvinyl alcohol into the N-methyl pyrrolidone dissolved with the intermediate product under stirring, and adding glassy carbon electrode Al2O3And polishing, cleaning and washing the powder, and then casting the mixed solution onto the graphene modified electrode by using a solution casting method, wherein the casting thickness of the mixed solution is 30-50 mu m, so as to prepare the electrochemical detector.
The concentration of the S5 intermediate product in N-methyl pyrrolidone is 0.02-0.03 g/ml; the concentration of polyvinyl alcohol in water is 0.06-0.7 g/ml.
And (3) data detection:
1) and detecting bisphenol A solutions with different concentrations by using cyclic voltammetry (wherein the bisphenol A solution is formed by mixing bisphenol A and ethanol in different proportions). Within a certain concentration range, the corresponding value of the current decreases with increasing concentration of the bisphenol A solution. When the bisphenol A is combined with the holes on the polyaniline nanoparticles, molecular chains in the bisphenol A and the polyaniline nanoparticles have interaction, so that the electronic transmission capacity of the polyaniline is improved, and the strength of an electric signal is enhanced; the linear curve measured by the experiment is shown in figure 1, the logarithm value of the concentration of the bisphenol A is in direct proportion to the response current of the bisphenol A within the range of 0.3-1000 mug/ml, the linear correlation equation is that y is 0.00353x +3.592, the correlation coefficient is 0.998, and the detection limit is 0.15 mug/ml; wherein y is the oxidation peak current (. mu.A) and x is the concentration (. mu.g/ml) of the bisphenol A solution.
2) Sample assay
Taking a pineapple pulp can packaged in a plastic bottle, crushing the pulp, taking 5g of the sample, adding 50ml of absolute ethyl alcohol, carrying out ultrasonic extraction for 60min, then centrifuging for 3min at the rotating speed of 4200r/min, taking supernatant, repeating the step 1, collecting 2 times of extracting solution, and using absolute ethyl alcohol to fix the volume to 100 ml.
And performing electrochemical test on the prepared solution by using cyclic voltammetry, and calculating the corresponding bisphenol A concentration value according to the measured peak current value. The addition of 100. mu.g, 200. mu.g, 300. mu.g of bisphenol A per gram of the fixed volume solution was followed by a test under the same conditions and the normalized recovery was calculated and the results are shown in Table 1:
TABLE 1
As can be seen from Table 1, the recovery rates of the invention are 102.6%, 100.8% and 99.7%, respectively, and the detection precision is high.
The above examples are only intended to illustrate the technical solution of the present invention, but not to limit it; although the present invention has been described in detail with reference to the foregoing embodiments, it will be understood by those of ordinary skill in the art that: the technical solutions described in the foregoing embodiments may still be modified, or some technical features may be equivalently replaced; and such modifications or substitutions do not depart from the spirit and scope of the corresponding technical solutions of the embodiments of the present invention.
Claims (6)
1. The electrochemical detector for food detection is characterized in that the specific preparation method comprises the following steps:
s1: weighing 1.3-2.0g of styrene sulfonic acid and 0.5-0.8g of butadiene, dissolving in 20-25ml of anhydrous dimethylformamide, adding a proper amount of azodiisobutyronitrile into a mixed solution system, reacting for 13-15h at 80 ℃ in an oxygen-free environment, precipitating the product by using petroleum ether as a precipitator, repeating for 3-5 times, dialyzing the obtained product in deionized water for 12-15h, and freeze-drying to obtain a primary product;
s2: adding 15ml of dimethylformamide into the primary product prepared in the step S1, stirring and dissolving, then slowly dropwise adding deionized water under the stirring state, stopping dropwise adding after the solution generates blue opalescence, continuing stirring for 12 hours, and then filling the solution into a dialysis bag for dialysis for 7 d;
s3: adding 0.2-0.3g of bisphenol-A, 0.4-0.5g of 2-acrylamide-2-methylpropanesulfonic acid and 0.5-0.6g of aniline into the solution obtained after dialysis, uniformly mixing, then adding 0.1-0.3g of ammonium sulfate into the solution, reacting for 13-15h at 2-3 ℃, taking out the reaction product, precipitating with a methanol solution, centrifuging for 3 times, then adding the precipitated product obtained by centrifuging into an eluent, stirring and eluting, filtering out the precipitate after 24h, and washing for 3 times with the eluent to obtain an intermediate product;
s4: mixing graphene and a dispersing agent-AD 8301 according to a mass ratio of 1: 3, uniformly mixing to obtain a uniformly dispersed graphene suspension, then dripping the graphene suspension onto the surface of a glassy carbon electrode, and drying at 85 ℃ for 2-3h to obtain a graphene modified electrode;
s5: dissolving the intermediate product in N-methyl pyrrolidone, dissolving a proper amount of polyvinyl alcohol in water, adding the water-dissolved polyvinyl alcohol into the N-methyl pyrrolidone in which the intermediate product is dissolved under a stirring state, and casting the mixed solution onto a graphene modified electrode by using a solution casting method to prepare the electrochemical detector.
