Epoxy soybean oil-based antibacterial material containing epigallocatechin gallate and preparation method thereof

Abstract

The invention relates to the technical field of material preparation, and particularly discloses an epoxidized soybean oil-based antibacterial material containing epigallocatechin gallate and a preparation method of the epoxidized soybean oil-based antibacterial material. The epoxidized soybean oil-based antibacterial material containing epigallocatechin gallate is prepared from the following raw material components in parts by weight: 80 to 120 parts of epoxidized soybean oil; 0.1 to 1 part of epigallocatechin gallate; 60 to 100 parts of rosin ester; and 5-10 parts of phosphoric acid. According to the method, epigallocatechin gallate with antibacterial and antioxidant effects is added, so that the prepared epoxidized soybean oil-based antibacterial material has antibacterial performance.

Description

Technical Field

[0001] The invention relates to the technical field of material preparation, and in particular to an epoxy soybean oil-based antibacterial material containing epigallocatechin gallate and a preparation method thereof. Background Art

[0002] The full name of pressure-sensitive adhesive is pressure-sensitive adhesive, also known as pressure-sensitive adhesive, and also commonly known as self-adhesive. At present, it is often used to make labels, tapes and protective films, and is widely used in packaging, electronics, medical and other fields. For example, Jun Li et al. published an article titled "Preparation and structural characterization of epoxidized soybean oils-based pressure-sensitive adhesive grafted with tea polyphenol palmitate" in the International Journal of Biological Macromolecule. The specific preparation method is: 12g ESO, 0.3-1.5% (by weight of ESO, the same below) antioxidant (TPP, caffeic acid, ferulic acid, gallic acid, BHT, TBHQ, BHA, PG or TP) and 60-80% rosin ester are dissolved in 12mL ethyl acetate, vortexed and mixed, and then kept at 0°C for 20 minutes. After that, 6.0% to 8.0% phosphoric acid was added to the mixture, and then reacted at 40 to 60° C. for 3 to 7 minutes (30 seconds of vortexing at room temperature and 30 seconds of thermal ultrasound alternately). After the reaction, the resulting solution was coated on a PET film with a coating thickness of 80 μm, thereby obtaining ESO-PSA.

[0003] Studies have shown that the epoxidized soybean oil-based pressure-sensitive adhesive prepared by the above method is used to enhance the antioxidant properties of the epoxidized soybean oil-based pressure-sensitive adhesive by adding the antioxidant tea polyphenol palmitate; however, the epoxidized soybean oil-based pressure-sensitive adhesive does not have antibacterial properties, and therefore cannot be used in fields that require antibacterial properties; therefore, it needs to be improved. Summary of the invention

[0004] In order to overcome at least one of the technical problems existing in the prior art, the present invention provides an epoxy soybean oil-based antibacterial material containing epigallocatechin gallate and a preparation method thereof.

[0005] The technical solution of the present invention to solve the above technical problems is as follows:

[0006] The present invention first provides an epoxy soybean oil-based antibacterial material containing epigallocatechin gallate, which comprises the following raw material components in parts by weight:

[0007] 80-120 parts of epoxidized soybean oil; 0.1-1 parts of epigallocatechin gallate; 60-100 parts of rosin ester; 5-10 parts of phosphoric acid.

[0008] Epigallocatechin gallate (EGCG) is the most effective active ingredient in tea polyphenols and has antibacterial and antioxidant effects. Therefore, in the preparation process of epoxy soybean oil-based antibacterial materials, by adding epigallocatechin gallate, the prepared epoxy soybean oil-based antibacterial materials can also have antibacterial properties.

[0009] Preferably, the epoxy soybean oil-based antibacterial material containing epigallocatechin gallate comprises the following raw material components in parts by weight:

[0010] 90-110 parts of epoxidized soybean oil; 0.1-0.5 parts of epigallocatechin gallate; 60-80 parts of rosin ester; 8-10 parts of phosphoric acid.

