CN114791453A - Preparation method of electrode outer membrane material - Google Patents
Preparation method of electrode outer membrane material Download PDFInfo
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- CN114791453A CN114791453A CN202210427704.1A CN202210427704A CN114791453A CN 114791453 A CN114791453 A CN 114791453A CN 202210427704 A CN202210427704 A CN 202210427704A CN 114791453 A CN114791453 A CN 114791453A
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Abstract
The invention discloses a preparation method of an electrode outer membrane material, which comprises the steps of adding 4-vinyl benzene sulfonic acid sodium, glycidyl methacrylate and butyl acrylate into a reaction solvent, adding azobisisobutyronitrile, and carrying out heating reaction to form the electrode outer membrane material. The outer membrane material of the electrochemical biosensor electrode formed by the invention has an epoxy group, the epoxy group and the amino group of the electronic mediator can generate an open loop reaction, the outer membrane of the electrode and the electronic mediator are crosslinked, the transmission of electrons is facilitated, the electron receptivity and the sensing sensitivity of the electrode pair are improved, so that an electrochemical signal is more stable, the electrode has better response linearity, the problem of poor response linearity of the existing outer membrane material of the electrode is solved, the detection result is higher in correctness, and more accurate detection parameters are provided for health monitoring and treatment.
Description
Technical Field
The invention relates to the technical field of electrochemical biosensors, in particular to a preparation method of an electrode outer membrane material.
Background
With the popularization of medical consciousness and the improvement of science and technology, medical health is gradually emphasized by people. Most modern diseases cause chronic damage and dysfunction to various tissues, particularly eyes, kidneys, heart, blood vessels and nerves. During the treatment of these chronic diseases, it is essential to monitor the blood glucose of the patient. Among various sensors, electrochemical biosensors have advantages of simplicity, convenience, low price, high sensitivity, etc., and thus are widely used in medical and health treatments. The existing electronic biosensor is generally used in a principle that an electrochemical reaction of an electronic mediator is utilized to cause an oxidation-reduction reaction to occur in a liquid to be detected, the electronic mediator transfers electrons removed from a reduced state to an electrode, so that a current signal is generated, the concentration of a substance to be detected is judged according to the magnitude of the current signal, and a series of biological indexes are obtained to judge the physical condition of a patient.
The electrode outer membrane adopted by the existing electrochemical biosensor is mainly chitosan, aqueous PU, nafion material and the like, and the materials as the electrode outer membrane material have poor response linearity, so that the electrode pair has insufficient electron receptivity and induction sensitivity, current signals generated by the electrode are influenced, the current signals are unstable, the detection result has errors, and the detection structure judgment is influenced.
Disclosure of Invention
In the prior art, because the conditions of the selection and preparation methods of the electrode outer membrane material and the preparation process are not specified, the generated electrode outer membrane has poor response linearity, so that the intensity of an electric signal generated by an induction electrode is not in direct proportion to the concentration of glucose in a liquid to be detected, an electrochemical biosensor cannot obtain accurate glucose concentration, and finally a diabetic patient performs wrong blood glucose control behaviors, thereby causing medical accidents. The invention provides a preparation method of an electrode outer membrane material, which changes the composition of the existing electrode material, completes the preparation of the electrode outer membrane through a simple container and limited steps, and strictly controls reaction conditions in the preparation process, thereby improving the response linearity of the existing electrode outer membrane material, increasing the electron receptivity and the induction sensitivity of an electrode pair, stabilizing current signals, ensuring higher correctness of detection results, and providing more accurate detection parameters for health monitoring and treatment.
The technical scheme of the invention is as follows:
a preparation method of an electrode outer membrane material comprises the following steps:
step S1, adding a reaction solvent into a reaction container;
s2, adding 4-vinyl benzene sodium sulfonate, glycidyl methacrylate and butyl acrylate in a certain proportion into a reaction vessel, and dissolving the three in a reaction solvent;
s3, filling inert gas into the reaction container;
s4, adding azodiisobutyronitrile into the reaction solvent;
and S5, heating the solution in the reaction container.
