[go: up one dir, main page]

US3867300A - Bactericidal composition - Google Patents

Bactericidal composition Download PDF

Info

Publication number
US3867300A
US3867300A US279524A US27952472A US3867300A US 3867300 A US3867300 A US 3867300A US 279524 A US279524 A US 279524A US 27952472 A US27952472 A US 27952472A US 3867300 A US3867300 A US 3867300A
Authority
US
United States
Prior art keywords
acid
bacteria
composition
detergent
percent
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.)
Expired - Lifetime
Application number
US279524A
Inventor
Joseph V Karabinos
Vincent T Andriole
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Carbolabs Inc
Original Assignee
Carbolabs Inc
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 Carbolabs Inc filed Critical Carbolabs Inc
Priority to US279524A priority Critical patent/US3867300A/en
Application granted granted Critical
Publication of US3867300A publication Critical patent/US3867300A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • 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
    • 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
    • A01N37/00—Biocides, 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
    • A01N37/02—Saturated carboxylic acids or thio analogues thereof; Derivatives thereof
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/83—Mixtures of non-ionic with anionic compounds
    • 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
    • C11D3/20—Organic compounds containing oxygen
    • C11D3/2075—Carboxylic acids-salts thereof
    • C11D3/2079—Monocarboxylic acids-salts thereof
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
    • C11D1/146—Sulfuric acid esters
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/22—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aromatic compounds
    • 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
    • C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
    • C11D1/66—Non-ionic compounds
    • C11D1/72—Ethers of polyoxyalkylene glycols

Definitions

  • hospital acquired gram negative bactericidal infections have risen significantly and have been one of the major causes of in-hospital patient deaths and patient morbidity requiring prolonged hos- .pitalization.
  • Nosocomial gram negative bacteria are invariably resistant to currently available antibiotics. Attempts at controlling hospital acquired infection have centered on preventing colonization and tissue invasion by these organisms. At the present time there are few agents effective in preventing these infections.
  • compositions which have strong bactericidal activity have long been sought after for use as a general disinfectant or degerming agent or surgical scrub.
  • bactericidal compositions are widely used in hospitals, especially in surgical procedures and nurseries, as well as in the home.
  • a bactericidal composition is subject to several stringent requirements.
  • the composition must be relatively inexpensive in view of the widespread use to which it is subjected. Furthermore, the
  • candidate composition must have a high degree of bactericidal activity against a wide variety of organisms, and should preferably be 100 percent effective within a short period of time against the organisms commonly encountered in hospitals. Typical of such common organisms are the following: Staphylococcus aureus; Staphylococcus epidermidis; Pseudomonas aeruginosa; and Serratia marcescens.
  • Staphylococcus aureus Staphylococcus epidermidis
  • Pseudomonas aeruginosa and Serratia marcescens.
  • a serious objection to bacter icidal candidates is that they are highly active against many of these common organisms, but only mildly active against others. Naturally this represents a serious shortcoming.
  • the candidate composition must have the requisite activity with relatively small concentrations of the active ingredient.
  • the candidate composition must be non-toxic when used externally.
  • An additional object of the present invention is to provide bactericidal compositions as aforesaid which are non-toxic.
  • the aqueous bactericidal composition of the present invention consists essentially of from to percent of an aliphatic monocarboxylic acid containing from 8 to l 1 carbon atoms and the balance essentially a material selected from the group consisting of non-ionic detergents and anionic detergents.
  • the monocarboxylic acid and the detergent exhibit a synergistic relationship and achieve a completely unexpected degree of bactericidal activity.
  • the monocarboxylic acids used herein are known to have bactericidal activity, see Canadian Pa tent No. 553,057; however, this activity is limited.
  • the detergents used herein are also known to have some bactericidal activity. However. one would not at all anticipate that the combination of the two would provide such remarkable bactericidal activity as is shown in accordance with the present invention.
  • compositions of the present invention within (5) minutes killed I00 percent of the common bacteria Staphylococcus aureus, Staphylococcus epidermidis. Pseudomonas aeruginosa and Serratia marcescens. This is especially remarkable since the components separately do not at all show this level of activity and since a popular commercial preparation does not show this level of activity.
  • compositions of the present invention exhibit against a large number of organisms.
  • the aqueous bactericidal composition of the present invention contains from 5 to 15 percent by volume of an aliphatic monocarboxylic acid containing from 8 to 11 carbon atoms.
  • Pelargonic acid is the preferred species, although, of course. others may readily be employed, for example, octanoic acid, decanoic acid, undecylic and mixtures thereof.
  • the acid is used in admixture with a non-ionic or anionic detergent.
  • a non-ionic or anionic detergent are synthetic detergents which have a cleansing action like soap, but are not derived directly from fats and acids. They are surface active agents and have structurally unsymmetrical molecules containing both hydrophilic. or water soluble groups, and hydrophobic, or oil-soluble chains.
  • anionic detergents or mixtures of non-ionic detergents or an anionic-nonionic detergent mixture.
  • One may also employ emulsifiers or other additives in order to achieve a desired consistency or accentuate a particular property.
  • lanolin for example, one may utilize lanolin.
  • the acid-detergent combination exhibits a synergistic effect and attains bactericidal activity far greater than that which can be normally anticipated. This will be seen from a consideration of the data which is included in the present specification. One would not normally anticipate such remarkable properties as a lOO percent kill f the common organisms.
  • compositions of the present invention are their relatively low cost and easy availability. Furthermore, the components of the compositions of the present invention are known to be nontoxic when used externally, which is an important consideration.
  • An additional advantage of the compositions ofthe present invention in normal use is that they operate near neutral. that is at a pH of from 6 to 8 and generally from 6.5 to 7.5.
  • a further and significant advantage is their storage stability, even after prolonged storage.
  • EXAMPLE I This example describes the standard serial pour plate dilution technique which was used to determine the bactericidal activity.
  • Four organisms were used in this study.
  • An inoculum was prepared for each bacterial strain by placing some of the bacteria from a colony into ml. of Heart infusion Broth and incubating at 37C. for IS hours. After incubation.
  • l0' and l0 dilutions were placed in sterile Petri dishes to which ml. of melted agar was added. This mixture was then rotated gently in the sterile Petri dish until it was mixed evenly. allowed to harden and placed in an incubator at 37 C. for 24 hours. After this, the number of colony forming units of bacteria were counted on a colony counter and recorded. This number multiplied by the log-fold dilu tion. provides the accurate number of bacteria per milliliter in the original inoculant. The above procedure was carried out in each experiment for each bacteria used.
  • the composition employed was a 10 percent aqueous solution of pelargonic acid.
  • this compound was bactericidal in a l0 percent concentration to Staph. aureus and Staph. epidermidis. but only decreased the number of the others.
  • composition was bactericidal for all organisms tested.
  • Example V In a manner after Example lll, the bactericidal activity of an anionic detergent base was determined, the base being similar to those used in commercial preparations.
  • the detergent base had the following compositron.
  • Modified ammonium alkyl sulfate ..50 Emulsifier-mixture of fatty acid. mono-. diand triglycerides 5 Water soluble lanolin lpolyoxyethylene derivative).. l Water ....4
  • the composition was applied in a 50 percent aqueous solution and in a concentration of 100 percent. The results are shown below.
  • the anionic detergent base simply decreased the number of organisms present, but clearly was not bactericidal.
  • composition was bactericidal for all organisms testedv In this example also. the dramatic bactericidal activity of the composition of the present invention was clearly apparent.
  • Example lll In a manner after Example lll, the bactericidal activity of the nonionic detergent used in Example [V was determined.
  • the composition tested was a 100 percent concentration of ethoxylated octyl phenol with 12 moles of ethylene oxide. The results are shown below.
  • the nonionic detergent base even in a 100 per cent concentration. simply reduced the number of organisms present and was hardly effective against Serratia marcescens.
  • composition was bactericidal to Staph. aureus and Staph. epidermidis, but simply reduced the number of organisms in Pseudo aeruginosa and Serr. marcescens. Hence. this commercial preparation was clearly not bactericidal for all organisms.
  • An aqueous composition having synergistic bactericidal activity consisting essentially of from 5 to 15 percent of an aliphatic monocarboxylic acid containing from 8 to ll carbon atoms selected from the group consisting of pelargonic acid, octanoic acid. decanoic acid and undecylic acid. balance a material selected from the group consisting of non-ionic detergents and anionic detergents.
  • non-ionic detergent being selected from the group consisting of ethoxylated alkyl phenols and ethoxylated fatty alcohols
  • anionic detergent being selected from the group consisting of alkyl aryl sulfonates and alkyl sulfates, wherein said composition contains at least 25 percent of acid and detergent and the balance essentially water.
  • composition according to claim 1 wherein said monocarboxylic acid is a mixture of n-octanoic acid and n-decanoic acid.
  • composition according to claim 1 wherein a non-ionic detergent is employed.
  • composition according to claim 1 wherein said monocarboxylic acid is pelargonic acid.
  • a composition according to claim 1 having a pH of from 6 to 8.