[0011] Preferably, the raw material components also include natural plant extracts.

[0012] More preferably, in the raw materials, the weight portion of the natural plant extract is 0.1 to 1 part.

[0013] Most preferably, the weight portion of the natural plant extract is 0.5 parts.

[0014] Preferably, the natural plant extract is prepared by the following method:

[0015] Take the dried Bidens pilosa whole herb and the dried Lobelia chinensis whole herb, extract them with ethyl acetate, concentrate and dry the extract to obtain the Bidens pilosa-Lobelia chinensis ethyl acetate extract; take the Bidens pilosa-Lobelia chinensis ethyl acetate extract to obtain the natural plant extract.

[0016] Methicillin-resistant Staphylococcus aureus (MRSA) is a superbug and one of the important pathogens of hospital-acquired and community-acquired infections. In further research, the inventors found that in the preparation process of epoxy soybean oil-based antibacterial materials, adding natural plant extracts prepared with Bidens pilosa and Lobelia as raw materials can make the prepared epoxy soybean oil-based antibacterial materials also have anti-methicillin-resistant Staphylococcus aureus (MRSA) effects.

[0017] Preferably, the weight ratio of the dried Bidens pilosa whole herb to the dried Lobelia chinensis whole herb is 1-3:1-3.

[0018] Most preferably, the weight ratio of the dried Bidens pilosa whole herb to the dried Lobelia chinensis whole herb is 1:1.

[0019] Preferably, the ratio of the total weight of the dried Bidens pilosa whole herb and the dried Lobelia chinensis whole herb to ethyl acetate is 1 kg:5-10 L.

[0020] Most preferably, the ratio of the total weight of the dried Bidens pilosa whole herb and the dried Lobelia chinensis whole herb to ethyl acetate is 1 kg:8 L.

[0021] Preferably, the extraction specifically refers to heating reflux extraction; the extraction time is 1 to 3 hours.

[0022] Preferably, the method for preparing the natural plant extract further comprises the following steps:

[0023] The Bidens pilosa-Lobelia ethyl acetate extract is loaded onto a silica gel column, and impurities are firstly eluted with a mixed solvent consisting of cyclohexane and ethyl acetate in a volume ratio of 1000:35-40 with 3-6 times the column volume; then, eluted with a mixed solvent consisting of cyclohexane and ethyl acetate in a volume ratio of 1000:170-180 with 3-6 times the column volume, and the eluate eluted with the mixed solvent consisting of cyclohexane and ethyl acetate in a volume ratio of 1000:170-180 is collected, and the natural plant extract is obtained after concentrating and drying.

[0024] Most preferably, the method for preparing the natural plant extract further comprises the following steps:

[0025] The Bidens pilosa-Lobelia ethyl acetate extract is loaded onto a silica gel column, and impurities are first eluted with 5 times the column volume of a mixed solvent consisting of cyclohexane and ethyl acetate in a volume ratio of 1000:38; then eluted with 5 times the column volume of a mixed solvent consisting of cyclohexane and ethyl acetate in a volume ratio of 1000:175, and the eluate eluted with the mixed solvent consisting of cyclohexane and ethyl acetate in a volume ratio of 1000:175 is collected, and the natural plant extract is obtained after concentrating and drying.

[0026] The inventors found in further research that in the preparation process of the epoxy soybean oil-based antibacterial material, the addition of the natural plant extract further prepared by the above-mentioned silica gel column elution conditions can further significantly improve the anti-methicillin-resistant Staphylococcus aureus (MRSA) effect of the prepared epoxy soybean oil-based antibacterial material, compared with the addition of the Bidens pilosa - Lobelia ethyl acetate extract prepared without the above-mentioned silica gel column elution conditions.

