WO1990006682A1 - Germicide non irritant a l'hypochlorite - Google Patents

Germicide non irritant a l'hypochlorite Download PDF

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Publication number
WO1990006682A1
WO1990006682A1 PCT/US1989/005609 US8905609W WO9006682A1 WO 1990006682 A1 WO1990006682 A1 WO 1990006682A1 US 8905609 W US8905609 W US 8905609W WO 9006682 A1 WO9006682 A1 WO 9006682A1
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WO
WIPO (PCT)
Prior art keywords
composition
hypochlorite
amount
hydrotrope
sodium
Prior art date
Application number
PCT/US1989/005609
Other languages
English (en)
Inventor
Creighton Steiner
Guy Pochard
Original Assignee
A & L Laboratories Incorporated
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by A & L Laboratories Incorporated filed Critical A & L Laboratories Incorporated
Publication of WO1990006682A1 publication Critical patent/WO1990006682A1/fr

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Classifications

    • 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
    • A01N25/22—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 containing ingredients stabilising the active ingredients
    • 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
    • A01N25/32—Ingredients for reducing the noxious effect of the active substances to organisms other than pests, e.g. toxicity reducing compositions, self-destructing compositions

Definitions

  • Germicidal compositions which disinfect animal and/or human skin are used in food processing industries, surgical and other medical and veterinary practices and in agriculture, where teat dipping of dairy cows is practiced to prevent bovine mastitis (IMI) .
  • IMI bovine mastitis
  • Several different types of germicidal compositions are commonly used on skin, the active ingredients in the most common being: iodophors, chlorhexidines, hexachlorophenes, DDBSA, caprylic acids, cecanoic acids and hypochlorites. Hypochlorites have been demonstrated to be very effective microbiocides and are widely used in food industries, sanitation, water treatment and dairy farm sanitation.
  • hypochlorites have been frequently studied to determine efficacy in reducing IMI.
  • concentration of 4% sodium hypochlorite gives excellent results, both in reduction of IMI and in the reduction of microbiological populations on teat skin and in milk.
  • the use of hypochlorites has not met with wide spread acceptance in teat dip formulations, or in other germicidal formulations used on human or animal skin despite a much lower cost.
  • Hypochlorite formulations have been known to cause mild to severe irritation, in many cases leading to chapping and/or lesions on the skin. The irritation caused by hypochlorite solutions is believed to be due to the presence of excess sodium hydroxide in typical bleach or other hypochlorite solutions.
  • hypochlorite bleaching compositions which include sul f onate surfactants . There is no discussion of skin sensitivity nor is there a suggestion to use the compositions as a skin germicide.
  • thixotropic dishwashing detergents which include hypochlorite , hydroxide and a detergent which may be a C 8 . 22 alkyldimethyl amine oxide .
  • the present invention pertains to an aqueous germicidal composition
  • an aqueous germicidal composition comprising: (a) an alkali hypochlorite in an amount equivalent on hypochlorite basis to 2% or more NaOCl; (b) an alkali hydroxide in an amount effective to maintain the hypochlorite concentration at a level equivalent to at least 2% NaOCl on hypochlorite basis for a period of about 6 months ; (c) an amount of emollient effective to reduce skin irritation of the composition, the emollient having the formula ; R 1 R 2 n XO
  • R 1 is a C
  • R 2 is a lower alkyl group
  • X is N, P or S
  • n is 2 when X is N or P and 1 when X is S
  • Teat dip formulation are especially demanding because they are subjected to wide temperature variations.
  • the initial hypochlorite concentration of the formulations should be sufficient to maintain a hypochlorite level equivalent to at least 2% NaOCl for at least about 6 months at ambient temperature.
  • the six month requirement represents the expected minimum practical shelf-life of a formulation distributed through ordinary commercial channels. In some instances shelf-lives as low as 4 months may be acceptable.
  • hypochlorite level may also be tolerable but is considered undesirable because of the risk that germicidal activity will be inadequate.
  • Teat dips having hypochlorite levels less than 1% NaOCl have been reported to show questionable results in reducing incidence of IMI.
  • hypochlorite based teat dip compositions with improved stability and skin tolerance attempts to find substitute alkaline buffering salts less aggressive to the skin which would stabilize bleach in low concentrations were not met by success.
  • An alternative approach, the addition of emollients also proved to be difficult.
  • R 1 is a C 16 or higher aliphatic hydrocarbon group
  • R 2 is a lower alkyl group
  • X is N, P or S
  • n is 2 when X is N or P and 1 when X is s.
  • R 1 is a C 16 - C 22 hydrocarbon group and R 2 is methyl or ethyl. Most preferably R 1 is palmityl or stearyl, R 2 is methyl and X is nitrogen.
