CA2107001A1 - Antibacterial mild liquid surfactant skin cleanser - Google Patents

Antibacterial mild liquid surfactant skin cleanser

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Publication number
CA2107001A1
CA2107001A1 CA002107001A CA2107001A CA2107001A1 CA 2107001 A1 CA2107001 A1 CA 2107001A1 CA 002107001 A CA002107001 A CA 002107001A CA 2107001 A CA2107001 A CA 2107001A CA 2107001 A1 CA2107001 A1 CA 2107001A1
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Prior art keywords
cationic
ethoxylated
group
surfactant
level
Prior art date
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Abandoned
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CA002107001A
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French (fr)
Inventor
Arthur E. Keegan, Jr.
Richard M. Dahlgren
Diane G. Schmidt
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Procter and Gamble Co
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Individual
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Publication of CA2107001A1 publication Critical patent/CA2107001A1/en
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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
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/347Phenols
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/44Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
    • A61K8/442Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof substituted by amido group(s)
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/46Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
    • A61K8/463Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfuric acid derivatives, e.g. sodium lauryl sulfate
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • A61K8/731Cellulose; Quaternized cellulose derivatives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73Polysaccharides
    • A61K8/737Galactomannans, e.g. guar; Derivatives thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8152Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/005Antimicrobial preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/10Washing or bathing preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/54Polymers characterized by specific structures/properties
    • A61K2800/542Polymers characterized by specific structures/properties characterized by the charge
    • A61K2800/5426Polymers characterized by specific structures/properties characterized by the charge cationic
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/59Mixtures
    • A61K2800/596Mixtures of surface active compounds

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Chemical & Material Sciences (AREA)
  • Dermatology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Wood Science & Technology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Engineering & Computer Science (AREA)
  • Communicable Diseases (AREA)
  • Oncology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Emergency Medicine (AREA)
  • Detergent Compositions (AREA)
  • Cosmetics (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Medicines Containing Material From Animals Or Micro-Organisms (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

A liquid skin cleanser composition with improved mildness and degerming characteristics, comprising: (A) 0.5-5.75 weight percent of a mild ethoxylated surfactant; (B) 1-40 weight percent of a cosurfactant selected from the group consisting of non-ethoxylated anionic, nonionic, zwitterionic, and amphoteric surfactants and mixtures thereof; (C) 0.01-4 weight percent of antibacterial agent;
(D) 0.05-5 weight percent of water-soluble cationic polymer; and (E) 35-97 weight percent water.

Description

WO 92/18~00 2 1 ~ 7 ~ O ~ P~r/ LlS92/02847 ANTI8ACTERIAL MILD LI~UID SKIN CLEANSER

~ACKGROUND OF THE INVENTION
This invention relates to mild liquid skin cleansers. More particularly, this invention relates to antibacterial liquid skin cleansers.
~he cleaning of skin with surface-active cleaning prepara-tions has become a focus of great interest. Many people wash and scrub their skin with various surface actlve preparations several times a day. Liquid cleansers are highly preferred, especially for handwashing because of convenience and non-messiness. Anti-bacterial personal cleansers are preferred because they kill germs. Mild personal cleansers are desired to minimize skin irri-tation, dryness, etc. A personal cleansing product having all three of khese preferred characteristics would be very desirable.
~ 20 Skin cleansers should cleanse the skin gently, causing little - or no irritat~on, wtthout drying the skin after frequent routine use. Certain synthetic surfactants are particularly mild.
However, a major drawback of mild liquid synthetic surfactant systems when formulated for skin cleansing is poor lather per-formance. Co~pared to the highest bar soap standards ~bars which are rich in coconut soap and superfa~ted~, these prior art liquid surfactant formulations have either poor lather or poor skin mildness performance. As may be expected, the lather performance is a function ~f the choice of surfactant and its concentration.
3Q The conceivable number of liquid surfactant compositions formu-lated with or without skin feel agents are numerous. Rheological and phase properties exhibited by prototypes vary widely (i.e.~
thin liquids, gels, thick pastes, solutions, emulsions). The phase stability of prototypes is for the most part acceptable over short time periods, but only a small fraction of them will maintain their original properties and acceptability over an extended period of time. See, e.g., U.S. Pat. Nos.: 4,338~211.

'~lO '~O(11.
~10 92/l~lOO PCT/IJS92/02847 - 2 ~
Stiros, issued July 6, 1982; 4,310,433, Stiros, issued Jan. 12, 1982; and 4,842,850, Vu, issued June 27, 1989, all of said patents being incorporated herein by reference.
Optimization of lather as a single variable is a fairly straightforward process. The use of known high sudsing anionic - surfactants with lather boosters yields acceptable lather volume.
Unfortunately, highest sudsing anionic surfactants are, generally, also highest in skin irritation and are worst in clinical mild-ness. Surfactants that are among the mildest with minimal skin irritation, such as ammonium lauryl ether (12 EO) sulfate ~; (NH4AE12S) are extremely poor in lather. These two facts alone ` make the surfactant selection and the lather boosting optimization process a delicate balancing act. See, e.g., U.S. Pat. No.
4~338,211, supra, incorporated herein by reference.
The introduction of an antibacterial into the equation results in additional problems for mildness, lather, and antibac-terial efficacy. It is reported in trade literature that certain mild ethoxylated nonionic surfactants, e.g., Tween~ 80 (ICI
Americas, Inc.) and lecithin have deactivating effects on the degerming of a preferred antibacterial, Triclosan (Irgasan~ DP 300 `~ is also referred to herein as "TCS"), Ciba-Geigy Irgasan0 DP 300 Trade Bulletin, 1988.
` The use of antibacterials in liquid shampoo and other personal cleansing products, per se, is known and at least two are commercially available under the trade names nf LIQUID DIAL~
Antibacterial Soap, and SOFTSOAPæ Antibacterial Moisturizing Soap.
The antibacterial liquid cleansing products on the current market are relatively harsh. So a mildness improvement over such products would be highly desirable, especially without compro-mising degPrming efficacy. Special antibacterial liquid cleansers are disclosed in U.S. Pat. Nos.: 4,847,072, Bissett and Bush, issued July 11, 1989; 4,939,284, Degenhardt, issued July 3, 1990;
and 4,820,698, Degenhardt, issued April 11, 1989, said patents being incorporated herein by reference.
In short, there are rather stringent requirements for skin cleansers which limit the choice of surface-active agents and antibacterials, and as a result the degerming final formulations WO 92/18100 2 1 0 7 O 01 PCI`/VS92/02847 . . - 3 -represent some degree of compromise. Mildness is often obtained at the expense of effective degerming or effective cleansing and lathering which may be sacrificed for either mildness, product stability, or both.
S The present invention offers a valuable combination of desirable properties to liquid skin-cleaning formulations.
Therefore, one object of this invention is the development of ., .
liquid skin cleaning compositions which exhibit improved mildness, good cleaning and lathering, and good degerming properties.
` 10 Another object of the present ;nvention is the development of low cost liquid skin cleansers.
Other objects will become apparent from the detailed descrip-tion below.
SUMMARY OF THE INVENTION
, 15 A liquid skin cleanser composition with improved mildness and degerming characteristics9 comprising:
(A) 0.5-5.75 weight percent of mild ethoxylated surfactanti (B) 1-40 weight percent of cosurfactant selected from the group consisting of non-ethoxylated anionic, nonionic, zwitterionic, and amphoteric surfactants and mixtures thereof, said cosurfactant comprising harsh surfactant at a level to give a ratio of harsh cosurfactant to mild ethoxylated surfactant of from about 20:1 to 1:5.8;
(C) 0.01-4 weight percent of antibacterial agent, preferably selected from the group of halogenated aromatic anti-bacterial agents and octopirox, and mixtures thereof;
(D) 0.05-5 weight percent oF water-soluble cationic polymer;
and (E) 35-97 weight percent water.
DET~ D DESCRIPTION oE THE INVENTION
This invention relates to mild ethoxylated surfactant liquid skin cleaning compositions with optimum degerming and preferably optimum lather performance. Cosurfactant, preferably one wi th good suds boosting power, typically a harsh surfactant, is usea with said mild ethoxylated surfactant to provide improved lather Antibacterial agents are compatible with cosurfactant, e.g alkyl sulfates, but are not so compat;ble with mild ethoxylate~

