CN1234068A - Method for increasing antimicrobial activity of an aqueous, antimicrobial liquid cleaning formulation - Google Patents
Method for increasing antimicrobial activity of an aqueous, antimicrobial liquid cleaning formulation Download PDFInfo
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- CN1234068A CN1234068A CN97198958A CN97198958A CN1234068A CN 1234068 A CN1234068 A CN 1234068A CN 97198958 A CN97198958 A CN 97198958A CN 97198958 A CN97198958 A CN 97198958A CN 1234068 A CN1234068 A CN 1234068A
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/37—Polymers
- C11D3/3703—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- C11D3/3726—Polyurethanes
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- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/48—Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/30—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests characterised by the surfactants
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- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/08—Oxygen or sulfur directly attached to an aromatic ring system
- A01N31/16—Oxygen or sulfur directly attached to an aromatic ring system with two or more oxygen or sulfur atoms directly attached to the same aromatic ring system
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/347—Phenols
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/86—Polyethers
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/87—Polyurethanes
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/005—Antimicrobial preparations
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
- A61Q19/10—Washing or bathing preparations
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- Pest Control & Pesticides (AREA)
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Abstract
A method of increasing the antimicrobial activity of an aqueous, antimicrobial liquid cleaning formulation. The method includes the step of blending a polymeric deposition aid composed of a mixture of liquid, hydroxyl-terminated urethane polymers in polyethylene glycol together with a phenol derivative antimicrobial agent and a surfactant such that the liquid cleaning formulation has at least 10 percent greater antimicrobial activity than the same formulation without the polymeric deposition aid.
Description
Invention field
The present invention relates to a kind of method that strengthens the antibacterial efficacy of personal cleansing antibacterial liquid preparation.
Background of invention
It is known that the tensio-active agent of some type has some tendency by the anti-microbial activity of phenol deutero-antiseptic-germicide of inhibition.The example of phenol derivatives antiseptic-germicide comprises for example triclosan, Phenoxyethanol, roxenol, orthoxenol and orthoxenol salt etc.Nonionic and cats product are considered to that anti-microbial activity is had specific negative impact.According to the activity of stating them is the pH that highly depends on system.This class tensio-active agent even can eliminate anti-microbial activity fully.
Based on this, many personal moisture antibacterial liquid preparations contain the tensio-active agent of other class and cooperate the interference of additive with the anti-microbial activity that reduces the agent of Pyrogentisinic Acid's derivative antibacterial as far as possible.But these tensio-active agents and cooperation additive still can make the activity of some phenol derivatives antiseptic-germicide reduce.
Therefore, need the active method that a kind of easy, economic enhancing contains the moisture antibacterial liquid cleaning formulation of phenol derivatives antiseptic-germicide.This needs can be expanded as the active method that a kind of enhancing contains the moisture antibacterial liquid cleaning formulation of anion surfactant and cats product.This needs also can expand the preparation that mainly contains nonionogenic tenside and amphoterics and/or surfactant system to.
Summary of the invention
The problems referred to above contain the moisture antibacterial liquid cleaning formulation of phenol derivatives antiseptic-germicide and tensio-active agent or surfactant system by a kind of enhancing provided by the invention method of anti-microbial activity has obtained solution.This method comprise mixing by liquid state, hydroxyl is the polymer deposition auxiliary agent formed of the mixture of urethane polymkeric substance in polyoxyethylene glycol of end group and the step of phenol derivatives antiseptic-germicide and tensio-active agent or surfactant system, the anti-microbial activity of the liquid cleaning formulation that so obtains is than the same preparation height at least 10% that does not contain the polymer deposition auxiliary agent.For example, method of the present invention can make the anti-microbial activity of moisture antibacterial liquid cleaning formulation increase at least 20% than the same preparation that does not contain the polymer deposition auxiliary agent.Preparation also can comprise one or more conventional preparation compositions, includes, but are not limited to carrier, sanitas, wetting Agent for Printing Inks, softener and their mixture etc.In general, stronger anti-microbial activity shows as the per-cent that the microbe colony number that adopts R.O.D.A.C. (parallel microbioassay and counting (Replicate Organism Detection AndCounting)) plate experimental technique for example to measure reduces.
According to the present invention, the polymer deposition auxiliary agent be following formula be the urethane compound of end group with the hydroxyl:
Structural formula
Wherein R is selected from alkylidene group or the alkylene group that comprises about 20 carbon atoms of 1-, the cycloalkylidene or the inferior cycloalkenyl group that contain about 10 carbon atoms of about 5-contain the monokaryon about 10 carbon atoms of about 6-, that do not replace or replaced by one or more low alkyl groups, lower alkoxy, nitro or amino or halogen atom or the arylidene of fused rings; R ' is identical or different alkylidene group or alkylene group; Wherein m is selected from and makes the integer of the molecular weight of (O-R ') part for about 40-about 6000; And
Wherein n and n ' are that they are relevant with m from the 0-identical or different integer of about 30 (comprising 30), so that hydroxyl is that the molecular weight of urethane compound of end group is up to about 200,000.