In the preparation method of the electrode outer membrane material, the reaction vessel is a reaction kettle, and the inert gas is filled in through an inert gas device.
In the preparation method of the electrode outer membrane material, the process of attaching the electrode outer membrane on the surface of the electrode comprises the following steps:
step T1, dissolving an outer membrane material in water, and oscillating by using ultrasonic waves to form a saturated solution;
step T2, using a drawing machine to carry out drawing on the electrode for a plurality of times at the frequency of 0.05 mm/s;
and step T3, placing the electrode in an oven for drying.
In the preparation method of the electrode outer membrane material, the reaction process is based on whether the 4-vinyl sodium benzenesulfonate is reacted or not, and the reaction of the 4-vinyl sodium benzenesulfonate is monitored by high performance liquid chromatography.
In step S1, the reaction solvent is a mixed solvent, one of the solvents is water, and the other solvent is miscible with water.
Further, the other solvent is one or more of isopropanol, ethanol and methanol.
Further, the reaction solvent is a mixed solvent formed by water and isopropanol.
In step S2, the mass ratio of the 4-vinylbenzene sulfonic acid sodium salt, the glycidyl methacrylate and the butyl acrylate is:
sodium 4-vinylbenzenesulfonate: glycidyl methacrylate: butyl acrylate =1:1
To is that
Sodium 4-vinylbenzenesulfonate: glycidyl methacrylate: butyl acrylate =1:20: 20.
Preferably, sodium 4-vinylbenzenesulfonate: glycidyl methacrylate: butyl acrylate =1:15
To
Sodium 4-vinylbenzenesulfonate: glycidyl methacrylate: butyl acrylate =1:18: 18.
In the above method for preparing an electrode outer film material, in step S3, the inert gas is argon or nitrogen.
Further, the inert gas is nitrogen.
In step S4, the quantitative relationship between azobisisobutyronitrile and sodium 4-vinylbenzenesulfonate is as follows:
the addition amount of the azodiisobutyronitrile is 5 to 20 percent of that of the 4-vinyl benzene sulfonic acid sodium salt.
In the above method for preparing the electrode outer film material, in step S5, the reaction temperature is 60-100 ℃.
In step S5, the reaction time is 8-15 hours.
The invention according to the scheme has the advantages that,
1. the outer membrane material of the electrochemical biosensor electrode formed by the invention has an epoxy group, the epoxy group and the amino group of the electronic mediator can perform an open loop reaction, the outer membrane of the electrode and the electronic mediator are crosslinked to form a stable structure of the outer membrane and the electronic mediator, and the electronic mediator is fixed on the outer membrane, so that the loss of the electronic mediator after dissociation is prevented, the transmission of electrons is facilitated, the electrochemical signal is more stable, the strength is higher, and the electrode has better response linearity.
2. The electrode outer membrane material has simple preparation process, and the device for mass production only comprises a reaction kettle and an inert gas device, thereby being beneficial to popularization and use.
Drawings
In order to more clearly illustrate the technical solutions in the embodiments of the present invention, the drawings needed for the embodiments or the prior art descriptions will be briefly described below, and it is obvious that the drawings in the following description are only some embodiments of the present invention, and it is obvious for those skilled in the art to obtain other drawings without creative efforts.
FIG. 1 is a schematic view of the chemical reaction process of the production process of the present invention.
FIG. 2 is a schematic diagram of the cross-linking reaction process of the preparation process of the present invention.
Detailed Description
In order to make the technical problems, technical solutions and advantageous effects of the present invention more clearly understood, the present invention is further described in detail below with reference to the accompanying drawings and embodiments. It should be understood that the specific embodiments described herein are merely illustrative of the invention and are not intended to limit the invention.
A preparation method of an electrode outer membrane material comprises the following steps:
step S1, adding a reaction solvent into a reaction container.
And S2, adding 4-vinylbenzene sulfonic acid sodium salt, glycidyl methacrylate and butyl acrylate in a certain proportion into the reaction vessel, and dissolving the three in a reaction solvent.
