KR20060053109A - Methods of reducing irritation in personal care compositions - Google Patents

Abstract

The present invention reduces the irritation associated with personal protective compositions comprising anionic surfactants, including preparing a hypoallergenic personal protective composition by combining a hydrophobic-modifying material capable of binding a surfactant with an anionic surfactant. Way; And methods of using such compositions for hypoallergenic cleaning of hair or skin.

Anionic Surfactants, Hydrophobic-Modifying Materials, Hypoallergenic, Personal Protective Composition

Description

Methods of reducing irritation in personal care compositions

1 is a graphical depiction of ideal tensile data when anionic surfactants are added to two solutions.

2 is a graphical depiction of tensile data and CMC measurements calculated for a composition according to one aspect of the present invention.

3 is a graphical depiction of tensile data and Delta CMC measurements calculated for a composition according to one aspect of the present invention.

This application is partly filed in US Patent Application Nos. 10 / 650,226, 10 / 650,495, 10 / 650,573 and 10 / 650,398, filed August 28, 2003, respectively. Said patent applications are each incorporated herein by reference.

The present invention relates to methods of reducing irritation associated with various personal protective compositions and methods of using such compositions.

Synthetic detergents such as cationic, anionic, amphoteric and nonionic surfactants are widely used in detergents and cleaning compositions. For example, in most of these compositions, including shampoos, it is desirable to use surfactants that, when incorporated into a composition, impart or provide a relatively high foam volume and foam stability to the composition. It is generally known that foam properties are directly related to the sensing efficacy of washing hair with shampoo. The larger the volume of foam produced and the greater the stability of the foam, the more effective the sensation cleaning action of the shampoo.

Anionic surfactants generally exhibit good cleaning and foaming properties and are therefore incorporated into many personal cleaning compositions. However, these anionic surfactants also tend to be very irritating to the skin and eyes. In order to prepare more hypoallergenic cleaning compositions, it is well known to replace some of the anionic surfactants with other surfactants, such as nonionic and / or amphoteric surfactants. See US Pat. No. 4,726,915. number]. Another attempt to prepare hypoallergenic cleaning compositions is to combine anionic surfactants with amphoteric or cationic compounds to obtain surfactant complexes. See, for example, US Pat. Nos. 4,443,362, 4,726,915, 4,186,113 and No. 4,110,263]. Disadvantageously, hypoallergenic cleaning compositions prepared through these two methods tend to have poor foaming and cleaning performance.

Also, see, eg, Moore, P .; Shiloach, A .; Puvvada, S .; Blankschtein, D. Journal of Cosmetic Science , 54, 2003, 143-159 ("Moore et al."), Describes water, a relatively low concentration of sodium dodecyl sulfate (a significantly lower than a typical personal protective composition) (SDS). ) And a method of reducing permeation of SDS to the epidermis by adding polyethylene oxide (PEO) to a solution of a cleaning surfactant. Moore et al. Associate with free micelles of surfactant to form PEOs that form larger micelles and SDS compared to free SDS micelles, and that larger micelles cannot penetrate the corneal layer as easily as smaller glass micelles. Insist. In this way, Moore et al. Allege that moderate surfactant penetration into the skin and such reduced surfactant penetration reduces irritation to the skin.

Nevertheless, Applicants recognized that the PEO did not sufficiently bind the surfactant and that the stimulation was not noticeable or sufficiently reduced when added to a composition comprising a higher concentration of surfactant than described in Moore et al. Because conventional personal care compositions tend to include higher concentrations of surfactants than those described in Moore et al, Applicants recognize that Moore et al. Have not apparently overcome the disadvantages associated with other methods of alleviating the irritation of personal care compositions. It was.

In this regard, Applicants have recognized the need for a method of preparing a personal protective composition that is hypoallergenic to the skin and / or eyes without adversely affecting foaming properties and / or other aesthetics associated therewith.

The present invention provides a method for reducing the stimulation of various personal protective compositions, overcoming the disadvantages of the prior art. In particular, in accordance with certain preferred embodiments of the present invention, Applicants have formulated a hydrophobic-modifying material capable of binding to a surfactant with an anionic surfactant to form a relatively hypoallergenic, and / or relatively high foam to the skin and / or eyes. It has been found advantageously that personal protective compositions which exhibit foam stability can be prepared.

