Ionic liquid antibacterial disinfectant
By using ionic liquid antibacterial disinfectants composed of chloride-containing ionic liquids and chloride-containing quaternary amine salt ionic liquids, the problems of poor stability and strong irritation of existing disinfectants are solved, and efficient and environmentally friendly sterilization effects are achieved.
Patent Information
- Application Number
- CN202510165132.8
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2025-02-14
- Publication Date
- 2025-05-16
AI Technical Summary
Existing disinfectants have poor stability, strong irritation, easy to cause bacteria resistance, and potential risks to the human body and the environment, making it difficult to meet the diverse sterilization needs.
An ionic liquid antibacterial disinfectant is used, and its main components include chloride-containing liquids and chloride-containing quaternary amine salt ionic liquids. By adjusting the proportion and composition of the ionic liquids, a new antibacterial disinfectant that is non-volatile, non-irritating, healthy and environmentally friendly is formed.
It has achieved significant sterilization effect, with wide application scenarios, excellent sterilization effect, long antibacterial action time, and environmentally friendly, with a sterilization efficiency of up to 97%.
Smart Images

Figure SMS_1 
Figure SMS_2 
Figure SMS_3
Abstract
Description
Technical Field
[0001] The invention belongs to the technical field of medical preparations, and in particular relates to a disinfectant. Background Art
[0002] Commonly used disinfectants mainly include alcohol disinfectants, chlorine-containing disinfectants, aldehyde disinfectants, povidone-iodine disinfectants, ethylene oxide, polyguanidine disinfectants, etc. These chemical disinfectants have strong bactericidal ability, but due to poor stability and strong irritating odor, they are easy to cause drug resistance of pathogens, and it is difficult to meet the diverse sterilization needs, resulting in unsatisfactory disinfection and sterilization effects. For example, ethanol (70-80%) disinfectants have excellent bactericidal effects and evaporate quickly, but after evaporation, they lose their long-term antibacterial effect, and the volatilization process has a degreasing effect, which can easily cause dryness, chapped skin, dermatitis, and even eczema. Povidone-iodine disinfectants have good bactericidal and antiviral effects, but they are yellow-brown in color and appear yellow when applied to the skin, which is not suitable for sanitary disinfection in daily life. For example, patent CN201610648777.8 discloses a super bacteria antibacterial disinfectant, its preparation method and use. The components and their contents in the antibacterial disinfectant are: composite ion antibacterial material 1-100g / L, nano ZnO modified dihydroxy polydiphenylsiloxane 10-15g / L, film former 1-100g / L, thickener 1-100g / L, plant extract 1-10g / L, solubilizer 1-10g / L, coolant 1-10g / L and the balance is water. Its components are complex and the applicable scenarios are limited. Existing disinfectants often have the characteristics of strong irritation, high oxidation, and high corrosiveness. Improper use or storage will bring great safety risks. In addition, due to the potential risks of commonly used chemical disinfectants to the human body and the environment, disinfectants containing environmentally friendly antibacterial and antiviral ingredients are urgently needed. Summary of the invention
[0003] In view of the above technical problems, the present invention proposes an ionic liquid antibacterial disinfectant, which has the characteristics of low saturated vapor pressure, good stability, adjustable structure, significant bactericidal effect, etc. The main components of the antibacterial disinfectant include chloride-containing ionic liquid and chloride-containing quaternary ammonium salt ionic liquid, which has good bactericidal and disinfecting effects and is a new type of antibacterial disinfectant that is non-volatile, non-irritating, healthy and environmentally friendly.
[0004] In order to achieve the above object, the technical solution of the present invention is achieved as follows:
[0005] An ionic liquid antibacterial disinfectant comprises an ionic liquid and deionized water, wherein the ionic liquid accounts for 0.01%-100wt% and the deionized water accounts for 0%-99.99wt%; the cation of the ionic liquid is: imidazole, amine, piperidine or pyridine, and the anion is: theophylline salt, mandelate, chloride salt or dicyanammonium salt.
[0006] Preferably, the ionic liquid accounts for 0.01%-5wt%, and the deionized water accounts for 95%-99.99wt%.
