US3925227A - Novel laundering compositions - Google Patents

Novel laundering compositions Download PDF

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US3925227A
US3925227A US401736A US40173673A US3925227A US 3925227 A US3925227 A US 3925227A US 401736 A US401736 A US 401736A US 40173673 A US40173673 A US 40173673A US 3925227 A US3925227 A US 3925227A
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liquid detergent
active
detergent system
novel
sodium lauryl
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US401736A
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Garland G Corey
Bernard Weinstein
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Reckitt and Colman Subsidiary Corp
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American Home Products Corp
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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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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
    • 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
    • C11D1/88—Ampholytes; Electroneutral compounds
    • C11D1/94—Mixtures with anionic, cationic or non-ionic 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
    • C11D1/02—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
    • C11D1/02—Anionic compounds
    • C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
    • C11D1/29—Sulfates of polyoxyalkylene ethers
    • 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
    • C11D1/38—Cationic compounds
    • C11D1/52—Carboxylic amides, alkylolamides or imides or their condensation products with alkylene oxides
    • C11D1/523—Carboxylic alkylolamides, or dialkylolamides, or hydroxycarboxylic amides (R1-CO-NR2R3), where R1, R2 or R3 contain one hydroxy group per alkyl group
    • 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
    • C11D1/75—Amino oxides
    • 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
    • C11D1/88—Ampholytes; Electroneutral compounds

Definitions

  • This invention relates to a novel liquid detergent system that exhibits bacteriostatic action. More particularly, it relates to such a system that contains 2,4,4'-trichloro-2'-hydroxy-diphenyl ether as an active bacteriostat. Additionally, this invention deals with a unique method for solubilizing the above bacteriostat in a liquid detergent system.
  • liquid detergent system may con- 50 tain the usual additives such as optical brighteners, perfumes and antiredeposition agents.
  • the above liquid detergent system has the ability to reduce clothes odor that is brought about by bacterial degradation after the garment has been washed or during wear.
  • the system has the ability to deposit the active anti-bacterial agent onto a fabric during a washing operation for effective deodorant activity.
  • a preferred method of preparation is to solubilize the 2,4,4'-trichloro-2'-hydroxydiphenyl ether with sodium lauryl ether sulfate seperately and then to add this so called pre-mix solution to the other components of the novel laundering composition of this application.
  • Example la The composition of Example la was utilized to wash This Example illustrates the preparation of the laungarments that were first worn and then washed accorddering composition of this application. It also illustrates ing to the following procedures: the necessity of employing sodium lauryl ether sulfate Hand Laundering 26 cc. of liquid detergent from to keep 2,4,4'-trichloro-2'-hydroxyphenyl ether in so- Example 1 was diluted into 1 gallon of water and lution.
  • Example 2 60 Reflectometer (L scale) to ascertain cleaning re- Compositions A-G, in Example 1 were used to test lm residual bacteriostatic activity on various types Of Machine Washing 12 lg. of the composition as cloths as described below. shown in Example 1 per 16 gallons of water in an Terg-O-Tometer tests runs were made under the folautomatic washer. Reflectometer readings were taken as described above.
  • composition 2g/l000 ml use concentration of composition. F water temperature. rpm.
  • Table IV summarizes the results obtained. Anti-bacterial activity of the garments washes was measured as in Example 2.
  • Table V summarizes the results obtained.
  • Machine washing consisted of a three (3) pound load of mixed garments. Wool sweaters were washed separately by hand and by machine.
  • Example 4 TABLE VI-contmued Bacteriostatic studies were conducted on a liquid system similar to Example 1 with the exception that the Example 4 Pans of Composition formulation contained tetrapotassium pyrophosphate B c and no perfume. Standard zones of inhibition were con- Solution) ducted as in Example 2. Table VI illustrates these com- Formula I wherein M is sodium 200 2.00 2.00 2,00
  • a B C Triethanolamine linear 60 What IS claimed is; dodecyl benzene sulfonate (40% active in an aqueous 1.
  • a liquid detergent formulation which comprises solution) 32.00 32.00 32.00 32.00 the following components: Sodium lauryl ether sulfate (57% active in 18% ethanol and the remainder water) 12.50 12.50 12.50 12.50 Triethanolamine linear dodecyl benzene sulfonate Dimethyl cocoamine oxide 0.1 50% (40% active in water) 1.60 1.60 1.60 1.60 Sodium lauryl ether sulfate 01 20% Coconut.
  • a liquid detergent system wherein the components have the following ratios ac- CH 5 cording to their percent by weight: N CH, ll l CZHOH By Welght R C Triethanolamine linear dodecyl benzene CHICH CHISOBM sulfonate (40% active in an aqueous 30 35 10 solution) Sodium lauryl ether (3 moles ethylene oxide) sulfate (57% active in l8% ethanol wherein R is a mixture of hydrocarbon and the remainder water] It) l5 radicals ranging from about to about Pirnethyl cocoamine oxide (40% active L40 1.80 l8 carbon atoms and M is hydrogen or m i an l li melal 0!

