A bio-based material with antibacterial effect and use

Abstract

The application provides a bio-based material with antibacterial effect, which comprises a polymer represented by formula (1) or a mixture of the polymer represented by formula (1) and polyethylene glycol as an antibacterial active ingredient. The application also provides use of the bio-based material. The bio-based material with antibacterial effect provided by the application has excellent and stable antibacterial activity, has significant antibacterial effect on various bacteria and fungi, and has excellent biodegradability, biocompatibility and other performances, is a bio-based product prepared through microbial fermentation, is high in safety, and is suitable for industrial production and large-scale use.

Description

Technical Field

[0001] This invention relates to the field of antibacterial materials, specifically to a bio-based polymer material with antibacterial properties and its use in the preparation of antibacterial materials. Background Technology

[0002] The environment in which people live contains a large number of microorganisms such as bacteria, fungi, and viruses. Under certain conditions, these microorganisms multiply, causing materials to discolor, mold, and degrade, and also threatening human health. As living standards improve, people have increasingly higher requirements for the quality and hygiene of their living environment. Therefore, the research and development of antibacterial agents and materials is of paramount importance.

[0003] Antibacterial agents are mainly classified into three categories: inorganic antibacterial agents, organic antibacterial agents, and natural antibacterial agents. Inorganic antibacterial agents primarily utilize metal ions and metal salt compounds such as silver and zinc as their antibacterial active ingredients. They possess advantages such as good heat resistance, long-lasting antibacterial activity, and no drug resistance. However, they are chemically reactive and unstable, and expensive. Organic antibacterial agents refer to antibacterial agents using organic acids, quaternary ammonium salts, benzimidazoles, and other organic compounds as their antibacterial active substances. They have broad-spectrum antibacterial activity, but their antibacterial cycle is short, their chemical stability is poor, and they are prone to inducing microbial resistance. Their poor heat resistance, in particular, limits their application range. Natural antibacterial agents are derived from plants, animals, or microorganisms. Effective antibacterial substances are obtained through extraction and purification. Natural antibacterial agents are extremely abundant, and they are safe, non-toxic, and have good antibacterial effects.

[0004] Poly(3-hydroxybutyrate) (PHB) is a polyester produced by microorganisms. It possesses excellent biodegradability, biocompatibility, and optical activity, and is widely used in textiles, food packaging, surgical sutures, tissue engineering scaffolds, and other fields. Furthermore, PHB is UV resistant, does not easily cause inflammation, and because it is produced by microbial cells, it is completely free of heavy metals and other toxic substances, making it an extremely clean polymer material. Summary of the Invention

[0005] To expand the range of antibacterial materials, one of the objectives of this invention is to provide a bio-based material with antibacterial properties.

[0006] Another object of the present invention is to provide uses for the said bio-based material.

[0007] The bio-based material with antibacterial properties provided by this invention includes the polymer shown in formula (1) as the antibacterial active ingredient.

[0008]

[0009] Where R represents an alkyl group from C1 to C5, m represents an integer from 0 to 3, and n represents an integer from 1 to 20.

[0010] The inventors have discovered that polymers represented by formula (1), such as low-polymerization-degree poly(3-hydroxybutyrate), possess excellent antibacterial activity, thereby providing a novel bio-based antibacterial material.

[0011] The bio-based material with antibacterial properties provided by the present invention may further include polyethylene glycol, and the mixture formed by polyethylene glycol and the polymer shown in formula (1) is used as the antibacterial active ingredient.

[0012] The inventors have also discovered that the polymer represented by formula (1), such as low-polymerization degree poly(3-hydroxybutyrate), when mixed with polyethylene glycol to form a mixture, has a synergistic effect and the resulting mixture also has excellent antibacterial activity, thereby providing another novel bio-based antibacterial material.

[0013] In the bio-based material with antibacterial properties provided by the present invention, the polyethylene glycol can be any polyethylene glycol product in fluid form, preferably polyethylene glycol with a number average molecular weight of 200 to 2000.

[0014] In the bio-based material with antibacterial properties provided by the present invention, the mass ratio of the polymer shown in formula (1) to polyethylene glycol can be 1:10 to 10:1.

[0015] In the bio-based material with antibacterial effect provided by the present invention, the polymer and polyethylene glycol shown in formula (1) in the mixture have a certain viscosity. The mixing process of the two can be appropriately increased by increasing the mixing time and increasing the mixing temperature. The preferred preparation process is to mix and stir the polymer shown in formula (1) and polyethylene glycol at 80 to 300°C for 10 min to 6 h to obtain the product.

