CN114736410A - Preparation method and application of turpentine modified polythiooctanoic acid antibacterial film - Google Patents
Preparation method and application of turpentine modified polythiooctanoic acid antibacterial film Download PDFInfo
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Abstract
The invention discloses a preparation method and application of a turpentine-modified polythiooctanoic acid antibacterial film. According to the preparation method of the turpentine-modified polythiooctanoic acid antibacterial film, through simple steps, the turpentine is used for modifying the polythiooctanoic acid, so that the film with lasting antibacterial property is obtained, the problem of instability of the polythiooctanoic acid is effectively solved, the turpentine-modified polythiooctanoic acid antibacterial film has good self-healing property and mechanical property, and the use cost is reduced; the turpentine monomer is taken as a modified raw material, so that the utilization efficiency of biomass resources is improved, and the environment stability is maintained; simple operation and low cost.
Description
Technical Field
The invention belongs to the technical field of biological materials, and particularly relates to a preparation method and application of a turpentine modified polythiooctanoic acid antibacterial film.
Background
Lipoic acid is a small molecule existing in human and animals, plays an important role in biological metabolism, has excellent biocompatibility and biodegradability, and is used as a medicine or a supplementary agent for treating emotional diseases, anti-aging, diet, and the like. The lipoic acid has carboxylic acid groups at the end and disulfide bonds in the molecular structure, and the structure makes the lipoic acid an important support for constructing self-assembled supramolecular polymers. Lipoic acid can excite a bond exchange process in various ways such as thermal initiation, concentration induction, ultraviolet initiation and the like, five-membered rings containing disulfide bonds are broken, and ring-opening polymerization reaction is carried out, so that a linear covalent long-chain skeleton, namely the polythiooctanoic acid, is formed. However, due to the presence of sulfur radicals at the end of the lipoic acid, a reverse depolymerization reaction easily occurs, thus regenerating crystals of lipoic acid, so that the resulting transparent yellow polymer at room temperature becomes an opaque and hard solid within minutes. Therefore, how to overcome the instability problem of the thioctic acid is one of the important points in developing the thioctic acid-based polymer material.
Disclosure of Invention
In order to overcome the defects of the prior art, the invention provides a preparation method and application of a turpentine modified polythiooctanoic acid antibacterial film.
In order to solve the technical problems, the technical scheme adopted by the invention is as follows:
a preparation method of a turpentine modified polythiooctanoic acid antibacterial film is prepared from a lipoic acid solution and turpentine monomers.
The unstable problem of the poly thioctic acid is effectively overcome through the modification of the turpentine monomer, and the film which has lasting antibacterial property and can be self-healed is obtained.
The turpentine monomer is used as a modified raw material, so that the utilization efficiency of biomass resources is improved, and the environmental stability is maintained. The turpentine monomer comprises alpha-pinene, beta-pinene, limonene, camphene, longifolene, etc.
In order to better ensure the performance of the obtained product, the preparation method of the turpentine modified polythiooctanoic acid antibacterial film comprises the following steps:
and 3, defoaming, film-paving and drying the viscous uniform solution prepared in the step 2 in sequence to prepare the turpentine modified polythiooctanoic acid antibacterial film.
In order to give consideration to both the mechanical property and the antibacterial property of the obtained film, in the step 1, the operation temperature is room temperature; the purity of the lipoic acid powder is not less than 99%; the dosage of the organic solvent required by each gram of lipoic acid powder is 0.8-1.2 ml.
In the step 1, the stirring speed is not required, and the homogeneous solution can be obtained by stirring.
In order to further improve the product performance, in step 1, the organic solvent is tetrahydrofuran, dichloromethane, absolute ethyl alcohol or the like, and preferably absolute ethyl alcohol.
In order to further improve the modification effect, in the step 2, the turpentine monomer is beta-pinene or limonene, and the purity is not less than 99%.
In order to ensure the comprehensive performance of the obtained product, in the step 2, the mass of the beta-pinene is 5 to 10 percent of the mass of the lipoic acid powder, and the mass of the limonene is 3.5 to 12.5 percent of the mass of the lipoic acid powder.
