GB2211093A - Disinfectant compositions - Google Patents

Disinfectant compositions Download PDF

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Publication number
GB2211093A
GB2211093A GB8724652A GB8724652A GB2211093A GB 2211093 A GB2211093 A GB 2211093A GB 8724652 A GB8724652 A GB 8724652A GB 8724652 A GB8724652 A GB 8724652A GB 2211093 A GB2211093 A GB 2211093A
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Prior art keywords
amine oxide
anti
salts
microbial
surfactant
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
GB8724652A
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GB8724652D0 (en )
Inventor
John Morton Broughall
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Unilever PLC
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Unilever PLC
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Filing date
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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILET PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/10Washing or bathing preparations
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES, AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N31/00Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
    • A01N31/04Oxygen or sulfur attached to an aliphatic side-chain of a carbocyclic ring system
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES, AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N31/00Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
    • A01N31/08Oxygen or sulfur directly attached to an aromatic ring system
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES, AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N31/00Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
    • A01N31/08Oxygen or sulfur directly attached to an aromatic ring system
    • A01N31/12Bis-chlorophenols
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES, AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N31/00Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
    • A01N31/08Oxygen or sulfur directly attached to an aromatic ring system
    • A01N31/16Oxygen 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
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES, AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/10Aromatic or araliphatic carboxylic acids, or thio analogues thereof; Derivatives thereof
    • AHUMAN NECESSITIES
    • A01AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01NPRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES, AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N37/00Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
    • A01N37/36Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids
    • A01N37/38Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system
    • A01N37/40Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-carboxylic acids having at least one oxygen or sulfur atom attached to an aromatic ring system having at least one carboxylic group or a thio analogue, or a derivative thereof, and one oxygen or sulfur atom attached to the same aromatic ring system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/02Cosmetics or similar toilet preparations characterised by special physical form
    • A61K8/0208Tissues; Wipes; Patches
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/18Cosmetics or similar toilet preparations characterised by the composition
    • A61K8/30Cosmetics or similar toilet preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toilet preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/347Phenols
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/18Cosmetics or similar toilet preparations characterised by the composition
    • A61K8/30Cosmetics or similar toilet preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toilet preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/36Carboxylic acids; Salts or anhydrides thereof
    • A61K8/368Carboxylic acids; Salts or anhydrides thereof with carboxyl groups directly bound to carbon atoms or aromatic rings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/18Cosmetics or similar toilet preparations characterised by the composition
    • A61K8/30Cosmetics or similar toilet preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toilet preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES
    • A61K8/00Cosmetics or similar toilet preparations
    • A61K8/18Cosmetics or similar toilet preparations characterised by the composition
    • A61K8/30Cosmetics or similar toilet preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toilet preparations characterised by the composition containing organic compounds containing nitrogen
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILET PREPARATIONS
    • A61Q17/00Barrier 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
    • A61Q17/005Antimicrobial preparations
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL AND VEGETABLE OILS, FATS, FATTY SUBSTANCES AND WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11DDETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
    • C11D3/00Other compounding ingredients of detergent compositions covered in group C11D1/00
    • C11D3/48Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions

Abstract

A disinfectant composition particularly useful in skin cleansing, including when impregnated into a wipe, comprises: a) an aqueous or mixed aqueous-alcoholic base; b) an amine oxide or dioxide surfactant; and c) at least one anti-microbial compound selected from: (i) halogenated phenylalcohols; (ii) p-hydroxybenzoic acid esters and their salts; (iii) halogenated bis-phenols; (iv) benzoic acid and its salts; and (v) phenylphenols s

Description

DISINFECTANT COMPOSITIONS The present invention relates to disinfectant compositions which are particularly, but not exclusively, useful for skin cleansing.

Anti-microbial skin-cleansing compositions are wellknown. In general they are based on an aqueous-alcoholic solution comprising one or more surfactants or wetting agents and one or more anti-microbial agents.

In view of practical considerations of safety, stability, odour, cost and sensitising action, the number of anti-microbial compounds available for this purpose is limited. Most widely used are hexachlorophene and quaternaries such as e.g. the cetyl trimethyl ammonium salts which combine surface-active and anti-microbial action.

It is also known to combine two or more anti-microbial agents in a number of cases resulting in synergistic effects.

