US3897357A - Bacteriostatic toilet bowl cleaner compositions - Google Patents

Bacteriostatic toilet bowl cleaner compositions Download PDF

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Publication number
US3897357A
US3897357A US312767A US31276772A US3897357A US 3897357 A US3897357 A US 3897357A US 312767 A US312767 A US 312767A US 31276772 A US31276772 A US 31276772A US 3897357 A US3897357 A US 3897357A
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composition according
water
chloro
phenol
dichlorophenoxy
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US312767A
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Robert Carmello
Barry A Salka
Garland G Corey
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Reckitt and Colman Subsidiary Corp
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American Home Products Corp
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Application filed by American Home Products Corp filed Critical American Home Products Corp
Priority to US312767A priority Critical patent/US3897357A/en
Priority to CA186,169A priority patent/CA1001919A/en
Priority to IE211273A priority patent/IE38533B1/en
Priority to AU62742/73A priority patent/AU485839B2/en
Priority to IE2241/76A priority patent/IE38534B1/en
Priority to CH1678573A priority patent/CH606412A5/en
Priority to JP13565973A priority patent/JPS4986535A/ja
Priority to GB154976A priority patent/GB1446070A/en
Priority to FR7343261A priority patent/FR2209588B1/fr
Priority to GB5612773A priority patent/GB1446069A/en
Priority to DE2360330A priority patent/DE2360330C3/en
Priority to BE138612A priority patent/BE808329A/en
Priority to US05/560,898 priority patent/US3970576A/en
Publication of US3897357A publication Critical patent/US3897357A/en
Application granted granted Critical
Priority to HK30877A priority patent/HK30877A/en
Priority to HK30977A priority patent/HK30977A/en
Priority to JP14146977A priority patent/JPS5386019A/en
Assigned to BOYLE-MIDWAY HOUSEHOLD PRODUCTS, INC., A CORP. OF DE. reassignment BOYLE-MIDWAY HOUSEHOLD PRODUCTS, INC., A CORP. OF DE. ASSIGNMENT OF ASSIGNORS INTEREST. Assignors: AMERICAN HOME PRODUCTS CORPORATION, A DE. CORP.
Assigned to RECKITT & COLMAN SUBSIDIARY CORPORATION reassignment RECKITT & COLMAN SUBSIDIARY CORPORATION ASSIGNMENT OF ASSIGNORS INTEREST. Assignors: BOYLE-MIDWAY HOUSEHOLD PRODUCTS, INC., A CORP OFF DE
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    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR 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
    • 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 OR 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