It is desirable to, m be 8 and the value of n and n ' be mainly 1-4.M, n so that hydroxyl relevant with n ' value is that the molecular weight of the urethane of end group is about 1800 also to be ideal.
In embodiments of the invention, the polymer deposition auxiliary agent can be poly-(oxygen-1,2-ethane two bases), α-hydrogen-ω-hydroxyl-, with 1,1 '-methylene radical-two-(4, the isocyanato-hexanaphthene) polymkeric substance (poly (oxy-1,2-ethanediyl) α-hydro-ω-hydroxy-, polymer with 1,1 '-methylene-bis-(4, isocyanatocyclohexane)).
The phenol derivatives antiseptic-germicide can be selected from 2,4,4 '-three chloro-2 '-hydroxy diphenyl ether (being also referred to as triclosan), Phenoxyethanol, roxenol, orthoxenol and orthoxenol salt.It is desirable to, the phenol derivatives antiseptic-germicide is 2,4,4 '-three chloro-2 '-hydroxy diphenyl ether.
According to the present invention, at least a tensio-active agent or surfactant system are mixed with other composition.Tensio-active agent or tensio-active agent can be made up of one or more anion surfactants, cats product, nonionogenic tenside and/or amphoterics.The preparation composition of at least a routine can be mixed with polymer deposition auxiliary agent, phenol derivatives antiseptic-germicide and tensio-active agent.The preparation composition of one or more routines is optional from carrier, sanitas, wetting Agent for Printing Inks, softener and their mixture.
Detailed Description Of The Invention
The invention provides the method for anti-microbial activity that a kind of enhancing contains the moisture antibacterial liquid cleaning formulation of phenol derivatives antiseptic-germicide and tensio-active agent or surfactant system.
Method of the present invention comprises polymer deposition auxiliary agent that mixing is made up of the mixture of urethane polymkeric substance in polyoxyethylene glycol liquid state, that with the hydroxyl be end group and phenol derivatives antiseptic-germicide, tensio-active agent or surfactant system and at least a other preparation composition blended step, and so the anti-microbial activity of the liquid cleaning formulation that obtains is than the same preparation high at least 10% that does not contain the polymer deposition auxiliary agent.
The polymer deposition auxiliary agent be following formula be the urethane compound of end group with the hydroxyl:
Wherein R is selected from alkylidene group or the alkylene group that comprises about 20 carbon atoms of 1-, the cycloalkylidene or the inferior cycloalkenyl group that contain about 10 carbon atoms of about 5-contain the monokaryon about 10 carbon atoms of about 6-, that do not replace or replaced by one or more low alkyl groups, lower alkoxy, nitro or amino or halogen atom or the arylidene of fused rings; R ' is identical or different alkylidene group or alkylene group; Wherein m is selected from and makes the integer of the molecular weight of (O-R ') part for about 40-about 6000; And
Wherein n and n ' are the 0-identical or different integers of about 30 (comprising 30), and they are relevant with m, so that hydroxyl is that the molecular weight of urethane compound of end group is up to about 200,000.The example of this base polymer deposition aid briefly is recorded in the United States Patent (USP) 5051260 of the Chess that authorized on September 24th, 1991 etc.; The United States Patent (USP) 497080 of the Chess that the United States Patent (USP) 5045317 of the Chess that on September 3rd, 1991 authorized etc. and November 20 nineteen ninety authorize etc.; These documents all are incorporated into herein for your guidance.
It is desirable to, m be 8 and the value of n and n ' be mainly 1-4.M, n so that hydroxyl relevant with n ' value is that the molecular weight of the urethane compound of end group is about 1800 also to be ideal.
A kind of example of polymer deposition auxiliary agent is the Penederm of California Foster City, the Topicare transfer compounds PP-15 (Polyolprepolymer-15) that Inc. makes.Polyolprepolymer-15 be a kind of liquid state be the mixture of polymkeric substance in polyoxyethylene glycol of end group with the hydroxyl.Its CAS name is called poly-(oxygen-1,2-ethane two bases), α-hydrogen-ω-hydroxyl-, with 1, the polymkeric substance of 1 '-methylene radical-two-(4, the isocyanato-hexanaphthene).The CTFA name is called PEG-8/SMDI Copolymer.