[0007] Preferably, the cation of the ionic liquid is methylimidazole, methylamine, piperidine or methylpyridine.
[0008] The ionic liquid is any one or more of 1-(2-hydroxyethyl)-tetradecylpiperidine mandelate, trioctylmethylamine mandelate, 1-tetradecyl-3-methylimidazole mandelate, tetradecyldimethylbenzylamine mandelate, 1-(2-hydroxyethyl)-tetradecylpiperidine mandelate, trioctylmethylamine theophylline salt, 1-tetradecyl-3-methylimidazole theophylline salt, tetradecyldimethylbenzylamine theophylline salt, 1-(2-hydroxyethyl)-tetradecylpiperidine chloride and 1-tetradecyl-3-methylimidazole chloride.
[0009] The ionic liquid antibacterial disinfectant contains at least two ionic liquids, and the mass ratio of the two ionic liquids is 1:(1-10).
[0010] Preferably, the ionic liquid is any two or more of 1-(2-hydroxyethyl)-tetradecylpiperidine mandelate, trioctylmethylamine mandelate, 1-tetradecyl-3-methylimidazole mandelate, or tetradecyldimethylbenzylamine mandelate, 1-(2-hydroxyethyl)-tetradecylpiperidine mandelate, trioctylmethylamine theophylline salt, 1-tetradecyl-3-methylimidazole theophylline salt, tetradecyldimethylbenzylamine theophylline salt, 1-(2-hydroxyethyl)-tetradecylpiperidine chloride and 1-tetradecyl-3-methylimidazole chloride.
[0011] More preferably, the ionic liquid consists of 1-(2-hydroxyethyl)-tetradecylpiperidinium mandelate and 1-tetradecyl-3-methylimidazolium chloride.
[0012] More preferably, the ionic liquid consists of 1-(2-hydroxyethyl)-tetradecylpiperidinium chloride and 1-tetradecyl-3-methylimidazolium mandelate.
[0013] More preferably, the ionic liquid consists of 1-tetradecyl-3-methylimidazolium chloride and trioctylmethylamine theophylline salt.
[0014] The preparation method of the ionic liquid comprises: mixing a compound containing cations in the ionic liquid, a chloride salt and a solvent I to carry out reaction I to obtain a chloride-containing ionic liquid; dissolving the chloride-containing ionic liquid in a solvent II, adding potassium hydroxide, filtering to remove KCl precipitate, adding a compound containing anions in the ionic liquid again to carry out reaction II, and removing the solvent II to obtain the ionic liquid.
[0015] The molar ratio of the compound containing cations in the ionic liquid, the chloride salt and the compound containing anions in the ionic liquid is 1:1:1. The ionic liquid is an electrically neutral solution composed of anions and cations. The liquid itself is not charged, so the anions and cations in the system need to reach an electrostatic balance and the ratio of anions and cations is fixed.
[0016] The ratio of the compound containing cations in the ionic liquid to the solvent I is 0.1-1 mol: 20-70 ml; the ratio of the compound containing anions in the ionic liquid to the solvent II is 0.01-0.5 mol: 20-70 ml.
[0017] The compound containing the cation in the ionic liquid is an imidazole compound, an amine compound, a piperidine compound or a pyridine compound;
[0018] Preferably, the methylimidazole compound is 1-methylimidazole; the amine compound is trioctylmethylammonium chloride; the piperidine compound is 1-(2-hydroxyethyl)piperidine; the pyridine compound is 1-(2-hydroxyethyl)pyridine;
[0019] The anion-containing compound in the ionic liquid is mandelic acid or theophylline; and the chloride salt is chlorotetradecane.
[0020] The solvent I and the solvent II are solvents containing polar groups such as hydroxyl (-OH) or carbonyl (-C=O) in their molecules.
[0021] Preferably, the solvent I is acetonitrile; the solvent II is methanol.
[0022] The temperature of reaction I is 45-90° C., and the time is 6-48 hours; the temperature of reaction II is 20-40° C., and the time is 30-90 minutes.