Definitions

  • ABSTRACT New automatic toilet bowl cleaner compositions that are capable of inhibiting the growth or multiplication of microbiological organisms are described herein.
  • the bacteriostatic agent in the above compositions is 5-chloro-2-(2,4-dich1orophenoxy)phenol.
  • Ingrcdient By Weight Isopropanol 10-20 5-chloro-2-( 2,4-dichlorophenoxy )phenol 0.5-6 Alkoxylated primary fatty alcohol 0.1-20 Linear Alkyl Aryl Sulfonate Salt I 05-20 Sodium hydroxide -2 Water, Dye, Perfume Sufficient to make up to 100%
  • the preferred formula for an effective liquid cleaning and bacteriostatic composition is as follows:
  • the liquid compositions of this invention have the'ability to exhibit bacteriostatic properties at use levels as low as 0.2 parts per million of the anti-microbial.
  • Thesolid compositions exhibit bacteriostatic properties at use levels as low as 0.1 parts per million of the antimicrobial.
  • the examples will also indicate the antimicrobial agents known in the prior art are either ineffective or are not readily or efficiently compounded or solubilized.
  • the bacteria employed as the test organisms are representative of both gram negative and gram positive'bacteria.
  • the test procedure employed is the Agar Plate Test and the Agar Cup Plate Test as described in U.S.D.A.circular No'. 198, 1931. The results are reported as zones of inhibition and measured in millimeters.
  • EXAMPLE 1 Sufiicient to make Water, Dye, Perfume :up to I007! 3 4 Average Zone of Inhibition (mm) Dilution l:23,000 -Continued Ingredient By Weight T070 propylene oxide S. aureus [5. col! P. mirabllis of a near alcohol whose carbon chain length is C ,-C Agar P Plate Test 10 5 3 5 Water, Dye. Perfume Sufficient to Agar Plate Test 5 2 1 make up to A preferred alternate formulation is represented by Example 2.
  • EXAMPLE 4 S. aureus E. coli Agar Cup Plate Test 10 4 Ingredient By Weight (Partial) Isopropanol (99%) C 7 C d 450 l 3 7 5 g fifgflf gg g g flg i ffi 5,00
  • This example illustrates another antimicrobial agent n-Alkyl (68% 12. 32 i y 5 00 which requires high levels of solubilizers and which re- Ethylbenzyl Ammomum chlonde sults in only a partial zone of inhibition at the high level 50% ethylene oxide l0)? propylene oxide uddlict employed.
  • EXAMPLE 7 Ingredient Ey Weight Alkyl pyridinium 5-chloro-2-mercapto- 3 12.00 benzothiazole (96%) N-methgl-Z-pyrrolidone 60.00 Octyl p enoxy poly (ethyleneoxy) ethanol 10.00 Water 18.00
  • EXAMPLE 9 This Example illustrates the use of -chloro-2-(2,4- dichlorophenoxy)phenol in the following liquid formulation where it is present at 0.50% by weight in a use dilution of 1:23,000 and 1:40.000.
  • EXAMPLE 1 1 Component By Weight Ethoxylated Alcohol Adduct 31.00 Polyethylene Glycol (mol. wt. about 6000) 5.00 Oxyethylated Alcohol Surfactant 5.00- 3,4',5 Tribromosalicylanilide 2.50 Sodium Sulfate 54.00
  • EXAMPLE 1 2 The following data represents the ability of the preferred compositions of this invention to help retard stain buildup on a ceramic surface immersed in a solution containing an iron salt. Results are reported as units of stain pickup on white ceramic tiles. Less than 1 unit difference is visible to the-naked eye.
  • a method for preventing the growth ormultiplication of E. Coli in toilet bowls which comprises dispensing into the water of a toilet an antibacterial liquid composition consisting essentially of:
  • An antibacterial liquid composition consisting essentially of:
  • 5-chloro-2-(2,4-dichlorophenoxy)phenol is present at a use dilution level in amounts of about 0.2 parts per million to less than 0.7 parts per million and wherein the alkyl chain length of the alkoxylated primary alcohol is from about 12 carbon atoms to about 18 carbon atoms.
  • a method for preventing the growth or multiplication of S. Aureus,., P.-Mirabilis and E. Coli in toilet bowls which comprises dispensing the composition of claim 2 into the water of a toilet to prevent such growth.
  • 8'. A composition according to claim 2 wherein 5- chloro-2-(2,4-dichlorophenoxy)phenol has a lower limit'ofabout l.'l"pe'rcent;v P 1 9.
  • An antibacterialliq'uid composition consisting essentially of:

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

New automatic toilet bowl cleaner compositions that are capable of inhibiting the growth or multiplication of microbiological organisms are described herein. The bacteriostatic agent in the above compositions is 5-chloro-2-(2,4-dichlorophenoxy)phenol.