One aspect of the invention provides a method of reducing irritation associated with personal protective compositions comprising anionic surfactants, which combines anionic surfactants with hydrophobically-modifying materials capable of binding to surfactants, thereby making them hypoallergenic. Based on the total weight of the composition, a method of making a hypoallergenic personal protective composition comprising from about 3.5 to 7.5 weight percent anionic surfactant.

According to another aspect of the invention, there is provided a composition prepared according to the invention.

According to another aspect of the present invention, a skin or hair writer comprising contacting a skin with a mammal's skin and hair with a hypoallergenic composition comprising an anionic surfactant and a hydrophobic-modifying material capable of binding to the surfactant A polar cleaning method is provided.

Unless stated otherwise, all percentages described herein are weight percent based on the total weight of the composition.

With respect to hypoallergenicity, Applicants are commonly measured via a "transdermal permeability (TEP) assay" described in the Invittox Protocol Number 86 (May 1994), which is incorporated herein by reference, for certain compositions It has been recognized that the "TEP values" described in further detail in the Examples directly correlate with irritation to the skin and / or eyes associated with the composition. More particularly, higher compositions exhibit lower irritation to skin and eyes, as compositions with lower TEP levels cause higher levels of irritation to skin and / or eyes. Applicants have recognized that the method of the present invention is suitable for preparing personal protective compositions with surprisingly high TEP values / low stimulation. For example, in certain embodiments, the methods of the present invention produce a composition having a TEP level of at least about 1.5. In certain more preferred embodiments, the composition prepared according to the method of the present invention exhibits a TEP value of at least about 2, more preferably at least 2.5, more particularly preferably at least 3 and very particularly preferably at least 3.5. In certain particularly preferred embodiments, the compound exhibits a TEP value of at least 4.0, more particularly preferably at least about 4.5.

In addition, the compositions comprising anionic surfactants and hydrophobically-modified materials, prepared through the method of the present invention, determine when they exhibit hypoallergenicity and are hypoallergenic, compared to comparative compositions that do not include hydrophobically-modified materials. In order to indicate the degree, Applicants determine the TEP values of (a) compositions of the present invention comprising anionic surfactants and hydrophobically-modifying materials and comparative compositions of these compositions (ii), and (b) The term "delta TEP" of a composition of the present invention is defined herein as the value of the TEP of the anionic surfactant / hydrophobic-modifying material composition minus the TEP value of the comparative composition. As used herein, a “comparative composition” of certain compositions comprising anionic surfactants and hydrophobically-modified materials is such that only the hydrophobic-modified polymers of the anionic surfactant / hydrophobic-modified material composition are replaced with the same relative weight percent water Excluding, anionic surfactant / hydrophobic-modified material composition consisting of identical components by weight of the same relative weight percent. For example, 7% anionic surfactant, 15% amphoteric surfactant, 5% hydrophobically-modified polymer, 5% glycerin and 68% water, where all% are weight percent based on the total weight of the composition A comparative composition for the anionic surfactant / hydrophobic-modified composition consisting of 7% anionic surfactant, 15% amphoteric surfactant, 5% glycerin and 73% water. Also as described above, the composition of Example 10 is a comparative composition to the anionic surfactant / hydrophobic-modified polymer composition formed in Examples 11-15.

In this regard, the term “hypoallergenic composition” as used herein generally includes anionic surfactants and one or more hydrophobically-modifying materials capable of binding to surfactants, the references cited herein by reference: Invittox Protocol] means a composition having an amount of delta TEP value (i.e., the composition's TEP level is higher than that of the comparative composition) as measured through Invittox Protocol. Certain preferred hypoallergenic compositions of the invention include those having a delta TEP of at least about +0.5. More preferred particular hypoallergenic compositions include those having a delta TEP of at least about +0.75, more preferably at least about +1. Particularly preferred particular hypoallergenic compositions include those having a delta TEP of at least about +1.2, more preferably at least +1.5, more preferably at least +1.8.

The term "hydrophobic-modifying material" as used herein generally means a material having one or more hydrophobic moieties attached or incorporated. Examples of certain kinds of preferred hydrophobically-modified materials include hydrophobic-modified polymers. Such polymers may, for example, polymerize one or more hydrophobic monomers and, optionally, one or more comonomers to form a polymer comprising a hydrophobic moiety and / or react the polymer material with a compound comprising a hydrophobic moiety to polymerize the compound. It can be formed by attaching to. Certain hydrophobically-modified polymers and methods of making these polymers are described in US Pat. No. 6,433,061, issued by Marchant et al., Which is incorporated herein by reference.