In European patent application No. 0 024 031, a skin washing cleansing composition is described comprising a polyethyleneglycolester nonionic surfactant, a betaine or an amine oxide surfactant and optionally a basic amino or ammonium anti-microbial agent. The compositions are stated to have improved sudsing ability and significant anti-microbial action.

In particular, when applied in the user convenient form of impregnated wet wipes, conventional skin cleansing compositions often prove not to meet hygienic standards or to involve the use of anti-microbial quaternary ammonium compounds which due to their strong tendency to deposit on surfaces may have skin irritating effects when frequently used.

We have now discovered cleansing compositions having sufficient disinfecting power for application by wet wipes, sprays, lotions or other suitable means without the need of quaternary ammonium salt anti-microbial surfactants or agents. In particular it has now been found that the use of particular anti-microbial compounds in combination with an amine oxide and/or dioxide type of surfactant provides compositions showing synergistically increased anti-microbial effectiveness and being suitable for very frequent use.

Accordingly, the present invention provides a disinfectant composition suitable for use as a skin or other cleanser comprising in an aqueous or mixed aqueousalcoholic base, an amine oxide and/or dioxide surfactant and an anti-microbial compound selected from the group of: (i) halogenated phenylalkanols; (ii) p-hydroxybenzoic acid esters and their salts; (iii) halogenated bis-phenols; (iv) benzoic acid and its salts; and (v) phenylphenols.

The essential ingredients of the disinfectant cleansing compositions are the amine oxide and dioxide surfactants and one or more of specific anti-microbial compounds. In themselves both types of ingredients are conventional.

The amine oxide surfactant (when present) may for example have the structural formula: R2 R1 -N-O R3 wherein R1 is a C8-C18 alkyl group, preferably a C10-C16 alkyl group, and R2 and R3 can be short-chain alkyl groups such as methyl, ethyl, n- and iso-propyl. R2 and R3 will generally be the same, but can differ if this is desired.

Typical amine oxides suitable for the present invention are lauryl di-methyl amine oxide, mysistyl di-methyl amine oxide, cetyl dimethyl amine oxide, coconut dimethyl amine oxide, hardened tallow dimethyl amine oxide, hexadecyl dimethyl amine oxide, lauryl diethyl amine oxide and coconut diethyl amine oxide.

The amine dioxide surfactant (when present) may for example have the structural formula R4 R5 R6 N X N R6 0 0 wherein R4 and R5 are independently selected from those groups defined for R2 and R3 above and are preferably the same, most preferably both methyl; R6 is a C8 14 alkyl group, preferably having 9-11 carbon atoms; and X is a suitable linking group, but is preferably chosen according to the parent diamine, and for example may be an alkylene linking group.

An especially preferred group of amine dioxides for use in the compositions of the present invention, comprises the N, N'-bis (cm 11 alkylmethyl) 1-6 hexanediamine dioxides.

In order to obtain the synergistic anti-microbial effects of the invention, amine oxide or dioxide concentrations can be used as low as 0.0005% by weight.

In general, concentrations will lie in the range of from 0.001 to 10% by weight, concentrations of 0.1 to 2% by weight being preferred.

Referring to the aforesaid anti-microbial compounds of classes (1)-(5), suitable members of said p-hydroxybenzoic acid ester group (including salts thereof) are the lower alkyl esters, such as methyl-, ethyl-, propyl- and n-butyl-p-hydroxybenzoate, (and salts of same) the latter ester and its salts being preferred.

Suitable members of said halogenated bis-phenols are the hydroxy halogenated derivatives of diphenyl methane, diphenylether and diphenylsulphide. Examples are dichlorophane (5,5' -dichloro-2, 2 '-dihydroxy diphenylmethane), bromochlorophane (3,3'-dibromo-5,5'-dichloro 2, 2'-dihydroxy diphenylmethane), triclosan (2,4,4'trichloro-2'-hydroxydiphenylether) and fentichlor (2,2' dihydroxy-5,5 '-dichlorodiphenylsulphide). Triclosan is the most preferred member.

Suitable members of the salts of benzoic acid are the alkali metal and earth alkali metal salts, sodium benzoate being most preferred.

Of the halogenated phenylalkanols, suitable members are the halogenated derivatives of benzylalcohol and phenylethylalcohol, in particular 2,4 dichlorobenzylalcohol.

Of the phenylphenols, in paticular o-phenylphenol has been found especially suitable.