[0023] Beneficial effects of the present invention:
[0024] The ionic liquid antibacterial disinfectant provided by the present invention has good bactericidal effect. It is a new type of antibacterial disinfectant that is non-volatile, non-irritating, healthy and environmentally friendly. It has the characteristics of wide application scenarios, excellent bactericidal effect, long antibacterial action time and environmental friendliness. Including but not limited to indoor, in-car, skin and general surface disinfection, the bactericidal efficiency is as high as more than 97%. In addition, the antibacterial disinfectant composed of two or more ionic liquids shows a more outstanding bactericidal effect compared with products containing only a single ionic liquid component. This is because there is a synergistic bactericidal effect between different ionic liquids. They can affect the physiological structure and function of bacteria from different angles, and more efficiently inhibit the growth and reproduction of bacteria, thereby significantly enhancing the overall bactericidal ability.
[0025] The bactericidal component of the present invention is an ionic liquid, does not contain toxic components, and is a new type of antibacterial disinfectant that is non-volatile, non-irritating, and environmentally friendly. DETAILED DESCRIPTION
[0026] The technical solutions in the embodiments of the present invention will be described clearly and completely below in combination with the embodiments of the present invention. Obviously, the described embodiments are only part of the embodiments of the present invention, not all of the embodiments. Based on the embodiments of the present invention, all other embodiments obtained by ordinary technicians in this field without creative work are within the scope of protection of the present invention.
[0027] 1-(2-Hydroxyethyl)-tetradecylpiperidine mandelate is prepared by the following method: 0.5 mol of 1-(2-hydroxyethyl)piperidine is weighed into a 250 ml three-necked flask, 50 ml of acetonitrile is added to dissolve, 0.5 mol of tetradecane chloride is slowly added dropwise into the three-necked flask under nitrogen protection, and the mixture is reacted at 60° C. for 12 h; the reactant is taken out, volatile components are removed by rotary evaporation, and then the mixture is washed with n-hexane and ethyl acetate for 4 times, and n-hexane and ethyl acetate are removed by rotary evaporation to obtain 1-(2-hydroxyethyl)-tetradecylpiperidine chloride, which is dried for later use. Take 0.1 mol of 1-(2-hydroxyethyl)-tetradecylpiperidinium chloride and dissolve it in 50 ml of methanol, put it in a three-necked flask, take 0.1 mol of potassium hydroxide, add methanol to dissolve it, slowly add it dropwise to the three-necked flask, react at 30°C for 60 minutes, filter to remove the KCl precipitate, then add 0.1 mol of mandelic acid, react at 30°C for 60 minutes, then remove the solvent by rotary evaporation, dissolve the obtained product in 20 ml of anhydrous acetone, filter to remove the KCl precipitate, and rotary evaporation to remove the solvent to obtain 1-(2-hydroxyethyl)-tetradecylpiperidinium mandelate.
[0028] Trioctylmethylamine mandelate, 1-tetradecyl-3-methylimidazolium mandelate, tetradecyldimethylbenzylamine mandelate, 1-(2-hydroxyethyl)-tetradecylpiperidine mandelate, trioctylmethylamine theophylline, 1-tetradecyl-3-methylimidazolium theophylline, tetradecyldimethylbenzylamine theophylline.
[0029] Trioctylmethylamine mandelate is prepared by the following method: 0.5 mol of trioctylmethylammonium chloride is weighed and dissolved in a 250 ml three-necked flask, 50 ml of methanol is added to dissolve, 0.5 mol of potassium hydroxide is slowly added dropwise to the three-necked flask, reacted at room temperature for 30 minutes, KCl precipitate is removed by filtration, 0.5 mol of mandelic acid is added, reacted at room temperature for 60 minutes, the solvent is removed by rotary evaporation, the obtained product is dissolved in 20 ml of anhydrous acetone, the KCl precipitate is filtered off, and the solvent is removed by rotary evaporation to obtain trioctylmethylamine mandelate.
[0030] 1-Tetradecyl-3-methylimidazole mandelate is prepared by the following method: 0.5 mol of 1-tetradecyl-3-methylimidazole chloride is dissolved in a 250 ml three-necked flask, 50 ml of methanol is added to dissolve, 0.5 mol of potassium hydroxide is slowly added dropwise to the three-necked flask, reacted at room temperature for 30 minutes, KCl precipitate is removed by filtration, 0.5 mol of mandelic acid is added, reacted at room temperature for 60 minutes, the solvent is removed by rotary evaporation, the obtained product is dissolved in 20 ml of anhydrous acetone, the KCl precipitate is filtered off, and the solvent is removed by rotary evaporation to obtain 1-tetradecyl-3-methylimidazole mandelate.