Description

United States Patent [1 1 Carmello et al.
[451 July 29,1975
[ BACTERIOSTATIC TOILET BOWL CLEANER COMPOSITIONS [75] Inventors: Robert Carmello, Dumont; Barry A.
Salka, Clifton; Garland G. Corey, Milltown, all of NJ.
[73] Assignee: American Home Products Corporation, New York, N.Y.
22 Filed: Dec. 6, 1972 211 App]. No.: 312,767
3,650,964 3/1972 Sedliar et a1 252/106 3,700,601 10/1972 Bloching 252/106 X 3,721,629 3/1973 Goodenough 252/106 X 3,738,943 6/1973 Kancko 252/106 X 3,762,875 10/1973 Burmeister 252/106 X OTHER PUBLICATIONS lrgasar DP300," 15 pages, CIBA-GEIGY Greensboro, N.C.
Primary Examiner-Benjamin R. Padgett Assistant ExaminerE. A. Miller Attorney, Agent, or FirmStephen Venetianer [57] ABSTRACT New automatic toilet bowl cleaner compositions that are capable of inhibiting the growth or multiplication of microbiological organisms are described herein. The bacteriostatic agent in the above compositions is 5-chloro-2-(2,4-dich1orophenoxy)phenol.
10 Claims, No Drawings BACTERIOSTATIC TOILET BOWL CLEANER COMPOSITIONS BACKGROUND OF THE INVENTION 1. Field of the Invention This invention relates to novel toilet bowl cleaner compositions. These compositions possess antimicrobial properties at the extremely low dilutions which are normally encountered with a product of this nature.
2. Description of the Prior Art Compositions which automatically dispense cleaning agents and cleaning adjuncts into toilet bowls have been in commercial use for many years. However, the inhibition of the growth or multiplication of microbiological organisms in products of the above nature has been difficult to accomplish. This difficulty is due to the fact that most antimicrobial agents are ineffective at the extreme'dilutions that automatic bowl cleaners are used. I
Recently, a new antimicrobial agent, namely 5- chloro-2-(2,4-dichlorophenoxy)phenol has been disclosed in US. Pat. No. 3,506,720. The assignee of this patent (Ciba-Geigy) has published data (lrgasa n DP- 300, Publication DC-25) which indicates that the mini-- mum inhibitory concentration of 5-chloro-2-( 2,4- dichlorophenoxy)phenol required for specific microorganisms is lppm for S. aureus and P. mirabilis and 3ppm for E. coli.
SUMMARY OF THE INVENTION DESCRIPTION OF SPECIFIC EMBODIMENTS The novel liquid composition of this invention comprises:
Ingrcdient By Weight Isopropanol 10-20 5-chloro-2-( 2,4-dichlorophenoxy )phenol 0.5-6 Alkoxylated primary fatty alcohol 0.1-20 Linear Alkyl Aryl Sulfonate Salt I 05-20 Sodium hydroxide -2 Water, Dye, Perfume Sufficient to make up to 100% The preferred formula for an effective liquid cleaning and bacteriostatic composition is as follows:
Ingredient By Weight- Isopropanol 14-16 -chloro-2-( 2.4-dichlorophenoxy)phenol l.l-l .6 Alkoxylated primary fatty alcohol 4-17 Linear Alkyl Aryl Sulfonate Salt 0.5- Water, Dye, Perfume Sufficient to make up to 100% Sodium sulfate; Perfume, Dye
Sodium sulfate, Perfume, Dye Sufficient to make up to The preferred formula foran effective solid cleaning and bacteriostatic composition is as follows:
Ingredients -By-Weight 5-chloro-2-(2,4-dichlorophenoxy)phenol l-3 (97%-minimum activity) Alkoxylated primary fatty alcohol I 2-8 Ethoxylated alcohol adduct 25-35 Polyethylene glycol 2-8 Sufficient to make up to 100% Examples of alkoxylated primary alcohols that are useful in this itivention are those alkoxylated primary alcohols wherein the alkyl chain length is primarily nw Examples of linear alkyl aryl sulfonate salts that are useful in this invention are the salts of an alk'ylaryl sulfonate wherein the alkyl carbon chain length is C -C The novel composition in its solid form contains an ethoxylated alcohol adduct whose primary alcohol chain length is about C, C In addition to the cleaning and bacteriostatic properties that the novel formulations of this invention possess, they also have the ability to reduce the surface tension of water.
As will be illustrated in the following examples, the liquid compositions of this invention have the'ability to exhibit bacteriostatic properties at use levels as low as 0.2 parts per million of the anti-microbial. Thesolid compositions exhibit bacteriostatic properties at use levels as low as 0.1 parts per million of the antimicrobial. The examples will also indicate the antimicrobial agents known in the prior art are either ineffective or are not readily or efficiently compounded or solubilized.