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Detergent Compositions (AREA)

Abstract

A new liquid detergent system is disclosed wherein a compound of the formula:

IS EMPLOYED AS A BACTERIOSTAT. A novel method of solubilizing this bacteriostat in the liquid detergent system is also disclosed.

Description

United States Patent Corey et al. 5] Dec. 9, 1975 NOVEL LAUNDERING COMPOSITIONS 3,700,601 10/1972 Bloching 252/105 1 Inventors: Garland 9 y, Milltown; FOREIGN PATENTS 0R APPLICATIONS 'P Weinstein, North 1,526,645 4/1968 France Plamfield, bOth of 990,696 4/1965 United Kingdom {731 Assignee: American Home Products 1'226338 3/197 Ummd Kmgdom Corporation, New o k, NY. OTHER PUBLICATIONS 1 1 Filfidi p 1973 The Miranol Sulfonated Surface Active Agents, The {21] AppL NOJ 401,736 {\i/lnir(aln;3C)hem. C0., lnc., New Jersey, Product Bulle- Related [1.8. Application Data [63] Continuation-impart of Ser. No. 258,153, May 3], Primary Examiner-P. E. Willis, Jr.
1972, abandoned. Attorney, Agent, or Firm-Stephen Venetianer [52] US. Cl. 252/106; 252/545; 252/546;
252/547; 252/548; 252/551; 252/553; 252/558 [57] ABSIRACT [51} Int. Cl. Cl 1D 3/48; Cl 1D 3/29 A new liquid detergent system is disclosed wherein a [58] Field of Search 252/106, 107, 551, 553, compound of the formula:
[56] References Cited Cl 0 l UNITED STATES PATENTS 3,303,138 2/1967 Dewitt et al. 252/546 X 01 H 3,440,319 4/1969 Wilson 1 1 424/230 3,501,409 3/1970 Matson et al. 252/551 3,503,885 3/1970 Wedell 252/105 is employed as a bacteriostat. A novel method of solu- 3.5 3.099 5/1970 Hans et a1 252/551 X bilizing this bacteriostat in the liquid detergent system 3,533,955 10/1970 Pader et al 252/153 is also disclosecL 3,538,217 ll/l970 Dewar et al. 424/173 3,594,322 7/l971 Wilson 252/l06 3 Claims, N0 Drawings NOVEL LAUNDERING COMPOSITIONS This application is a continuation-in-part of Ser. No. 258,153 filed May 31, 1972, now abandoned.
BACKGROUND OF THE INVENTION 1. Field of the Invention This invention relates to a novel liquid detergent system that exhibits bacteriostatic action. More particularly, it relates to such a system that contains 2,4,4'-trichloro-2'-hydroxy-diphenyl ether as an active bacteriostat. Additionally, this invention deals with a unique method for solubilizing the above bacteriostat in a liquid detergent system.
2. Description of the Prior Art 1 It has long been known that it is desirable to include some type of bacteriostat in detergents and soaps to prevent bacteria growth and to sanitize fabrics. Over the years there have appeared numerous commercial products that have been somewhat effective in controlling the growth of undesirable bacteria. These products usually fall into three categories, namely, hexachlorophene, halogenated carbanilides and tribromosalicylaand their use as bactericidals. This patent discloses that a preferred use for these compounds is in disinfecting goods which are washed and in protecting these goods from attack by microorganisms. US. Pat. No. 3,506,720 primarily deals with the use of these patented ether compounds in laundering solutions in which the halogenated hydroxy-diphenyl ethers exist in solution as phenolic salts in a basic medium.