The anti-microbial agent is included in an amount which provides effective disinfectant action. Dependent on the solubility and activity of the particular agent, such amount ranges from 0.001% to 10% by weight of the total composition. In particular, such amount ranges from 0.01 to 3% by weight and preferably lies within the range of from 0.05 to 0.5% by weight.

In general, the cleansing compositions of the present invention are aqueous or aqueous-alcoholic solutions. The alcohol may be included for reasons of both disinfection and solubizing. The alcohol is a lower alcohol having up to four carbon atoms. In particular, ethanol and propanol is used within the range of from 1:1 to 1:3.

If included, the concentration of the alcohol component is at least 10% v/v and normally lies in the range of from 10 to 50% v/v. Preferred are aqueous-alcoholic solutions comprising ethanol or an ethanol/propanol mixture in a concentration of from 15 to 30% v/v.

Preferably, the compositions are buffered to skin compatible pH values in the range of from 3 to 6, in particular 4.5 to 5.5. This is conveniently effected using suitable buffering compositions, preferably added at concentrations of from 5 to 50m M, for example lactic acid/sodium lactate or citric acid/sodium citrate.

The composition of the invention may further comprise minor ingredients to improve its effectiveness and/or consumer acceptability, such as further surfactants, wetting agents, buffers, colouring agents and perfumes.

Although in particular suitable for application in the form of wet wipes, also other methods of application are suitable such as sprinkling or spraying thereof onto the surface to be cleansed, for example human skin or a hard surface.

The invention will further be illustrated by way of the following examples.

Example 1 Compositions on the basis of Empigen OB - ex Albright and Wilson (30% C13-70% C11 alkyldimethylamine oxide) and dichlorobenzyl alcohol were tested for their antimicrobial action at pH 5.0 against Gram negative bacteria, as exemplified by Citrobacter freundii, Klebsiella edwardsii, Proteus mirabilis, Pseudomonas aeruginosa, and Salmonella cholerasuis, and against Gram positive bacteria as exemplified by Streptococcus faecalis, and against yeast as exemplified by Candida albicans.

Method: The organisms were grown up overnight in broth.

Before use, the cells were centrifuged and resuspended to the same volume in 30mM sodium lactate buffer, pH 5.0. To 10ml test solution containing decreasing concentrations of either amine oxide or DCBA alone, were added 0.1 ml microbial suspension. After exactly 3 minutes, 1 ml of test suspension was added to 9ml quenching agent comprising an aqueous solution of 0.1% peptone, 0.1% sodium thiosulphate, 0.5% Tween 80 and 0.03% lecithin, the pH being 7.0. After serial dilution, the surviving organisms were counted by plating on Oxoid tryptone soy agar. In this way, the maximum level of the agent which would produce no or less than one decimal reduction in viable count was determined. The two agents were then combined at these concentrations and the test repeated with samples taken at 15 seconds and 3 minutes. Results are shown in Table 1.

Table 1 Antimicrobial effect of combinations of amine oxide and dichlorobenzyl alcohol.

Subinhibitory conc.* Log reduction in of agent used in the viable cells combination (ppm) after exposure to the combination for Organism AO DCBA 15 sec. 3 min.

Citrobacter freundii 20 600 1.22 > 5.6 Streptococcus faecalis 20 850 3.92 > 5.5 Klebsiella edwardsii 30 750 3.00 > 4.4 Salmonella cholerasuis 40 500 2.47 > 4.1 Pseudomonas aeruginosa 40 800 3.90 > 6.3 Proteus mirabilis 75 500 2.27 4.79 Candida albicans 200 1500 > 4.52 * Conc. giving no or less than 1 log reduction in 3 min at 200C Examples 2-5 In these examples, the synergistic effect of amine oxide/biocide combinations according to the present invention was demonstrated by the following method. The level of each agent alone, that gave approximately two decimal reductions in the viable count of Escherichia coli was determined. The two agents were then combined in ratios of 4:0, 3:1, 2:2, 1:3, and 0:4 and the concentrations of the solutions to be mixed were such that a reduction of between one and two logs in viable count would be predicted for either agent acting alone.Synergy is demonstrated when the mixtures result in fewer survivors. In each case the "amine oxide" was Empigen OB as defined above.

Example 2 Compositions on the basis of amine oxide and butyl parahydroxybenzoic acid ester were tested for their anti-microbial action at pH=5 (20% ethanolic/citric acid buffer). Results are presented in Table 2.