In the step 2, the operation temperature of the two stirring reactions is room temperature; the stirring speed of the two stirring reactions is 450-550 rpm.
In step 2, the stirring speed is preferably 500rpm, and too high a speed increases the amount of bubbles in the solution and increases the difficulty of bubble removal.
The step 3 is as follows: ultrasonically removing bubbles from the viscous uniform solution prepared in the step 2, paving a film in a polytetrafluoroethylene template, drying, and then uncovering the film to prepare the turpentine modified polythiooctanoic acid antibacterial film; the drying temperature is 30-40 ℃, uneven bubbles are generated on the surface of the film due to overhigh temperature, and the drying time is 2-4 days. Preferably 3 days.
The turpentine oil modified polythiooctanoic acid antibacterial film prepared by the method has excellent mechanical property, antibacterial property, self-healing property and stability, and meets the application requirements of electronic skin matrix materials and wound dressings. A series of antibacterial electronic skins can be prepared by compounding with conductive materials.
The prior art is referred to in the art for techniques not mentioned in the present invention.
According to the preparation method of the turpentine modified polysulfide octanoic acid antibacterial film, disclosed by the invention, through simple steps, the polysulfide octanoic acid is modified by using turpentine, so that the antibacterial durable film is obtained, the problem of instability of the polysulfide octanoic acid is effectively solved, and the turpentine modified polysulfide octanoic acid antibacterial film has good self-healing property and mechanical property, and the use cost is reduced; the turpentine monomer is used as a modified raw material, so that the utilization efficiency of biomass resources is improved, the environment is protected, and the turpentine monomer is non-toxic and harmless; simple operation and low cost.
Drawings
Fig. 1 is a graph of the uv absorbance change of lipoic acid solution over time.
FIG. 2 is a diagram of the matter of polythiooctanoic acid and turpentine oil modified polythiooctanoic acid.
FIG. 3 is the stress-strain curve and 50% cycle chart of turpentine modified polythiooctanoic acid.
Detailed Description
In order to better understand the present invention, the following examples are further provided to illustrate the present invention, but the present invention is not limited to the following examples.
The room temperature in each case is 15-20 ℃; in each example, the operation was carried out at room temperature, although not specifically described.
Example 1
Weighing 2.0g of lipoic acid powder, adding the lipoic acid powder into a glass bottle filled with 2mL of absolute ethyl alcohol, and stirring at room temperature to form a homogeneous solution; after a homogeneous solution is formed, further stirring for 5 minutes at the rotating speed of 500rpm (the ultraviolet absorbance change curve of the solution along with the change of time is shown in figure 1), and then adding 0.10g of beta-pinene and stirring for 5 minutes to form a viscous and uniform solution; ultrasonically defoaming the membrane liquid, inverting the membrane liquid on a polytetrafluoroethylene template which is cleaned in advance, drying the polytetrafluoroethylene template for 3 days at 40 ℃, taking out the membrane and uncovering the membrane to obtain an antibacterial thin membrane with the membrane thickness of 1mm, which is named as TA-beta-1.
Example 2
Weighing 2.0g of lipoic acid powder, adding the lipoic acid powder into a glass bottle filled with 2mL of absolute ethyl alcohol, and stirring at room temperature to form a homogeneous solution; after a homogeneous solution is formed, further stirring for 5 minutes at the rotating speed of 500rpm, and then adding 0.15g of beta-pinene and stirring for 5 minutes to form a viscous uniform solution; ultrasonically defoaming the membrane liquid, inverting the membrane liquid on a polytetrafluoroethylene template which is cleaned in advance, drying the polytetrafluoroethylene template for 3 days at 40 ℃, taking out the membrane and uncovering the membrane to obtain an antibacterial thin membrane with the membrane thickness of 1mm, which is named as TA-beta-2.