[0027] The present invention also provides a method for preparing the above-mentioned epoxy soybean oil-based antibacterial material containing epigallocatechin gallate, which comprises the following steps:

[0028] Epoxidized soybean oil (ESO), epigallocatechin gallate, natural plant extract and rosin ester are added to a solvent and mixed evenly to obtain a mixed solution; phosphoric acid is added to the mixed solution, followed by a reaction to obtain a reaction solution; after the reaction is completed, the reaction solution is coated on a film, and after the coating is dried, the epoxy soybean oil-based antibacterial material containing epigallocatechin gallate is obtained.

[0029] Preferably, the specific conditions of the reaction are: reacting at 40-60° C. for 3-10 min.

[0030] Beneficial effects: The present invention provides a novel method for preparing an epoxy soybean oil-based antibacterial material containing epigallocatechin gallate. The method can make the prepared epoxy soybean oil-based antibacterial material have antibacterial properties by adding epigallocatechin gallate having antibacterial and antioxidant effects. DETAILED DESCRIPTION

[0031] The present invention is further explained below in conjunction with specific examples, but the examples do not limit the present invention in any form.

[0032] Example 1 Preparation of Epoxidized Soybean Oil-Based Antibacterial Material Containing Epigallocatechin Gallate

[0033] The raw materials are composed by weight: 100 parts of epoxidized soybean oil; 0.5 parts of epigallocatechin gallate; 0.5 parts of natural plant extract; 80 parts of rosin ester; 9 parts of 85% phosphoric acid;

[0034] The preparation method of the natural plant extract is prepared by the following method:

[0035] Take the dried Bidens pilosa whole herb and the dried Lobelia chinensis whole herb, heat them to boiling with ethyl acetate and perform reflux extraction for 1 hour, then concentrate and dry the extract to obtain the Bidens pilosa-Lobelia chinensis ethyl acetate extract; take the Bidens pilosa-Lobelia chinensis ethyl acetate extract to obtain the natural plant extract;

[0036] The weight ratio of the dried Bidens pilosa whole herb to the dried Lobelia chinensis whole herb is 1:1; and the dosage ratio of the total weight of the dried Bidens pilosa whole herb and the dried Lobelia chinensis whole herb to ethyl acetate is 1kg:8L.

[0037] The preparation method of the epoxy soybean oil-based antibacterial material containing epigallocatechin gallate is as follows: epoxy soybean oil, epigallocatechin gallate, natural plant extract and rosin ester are added to ethyl acetate having the same weight as the epoxy soybean oil according to the above weight parts, and mixed evenly to obtain a mixed solution; phosphoric acid is added to the mixed solution, and then reacted at 50°C for 8 minutes to obtain a reaction solution; after the reaction is completed, the reaction solution is coated on a film, and after the coating is dried, the epoxy soybean oil-based antibacterial material containing epigallocatechin gallate is obtained.

[0038] Example 2 Preparation of Epoxidized Soybean Oil-Based Antibacterial Material Containing Epigallocatechin Gallate

[0039] The raw materials are composed by weight: 100 parts of epoxidized soybean oil; 0.5 parts of epigallocatechin gallate; 0.5 parts of natural plant extract; 80 parts of rosin ester; 9 parts of 85% phosphoric acid;

[0040] The preparation method of the natural plant extract is prepared by the following method:

[0041] (1) taking dried Bidens pilosa whole herb and dried Lobelia chinensis whole herb, heating them to boiling with ethyl acetate and performing reflux extraction for 1 hour, concentrating and drying the extract to obtain Bidens pilosa-Lobelia chinensis ethyl acetate extract; wherein the weight ratio of dried Bidens pilosa whole herb to dried Lobelia chinensis whole herb is 1:1; and the total weight ratio of dried Bidens pilosa whole herb and dried Lobelia chinensis whole herb to ethyl acetate is 1kg:8L;

[0042] (2) The Bidens pilosa-Lobelia ethyl acetate extract is loaded onto a silica gel column, and impurities are first eluted with 5 column volumes of a mixed solvent consisting of cyclohexane and ethyl acetate in a volume ratio of 1000:38; then, the impurities are eluted with 5 column volumes of a mixed solvent consisting of cyclohexane and ethyl acetate in a volume ratio of 1000:175, and the eluate eluted with the mixed solvent consisting of cyclohexane and ethyl acetate in a volume ratio of 1000:175 is collected, and the natural plant extract is obtained after concentration and drying.