Landscapes

  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
  • Agronomy & Crop Science (AREA)
  • Dentistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Zoology (AREA)
  • Environmental Sciences (AREA)
  • Emergency Medicine (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Detergent Compositions (AREA)

Abstract

The present invention relates to compositions having surprising bactericidal activity. The compositions of the present invention are aqueous compositions containing from 5 to 15 percent of an aliphatic monocarboxylic acid having from 8 to 11 carbon atoms, and the balance either a non-ionic or anionic detergent.

Description

United States Patent [191 Karabinos et al.
[ 1 Feb. 18,1975
[ BACTERICIDAL COMPOSITION [75] Inventors: Joseph V. Karabinos, Orange;
Vincent T. Andriole, Lordship, both of Conn. [73] Assignee: Carbolabs, Inc., Bethany, Conn.
[22] Filed: Aug. 10, 1972 21 Appl. No.: 279,524
[52] US. Cl. 252/106, 424/318 [51] Int. Cl. ..C11d l/04, Cl 1d 3/48 [58] Field of Search 252/106, 107, 108, 114,
[56] References Cited UNITED STATES PATENTS 3,532,636 10/1970 Pacini 252/106 X 3,650,965 3/1972 Cantor et a1 253/106 FOREIGN PATENTS OR APPLICATIONS 553,057 2/1958 Canada OTHER PUBLICATIONS Nonionic Surfactants," Elworthy et al., chap. 28.13, Vol. I, pp. 958-960, Marcel Dekker, Inc., N.Y., 1967.
Schwartz & Perry, Surface Active Agents, Chap. 20, pp. 452-458, Interscience Publishers, Inc., N.Y., 1949.
Primary ExaminerP. E. Willis, Jr. Attorney, Agent, or Firm-Robert H. Bachman [57] ABSTRACT 6 Claims, No Drawings BACTERICIDAL COMPOSITION BACKGROUND OF THE INVENTION In the past l years hospital acquired gram negative bactericidal infections have risen significantly and have been one of the major causes of in-hospital patient deaths and patient morbidity requiring prolonged hos- .pitalization.
Nosocomial gram negative bacteria are invariably resistant to currently available antibiotics. Attempts at controlling hospital acquired infection have centered on preventing colonization and tissue invasion by these organisms. At the present time there are few agents effective in preventing these infections.
Therefore, it is highly desirable to develop compositions which have strong bactericidal activity. in fact, compositions of this type have long been sought after for use as a general disinfectant or degerming agent or surgical scrub. For example, bactericidal compositions are widely used in hospitals, especially in surgical procedures and nurseries, as well as in the home.
For this general use, a bactericidal composition is subject to several stringent requirements. The composition must be relatively inexpensive in view of the widespread use to which it is subjected. Furthermore, the
candidate composition must have a high degree of bactericidal activity against a wide variety of organisms, and should preferably be 100 percent effective within a short period of time against the organisms commonly encountered in hospitals. Typical of such common organisms are the following: Staphylococcus aureus; Staphylococcus epidermidis; Pseudomonas aeruginosa; and Serratia marcescens. A serious objection to bacter icidal candidates is that they are highly active against many of these common organisms, but only mildly active against others. Naturally this represents a serious shortcoming.
ln addition, of course, the candidate composition must have the requisite activity with relatively small concentrations of the active ingredient. Naturally, also. the candidate composition must be non-toxic when used externally.
As can be readily appreciated. the foregoing represent severe requirements which are extremely difficult to satisfy, Nonetheless, as can also be readily appreciated, there is a real need for compositions which satisfy all of these requirements.
Accordingly, it is a principal object of the present invention to provide bactericidal compositions.
It is an additional object of the present invention to bactericidal compositions which are inexpensive and have bactericidal activity against a wide variety of organisms, especially those commonly encountered.
An additional object of the present invention is to provide bactericidal compositions as aforesaid which are non-toxic.
Additional objects and advantages of the present invention will appear hereinafter.
SUMMARY OF THE lNVENTlON in accordance with the present invention it has now been found that the foregoing objects and advantages can be readily obtained. The aqueous bactericidal composition of the present invention consists essentially of from to percent of an aliphatic monocarboxylic acid containing from 8 to l 1 carbon atoms and the balance essentially a material selected from the group consisting of non-ionic detergents and anionic detergents.
It is a particularly surprising feature of the present invention that the monocarboxylic acid and the detergent exhibit a synergistic relationship and achieve a completely unexpected degree of bactericidal activity. For example, the monocarboxylic acids used herein are known to have bactericidal activity, see Canadian Pa tent No. 553,057; however, this activity is limited. Similarly, the detergents used herein are also known to have some bactericidal activity. However. one would not at all anticipate that the combination of the two would provide such remarkable bactericidal activity as is shown in accordance with the present invention. Thus, compositions of the present invention within (5) minutes killed I00 percent of the common bacteria Staphylococcus aureus, Staphylococcus epidermidis. Pseudomonas aeruginosa and Serratia marcescens. This is especially remarkable since the components separately do not at all show this level of activity and since a popular commercial preparation does not show this level of activity.
An important characteristic of the materials used in accordance with the present invention is that they have highly desirable aqueous solubility characteristics. Also, they may. in combination with the detergents. combine with and disrupt bacterial cell membranes. This is supported by the remarkable activity that the compositions of the present invention exhibit against a large number of organisms.
DETAILED DESCRIPTION As indicated hereinabove, the aqueous bactericidal composition of the present invention contains from 5 to 15 percent by volume of an aliphatic monocarboxylic acid containing from 8 to 11 carbon atoms. Pelargonic acid is the preferred species, although, of course. others may readily be employed, for example, octanoic acid, decanoic acid, undecylic and mixtures thereof.