The following examples illustrate the above described invention. The bacteria employed as the test organisms are representative of both gram negative and gram positive'bacteria. The test procedure employed is the Agar Plate Test and the Agar Cup Plate Test as described in U.S.D.A.circular No'. 198, 1931. The results are reported as zones of inhibition and measured in millimeters.
EXAMPLE 1 Sufiicient to make Water, Dye, Perfume :up to I007! 3 4 Average Zone of Inhibition (mm) Dilution l:23,000 -Continued Ingredient By Weight T070 propylene oxide S. aureus [5. col! P. mirabllis of a near alcohol whose carbon chain length is C ,-C Agar P Plate Test 10 5 3 5 Water, Dye. Perfume Sufficient to Agar Plate Test 5 2 1 make up to A preferred alternate formulation is represented by Example 2. I
Average Zone of Inhibition (mm) Dilution l:23,000
EXAMPLE 2 S. aureus E. culi Ingredient By weight Agar Cup Plate Test 2.5 0
lsopi'opanol (99%;) 15.00 qg fi ap y)P The above is an example of the use of another antimia minimum ac vi y Triethanolaminedodecylbenzensulfonate (40%) 15.00 crobla! agent emPloyed at a h hlgher level h Water, Dye, Perfume Surficient to those in the previous examples which was ineffective make up to 100% against E. coli.
EXAMPLE 5 Ingredient By Weight Average Zone of Inhibition(mm) Dilution 1:23,000
- 4,5 Dibromosalicylanilicle and 3,45, Tribromosalicylanilide (1:1 mixture) 6.00 S. aureus E. coli P. mirabilis g fi Glycol (molecular weight 50.00 Octyl phenoxypoly (ethyleneoxy) Ethanol 30.00 Agar P Plate Test 7 3 3 Water Sufficient to Agar Plate Test 6 3 3 make up to EXAMPLE 3 Average Zone of Inhibition (mm) Dilution l:20,000
Ingredient By Weight lsopmpanol (99%) I500 Agar Cup Plate Test 16 l l 5-chl0r0-2-( 2,4-dichlorophenoxy )phenol 1.50 40 (97% minimum activity) Triethanolaminedodecylberizensulfonate (40%) 11.25 The above is an example of the use of a different anti 50% ethylene oxide 4.50 10% propylene oxid adduct microbial agent which requires high levels of solubiliza near wiwse ers and which was used at higher levels itself to achieve carbon chain length is C C b t 1 l Water, Dye, Perfume Sufficient to ac eno oglca ac ymake up to EXAMPLE 6 Ingredient By Weight Average Zone of Inhibition (mm) Dilution l:23,000 3,4'5 Tribromosalicylanilide 6.00 Polyethylene Glycol (molecular weight 60.00 about 200) S. aureus E. coli P. mirabilis g i f (ethyleneoxy) ethanol Agar Cup Plate Test 7 15 2.5
Average Zone of Inhibition (mm) Dilution l:20,000
EXAMPLE 4 S. aureus E. coli Agar Cup Plate Test 10 4 Ingredient By Weight (Partial) Isopropanol (99%) C 7 C d 450 l 3 7 5 g fifgflf gg g g flg i ffi 5,00 This example illustrates another antimicrobial agent n-Alkyl (68% 12. 32 i y 5 00 which requires high levels of solubilizers and which re- Ethylbenzyl Ammomum chlonde sults in only a partial zone of inhibition at the high level 50% ethylene oxide l0)? propylene oxide uddlict employed.
EXAMPLE 7 Ingredient Ey Weight Alkyl pyridinium 5-chloro-2-mercapto- 3 12.00 benzothiazole (96%) N-methgl-Z-pyrrolidone 60.00 Octyl p enoxy poly (ethyleneoxy) ethanol 10.00 Water 18.00
Average Zone of Inhibition (mm) Dilution 1:20.000
S. aureus I, E. coli AsarCupPlaG st I 7 1 '0 This example illustrates yet *another antimicrobial agent which though used at a higher level-does not result in a zone of inhibition on E. 0011' I 6 EXAMPLE 8 This example illustrates the use of the solid formulation of this invention as a toilet bowl-cleaneL'The use dilution for microbiological activityw'ith this: composition is 0.30 parts per million of the formulationper 23,000 parts of water. I
Component By Weight 100 moles of ethylene oxide adduct of 31.00
a primary alcohol whose carbon length y c is ut- 20 Q Polyethylene Glycol (molecular 3 weight about 6,000) 1 y 50% ethylene oxide 10% propylene oxide of a linear alcohol whose carbon chain length is C C I S-chloro-2-(2,4-dichlorophenoxy)phenol 1.25 (97% minimum activity) Sodium Sulfate 55.25
' Sufficient to make up to 100% Perfume, Dye
Average Zone of Inhibition (mm) I S. aureus coli P. mirabilis Agar Cup Plate Test 4.5 7' v 2 Q I w v 2.5
EXAMPLE 9 This Example illustrates the use of -chloro-2-(2,4- dichlorophenoxy)phenol in the following liquid formulation where it is present at 0.50% by weight in a use dilution of 1:23,000 and 1:40.000.