Table 2 Final concentration in the mixture (Molar x 10 Amine oxide n-butyl Log. survivors p-hydroxy benzoate 0 0 6.38 o 0 6.38 0.47 0 4.59 0.36 0.4 3.60 0.24 0.8 3.08 0.12 1.2 3.60 0 1.6 5.46 Example 3 Compositions on the basis of amine oxide and triclosan were tested for their anti-microbial action at pH=5 (20% ethanolic/citric acid buffer). Results as presented in Table 3.

Table 3 Final concentration in the mixture (Molar x 10 Amine oxide triclosan Log. survivors 0 0 7.20 0 0 7.20 0.08 0 5.23 0.06 0.02 3.15 0.02 0.04 3.75 0.02 0.06 5.16 0 0.08 5.66 Example 4 Compositions on the basis of amine oxide and o-phenylphenol were tested for their anti-microbial action at pH=5 (20% ethanolic/citric acid buffer). Results are presented in Table 4.

Table 4 Final concentration in the mixture (Molar x 10 Amine oxide o-phenylphenol Log. survivors 0 0 7.20 0 0 7.20 0.08 0 5.23 0.06 0.4 5.03 0.04 0.8 4.29 0.02 1.2 4.91 0 1.6 5.49 Example 5 Composition on the basis of amine oxide and benzoic acid were tested for their anti-microbial action at pH=5 (20% ethanolic/lactic acid buffer). The results are presented in Table 5.

Table 5 Final concentration in the mixture (molar x 10'3) Amine oxide Benzoic acid Log survivors 0 0 6.05 0.16 0 4.03 0.12 2 1.00 0.08 4 3.85 0.04 6 5.97 0 8 6.09 Example 6 - Wipe Formulation A base paper rectangle measuring 220mm x 270mm was impregnated with 5ml fluid of the following composition Ethanol 20% N-propanol 10% Empigen OB 1% DCBA 2% Lactic acid 0.24% Sodium lactate 0.06% Deionised water 66.7% to pH 5.0

Claims (5)

  1. CLAIMS 1. A disinfectant composition comprising: a) an aqueous or mixed aqueous-alcoholic base; b) an amine oxide or dioxide surfactant; and c) at least one anti-microbial compound selected from: (i) halogenated phenylalcohols; (ii) p-hydroxybenzoic acid esters and their salts; (iii) halogenated bis-phenols; (iv) benzoic acid and its salts; and (v) phenylphenols
  2. 2. A composition according to claim 1, wherein the concentration of amine oxide or dioxide surfactant and that of the anti-microbial compound(s) are independently selected within the ranges of from 0.001 to 10% by weight.
  3. 3. A composition according to claim 2, wherein the concentration of amine oxide or dioxide surfactant is from 0.1 to 2% by weight and that of the anti-microbial compound(s) is from 0.01 to 3% by weight.
  4. 4. A composition according to any preceding claim when buffered to a pH in the range of from 3 to 6.
  5. 5. A wipe comprising a carrier sheet impregnated with a composition according to claim 4.
GB8724652A 1987-10-21 1987-10-21 Disinfectant compositions Withdrawn GB8724652D0 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
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Application Number Priority Date Filing Date Title
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GB2211093A true true GB2211093A (en) 1989-06-28