Example 3
Weighing 2.0g of lipoic acid powder, adding the lipoic acid powder into a glass bottle filled with 2mL of absolute ethyl alcohol, and stirring at room temperature to form a homogeneous solution; after a homogeneous solution is formed, further stirring for 5 minutes at the rotating speed of 500rpm, and then adding 0.20g of beta-pinene and stirring for 5 minutes to form a viscous uniform solution; ultrasonically defoaming the membrane liquid, inverting the membrane liquid on a polytetrafluoroethylene template which is cleaned in advance, drying the polytetrafluoroethylene template for 3 days at 40 ℃, taking out the membrane and uncovering the membrane to obtain an antibacterial thin membrane with the membrane thickness of 1mm, which is named as TA-beta-3.
Example 4
Weighing 2.0g of lipoic acid powder, adding the lipoic acid powder into a glass bottle filled with 2mL of absolute ethyl alcohol, and stirring at room temperature to form a homogeneous solution; after a homogeneous solution is formed, further stirring for 5 minutes at the rotating speed of 500rpm, and then adding 0.07g of limonene and stirring for 5 minutes to form a viscous uniform solution; ultrasonically defoaming the membrane liquid, inverting the membrane liquid on a polytetrafluoroethylene template which is cleaned in advance, drying the template for 3 days at 40 ℃, taking out the membrane and uncovering the membrane to obtain an antibacterial thin membrane with the membrane thickness of 1mm, which is named as TA-LIM-1.
Example 5
Weighing 2.0g of lipoic acid powder, adding the lipoic acid powder into a glass bottle filled with 2mL of absolute ethyl alcohol, and stirring at room temperature to form a homogeneous solution; after a homogeneous solution is formed, further stirring for 5 minutes at the rotating speed of 500rpm, and then adding 0.15g of limonene and stirring for 5 minutes to obtain a viscous uniform solution; ultrasonically defoaming the membrane liquid, inverting the membrane liquid on a polytetrafluoroethylene template which is cleaned in advance, drying the template for 3 days at 40 ℃, taking out the membrane and uncovering the membrane to obtain an antibacterial thin membrane with the membrane thickness of 1mm, which is named as TA-LIM-2.
Example 6
Weighing 2.0g of lipoic acid powder, adding the lipoic acid powder into a glass bottle filled with 2mL of absolute ethyl alcohol, and stirring at room temperature to form a homogeneous solution; after a homogeneous solution is formed, further stirring for 5 minutes at the rotating speed of 500rpm, and then adding 0.25g of limonene and stirring for 5 minutes to form a viscous uniform solution; ultrasonically defoaming the membrane liquid, inverting the membrane liquid on a polytetrafluoroethylene template which is cleaned in advance, drying the template at 40 ℃ for 3 days, taking out the membrane and uncovering the membrane to obtain an antibacterial thin membrane with the membrane thickness of 1mm, which is named as TA-LIM-3.
Comparative example 1
Weighing 2.0g of lipoic acid powder, adding the lipoic acid powder into a glass bottle filled with 2mL of absolute ethyl alcohol, and stirring at room temperature to form a homogeneous solution; and after a homogeneous solution is formed, stirring the solution at the rotating speed of 500rpm for 5 minutes to ultrasonically defoam the membrane solution, inverting the membrane solution on a polytetrafluoroethylene template which is cleaned in advance, drying the membrane at 40 ℃ for 3 days, taking out the membrane, and uncovering the membrane to obtain the polythiooctanoic acid thin film with the membrane thickness of 1mm, wherein the name of the thin film is poly TA. As can be seen from fig. 1: in the ultraviolet absorption spectrum, valence electron transitions produce characteristic absorption bands. Based on the molecular orbital theory, the electrons in the outer orbits of the disulfide bonds in the lipoic acid molecular structure can absorb the ultraviolet light energy at 330nm, so that the energy level transition of n → sigma occurs, and a characteristic absorption peak is generated. When the concentration of the TA solution is 0.1g/mL, because the lipoic acid molecules and molecules have close enough distance, the interaction between the lipoic acid molecules and the molecules is gradually enhanced, intramolecular disulfide bonds on the cyclopentane structure of the lipoic acid molecules are broken, intermolecular disulfide bonds are generated, and the absorbance is reduced, namely the characteristic absorption peak value at 330nm is gradually reduced along with the increase of time. Therefore, the lipoic acid molecules are proved to generate self-polymerization reaction, and in order to improve the reaction rate, the lipoic acid self-polymerization concentration is preferably 1g/mL, and the lipoic acid self-polymerization reaction is generated to form the lipoic acid solution after stirring for 5 minutes at room temperature.