Ingredients By Weight lsopropanol (99%) 15.00 5-chloro-2-( 2,4-dichlorophenoxy )phenol 0.50 (97% minimum activity) 50% ethylene oxide dd 12.00 10% propylene oxide a um of a linear alcohol -whose carbon chain length is C -C Water 67.75 Sodium Xylene Sulfonate (40%) 2.50
-Continued Ingredients By Weight Dye l .00 Perfume 1 .25
Average Zone of Inhibition (mm) Perfume, Dye
, make up to Average Zonefof Inhibition (mm) S. aureus E. coli P. mirabilis Agar Cup Plate Test 2.5 0 0 This example illustrates the use of an antimicrobial agent which does not exhibit activity in the composition.
EXAMPLE 1 1 Component By Weight Ethoxylated Alcohol Adduct 31.00 Polyethylene Glycol (mol. wt. about 6000) 5.00 Oxyethylated Alcohol Surfactant 5.00- 3,4',5 Tribromosalicylanilide 2.50 Sodium Sulfate 54.00
Perfume, Dye Sufficient to make up to 100% Average Zone of Inhibition (mm) S. aureus E. coli P. mirabilis Agar Cup Plate Test 0 0 0 This example illustrates a total lack of activity of an antimicrobial in the composition.
EXAMPLE 1 2 The following data represents the ability of the preferred compositions of this invention to help retard stain buildup on a ceramic surface immersed in a solution containing an iron salt. Results are reported as units of stain pickup on white ceramic tiles. Less than 1 unit difference is visible to the-naked eye.
Surface Average Units Tension lron Stain Pickup Dynes/CM Composition (Example 1) 4.1 41.4 Water 5.8 72 Composition (Example 8) 2.5 33 Water 6.1 72
We claim:
1. A method for preventing the growth ormultiplication of E. Coli in toilet bowls which comprises dispensing into the water of a toilet an antibacterial liquid composition consisting essentially of:
Ingredient By Weight lsopropanol 10-20 S-chloro-Z-(2,4-dichlorophenoxy)phenol 0.5-6 Alkoxylated primary fatty alcohol 0.1-20 Linear alkyl aryl sulfonate salt 0.5-20 Sodium hydroxide -2 Water. dye, perfume Sufficient to wherein -chloro-2(2,4-dichlorophenoxy)phenol is present at a use dilution level in amounts of about 0.2 parts per million to less than 3.0 parts per million and wherein the alkyl chain length of the alkoxylated primary alcohol is from about 12 carbon atoms to about 18 carbon atoms.
2. An antibacterial liquid composition consisting essentially of:
Ingredient By Weight lsopropanol I 1 14-16 5-chloro-2-( 2,4-dichlorophenoxy )phenol 0.5-1.6 Alkoxylated primary fatty alcohol 4-17 Linear alkyl aryl sulfonate salt 0.5-l0.0 Sodium hydroxide 0-2 Water, dye,- perfume Sufficient to make up to .0
wherein 5-chloro-2-(2,4-dichlorophenoxy)phenol is present at a use dilution level in amounts of about 0.2 parts per million to less than 0.7 parts per million and wherein the alkyl chain length of the alkoxylated primary alcohol is from about 12 carbon atoms to about 18 carbon atoms.
3. A composition according to claim 2, wherein the linear alkyl aryl sulfonate salts have alkyl carbon chain length from C -C ,4. A' compo sition accordin to claim 2 wherein the 'alkoxylated'primary fatty'alcoholis a 50% ethylene oxide, 10% propylene oxideadduct of a linear alcohol whosecarbon chain length is C -C 5.
5. A composition according toblaim 3 wherein the alkyl "aryl sulfonatesaltis sodium xylene sulfonate.
6. A composition according to claim 3 wherein the alkyl aryl sulfonate salt is tri-ethanolaminedodecylbenzenesulfonate. '4'. a m"- 7. A method for preventing the growth or multiplication of S. Aureus,., P.-Mirabilis and E. Coli in toilet bowls ,which comprises dispensing the composition of claim 2 into the water of a toilet to prevent such growth. 8'. A composition according to claim 2 wherein 5- chloro-2-(2,4-dichlorophenoxy)phenol has a lower limit'ofabout l.'l"pe'rcent;v P 1 9. An antibacterialliq'uid composition consisting essentially of:
nsrc i m m. "t By Weight Alkoxylated primary fatty alcohol v v 4.1 7
Water, dye, perfume :Sufficientito make up to 100% Ingredient I By Weight lsopropanol 14-16 5-chloro-2-( 2,4-dichlorophenoxy )phenol 0.5- l .6
Linear alkyl aryl sulfonate salt 0.5-10.0
Sodium hydroxide; 0-2
Water, dye, perfume Sufficient to make up to wherein 5-chloro-2-(2,4-dichlorophenoxy)phenol is present me use dilution level in amounts of about 0.2
parts per million to less than 0.7 parts per million.