[0031] Tetradecyl dimethyl benzylamine mandelate is prepared by the following method: 0.5 mol of tetradecyl dimethyl benzyl ammonium chloride is dissolved in a 250 ml three-necked flask, 50 ml of methanol is added to dissolve, 0.5 mol of potassium hydroxide is slowly added dropwise to the three-necked flask, reacted at room temperature for 30 minutes, KCl precipitate is removed by filtration, 0.5 mol of mandelic acid is added, reacted at room temperature for 60 minutes, the solvent is removed by rotary evaporation, the obtained product is dissolved in 20 ml of anhydrous acetone, the KCl precipitate is filtered off, and the solvent is removed by rotary evaporation to obtain tetradecyl dimethyl benzylamine mandelate.
[0032] 1-(2-hydroxyethyl)-tetradecylpiperidinium theophylline salt is prepared by the following method: 0.5 mol of 1-(2-hydroxyethyl)-tetradecylpiperidinium chloride is dissolved in a 250 ml three-necked flask, 50 ml of methanol is added to dissolve, 0.5 mol of potassium hydroxide is slowly added dropwise to the three-necked flask, reacted at room temperature for 30 min, KCl precipitate is removed by filtration, then 0.5 mol of theophylline is added, reacted at room temperature for 60 min, the solvent is removed by rotary evaporation, the obtained product is dissolved in 20 ml of anhydrous acetone, KCl precipitate is filtered off, and the solvent is removed by rotary evaporation to obtain 1-(2-hydroxyethyl)-tetradecylpiperidinium theophylline salt.
[0033] The trioctylmethyl theophylline salt is prepared by the following method: 0.5 mol of trioctylmethylammonium chloride is dissolved in a 250 ml three-necked flask, 50 ml of methanol is added to dissolve, 0.5 mol of potassium hydroxide is slowly added dropwise to the three-necked flask, reacted at room temperature for 30 minutes, KCl precipitate is removed by filtration, 0.5 mol of theophylline is added, reacted at room temperature for 60 minutes, and then the solvent is removed by rotary evaporation, the obtained product is dissolved in 20 ml of anhydrous acetone, KCl precipitate is filtered off, and the solvent is removed by rotary evaporation to obtain the trioctylmethyl theophylline salt.
[0034] 1-tetradecyl-3-methylimidazolium theophylline salt is prepared by the following method: 0.5 mol of 1-tetradecyl-3-methylimidazolium chloride is dissolved in a 250 ml three-necked flask, 50 ml of methanol is added to dissolve, 0.5 mol of potassium hydroxide is slowly added dropwise to the three-necked flask, reacted at room temperature for 30 minutes, KCl precipitate is removed by filtration, 0.5 mol of theophylline is added, reacted at room temperature for 60 minutes, the solvent is removed by rotary evaporation, the obtained product is dissolved in 20 ml of anhydrous acetone, KCl precipitate is filtered off, and the solvent is removed by rotary evaporation to obtain 1-tetradecyl-3-methylimidazolium theophylline salt.
[0035] Tetradecyldimethylbenzylamine theophylline salt is prepared by the following method: 0.5 mol of tetradecyldimethylbenzyl ammonium chloride is dissolved in a 250 ml three-necked flask, 50 ml of methanol is added to dissolve, 0.5 mol of potassium hydroxide is slowly added dropwise to the three-necked flask, reacted at room temperature for 30 minutes, KCl precipitate is removed by filtration, 0.5 mol of theophylline is added, reacted at room temperature for 60 minutes, the solvent is removed by rotary evaporation, the obtained product is dissolved in 20 ml of anhydrous acetone, KCl precipitate is filtered off, and the solvent is removed by rotary evaporation to obtain 1-tetradecyl-3-methylimidazole mandelate.