.
' ' 2/1810~ O ~) 1 PCI~/US92/0~847 -- 4 -- .
surfactants. This inven~ion, however, further enhances combi-- nation of the two types of surfactants with antibacterial.
A liquid skin cleanser composition with improved mlldness and degerming characteristics, comprising:
(A) 0.5-5.75~ of mild, ethoxylated surfactant selected from the group consisting of anionic; nonionlcs, and mixtures thereof, preferably anionic alkyl ethoxy sulFate having from 1 to 20 ethoxy groups;
(B) 1-40% of an antibacterial compatible cosurfactant selected from the group consisting of non-ethoxylated anionic, nonionic, zwitterionic, and amphoteric surfactants, and mixtures thereof; preferably good cleaning anionics, especially the alkyl sulfates;
(C) 0.01-4% of antibacterial agent, preferably selected from ; 1~ the group of halogenated aromatic antibacterial agents and octopirox, and mixtures thereof, and more preferably Triclosan (TCS);
(D) 0.05-5% of water-soluble cationic polymer, preferably cationic guar gum; and (E) 35-97%, preferably 50-95%, more preferably 75-90%, water.
The total level of (A) and (B) is at least about 4% and sufficient to keep the composition stable.
A more detailed description of the levels and ranges of the components of the present invention are provided in Tables 1 and 2 below.
The ranges and levels set out herein, especially in Tables 1 and 2, are approximations and should be given liberal interpreta-tions. The levels and ranges will vary depending on the selection of the particular ingredient.

.
. .

~:' W O 92/18100 2 1 ~ ~5 ~ O 1 P~T/U~/02~47 LEVELS AND RATIOS
. Cosur- Anti- Cationic factant MES** bacterlal PolYmer Full Ranges 1-40% 0.5-5.8% 0.05-4% 0.05-5%
. Preferred Ranges 4-20% 2-5% 0.1-2% 0.1-2%
: More Preferred5-10% 3-4.5% 0.2-1% 0.2-1%
;:
Cosurfactant Full Ratios N/A 80:1-1:6 800~ 4 800:1-1:5 . Preferred Ratios N/A 40:1-1:2 200:1-3:1 200:1-3:1 More Preferred NlA 2.1:1 50:1-10:1 50:1-10:1 MES**
Full Ratios * N/A 116:1-1:8 116:1-1:10 Preferred Ratios * N/A 50:1-3:1 50:1-3:1 More Preferred * N/A 25:1-5:1 25:1-5:1 . .
` Tri~closan Full Ratlos * * N/A 80:1-1:100 Preferred Ratios * * N/A 10:1-1:10 More Preferred * * N/A 3:1-1:3 *Shown elsewhere in the Table.
**Mild ethoxylated surfactants.
: 25 Some preferred cosurfactant blends are:
Full Preferred More Ranae Ranqe Preferred Alkyl Sulfates or Alkyl ` 30 Olefin Sulfonates, or Alkyl Glucose Amides 1-20% 3-10% 4-8 ` Lauramide or Cocamide DEA(?) 1-10% 0.5-5% 1-2%
Cocoamidopropyl Betaine 1-10% 0.5-5% 1-2%
Totals 3-40% 4-20% 6-12%
.

~ .

;

- W V ~2/~100 PCT/US92/02847 2 1 ~) 7 l3 1~ 1~ 6 ~

.
MORE PREFERRED LEVELS AND RATIOS
Alkyl ;~ Sulfate _ nS Triclosan Polvmer Full Ranges 1-20% 0.5-5.8% 0.05-4% 0.05-S%
Preferred Ranges3-10% 2-5% 0.10-2% 0.1 2%
More Preferred 5-7% 2-5% 0.1-0.8% 0.2-1%

Q~l Sulfate Full Ratios N/A 20~ 5.8 400:1-1:4 400:1-1:5 Preferred RatiosN/A 5:1-1:2 100:1-3:1 100:1-3:1 More Preferreds N/A ~:1-1:1 50:1-5:1 50:1-5:1 AEnS
Full Ratios * N/A 115:1-1:8 115:1-1:10 Preferred Ratios * N/A 50:1-3:1 50:1-3:1 More Preferreds * N/A 25:1-5:1 25:1-5:1 Triclosan Full Ratios * * N/A 80:1-1:100 Preferred Ratios * * N/A 10:1-1:10 More Preferred * * N/A 3.1-1:3 *Shown elsewhere in the Table.

- 25 Thev EthoxYlated Surfactants An essential ingredient is an ethoxylated (or propoxylated) surfactant which is mild to the skin. Propoxylated surfactants are essentially equivalents to ethoxylated surfactants as defined herein. The preferred mild, ethoxylated (propoxylated) sur-factants have Relative Barrier Destruction Index Values (mildness) of about 50 or less, as defined hereinbelow. The mild ethoxylated surfactant, ammonium laureth-3-carboxylate (AE3C-NH40H at pH 6.5), has an "Index Value" of about 50. A "harsh" surfactant is any surfactant or cosurfactant with an Index Value of more than 50.