Claims (10)

1. A METHOD FOR PREVENTING THE GROWTH OR MULTIPLICATION OF E. COLI IN TOILET BOWLS WHICH COMPRISES DISPENSING INTO THE WATER OF A TOILET AN ANTIBACTERIAL LIQUID COMPOSITION CONSISTING ESSENTIALLY OF:
2. An antibacterial liquid composition consisting essentially of:
3. A composition according to claim 2, wherein the linear alkyl aryl sulfonate salts have alkyl carbon chain length from C1-C15.
4. A composition according to claim 2 wherein the alkoxylated primary fatty alcohol is a 50% ethylene oxide, 10% propylene oxide adduct of a linear alcohol whose carbon chain length is C12-C15.
5. A composition according to claim 3 wherein the alkyl aryl sulfonate salt is sodium xylene sulfonate.
6. A composition according to claim 3 wherein the alkyl aryl sulfonate salt is tri-ethanolaminedodecylbenzenesulfonate.
7. A method for preventing the growth or multiplication of S. Aureus, P. Mirabilis and E. Coli in toilet bowls which comprises dispensing the composition of claim 2 into the water of a toilet to prevent such growth.
8. A composition according to claim 2 wherein 5-chloro-2-(2,4-dichlorophenoxy)phenol has a lower limit of about 1.1 percent.
9. An antibacterial liquid composition consisting essentially of:
10. An antibacterial liquid composition consisting essentially of:
US312767A 1972-12-06 1972-12-06 Bacteriostatic toilet bowl cleaner compositions Expired - Lifetime US3897357A (en)

Priority Applications (16)

Application Number Priority Date Filing Date Title
US312767A US3897357A (en) 1972-12-06 1972-12-06 Bacteriostatic toilet bowl cleaner compositions
CA186,169A CA1001919A (en) 1972-12-06 1973-11-19 Bacteriostatic compositions
IE211273A IE38533B1 (en) 1972-12-06 1973-11-21 Novel antibacterial compositions
AU62742/73A AU485839B2 (en) 1972-12-06 1973-11-21 Bacteriostatic compositions
IE2241/76A IE38534B1 (en) 1972-12-06 1973-11-21 Novel antibacterial compositions
CH1678573A CH606412A5 (en) 1972-12-06 1973-11-29 5-Chloro 2-(2,4-dichlorophenoxy) phenol compsns
JP13565973A JPS4986535A (en) 1972-12-06 1973-12-03
FR7343261A FR2209588B1 (en) 1972-12-06 1973-12-04
GB154976A GB1446070A (en) 1972-12-06 1973-12-04 Antibacterial compostiions
GB5612773A GB1446069A (en) 1972-12-06 1973-12-04 Antibacterial compositions
DE2360330A DE2360330C3 (en) 1972-12-06 1973-12-04 Liquid or solid antimicrobial toilet detergent
BE138612A BE808329A (en) 1972-12-06 1973-12-06 BACTERIOSTATIC COMPOSITIONS
US05/560,898 US3970576A (en) 1972-12-06 1975-03-21 Bacteriostatic toilet bowl cleaner compositions
HK30877A HK30877A (en) 1972-12-06 1977-06-16 Novel antibacterial compositions
HK30977A HK30977A (en) 1972-12-06 1977-06-16 Novel antibacterial compositions
JP14146977A JPS5386019A (en) 1972-12-06 1977-11-24 Solid antibacterial composition

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US312767A US3897357A (en) 1972-12-06 1972-12-06 Bacteriostatic toilet bowl cleaner compositions
US05/560,898 US3970576A (en) 1972-12-06 1975-03-21 Bacteriostatic toilet bowl cleaner compositions