[0036] Example 1
[0037] An ionic liquid antibacterial disinfectant, the preparation method of which comprises the following steps: weighing 0.50 g of 1-(2-hydroxyethyl)-tetradecylpiperidinium chloride and 0.50 g of 1-(2-hydroxyethyl)-tetradecylpiperidinium mandelate, dissolving them in 1 L of deionized water, and stirring them evenly at room temperature to obtain an ionic liquid antibacterial disinfectant with an active ingredient of 0.1%, which is recorded as disinfectant No. 1.
[0038] Example 2
[0039] An ionic liquid antibacterial disinfectant, the preparation method of which comprises the following steps: weighing 1.50 g of 1-(2-hydroxyethyl)-tetradecylpiperidinium chloride and 0.50 g of trioctylmethylamine mandelate, dissolving them in 1 L of deionized water, and stirring them evenly at room temperature to obtain an ionic liquid antibacterial disinfectant with an active ingredient of 0.2%, which is recorded as disinfectant No. 2.
[0040] Example 3
[0041] An ionic liquid antibacterial disinfectant, the preparation method of which comprises the following steps: weighing 2.50 g of tetradecyl dimethyl benzylamine mandelate and 2.50 g of 1-tetradecyl-3-methyl imidazole chloride, dissolving them in 1 L of deionized water, and stirring them evenly at room temperature to obtain an ionic liquid antibacterial disinfectant with an active ingredient of 0.5%, which is recorded as disinfectant No. 3.
[0042] Example 4
[0043] An ionic liquid antibacterial disinfectant, the preparation method of which comprises the following steps: weighing 5.0 g of tetradecyl dimethyl benzylamine mandelate and 5.0 g of 1-tetradecyl-3-methyl imidazole mandelate, dissolving them in 1 L of deionized water, and stirring them evenly at room temperature to obtain an ionic liquid antibacterial disinfectant with an active ingredient of 1.0%, which is recorded as disinfectant No. 4.
[0044] Example 5
[0045] An ionic liquid antibacterial disinfectant, the preparation method of which comprises the following steps: weighing 10 g of tetradecyl dimethyl benzylamine mandelate and 10 g of 1-tetradecyl-3-methyl imidazole mandelate, dissolving them in 1 L of deionized water, and stirring them evenly at room temperature to obtain an ionic liquid antibacterial disinfectant with an active ingredient of 2.0%, which is recorded as disinfectant No. 5.
[0046] Examples 6-10
[0047] Pure ionic liquid is used as the antibacterial disinfectant, and Examples 6-10 are numbered 6-10 respectively. The specific preparation method comprises the following steps: weighing 20 g of 1-(2-hydroxyethyl)-tetradecylpiperidinium chloride to prepare an ionic liquid antibacterial disinfectant with an active ingredient of 100.0%, which is recorded as Disinfectant No. 6; weighing 20 g of tetradecyldimethylbenzylamine theophylline salt to prepare an ionic liquid antibacterial disinfectant with an active ingredient of 100.0%, which is recorded as Disinfectant No. 7; weighing 20 g of 1-tetradecyl-3-methylimidazole theophylline salt to prepare an ionic liquid antibacterial disinfectant with an active ingredient of 100.0%, which is recorded as Disinfectant No. 8; weighing 20 g of trioctylmethylamine theophylline salt to prepare an ionic liquid antibacterial disinfectant with an active ingredient of 100.0%, which is recorded as Disinfectant No. 9; weighing 20 g of 1-(2-hydroxyethyl)-tetradecylpiperidinium theophylline salt to prepare an ionic liquid antibacterial disinfectant with an active ingredient of 100.0%, which is recorded as Disinfectant No. 10.
[0048] Embodiment 11
[0049] An ionic liquid antibacterial disinfectant, the preparation method of which comprises the following steps: weighing 1g of 1-(2-hydroxyethyl)-tetradecylpiperidinium chloride, dissolving it in 1L of deionized water, and stirring it evenly at room temperature to obtain an ionic liquid antibacterial disinfectant with an active ingredient of 0.1%, which is recorded as disinfectant No. 11.