The polymer deposition auxiliary agent should be that water is mixable or water-soluble.Although the present inventor should not be limited to specific theory of operation, the water miscibility of polymer deposition auxiliary agent is still important for moisture antibacterial liquid cleaning formulation of the present invention functional.
Listed the solubility data of the polyolpreploymer-15 (PP-15) that Penederm Inc. provides in the table 1.
Table 1
Solvent percent solubility (%w/w)
| Water | Solvable |
| Ethanol (95%SDA 40-2) | ????50 |
| Virahol | ????50 |
| Propylene glycol | ????50 |
| PEG?300 | ????50 |
| Polysorbas20 | ????50 |
| Benzyl pool 812 | Insoluble |
| Silicone (dimethyl silicone oil) | Insoluble |
| Mineral oil | Insoluble |
| Ethoxydiglycol | ????50 |
| Glycerine | Can disperse |
1-PP-15 demonstrates water-soluble increase when temperature reduces.
2-examines under a microscope tiny drop when with 1.0% or still less PP-15 when being added in the glycerine.
The phenol derivatives antiseptic-germicide can be selected from 2,4,4 '-three chloro-2 '-hydroxy diphenyl ether (being also referred to as triclosan), 3,4,4 '-trichloro-symmetrical diphenyl urea (being also referred to as triclocarban), Phenoxyethanol, roxenol, orthoxenol and orthoxenol salt.When the phenol derivatives antiseptic-germicide is 2,4, during 4 '-three chloro-2 '-hydroxy diphenyl ether, method of the present invention has good effect.The content of phenol derivatives antiseptic-germicide is generally about 10% (weight) of about 0.1%-.It is desirable to, the content of phenol derivatives antiseptic-germicide is about 3% (weight) of about 0.1%-.Better is that the content of phenol derivatives antiseptic-germicide is about 1% (weight) of about 0.1%-.
According to the present invention, at least a tensio-active agent or surfactant system are mixed with other composition.This tensio-active agent can be anion surfactant, cats product, nonionogenic tenside and/or amphoterics.
The example of anion surfactant comprises; but be not limited to alkyl-sulphate, alkyl glyceryl ether sulfonate, methyl-acyl taurine salt, fat acidyl glycine salt, alkyl sulfo succinate, the α-Sulfonated lipid acid of ethoxylation; their salt and/or ester, alkyl ethoxy carboxylate and their mixture.
Examples of amphoteric surfactants includes, but are not limited to both sexes coconut carboxyl propionic salt, both sexes coconut carboxyl propionic acid, both sexes coconut acetate and both sexes coconut diacetin.In general, this commercially available class amphoterics be with for example, the electric neutrality composite form of oxyhydroxide counter ion, anion sulfate acid root or sulphonate or salt is produced and is sold.Suitable commercially available prod includes, but are not limited to the product with following trade(brand)name sale: Empigen (Albright﹠amp; Wilson); Miranol (Rhone-Poulenc); Alkateric (AlkarilChemicals); Amphoterge (lonza, Inc.); Monateric (monaIndustries); Rewoteric (Rewo Chemical Group) and Schercotic (Scher Chemicals).
Surfactant system can be made up of surfactant mixtures.For example surfactant system can be made up of one or more anion surfactants and nonionogenic tenside and/or beet alkali surface activator.Various surfactant systems commonly used have commercially available and are that this area professional is known.
For example, in embodiments of the invention, at least a nonionogenic tenside and/or amphoterics can be mixed with other composition.Certainly, also can use nonionogenic tenside and/or amphoterics system.The surfactant/surfactant system is desirably nonionogenic tenside and/or amphoterics, and this system is gentle for skin and makes skin not rubescent substantially and also not dry, and is less to cuticular destructiveness.Certainly, negatively charged ion and/or cats product can mix with nonionogenic tenside and/or amphoterics.
Suitable surfactant system comprises Miracare MS-1 (buying from Rhone-Poulenc) and Standamox CAW (buying from Henkel Corp.).Mircacare MS-1 comprises PEG80 sorbitan laurate, tridecyl oxyethyl group ether sodium sulfate, PEG150 SUNSOFT Q-182S and the mixture of both sexes lauroyl diacetin in water.StandamoxCAW comprises the mixture of coconut oleoyl amine propylamine oxide compound in water.Also can consider to use the tensio-active agent and/or the surfactant system of other various gentlenesses.
The composition that other suitable surfactant system can comprise is for example cocoyl ethylenehydrinsulfonic acid sodium, Sodium Lauryl Sulphate BP/USP, ammonium sulfate, cocamidopropyl betaine, Texapon Special, PEG 80 sorbitan laurate and/or tridecyl oxyethyl group ether sodium sulfate.