And S3, filling inert gas into the reaction vessel.
And S4, adding azobisisobutyronitrile into the reaction solvent.
And S5, heating the solution in the reaction container.
As shown in fig. 1 and fig. 2, the electrode outer membrane material prepared by the above method has an epoxy group, when the electrode outer membrane material is applied to the surface of an electrode, the epoxy group on the electrode outer membrane and an amino group on an electronic mediator generate a ring-opening reaction, so that the electrode outer membrane and the electronic mediator are crosslinked, and when a biological enzyme and a detected object in a detection solution generate an oxidation-reduction reaction, the electrode outer membrane material is beneficial to quickly realizing electron transfer, so that an electrochemical signal generated by the electrode is more stable, and the response linearity of the material is better than that of the existing material.
In one embodiment, in step S1, the reaction solvent is a mixed solvent, one of the solvents is water, and the other solvent is a water-miscible solvent, such as one or any mixture of isopropanol, ethanol, and methanol, for example, the reaction solvent is a mixed solvent of water, isopropanol, and ethanol, or the reaction solvent is a mixed solvent of water, isopropanol, ethanol, and methanol.
Preferably, the reaction solvent is a mixed solvent of water and isopropanol.
Since the reaction is a two-phase reaction, the reaction substrate needs to be maximally dissolved in the reaction solvent, so as to improve the reaction effect, and thus, besides the limitation on the components of the mixed solvent, the ratio of the mixed solvent needs to be limited, in one embodiment, the mass ratio of water to isopropanol is 1:1-1:3, and the optimal condition is 1: 2.
In step S2, the mass ratio among the sodium 4-vinylbenzenesulfonate, the glycidyl methacrylate and the butyl acrylate is:
sodium 4-vinylbenzenesulfonate: glycidyl methacrylate: butyl acrylate =1:1
To
Sodium 4-vinylbenzenesulfonate: glycidyl methacrylate: butyl acrylate =1:20: 20.
Wherein the ratio of the glycidyl methacrylate to the butyl acrylate is constant and is 1:1, 4-sodium vinylbenzenesulfonate and any one of the glycidyl methacrylate and the butyl acrylate is in a range of 1:1-1: 20.
Further, sodium 4-vinylbenzenesulfonate: glycidyl methacrylate: butyl acrylate =1:15
To
Sodium 4-vinylbenzenesulfonate: glycidyl methacrylate: butyl acrylate =1:18: 18.
Preferably, sodium 4-vinylbenzenesulfonate: glycidyl methacrylate: butyl acrylate =1:15: 15.
Preferably, sodium 4-vinylbenzenesulfonate: glycidyl methacrylate: butyl acrylate =1:16: 16.
Preferably, sodium 4-vinylbenzenesulfonate: glycidyl methacrylate: butyl acrylate =1:18: 18.
The 4-sodium vinylbenzenesulfonate has a large influence on the hydrophilicity and hydrophobicity of the electrode outer membrane, and further influences the electrode in an aqueous solution environment. The increase of the 4-vinyl sodium benzenesulfonate enhances the hydrophilicity of the electrode outer membrane, so that the electrode outer membrane falls off to influence the normal work of the sensor; the 4-vinyl sodium benzenesulfonate is reduced, the hydrophobicity of the electrode outer membrane is enhanced, so that the solubility of the generated electrode outer membrane material in aqueous solution is poor, the electrode outer membrane is difficult to be smoothly loaded on an electrode in the aqueous solution, and the loading process is changed into the process of adopting an organic solvent, so that the activity of glucose oxidase on the electrode inner membrane is influenced, and the work of a sensor is influenced. Thus, strict control is required for the relative proportion of sodium 4-vinylbenzenesulfonate.
The glycidyl methacrylate contains epoxy groups, and the epoxy groups can play a role of a cross-linking agent to connect the inner membrane, the outer membrane and the electron mediator of the electrode.