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Cited By (24)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0414309A1 (en) * 1989-08-22 1991-02-27 Reckitt & Colman Inc. Antimicrobial composition
WO1992021239A1 (en) * 1991-06-04 1992-12-10 Ecolab Inc. Blended carboxylic acid sanitizer
US5214041A (en) * 1989-06-12 1993-05-25 Shiseido Company Ltd. Hair revitalizing tonic composition
US5234719A (en) * 1991-06-04 1993-08-10 Ecolab Inc. Food additive sanitizing compositions
FR2692150A1 (en) * 1992-06-12 1993-12-17 Dufour Christian Disinfectant compsn. for surfaces in medical and dental surgeries - comprises ortho:phenyl:phenol in denatured alcohol
US5409713A (en) * 1993-03-17 1995-04-25 Ecolab Inc. Process for inhibition of microbial growth in aqueous transport streams
US5436008A (en) * 1992-12-11 1995-07-25 Ecolab Inc. Sanitizing compositions
US5578134A (en) * 1994-04-19 1996-11-26 Ecolab Inc. Method of sanitizing and destaining tableware
EP0748242A1 (en) * 1994-02-28 1996-12-18 Incline Technologies, Inc. Method and system for cleansing the skin
WO1997016065A1 (en) * 1995-11-01 1997-05-09 Kimberly-Clark Worldwide, Inc. Methods of incorporating a hydrophobic substance into an aqueous solution
WO1997016066A1 (en) * 1995-11-01 1997-05-09 Kimberly-Clark Worldwide, Inc. Antimicrobial compositions and wet wipes including the same
US5683724A (en) * 1993-03-17 1997-11-04 Ecolab Inc. Automated process for inhibition of microbial growth in aqueous food transport or process streams
WO1998015262A1 (en) * 1996-10-07 1998-04-16 The Procter & Gamble Company Cosmetic applicators which contain stable oil-in-water emulsions
WO1998017773A1 (en) * 1996-10-22 1998-04-30 Kimberly-Clark Worldwide, Inc. Method of increasing the antimicrobial activity of an aqueous, antimicrobial liquid cleaning formulation
EP0882446A1 (en) * 1997-06-02 1998-12-09 Gojo Industries,Inc. Antimicrobial skin cleansing compositions
EP0966883A1 (en) * 1998-06-26 1999-12-29 THE PROCTER & GAMBLE COMPANY The use of an anti-microbial compound for disinfection
US6257253B1 (en) 1994-04-19 2001-07-10 Ecolab Inc. Percarboxylic acid rinse method
US6302968B1 (en) 1994-04-19 2001-10-16 Ecolab Inc. Precarboxylic acid rinse method
US6328811B1 (en) 1994-02-28 2001-12-11 Incline Technologies, Inc. Methods and systems for cleansing the skin
US6451748B1 (en) 1999-06-23 2002-09-17 The Dial Corporation Compositions containing a high percent saturation concentration of antibacterial agent
EP1331261A1 (en) * 2002-01-23 2003-07-30 Chemische Fabrik Dr. Weigert(GMBH & CO.) Process of cleaning and disinfecting of dishes
WO2004020514A2 (en) * 2002-08-29 2004-03-11 Microban Products Company Antimicrobial acrylic polymer
US6861397B2 (en) 1999-06-23 2005-03-01 The Dial Corporation Compositions having enhanced deposition of a topically active compound on a surface
DE10358534A1 (en) * 2003-12-13 2005-07-14 Henkel Kgaa Adhesion inhibition of microorganisms by nonionic surfactants

Cited By (36)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5214041A (en) * 1989-06-12 1993-05-25 Shiseido Company Ltd. Hair revitalizing tonic composition
EP0414309A1 (en) * 1989-08-22 1991-02-27 Reckitt & Colman Inc. Antimicrobial composition
WO1992021239A1 (en) * 1991-06-04 1992-12-10 Ecolab Inc. Blended carboxylic acid sanitizer
US5234719A (en) * 1991-06-04 1993-08-10 Ecolab Inc. Food additive sanitizing compositions
US5336500A (en) * 1991-06-04 1994-08-09 Ecolab Inc. Sanitizing composition comprising a blend of aromatic and polyunsaturated carboxylic acid
US5419908A (en) * 1991-06-04 1995-05-30 Ecolab Inc. Sanitizing composition comprising a blend of aromatic and polyunsaturated carboxylic acids
FR2692150A1 (en) * 1992-06-12 1993-12-17 Dufour Christian Disinfectant compsn. for surfaces in medical and dental surgeries - comprises ortho:phenyl:phenol in denatured alcohol
US5436008A (en) * 1992-12-11 1995-07-25 Ecolab Inc. Sanitizing compositions
US5683724A (en) * 1993-03-17 1997-11-04 Ecolab Inc. Automated process for inhibition of microbial growth in aqueous food transport or process streams
US5409713A (en) * 1993-03-17 1995-04-25 Ecolab Inc. Process for inhibition of microbial growth in aqueous transport streams
US5674538A (en) * 1993-03-17 1997-10-07 Ecolab Inc. Process for inhibition of microbial growth in aqueous food transport or process streams
EP0748242A1 (en) * 1994-02-28 1996-12-18 Incline Technologies, Inc. Method and system for cleansing the skin
US6206863B1 (en) 1994-02-28 2001-03-27 Incline Technologies, Inc. Method and system for cleansing the skin
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