As can be seen from FIG. 2, the unmodified polythiooctanoic acid material without turpentine monomer has reverse depolymerization reaction after the solvent is volatilized (3h), and a large amount of thioctic acid crystals are separated out. While the examples 1-6 added with the turpentine monomer show good optical permeability after the solvent is volatilized, and have no crystal precipitation phenomenon, the beta-pinene and the limonene can effectively prevent the intermolecular disulfide bond of the thioctic acid from being depolymerized into the intramolecular disulfide bond, the stability of the material is improved, and the material is stably stored for more than 24 months without change.
As can be seen in fig. 3: for the beta-pinene modified polythiooctanoic acid material, the mechanical property of the material is effectively improved along with the increase of the addition amount of the beta-pinene, the initial tensile strength is improved from only 27kPa to 50kPa at most, and simultaneously, the higher elongation at break is kept. For the limonene modified poly-lipoic acid material, the mechanical properties show similar regularity, and the highest tensile strength is increased to nearly 90 kPa. Thus, it is proved that the natural rigid ring structure of limonene and beta-pinene can improve the rigidity of the molecular chain structure, thereby showing that the structure is improved in tensile strength in a macroscopic view.
Meanwhile, the limonene and beta-pinene modified polythiooctanoic acid material also shows excellent performance in mechanical cycle performance. For both example 2 and example 4, which exhibited better recovery when subjected to 50% strain, the image after 5 cycles remained substantially coincident with the original image as seen from the image, there was no significant energy consumption, and the material could be substantially recovered to the origin after the end of the cycle. Generally, two different turpentine monomer modified polythiooctanoic acid materials show excellent cycle performance, which has important significance for widening the application prospect of the turpentine monomer modified polythiooctanoic acid material.
The antibacterial performance of the film is evaluated by a plate colony counting method, and common escherichia coli (MG1655) and staphylococcus aureus (ATCC6538) are used as the antibacterial agents.
TABLE 1 bacteriostasis rates of beta-pinene, limonene, series TA-beta and series TA-LIM on Escherichia coli and Staphylococcus aureus
TABLE 2 E.coli substrate Optical Density (OD)600) Trend of change with time after series of TA-beta and TA-LIM treatments
TABLE 3 Staphylococcus aureus matrix Optical Density (OD)600) Trend of change with time after series of TA-beta and TA-LIM treatments
TABLE 4 self-healing efficiency of series TA-beta and series TA-LIM under room temperature and ultraviolet illumination
As can be seen from tables 1-3, in terms of bactericidal efficiency, TA- β and TA-LIM both exhibited bactericidal effects higher than 90% against two pathogenic bacteria, with TA- β having the best bactericidal effect against Staphylococcus aureus, up to 99%. Meanwhile, the turpentine modified polysulfide caprylic acid material can obviously inhibit the bacterial activity of escherichia coli and staphylococcus aureus, and the optical density of a bacterial matrix existing in the turpentine modified polysulfide caprylic acid material is far lower than that of an untreated blank group.
As can be seen from table 4, after being scratched by the surgical blade, the turpentine-modified polythiooctanoic acid material can not only achieve self-healing at room temperature, but also achieve considerable self-healing efficiency after being irradiated by 50 w of ultraviolet light for 15 minutes due to the disulfide bonds in the material, and can heal completely in about 25 minutes.
Claims (10)
1. The preparation method of the turpentine modified polythiooctanoic acid antibacterial film is characterized by being prepared from a thioctic acid solution and turpentine monomers.
2. The method for preparing the turpentine-modified polythiooctanoic acid antibacterial film according to claim 1, characterized in that: the method comprises the following steps:
step 1, dissolving lipoic acid powder in an organic solvent to obtain a uniform solution;
step 2, stirring and reacting the uniform solution prepared in the step 1 for 3-8 minutes to enable lipoic acid to be self-polymerized to form poly-lipoic acid, then adding a turpentine monomer, continuing stirring for 3-8 minutes, and performing nucleophilic proton addition reaction to obtain a viscous uniform solution;
and 3, defoaming, spreading a film and drying the viscous uniform solution prepared in the step 2 in sequence to prepare the turpentine modified polythiooctanoic acid antibacterial film.