SUMMARY OF THE INVENTION It is therefore one of the objects of this invention to provide a liquid detergent system in which the active bacteriostat, namely, 2,4,4-trichloro-2-hydroxydiphenyl ether exists as a phenol in solution. This is accomplished by solubilizing the above compound with a solution of sodium lauryl ether sulfate. The resulting liquid detergent system has a pH of about 7-8 which consequently produces a liquid detergent system having superior bacteriostatic properties.
DESCRIPTION OF PREFERRED EMBODIMENTS The liquid detergent system of this invention consists essentially of the following components:
% By Weight 1, Triethanolamine linear dodecyl benzene 0,1 50% sulfonate (40% active in an aqueous solution) 2. Sodium lauryl ether sulfate (57% active 01 20% in 18% ethanol and the remainder water) 3. Dirnethyl cocoamine oxide (40% active in water] 0.1 2% 4. Am photeric coconut acid derivative having the following formula:
N CH II I) R-C N Formula I. I CH CHCH SO M OH OH wherein R is a mixture of hydrocarbon radicals ranging from about 10 to about 18 carbon atoms and M is hydrogen or an alkali metal. 01 4% 5. Coconut fatty acid diethanolamine condensate 0.1 2% 6. 2,4,4'-trichloro'2-hydroxydiphenyl ether 0.10 1.00% 7. Ethanol 0.1 1071 8. Water Sufficient quantity to make to 100% nide. Addtionally, quaternary ammonium germicidal agents or microbiologically active ingredients based on phenolic derivatives have been employed for the above purpose.
Recently, US. Pat. No. 3,506,720 issued Apr. 14, 1970 disclosing halogenated hydroxy-diphenyl ethers In addition the above liquid detergent system may con- 50 tain the usual additives such as optical brighteners, perfumes and antiredeposition agents.
A preferred range for the above components is as follows:
The above liquid detergent system has the ability to reduce clothes odor that is brought about by bacterial degradation after the garment has been washed or during wear. The system has the ability to deposit the active anti-bacterial agent onto a fabric during a washing operation for effective deodorant activity.
A preferred method of preparation is to solubilize the 2,4,4'-trichloro-2'-hydroxydiphenyl ether with sodium lauryl ether sulfate seperately and then to add this so called pre-mix solution to the other components of the novel laundering composition of this application.
4 min. wash time. Cloth Load U.S. Testing 4 X 8 inch cloths Type 2 Cotton, 2 Spun Nylon, 3 Dacron/Cotton,
2 W001 Flannel. Total weight of cloth per bucket about 22.5g. After rinsing and drying, the cloth swatches were subjected to testing for bacteriostatic activity via the Agar Plate Test (USDA Circular No. 198; 1931). The following zones of inhibition" were observed against S. aureus and E. coli.
Complete solubility of the pre-mix solution is indicated Ta ll when the pre-mix solution is substantially clear. The pH Zones of Inhibition Composition of Exampe of the pre-mix solution after solubihzatlon ranges from (mm) on s. aureus about 8.4 to 8.7. A B C D E F G Triethanolamine linear dodecyl benzene sulfonate Cotton 29 19 29 28 2s 25 19 (4O% ac t1ve In an aqueous solutlonl is added in a vesalig A? 53 i sel, distinct from the pre-mlx solution, to water with wool 15 12 M 3 2| moderate agitation. Optical brightners or other optional compounds may be added at this point. The premix solution which contains 2,4,4'-trichloro-2'-hydroxydiphenyl ether solubilized in sodium lauryl ether sulable fate is then added accompanied by agitation and the re- Zones of Inhibition Com position of Example I maining ingredients of the composition are then added. (mm) of This method of preparation provides for the solubility A B C D E F G of the bacteriostatic component and is the method em- Cotton 23 11 26 17 14 17 24 ployed in the preparation of the composition illustrated ggzg 2 3 g i; in Example 1. This method also provides a liquid deterw 6 5 6 3 7 4 5 gent composition that has superior stability properties.