  • Such preferred a ine oxide compounds are well known materials which are commonly used as surfactants in cosmetics, toiletries, shampoos, bath oils and detergents. They are nonionic in neutral to alkaline solutions and stable to bleach. In teat dip formulations, at least, it has been found that the amine oxide compounds useful in the invention are not fully soluble in alkaline aqueous bleach solutions. In order to fully solubilize the amine oxide it is also necessary to include as an additional ingredient a bleach stable hydrotrope. Applicants have found that compounds of the formula:
  • R 3 is lower alkyl and m is an integer of 0-3, and A is Na or K, are especially preferred.
  • Suitable such hydrotrope compounds include sodium xylene sulfonate, sodium tolvene sulfonate, sodium benzene sulfonate, sodium cumene sulfonate and corresponding potassium salts. While the hydrotrope need not be limited to such aryl sulfonate compounds, it is important that this ingredient also not irritate the skin.
  • Sodium xylene sulfonate is a preferred non-irritating bleach stable hydrotrope compound useful in this invention. The invention is illustrated by the following non-limiting examples.
  • the emolliency of amine oxides improves with an increase in the number of carbon atoms in the long chain alkyl group; in order of increasing carbons and emolliency is lauryl, myristyl, palmityl or cetyl, and stearyl groups. It was found that several percent of myristyldimethyl amine oxide was stable under cold storage in a 4% hypochlorite system without a hydrotrope. As mentioned, significant amounts of palmityldimethyl amine oxide could be solubilized with sodium xylene sulfonate, stearyldimethyl amine oxide could not be cooled into solution and stabilized by sodium xylene sulfonate alone.
  • Stearyldimethyl amine oxide can be coupled into solution if both palmityldimethyl amine oxide and sodium xylene sulfonate are both included as ingredients.
  • Other shorter chain amine oxides i.e. where R 1 is C 10 . 14
  • R 1 is C 10 . 14
  • the amine oxide with the palmityl group is preferred to maximize skin emolliency.
  • An example of a stable composition employing stearyldimethyl amine oxide is given below which again provides for 3% active emollient.
  • a series of 4% sodium hypochlorite compositions containing various levels of palmityldimethyl amine oxide and sodium xylene sulfonate were prepared. In the following tests it was the objective to determine the amount of sodium hydroxide (or any salt providing the hydroxyl radical) to stabilize the hypochlorite, and prevent undesirable interactions between the emollient and hydrotrope with the hypochlorite. In each composition the weight percent of sodium hydroxide was determined by testing. A series of samples of varying alkalinities for each composition was then prepared by calculating the amount of caustic soda (50% NaOH) to add to each sample to boost the alkalinity to the desired level. Each sample was then tested for weight percent sodium hydroxide and weight percent sodium hypochlorite.
  • the control composition was diluted 15% hypochlorite without emollient or additional alkalinity adjustments.
  • the alkalinity was 0.6% NaOH.
  • All compositions remained clear and homogeneous, even among those formulations which were not stable to hypochlorite.
  • Most organic material incorporated into hypochlorite systems cause rapid decomposition of the hypochlorite.
  • hypochlorite ions are relatively stable in the presence of certain organic matter. Criteria for acceptable stability in these examples were to remain above 2% NaOCl or roughly 50% NaOCl retention for samples stored for 8 days at 50 ⁇ C. Such products would remain efficacious for a period of at least 6 months at room temperature.
  • compositions A, C, F, G, H and I are not acceptable compositions.
  • compositions A, F, G and I decomposed completely due to insufficient alkalinity, while composition C and I experienced excessive hypochlorite decay.
  • sample C was tested again at 10 days storage at 50'C, the level of NaOCl had quickly fallen to just a trace ( ⁇ 0.1%).
  • most of the drop in strength is seen immediately after they are prepared.
  • compositions B, C, D, E, J, K, L, M and O lost about 10-15% of their initial hypochlorite strength after only 1-1/2 days storage at 50 ⁇ C (not shown in table) . After this, the hypochlorite strength decreased more slowly.
  • Sample B at 0.8% NaOH retained greater than 50% of its NaOCl level, whereas sample H also at 0.8% with twice the emollient and hydrotrope, was unstable. No significant improvement in stability was seen for alkalinities greater than 0.95% NaOH up to 1.2% NaOH. To minimize skin irritation due to the aggressiveness of NaOH, therefore, it is preferred that the alkalinity not exceed 0.95% NaOH.
  • Some of the compositions were also stored at 75 ⁇ F for a -month period.
  • Compositions B, C, D, and E exhibited excellent stability to NaOCl up to retentions as high as 80%, even at alkalinities as low as 0.8% NaOH.
  • Compositions J and L at 75 ⁇ F storage showed good NaOCl stability, though not as good as the compositions with half the emollient levels.
  • amine oxide compounds where the long chain alkyl group R 1 is less than C 16 are more readily solubilized in aqueous alkaline bleach.
  • Formulation J in Table III was field tested as a teat dip on cows for a one month period.
  • An identical formulation except that myristyldimethyl amine oxide was used in place of palmityldimethyl amine oxide was similarly tested, as was the control composition P.
  • At the end of the month teats dipped in composition J were found to have actually softened compared to the control.