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US05/560,898 Expired - Lifetime US3970576A (en) 1972-12-06 1975-03-21 Bacteriostatic toilet bowl cleaner compositions

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BE (1) BE808329A (en)
CA (1) CA1001919A (en)
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FR (1) FR2209588B1 (en)
GB (2) GB1446070A (en)

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4043931A (en) * 1973-02-26 1977-08-23 Jeyes Group Limited Lavatory cleansing block
US4124520A (en) * 1977-06-20 1978-11-07 United States Borax & Chemical Corp. Anti-microbial bathroom cleaning compositions containing o-benzyl-4-chlorophenol
US4148869A (en) * 1975-03-06 1979-04-10 Baxter Travenol Laboratories, Inc. Immunological reagent and method of using same
US4253951A (en) * 1978-11-09 1981-03-03 The Procter & Gamble Company Method of reducing aerosolization of wastewater
US4310434A (en) * 1980-05-28 1982-01-12 The Procter & Gamble Company Poly(ethylene oxide) compositions with controlled solubility characteristics
US4396522A (en) * 1981-05-13 1983-08-02 The Proctor & Gamble Company Polyethylene oxide cake with reduced gelling for flush toilet wastewater sanitation
DK152378B (en) * 1976-01-13 1988-02-22 United States Borax Chem ANTIMICROBIAL CLEANING PREPARATIONS
US5049299A (en) * 1989-10-26 1991-09-17 Kiwi Brands Incorporated Liquid lavatory cleansing and sanitizing composition
US5256328A (en) * 1992-12-16 1993-10-26 Eastman Kodak Company Liquid toilet bowl cleaner and sanitizer containing halogen donating nanoparticles
US5837274A (en) * 1996-10-22 1998-11-17 Kimberly Clark Corporation Aqueous, antimicrobial liquid cleaning formulation
US6066293A (en) * 1995-10-20 2000-05-23 Chemia Corporation Method using 5-chloro-2-(2,4-dichlorophenoxy)phenol for deodorizing toilets
US20030148913A1 (en) * 2001-10-11 2003-08-07 Klinkhammer Michael E. Hard surface cleaners which provide improved fragrance retention properties to hard surfaces
US20040172741A1 (en) * 2003-03-04 2004-09-09 Troost Erik Herman Toilet rim block holder
US20060128585A1 (en) * 2004-12-15 2006-06-15 Martha Adair Antimicrobial composition for cleaning substrate

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US4148869A (en) * 1975-03-06 1979-04-10 Baxter Travenol Laboratories, Inc. Immunological reagent and method of using same
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US4253951A (en) * 1978-11-09 1981-03-03 The Procter & Gamble Company Method of reducing aerosolization of wastewater
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US4396522A (en) * 1981-05-13 1983-08-02 The Proctor & Gamble Company Polyethylene oxide cake with reduced gelling for flush toilet wastewater sanitation
US5049299A (en) * 1989-10-26 1991-09-17 Kiwi Brands Incorporated Liquid lavatory cleansing and sanitizing composition
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US6066293A (en) * 1995-10-20 2000-05-23 Chemia Corporation Method using 5-chloro-2-(2,4-dichlorophenoxy)phenol for deodorizing toilets
US5837274A (en) * 1996-10-22 1998-11-17 Kimberly Clark Corporation Aqueous, antimicrobial liquid cleaning formulation
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US6786223B2 (en) 2001-10-11 2004-09-07 S. C. Johnson & Son, Inc. Hard surface cleaners which provide improved fragrance retention properties to hard surfaces
US20040172741A1 (en) * 2003-03-04 2004-09-09 Troost Erik Herman Toilet rim block holder
US20060128585A1 (en) * 2004-12-15 2006-06-15 Martha Adair Antimicrobial composition for cleaning substrate

Also Published As

Publication number Publication date
CA1001919A (en) 1976-12-21
US3970576A (en) 1976-07-20
GB1446069A (en) 1976-08-11
DE2360330C3 (en) 1978-10-26
BE808329A (en) 1974-06-06
DE2360330A1 (en) 1974-06-12
DE2360330B2 (en) 1978-02-16
GB1446070A (en) 1976-08-11
FR2209588A1 (en) 1974-07-05
FR2209588B1 (en) 1977-08-05
AU6274273A (en) 1975-05-22

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