In one embodiment, in step S3, the inert gas is argon or nitrogen, and the pressure in the reaction vessel is slightly greater than one atmosphere.
Preferably, the inert gas is nitrogen or argon.
In one embodiment, in step S4, the relationship between the amounts of azobisisobutyronitrile and sodium 4-vinylbenzenesulfonate is as follows: the addition amount of the azodiisobutyronitrile is 5 to 20 percent of the addition amount of the 4-vinyl benzene sulfonic acid sodium.
Preferably, the addition amount of the azobisisobutyronitrile is 10% of the addition amount of the sodium 4-vinylbenzenesulfonate.
Azodiisobutyronitrile is used as an initiator for the reaction, the addition amount is too small, the reaction is not easy to carry out, and the addition amount is too large, so that more impurities can be generated in a reaction product, and the addition amount of azodiisobutyronitrile needs to be strictly limited.
In step S5, the reaction temperature is 60-100 degrees Celsius.
Preferably, the reaction temperature is 70 ℃.
The temperature must be strictly controlled within the temperature range, the reaction temperature is too low to reach the reaction temperature of the reactants, and if the reaction temperature is too high, the reaction process is violent, and safety accidents are easily caused.
In step S5, the reaction time is 8 to 15 hours.
Preferably, the reaction time is 12 hours.
The reaction process is based on whether the 4-sodium vinylbenzene sulfonate is completely reacted, and the reaction of the 4-sodium vinylbenzene sulfonate can be monitored by high performance liquid chromatography.
The first embodiment is as follows: in step S2, 1mol of sodium 4-vinylbenzenesulfonate, 1mol of glycidyl methacrylate and 1mol of butyl acrylate were added, and in step S4, 0.05mol of azobisisobutyronitrile was added.
Example two: in step S2, 1mol of sodium 4-vinylbenzenesulfonate, 1mol of glycidyl methacrylate, and 1mol of butyl acrylate were added, and in step S4, 0.2mol of azobisisobutyronitrile was added.
Example three: in step S2, 1mol of sodium 4-vinylbenzenesulfonate, glycidyl methacrylate: 20mol of butyl acrylate, 20mol, in step S4, azobisisobutyronitrile, 0.05mol, was added.
Example four: in step S2, 1mol of sodium 4-vinylbenzenesulfonate, glycidyl methacrylate: 20mol of butyl acrylate, 20mol, in step S4, azobisisobutyronitrile, 0.2mol, was added.
Example five: in step S2, 1mol of sodium 4-vinylbenzenesulfonate, glycidyl methacrylate: 15mol of butyl acrylate, 15mol, in step S4, azobisisobutyronitrile, 0.1mol, was added.
Example six: in step S2, 1mol of sodium 4-vinylbenzenesulfonate, glycidyl methacrylate: 16mol of butyl acrylate, 16mol, in a step S4, azobisisobutyronitrile 0.1mol was added.
Example seven: in step S2, 1mol of sodium 4-vinylbenzenesulfonate, glycidyl methacrylate: 18mol of butyl acrylate, 18mol, in a step S4, azobisisobutyronitrile 0.1mol is added.
After the preparation of the electrode outer membrane material is finished, the outer membrane material is required to be loaded on the surface of an electrode, so that an induction electrode used by the electrochemical biosensor is formed, and the process of loading the electrode outer membrane on the surface of the electrode comprises the following steps:
and step T1, dissolving the outer membrane material in water, and oscillating by using ultrasonic waves to form a saturated solution.
And step T2, using a pulling machine to pull the electrode for a plurality of times at the frequency of 0.05 mm/s.
And step T3, placing the electrode in an oven for drying.
In step T3, the oven temperature was 30 degrees celsius and the drying time was 12 hours.
The above description is intended to be illustrative of the preferred embodiment of the present invention and should not be taken as limiting the invention, but rather, the intention is to cover all modifications, equivalents, and alternatives falling within the spirit and scope of the invention.