The acid is used in admixture with a non-ionic or anionic detergent. These are synthetic detergents which have a cleansing action like soap, but are not derived directly from fats and acids. They are surface active agents and have structurally unsymmetrical molecules containing both hydrophilic. or water soluble groups, and hydrophobic, or oil-soluble chains.
Thus, anionic detergents form negatively charged ions containing the oil-soluble portion of the molecule. The ionizable group is the hydrophilic portion. Typical anionic detergents which may be used include the sodium or potassium salts oforganic sulfonates or sulfates and alkylaryl sulfonates.
Non-ionic detergents do not ionize but acquire hydrophilic character from an oxygenated side chain. usually polyoxyethylene. The oil-soluble part of the molecule may come, for example, from fatty acids, am ides, alkylphenols or fatty alcohols. One can regulate the length of the polyoxyethylene chain and hence vary the melting, foaming, and detergent properties. Typical examples of non-ionic detergents include ethoxylated octyl phenol, tridecyl alcohol or tall oil.
Naturally, one may readily utilize mixtures of anionic detergents. or mixtures of non-ionic detergents or an anionic-nonionic detergent mixture. One may also employ emulsifiers or other additives in order to achieve a desired consistency or accentuate a particular property. Thus, for example, one may utilize lanolin.
The mixture of acid and detergent is then diluted with water. generally using at least about 25 percent by volume of the mixture and the balance water. The surprising bactericidal activity of these mixtures is particu larly striking in view of the fact that dilute solutions may be employed.
It is a particularly surprising feature of the present invention that the acid-detergent combination exhibits a synergistic effect and attains bactericidal activity far greater than that which can be normally anticipated. This will be seen from a consideration of the data which is included in the present specification. One would not normally anticipate such remarkable properties as a lOO percent kill f the common organisms.
A particular advantage of the compositions of the present invention are their relatively low cost and easy availability. Furthermore, the components of the compositions of the present invention are known to be nontoxic when used externally, which is an important consideration. An additional advantage of the compositions ofthe present invention in normal use is that they operate near neutral. that is at a pH of from 6 to 8 and generally from 6.5 to 7.5. A further and significant advantage is their storage stability, even after prolonged storage.
Other compounds which have shown surprising bactericidal activity in combination with the detergents of the present invention include undecylen'ic acid (l0- undecenoic acid) and l0'undecenoic acid ozonide.
The present invention and improvements resulting therefrom will be more readily understood from a consideration of the following illustrative examples.
EXAMPLE I This example describes the standard serial pour plate dilution technique which was used to determine the bactericidal activity. Four organisms were used in this study. A strain of coagulase positive Staphylococcus aureus; a strain of coagulase negative. mannitol negative Staphylococcus epidermidis'. a strain of Pseudomo nas aeruginosa; and a strain of Serratis marcescens. An inoculum was prepared for each bacterial strain by placing some of the bacteria from a colony into ml. of Heart infusion Broth and incubating at 37C. for IS hours. After incubation. the number of bacteria per milliliter of inoculum was determined by lO-fold serial dilutions of the inoculum in Heart infusion Broth. Specifically. l ml. of the inoculum was placed into 9.0 ml. of sterile broth in a test tube. This was mixed on a Vortex mixer and 1 ml. of this mixture (10) was placed in 9.0 ml. of sterile broth in a second test tube and mixed (lO' dilution). This procedure was repeated eight (8) times so that the final test tube mixture contained a 10 dilution of the original inoculum. Then l.0 ml. of the 10' lO. l0' and l0 dilutions were placed in sterile Petri dishes to which ml. of melted agar was added. This mixture was then rotated gently in the sterile Petri dish until it was mixed evenly. allowed to harden and placed in an incubator at 37 C. for 24 hours. After this, the number of colony forming units of bacteria were counted on a colony counter and recorded. This number multiplied by the log-fold dilu tion. provides the accurate number of bacteria per milliliter in the original inoculant. The above procedure was carried out in each experiment for each bacteria used.
EXAMPLE n In this example. the bacterial inoculum was added to Heart lnfusion Broth and the amount of bacteria present after a (5) minute period determined. This was done in order to provide a control on the number of bacteria that should be theoretically present at (5) minutes after mixing the compounds with a known number of bacteria. The results are shown in Table l below.
TABLE I CONTROL Staph. aureus No. of bacteria/ml.
0 min. 10.000000 5 min. 14.300.000
Staph. epidermidis No. of bacteria/ml.
0 min. 10.000000 5 min. l3.500.000
Pseud. aeruginosa No. of bacteria/ml.
0 min. 20.000.000 5 min. 48.600.000
Serr. marcescens No. of bacteria/ml.
0 min. 20.000000 5 min. 5.600.000
EXAMPLE Ill The bactericidal activity of a particular composition was determined by testing the effect on a known number of bacteria within a (5 minute period. A known concentration of each compound was added to a known number of bacteria per milliliter and mixed on a Vortex mixer. After (5) minutes of incubating the bacteria with the compound. an aliquot of the mixture was serially diluted by the standard pour plate dilution technique of Example l. Subsequent aliquots of the serial dilutions were added to sterile Petri dishes to which melted agar was added. mixing was performed and the agar was allowed to harden. The hardened agar plates were incubated at 37 C. for 24 hours and the number of colonies were counted on a colony counter after incubation. The number of colonies counted times the dilution factor represents the remaining number of bacteria per milliliter. The results are shown in Table ll below. ln this example, the composition employed was a 10 percent aqueous solution of pelargonic acid.
