Water-soluble honeysuckle flower oil antibacterial agent

Abstract

The invention relates to a preparation method and application of a water-soluble honeysuckle flower oil antibacterial agent. The preparation method comprises the step of catalyzing a ring-opening polymerization reaction of hydroxyl in the honeysuckle flower oil and ethylene oxide by adopting boron trifluoride diethyl etherate. The antibacterial agent is suitable for the field of products such as daily chemical products, cosmetics and hygienic products with high water content, and the effective additive amount of the antibacterial agent is 1.0-5.0% of the total mass of the product.

Description

Technical Field

[0001] The invention relates to a preparation method and application of a water-soluble honeysuckle oil antibacterial agent. Background Art

[0002] Honeysuckle is the dried flower buds of the Lonicera japonica plant, a member of the Caprifoliaceae family. Honeysuckle oil is a pale yellow natural essential oil extracted from this plant with a characteristic odor. Honeysuckle oil has a wide range of medicinal uses, particularly its excellent antibacterial and anti-inflammatory properties, making it useful in treating a variety of skin infections.

[0003] Honeysuckle oil is insoluble in water, making its excellent antibacterial properties unsuitable for use in water-based products (such as wipes, facial masks, oil-in-water creams, and shower gels) because fungi primarily reside in the aqueous phase. Conventional surfactant solubilization technology can dissolve honeysuckle oil in water, but this solubilization process involves encapsulating the oil in the form of micelles, preventing the oil from actually entering the aqueous phase. This severely limits its widespread application. Summary of the Invention

[0004] In order to solve the problems existing in the prior art, the present invention provides a method for preparing an ethylene oxide chemically modified honeysuckle oil antibacterial agent and the prepared water-soluble honeysuckle oil antibacterial agent.

[0005] According to publicly available data, honeysuckle oil contains dozens of chemical components, of which alcohols account for >25% (w / w). The following compounds are the main alcohol components of commercially available honeysuckle oil: linalool, terpineol, geraniol, nerol, etc.

[0006] All of these alcohols contain one or more hydroxyl groups, making them highly chemically modifiable. In the presence of a catalyst, the hydroxyl groups in these compounds react with ethylene oxide to form ethylene glycol chains, which readily form hydrogen bonds in water, resulting in excellent water solubility.

[0007] The present invention uses honeysuckle oil and ethylene oxide as main raw materials. The hydroxyl groups in the honeysuckle oil molecules undergo a ring-opening polymerization reaction with ethylene oxide in the presence of a catalyst, boron trifluoride etherate, to synthesize an ethylene oxide-modified water-soluble honeysuckle oil antibacterial agent. The agent is a mixture of honeysuckle oil polyoxyethylene ethers, but all are produced by the same type of reaction.

[0008] The preparation method of the water-soluble honeysuckle oil antibacterial agent of the present invention is as follows: At room temperature, add honeysuckle oil and the catalyst boron trifluoride etherate in a 40:1 mass ratio to a reactor. Seal the reactor and heat to 45°C while stirring at 150 r / min. Then, evacuate and ventilate with nitrogen. Repeat five times to maintain an inert atmosphere. Add ethylene oxide in an amount equal to 3.5 times the mass of honeysuckle oil. After the addition of ethylene oxide, maintain the original temperature and stirring rate until the reactor pressure drops to near zero and remains essentially unchanged. Cool the reactor with condensed water until the temperature drops below 25°C before discharging the product.

[0009] The final product is the water-soluble honeysuckle oil antibacterial agent of the present invention, which is a light yellow transparent viscous liquid with a viscosity of 32 Pa·s (25° C.) and a pH value of 6.6. Its maximum solubility in water is 10 g / 100 ml.

[0010] The antibacterial test of the antibacterial agent of the present invention is as follows: A water-soluble honeysuckle oil antimicrobial agent was prepared using sterile distilled water at a concentration gradient of 1.0%, 2.0%, 3.0%, 4.0%, and 5.0%. Its 20-minute antibacterial properties against Staphylococcus aureus (a representative species of pyogenic cocci), Escherichia coli (a representative species of enteric infection), and Candida albicans (a representative species of fungi) were tested. The results are shown in the table.