[0050] Example 12
[0051] An ionic liquid antibacterial disinfectant, the preparation method of which comprises the following steps: weighing 20g of tetradecyl dimethyl benzylamine mandelate, dissolving it in 1L of deionized water, and stirring it evenly at room temperature to obtain an ionic liquid antibacterial disinfectant with an active ingredient of 2.0%, which is recorded as disinfectant No. 12.
[0052] Performance Evaluation
[0053] The following is a performance evaluation of the ionic liquid antibacterial disinfectants No. 1-12 prepared in Examples 1-12.
[0054] Test Example 1: Quantitative Killing Test of Bacterial Propaganda
[0055] The No. 1 to No. 12 disinfectants prepared in the examples were used to carry out killing tests on Staphylococcus aureus (ATCC6538), Pseudomonas aeruginosa (ATCC 15442), Escherichia coli, Candida albicans, and Staphylococcus aureus. The test was repeated 3 times for 2.0 min and the average value was taken. The logarithmic results of the killing of bacteria by the disinfectants are shown in Table 1:
[0056] Table 1 Quantitative killing test of bacterial propagules by disinfectants in Examples 1 to 10
[0057] Disinfectants Staphylococcus aureus Pseudomonas aeruginosa Escherichia coli Candida albicans No. 1 ≥5.00 ≥5.00 ≥5.00 ≥4.00 No. 2 ≥5.00 ≥5.00 ≥5.00 ≥4.00 No.3 ≥5.00 ≥5.00 ≥5.00 ≥5.00 No. 4 ≥5.00 ≥5.00 ≥5.00 ≥5.00 No. 5 ≥5.00 ≥5.00 ≥5.00 ≥5.00 6~10(average) ≥4.00 ≥4.00 ≥4.00 ≥4.00 No. 11 ≥4.00 ≥4.00 ≥4.00 ≥4.00 No. 12 ≥4.00 ≥4.00 ≥4.00 ≥4.00
[0058] As shown in Table 1, the average killing logarithm value of the disinfectants in Examples 1 to 5 against Staphylococcus aureus, Pseudomonas aeruginosa and Escherichia coli is >5.00, and the average killing logarithm value against Candida albicans is ≥4.00; the average killing logarithm value of Staphylococcus aureus, Pseudomonas aeruginosa, Escherichia coli and Candida albicans of Examples 6 to 12 is ≥4.00; the disinfectants in Examples 1 to 12 all meet the requirements of the Technical Specifications for Disinfection (2002 Edition).
[0059] Test Example 2: On-site test of surface disinfection of objects
[0060] Randomly select the surface of an object, such as a table, countertop, door, etc., and use a standard plate to mark two pieces with an area of 25cm each. 2 The blocks were divided into two groups, one for sampling before disinfection and the other for sampling after disinfection. The samples without disinfectant were recorded as positive samples, and the samples with disinfectant were recorded as test group samples. The plates were inoculated by agar pouring method, and each sample was inoculated with 2 plates. They were placed at 37℃ and cultured for 48h. The average logarithmic killing value of natural bacteria on the surface of objects is shown in Table 2:
[0061] Table 2 Results of field tests on surface disinfection
[0062]
[0063] As shown in Table 2, the average killing logarithm value of the disinfectants in Examples 1 to 12 on natural bacteria on the surface of objects is ≥1.0, which meets the requirements of the "Technical Specifications for Disinfection" (2002 edition).