One or more other routine preparation composition can be mixed with polymer deposition auxiliary agent, phenol derivatives antiseptic-germicide and tensio-active agent or surfactant system.For example, carrier, sanitas, wetting Agent for Printing Inks, solvent etc. can be mixed with routine preparation composition.
In general, the carrier that is used for preparation of the present invention is a water.Carrier comprises viscosity modifier, thickening material, tinting material, perfume compound and/or buffer reagent and/or pH control agent.For example the example of carrier additives is Ucare JR40, and it makes the smooth feeling after skin has use.
Spendable wetting Agent for Printing Inks comprises, for example glycerine.Add wetting Agent for Printing Inks and can make the preparation on the skin keep moisture, thereby prevent erythema.Spendable sanitas and preservative enhancers comprise, for example DMDM glycolylurea and EDTA four sodium.
For method of the present invention, clear moisture antibacterial liquid cleaning formulation that is used to wash and the district that is used to clean, treat or regulate between the emulsion compositions of skin are important in addition.
In general, moisture antibacterial liquid cleaning formulation is meant antibiotic " liquid soap " that contain sanitising agent that is used to clean skin (as wash one's hands, shower or shower etc.).Such preparation makes it produce foam generally with water or be used for skin individually, uses water rinse then.The liquid soap that this class contains sanitising agent comprises Lever2000 antibacterial liquid soap (Lever Brothers) and Dial antibacterial liquid soap (Dial Corportion).Usually, reuse these antibacterial liquid cleaning formulations and cause erythema and skin irritation easily.
On the contrary, emulsion compositions also is usually used in cleaning, treatment and/or regulates skin.This class emulsion compositions is an O/w emulsion, is used for some the composition deposition skin with the emulsion oil phase.These O/w emulsions often are forms such as emulsion or washing lotion.It has been generally acknowledged that this class O/w emulsion is difficult for causing erythema and skin irritation, in some cases, they in fact also are used for the treatment of skin irritation.
The formulation examples that is used to put into practice the inventive method can come from water, tensio-active agent phase, sanitas mutually and activeconstituents mutually, they are mixed the moisture antibacterial liquid cleaning formulation of formation with conventional stirring technique.
Water can comprise aseptic deionized water, also can comprise additive, as Ucare JR400.
Tensio-active agent contains one or more nonionics or amphoterics or surfactant system mutually.It is believed that tensio-active agent can comprise small cations or anion surfactant mutually.Tensio-active agent also can comprise the polymer deposition auxiliary agent mutually.Be that tensio-active agent can comprise surfactant system mutually, as Miracare MS-1 and Standamox CAW etc. ideally.
Sanitas can comprise glycerine and sanitas and preservative enhancers mutually, as DMDM glycolylurea and EDTA four sodium etc.
Activity comprises the phenol derivatives antiseptic-germicide mutually, also can comprise additional nonionogenic tenside and perfume compound.Be that activity comprises triclosan mutually as antiseptic-germicide ideally.Nonionogenic tenside can be Spheron MD 30/70 40, NF (can be from ICI Specialty Chemicals, Wilmington Delaware buys the product of commodity Tween40 by name).A kind of example of perfume compound is Elias spices #16783, can be available from Elias Fragrance Company.
Usually, water is heated to about 65 ℃, tensio-active agent and water are mixed.Then, sanitas under agitation is added in the mixture mutually, adds active phase at last.Generally pH regulator is fully stirred to 6.5-7 and with mixture with citric acid.Provided the formulation examples of embodiment of the present invention in the table 2.
Table 2
Formulation examples
| Composition | Percentage composition (wide region) | Percentage composition (close limit) |
| Water | ||
| Deionized water | 20.0-75.0 | 25.0-35.0 |
| Ucare?JR?400 | 0.05-0.5 | 0.1-0.25 |
| The tensio-active agent phase | ||
| Miracare?MS-1 | 20.0-50.0 | 40.0-50.0 |
| Standamox?CAW | 2.0-10.0 | 4.0-6.0 |
| Topicare?PP-15 | 0.5-5.0 | 1.0-3.0 |
| Amercil?357 | 0.0-1.0 | 0.0-1.0 |
| The sanitas phase | ||
| Glycerine | 1.0-10.0 | 5.0-10.0 |
| The DMDM glycolylurea | 0.4 or as required | 0.4 or as required |
| EDTA four sodium | 0.1 or as required | 0.1 or as required |
| Active phase | ||
| Triclosan | 0.1-1.0 | 0.5-1.0 |
| Polysorbate40 | 1.0-5.0 | 1.0-3.0 |
| Spices | 0.0-0.3 | 0.0-0.1 |
According to the present invention, the anti-microbial activity of these moisture antibacterial liquid cleaning formulations is than the system's preparation height at least 10% (as 20% or higher) that does not contain the polymer deposition auxiliary agent.