Various hydrophobic-modifying materials capable of combining with surfactants are suitable for use in the present invention. Although Applicants do not wish to be bound by a particular process theory, hydrophobic-modifying materials suitable for use in the methods of the present invention are suitable for use with surfactants [glass (unbonded) surfactant molecules and / or especially surfactant glass (non- Binding) micelles, which acts at least in part to reduce irritation associated with personal protective compositions by reducing the concentration of stimuli that act on the composition to cause free micelles that can irritate skin and / or eyes. In other words, Applicants believe that the relative amounts of surfactant free micelles contained in a particular composition affect the relative irritation to the skin and / or eyes associated with the composition, and that the greater the amount of free micelles, the more likely the irritation is to be induced. And lower concentrations of free micelles tend to cause less irritation. By combining with the surfactant and / or surfactant micelles, the hydrophobic-modifying material reduces the concentration of unbound surfactant micelles in the composition, and before the free micelles are formed and / or a certain degree of stimulation is achieved, Higher concentrations of surfactant are added. The desired change in surfactant concentration required before the formation of the free micelles is also shown in FIG. 1.

1 is a graph 10 showing ideal surface tension data relating to the addition of anionic surfactants to two compositions, a composition comprising a hydrophobically-modified material of the present invention and a comparative composition that does not comprise a hydrophobically-modified material. . Curve 11 shows the change in surface tension (measured by conventional tensile techniques (examples described above)) of a composition that does not contain hydrophobically-modified materials when added with increasing concentration of anionic surfactant. Curve 15 shows the change in surface tension of the composition comprising the hydrophobic-modifying material when added with increasing concentration of the anionic surfactant. In curve 11, as the surfactant is added to the solution, the surfactant occupies the liquid / air interface and thus reduces the surface tension of the solution until it occupies essentially the entire surface area. Beyond point 12, which is the “critical micelle concentration (CMC)” of the surfactant, essentially all of the surfactant added to the composition forms free micelles in the solution, and this formation does not significantly affect the surface tension of the solution. Increases the irritation associated with the composition. In contrast, as shown in curve 15, anionic surfactants were added to the solution containing the hydrophobic-modifying material, thereby interfacing to point 16, which is CMC changed to a significantly higher surfactant concentration compared to curve 11. The active agent is in line with the liquid / air interface and binds with the hydrophobic-modifying material, in which the surfactant added forms free micelles.

In this regard, Applicants will express a measure of the ability of a particular hydrophobically-modified material to bind with a surfactant as a "delta CMC" achieved by combining the hydrophobically-modified material with an anionic surfactant to form a hypoallergenic composition. Recognize that you can. As used herein, a "delta CMC" refers to a CMC measurement of (a) a particular composition of the present invention comprising an anionic surfactant and a hydrophobic-modifying material and a comparative composition (ii) of the composition of (i) , CMC values are measured using a reverse titration tensile test procedure defined in the Examples below), and (b) the values obtained in composition (i) minus the CMC values obtained in composition (ii). . In certain embodiments, it is preferred to select a hydrophobic-modifying material for use in the method of the invention such that the delta CMC associated with the hypoallergenic composition obtained has a positive value. In certain more preferred embodiments, the hydrophobic-modifying material is selected such that the delta CMC of the hypoallergenic composition is at least about +16, more preferably at least about +80, more particularly preferably at least about +300.

Examples of hydrophobically-modified materials that can be combined with surfactants and suitable for use in the methods of the invention include hydrophobically-modified polymers such as hydrophobically-modified acrylic polymers, as well as hydrophobically-modified cellulose compounds, hydrophobically-modified starch and Two or more combinations thereof, and the like.

Hydrophobic-modified acrylic polymers suitable for use in the present invention may typically exist as random, block, star, graft copolymers, and the like. In certain embodiments, the hydrophobic-modified acrylic polymer is a crosslinked anionic acrylic copolymer. Such copolymers may be synthesized from one or more acidic monomers and one or more hydrophobic ethylenically unsaturated monomers. Examples of suitable acidic monomers include ethylenically unsaturated acid monomers that can be neutralized with a base. Examples of suitable hydrophobic ethylenically unsaturated monomers include those containing hydrophobic chains having a carbon chain length of at least 3 carbon atoms.