[0064] Test Example 3: Field test on air disinfection effect
[0065] Place the equipment to be used in the aerosol chamber once, and use a six-stage mesh air impact sampler to sample before disinfection. Disinfectant No. 1 to No. 12 is added at 10 mL / m 3 Atomize the amount into the air, disinfect in the aerosol chamber of the test group for 60 minutes, sample the aerosol chamber according to the above method, and directly put the sampling plate into a 37℃ incubator for 48 hours, observe the results, record the number of colonies, repeat the test 3 times, and calculate the extinction rate each time. The results are shown in Table 3:
[0066] Table 3 Examples 1 to 10 Air disinfection effect test
[0067] Disinfectants <![CDATA[Control bacterial count before disinfection (cfu / m 3 )]]> <![CDATA[Number of residual bacteria after disinfection (cfu / m 3 )]]> Disinfection rate (%) No. 1 <![CDATA[3.10×10 3 ]]> 110 96.45 No. 2 <![CDATA[2.90×10 3 ]]> 94 96.76 No.3 <![CDATA[3.45×10 3 ]]> 82 97.62 No. 4 <![CDATA[4.05×10 3 ]]> 64 98.42 No. 5 <![CDATA[3.65×10 3 ]]> 43 98.82 6~10(average) <![CDATA[3.58×10 3 ]]> 154 95.70 No. 11 <![CDATA[3.52×10 3 ]]> 145 95.88 No. 12 <![CDATA[3.45×10 3 ]]> 136 96.06 average value <![CDATA[3.46×10 3 ]]> 103 97.01
[0068] As shown in Table 3, the average disinfection rate of the disinfectants in Examples 1 to 12 on natural bacteria on the surface of objects is 97.01%, which meets the requirements of the Technical Specification for Disinfection (2002 Edition). However, it should be noted that No. 6-10 is a pure ionic liquid with high viscosity, and the flow resistance of the solution is relatively large during use.
[0069] Test Example 4: Toxicology Test
[0070] The animals used in the acute oral and inhalation toxicity tests were Kunming mice, SPF grade, weighing 18g to 22g, half male and half female. The oral test was conducted according to the "one-time limit method" in 2.3.1 "Acute oral toxicity test" of the "Technical Specifications for Disinfection" (2002 edition). A 5.0g sample of the disinfectant in Example 5 was added with distilled water to a volume of 20ml and mixed as an intragastric fluid. The intragastric dose was 5000mg / kg body weight. The mice were observed for 14 days and the deaths and poisoning were recorded. The inhalation test was conducted according to the "static inhalation method" in 2.3.2 "Acute inhalation toxicity test" of the "Technical Specifications for Disinfection" (2002 edition). The disinfectant in Example 5 was dispersed into 10000mg / m 3 The mice were placed in a closed poisoning cabinet and exposed for 2 hours. The animals were taken out and observed for 14 days, and the death and poisoning were recorded. The results of acute import and inhalation toxicity tests are shown in Table 4.
[0071] Table 4 Results of acute oral toxicity test on mice of disinfectant No. 5 in Example
[0072]
[0073] As shown in Table 4, according to the Technical Specifications for Disinfection (2002 Edition), the acute oral median lethal dose (LD50) of mice 50 >5000mg / kg body weight, and acute inhalation median lethal dose LD in mice 50 >10000mg / m 3 Judging by weight, the disinfectant in Example 5 is of practically non-toxic grade.
[0074] Test Example 5: A complete skin irritation test
[0075] The test object for a complete skin irritation was New Zealand white rabbits, ordinary grade, 3 females, weighing about 2.5 kg. According to Article 2.3.3.3.1 "Complete Skin Irritation Test" in "Technical Specifications for Disinfection" (2002 Edition), 24 hours before the test, the hair on both sides of the spine on the back of the animal was removed with pet trimmers, the hair removal area was 3 cm × 3 cm, and the epidermis should not be damaged. 0.5 ml of Example No. 5 disinfectant was directly applied to the hairless skin on one side of the animal (the other side was used as a blank control), and the application area was 2.5 cm × 2.5 cm. 4 hours after application, the skin was cleaned with water or a suitable non-irritating solvent to remove the residue. The skin irritation reaction was observed and scored at 1 hour, 24 hours, and 48 hours after the removal of the test object. The results are shown in Table 5.
[0076] Table 5 Results of the one-time complete skin irritation test on rabbits by disinfectant No. 5 in Example
[0077]
[0078] As shown in Table 5, according to the skin irritation intensity grading evaluation standard of the Technical Specification for Disinfection (2002 edition), the disinfectant in Example 5 is non-irritating to household appliances in a complete skin irritation test.
[0079] In summary, the ionic liquid disinfectant of the present invention has good bactericidal effect and is a new type of antibacterial disinfectant that is non-volatile, non-irritating, healthy and environmentally friendly. It has the characteristics of broad application scenarios and excellent bactericidal effect.
[0080] The above description is only a preferred embodiment of the present invention and is not intended to limit the present invention. Any modifications, equivalent substitutions, improvements, etc. made within the spirit and principle of the present invention should be included in the protection scope of the present invention.