Embodiment
Preparation
The following example has been described moisture antibacterial liquid cleaning formulation.In general, composition adopts chemical name, CFTA title or determines with trade(brand)name in some cases.Adopt conventional mix and/the soap manufacturing technology mixes composition.The concrete content of each composition of embodiment 1-5 is as shown in table 3.
Table 3
Percentage composition
| Embodiment 1 | Embodiment 2 | Embodiment 3 | Embodiment 4 | Embodiment 5 | |
| Water | |||||
| Deionized water | 30.2 | 29.2 | 29.2 | 27.2 | 25.2 |
| Ucare?JR400 | 0.2 | 0.2 | 0.2 | 0.2 | 0.2 |
| The tensio-active agent phase | |||||
| Miracare?MS-1 | 50.0 | 50.0 | 50.0 | 50.0 | 50.0 |
| Standamox?CAW | 5.0 | 5.0 | 5.0 | 5.0 | 5.0 |
| Topicare?PP-15 | 0.0 | 0.0 | 1.0 | 3.0 | 5.0 |
| Amercil?357 | 0.0 | 1.0 | 0.0 | 0.0 | 0.0 |
| The sanitas phase | |||||
| Glycerine | 10.0 | 10.0 | 10.0 | 10.0 | 10.0 |
| The DMDM glycolylurea | 0.4 | 0.4 | 0.4 | 0.4 | 0.4 |
| EDTA four sodium | 0.1 | 0.1 | 0.1 | 0.1 | 0.1 |
| Active phase | |||||
| Triclosan | 1.0 | 1.0 | 1.0 | 1.0 | 1.0 |
| Polysorbate40 | 3.0 | 3.0 | 3.0 | 3.0 | 3.0 |
| Spices | 0.1 | 0.1 | 0.1 | 0.1 | 0.1 |
Generally composition is mixed with routine techniques.In room temperature polymkeric substance Ucare JR 400 is added to and prepares water in the deionized water.In general, should there be time enough to make polymkeric substance UcareJR 400 disperse (10 minutes according to appointment).Water is heated to 65 ℃ then.
Independently be pre-mixed preparation tensio-active agent phase, sanitas respectively mutually with mutually active in the container at three.Prepare tensio-active agent mutually by mixing Miracare MS-1, Standamox CAW with TopicarePP-15.At this moment, can be with other optional ingredients, as Amercil 357 be added to tensio-active agent mutually in.Like this, tensio-active agent contains polymkeric substance transferring assistant and tensio-active agent mutually.
By glycerine, DMDM glycolylurea and DETA four sodium are mixed with sanitas mutually.
By being mixed with active mutually with polysorbate40 and spices triclosan.
After treating that water reaches 65 ℃, under slowly stirring, tensio-active agent is added to aqueous phase.
Make the water of merging remain on 50 ℃, under agitation add the sanitas phase simultaneously with tensio-active agent temperature mutually.
Next, make the water of merging, tensio-active agent remain on 40 ℃ with sanitas temperature mutually mutually, under agitation add active phase simultaneously.
Detect the pH of mixture, add a small amount of 5% citric acid pH is transferred to 6.5-7.This mixture high-speed stirring is spent the night interior during this period temperature cool to room temperature.
Anti-microbial activity
Measure the anti-microbial activity of moisture antibiotic cleaning auxiliary agent.With they anti-microbial effect and control formulation and contain and the conventional liq soap that do not contain antimicrobial component compares.
Measure anti-microbial activity with R.O.D.A.C. (parallel microbioassay and counting) plate.These plates are the dish that are in particular 65 * 15mm of substratum raised surface design.For making the inactivation of residual chemical substances on hand of the microorganism growth that may disturb in the culture dish, Yelkin TTS and tween 80 are added in the substratum.
Three kinds of substratum are: Trypticase Soy Agar (TSA), MacConkeyAgar (MAC) and Sabouraud Dextrose Agar (SDA).Every kind of substratum all contains 0.7g/L Yelkin TTS and 5.0g/L PS.
With the gram-positive microorganism that may exist on the TSA culture medium culturing thumb.With the Gram-negative bacteria that may exist on the MAC culture medium culturing middle finger.With the yeast and the mould that may exist on the SDA culture medium culturing palm.
Method is: the target area is contacted to obtain initial microorganism count with specific R.O.D.A.C. substratum; 2) handle is moistening and cleaned 1 minute, dries with paper handkerchief afterwards; With 3) target area is contacted with specific R.O.D.A.C. substratum with the microorganism count after obtaining cleaning.Deducting the 3rd by the counting with the 1st step goes on foot specific counting and calculates the per-cent of microorganism minimizing divided by the counting in the 1st step.Several triers are repeated this process, calculating mean value.