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  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Toxicology (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Agronomy & Crop Science (AREA)
  • Engineering & Computer Science (AREA)
  • Dentistry (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Detergent Compositions (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

Une composition germicide aqueuse comprend: (a) un hypochlorite alcalin dans une quantité équivalente sur une base d'hypochlorite à 2 % ou plus de NaOCl; (b) un hydroxyde alcalin dans une quantité efficace pour maintenir la concentration d'hypochlorite à un niveau équivalent à au moins 2 % de NaOCl sur une base d'hypochlorite pendant une durée d'environ 6 mois; (c) une quantité d'émollient efficace pour réduire l'irritation dermique causée par la composition, l'émollient ayant la formule R1R2nXO où R1 est un groupe hydrocarbure aliphatique C¿16? ou supérieur, R?2¿ est un groupe alkyle inférieur, X est N, P ou S, et n vaut 2 quand X est N ou P et 1 lorsque X est S; et (d) une quantité d'un hydrotrope synthétique décolorant, pratiquement non irritant, efficace pour maintenir une formulation stable non séparée à des températures aussi basses que 40°F.
PCT/US1989/005609 1988-12-16 1989-12-12 Germicide non irritant a l'hypochlorite WO1990006682A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US285,221 1981-07-20
US28522188A 1988-12-16 1988-12-16

Publications (1)

Publication Number Publication Date
WO1990006682A1 true WO1990006682A1 (fr) 1990-06-28

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1989/005609 WO1990006682A1 (fr) 1988-12-16 1989-12-12 Germicide non irritant a l'hypochlorite

Country Status (2)

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CA (1) CA2005708A1 (fr)
WO (1) WO1990006682A1 (fr)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2014036659A1 (fr) * 2012-09-07 2014-03-13 Martin Marcus E Formulation désinfectante comprenant de l'hydroxyde de calcium et de l'hypochlorite de sodium
US20150250818A1 (en) * 2014-03-07 2015-09-10 Amy Dukoff Composition and Method of Using Medicament for Treatment of Cancers and Tumors

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3943234A (en) * 1973-08-09 1976-03-09 The Procter & Gamble Company Acidic emollient liquid detergent composition
US4199602A (en) * 1978-02-23 1980-04-22 Economics Laboratory, Inc. Control of mastitis and compositions therefor
US4258056A (en) * 1978-12-18 1981-03-24 Economics Laboratory, Inc. Control of mastitis and compositions therefor
US4376787A (en) * 1979-12-03 1983-03-15 Economics Laboratory, Inc. Control of mastitis
EP0137551A1 (fr) * 1983-09-23 1985-04-17 Unilever N.V. Composition de blanchiment liquide et épaissie
US4740327A (en) * 1982-01-18 1988-04-26 Colgate-Palmolive Company Automatic dishwasher detergent compositions with chlorine bleach having thixotropic properties

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3943234A (en) * 1973-08-09 1976-03-09 The Procter & Gamble Company Acidic emollient liquid detergent composition
US4199602A (en) * 1978-02-23 1980-04-22 Economics Laboratory, Inc. Control of mastitis and compositions therefor
US4258056A (en) * 1978-12-18 1981-03-24 Economics Laboratory, Inc. Control of mastitis and compositions therefor
US4376787A (en) * 1979-12-03 1983-03-15 Economics Laboratory, Inc. Control of mastitis
US4740327A (en) * 1982-01-18 1988-04-26 Colgate-Palmolive Company Automatic dishwasher detergent compositions with chlorine bleach having thixotropic properties
EP0137551A1 (fr) * 1983-09-23 1985-04-17 Unilever N.V. Composition de blanchiment liquide et épaissie

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
INTERNATIONAL DAIRY FEDERATION, issued 1975, (Brussels, Belgium), WILSON et al.: "A Practical Mastitis Control Routine", (see pages 423, 426). *

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2014036659A1 (fr) * 2012-09-07 2014-03-13 Martin Marcus E Formulation désinfectante comprenant de l'hydroxyde de calcium et de l'hypochlorite de sodium
US10492496B2 (en) 2012-09-07 2019-12-03 Biosenta, Inc. Disinfectant formulation comprising calcium hydroxide and sodium hypochlorite
US20150250818A1 (en) * 2014-03-07 2015-09-10 Amy Dukoff Composition and Method of Using Medicament for Treatment of Cancers and Tumors
US10463692B2 (en) * 2014-03-07 2019-11-05 Amy Dukoff Composition and method of using medicament for treatment of cancers and tumors

Also Published As

Publication number Publication date
CA2005708A1 (fr) 1990-06-16

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