[0043] The preparation method of the epoxy soybean oil-based antibacterial material containing epigallocatechin gallate is as follows: epoxy soybean oil, epigallocatechin gallate, natural plant extract and rosin ester are added to ethyl acetate having the same weight as the epoxy soybean oil according to the above weight parts, and mixed evenly to obtain a mixed solution; phosphoric acid is added to the mixed solution, and then reacted at 50°C for 8 minutes to obtain a reaction solution; after the reaction is completed, the reaction solution is coated on a film, and after the coating is dried, the epoxy soybean oil-based antibacterial material containing epigallocatechin gallate is obtained.

[0044] Comparative Example 1 Preparation of Epoxidized Soybean Oil-Based Antibacterial Material Containing Epigallocatechin Gallate

[0045] The raw materials are composed by weight: 100 parts of epoxidized soybean oil; 0.5 parts of epigallocatechin gallate; 0.5 parts of natural plant extract; 80 parts of rosin ester; 9 parts of 85% phosphoric acid;

[0046] The preparation method of the natural plant extract is prepared by the following method:

[0047] (1) taking dried Bidens pilosa whole herb and dried Lobelia chinensis whole herb, heating them to boiling with ethyl acetate and performing reflux extraction for 1 hour, concentrating and drying the extract to obtain Bidens pilosa-Lobelia chinensis ethyl acetate extract; wherein the weight ratio of dried Bidens pilosa whole herb to dried Lobelia chinensis whole herb is 1:1; and the total weight ratio of dried Bidens pilosa whole herb and dried Lobelia chinensis whole herb to ethyl acetate is 1kg:8L;

[0048] (2) The Bidens pilosa-Lobelia ethyl acetate extract is loaded onto a silica gel column, and impurities are first eluted with 5 column volumes of a mixed solvent consisting of cyclohexane and ethyl acetate in a volume ratio of 1000:20; then, the mixed solvent is eluted with 5 column volumes of cyclohexane and ethyl acetate in a volume ratio of 1000:100, and the eluate eluted with the mixed solvent consisting of cyclohexane and ethyl acetate in a volume ratio of 1000:100 is collected, and the natural plant extract is obtained after concentrating and drying.

[0049] The preparation method of the epoxy soybean oil-based antibacterial material containing epigallocatechin gallate is as follows: epoxy soybean oil, epigallocatechin gallate, natural plant extract and rosin ester are added to ethyl acetate having the same weight as the epoxy soybean oil according to the above weight parts, and mixed evenly to obtain a mixed solution; phosphoric acid is added to the mixed solution, and then reacted at 50°C for 8 minutes to obtain a reaction solution; after the reaction is completed, the reaction solution is coated on a film, and after the coating is dried, the epoxy soybean oil-based antibacterial material containing epigallocatechin gallate is obtained.

[0050] The difference between Comparative Example 1 and Example 2 is that the elution conditions of the silica gel column are different.

