CN104798809A - Organosilicon quaternary ammonium long-acting antibacterial product and preparation method thereof - Google Patents
Organosilicon quaternary ammonium long-acting antibacterial product and preparation method thereof Download PDFInfo
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Abstract
The invention discloses an organosilicon quaternary ammonium long-acting antibacterial product and a preparation method of the organosilicon quaternary ammonium long-acting antibacterial product. The product comprises a first organosilicon quaternary ammonium antibacterial component, a second organosilicon quaternary ammonium antibacterial component and a third synergistic component, wherein the first organosilicon quaternary ammonium antibacterial component is dimethyl alkyl [3-(trimethoxysilyl) propyl] ammonium halide containing C10-C16 alkyl, and the halogen is preferably Cl (chlorine) and Br (bromine); the second organosilicon quaternary ammonium antibacterial component is dimethyl alkyl [3-(trimethoxysilyl) propyl] ammonium halide containing C18-C30 carbon chains, and the halogen is preferably F (fluorine), Cl (chlorine) and I (iodine); the third synergistic component is selected from a group comprising tea polyphenol, aloe and chitosan or a group comprising composition of polyphenol, aloe and chitosan. The antibacterial agent has broad-spectrum antibacterial performance, lasts long, is poisonless, has no irritation to the skin, is especially applicable to sensitive parts of the skin and is a good choice in daily life, wound treatment and operation assistance.
Description
Technical field
The present invention relates to antibacterial agent field, the present invention relates to a kind of long acting antibiotic product containing organosilicon quaternary ammonium salt and preparation method thereof specifically.
Background technology
Bacterium is one of chief threat of human health always, and people make great efforts to wish can kill bad bacterium, the bacterial growth promoted always for centuries.The antibacterial agent used in the market mainly comprises inorganic antiseptic, organic antibacterial agent and natural antibacterial agent three major types.Inorganic antiseptic mainly comprises metal ion type and photocatalyst-type, metal ion type has silver series, zinc is serial and copper is serial, by the method such as physical adsorption, ion exchange, antibacterial agent is made on the surface that the metal (or metal ion) such as silver, copper, zinc with antibacterial effect is fixed on the porous material such as fluorite, silica gel; Photocatalyst-type is anatase type nano TiO2 mainly, and its sterilizing ability stems from its photocatalytic activity.The relatively morning that organic antibacterial agent is researched and developed in American-European countries, variety protection is many, is tradition antibacterial agent, and that commonly uses at present has quaternary ammonium salt, organosilicone quaternary ammonium salt, guanidine class, halide class, phenolic ether class etc.Natural antibacterial agent comprises the animal extracts such as chitin, shitosan and insect antibiotic property protein, the plant extractss such as argy wormwood, aloe, heartleaf houttuynia.
In use all there is defect to some extent in these all antibacterial agents: inorganic antiseptic cost is higher, antibacterial slow effect; Organic antibacterial agent is often irritant to skin, and safety is lower, and antibacterial poor durability; Natural antibacterial agent broad spectrum activity is poor, unstable to light, heat and chemicals.
Organosilicon quaternary ammonium salt is durable washable fabric bacterium finishing agent (3-(tri-alkoxy the is silica-based)-propyl group octadecyldimethyl ammonium chloride invented at first by Dow corning company nineteen seventies).Because its molecule has quaternary ammonium salt cationic gene, to various bacterium as gram-positive bacteria and Gram-negative bacteria and fungi etc. have the restraining and sterilizing bacteria effect of wide spectrum, again because containing three methoxyl groups (or ethyoxyl) in its molecule, in water, facile hydrolysis is three silicone hydroxyl, and easy polycondensation is water-fast netted polysiloxanes.So can not take water as solvent storage, can only be stored in alcohols solvent or other nonaqueous solvents.
The company individual that this area research is engaged in the whole world for many years is also being devoted to head it off.As US Patent No. 6613755, proposing with ultra-pure water is medium, require that the purity resistivity of water reaches more than 18 mega-ohm centimeter, stable organosilane quaternary ammonium saline solution can be obtained, various stable disinfection hand cleanser can be made, mildy wash etc., but the preparation of ultra-pure water is very high to equipment requirement, also difficulty reaches resistivity is 18 mega-ohm centimeter for the electronics industry pure water of domestic production, and ultra-pure water to packing container, surrounding environment is all required very high, be difficult to practical.US6087319 adopts in water, adds a large amount of propylene glycol, alkyl quaternary ammonium salts and the third property surfactant, can obtain the stable aqueous solution, but cost increases relatively, and there is no guarantee to antibacterial effect and washability.And for example US662172 adopts propene carbonate and butyl glycol ether to be solvent, is then added to the water and can obtains stable, aqueous solution, but how long can store on earth, do not indicate, and propene carbonate, the consumption of butyl glycol ether is large, and cost is high.