2. The electrochemical detector for food detection according to claim 1, wherein: the adding amount of the azodiisobutyronitrile in the S1 is 0.03-0.05% of the total mass of the mixed solution system.
3. The electrochemical detector for food detection according to claim 1, wherein: the eluent in S3 is prepared by mixing methanol and acetic acid according to the volume ratio of 7: 3.
4. The electrochemical detector for food detection according to claim 1, wherein: s5, the concentration of the intermediate product in N-methyl pyrrolidone is 0.02-0.03 g/ml; the concentration of polyvinyl alcohol in water is 0.06-0.07 g/ml.
5. The electrochemical detector for food detection according to claim 1, wherein: in S4, glassy carbon electrode is modified by Al before graphene modification2O3And grinding, cleaning and flushing the powder.
6. The electrochemical detector for food detection according to claim 1, wherein: the casting thickness of the mixed solution on the S5 electrode was 30-50 μm.
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Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103979531A (en) * | 2014-05-22 | 2014-08-13 | 天津大学 | Application of electrochemical sensor prepared from graphene material in bisphenol A detection |
| CN107626286A (en) * | 2017-09-15 | 2018-01-26 | 天津医科大学 | A kind of Poly-crown ether functionalized nano-fiber material and preparation method and application |
| CN108287188A (en) * | 2017-12-27 | 2018-07-17 | 华中科技大学 | A kind of bionical electrochemical probe of electrochemical polymerization molecular engram, it is prepared and application |
| CN109916979A (en) * | 2019-03-05 | 2019-06-21 | 大连理工大学 | A kind of tetrabromobisphenol A molecular imprinting electrochemical sensor, preparation method and applications |
| CN110102267A (en) * | 2019-05-27 | 2019-08-09 | 华南理工大学 | A kind of aluminium base MOFs/ chitosan compound microsphere and its preparation method and application |
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Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103979531A (en) * | 2014-05-22 | 2014-08-13 | 天津大学 | Application of electrochemical sensor prepared from graphene material in bisphenol A detection |
| CN107626286A (en) * | 2017-09-15 | 2018-01-26 | 天津医科大学 | A kind of Poly-crown ether functionalized nano-fiber material and preparation method and application |
| CN108287188A (en) * | 2017-12-27 | 2018-07-17 | 华中科技大学 | A kind of bionical electrochemical probe of electrochemical polymerization molecular engram, it is prepared and application |
| CN109916979A (en) * | 2019-03-05 | 2019-06-21 | 大连理工大学 | A kind of tetrabromobisphenol A molecular imprinting electrochemical sensor, preparation method and applications |
| CN110102267A (en) * | 2019-05-27 | 2019-08-09 | 华南理工大学 | A kind of aluminium base MOFs/ chitosan compound microsphere and its preparation method and application |
Non-Patent Citations (1)
| Title |
|---|
| Polyaniline/carbon nanotube-graphite modified electrode sensor for detection of bisphenol A;Abdur Rahaman Sk 等;《Ionics》;20181212;第25卷;第2857-2864页 * |
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Denomination of invention: An electrochemical detector for food detection Effective date of registration: 20221229 Granted publication date: 20210615 Pledgee: Yantai Branch of China Merchants Bank Co.,Ltd. Pledgor: Yantai fumeite Information Technology Co.,Ltd. Registration number: Y2022980029652 |