Claims (10)
1. The preparation method of the electrode outer membrane material is characterized by comprising the following steps:
s1, adding a reaction solvent into a reaction container;
s2, adding 4-vinyl benzene sodium sulfonate, glycidyl methacrylate and butyl acrylate in a certain proportion into a reaction vessel, and dissolving the three in a reaction solvent;
s3, filling inert gas into the reaction container;
s4, adding azodiisobutyronitrile into the reaction solvent;
and S5, heating the solution in the reaction container.
2. The method of claim 1, wherein in step S1, the reaction solvent is a mixed solvent, one of the solvents is water, and the other solvent is miscible with water.
3. The method for preparing an electrode outer film material according to claim 1, wherein in step S2, the ratio of the amounts of the sodium 4-vinylbenzenesulfonate, the glycidyl methacrylate and the butyl acrylate is:
sodium 4-vinylbenzenesulfonate: glycidyl methacrylate: butyl acrylate =1:1
To
Sodium 4-vinylbenzenesulfonate: glycidyl methacrylate: butyl acrylate =1:20: 20.
4. The method for preparing an electrode outer film material according to claim 1, wherein the inert gas is argon or nitrogen in step S3.
5. The method for preparing an electrode outer film material according to claim 1, wherein the step of attaching the electrode outer film to the surface of the electrode comprises:
step T1, dissolving the outer membrane material in water, and oscillating by using ultrasonic waves to form a saturated solution;
step T2, using a drawing machine to carry out drawing on the electrode for a plurality of times at the frequency of 0.05 mm/s;
and step T3, placing the electrode in an oven for drying.
6. The method for preparing an electrode outer film material according to claim 1, wherein in step S4, the quantitative relationship between azobisisobutyronitrile and sodium 4-vinylbenzenesulfonate is:
the addition amount of the azodiisobutyronitrile is 5 to 20 percent of the addition amount of the 4-vinyl benzene sulfonic acid sodium.
7. The method for preparing an electrode outer membrane material according to claim 1, wherein the reaction process is based on whether the sodium 4-vinylbenzenesulfonate is completely reacted, and the reaction of the sodium 4-vinylbenzenesulfonate is monitored by high performance liquid chromatography.
8. The method for preparing an electrode outer film material according to claim 2, wherein in step S1, the reaction solvent is a mixed solvent of water and isopropanol, and the mass ratio of water to isopropanol is 1:1-1: 3.
9. The method for preparing an electrode outer film material according to claim 1, wherein the reaction temperature is 60 to 100 degrees celsius in step S5.
10. The method for preparing an electrode outer film material according to claim 3, wherein the mass ratio of the 4-vinylbenzene sulfonic acid sodium salt, the glycidyl methacrylate and the butyl acrylate is as follows:
sodium 4-vinylbenzenesulfonate: glycidyl methacrylate: butyl acrylate =1:15:15,
or, sodium 4-vinylbenzenesulfonate: glycidyl methacrylate: butyl acrylate =1:16:16,
or, sodium 4-vinylbenzenesulfonate: glycidyl methacrylate: butyl acrylate =1:18: 18.
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| CN103151481A (en) * | 2008-01-30 | 2013-06-12 | 日本瑞翁株式会社 | Porous film and secondary battery electrode |
| US20130330590A1 (en) * | 2011-02-25 | 2013-12-12 | Zeon Corporation | Porous membrane for secondary battery, slurry for secondary battery porous membrane and secondary battery |
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Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN103151481A (en) * | 2008-01-30 | 2013-06-12 | 日本瑞翁株式会社 | Porous film and secondary battery electrode |
| CN102334217A (en) * | 2009-02-27 | 2012-01-25 | 日本瑞翁株式会社 | Electrode for lithium-ion secondary battery |
| WO2012043729A1 (en) * | 2010-09-30 | 2012-04-05 | 日本ゼオン株式会社 | Secondary-battery porous-membrane slurry, secondary-battery porous membrane, secondary-battery electrode, secondary-battery separator, secondary battery, and method for manufacturing secondary-battery porous membrane |
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