[0051] Comparative Example 2 Preparation of Epoxidized Soybean Oil-Based Antibacterial Material Containing Epigallocatechin Gallate

[0052] The raw materials are composed by weight: 100 parts of epoxidized soybean oil; 0.5 parts of epigallocatechin gallate; 0.5 parts of natural plant extract; 80 parts of rosin ester; 9 parts of 85% phosphoric acid;

[0053] The preparation method of the natural plant extract is prepared by the following method:

[0054] (1) taking dried Bidens pilosa whole herb and dried Lobelia chinensis whole herb, heating them to boiling with ethyl acetate and performing reflux extraction for 1 hour, concentrating and drying the extract to obtain Bidens pilosa-Lobelia chinensis ethyl acetate extract; wherein the weight ratio of dried Bidens pilosa whole herb to dried Lobelia chinensis whole herb is 1:1; and the total weight ratio of dried Bidens pilosa whole herb and dried Lobelia chinensis whole herb to ethyl acetate is 1kg:8L;

[0055] (2) The Bidens pilosa-Lobelia ethyl acetate extract is loaded onto a silica gel column, and impurities are first eluted with 5 column volumes of a mixed solvent consisting of cyclohexane and ethyl acetate in a volume ratio of 1000:150; then, the mixed solvent is eluted with 5 column volumes of cyclohexane and ethyl acetate in a volume ratio of 1000:250, and the eluate eluted with the mixed solvent consisting of cyclohexane and ethyl acetate in a volume ratio of 1000:250 is collected, and the natural plant extract is obtained after concentration and drying.

[0056] The preparation method of the epoxy soybean oil-based antibacterial material containing epigallocatechin gallate is as follows: epoxy soybean oil, epigallocatechin gallate, natural plant extract and rosin ester are added to ethyl acetate having the same weight as the epoxy soybean oil according to the above weight parts, and mixed evenly to obtain a mixed solution; phosphoric acid is added to the mixed solution, and then reacted at 50°C for 8 minutes to obtain a reaction solution; after the reaction is completed, the reaction solution is coated on a film, and after the coating is dried, the epoxy soybean oil-based antibacterial material containing epigallocatechin gallate is obtained.

[0057] The difference between Comparative Example 2 and Example 2 is that the elution conditions of the silica gel column are different.

[0058] The inhibition rate of the epoxy soybean oil-based antibacterial material containing epigallocatechin gallate of the present invention against methicillin-resistant Staphylococcus aureus was tested by referring to the oscillation method in GB / T 20944.3-2008; the test results are shown in Table 1.

[0059] Table 1. Experimental results

[0060]

[0061]

[0062] It can be seen from the experimental results in Table 1 that the epoxy soybean oil-based antibacterial material containing epigallocatechin gallate prepared in Example 1 has an antibacterial rate of 69.4% against methicillin-resistant Staphylococcus aureus; this indicates that in the preparation process of the epoxy soybean oil-based antibacterial material, adding the natural plant extract prepared with Bidens pilosa and Lobelia chinensis as raw materials can make the prepared epoxy soybean oil-based antibacterial material also have an anti-methicillin-resistant Staphylococcus aureus (MRSA) effect.

[0063] It can be seen from the experimental results in Table 1 that the epoxy soybean oil-based antibacterial material containing epigallocatechin gallate prepared in Example 1 has an antibacterial rate of 98.1% against methicillin-resistant Staphylococcus aureus, which is significantly higher than that in Example 1; this indicates that in the preparation process of the epoxy soybean oil-based antibacterial material, the addition of the natural plant extract further prepared by the silica gel column elution conditions of the present invention can further significantly improve the anti-methicillin-resistant Staphylococcus aureus (MRSA) effect of the prepared epoxy soybean oil-based antibacterial material, compared with the addition of the Bidens pilosa-Lobelia ethyl acetate extract prepared without the above-mentioned silica gel column elution conditions.

[0064] It can be seen from the experimental results in Table 1 that the antibacterial rate of the epoxy soybean oil-based antibacterial materials containing epigallocatechin gallate prepared in Comparative Examples 1 and 2 against methicillin-resistant Staphylococcus aureus is improved compared with that in Example 1, but the improvement is not large; the improvement is much smaller than that in Example 2; this shows that: in the preparation process of the epoxy soybean oil-based antibacterial material, only by adding the natural plant extract further prepared by the silica gel column elution conditions of the present invention, compared with the addition of the Bidens pilosa-Lobelia ethyl acetate extract prepared without the above-mentioned silica gel column elution conditions, can the anti-methicillin-resistant Staphylococcus aureus (MRSA) effect of the prepared epoxy soybean oil-based antibacterial material be further significantly improved; however, adding the natural plant extract prepared by other silica gel column elution conditions cannot further significantly improve the anti-methicillin-resistant Staphylococcus aureus (MRSA) effect of the prepared epoxy soybean oil-based antibacterial material.