The following Examples further illustrate this inven- 30 EXAMPLE 3 EXAMPLE l The composition of Example la was utilized to wash This Example illustrates the preparation of the laungarments that were first worn and then washed accorddering composition of this application. It also illustrates ing to the following procedures: the necessity of employing sodium lauryl ether sulfate Hand Laundering 26 cc. of liquid detergent from to keep 2,4,4'-trichloro-2'-hydroxyphenyl ether in so- Example 1 was diluted into 1 gallon of water and lution. the garments were taken utilizing a Hunter D-25 Table I BY WElGHT Components A B C D E F G Water 499 81.9 56.4 50.0 51.5 50.9 51.9 Triethanolamine linear dodecyl benzene sulfonate (40% active in an aqueous solution) 32.0 32.0 32.0 32.0 32.0 32.0 Sodium lauryl ether sulfate (57% active in l8% ethanol and the remainder water) 12.5 12.5 12.5 12.5 [2.5 l2.5 Optical brightner 0.! 0.1 0.1 0.1 0.1 0.1 Dimethyl coco-amine oxide (40% active in water) 1.6 1.6 1.6 1.6 1.6 1.6 2AA'-trichloro-2'-hydroxydiphenyl ether 97% minimum activity) 0.7 0.7 0.7 0.7 0.7 0.7 0.7 Coconut fatty acid diethanolamine condensate 1.0 1.0 L0 1.0 1.0 l.0 Formula I wherein M is sodium 2.0 2.0 2.0 2.0 2.0 2.0 Perfume 0.2 0.2 0.2 0.2 0.2 0.2 0.2 SDA 40 ethanol 6.0
Necessary to obtain solubility of the active antibacterial agent.
EXAMPLE 2 60 Reflectometer (L scale) to ascertain cleaning re- Compositions A-G, in Example 1 were used to test lm residual bacteriostatic activity on various types Of Machine Washing 12 lg. of the composition as cloths as described below. shown in Example 1 per 16 gallons of water in an Terg-O-Tometer tests runs were made under the folautomatic washer. Reflectometer readings were taken as described above.
lowing conditions:
2g/l000 ml use concentration of composition. F water temperature. rpm.
Table IV summarizes the results obtained. Anti-bacterial activity of the garments washes was measured as in Example 2. Table V summarizes the results obtained.
Table IV Hunter D-25 Reflectometer Readings (whiteness) Original Units of Unsoilcd Soiled Washed Difference Hand Laundering Nylon Slip 70F 95.6 95.2 95.4 0.2 Nylon Slip 90F 95.8 95.6 95.7 0.1 Nylon Slip l20F 94.4 94.2 94.3 0.1 Permanent Press Shirt 70F 93.5 90.2 92.2 2.0 Permanent Press Shirt 90F 92.7 91.2 93.2 2.0 Permanent Press Shirt l20F 93.2 91.1 92.6 1.5 Polyester Blouse 70F 94.1 92.2 93.5 1.3 Cotton Tshirt 70F 96.7 93.0 96.0 3.0 Wool/Nylon Socks 70F No.1 86.2 82.8 85.0 2.2 No.2 85.9 84.6 85.1 0.5
Machine Wash i Mixed Load 70F Nylon Slip 95.2 95.l 95.6 0.5 Permanent Press Shin 92.8 89.7 91.5 1.8 Polyester Blouse 94.0 92.2 92.8 0.6 Cotton Tshirt 96.9 93.9 95.5 1.6 Wool/Nylon Socks No.3 82.5 81.9 82.2 03 No.4 83.8 82.7 83.2 0.5
TABLE V AVERAGE ZONE OF INHIBITION (mm) (H Hand Washed, M Machine Washed) Garment Weight (01.) S. epidermidis S. aureus E. C h