In another embodiment, the hydrophobic-modified crosslinking anionic acrylic copolymer comprises one or more unsaturated carboxylic monomers; One or more hydrophobic monomers; Hydrophobic chain transfer agents including alkyl mercaptans, thioesters, amino acid-mercaptan containing compounds or peptide fragments or combinations thereof; The amount of unsaturated carboxylic acid monomer, including a composition derived from a crosslinking agent and any steric stabilizer, is based on the total weight of the unsaturated monomer and hydrophobic monomer, as described in US Pat. No. 6,433,061, which is incorporated herein by reference. About 60 to about 98% by weight. In one embodiment, the polymer is an acrylate copolymer sold under the trade name “Carbopol Aqua SF-1” (Noveon, Inc.).

Various hydrophobically-modified cellulose compounds or starches are suitable for use in the present invention. Examples of suitable hydrophobic-modified cellulose compounds include hydrophobically modified hydroxyethyl cellulose (Hercules Inc. (Wilmington, DE), trade name: "Natrosol Plus"), and the like. Suitable hydrophobically-modified starches include hydrophobically-modified hydroxypropyl starch phosphates (National Starch ((Bridgewater, NJ), trade name: "Structure XL"), and the like.

In certain preferred embodiments of the invention, the hydrophobic-modifying material comprises a hydrophobic-modifying acrylic polymer, more preferably a hydrophobic-modifying crosslinking anionic acrylic copolymer.

Various anionic surfactants may be combined with hydrophobically-modified materials to form hypoallergenic compositions according to preferred embodiments of the methods of the present invention. According to certain embodiments, suitable anionic surfactants include those selected from the following surfactant classes: alkyl sulfates, alkyl ether sulfates, alkyl monoglyceryl ether sulfates, alkyl sulfonates, alkylaryl sulfonates, alkyl sulfosuccinates, Alkyl ether sulfosuccinates, alkyl sulfosuccinates, alkyl amidosulfosuccinates, alkyl carboxylates, alkyl amidoethercarboxylates, alkyl succinates, fatty acyl sarcosinates, fatty acyl amino acids, fatty acyl taurates, Fatty alkyl sulfoacetates, alkyl phosphates and combinations of two or more thereof. Examples of certain preferred anionic surfactants include:

Alkyl sulfates of the formula R'-CH ₂ OSO ₃ X ',

Alkyl ether sulfates of the formula R ′ (OCH ₂ CH ₂ ) _v OSO ₃ X ′,

의 알킬 모노글리세릴 에테르 설페이트,Chemical formula

Alkyl monoglyceryl ether sulfate,

의 알킬 모노글리세라이드 설페이트, Chemical formula

Alkyl monoglyceride sulfate,

의 알킬 모노글리세라이드 설포네이트, Chemical formula

Alkyl monoglyceride sulfonate,

Alkyl sulfonates of the formula R'-SO ₃ X ',

의 알킬아릴 설포네이트, Chemical formula

Alkylaryl sulfonates,

의 알킬 설포석시네이트, Chemical formula

Alkyl sulfosuccinates,

의 알킬 에테르 설포석시네이트, Chemical formula

Alkyl ether sulfosuccinates,

의 알킬 설포석시나메이트, Chemical formula

Alkyl sulfosuccinates,

의 알킬 아미도설포석시네이트, Chemical formula

Alkyl amidosulfosuccinates,

Alkyl carboxylates of the formula R '-(OCH ₂ CH ₂ ) _w -OCH ₂ CO ₂ X',

의 알킬 아미도에테르카복실레이트, Chemical formula

Alkyl amidoethercarboxylates,

의 알킬 석시네이트, Chemical formula

Alkyl succinate,

의 지방 아실 사르코시네이트, Chemical formula

Fat acyl sarcosinate,

의 지방 아실 아미노산, Chemical formula

Fatty acyl amino acids,

의 지방 아실 타우레이트, Chemical formula

Fat acyl taurate,

의 지방 알킬 설포아세테이트, Chemical formula

Fatty alkyl sulfoacetates,

의 알킬 포스페이트 및 이들의 혼합물.Chemical formula

Alkyl phosphates and mixtures thereof.

Wherein R 'is an alkyl group of about 7 to about 22 carbon atoms, preferably about 7 to about 16 carbon atoms, R' ₁ is an alkyl group of about 1 to about 18 carbon atoms, preferably about 8 to about 14 carbon atoms, R ' ₂ is a substituent of a natural or synthetic I-amino acid, X' is an alkali metal ion, an alkaline earth metal ion, an ammonium ion and about 1 to about 3 substituents, wherein each substituent may be the same or different and has 1 carbon Selected from the group consisting of alkyl groups of 4 to 4 and hydroxyalkyl groups of about 2 to about 4 carbon atoms), and v is an integer of 1 to 6, w is 0 to It is an integer of 20.