3. The method for preparing the turpentine-modified polythiooctanoic acid antibacterial film according to claim 2, characterized in that: in the step 1, the operation temperature is room temperature; the purity of the lipoic acid powder is not less than 99%; the dosage of the organic solvent required by each gram of lipoic acid powder is 0.8-1.2 ml.
4. The method for preparing the turpentine-modified polythiooctanoic acid antibacterial film according to claim 2, characterized in that: in step 1, the organic solvent is tetrahydrofuran, dichloromethane or absolute ethyl alcohol.
5. The method for preparing the turpentine-modified polythiooctanoic acid antibacterial film according to claim 4, characterized in that: : in step 1, the organic solvent is absolute ethyl alcohol.
6. The method for preparing the turpentine-modified polythiooctanoic acid antibacterial film according to any one of claims 2 to 5, characterized in that: in the step 2, the turpentine monomer is beta-pinene or limonene, and the purity is not less than 99%.
7. The method for preparing the turpentine-modified polythiooctanoic acid antibacterial film according to any one of claims 2 to 5, characterized in that: in the step 2, the mass of the beta-pinene accounts for 5-10% of the weight of the lipoic acid powder, and the mass of the limonene accounts for 3.5-12.5% of the weight of the lipoic acid powder.
8. The method for preparing the turpentine-modified polythiooctanoic acid antibacterial film according to any one of claims 2 to 5, characterized in that: in the step 2, the operation temperature is room temperature; the stirring speed is 450-550 rpm.
9. The method for preparing the turpentine-modified polythiooctanoic acid antibacterial film according to any one of claims 2 to 5, characterized in that: the step 3 is: ultrasonically removing bubbles from the viscous uniform solution prepared in the step 2, paving a film in a polytetrafluoroethylene template, drying, and then uncovering the film to prepare the turpentine modified polythiooctanoic acid antibacterial film; the drying temperature is 30-40 ℃, and the drying time is 2-4 days.
10. An application of a turpentine-modified polythiooctanoic acid antibacterial film, which is prepared by the preparation method of the turpentine-modified polythiooctanoic acid antibacterial film according to any one of claims 1 to 9, and is characterized in that: for use in electronic skin or wound dressings.
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2008001617A (en) * | 2006-06-21 | 2008-01-10 | Nippon Fine Chem Co Ltd | Lipoic acid-containing cosmetic and skin care preparation |
| DE102008059703A1 (en) * | 2008-12-01 | 2010-06-02 | Henkel Ag & Co. Kgaa | New cosmetic compositions with hair growth inhibiting effect |
| CN111187433A (en) * | 2020-02-04 | 2020-05-22 | 中国林业科学研究院林产化学工业研究所 | Lipoic acid modified ethyl cellulose film and preparation method thereof |
| JP2021062503A (en) * | 2019-10-10 | 2021-04-22 | 凸版印刷株式会社 | Antibacterial film and antibacterial packaging material |
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Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2008001617A (en) * | 2006-06-21 | 2008-01-10 | Nippon Fine Chem Co Ltd | Lipoic acid-containing cosmetic and skin care preparation |
| DE102008059703A1 (en) * | 2008-12-01 | 2010-06-02 | Henkel Ag & Co. Kgaa | New cosmetic compositions with hair growth inhibiting effect |
| JP2021062503A (en) * | 2019-10-10 | 2021-04-22 | 凸版印刷株式会社 | Antibacterial film and antibacterial packaging material |
| CN111187433A (en) * | 2020-02-04 | 2020-05-22 | 中国林业科学研究院林产化学工业研究所 | Lipoic acid modified ethyl cellulose film and preparation method thereof |
Non-Patent Citations (1)
| Title |
|---|
| 郑文慧: "基于聚硫辛酸的可修复功能凝胶的制备及其应用研究", 《中国博士学位论文全文数据库 (工程科技Ⅰ辑)》 * |
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