Wool Sweater H 70F 12 4 l3 7 Polyester Blouse, H 70F 5 l1 l7 9 Nylon Slip, H 70F 3 6 3* 1.5" Cotton T-shirt, H 70F 4 l9 19 ll Polyester/Cotton Shirt, H 70F 7 11 Wool Sweater, M 70F 12 5 2.5 Cotton 'T-shirt, M 70F 4 6 4 Acetate Panties, M 70F 2 3" 2' Polyester Blouse, M 70F 5 6 2.5 Nylon Slip, M 70F 3 9 3 Wool/Nylon Socks, M 70F 4 13 8 Polyester/Cotton Shirt, M 70F 7 ll 9 Nylon Slip, H 90F 3 4.5 3 Nylon Slip, H l20F 3 7 3 Polyester/Cotton Shirt. H l20F 7 21 9 Polyester/Cotton Shirt, H 90 7 l9 1 1 Clear zone surrounding the fabric with very slight areas of growth NOTE:
Garments which were hand washed were done separately.
Machine washing consisted of a three (3) pound load of mixed garments. Wool sweaters were washed separately by hand and by machine.
EXAMPLE 4 TABLE VI-contmued Bacteriostatic studies were conducted on a liquid system similar to Example 1 with the exception that the Example 4 Pans of Composition formulation contained tetrapotassium pyrophosphate B c and no perfume. Standard zones of inhibition were con- Solution) ducted as in Example 2. Table VI illustrates these com- Formula I wherein M is sodium 200 2.00 2.00 2,00
i e resul Optical brightner 0.10 0.10 0.10 0.10 positions Table VII llustrates th t 5 wan" 4H0 4H o 4710 47' m TABLE V] 2,4,4'-trichloro-2'-hydroxydiphenyl ether (97% minimum Examph 4 Compositions activity) 0.00 0.10 0.23 0.50
Parts of Composition A B C Triethanolamine linear 60 What IS claimed is; dodecyl benzene sulfonate (40% active in an aqueous 1. A liquid detergent formulation which comprises solution) 32.00 32.00 32.00 32.00 the following components: Sodium lauryl ether sulfate (57% active in 18% ethanol and the remainder water) 12.50 12.50 12.50 12.50 Triethanolamine linear dodecyl benzene sulfonate Dimethyl cocoamine oxide 0.1 50% (40% active in water) 1.60 1.60 1.60 1.60 Sodium lauryl ether sulfate 01 20% Coconut. fatty acid diethanolwherein the number of ethoxy groups is three amine condensate 1.00 1.00 1.00 1.00 Dimethyl cocoamine oxide 01 2% Perfume 0.10 0.10 0.10 0.10 Tetrapotassium pyrophosphate 3.00 3.00 3.00 3.00
3,925,227 7 8 Amphoteric coconut acid derivative having the folfate and wherein the pH of the system is about 7 to lowing formula: about 8.
2. A liquid detergent system according to claim 1 wherein the components have the following ratios ac- CH 5 cording to their percent by weight: N CH, ll l CZHOH By Welght R C Triethanolamine linear dodecyl benzene CHICH CHISOBM sulfonate (40% active in an aqueous 30 35 10 solution) Sodium lauryl ether (3 moles ethylene oxide) sulfate (57% active in l8% ethanol wherein R is a mixture of hydrocarbon and the remainder water] It) l5 radicals ranging from about to about Pirnethyl cocoamine oxide (40% active L40 1.80 l8 carbon atoms and M is hydrogen or m i an l li melal 0! 4% Amphoteric coconut acid derivative 1 3 Coconut fatty acid dielhanoaminc 5 Coconut fatty acid diethanolamine condensate 0.5 l.5 condensaw 0" 2% 2.4,4'-tricl1loro-2-hydroxydiphenyl ether 2.4.4'-trichloro-2'-hydroxydiphenyl ether 0. 104.00%
Water Sufficlent Ethanol quantity to Water Sufficient make to 10% quantity to make to l00% 2O 3. A liquid detergent system according to claim 1 wherein wherein M of the amphoteric coconut acid derivative is 2,4,4'-Trichloro-2'-hydroxydiphenyl ether is prean alkali metal.
mixed and solubilized with sodium lauryl ether sul-