According to certain embodiments, the anionic surfactants of the invention preferably comprise one or more alkyl ether sulfates, or mixtures thereof. According to certain more preferred embodiments, the anionic surfactants of the invention comprise sodium tridecet sulphate. Sodium trideset sulfate is the sodium salt of sulfated ethoxylated tridecyl alcohol of formula C ₁₃ H ₂₇ (OCH ₂ CH ₂ ) _n OSO ₃ Na, wherein n is a value from 1 to 4 and the trade name “cedepal ( Cedepal) is commercially available under TD-403M "(Stepan Company, Northfield, Illinois). Applicant has recognized that using sodium trideset sulfate can be particularly advantageously obtained compositions with significantly reduced related stimuli according to the invention.

The amount of hydrophobically-modified material and anionic surfactant suitable for preparing the hypoallergenic composition can be formulated according to the method. According to certain embodiments, sufficient hydrophobic-modifying material is used to prepare a hypoallergenic composition comprising 0 to about 8 weight percent of active hydrophobic-modifying material in the composition. Preferably, from about 0.01 to about 5%, more preferably from about 0.01 to about 4%, even more preferably from about 0.1 to about 4% of the active hydrophobic-modifying material in the composition using sufficient hydrophobic-modifying material More preferably, about 0.1% to about 3%. The amount of anionic surfactant used in the present invention is preferably about 0.1 to about 12.5%, more preferably about 0.5 to about 8.5%, even more preferably about 1 to about 1% of the total active anionic surfactant in the composition. Sufficient amount to produce a hypoallergenic composition comprising 8%. According to certain other preferred embodiments, the amount of active anionic surfactant is about 3.5 to about 7.3%, more preferably 3.5 to 7.3%, more preferably 3.5 to 7%, even more than the total active anionic surfactant in the composition. Preferably it is an amount sufficient to produce a hypoallergenic composition comprising 4 to 7%.

Hydrophobic-modifying materials and anionic surfactants may be formulated according to the present invention through conventional methods of formulating two or more fluids. For example, one or more compositions comprising or consisting essentially of or consisting of at least one hydrophobic-modifying material and one or more compositions comprising, consisting essentially of or consisting of at least one anionic surfactant The composition comprising the surfactant may be formulated using conventional devices such as propeller paddles which are mechanically stirred with other ingredients or with other ingredients in any order, by pouring, mixing, dropping, pipetting, pumping and the like. According to certain embodiments, the combining step comprises combining the composition comprising the anionic surfactant into or together with the composition comprising the hydrophobic-modifying material. According to certain other embodiments, the compounding step comprises combining the composition comprising the hydrophobic-modifying material into or with the composition comprising the anionic surfactant.

Any composition comprising hydrophobically-modifying materials or anionic surfactants, as well as hypoallergenic compositions produced in combination in the formulation step according to the invention, may further comprise one or more nonionic, amphoteric and / or cationic surfactants, pearls A variety of non-exclusively comprising gloss or opaques, thickeners, secondary conditioners, wetting agents, chelating agents, and additives that enhance the appearance, feel, and fragrance of the composition, such as colorants, fragrances, preservatives, pH adjusters, and the like. It may include other ingredients.

Various nonionic surfactants can be used in the present invention. Examples of suitable nonionic surfactants include, but are not limited to, fatty alcohol acids or amide ethoxylates, monoglyceride ethoxylates, sorbitan ester ethoxylate alkyl polyglycosides, mixtures thereof, and the like. Particularly preferred nonionic surfactants include polyoxyethylene derivatives of the polyol esters, wherein the polyoxyethylene derivatives (1) of the polyol esters are (a) fatty acids having from about 8 to about 22 carbon atoms, preferably from about 10 to about 14 carbon atoms. And (b) polyols selected from sorbitol, sorbitan, glucose, α-methyl glycosides, polyglucose having an average of about 1 to about 3 glucose residues per molecule, glycerin, pentaerythritol and mixtures thereof, (2) polyol esters containing on average about 10 to 120, preferably about 20 to about 80, oxyethylene units and (3) on average about 1 to about 3 fatty acid residues per mole of polyoxyethylene derivative of the polyol ester Derived from a polyoxyethylene derivative of. Examples of polyoxyethylene derivatives of preferred polyol esters include, but are not limited to, PEG-80 sorbitan laurate and polysorbate 20. PEG-80 sorbitan laurate, a sorbitan monoester of lauric acid ethoxylated with an average of about 80 moles of ethylene oxide, is commercially available under the trade name "Atlas G-4280" (ICI Surfactants, Wilmington, Delaware). ). Polysorbate 20, a laurate monoester of a mixture of sorbitol and sorbitol anhydride, condensed with about 20 mol of ethylene oxide, is commercially available under the trade name "Tween 20" (ICI Surfactants, Wilmington, Delaware).