TABLE ll Staph. aureus No. of bacteria/ml.
Thus. this compound was bactericidal in a l0 percent concentration to Staph. aureus and Staph. epidermidis. but only decreased the number of the others.
EXAMPLE [V In a manner after Example lll. the bactericidal activity of the following composition was determined.
Parts by wt. Pelargonic Acid Water ..Z5 Nonionic detergent ethoxylated octyl phenol l2 7 moles of ethylene oxide ..90
The composition was employed above. The results are shown below.
TABLE III Staph. :tucrus No. of bacteria/ml.
0 min. 3.000000 5 minv 0 Staph. cpidermitlis No. of bacteria/ml.
0 min. 4.000.000 5 min. 0
Pseudv acruginosa No. of bacteria/ml.
0 min. 4.000.000 5 min. 0
Scrr. marcescens No. of bacteria/ml.
0 min. 2.000.000 5 min. 0
, Thus. this composition was bactericidal for all organisms tested.
EXAMPLE V In a manner after Example lll, the bactericidal activity of an anionic detergent base was determined, the base being similar to those used in commercial preparations. The detergent base had the following compositron.
Parts by wt.
Modified ammonium alkyl sulfate ..50 Emulsifier-mixture of fatty acid. mono-. diand triglycerides 5 Water soluble lanolin lpolyoxyethylene derivative).. l Water ....4| Ammonium chloride 3 The composition was applied in a 50 percent aqueous solution and in a concentration of 100 percent. The results are shown below.
TABLE IV 50% SOLUTlON Staph. aurcus No. of bacteria/nil.
0 min. l0.UUU.00U 5 min. l.()()O.UOU
Staph. cpidcrniidis No. of bacteria/ml.
0 min. 20.000.000 5 min. 20.000.000
Pscud. aeruginosa No. of bacteria/ml.
0 min. 10.000.000 5 min. 10.000.000
Scrr. marccscens No. of bacteria/ml.
(l min. 10.000000 5 min. lll.(l(lU.Ull(l Thus. it can be seen that in a 50 percent concentration the anionic detergent base was virtually ineffective.
The test was repeated in a concentration of l00 percent and the results are shown below.
TABLE V SOLUTION Staph. aureus No. of bact cria/ml.
0 min. 10.000000 5 min. l()0.000
Staph. epidemiidis No. of bacteria/ml.
0 min. 20.000.000 5 min. 200.000
Pseud. aeruginosa No. of bacteria/ml.
0 min. 20.000000 5 min. 5.000
Serr. marccscens No. of bacteria/ml.
0 min. 20.000000 5 min. H.000
Thus. even in a 100 percent concentration. the anionic detergent base simply decreased the number of organisms present, but clearly was not bactericidal.
EXAMPLE Vl In a manner after Example lll. the bactericidal activity of the following composition was determined.
Pelargonic acid ll grams Anionic detergent base of Example lOO grams The composition was diluted with an equal amount of water and the results are shown below.
TABLE Vl Staph. aureus No. of bacteria/ml.
0 min. l0.000.000 5 min. 0
Staph. epidermidis No. of bacteria/ml.
(l min. l0.000,000 5 min. 0
Pscud. acruginosa No. of bacteria/ml.
0 min. 20.000000 5 min. 0
Serr. marcesccns Nov of bacteria/ml.
0 min. 20.000000 5 min. 0
EXAMPLE Vll In a manner after Example lll. the bactericidal activity of the following composition was determined.
Mixture of n-octanoic acid and n-decanoic acid Anionic detergent base of Example V l l grams 100 grams TABLE Vll Staph. aureus No. of bacteria/ml.
min. l0.000.000 min. 0
Staph. cpidermidis No. of bacteria/ml.
0 min. 5 min.
Pscud. acruginosa No. of bacteria/ml.
0 min. 5 min.
Serr. marcesccns No. of bacteria/ml.
0 min. 30.000000 5 min. 0
Thus. the composition was bactericidal for all organisms testedv In this example also. the dramatic bactericidal activity of the composition of the present invention was clearly apparent.
EXAM PLE Vlll In a manner after Example lll, the bactericidal activity of the nonionic detergent used in Example [V was determined. The composition tested was a 100 percent concentration of ethoxylated octyl phenol with 12 moles of ethylene oxide. The results are shown below.
TABLE Vlll Staph. aureus No. of bacteria/ml.
0 min. [0.000.000 5 min. 300.000
Staph. epidermidis No. ol bacteria/ml.
0 min. 10.000000 5 min. 1.000.000
Pseud. aeruginosa No. of bacteria/ml.
0 min. 20.000000 5 min. 10.000
Serr. marcescens No. of bacteria/ml.
0 min. 20.000.000 5 min. 7.000.000
Thus. the nonionic detergent base. even in a 100 per cent concentration. simply reduced the number of organisms present and was hardly effective against Serratia marcescens.
LII
EXAMPLE [X In a manner after Example lll. the bactericidal activity of the commercial preparation PHlSOHEX was determined in a percent concentration. The results are shown below.
TABLE lX Staph. aureus No. of bacteria/ml.
0 min. 5 min.
Pscud. acruginosa No. of bacteria/ml.
0 min. 5 min.
Serr. marcescens No. of bacteria/ml.
0 min. 5 min.
Thus. this composition was bactericidal to Staph. aureus and Staph. epidermidis, but simply reduced the number of organisms in Pseudo aeruginosa and Serr. marcescens. Hence. this commercial preparation was clearly not bactericidal for all organisms.
This invention may be embodied in other forms or carried out in other ways without departing from the spirit or essential characteristics thereof. The present embodiment is therefore to be considered as in all respects illustrative and not restrictive. the scope of the invention being indicated by the appended claims. and all changes which come within the meaning and range of equivalency are intended to be embraced therein.
What is claimed is:
1. An aqueous composition having synergistic bactericidal activity consisting essentially of from 5 to 15 percent of an aliphatic monocarboxylic acid containing from 8 to ll carbon atoms selected from the group consisting of pelargonic acid, octanoic acid. decanoic acid and undecylic acid. balance a material selected from the group consisting of non-ionic detergents and anionic detergents. said non-ionic detergent being selected from the group consisting of ethoxylated alkyl phenols and ethoxylated fatty alcohols, and said anionic detergent being selected from the group consisting of alkyl aryl sulfonates and alkyl sulfates, wherein said composition contains at least 25 percent of acid and detergent and the balance essentially water.
2. A composition according to claim 1 wherein said monocarboxylic acid is a mixture of n-octanoic acid and n-decanoic acid.
3. A composition according to claim 1 wherein a non-ionic detergent is employed.
4. A composition according to claim 1 wherein an an' ionic detergent is employed.
5. A composition according to claim 1 wherein said monocarboxylic acid is pelargonic acid.
6. A composition according to claim 1 having a pH of from 6 to 8.