Another defect of organosilicon quaternary ammonium salt is that fungistatic effect is poor, as silica-based in 3-(tri-alkoxy) Mlc of propyl group octadecyldimethyl ammonium chloride is higher, because the shielding action minimum inhibitory concentration of siloxanes is in more than 200PPM i.e. large usage quantity, the minimum inhibitory concentration of general non-silicon class antibacterial agent is several to tens PPM.Which results in the amount that will reach sterilizing and the use of antibacterial effect needs larger.
The use of a large amount of antipathogenic composition, can make cost significantly increase on the one hand, can make itself to have a greatly reduced quality to the advantage of no skin irritation on the other hand, even has and produces irritated risk.High another problem of minimum inhibitory concentration will repeatedly repeated drug taking, and for the fast pace life of modern society and the surface of a wound of privileged site, repeatedly medication is always inconvenient.
Summary of the invention
For overcoming above-mentioned technical disadvantages, the invention provides a kind of take organosilicon quaternary ammonium salt as the antimicrobial product of main antimicrobial component.Described product good antimicrobial effect, long-acting, stable and can be used in water be primary solvent product in.Technical scheme of the present invention is achieved through the following technical solutions:
A kind of containing 1%-3% organosilicon quaternary ammonium salt long acting antibiotic product, it is characterized in that comprising first kills organosilicon quaternary ammonium salt bacterium antipathogenic composition, the second organosilicon quaternary ammonium salt bactericidal composition and the 3rd synergistic component.
Bacteriostasis rate after organosilicone quaternary ammonium salt pair staphylococcus aureus, Escherichia coli and candida albicans 24 h reaches 98.12 %, 96.86 %, 95.14 % respectively, demonstrate broad-spectrum antimicrobial effect and higher antibiotic rate and safety non-toxic, without causing enzyme reaction.As the comparatively ideal antibacterial agent of combination property, organosilicon quaternary ammonium salt is a class Novel Cationic Surfactants, and scope of restraining fungi is wide, can effectively suppress gram-positive bacteria, Gram-negative bacteria, saccharomycete and fungi.Its sterilization mechanism is: using organosilicon as medium, the ammonium cation group of the energy that has microbe killing properties is adsorbed in forcefully the surface of bacterium, change the permeability of bacteria cell wall, endobacillary enzyme, coenzyme and metabolic intermediate are overflowed, cause microorganism to cease breathing function and lethal, thus reach sterilization, antibacterial effect.
Wherein said first organosilicon quaternary ammonium salt antipathogenic composition and the second organosilicon quaternary ammonium salt antipathogenic composition are alkoxyorganosilicon quaternary ammonium salt, preferably all first organosilicon quaternary ammonium salt antipathogenic compositions are dimethyl alkyl [3-(trimethoxy the is silica-based) propyl group] ammonium halide containing C10-C16 alkyl, and the second organosilicon quaternary ammonium salt antipathogenic composition is dimethyl alkyl [3-(trimethoxy the is silica-based) propyl group] ammonium halide containing C18-C30 carbochain.Halogen in wherein said first organosilicon quaternary ammonium salt antipathogenic composition is preferably chlorine (Cl) and bromine (Br), the antibacterial organosilicone quaternary ammonium salt component of preferred first organosilicon quaternary ammonium salt is dimethyl dodecyl base [3-(trimethoxy is silica-based) propyl group] ammonium chloride and dimethyl dodecyl base [3-(trimethoxy is silica-based) propyl group] ammonium bromide, dimethyl hexadecyl base [3-(trimethoxy is silica-based) propyl group] ammonium chloride and dimethyl hexadecyl base [3-(trimethoxy is silica-based) propyl group] ammonium bromide, most preferably be dimethyl dodecyl base [3-(trimethoxy is silica-based) propyl group] ammonium bromide.Halogen in second organosilicon quaternary ammonium salt antipathogenic composition is preferably fluorine (F), chlorine (Cl) and iodine (I), preferred second organosilicon quaternary ammonium salt antipathogenic composition is preferably dimethyl stearyl [3-(trimethoxy is silica-based) propyl group] ammonium chloride, dimethyl stearyl [3-(trimethoxy is silica-based) propyl group] ammonium fluoride, dimethyl stearyl [3-(trimethoxy is silica-based) propyl group] ammonium iodide, most preferably dimethyl stearyl [3-(trimethoxy is silica-based) propyl group] ammonium iodide.