' W~92/18100 2~0~a~ PCI`/US92/~ 7 . . 7 The ethoxylated mild surfactant is used conveniently to - ` improve mildness of the liquid composition. For this purpose the level can be from about~O.5% to about 5.8%, preferably from about 2% to about 5%. At the higher levels, however, the ethoxylated mild surfactant diminishes antibacterial effectiveness of the composition.
Some examples of the preferred surfactants are alkali metal and ammonium salts of the sulfuric acid esters of the reaction product of 1 mole of a Cg-C22 alcohol (e.g., tallow or coconut oil ; 10 alcohols) and about 1 to 20, preferably 1 to 13, more preferably 2 to 6, moles of ethylene oxide (ethoxy groups). Diethanol amines are not ethoxylated surfactants. The CTFA names of some preferred ethoxylated surfactants are:
Anionics Ammonium Laureth Sulfate, CAS #32612-48-9 (generic) Pareth-15-7 Carboxylic Acid TEA-Oleamido PEG-n Sulfosuccinate, TEA = Triethanol Amine PPG-5-Ceteth-10 Phosphate, RD #977061-68-9 Nonionics Polysorbate 80 Pareth-15-5 PPG-8-Ceteth-10 CAS #9087-53-0 (generic) PEG-8 Stearate, CAS #9004-99-3 (generic) The in vitro skin barrier penetration test (mildness), performed similar to the procedure described in U.S. Pat. No~
4,81~,253~ Small et al., issued Mar. 14, 1989, said patent being incorporated herein by reference, can be used to assess the relative irritancy of surfactants. The essential, mild ethoxy-lated surfactant is preferably selected to have a mildness Index Value at or below 50.
Frequently, a surfactant which tends to improve cleaning also tends to have negatives, particularly in terms of product mild-ness. Referring to the Relative Barrier Destruction Chart No.
the "Barrier Destruction Index Values" for: AL5 - 100: water = O

: `

` :
~ .

~l~ri~.)al w ~ 92/18100 P~T/~S92/02847 Relative Barrier Destruction Chart No. 1 Relative Barrier Surfactant Destruction Index Values Ammonium Lauryl Sulfate (ALS) 100 Ammonium Laureth-3 Carboxylate (pH = 6.5) 50 Ammonium Laureth-3 Sulfate (AE3S) 30 Sodium Lauroyl Sarcosinate 25 Disodium Cocoyl Monoethanol Amine Sulfosuccinate 25 Sodium Nonoxynol-4 Sulfatel 10 Octyl Glycerol Ether Sulfate 10 ; Lauryl Polyglucose2 10 Water 1 Alipal HF-433 2 Henkel APG 550 (1-7) Çosurfactant Another essential component of the liquid skin cleanser composition herein is one or more non-ethoxylated "cosurfactant"
which ;s preferably selected for its cleaning, lathering, cost or antibacterial compatibility. So the selection of the cosurfactant and the term "cosurfactant" should be given a broad interpreta-tion. Preferred are the higher lathering surfactants which are known in the art, or can be tested. The rule, as far as lather or cleaning are concerned, is that the cosurfactant should add to the lather or cleaning power of the liquid cleanser. The cosurfactant can also be selected for its mildness, as well as its cleaning or lather boosting properties. However, such cosurfactants are r 30 typically harsh (e.g., Index Value >SO). The compositions that provide the best balance of properties have a ratio of harsh cosurfactant to mild e~hoxylated surfactant of from about 20:1 to - about 1:5.8, preferably from about 5:1 to about 1:2, more prefer ably from about 2:1 to about 1:1. Some preferred cosurfactant 3S blends are set out after Table 1.
The term "cosurfactant" as used herein is intended to denote any non-ethoxylated surfactant used in the liquid compositions oi WO 92/1810~ 2 1 ~ 7 ~ ~ 1 PCI`/1~;92/02847 the present invention. The cosurfactant includes all non-ethoxy-lated surface active agents, especially those ~hich lather and clean well and which are compatible with the antibacterial, i.e., more compatible than the ethoxylated surfactant. The preferred cosurfactants of this invention are the alkal~ metal (e.g., sodium or potassium) and ammonium, alkyl sulfates derived by sulfation of Cg-C22 alcohols, either synthetically derived or produced by reduction of glycerides, or other esters, of tallow or coconut oil fatty acid combined with similarly derived alkyl beta~nes (zwit-terionics) and alkyl amides (nonionics).
The preferred cosurfactant referred to herein is alkyl sulfate (AS). The preferred ethoxylated surfactant is alkyl ether sulfate (AEnS). The U.S. patents incorporated herein by reference contain an extensive and detailed list of both ethoxylated sur-factants and cosurfactants.
Antibacterial Aqent The antibacterial agent can be present at a level of from i about 0.01% to about 4%, typically from about 0.1% to about 2%, and preferably from about 0.5% to about 1%. The level is selected to provide the desired level of antibacterial activity and can be modified as desired. The preferred antibacterial agent is 2-hydroxy-4,2',4'-trichlorodiphenylether (TCS). Other halogenated antibacterial agents are set out below. Many antibacterial agents, known to those skilled in the art and disclosed in, e.g., U.S. Pat. Nos. 3,835,057 and 4,714,563, both incorporated here-inbefore by reference, may be used.
; Suitable antibacterial agents include:
2-hydroxy-4~2',4'-trichlorodiphenylether (TCS);
2~6-dimethyl-4-hydroxychlorobenzene (PCMX);
3,4,4'-trichlorocarbanilide (TCC);
3-trifluoromethyl-4,4'-dichlorocarbanilide (TFC);
2,2'-dihydroxy-3,3',5,5',6,6'-hexachlorodiphenylmethane;
2,2'-dihydroxy-3,3',5,5'-tetrachlorodiphenylmethane;
; 2,2'-dihydroxy-3,3',dibromo-5,5'-dichlorodiphenylmethane;
2-hydroxy-4,4'-dichlorodiphenylether;
2-hydroxy-3,5',4-tribromodiphenylether; and W~ 9~/181~0 2 1 () ~ ~ U ~ P~/US92/~2~47 1-hydroxyl-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridinone (Octopirox).
The Water-Soluble Cationic Polvmer The inclus-ion of an effective amount of a water-soluble cationic polymer to any liquid antibacterial composition should improve mildness, including systems which do not contain ethoxy-lated surfactant. The water-soluble cationic polymeric skin conditioning agent essential in the present invention is selected from the group consisting of:
(I) cationic polysaccharides;
(II) cationic copolymers of saccharides and synthetic cationic monomers, and (III) synthetic polymers selected from the group consisting o~:
(A) cationic polyakylene imines, (B) cationic ethoxy polyalkylene imines, and (C) cationic poly(N-(-3-(dimethylammonio)propyl)-N'-~3-(ethyleneoxyethylene dimethylammonio)propyl)urea dichloride).
- 20 The amount of hydrated cationic polymeric skin conditioners found useful in the composition of the present invention is from about 0.05X to about 5~., preferably from about 0.1% to about 2%, by weight of active polyrner. The liquid cleaning compositions containing these relatively small amounts of polymer deliver significantly improved clinical mildness relative to a composition without the polymer. The resultant mildness is unexpectedly and surprisingly superior to that of th~ synthetic surfactant-based liquid antibacterial skin cleansing products currently on the market.
` 30 The cationic polymers can also provide a desirable silky, soft, smooth in-use feeling.
The cationic polymers can be employed to achieve the mildness benefit while maintaining the highly acceptable and desirable in-use liquid cleansing product characteristics of good lather character, lather volume, cleaning, rinsing, skin feel, odor, degerming, etc. This is unexpected since cationic polymers~
partic larly when used at the higher levels typically necessary WO 92/1~100 2 1 0 7 0 0 1 PCrll IS92/0~47 for a mildness improvement and when used without the hydration specified by the present invention, have a significant negative impact on ;n-use characteristics. For example, they can suppress lather volume and alter its character, result in poor rinsiny, and have a negative impact on odor.
(I) The cationic polysaccharide class encompasses those polymers based on 5 or 6 carbon sugars and derivatives which have been made cationic by engraphing of cationic moieties on the polysaccharide backbone. They may be composed of one type of sugar or of more than one type, i.e. copolymers of the above derivatives and cationic materials. The monomers may be in straight chain or branched chain geometric arrangements. Cationic polysaccharide polymers include the following: cationic celluloses and hydroxy-ethylcelluloses; cationic starches and hydroxyalkyl starches;
cationic polymers based on arabinose monomers such as those which could be derived from arabinose vegetable gums; cationic polymers derived from xylose polymers found in materials such as wood?
straw, cottonseed hulls, and corn cobs; cationic polymers derived from fucose polymers found as a component of cell walls in sea-weed; cationic polymers derived from fructose polymers such as Inulin found in certain plants; cationic polymers based on acid-containing sugars such as galacturonic acid and glucuronic acid;
cationic polymers based on amine sugars such as galactosamine and ~ 25 glucosamine; cationic polymers based on 5 and 6 membered ring -i polyalrohols; cationic polymers based on galactose monomers which occur in plant gums and mucilages; cationic polymers based on ~` mannose monomers such as those found in plants, yeasts, and red algae; cationic polymers based on the galactomannan copolymer known as guar gum obtained from the endosperm of the guar bean.
;- Specific examples of members of the cationic polysaccaride class include the cationic hydroxyethyl cellulose JR 400 made by ' Union Carbide Corporation; the cationic starches Stalok~ 100, 200~
300 and 400 made by Staley, Inc.; the cationic galactomannans based on guar gum of the Galactasol 800 series by Henkel, Inc the Jaguar Series by Rhone-Poulenc (for example, Jaguar C-14-S and C162).