Claims (6)

1. AN AQUEOUS COMPOSITION HAVING SYNTHETIC BACTERICIDAL ACTIVITY CONSISTING ESSENTIALLY OF FROM 5 TO 15 PERCENT OF AN ALIPHATIC MONOCARBOXYLIC ACID CONTAINING FROM 8 TO 11 CARBON ATOMS SELECTED FROM THE GROUP CONSISTING OF PELARGONIC ACID, OCTANOIC ACID, DECANOIC ACID AND UNDECYLIC ACID, BALANCE A MATERIAL SELECTED FROM THE GROUP CONSISTING OF NON-IONIC DETERGENTS AND ANIONIC DETERGENTS, SAID NON-IONIC DETERGENT BEING SELECTED FROM THE GROUP CONSISTING OF ETHOXYLATED ALKYLPHENOLS AND ETHOXYLATED FATTY ALCOHOLS, AND SAID ANIONIC DETERGENT BEING SELECTED FROM THE GROUP CONSISTING OF ALKYL ARYL SULFONATES AND ALKYLSULFATES, WHEREIN SAID COMPOSITION CONTAINS AT LEAST 25 PERCENT OF ACID AND DETERGENT AND THE BALANCE ESSENTIALLY WATER.
2. A composition according to claim 1 wherein Said monocarboxylic acid is a mixture of n-octanoic acid and n-decanoic acid.
3. A composition according to claim 1 wherein a non-ionic detergent is employed.
4. A composition according to claim 1 wherein an anionic detergent is employed.
5. A composition according to claim 1 wherein said monocarboxylic acid is pelargonic acid.
6. A composition according to claim 1 having a pH of from 6 to 8.
US279524A 1972-08-10 1972-08-10 Bactericidal composition Expired - Lifetime US3867300A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
US279524A US3867300A (en) 1972-08-10 1972-08-10 Bactericidal composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US279524A US3867300A (en) 1972-08-10 1972-08-10 Bactericidal composition

Publications (1)

Publication Number Publication Date
US3867300A true US3867300A (en) 1975-02-18

Family

ID=23069363

Family Applications (1)

Application Number Title Priority Date Filing Date
US279524A Expired - Lifetime US3867300A (en) 1972-08-10 1972-08-10 Bactericidal composition

Country Status (1)

Country Link
US (1) US3867300A (en)