Claims

1. An epoxy soybean oil-based antibacterial material containing epigallocatechin gallate, characterized in that: The raw material components include the following parts by weight: 80-120 parts of epoxidized soybean oil; 0.1-1 parts of epigallocatechin gallate; 60-100 parts of rosin ester; 5-10 parts of phosphoric acid.

2. The epoxy soybean oil-based antibacterial material containing epigallocatechin gallate according to claim 1, characterized in that: The raw material components include the following parts by weight: 90-110 parts of epoxidized soybean oil; 0.1-0.5 parts of epigallocatechin gallate; 60-80 parts of rosin ester; 8-10 parts of phosphoric acid.

3. The epoxy soybean oil-based antibacterial material containing epigallocatechin gallate according to claim 1, characterized in that: The raw material components also include natural plant extracts.

4. The epoxy soybean oil-based antibacterial material containing epigallocatechin gallate according to claim 3, characterized in that: Among the raw materials, the weight portion of natural plant extract is 0.1 to 1 part; Most preferably, the weight portion of the natural plant extract is 0.5 parts.

5. The epoxy soybean oil-based antibacterial material containing epigallocatechin gallate according to claim 4, characterized in that: The natural plant extract is prepared by the following method: Take the dried Bidens pilosa whole herb and the dried Lobelia chinensis whole herb, extract them with ethyl acetate, concentrate and dry the extract to obtain the Bidens pilosa-Lobelia chinensis ethyl acetate extract; take the Bidens pilosa-Lobelia chinensis ethyl acetate extract to obtain the natural plant extract.

6. The epoxy soybean oil-based antibacterial material containing epigallocatechin gallate according to claim 5, characterized in that: The weight ratio of the dried Bidens pilosa whole herb to the dried Lobelia chinensis whole herb is 1-3:1-3; Most preferably, the weight ratio of the dried Bidens pilosa whole herb to the dried Lobelia chinensis whole herb is 1:

1.

7. The epoxy soybean oil-based antibacterial material containing epigallocatechin gallate according to claim 5, characterized in that: The ratio of the total weight of the dried Bidens pilosa whole herb and the dried Lobelia chinensis whole herb to the amount of ethyl acetate is 1 kg: 5-10 L; Most preferably, the ratio of the total weight of the dried Bidens pilosa whole herb and the dried Lobelia chinensis whole herb to ethyl acetate is 1 kg:8 L.

8. The epoxy soybean oil-based antibacterial material containing epigallocatechin gallate according to claim 5, characterized in that: The extraction specifically refers to heating reflux extraction; the extraction time is 1 to 3 hours.

9. The method for preparing the epoxy soybean oil-based antibacterial material containing epigallocatechin gallate according to any one of claims 1 to 8, characterized in that: The following steps are included: Epoxidized soybean oil (ESO), epigallocatechin gallate, natural plant extract and rosin ester are added to a solvent and mixed evenly to obtain a mixed solution; phosphoric acid is added to the mixed solution, followed by a reaction to obtain a reaction solution; after the reaction is completed, the reaction solution is coated on a film, and after the coating is dried, the epoxy soybean oil-based antibacterial material containing epigallocatechin gallate is obtained.

10. The method for preparing the epoxy soybean oil-based antibacterial material containing epigallocatechin gallate according to claim 9, characterized in that: The specific conditions of the reaction are: reacting at 40-60° C. for 3-10 minutes.

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