Y.'o 92/18100 ~ 0 0 1 P~/~S92/02847 (II) The cationic copolymers of saccharides and synthetic cationic monomers useful in the present invention encompass those contain-ing the following saccharides: glucose, galactose, mannose, arabinose, xylose, fucose, fructose, glucosamine, galactosamine, glucuronic ac;d, galacturonic acid, and 5 or 6 membered ring polyalcohols. Also included are hydroxymethyl, hydroxyethyl and hydroxypropyl derivatives of the above sugars. When saccharides are bonded to each other in the copolymers, they may be bonded via any of several arrangements, such as 1,4-~; 1,4,-~; 1,3-~; 1,3-~
and 1,6 linkages. The synthetic cationic monomers for use in these copolymers can include dimethyldiallylammonium chloride, dimPthylaminnethylmethyacrylate, diethyldiallylammonium chloride, N,N-diallyl,N-N-dialkyl ammonium halides, and the like. A pre-ferred cationic polymer is Merquat 550 prepared with dimethyldi-allylammonium chloride and acrylamide monomers.
Examples of members of the class of copolymers of saccharides and synthetic cationic monomers include those composed of cellu-; lose derivatives (e.g., hydroxyethyl cellulose) and N,N-diallyl,N-N-dialkyl ammonium chloride available from National Starch Corporation under the trade name Celquat.
(III) i The cationic synthetic polymers useful in the present in-:i vention are cationic polyalkylene imines, ethoxypolyalklene imines, and poly~N-[-3-(dimethylammonio)propyl]-N'-[3-tethylene-oxyethylene dimethylammonio)propyl]urea dichloride] the latter of ~ which is available from Miranol Chemical Company, Inc. under the `' trademark of Miranol A-15, CAS Reg. No. 68555-~6-2.
Preferred cationic polymeric skin conditioning agents of the present invention are those cationic polysaccharides of the cationic guar gum class with molecular weights of 1,000 to 3,000,000. More prefered molecular weights are from 2,500 to 350,000. These polymers have a polysaccharide backbone comprised of galactomannan units and a degree of cationic substitution ranging from about 0.04 per anhydroglucose unit to about 0.80 per anhydroglucose unit with the substituent cationic group being the adduct of 2,3-epoxypropyltrimethyl ammonium chloride to the 21 070~1 W O 92tl8100 P~T/USg2/02&47 , ~ - 13 -natural polysaccharide backbone. Examples are Jaguar C-376-FA, C-14-S, C-15, C-17, C162, and AOMQ guar sold by Rhone-Poulenc.
Some preferred cationic guar gums have 1-2% aqueous solution viscosity of from about 125 cps to about 3500 ~ 500 cps at 25'C, where said aqueous solution has a pH of about 9-11.
The catlonic guar gum polymers useful ;n the present inven-tion have been follnd to be more effective skin conditioners than those cationic polymers based on hydroxyethyl cellulose (e.g., JR-400 commercially available from Union Carbide Corporation).
Also useful in the present invention are cationic polymers re-ferred to in U.S. Pat. No. 3,761,418, to Parran, Jr., supra, in UK
Patent Application GB 2094307A, and in commonly assigned U.S. Pat.
Application Ser. No. 07/374,315, Bartolo and Wong, filed June 30, 1989, said patent and said patent applications incorporated herein by reference.
Solutions of cationic polymers Jaguar C-14-S and JR-400 which contain an anionic surfactant (sodium laurate) are evaluated.
Skin condition is measured via visual evaluations of dryness and redness and via instrumental assessment of skin condition (trans epidermal water loss, skin conductivity, and sonic transmission, as set out in "Effects of Bar Soap Constituents on Product M;ld-ness," by Dahlgren, Lukacovic, Michaels, and Visscher, in Pro-ceedings~ of the Second World Conference on Dete.r~ents, Montreux, Switzerland, A.R. Baldwin, Ed. (American Oil Chemists Society~
1987), pp. 127-134). Results indicate the cationic guar gum is about twice as effective as JR-400. Thus, cationic guar gum is a more efficient skin conditioner than a hydroxyethylcellulose-based cationic polymer and is the most preferred type of cationic polymer for use in the present invention.
Aqueous Carrier The skin cleansers herein are preferably in the form of liquids or creams in which water is the principal diluent. The level of water in the compositions is typical1y from about 60X to about g3% by weight, preferably from about 75% to about 90 Purified water is preferred.