Cited By (54)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3954646A (en) * 1974-05-07 1976-05-04 Chemed Corporation Disinfectant composition and method
WO1983000163A1 (en) * 1981-07-01 1983-01-20 Economics Lab Short chain fatty acid sanitizing composition and methods
US4430381A (en) 1982-06-25 1984-02-07 The Buckeye Cellulose Corporation Monocarboxylic acid antimicrobials in fabrics
EP0120224A3 (en) * 1983-03-02 1986-01-29 Beiersdorf Aktiengesellschaft Functional oil cream bath
EP0135898A3 (en) * 1983-09-16 1986-09-03 B. Braun-SSC AG Concentrates of disinfecting agents on the basis of lower fatty acids
EP0495792A4 (en) * 1989-10-13 1992-10-28 Safer, Inc. Fatty acid based herbicidal compositions
WO1992021238A1 (en) * 1991-06-04 1992-12-10 Ecolab Inc. Sanitizing compositions
US5234719A (en) * 1991-06-04 1993-08-10 Ecolab Inc. Food additive sanitizing compositions
US5234703A (en) * 1992-10-31 1993-08-10 Guthery B Eugene Disinfecting product and process
US5330769A (en) * 1992-11-09 1994-07-19 West Agro, Inc. Acid sanitizer
US5336500A (en) * 1991-06-04 1994-08-09 Ecolab Inc. Sanitizing composition comprising a blend of aromatic and polyunsaturated carboxylic acid
WO1995004459A1 (en) * 1993-08-05 1995-02-16 Ecolab Inc. Sanitizing compositions
US5409713A (en) * 1993-03-17 1995-04-25 Ecolab Inc. Process for inhibition of microbial growth in aqueous transport streams
US5578134A (en) * 1994-04-19 1996-11-26 Ecolab Inc. Method of sanitizing and destaining tableware
WO1997001621A1 (en) * 1995-06-27 1997-01-16 The Procter & Gamble Company Cleaning/sanitizing methods, compositions, and/or articles for non-food inanimate surfaces
US5683724A (en) * 1993-03-17 1997-11-04 Ecolab Inc. Automated process for inhibition of microbial growth in aqueous food transport or process streams
US5968539A (en) * 1997-06-04 1999-10-19 Procter & Gamble Company Mild, rinse-off antimicrobial liquid cleansing compositions which provide residual benefit versus gram negative bacteria
US6136856A (en) * 1991-05-01 2000-10-24 Mycogen Corporation Fatty acid based compositions for the control of established plant infections
US6183757B1 (en) 1997-06-04 2001-02-06 Procter & Gamble Company Mild, rinse-off antimicrobial cleansing compositions which provide improved immediate germ reduction during washing
US6183763B1 (en) 1997-06-04 2001-02-06 Procter & Gamble Company Antimicrobial wipes which provide improved immediate germ reduction
US6190675B1 (en) 1997-06-04 2001-02-20 Procter & Gamble Company Mild, rinse-off antimicrobial liquid cleansing compositions which provide improved residual benefit versus gram positive bacteria
US6190674B1 (en) 1997-06-04 2001-02-20 Procter & Gamble Company Liquid antimicrobial cleansing compositions
US6197315B1 (en) 1997-06-04 2001-03-06 Procter & Gamble Company Antimicrobial wipes which provide improved residual benefit versus gram negative bacteria
US6210695B1 (en) 1997-06-04 2001-04-03 The Procter & Gamble Company Leave-on antimicrobial compositions
US6214363B1 (en) 1997-11-12 2001-04-10 The Procter & Gamble Company Liquid antimicrobial cleansing compositions which provide residual benefit versus gram negative bacteria
US6238682B1 (en) 1993-12-13 2001-05-29 The Procter & Gamble Company Anhydrous skin lotions having antimicrobial components for application to tissue paper products which mitigate the potential for skin irritation
US6257253B1 (en) 1994-04-19 2001-07-10 Ecolab Inc. Percarboxylic acid rinse method
US6284259B1 (en) 1997-11-12 2001-09-04 The Procter & Gamble Company Antimicrobial wipes which provide improved residual benefit versus Gram positive bacteria
US6287577B1 (en) 1997-11-12 2001-09-11 The Procter & Gamble Company Leave-on antimicrobial compositions which provide improved residual benefit versus gram positive bacteria
US6287583B1 (en) 1997-11-12 2001-09-11 The Procter & Gamble Company Low-pH, acid-containing personal care compositions which exhibit reduced sting
US6302968B1 (en) 1994-04-19 2001-10-16 Ecolab Inc. Precarboxylic acid rinse method
WO2001082694A1 (en) * 2000-04-28 2001-11-08 Ecolab Inc. Antimicrobial composition
US6475501B1 (en) 1997-06-04 2002-11-05 The Procter & Gamble Company Antiviral compositions for tissue paper
US6517849B1 (en) 1999-10-19 2003-02-11 The Procter & Gamble Company Tissue products containing antiviral agents which are mild to the skin
US6558795B2 (en) 2001-04-20 2003-05-06 Ecolab Inc. Strippable coating system
US6593283B2 (en) 2000-04-28 2003-07-15 Ecolab Inc. Antimicrobial composition
WO2003092379A1 (en) * 2002-05-03 2003-11-13 Ecolab, Inc Fatty acid containing teat dip
US20040009141A1 (en) * 2002-07-09 2004-01-15 Kimberly-Clark Worldwide, Inc. Skin cleansing products incorporating cationic compounds
US20040009210A1 (en) * 2002-07-09 2004-01-15 Kimberly-Clark Worldwide, Inc. Wound management products incorporating cationic compounds
US20040043912A1 (en) * 1995-06-27 2004-03-04 The Procter & Gamble Company Cleaning/sanitizing methods, compositions, and/or articles for produce
US6821940B2 (en) 2000-11-17 2004-11-23 The Procter & Gamble Company Wipes for cleaning foods, toys and food/child contact surfaces
US20040242443A1 (en) * 1995-06-27 2004-12-02 The Procter & Gamble Company Cleaning/sanitizing methods, compositions, and/or articles for non-food inanimate surfaces
US20070020365A1 (en) * 2005-07-25 2007-01-25 Ecolab Inc. Antimicrobial compositions for use on food products
US20080274242A1 (en) * 2006-07-21 2008-11-06 Ecolab Inc. Antimicrobial compositions and methods for treating packaged food products
US20100297316A1 (en) * 2005-07-25 2010-11-25 Ecolab Inc. Antimicrobial compositions for use on food products
WO2016037853A1 (en) 2014-09-11 2016-03-17 Bode Chemie Gmbh Tuberculocidal disinfectant
US9560873B2 (en) 2005-07-25 2017-02-07 Ecolab Usa Inc. Antimicrobial compositions and methods for treating packaged food products
US9752105B2 (en) 2012-09-13 2017-09-05 Ecolab Usa Inc. Two step method of cleaning, sanitizing, and rinsing a surface
US9980490B1 (en) * 2014-06-05 2018-05-29 Falcon Lab, Llc Method of disinfecting bacterial contaminated surfaces or removing bacteria from contaminated surfaces
US10426163B1 (en) 2019-01-07 2019-10-01 Falcon Lab, Llc Bactericidal method of using compounds of fatty acids and ammonium fatty acid salts
EP3855910A4 (en) * 2018-09-27 2022-06-29 0903608 B.C. Ltd. Synergistic pesticidal compositions and methods for delivery of active ingredients
US11839212B2 (en) 2018-09-27 2023-12-12 0903608 B.C. Ltd. Synergistic pesticidal compositions and methods for delivery of insecticidal active ingredients
US11865219B2 (en) 2013-04-15 2024-01-09 Ecolab Usa Inc. Peroxycarboxylic acid based sanitizing rinse additives for use in ware washing
US12501898B2 (en) 2017-09-29 2025-12-23 0903608 B.C. Ltd. Synergistic pesticidal compositions and methods for delivery of active ingredients

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3532636A (en) * 1968-02-14 1970-10-06 Purex Corp Ltd Detergent composition
US3650965A (en) * 1968-07-25 1972-03-21 West Laboratories Inc Low foam detergent compositions

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3532636A (en) * 1968-02-14 1970-10-06 Purex Corp Ltd Detergent composition
US3650965A (en) * 1968-07-25 1972-03-21 West Laboratories Inc Low foam detergent compositions