Described 3rd synergistic component is selected from the group be made up of Tea Polyphenols, aloe and shitosan or its composition.
The content (weight portion) of wherein said first organosilicon quaternary ammonium salt antimicrobial component is 0.1-3 part, preferred 0.1-1 part, more preferably 0.3-0.8 part, most preferably 0.6 part.
The content (weight portion) of described second organosilicon quaternary ammonium salt antimicrobial component is 0.1-3 part, and preferred 0.5-2 part, more preferably 0.5-1.5 part, most preferably be 0.8 part.
Described 3rd synergistic component is content (weight portion) is .01-5 part, and preferred 0.5-3 part, more selects 1 part.
If desired, described organosilicon quaternary ammonium salt antimicrobial product can add cosolvent, described cosolvent is selected from propane diols, glycerine, and be preferably glycerine, the weight ratio of preferred described cosolvent and antimicrobial component is: organosilicon quaternary ammonium salt antimicrobial component: cosolvent=0.5-1:1-2.
Product of the present invention can be the combination that each component is packed separately, or makes stable antibacterial preparation, also can add water and make antibacterial liquid.
Long acting antibiotic liquid of the present invention is prepared by the following method,
(1) by cosolvent and the first organosilicon quaternary ammonium salt antimicrobial component, the 3rd synergistic component 45-65 DEG C, stir 5-30min under 800-1000rpm and make solution microbial inoculum and be dissolved in described cosolvent completely, mix rear maintenance temperature-resistant, add the second organosilicon quaternary ammonium salt antimicrobial component wherein, 5-30min is stirred under 800-1000rpm, obtain the solution of clear homogeneous, finally add appropriate deionized water wherein, continue to stir 5-30min, obtain organosilicon quaternary ammonium salt long-acting bacteriostatic goods of the present invention.Preferred described temperature is 55-60 DEG C.
Although in order to obtain evenly, stable product, in general mixing time is extended when economy allows, but, long-acting bacteriostatic product of the present invention is owing to adding synergistic component, usually compare and only can form uniform and stable liquid more rapidly containing alkoxyorganosilicon quaternary ammonium salt compared with cosolvent, generally within 20 minutes, just can form uniform and stable liquid, even can within 10 minutes in the embodiment that uses glycerine to be cosolvent, even within 5 minutes, just can obtain uniform and stable system, and leave standstill long-time or can not form be changed after vibration.
Do not wish to be taken by theory bundle, we think that glycerine is cosolvent the most suitable, and the macromolecular components in shitosan, Tea Polyphenols or aloe extract creates with it good hydrotropy synergistic effect.
Described antibacterial product can be used for the mucocutaneous long acting antibiotic waiting the surface of a wound and parts of body.Described product can add deionized water with other matrix to be prepared into antibacterial liquid, bacteriostatic gel or antibacterial cream.
The invention has the beneficial effects as follows
(1) antibacterial product of the present invention is had good fungistatic effect by the discovery that inventor is surprised, and Mlc, lower than 100PPM, even can reach lower than 30PPM, well below the general Mlc being used alone alkoxyorganosilicon quaternary ammonium salt;
(2) discovery that inventor is surprised all has antibiotic property by product of the present invention to general bacterium and fungi, and antibacterial universal is good;
(3) the antibacterial time of antibacterial product of the present invention is long, is generally greater than 8 hours, for ordinary people, does not need Reusability;
(4) antibacterial product of the present invention has low irritant, particularly for the surface of a wound sterilization and antibacterial time there is significant effect, be specially adapted to the responsive skin place such as private parts, armpit, excitant can not be produced to skin;
(5) antibacterial product of the present invention is good relative to the adaptability of pH, unless extreme environment, generally all applicable, this is conducive to using it in specific products;
(6) effect that there is existing protection skin of Tea Polyphenols, shitosan and aloe, also increases the stability of sterile products of the present invention simultaneously.