WO 92/lBlQ0 ~ O () 1 P~/US92/02~47 pH Adiustment Aqent The in use pH of the liquid skin cleanser compositions herein should lie in the range of about 4 to about 10, preferably in the range of about 5 to about 8, more preferably in the range of about 6 to about 7. The pH is kept in the acidic range to maintain the stability of the antibacterial TCS and the cationic guar. Suit-` able pH adjustment agents include HCl, citric acid, phosphoric acid, succinic acid and a sodium citrate/citric acid combination, among many others.
O~tional Components The skin cleansers herein can contain a variety of non-essentlal, optional ingredients suitable for ~mproving such compositions in a variety of ways. Such conventional, optional ingredients are well known to those skilled in the art, e.g., preservatives such as HMDM Hydantoin, benzyl alcohol, methyl paraben, propyl paraben, 3-isothiazolines (Kathon CG sold by Rohm and Haas~, imidazolidinyl urea, methylchloroisothiazolinone, and methylisothiazolinone can be used in amounts of from 1 to 5,000 ppm; thickeners and vlscosity modifiers such as sodium sulfate, polyethylene glycols, sodium chloride, ammonium chloride, car-boxymethylcellulose, methylcellulose, polyvinyl alcohol, and ethyl alcohol; suspending agents such as magnesium/aluminum silicate;
9 perfumes, dyes; opacifiers such as ethylene glycol distearate, glycol monostearate, styrene acrylate copolymer, mica, behenic acid, and calcium stearate; sequestering agents such as disodium ethlyenediamine tetraaceta~e; emollients, moisturizers and various other skin treating ingredients such as glycerin; buffers and builders such as citrates and phosphates. If present, such agents individually generally comprise from about 0.01% to about 5% by weight of the composition.
Method of Manufacture The liquid skin cleanser compositions of the present inven-tion are made using mixing techniques disclosed herein. A method of making the present invention is shown in the examples which follow.
A method which can be used to make the exemplary compositions of the present invention is as follows:

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WOg2/181~0 ~l07a~3l,5 PCr/US92/0~847 1. The polymer is hydrated in the main mix tank by dispersing in ~ purified water at ambient temperature, then lowering the solution pH to about 6 via addition of citric or other suitable acid, to aid hydration. Sodium sulfate may also be added to reduce the potential for polymer/surfactant coacer-vate formation when the surFactants are mixed with the polymer .
2. A separate premix of the purified water, sodium alkyl sul-fate, cocoamidopropyl betaine, lauramide diethanol amine, and ethyleneglycol distearate is mixed at a temperature of about 76-C, then chilled to about 26' to 38-C to crystallize the ethyleneglycol distearate. The crystallized ethyleneglycol distearate gives the final product a pearl ked appearance.
3. The contents of the premix in step (2) are added to the hydrated polymer in the main mi~.
~ 4. The sodium laureth-3 sulfate is added to main mix.
; 5. The preservatives are added to the main mix.
6. Citric acid is added to adjust the pH of the finished product . to about pH 6.0 to 6.5.
~ 7. The TCS is predissolved in the perfume. This mix is then added to the main mix.
8. Colorants are added to the main mix.
9. Sodium sulfate is added to adjust the finished product viscosity to about 6,000 to 9,000 cps.
ComPosition Use In its method aspect, the present invention comprises a method of washing the skin by contacting the skin with an amount : of the cleanser compositions herein which is effective to cleanthe skin and rinsing the excess cleanser from the skin. An effective amount for any individual will depend upon variable factors such as amount of soil on the skin, type of soil on the skin~ level of surfactant in the cleanser composition, etc.
Generally, an effective amount will be from about 0.5 to about 5 grams per use.
The following examples will illustrate the invention, but are not intended to be in any way limiting thereof. All percentages and temperatures and data are approximations or estimations unless ,:

WO 92/~8~00 2 1 0 7 ~ O ~ PCl['/US~2/02847 - 1 6 - ,~
otherwise specified. Tables 3, 4, 6 and 7 cite degerming results obtained with the Minimum Inhibitory Concentration Disk Test, which procedure is set out below.
Minimum InhibitorY Concentration Disk Te_t The degerming performance of the products was evaluated using the Minimum Inhibitory Concentration Disk Test ("MIC Test") for antimicrob~al liquid soap products. The MIC Test is a modlfi-cation of a disk diffusion test method used by clinical labora-tories to determine the susceptibility of infectious organisms to antibiotlcs. In this method, 50 microliters of a l~o solution of the antimicrobial products is added to filter paper disks 13 mm in diameter. The disks are then applied to the surface of agar plates which have been inoculated with microorganisms. When a disk is applied to an agar plate, the antimicrobial diffuses through the agar medium. The result is a gradual changing gra-dient of antimicrobial concentration in the agar surrounding each disk. The organisms that are not inhibited by the antimicrobial mult;ply on the agar plate forming a lawn of growth which can be visualized. No growth will occur in the area around the disk whare the antimicrobial is present in inhibitory concentrations.
The more susceptible the microorganism and soluble the antimi-` crobial, the larger the zone of inhibition surrounding the disk.
The agar plates in the testing that follows were innoculated with Staphvlococcus aureus and, in some cases, Escherichia coli.
~ ~5 Products are typicallly tested in a random block design. The agar ; plates are incubated for 18 to 24 hours. The diameters of thecircular zones of inhibition are then measured in two directions in millimeters and averaged ~o establish the zone of inhibition size reported.
To account for the variability in zone size across MIC Tests for any given product, which can occur as a result of variations J in the bacteria inoculated on the agar plates, products are only compared within the same test.
Tables 5 and 7 cite clinical mildness results obtained using the method below.

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WO ~2/18~Q~ ~ ~ P~/US92/02~47 .;`. ^ 17 -Mildness MethodoloqY
A four-day forearm wash test among 40 panelists was conducted to evaluate mildness. The methodology was similar to that dis-cussed in "Forearm Wash Test to Evaluate the Clinical Mildness of Cleansing Products," by Lukacovic, Dunlop, Michaels, Visscher, and Watson, in J. Soc. Cosm. Chem., 39, 355-366, Nov./Dec. 1988; and "Effects of Bar Soap Constituents on Product Mildness," by Dahlyren, Lukacovic, Michaels, and Visscher, in Proceedinqs of the Second World Conference on Deteraents, Montreux, Switzerland, A.R.
Baldwin, Ed. (American Oil Chemists Society, 1987), pp. 127-134.
After four days of treatment, visual grades for skin dryness and ; redness (0 ~ perfect skin, 5 = degraded skin) are assigned. Also the conductance of the skin is measured by a Skicon instrument (higher conductance is indicative of higher levels of moisture in the skin). Finally, a Scopeman Fiber Optic Magnifying Video Camera was used to visually record the skin condition, and the video images are later graded using the same "dryness" scale - referenced above.
A logical way to achieve a milder antibacterial liquid cleanser would be to increase the level of mild surfactant vs.
harsher cosurfactants. However, as Comparative E2 shows, this approach results in a significant reduction in degerming vs.
Example 7, as set out in Table 6.
Further, as shown via the examples in Table 7, E4, with twice ;~ 25 the level of antibacterial relative to E3, does resolve the degerming deficiency. In sharp contrast, Examples 1 and 2 of Table 3 show preferred levels of ethoxylated surfactant and cosurfactants. Example 1 shows comparable degerming to Compara-t1ve A, a leading commercially available antibacterial hand soap.
Example 2 is superior to "A" in degerming. Example 2 has more TCS, 0.5% than Example 1, 0.2%. This increase in degerming is unexpected and surprising in view of E4 of Table 7. Example 5 in Table 4 is the more preferred execution of the present invention.