The liquid cleaning formulation of embodiment 1 and embodiment 3 is tested with following commercially available liquid soap: Dial antiseptic soap, Lever 2000 , Operating Room Scrub, contain the Sanifresh Soap of 1.25% pair-chloro m-xylene phenol (PCMX).Also three kinds of non-antiseptic soaps are tested, they are: Softsoap , Sanifresh Premium and Eurobath .Table 4 has been reported the result.
Table 4
| Test materials | The percentage ratio (all) that the microbe colony number reduces | The percentage ratio (only Gram-negative bacteria) that the microbe colony number reduces |
| Embodiment 3 | 60 | 55 |
| Embodiment 1 | 0 | 0 |
| Dial soap | 40 | 38 |
| Lever?2000 | 28 | 20 |
| O-R?Scrub | 45 | 50 |
| Sani-Fresh 1.25％PCMX | 50 | 62 |
| Softsoap | 0 | 0 |
| Sani-Fresh Premium | 0 | 0 |
| Eurobath | 0 | 0 |
The polymkeric substance transferring assistant is added to the effect in the liquid antibiotic soap preparation of routine with above-mentioned R.O.D.A.C (parallel microbioassay and counting) plate test (adopting same method for reporting data) research.With Dial liquid antibiotic soap in contrast.The preparation of test is the Dial liquid antibiotic soap that contains 3% (weight) Topicare transfer compounds PP-15.Table 5 has been reported the result.
Table 5
| Test materials | Kill % (bacterium) | Kill % (yeast/mould) |
| Dial soap | 55 | 33 |
| Dial soap+3%PP-15 | 65 | 53 |
Study with above-mentioned R.O.D.A.C (parallel microbioassay and counting) plate test (adopting same method for reporting data) the polymkeric substance transferring assistant is added to effect in the moisture antibacterial liquid cleaning formulation that includes the gentle tensio-active agent that can reduce anti-microbial activity.With the preparation of embodiment 1 in contrast.The preparation of test is embodiment 3 preparations that contain 1.0% (weight) Topicare transfer compounds PP-15.Table 6 has been reported the result.The microbe colony number of report minimizing percentage ratio as described above calculates in the table 6, and different is negative numerical value to be decided to be zero average.For the bad preparation of the effect of microorganism growth rather than minimizing, the per-cent that its bacterium colony reduces is higher.The mean value of Ji Suaning is and the conservative comparison of respond well product (that is, microorganism growth have largely reduce) in this way.
Table 6
| Microorganism | Embodiment 1 reduces percentage ratio | Embodiment 3 reduces percentage ratio |
| Gram-positive microorganism | 38 | 50 |
| Gram-negative bacteria | 18 | 39 |
| Yeast/mould | 16 | 39 |
Test the anti-microbial effect of the preparation of more commercially available Lever2000 liquid antibiotic soap and embodiment 3 with R.O.D.A.C (parallel microbioassay and counting) plate.Table 7 has been reported this result.The microbe colony of report reduces the calculating of percentage ratio as described above in the table 7, has comprised negative number during calculating mean value.
Table 7
| Microorganism | Lever 2000 reduce percentage ratio | Embodiment 3 reduces percentage ratio |
| Gram-positive microorganism | 35 | 50 |
| Gram-negative bacteria | 30 | 39 |
| Yeast/mould | 34 | 39 |
From the data of table 5 and 7 reports as can be seen, the invention provides the conventional antiseptic soap preparation of a kind of enhancing, as the method for the anti-microbial activity of Dial antibacterial liquid soap and Lever 2000 liquid soaps.The percentage ratio that adopts method of the present invention that the microbe colony number is reduced improves 10% or more.For example improve 20%.In some cases, raising can reach 40% or even 60% or higher.
Table 4 and 6 data show and the invention provides a kind of liquid cleaning formulation with gentleness of acceptable level anti-microbial activity.If do not add the polymkeric substance transferring assistant, this gentle liquid cleaning formulation has lower anti-microbial activity.In fact, the data presentation of table 4 preparation that goes out not contain the polymkeric substance transfer compounds have measure basically less than anti-microbial activity.
Though the present invention adopts some embodiment to be described, should know that theme of the present invention should not be subjected to the restriction of these specific embodiments.On the contrary, theme of the present invention should comprise all various variations in spirit and scope of the invention, modifies and be equal to replacement.