Claims
1. An ionic liquid antibacterial disinfectant, characterized in that: The ionic liquid antibacterial disinfectant comprises an ionic liquid and deionized water, wherein the ionic liquid accounts for 0.01%-100wt% and the deionized water accounts for 0%-99.99wt%; the cation of the ionic liquid is: imidazole, amine, piperidine or pyridine, and the anion is: theophylline salt, mandelate, chloride salt or dicyanammonium salt.
2. The ionic liquid antibacterial disinfectant according to claim 1, characterized in that: The ionic liquid is any one or more of 1-(2-hydroxyethyl)-tetradecylpiperidine mandelate, trioctylmethylamine mandelate, 1-tetradecyl-3-methylimidazole mandelate, tetradecyldimethylbenzylamine mandelate, 1-(2-hydroxyethyl)-tetradecylpiperidine mandelate, trioctylmethylamine theophylline salt, 1-tetradecyl-3-methylimidazole theophylline salt, tetradecyldimethylbenzylamine theophylline salt, 1-(2-hydroxyethyl)-tetradecylpiperidine chloride and 1-tetradecyl-3-methylimidazole chloride.
3. The ionic liquid antibacterial disinfectant according to claim 2, characterized in that: The ionic liquid antibacterial disinfectant contains at least two ionic liquids, and the mass ratio of the two ionic liquids is 1:(1-10).
4. The ionic liquid antibacterial disinfectant according to claim 3, characterized in that: The ionic liquid is any two or more of 1-(2-hydroxyethyl)-tetradecylpiperidine mandelate, trioctylmethylamine mandelate, 1-tetradecyl-3-methylimidazole mandelate, or tetradecyldimethylbenzylamine mandelate, 1-(2-hydroxyethyl)-tetradecylpiperidine mandelate, trioctylmethylamine theophylline salt, 1-tetradecyl-3-methylimidazole theophylline salt, tetradecyldimethylbenzylamine theophylline salt, 1-(2-hydroxyethyl)-tetradecylpiperidine chloride and 1-tetradecyl-3-methylimidazole chloride.
5. The ionic liquid antibacterial disinfectant according to any one of claims 1 to 4, characterized in that: The preparation method of the ionic liquid comprises: mixing a compound containing cations in the ionic liquid, a chloride salt and a solvent I to carry out reaction I to obtain a chloride-containing ionic liquid; dissolving the chloride-containing ionic liquid in a solvent II, adding potassium hydroxide, filtering out KCl precipitation, adding a compound containing anions in the ionic liquid again to carry out reaction II, and removing the solvent II to obtain the ionic liquid.
6. The ionic liquid antibacterial disinfectant according to claim 5, characterized in that: An ionic liquid antibacterial disinfectant according to claim 1, characterized in that the molar ratio of the compound containing cations in the ionic liquid, the chloride salt and the compound containing anions in the ionic liquid is 1:1:1; the molar ratio of the chloride-containing ionic liquid to potassium hydroxide is 1:
1.
7. The ionic liquid antibacterial disinfectant according to claim 6, characterized in that: The ratio of the compound containing cations in the ionic liquid to the solvent I is 0.1-1 mol: 20-70 ml; the ratio of the compound containing anions in the ionic liquid to the solvent II is 0.01-0.5 mol: 20-70 ml.
8. The ionic liquid antibacterial disinfectant according to claim 7, characterized in that: The compound containing the cation in the ionic liquid is a methylimidazole compound, a methylamine compound, a piperidine compound or a methylpyridine compound; the compound containing the anion in the ionic liquid is mandelic acid or theophylline; and the chloride salt is chlorotetradecane.
9. The ionic liquid antibacterial disinfectant according to claim 8, characterized in that: The solvent I is acetonitrile; the solvent II is methanol.
10. The ionic liquid antibacterial disinfectant according to claim 9, characterized in that: The temperature of reaction I is 45-90° C., and the time is 6-48 hours; the temperature of reaction II is 20-40° C., and the time is 30-90 minutes.
Citation Information
Patent Citations
A superbug antibacterial disinfectant, its preparation method and uses
CN106234439B