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w ~ 92J18100 2 1 ~ 7 0 ~ 1 PCT/~S92/0~8~7 ` Deqerminq Examples 1. 2~ vs. Comparative_Composition A
- Compara-Inqredients Ex. 1 Ex. 2 kive A*
Ammonium Lauryl Sulfate - - 7.00 Sodium Lauryl Sulfate 6.00 6.00 Sodium Laureth Sulfate 4.00 4.00 4.30 Cocamidopropyl Betaine 1.20 1.20 Lauramide Diethanol Amine (DEA) 1.20 1.20 2.00 Guar Hydroxypropyl-trimonium Chloride 0.25 0.25 Triclosan 0.20 0.50 0.20 Disodium Ricinoleamido MEA-Sulfosuccinate - - 1.50 Isostearamidopropyl Morpholine Lactate - - 1.20 Glycerin - - 1.00 Styrene/Acrylate Copolymer0.40 0.40 Sodium Sulfate 0.75 0~75 Sodium Ohloride - - 0.50 Tetrasodium EDTA 0.10 0.10 0.10 DMDM Hydantoin 0.~0 0.20 0.20 Perfume 0.30 0.30 0.25 . 25 Dye 0.01 0.01 0.01'. Citric Acid 0.08 0.08 0.23 , Water 85.31 85.01 81.51 Totals 100.00 100.00 100.00 *Comparative "A" is an estimate of a leading commercially `~ 30 available liquid antibacterial soap.
MIC Test Results Zone of Inhibition* 40.57 51.14 42.86 -~ Difference vs. "A" -2.29 +8.28 p-value: probability difference equals zero 0.19 0.00 *Average of seven repetitions. Diameter of zone measure in millimeters.

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21~7 00~
WO g2/1~100 - 19 - PCI'/US92/02847 ' ' ~, ' TABlE 4 Deqer~inq ExamPles 3-5 vs. Comparative A
Inqredients Ex. 3 Ex. 4 Ex.~5 Ammonium Lauryl Sulfate - - -Sodium Lauryl Sulfate 6.00 6.00 6.00 Sodium Laureth Sulfate 4.00 4.00 4.00 Cocamidopropyl Betaine 1.20 1.20 1.20 Lauramide DEA 1.20 1.20 1.20 Guar Hydroxypropyl-trimonium Chloride 0.25 0.50 0.25 Triclosan 0.30 0.30 0.30 Disodium Ricinoleamido MEA-Sulfosuccinate Isostearamidopropyl Morpholine Lactate Glycerin Ethylene Glycol Distearate - - 1.50 Styrene/Acrylate Copolymer 0.40 0.40 Sodium Sulfate 0.75 0.75 0.75 Sodium Chloride . Tetrasodium EDTA 0.10 0.10 0.10 DMDM Hydantoin 0.20 0.20 0.20 Perfume 0.30 0.30 0.30 . Dye 0.01 0.01 0.01 :~ Citric Acid 0.08 0.08 0.08 . Water 85.21 84.96 84.11 Totals 100.00 100.00 100.00 - MIC Test Results: Note that in this test Comparative A's Zone of Inhibition = 38.86 ~` Zone of Inhibition* 38.57 40.71 39.00 Difference YS. "A" -0.29 +1.85 -0.14 p-value: probability ; difference equals zero 0.77 0.09 0.90 ~ Difference vs. Ex. 3 2.14 0.43 '''~

WO 92/18100 ~ O O 1 P~/US92/02~47 p-value: probability difference equals zero 0.010.63 : *Average of seven repetitions.
, _ldness ExamDles Experi-mental Compara-Inqredients Ex. 6* Comp. E1 tive A
Ammonium Lauryl Sulfate - - 7.00 Sodium Lauryl Sulfate 6.00 6.00 Sodium Laureth Sulfate 4.00 4.00 4.30 Cocamidopropyl Betaine 1.20 1.20 Lauramide DEA 1.20 1.20 2.00 Guar Hydroxypropyl-trimonium Chloride 0.25 Triclosan 0.20 0.20 0.20 . Disodium Ricinoleamido MEA-Sulfosuccinate - - 1.50 Isostearamidopropyl Morpholine Lactate - - 1.20 Glycerin - - 1.00 Styrene/Acrylate Copolymer0.40 Sodium Sulfate 0.75 0.75 Sodium Chloride - - 0.50 Tetrasodium EDTA 0.10 0.10 0.10 , ~
~ DMDM Hydantoin 0.20 0.20 0.20`' ~ Perfume 0.30 0.30 0.25 > Dye 0.01 0.01 0.01 Citric Acid 0.08 0.08 0.23 Water 85.31 85.96 81.51 Totals 100.00 100.00 100.00 *This is the same composition as Example 1.

Mildness results reported below.

21~7 001 W~ ~2/18~00 P~:T/US92/02847 ` 21 -Effect of the Ratio of Sodium laurYl Sulfate to Sodium Laur th SulfatP
Experi-mental Ingredients ComP u--~ Ex.~7 Ammonium Lauryl Sulfate Sodium Lauryl Sulfate 4.00 8.00 Sodium Laureth Sulfate 8.00 4.00 Cocamidopropyl Betaine 1.50 1.50 Lauramide DEA 1.50 1.50 Polyquaternium-10 0.50 0.50 Triclosan 0.20 0.20 Ethylene Glycol Monostearate 1.50 1.50 : Disodium Ricinoleamido MEA-Sulfosuccinate Isostearamidopropyl Morpholine Lactate - 20 Glycerin Sodium Acetate 0.40 :
Tetrasodium EDTA 0.10 0.10 DMDM Hydantoin 0.20 0.20 Perfume 0.25 0.25 l 25 Dye 0.01 0.01 ; Citric Acid 0.08 0.08 ~-~ Water 82.76 83.26 . Totals 100.00 100.00 'r MIC Test Results Zone of Inhibition 32.91 35.09 Difference vs. E2 2.18 p-value: probability that ~: the difference in the zone at inhibition for E2 and Ex. 7 is equal to zero 0.01 W~ 92/181~0 PCr/llJS92/02847 - Referring to the MIC test results in Table 6, E2 vs.
Example 7, shows E2 has too much ethoxylated surfactant, sodium laureth sulfate. E2 is lower in degerming via a lower zone of inhibition.
TA~LE 7 Table of Comparativ~ am~
Experi- Experi-mental mental Inqrçdients ComD. E3 Comp. E4 Ammonium Lauryl Sulfate 4.00 4.00 Ammonium Laureth Sulfate 8.00 8.00 Cocamidopropyl Betaine 1.50 1.50 Lauramide DEA 1.50 1.50 Polyquaternium-10 0.50 0.50 Triclosan (TCS) 0.25 0.50 Ethylene Glycol Monostearate 1.50 1.50 Sodium Acetate 0.40 0.40 Tetrasodium EDTA 0.10 0.10 DMDM Hydantoin 0.20 0.20 Perfume 0.25 0.25 Dye 0.01 0.01 Citric Acid 0.08 0.08 Water 8~.?5 82.26 ~, 25 Totals 100.00 100.00 .!
Referring to the Comparative MIC Performance below, E3 and E4 ~i are formulae which would be expected to be milder than "A" based on higher levels of milder surfactants and lower levels of harsher ~- 30 surfactants. However, their degerming efficacies are compromised, ; that is to say, reduced.