Claims (17)
1, a kind of method that strengthens the anti-microbial activity of moisture antibacterial liquid cleaning formulation, this method comprise mixing by liquid state, hydroxyl is the polymer deposition auxiliary agent formed of the mixture of polymkeric substance in polyoxyethylene glycol of the urethane of end group and the step of phenol derivatives antiseptic-germicide and at least a tensio-active agent, the anti-microbial activity of the liquid cleaning formulation that so obtains is than the same preparation height at least 10% that does not contain the polymer deposition auxiliary agent.
2, the polymer deposition auxiliary agent that the process of claim 1 wherein be following formula be the urethane compound of end group with the hydroxyl:
Wherein R is selected from alkylidene group or the alkylene group that comprises about 20 carbon atoms of 1-, the cycloalkylidene or the inferior cycloalkenyl group that contain about 10 carbon atoms of about 5-contain the monokaryon about 10 carbon atoms of about 6-, that do not replace or replaced by one or more low alkyl groups, lower alkoxy, nitro or amino or halogen atom or the arylidene of fused rings;
Wherein R ' is identical or different alkylidene group or alkylene group;
Wherein m is selected from and makes the integer of the molecular weight of (O-R ') part for about 40-about 6000;
Wherein n and n ' are that they are relevant with m from the 0-identical or different integer of about 30 (comprising 30), so that hydroxyl is that the molecular weight of urethane compound of end group is up to about 200,000.
It is the integer of about 1-about 8.
3, the polymer deposition auxiliary agent that the process of claim 1 wherein is poly-(oxygen-1,2-ethane two bases), α-hydrogen-ω-hydroxyl-, with 1, the polymkeric substance of 1 ' methylene radical-two-(4, the isocyanato-hexanaphthene).
4, the method for claim 1, wherein the polymer deposition auxiliary agent be liquid be the mixture of urethane polymkeric substance in polyoxyethylene glycol of end group with the hydroxyl, the molecular-weight average of the polymkeric substance in the described mixture is about 1800 and comprises 1,1 '-methylene radical-two-(4, the isocyanato-hexanaphthene) part.
5, the phenol derivatives antiseptic-germicide that the process of claim 1 wherein is 2,4,4 '-three chloro-2 '-hydroxy diphenyl ether.
6, the process of claim 1 wherein that at least a tensio-active agent is selected from anion surfactant, cats product, nonionogenic tenside, amphoterics and their mixture.
7, the method that the process of claim 1 wherein also comprises the step that adds at least a conventional preparation composition.
8, the method for claim 7, at least a routine wherein are mixed with sorting from carrier, sanitas, wetting Agent for Printing Inks, softener and their mixture.
The anti-microbial activity of the liquid cleaning formulation that 9, the process of claim 1 wherein is than the same preparation height at least 20% that does not contain the polymer deposition auxiliary agent.
10, a kind of method that strengthens the anti-microbial activity of moisture antibacterial liquid cleaning formulation, this method comprise mixing by liquid state, hydroxyl is the polymer deposition auxiliary agent formed of the mixture of polymkeric substance in polyoxyethylene glycol of the urethane of end group and the step of phenol derivatives antiseptic-germicide and at least a tensio-active agent, the anti-microbial activity of the liquid cleaning formulation that so obtains is than the same preparation height at least 20% that does not contain the polymer deposition auxiliary agent.
11, the method for claim 10, polymer deposition auxiliary agent wherein be following formula be the urethane compound of end group with the hydroxyl:
Wherein R is selected from alkylidene group or the alkylene group that comprises about 20 carbon atoms of 1-, the cycloalkylidene or the inferior cycloalkenyl group that contain about 10 carbon atoms of about 5-contain the monokaryon about 10 carbon atoms of about 6-, that do not replace or replaced by one or more low alkyl groups, lower alkoxy, nitro or amino or halogen atom or the arylidene of fused rings;
Wherein R ' is identical or different alkylidene group or alkylene group;
Wherein m is selected from and makes the integer of the molecular weight of (O-R ') part for about 40-about 6000;
Wherein n and n ' are that they are relevant with m from the 0-identical or different integer of about 30 (comprising 30) so that hydroxyl be the molecular weight of urethane compound of end group up to about 200,000,
It is the integer of about 1-about 8.
12, the method for claim 10, polymer deposition auxiliary agent wherein are poly-(oxygen-1,2-ethane two bases), α-hydrogen-ω-hydroxyl, and with 1, the polymkeric substance of 1 '-methylene radical-two-(4, the isocyanato-hexanaphthene).
13, the method for claim 10, wherein the polymer deposition auxiliary agent be liquid be the mixture of urethane polymkeric substance in polyoxyethylene glycol of end group with the hydroxyl, the molecular-weight average of the polymkeric substance in the described mixture is about 1800 and comprises 1,1 '-methylene radical-two-(4, the isocyanato-hexanaphthene) part.