Claims (3)

1. A LIQUID DETERGENT FORMULATION WHICH COMPRISES THE FOLLOWING COMPONENTS: TRIETHANOLAMINE LINEAR DODECYL BENZENE SULFONATE 0.1 - 50% SODIUM LAURYL ETHER SULFATE 0.1 - 20% WHEREIN THE NUMBER OF ETHOXY GROUPS IS THREE DIMETHYL COCOAMINE OXIDE 0.1 - 2% AMPHOTERIC COCONUT ACID DERIVATIVE HAVING THE FOLLOWING FORMULA:
2. A liquid detergent system according to claim 1 wherein the components have the following ratios according to their percent by weight:
3. A liquid detergent system according to claim 1 wherein M of the amphoteric coconut acid derivative is an alkali metal.
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Cited By (11)

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US4111844A (en) * 1975-12-15 1978-09-05 Ciba-Geigy Corporation Synergistic microbicidal composition
US4170651A (en) * 1976-09-29 1979-10-09 E. R. Squibb & Sons, Inc. 2-Substituted-1H-benz-[de]-isoquinoline-1,3(2H)-diones
US4235733A (en) * 1978-07-13 1980-11-25 Kao Soap Co., Ltd. Antibacterial soap containing trichlorohydroxy diphenyl ether bactericide and an organic phosphoric ester as a stabilizer therefor
US5316758A (en) * 1991-11-06 1994-05-31 Lion Corporation Oral composition
US5837274A (en) * 1996-10-22 1998-11-17 Kimberly Clark Corporation Aqueous, antimicrobial liquid cleaning formulation
WO2014089808A1 (en) * 2012-12-13 2014-06-19 The Procter & Gamble Company Anti-microbial laundry detergent product
JP2015028128A (en) * 2013-06-26 2015-02-12 花王株式会社 Method for sterilizing microbe, and method for suppressing bad smell of clothing material
CN106232790A (en) * 2014-05-12 2016-12-14 宝洁公司 Antimicrobial laundry detergent composition
EP3146031A4 (en) * 2014-05-12 2018-03-14 The Procter and Gamble Company Liquid anti-microbial laundry detergent composition
EP3194554A4 (en) * 2014-05-12 2018-04-25 The Procter and Gamble Company Anti-microbial cleaning composition
WO2019071994A1 (en) * 2017-10-12 2019-04-18 The Procter & Gamble Company Anti-microbial laundry detergent composition

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US3533955A (en) * 1965-06-15 1970-10-13 Lever Brothers Ltd Two-phase liquid detergent compositions
US3538217A (en) * 1969-04-02 1970-11-03 Grace W R & Co Phenolic germicidal compositions
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US4111844A (en) * 1975-12-15 1978-09-05 Ciba-Geigy Corporation Synergistic microbicidal composition
US4170651A (en) * 1976-09-29 1979-10-09 E. R. Squibb & Sons, Inc. 2-Substituted-1H-benz-[de]-isoquinoline-1,3(2H)-diones
US4235733A (en) * 1978-07-13 1980-11-25 Kao Soap Co., Ltd. Antibacterial soap containing trichlorohydroxy diphenyl ether bactericide and an organic phosphoric ester as a stabilizer therefor
US5316758A (en) * 1991-11-06 1994-05-31 Lion Corporation Oral composition
US5837274A (en) * 1996-10-22 1998-11-17 Kimberly Clark Corporation Aqueous, antimicrobial liquid cleaning formulation
JP2016506428A (en) * 2012-12-13 2016-03-03 ザ プロクター アンド ギャンブルカンパニー Antibacterial laundry detergent products
WO2014089808A1 (en) * 2012-12-13 2014-06-19 The Procter & Gamble Company Anti-microbial laundry detergent product
JP2015028128A (en) * 2013-06-26 2015-02-12 花王株式会社 Method for sterilizing microbe, and method for suppressing bad smell of clothing material
CN106232790A (en) * 2014-05-12 2016-12-14 宝洁公司 Antimicrobial laundry detergent composition
EP3143112A4 (en) * 2014-05-12 2018-02-28 The Procter and Gamble Company Anti-microbial laundry detergent composition
EP3146031A4 (en) * 2014-05-12 2018-03-14 The Procter and Gamble Company Liquid anti-microbial laundry detergent composition
EP3194554A4 (en) * 2014-05-12 2018-04-25 The Procter and Gamble Company Anti-microbial cleaning composition
WO2019071994A1 (en) * 2017-10-12 2019-04-18 The Procter & Gamble Company Anti-microbial laundry detergent composition
WO2019071500A1 (en) * 2017-10-12 2019-04-18 The Procter & Gamble Company Anti-microbial laundry detergent composition
JP2019073688A (en) * 2017-10-12 2019-05-16 ザ プロクター アンド ギャンブル カンパニー Anti-microbial laundry detergent composition

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