.

W O 92/1B100 2 1 0 7 0 0 1 PCT/US92/02~47 Comparative MIC Performance for ExPerimental Comparative E3 vs. ExPerimental_ComDarative E4 100/O Product Concen~trations tested on St~hylococcus aureus (N=4) 5_omp. E3 Comp. E4 ComP. A
Mean 49.75 48.50 62.75 p-value vs. E3 0.66 0.01 p-value vs. E4 -1% Product Concentrations tested_on Escherichia coli lN=41 Comp. E3 Comp. E4 ComP. A
, Mean 28.50 29.25 37.75 p-value vs. E3 0~79 0 04 p~value vs. E4 0.06 Conclusion: The point is that higher levels of antibacterial in these formulae (E3 and E4) do not fix reduced degerming which results from increased level of mild ethoxylated surfactant. Seç
Referring to Table 6 and its MIC test results, Example 7 vs. E2, ;, 20 also demonstrate this point more clearly, for the only variables ` are the levels of the harsh and mild surfactants.
.
Paired ComDarison Forearm Clinical Mildness ~est Paired ComDarison ~1: ComParative E1 vs. ExamPle 6 . 25 Diff.
Attribute ComD. E1 Ex. 6 Diff. p-Value Visual Dryness 2.00 1.16 D.84 0.0001*
Scopeman Dryness 2.24 1.74 0.50 0.0001 Visual Redness 2.16 1.37 0.79 0.0002 Skicon 67.45 75.23 -7.78 0.0450 *Significant at 95% confidence.

W o 9~/181~0 2 ~ 0 7 0 ~ 1 Pcr/~S9~/02847 - 24 - .-~
Paired Com~arison #2: Comparative ComDosition A vs.
Exoerimental Comparative E1 Diff.
Attribute ''A'' Comp. El Diff. p-Value ' 5 Visual Dryness 1.89 1.97 -0.0~ 0.6083 Scopeman Dryness2.14 2.11 0.03 0.8067 Visual Redness 2.02 2.35 -0.32 0.0746 Skicon 69.60 67.88 1.72 0.7291 Comparison #3: Example 6 vs. Comparative Composition A
Statistical Evaluation Across Pairs**
Diff.
Attribute Ex. 6 "A" Diff. D-Value Visual Dryness 1.15 1.91 -0.76 0.0012*
Scopeman Dryness1.67 2.19 -0.52 0.0015*
- Visual Redness 1.47 1.94 -0.47 0.0736 : Skicon 75.9 69.62 6.28 0.3171 . .
*Significant at 95% confidence.
**Between pair estimate of (Example 6 vs. "A") obtained as the difference of the two within-pair estimates, (Example 6 vs.
E1) - ("A" vs. E1). The means are adjusted to compensate for difference in the means of E1 from one pair to another.

Referring to the MIC test results in Table 3, Example 1 demonstrates equivalent degerming to Comparative "A". The liquid cleansing compositions of the present invention also demonstrate . superior mildness to the skin as measured by a clinical mi1dness test, the results of which are set out in Paired Comparisons # 1 ` 30 and #2, and Comparison #3. These significant improvements in degerming and mildness are unexpected and surprising in view of the higher ratio of harsher cosurfactant to mild ethoxylated surfactant. The preferred executions are Examples 1, 2, and 5, which contain cationic polymer. Specifically, Paired Compari-son #1 demonstrates that the addition of 0~25% Jaguar C-14-S in WO 92/1~100 2 ~ ~ 7 ~ O ~ PC'r/l~S92/02847 : the formula of Example 1 improves mildness over E1, which isformulated with the same surfactant base but without polymer and opacifier. Paired Comparison ~2 demonstrates that E1 has equal mildness performance to "A". Finally, Comparison #3 is a sta tistical evaluation across Paired Comparisons #1 and #2 demon-strating that Example 1 (also appears as Example 6 in Table 5) is milder to the skin than "A".
It is important to note that the cationic polymer also improves the antibacterial activity of the product. Referring to Table 4, it is shown with Example 3 and Example 4 that increasing the polymer level from 0.25% to 0.5% significantly increases the antibacterial activity at a constant 0.3% level of TCS.
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: WHAT IS CLAIMED IS:
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Claims

1. An antibacterial liquid personal cleansing composition comprising:
(A) from about 0.5% to about 5.8% of a mild ethoxylated surfactant;
(B) from about 1% to about 40% of an antibacterial compatible non-ethoxylated cosurfactant;
(C) from about 0.01% to about 4% of antibacterial agent;
(D) from about 0.05% to about 5% of water-soluble cationic polymer, and wherein said cationic polymeric has a molecular weight of from 1000 to 3,000,000; and (E) from about 35% to about 97% water; and wherein said cosurfactant (B) contains harsh lathering surfactant at a level to provide a ratio of harsh lathering surfactant to said mild ethoxylated surfactant (A) of from about 20:1 to about 1:5.8; and wherein the total level of said (A) and said (B) is at least 4% by weight of said composition.

2. The antibacterial liquid personal cleansing composition of Claim 1 wherein:
(A) said mild ethoxylated surfactant is present at a level of from about 2% to about 5%; and wherein said mild ethoxylated surfactant is selected from the group consisting of alkali metal and ammonium salts of the sulfuric acid esters of the reaction product of 1 mole of a C8-C22 alcohol (e.g., tallow or coconut oil alcohols) and about 1 to 20 moles of ethylene oxide (ethoxy groups);
(B) said non-ethoxylated cosurfactant is present at a level of from about 4% to about 20%;
(C) said antibacterial agent is present at a level of from about 0.5% to about 2%;
(D) said polymer is present at a level of from about 0.1% to about 2%; and (E) said water is present at a level of from about 50% to about 95%; and wherein said ratio of said harsh lathering surfactant and said (A) is from about 5:1 to about 1:2.