Cited By (79)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3954646A (en) * 1974-05-07 1976-05-04 Chemed Corporation Disinfectant composition and method
WO1983000163A1 (en) * 1981-07-01 1983-01-20 Economics Lab Short chain fatty acid sanitizing composition and methods
US4404040A (en) * 1981-07-01 1983-09-13 Economics Laboratory, Inc. Short chain fatty acid sanitizing composition and methods
US4430381A (en) 1982-06-25 1984-02-07 The Buckeye Cellulose Corporation Monocarboxylic acid antimicrobials in fabrics
EP0120224A3 (en) * 1983-03-02 1986-01-29 Beiersdorf Aktiengesellschaft Functional oil cream bath
US4631295A (en) * 1983-03-02 1986-12-23 Beiersdorf Aktiengesellschaft Functional oil-cream bath
EP0135898A3 (en) * 1983-09-16 1986-09-03 B. Braun-SSC AG Concentrates of disinfecting agents on the basis of lower fatty acids
EP0495792A4 (en) * 1989-10-13 1992-10-28 Safer, Inc. Fatty acid based herbicidal compositions
US6136856A (en) * 1991-05-01 2000-10-24 Mycogen Corporation Fatty acid based compositions for the control of established plant infections
WO1992021238A1 (en) * 1991-06-04 1992-12-10 Ecolab Inc. Sanitizing compositions
US5336500A (en) * 1991-06-04 1994-08-09 Ecolab Inc. Sanitizing composition comprising a blend of aromatic and polyunsaturated carboxylic acid
US5234719A (en) * 1991-06-04 1993-08-10 Ecolab Inc. Food additive sanitizing compositions
US5419908A (en) * 1991-06-04 1995-05-30 Ecolab Inc. Sanitizing composition comprising a blend of aromatic and polyunsaturated carboxylic acids
US5234703A (en) * 1992-10-31 1993-08-10 Guthery B Eugene Disinfecting product and process
US5364650A (en) * 1992-10-31 1994-11-15 Guthery B Eugene Disinfecting product
US5330769A (en) * 1992-11-09 1994-07-19 West Agro, Inc. Acid sanitizer
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
US5674538A (en) * 1993-03-17 1997-10-07 Ecolab Inc. 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
WO1995004459A1 (en) * 1993-08-05 1995-02-16 Ecolab Inc. Sanitizing compositions
US6238682B1 (en) 1993-12-13 2001-05-29 The Procter & Gamble Company Anhydrous skin lotions having antimicrobial components for application to tissue paper products which mitigate the potential for skin irritation
US5578134A (en) * 1994-04-19 1996-11-26 Ecolab Inc. Method of sanitizing and destaining tableware
US6302968B1 (en) 1994-04-19 2001-10-16 Ecolab Inc. Precarboxylic acid rinse method
US6257253B1 (en) 1994-04-19 2001-07-10 Ecolab Inc. Percarboxylic acid rinse method
WO1997001621A1 (en) * 1995-06-27 1997-01-16 The Procter & Gamble Company Cleaning/sanitizing methods, compositions, and/or articles for non-food inanimate surfaces
US6964942B2 (en) 1995-06-27 2005-11-15 The Procter & Gamble Company Cleaning/sanitizing methods, compositions, and/or articles for non-food inanimate surfaces
US20040242443A1 (en) * 1995-06-27 2004-12-02 The Procter & Gamble Company Cleaning/sanitizing methods, compositions, and/or articles for non-food inanimate surfaces
US20040043912A1 (en) * 1995-06-27 2004-03-04 The Procter & Gamble Company Cleaning/sanitizing methods, compositions, and/or articles for produce
EP1146109A3 (en) * 1995-06-27 2001-10-24 The Procter & Gamble Company Cleaning/Sanitizing methods, compositions, and/or articles for non-food inanimate surfaces
US6475501B1 (en) 1997-06-04 2002-11-05 The Procter & Gamble Company Antiviral compositions for tissue paper
US6210695B1 (en) 1997-06-04 2001-04-03 The Procter & Gamble Company Leave-on antimicrobial compositions
US6197315B1 (en) 1997-06-04 2001-03-06 Procter & Gamble Company Antimicrobial wipes which provide improved residual benefit versus gram negative bacteria
US6190674B1 (en) 1997-06-04 2001-02-20 Procter & Gamble Company Liquid antimicrobial cleansing compositions
US5968539A (en) * 1997-06-04 1999-10-19 Procter & Gamble Company Mild, rinse-off antimicrobial liquid cleansing compositions which provide residual benefit versus gram negative bacteria
US6190675B1 (en) 1997-06-04 2001-02-20 Procter & Gamble Company Mild, rinse-off antimicrobial liquid cleansing compositions which provide improved residual benefit versus gram positive bacteria
US6183757B1 (en) 1997-06-04 2001-02-06 Procter & Gamble Company Mild, rinse-off antimicrobial cleansing compositions which provide improved immediate germ reduction during washing
US6183763B1 (en) 1997-06-04 2001-02-06 Procter & Gamble Company Antimicrobial wipes which provide improved immediate germ reduction
US6214363B1 (en) 1997-11-12 2001-04-10 The Procter & Gamble Company Liquid antimicrobial cleansing compositions which provide residual benefit versus gram negative bacteria
US6284259B1 (en) 1997-11-12 2001-09-04 The Procter & Gamble Company Antimicrobial wipes which provide improved residual benefit versus Gram positive bacteria
US6287577B1 (en) 1997-11-12 2001-09-11 The Procter & Gamble Company Leave-on antimicrobial compositions which provide improved residual benefit versus gram positive bacteria
US6287583B1 (en) 1997-11-12 2001-09-11 The Procter & Gamble Company Low-pH, acid-containing personal care compositions which exhibit reduced sting
US6517849B1 (en) 1999-10-19 2003-02-11 The Procter & Gamble Company Tissue products containing antiviral agents which are mild to the skin
US20090196939A1 (en) * 2000-04-28 2009-08-06 Ecolab Inc. Antimicrobial composition
US20030228996A1 (en) * 2000-04-28 2003-12-11 Hei Robert D.P. Antimicrobial composition
US8246906B2 (en) 2000-04-28 2012-08-21 Ecolab Usa Inc. Antimicrobial composition
US20060160712A1 (en) * 2000-04-28 2006-07-20 Hei Robert D Antimicrobial composition
US6593283B2 (en) 2000-04-28 2003-07-15 Ecolab Inc. Antimicrobial composition
WO2001082694A1 (en) * 2000-04-28 2001-11-08 Ecolab Inc. Antimicrobial composition
US6998369B2 (en) 2000-04-28 2006-02-14 Ecolab Inc. Antimicrobial composition
US6821940B2 (en) 2000-11-17 2004-11-23 The Procter & Gamble Company Wipes for cleaning foods, toys and food/child contact surfaces
US6558795B2 (en) 2001-04-20 2003-05-06 Ecolab Inc. Strippable coating system
WO2003092379A1 (en) * 2002-05-03 2003-11-13 Ecolab, Inc Fatty acid containing teat dip
US20040009210A1 (en) * 2002-07-09 2004-01-15 Kimberly-Clark Worldwide, Inc. Wound management products incorporating cationic compounds
US20040009141A1 (en) * 2002-07-09 2004-01-15 Kimberly-Clark Worldwide, Inc. Skin cleansing products incorporating cationic compounds
US9560873B2 (en) 2005-07-25 2017-02-07 Ecolab Usa Inc. Antimicrobial compositions and methods for treating packaged food products
US20100297316A1 (en) * 2005-07-25 2010-11-25 Ecolab Inc. Antimicrobial compositions for use on food products
US7915207B2 (en) 2005-07-25 2011-03-29 Ecolab Inc. Antimicrobial compositions for use on food products
US20110172307A1 (en) * 2005-07-25 2011-07-14 Ecolab Inc. Antimicrobial compositions for use on food products
US8080502B2 (en) 2005-07-25 2011-12-20 Ecolab Usa Inc. Antimicrobial compositions for use on food products
US20070020365A1 (en) * 2005-07-25 2007-01-25 Ecolab Inc. Antimicrobial compositions for use on food products
US8916510B2 (en) 2005-07-25 2014-12-23 Ecolab Usa Inc. Antimicrobial compositions for use on food products
US8445419B2 (en) 2005-07-25 2013-05-21 Ecolab Usa Inc. Antimicrobial compositions for use on food products
US20080274242A1 (en) * 2006-07-21 2008-11-06 Ecolab Inc. Antimicrobial compositions and methods for treating packaged food products
US9752105B2 (en) 2012-09-13 2017-09-05 Ecolab Usa Inc. Two step method of cleaning, sanitizing, and rinsing a surface
US10358622B2 (en) 2012-09-13 2019-07-23 Ecolab Usa Inc. Two step method of cleaning, sanitizing, and rinsing a surface
US12337073B2 (en) 2013-04-15 2025-06-24 Ecolab Usa Inc. Peroxycarboxylic acid based sanitizing rinse additives for use in ware washing
US11865219B2 (en) 2013-04-15 2024-01-09 Ecolab Usa Inc. Peroxycarboxylic acid based sanitizing rinse additives for use in ware washing
US9980490B1 (en) * 2014-06-05 2018-05-29 Falcon Lab, Llc Method of disinfecting bacterial contaminated surfaces or removing bacteria from contaminated surfaces
DE102014013241A1 (en) 2014-09-11 2016-03-17 Bode Chemie Gmbh Tuberculocidal disinfectant
WO2016037853A1 (en) 2014-09-11 2016-03-17 Bode Chemie Gmbh Tuberculocidal disinfectant
US12501898B2 (en) 2017-09-29 2025-12-23 0903608 B.C. Ltd. Synergistic pesticidal compositions and methods for delivery of active ingredients
US11839212B2 (en) 2018-09-27 2023-12-12 0903608 B.C. Ltd. Synergistic pesticidal compositions and methods for delivery of insecticidal active ingredients
EP3855910A4 (en) * 2018-09-27 2022-06-29 0903608 B.C. Ltd. Synergistic pesticidal compositions and methods for delivery of active ingredients
IL281779B1 (en) * 2018-09-27 2025-06-01 0903608 B C Ltd Synergistic pesticidal compositions and methods for administering active ingredients
AU2019351589B2 (en) * 2018-09-27 2025-07-10 0903608 B.C. Ltd. Synergistic pesticidal compositions and methods for delivery of active ingredients
IL281779B2 (en) * 2018-09-27 2025-10-01 0903608 B C Ltd Synergistic pesticidal compositions and methods for delivery of active ingredients
US10426163B1 (en) 2019-01-07 2019-10-01 Falcon Lab, Llc Bactericidal method of using compounds of fatty acids and ammonium fatty acid salts
US10588313B1 (en) * 2019-01-07 2020-03-17 Falcon Lab, Llc Compounds of fatty acids and ammonium fatty acid salts