14, the method for claim 10, phenol derivatives antiseptic-germicide wherein is 2,4,4 '-three chloro-2 '-hydroxy diphenyl ether.
15, the method for claim 10, wherein at least a tensio-active agent is selected from anion surfactant, cats product, nonionogenic tenside, amphoterics and their mixture.
16, the method for claim 10, method wherein also comprise the step that adds at least a conventional preparation composition.
17, the method for claim 16, at least a routine wherein are mixed with sorting from carrier, sanitas, wetting Agent for Printing Inks, softener and their mixture.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US73542596A | 1996-10-22 | 1996-10-22 | |
| US08/735,425 | 1996-10-22 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1234068A true CN1234068A (en) | 1999-11-03 |
Family
ID=24955746
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN97198958A Pending CN1234068A (en) | 1996-10-22 | 1997-09-30 | Method for increasing antimicrobial activity of an aqueous, antimicrobial liquid cleaning formulation |
Country Status (11)
| Country | Link |
|---|---|
| EP (1) | EP0937130A1 (en) |
| JP (1) | JP2001502739A (en) |
| KR (1) | KR20000052686A (en) |
| CN (1) | CN1234068A (en) |
| AU (1) | AU727075B2 (en) |
| BR (1) | BR9712718A (en) |
| CA (1) | CA2266430A1 (en) |
| ID (1) | ID24496A (en) |
| IN (1) | IN184143B (en) |
| WO (1) | WO1998017773A1 (en) |
| ZA (1) | ZA979410B (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6248343B1 (en) | 1998-01-20 | 2001-06-19 | Ethicon, Inc. | Therapeutic antimicrobial compositions |
| DE19859136A1 (en) * | 1998-12-21 | 2000-06-29 | Pluss Stauffer Ag | Deep freezing formulation containing phenol and / or phenol derivatives |
| RU2298543C2 (en) | 2000-05-12 | 2007-05-10 | Омиа Аг | Aqueous compound at low freezing point containing phenolates, method of preparation of such compound, aqueous suspension or dispersion containing such compound |
| CN104039306B (en) | 2011-12-15 | 2016-09-21 | 高露洁-棕榄公司 | Cleasing compositions containing polyurethane-34 |
| EP3116986B1 (en) * | 2014-03-14 | 2023-07-05 | GOJO Industries, Inc. | Hand sanitizers with improved aesthetics and skin-conditioning to encourage compliance with hand hygiene guidelines |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4157977A (en) * | 1970-02-13 | 1979-06-12 | Chemed Corporation | Detergent-germicide compositions |
| US4312855A (en) * | 1970-11-16 | 1982-01-26 | Colgate-Palmolive Company | Compositions containing aminopolyureylene resin |
| DE3723994A1 (en) * | 1986-07-23 | 1988-02-04 | Ciba Geigy Ag | Microbicidal preparation |
| GB2211093A (en) * | 1987-10-21 | 1989-06-28 | Unilever Plc | Disinfectant compositions |
| ES2131208T3 (en) * | 1993-07-03 | 1999-07-16 | Procter & Gamble | PERSONAL CLEANING COMPOSITIONS. |
-
1997
- 1997-09-30 CA CA002266430A patent/CA2266430A1/en not_active Abandoned
- 1997-09-30 EP EP97911607A patent/EP0937130A1/en not_active Withdrawn
- 1997-09-30 JP JP10519384A patent/JP2001502739A/en active Pending
- 1997-09-30 CN CN97198958A patent/CN1234068A/en active Pending
- 1997-09-30 AU AU48932/97A patent/AU727075B2/en not_active Ceased
- 1997-09-30 KR KR1019990703472A patent/KR20000052686A/en not_active Application Discontinuation
- 1997-09-30 BR BR9712718-3A patent/BR9712718A/en not_active Application Discontinuation
- 1997-09-30 WO PCT/US1997/017701 patent/WO1998017773A1/en not_active Application Discontinuation
- 1997-10-20 IN IN2351MA1997 patent/IN184143B/en unknown
- 1997-10-21 ZA ZA9709410A patent/ZA979410B/en unknown
- 1997-10-30 ID IDW990136D patent/ID24496A/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| WO1998017773A1 (en) | 1998-04-30 |
| ID24496A (en) | 2000-07-20 |
| JP2001502739A (en) | 2001-02-27 |
| BR9712718A (en) | 1999-10-19 |
| ZA979410B (en) | 1998-05-12 |
| IN184143B (en) | 2000-06-17 |
| AU727075B2 (en) | 2000-11-30 |
| KR20000052686A (en) | 2000-08-25 |
| AU4893297A (en) | 1998-05-15 |
| EP0937130A1 (en) | 1999-08-25 |
| CA2266430A1 (en) | 1998-04-30 |
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