3. The antibacterial liquid personal cleansing composition of Claim 1 wherein:
(A) said mild ethoxylated surfactant is present at a level of from about 3% to about 5%; and wherein said mild ethoxylated surfactant is selected from the group consisting of alkali metal and ammonium salts of the sulfuric acid esters of the reaction product of 1 mole of a C8-C22 alcohol (e.g., tallow or coconut oil alcohols) and about 1 to 13 moles of ethylene oxide (ethoxy groups);
(B) said non-ethoxylated cosurfactant is present at a level of from about 5% to about 10%;
(C) said antibacterial agent is present at a level of from about 0.2% to about 1%;
(D) said polymer is present at a level of from about 0.2% to about 1%; and (E) said water is present at a level of from about 75% to about 90%; and wherein said harsh surfactant and said (A) has a ratio of from about 2:1 to about 1:1.

4. The antibacterial liquid personal cleansing composition of Claim 1 wherein:
(A) said mild ethoxylated surfactant is selected from the group consisting of anionic and nonionic; and wherein said mild anionic ethoxylated surfactant is selected from the group consisting of alkali metal and ammonium salts of the sulfuric acid esters of the reaction product of 1 mole of a C8-C22 alcohol (e.g., tallow or coconut oil alcohols) and about 2 to 6 moles of ethylene oxide (ethoxy groups);
(B) said non-ethoxylated cosurfactant is selected from the group consisting of anionic, nonionic, zwitterionic, and amphoteric surfactants and mixtures thereof;
(C) said antibacterial agent is selected from the group consisting of 3,4,4'-trichlorocarbanilide (TCC); 3-tri-fluoromethyl-4,4'-dichlorocarbanilide (TFC); 2-hydroxy-4,2',4'-trichlorodiphenylether (TCS); and mixtures thereof;

(D) said polymer is selected from the group consisting of: (I) cationic polysaccharides;
(II) cationic copolymers of saccharides and synthetic cationic monomers; and (III) synthetic polymers selected from the group consisting of:
(A) cationic polyalkylene imines;
(B) cationic ethoxypolyalkylene imines; and (C) cationic poly(N-(3-(dimethylammonio)propyl)-N'-(3-(ethyleneoxyethylene dimethylammonio)-propyl)urea dichloride).

5. The composition of Claim 1 wherein said antibacterial agent is selected from the group consisting of 3,4,4'-trichlorocarbanilide (TCC); 3-trifluoromethyl-4,4'-dichlorocarbanilide (TFC);
2-hydroxy-4,2',4'-trichlorodiphenylether (TCS); and mixtures thereof.

6. The composition of Claim 1 wherein said antibacterial agent is 2-hydroxy-4,2',4'-trichlorodiphenylether (TCS).

7. The composition of Claim 1, 2, 3, 4, 5 or 6 wherein said cationic polymeric has a molecular weight of from 1000 to 3,000,000 and a typical aqueous viscosity at 1-2% of from about 125 cps to about 3200 cps and wherein said cationic polymer is selected from the group consisting of:
(I) cationic polysaccharides;
(II) cationic copolymers of saccharides and synthetic cationic monomers; and (III) synthetic polymers selected from the group consisting of:
(A) cationic polyalkylene imines;
(B) cationic ethoxypolyalkylene imines; and (C) cationic poly(N-(3-(dimethylammonio)propyl)-N'-(3-(ethyleneoxyethylene dimethylammonio)propyl)urea di-chloride).

8. The composition of Claim 1, 2, 3, 4, 5, 6, 7 or 8 wherein said polymer comprises a cationic guar gum polymer; preferably wherein the polymer is selected from the group consisting of the cationic guar gum and cationic guar gum derivatives of a molecular weight from 2,500 to 350,000.

19. The composition of Claim 1, 2, 3, 4, 5, 6, 7, 8, or 9 wherein said composition contains from about 4% to about 20% of total surfactants selected from the group consisting of: alkyl sulfates, alkyl glyceryl ether sulfonates, anionic acyl sarcosinates, methyl acyl taurates, N-acyl glutamates, alkyl glucosides, acyl isethionates, alkyl sulfosuccinates, alkyl phosphate esters, ethoxylated alkyl phosphate esters, methyl glucose esters, protein condensates, mixtures of ethoxylated alkyl sulfates and alkyl amine oxides, betaines, sultaines, the alkyl ether sulfates with 1 to 12 ethoxy groups, and mixtures thereof, wherein said surfactants contain C8-C22 alkyl chains; preferably wherein said cosurfactant has an alkyl chain length of C10-C18.
CA002107001A 1991-04-15 1992-04-03 Antibacterial mild liquid surfactant skin cleanser Abandoned CA2107001A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US68533391A 1991-04-15 1991-04-15
US685,333 1991-04-15

Publications (1)

Publication Number Publication Date
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CA002107001A Abandoned CA2107001A1 (en) 1991-04-15 1992-04-03 Antibacterial mild liquid surfactant skin cleanser

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EP (1) EP0580814A1 (en)
JP (1) JPH06506938A (en)
CN (1) CN1066779A (en)
AU (1) AU1881792A (en)
BR (1) BR9205895A (en)
CA (1) CA2107001A1 (en)
FI (1) FI934541A0 (en)
IE (1) IE921185A1 (en)
MA (1) MA22506A1 (en)
MX (1) MX9201733A (en)
NO (1) NO933675L (en)
PT (1) PT100360A (en)
TW (1) TW198688B (en)
WO (1) WO1992018100A1 (en)

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US6214363B1 (en) 1997-11-12 2001-04-10 The Procter & Gamble Company Liquid antimicrobial cleansing compositions which provide residual benefit versus gram negative bacteria
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US6126954A (en) 1999-04-05 2000-10-03 Unilever Home & Personal Care Usa, Division Of Conopco Liquid compositions comprising stable emulsion of small particle skin benefit agent
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CN112515996B (en) * 2020-11-30 2023-09-01 明尼苏达矿业制造医用器材(上海)有限公司 Antibacterial hand sanitizer and preparation method thereof
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Also Published As

Publication number Publication date
WO1992018100A1 (en) 1992-10-29
MX9201733A (en) 1992-10-01
CN1066779A (en) 1992-12-09
BR9205895A (en) 1994-09-27
IE921185A1 (en) 1992-10-21
TW198688B (en) 1993-01-21
NO933675L (en) 1993-12-15
MA22506A1 (en) 1992-12-31
EP0580814A1 (en) 1994-02-02
FI934541A (en) 1993-10-14
PT100360A (en) 1993-06-30
NO933675D0 (en) 1993-10-12
FI934541A0 (en) 1993-10-14
AU1881792A (en) 1992-11-17
JPH06506938A (en) 1994-08-04

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