[0011] Comparative test results of antibacterial properties of water-soluble honeysuckle oil solutions with different concentrations

[0012] As can be seen from the above table: when the mass percentage of the antibacterial agent is 3%, the inhibition rate against the three representative bacterial species is > 90%, showing a strong antibacterial effect; when the mass percentage of the antibacterial agent is 5%, the inhibition rate against the three representative bacterial species can reach 100%; under the same dosage conditions, the antibacterial effect of the antibacterial agent on the three bacterial species varies, among which the effect on Staphylococcus aureus is the best, followed by Escherichia coli, and the antibacterial effect on Candida albicans is relatively weak.

[0013] Experiments have shown that the antibacterial properties of the water-soluble honeysuckle oil antibacterial agent of the present invention have the following characteristics: 1. Strong antibacterial effect: under the condition of effective added dosage, the inhibition rate is ≥90% in 20 minutes.

[0014] 2. Broad antibacterial spectrum: It has obvious inhibitory effects on cocci, bacilli and fungi.

[0015] 3. Long validity period: The antibacterial validity period is more than 2 years.

[0016] 4. Good safety: Under the condition of effective added dosage, it is non-irritating to the skin and vaginal mucosa and will not cause skin allergic reactions.

[0017] The antibacterial mechanism of the water-soluble honeysuckle oil antibacterial agent of the present invention is mainly to inhibit the reaction of certain enzymes or inhibit the synthesis of enzymes in biological cells.

[0018] The water-soluble honeysuckle oil antibacterial agent of the present invention has the advantages of having good water solubility through simple chemical modification while maintaining the good antibacterial properties of the honeysuckle oil itself, thereby overcoming the disadvantage that the honeysuckle oil cannot be used for aqueous antibacterial applications.

[0019] The preparation method of the water-soluble honeysuckle oil antibacterial agent of the present invention has a simple synthesis route, low reaction temperature, short reaction time, low energy consumption during industrial production, and the prepared antibacterial agent has light color and stable performance.

[0020] The water-soluble honeysuckle oil antibacterial agent of the present invention has broad application prospects and is particularly suitable for use in products such as shampoo, shower gel, hand soap, laundry detergent, lotion, wet wipes, and other daily chemical products, cosmetics, and sanitary products that contain a large amount of water. The amount of the antibacterial agent added is 1.0-5.0% of the total mass of the product, that is, the mass percentage concentration is 1.0-5.0%. DETAILED DESCRIPTION

[0021] The present invention is further described through examples, the purpose of which is only to provide a better understanding of the content of the present invention. Therefore, the examples given do not limit the scope of protection of the present invention.

[0022] Example: Preparation of water-soluble honeysuckle oil antibacterial agent 1. Check the vacuum degree of the reactor to ensure that there is no leakage in the pipeline and the nitrogen is flowing smoothly.

[0023] 2. At room temperature, add 400 g of commercially available honeysuckle oil and 10 g of catalyst boron trifluoride etherate into the reactor, seal it, heat it to 45°C, and stir it (150 r / min).

[0024] 3. Evacuate the reactor and pass nitrogen gas, repeat 5 times to keep the reactor in an inert gas environment.

[0025] 4. Add 1400 g of ethylene oxide and continue the reaction at the original temperature and stirring speed. The reaction is completed when the pressure in the reactor drops to a value close to zero and remains substantially unchanged.

[0026] 5. Connect the condensation water for cooling and discharge the material when the temperature drops below 25℃.

Claims

1. Preparation method of water-soluble honeysuckle oil antibacterial agent: at room temperature, add honeysuckle oil and catalyst boron trifluoride etherate in a mass ratio of 40:1 into a reactor, and seal it; heat to 45°C; stir at a stirring speed of 150r / min; evacuate and pass nitrogen, repeat 5 times to place the reactor in an inert gas environment; add ethylene oxide, the amount of ethylene oxide added is 3.5 times the mass of honeysuckle oil in the reaction, and maintain the original temperature and stirring speed; the reaction is terminated when the pressure in the reactor drops to a gauge pressure close to zero and remains basically unchanged; connect condensed water for cooling, and discharge the material when the temperature drops below 25°C.

2. The preparation method of the water-soluble honeysuckle oil antibacterial agent according to claim 1, wherein The prepared water-soluble honeysuckle oil antibacterial agent is suitable for products such as daily chemical products, cosmetics, and sanitary products that contain a lot of water.

3. According to claims 1 and 2, the amount of the antibacterial agent added is 1.0 to 5.0% of the total mass of the product, that is, the mass percentage concentration is 1.0 to 5.0%.

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