[0016] In the bio-based material with antibacterial properties provided by the present invention, the substituent R in formula (1) is preferably methyl, ethyl, propyl, or isopropyl. In the bio-based material with antibacterial properties provided by the present invention, m in formula (1) is preferably represented as 0 or 1.

[0017] In the bio-based material with antibacterial properties provided by the present invention, the polymer represented by formula (1) is preferably a low-polymerization-degree poly(3-hydroxybutyrate), which can be derived from chemical synthesis or from the decomposition of PHB polymers; more preferably, it can be derived from the decomposition of PHB polymers obtained by microbial fermentation, with hydroxyl and carboxyl groups as end groups. The degree of polymerization of the low-polymerization-degree poly(3-hydroxybutyrate) can be 1 to 20, preferably 4 to 13.

[0018] In the bio-based material with antibacterial effect provided by the present invention, in addition to using the polymer shown in formula (1) or a mixture of the polymer shown in formula (1) and polyethylene glycol as the active ingredient, it may also contain any additives, additives, auxiliary substances, etc. other than the active ingredients used in existing antibacterial materials. As long as the active ingredient can be made into an antibacterial material of any form or type and the antibacterial activity of the active ingredient is not affected, the present invention does not impose any restrictions.

[0019] This invention also provides the use of the bio-based material with antibacterial properties described in any of the above technical solutions in the preparation of antibacterial materials.

[0020] The present invention also provides the use of the polymer represented by formula (1), or a mixture of the polymer represented by formula (1) and polyethylene glycol, in the preparation of antimicrobial materials.

[0021]

[0022] Where R represents an alkyl group from C1 to C5, m represents an integer from 0 to 3, and n represents an integer from 1 to 20.

[0023] In the applications provided by this invention, the polyethylene glycol can be any polyethylene glycol product in fluid form, preferably polyethylene glycol with a number average molecular weight of 200 to 2000.

[0024] In the applications provided by this invention, the mass ratio of the polymer shown in formula (1) to polyethylene glycol can be 1:10 to 10:1.

[0025] In the uses provided by this invention, the substituent R in formula (1) is preferably methyl, ethyl, propyl, or isopropyl. In the uses provided by this invention, m in formula (1) can be represented as 0 or 1.

[0026] In the applications provided by this invention, the polymer represented by formula (1) is preferably a low-polymerization-degree poly(3-hydroxybutyrate), which can be derived from chemical synthesis or from the decomposition of PHB polymers; more preferably, it can be derived from the decomposition of PHB polymers obtained by microbial fermentation, with hydroxyl and carboxyl groups as end groups. The degree of polymerization of the low-polymerization-degree poly(3-hydroxybutyrate) can be 1 to 20, preferably 4 to 13.

[0027] In the above applications, antibacterial materials can be of any form or type, as long as the active ingredients can be applied to the antibacterial materials without affecting the antibacterial activity of the active ingredients.

[0028] The antibacterial materials involved in this invention include, but are not limited to, antibacterial agents, antibacterial fabrics, hygiene products, and medical materials, and are particularly suitable for the textile, medical and health fields. For example, they can be combined with or modified existing polymer textiles; for instance, in antibacterial agents, they can be used as pharmaceuticals, disinfectants, and other formulations; and for medical materials, they can be used in wound dressings, surgical sutures, implant materials, drug carriers, and other biomedical materials. The antibacterial materials involved in this invention can be used alone or in combination with other antibacterial agents or materials, and can also be used to modify or alter other antibacterial materials.

[0029] The bio-based material with antibacterial properties provided by this invention has the following advantages:

[0030] (1) It has excellent and stable antibacterial activity, and has significant antibacterial effects against a variety of bacteria and fungi.

[0031] (2) In addition to having antibacterial activity, the bio-based material of the present invention also has excellent biodegradability, biocompatibility and other properties, and can be derived from bio-based products made by microbial fermentation, which is low in cost, high in safety and environmentally friendly.

[0032] (3) It can be made into various forms or types of antibacterial materials, or used in combination with other antibacterial materials, or used to modify other materials to obtain antibacterial agents and antibacterial materials with better performance, which greatly enriches the types and fields of antibacterial materials.

[0033] (4) This invention does not require a complicated preparation process and is suitable for industrial production and large-scale use. Attached Figure Description

[0034] Figure 1 This is the mass spectrum of the low-polymerization-degree poly(3-hydroxybutyrate) from Example 1. Detailed Implementation

[0035] To make the objectives, technical solutions, and advantages of the present invention clearer, the technical solutions of exemplary embodiments of the present invention will be further described below.

[0036] Unless otherwise specified, the chemical reagents used in the following examples are commercially available products, and the operations or instruments used in the following examples are common in the art unless otherwise specified.