Similar Documents

Publication Publication Date Title
US3867300A (en) Bactericidal composition
US8940792B2 (en) Antimicrobial composition and methods for using same
US6358906B1 (en) Concentrated liquid accumulations comprising a microbicidally active ingredient
US5444094A (en) Methods and compositions for disinfecting surfaces containing tuberculosis causing bacteria
US9040067B2 (en) Disinfecting and antimicrobial compositions
US20040072898A1 (en) Inhibition of gram positive bacteria
JP2007512356A (en) Antibacterial composition containing aromatic carboxylic acid and aqueous solvent
US3256200A (en) Anti-bacterial detergent composition
CH674648A5 (en)
DE69029360T2 (en) No residue antimicrobial composition
JPS6345204A (en) Germicidal composition
CA1317542C (en) Glutaraldehyde-based sterilising composition of antibacterial and antimycotic activity, in an aqueous vehicle
US3084097A (en) Antibacterial compositions
DE1297813B (en) Antimicrobial agents
US3595956A (en) Compositions containing 2,4,5-trichlorophenol and polymyxin b and neomycin
KR101859924B1 (en) A cleaning composition containing glyceryl monodecenoate
JP7073436B2 (en) Cleaning composition
CN120713877A (en) A high-efficiency and rapid antibacterial composition and its product and application
US3260643A (en) Combating plant diseases with phenoxy-ethyl-dimethyl-dodecyl-ammonium halides
US3431207A (en) Water-insoluble bacteriostats in soap and detergent solutions
AU759182B2 (en) Inhibition of gram positive bacteria
DE2207236C3 (en) Microbicidal agent
US3445397A (en) Synergistic combination of a halogenated bisphenol and a polyhalo-salicylanilide
GB2620116A (en) Antiseptic composition
CZ36799U1 (en) Disinfectant