Embodiment
Below in conjunction with embodiment, the present invention is further described, but embodiment is not interpreted as limiting the scope of the invention, and the apparent technological improvement that contrary those skilled in the art can expect all belongs within protection scope of the present invention.
Embodiment 1
Take 0.5g Tea Polyphenols, 0.4g dimethyl dodecyl base [3-(trimethoxy is silica-based) propyl group] ammonium chloride and 0.6g propane diols join in preparation container, be heated to 45 DEG C, 10min is stirred under 1000rpm, add 0.5g dimethyl stearyl [3-(trimethoxy is silica-based) propyl group] ammonium chloride subsequently, keeping temperature and rotating speed inconvenience to continue to stir the solution that 10min obtains stable and uniform, making long-acting bacteriostatic product of the present invention subsequently to wherein adding 98g deionized water.Products obtained therefrom is 134ppm to colibacillary Mlc.
Embodiment 2
Take 5g shitosan, 1g dimethyl dodecyl base [3-(trimethoxy is silica-based) propyl group] ammonium bromide and 2g propane diols join in preparation container, be heated to 55 DEG C, 10min is stirred under 800rpm, add 2g dimethyl stearyl [3-(trimethoxy is silica-based) propyl group] ammonium chloride subsequently, keeping temperature and rotating speed inconvenience to continue to stir the solution that 10min obtains stable and uniform, making long-acting bacteriostatic product of the present invention subsequently to wherein adding 90g deionized water.Products obtained therefrom is 42ppm to colibacillary Mlc.
Embodiment 3
Take 1g shitosan, 0.6g dimethyl dodecyl base [3-(trimethoxy is silica-based) propyl group] ammonium bromide and 1g propane diols join in preparation container, be heated to 60 DEG C, 10min is stirred under 800rpm, add 0.8g dimethyl stearyl [3-(trimethoxy is silica-based) propyl group] ammonium chloride subsequently, keep temperature and rotating speed inconvenience to continue to stir the solution that 10min obtains stable and uniform.Products obtained therefrom is 35ppm to colibacillary Mlc.
Embodiment 4 is containing the disinfection hand cleanser of long-acting bacteriostatic product of the present invention.
A kind of disinfection hand cleanser, its component and weight ratio thereof are: 70% dodecyl polyoxyethylene sodium sulphate 8%, 30% Cocoamidopropyl betaine 5%, cocoanut fatty acid diethanolamide 2%, sodium chloride 1%, the antibacterial product 20.0% of the embodiment of the present invention 3, citric acid adjusts PH6.0-7.0 in right amount, is left for deionized water.
The fungistatic effect test of long-acting bacteriostatic agent of the present invention:
In order to technique effect of the present invention is better described, we adopt comparative trial have detected to be used alone a kind of alkoxyl silicone based quaternary ammonium salt to carry out Mlc with long-acting bacteriostatic agent of the present invention to compare.The mensuration of Mlc is tested according to Ministry of Public Health's disinfection technology standard (version in 2002) 2.1.7.3, check experiment and Mlc result as follows:
Comparative examples 1
Take 1g shitosan, 1.4g dimethyl dodecyl base [3-(trimethoxy is silica-based) propyl group] ammonium bromide and 1g propane diols join in preparation container, are heated to 60 DEG C, stir 10min under 800rpm, obtain the solution of stable and uniform.
Comparative examples 2
Take 1g shitosan, 1.4g dimethyl stearyl [3-(trimethoxy is silica-based) propyl group] ammonium iodide and 1g propane diols join in preparation container, are heated to 60 DEG C, stir 10min under 800rpm, obtain the solution of stable and uniform.
Table 1: the minimal inhibitory concentration result of the test of anti-bacteria and anti-virus inorganic agent
Use the Mlc of long-acting bacteriostatic agent of two kinds of antimicrobial components well below the Mlc being used alone a kind of alkoxyl silicone based quaternary ammonium salt as can be seen from the table, but still well below Mlc when not adding synergist.And, adopt classification Mlc index method (the fractional inhibitory concentration that antibiotic synergy is conventional, FIC) carry out calculating to the antibacterial synergistic function of kind of the antipathogenic composition of two in embodiment 3 known, its FIC value is 0.434.If during FIC≤0.5, show that two-component has synergistic function; Then there is superposition during 0.5 < FIC≤1; During 1 < FIC < 2, there is irrelevance; During FIC >=2, there is antagonism.