[0037] Example 1

[0038] The preparation process of low-polymerization-degree poly(3-hydroxybutyrate) is as follows: 10g of PHB masterbatch prepared by microbial method was added to 200mL of chloroform and refluxed for 24h. Then, the mixture was added to 1L of methanol and filtered. The solvent in the filtrate was removed by rotary evaporation to obtain low-polymerization-degree poly(3-hydroxybutyrate). An appropriate amount of low-polymerization-degree poly(3-hydroxybutyrate) was dissolved in a 1:1 DCM / methanol solution, filtered through a 0.45μm microporous membrane, and the mass spectrum of the low-polymerization-degree poly(3-hydroxybutyrate) was obtained by mass spectrometry, as shown below. Figure 1 As shown.

[0039] Depend on Figure 1 The mass spectrum shows that the repeating unit of this low-polymerization degree poly-3-hydroxybutyrate has the following structure, with hydroxyl and carboxyl groups as the end groups:

[0040]

[0041] The repeating unit has a molecular weight of 86 and n is 4-13.

[0042] Example 2

[0043] The low degree of polymerization poly-3-hydroxybutyrate from Example 1 and PEG with a number average molecular weight of 600 were mixed evenly at a mass ratio of 1:1, heated and stirred at 150°C for 4 hours, and then cooled to room temperature for later use.

[0044] Example 3

[0045] The low degree of polymerization poly-3-hydroxybutyrate from Example 1 and PEG with a number average molecular weight of 600 were mixed evenly at a mass ratio of 1:10, heated and stirred at 150°C for 4 hours, and then cooled to room temperature for later use.

[0046] Experimental Example

[0047] The low-polymerization degree poly(3-hydroxybutyrate) of Example 1 and the low-polymerization degree poly(3-hydroxybutyrate) mixture of Examples 2 and 3 with PEG were diluted to 20 mg / mL using phosphate buffer. Their antibacterial activity was then tested using the shaking method (referring to national standard GB 15979-2002). A PBS group served as a blank control. The obtained antibacterial performance results are shown in Table 1.

[0048] Table 1

[0049]

[0050] As shown in Table 1, low-polymerization-degree poly(3-hydroxybutyrate) has excellent antibacterial activity against Staphylococcus aureus and also has significant antibacterial activity against Klebsiella pneumoniae. The mixture of low-polymerization-degree poly(3-hydroxybutyrate) and polyethylene glycol has excellent antibacterial activity against both Staphylococcus aureus and Klebsiella pneumoniae. In addition, the mixture also has a very significant antibacterial rate against Candida albicans, demonstrating a broad-spectrum antibacterial effect.

[0051] The antibacterial activity of the materials obtained in Examples 1-3 was tested again after being left for several months according to the above process. The results were almost the same as those of the previous tests, indicating that the materials are stable and have stable and long-lasting antibacterial activity.

[0052] It is evident from this that the bio-based polymer material of the present invention has extremely high application potential in the fields of antibacterial agents and antibacterial materials, especially as a medical antibacterial material.

[0053] Although preferred embodiments of the invention have been disclosed for the purpose of illustrating the invention, those skilled in the art should understand that various modifications, additions, and substitutions can be made to the invention without departing from the concept and scope of the invention as defined in the claims.

Claims

1. A bio-based material with antibacterial properties, characterized in that, include: The polymer shown in formula (1) serves as the antibacterial active ingredient. Formula 1 Where R represents methyl, m represents 1, n represents an integer from 4 to 13, and the terminal groups are hydroxyl and carboxyl groups, respectively; and Polyethylene glycol, having a number-average molecular weight of 600, is used as an antibacterial active ingredient in a mixture formed with the polymer shown in formula (1). In the mixture, the polymer represented by formula (1) is in a mass ratio of 1:1 to polyethylene glycol.

2. The bio-based material with antibacterial properties according to claim 1, characterized in that, The preparation process of the mixture is as follows: the polymer shown in formula (1) is mixed and stirred with polyethylene glycol at 80 to 300°C for 10 min to 6 h.

3. Use of the bio-based material with antibacterial properties as described in any one of claims 1-2 in the preparation of antibacterial materials.

4. Use of the mixture formed by the polymer shown in formula (1) and polyethylene glycol in the preparation of antibacterial materials, Formula 1 in, R represents methyl, m represents 1, n represents an integer from 4 to 13, the terminal groups are hydroxyl and carboxyl groups respectively, and the number average molecular weight of the polyethylene glycol is 600. The mass ratio of the polymer shown in formula (1) to polyethylene glycol is 1:

1.

5. The use according to claim 4, characterized in that, The antibacterial material is one or more of the following: antibacterial agents, antibacterial fabrics, hygiene products, and medical materials.

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