The acute oral toxicity test that the test method specified according to standard ISO 10993-11:2006 is carried out and carry out irritation test result according to the test method that Ministry of Public Health's disinfection technology standard (version in 2002) 2.3.3 specifies and show its safety non-toxic, to no skin irritation.
Claims (10)
1. the long acting antibiotic product containing organosilicon quaternary ammonium salt, comprise the first organosilicon quaternary ammonium salt antipathogenic composition, the second organosilicon quaternary ammonium salt antipathogenic composition and the 3rd synergistic component, it is characterized in that described first organosilicon quaternary ammonium salt antipathogenic composition is dimethyl alkyl [3-(trimethoxy the is silica-based) propyl group] ammonium halide containing C10-C16 alkyl, the second organosilicon quaternary ammonium salt antipathogenic composition is dimethyl alkyl [3-(trimethoxy the is silica-based) propyl group] ammonium halide containing C18-C30 carbochain.
2. long acting antibiotic product as claimed in claim 1, the halogen in wherein said first organosilicon quaternary ammonium salt antipathogenic composition is preferably chlorine (Cl) and bromine (Br).
3. long acting antibiotic product as claimed in claim 2, wherein said first organosilicon quaternary ammonium salt antipathogenic composition is selected from dimethyl dodecyl base [3-(trimethoxy is silica-based) propyl group] ammonium chloride and dimethyl dodecyl base [3-(trimethoxy is silica-based) propyl group] ammonium bromide, dimethyl hexadecyl base [3-(trimethoxy is silica-based) propyl group] ammonium chloride and dimethyl hexadecyl base [3-(trimethoxy is silica-based) propyl group] ammonium bromide, be preferably dimethyl hexadecyl base [3-(trimethoxy is silica-based) propyl group] ammonium bromide.
4. long acting antibiotic product as claimed in claim 1, the halogen in wherein said second organosilicon quaternary ammonium salt antipathogenic composition is preferably fluorine (F), chlorine (Cl) and iodine (I).
5. long acting antibiotic product as claimed in claim 4, wherein said second organosilicon quaternary ammonium salt antipathogenic composition is selected from dimethyl stearyl [3-(trimethoxy is silica-based) propyl group] ammonium chloride, dimethyl stearyl [3-(trimethoxy is silica-based) propyl group] ammonium fluoride, dimethyl stearyl [3-(trimethoxy is silica-based) propyl group] ammonium iodide, is preferably dimethyl stearyl [3-(trimethoxy is silica-based) propyl group] ammonium iodide.
6. long acting antibiotic product as claimed in claim 1, wherein said 3rd synergistic component is selected from the group be made up of Tea Polyphenols, aloe and shitosan and composition thereof.
7. the long acting antibiotic product according to any one of claim 1-6, the content (weight portion) of wherein said first organosilicon quaternary ammonium salt antimicrobial component is 0.1-3 part; The content (weight portion) of described second organosilicon quaternary ammonium salt antimicrobial component is 0.1-3 part; Described 3rd synergistic component is content (weight portion) is .01-5 part.
8. the long acting antibiotic product according to any one of claim 1-7, wherein said antimicrobial product is also containing cosolvent, described cosolvent is selected from propane diols, glycerine, preferred described cosolvent is glycerine, and the weight ratio of described cosolvent and antimicrobial component is: antibacterial agent: cosolvent=0.5-1:1-2.
9. the long acting antibiotic product according to any one of claim 1-8 is antibacterial preparation, is preferably bacteriostatic hand sanitizer, bacteriostatic gel or antibacterial cream.
10. long acting antibiotic product as claimed in any one of claims 1-9 wherein, prepared by the method comprising following steps, (1) by cosolvent and the first organosilicon quaternary ammonium salt antimicrobial component, 3rd synergistic component is at 45-65 DEG C, stir 5-30min under 800-1000rpm to make solution microbial inoculum and be dissolved in described cosolvent completely, (2) rear maintenance is mixed temperature-resistant, add the second organosilicon quaternary ammonium salt antimicrobial component wherein, 5-30min is stirred under 800-1000rpm, obtain the solution of clear homogeneous, finally add appropriate deionized water wherein, continue to stir 5-30min.
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