Another class of suitable nonionic surfactants include (a) long chain alkyl glucosides or polys which are condensation products of long chain alcohols having from about 6 to about 22 carbon atoms, preferably from about 8 to about 14 carbon atoms, and (b) glucose or glucose-containing polymers. Glucosides are included. Alkyl glucosides have from about 1 to about 6 glucose residues per molecule of alkyl glucoside. Preferred glucosides are condensation products of decyl alcohol and glucose polymers and are decyl glucosides sold under the trade name “Plantaren 2000” (Henkel Corporation, Hoboken, New Jersey).

The term "amphoteric" as used herein refers to 1) molecules containing both acidic and basic moieties, such as amino (basic) and acid (eg carboxylic acid, acidic) functional groups. Amino acid or 2) a zwitterionic molecule having both positive and negative charges in the same molecule. The latter charge may be dependent or independent of the pH of the composition. Examples of zwitter ionic materials include, but are not limited to, alkyl betaines and amidoalkyl betaines. Amphoteric surfactants are described herein in the absence of counter ions. Those skilled in the art readily appreciate that under the pH conditions of the compositions of the present invention the amphoteric surfactant can be electrically neutral in positive and negative charge equilibrium, or can have counter ions such as alkali metal, alkaline earth metal or ammonium counter ions. Will recognize.

Amphoteric surfactants suitable for use in the present invention include ampocarboxylates such as alkyl ampoacetates (mono or di); Alkyl betaines; Amidoalkyl betaines; Aminoalkyl sulfines; Ampophosphate; Phosphorylated imidazolines such as phosphobetaine and pyrophosphobetaine; Carboxyalkyl alkylpolyamines; Alkylimino-dipropionate; Alkyl ampoglycinates (mono or di); Alkyl ampopropionate (mono or di); N-alkyl β-aminoproprioric acid; Alkylpolyamino carboxylates; And mixtures thereof.

Examples of suitable ampocarboxylate compounds include compounds of formula (I).

A-CONH (CH ₂ ) _x N ⁺ R ₅ R ₆ R ₇

In Chemical Formula 1,

A is an alkyl or alkenyl group of about 7 to about 21 carbon atoms, eg, about 10 to about 16,

x is an integer from about 2 to about 6,

R ₅ is hydrogen or a carboxyalkyl group having about 2 to about 3 carbon atoms,

R ₆ is a hydroxyalkyl group having about 2 to about 3 carbon atoms or a group of formula R ₈ -O- (CH ₂ ) _n CO ₂ ^- wherein R ₈ is an alkylene group having about 2 to about 3 carbon atoms, n Is 1 or 2],

R ₇ is a carboxyalkyl group having about 2 to about 3 carbon atoms.

Examples of suitable alkyl betaines include compounds of formula

^{_{BN + R 9 R 10 (CH}} 2) p CO 2 -

In Chemical Formula 2,

B is an alkyl or alkenyl group of about 8 to about 22 carbon atoms, eg, about 8 to 16 carbon atoms,

R ₉ and R ₁₀ are each independently alkyl or hydroxy alkyl groups of about 1 to about 4 carbon atoms,

p is 1 or 2.

Preferred betaines for use in the present invention are lauryl betaine, marketed as "Empigen BB / J" (Albright & Wilson, Ltd., West Midlands, United Kingdom).

Examples of suitable amidoalkyl betaines include compounds of the formula

_{D-CO-NH (CH 2} ) q -N + R 11 R 12 (CH 2) m CO 2 -

In Chemical Formula 3,

D is an alkyl or alkenyl group of about 7 to about 21 carbon atoms, eg, about 7 to about 15,

R ₁₁ and R ₁₂ are each independently alkyl or hydroxyalkyl groups having about 1 to about 4 carbon atoms,

q is an integer from about 2 to about 6,

m is 1 or 2.

One amidoalkyl betaine is cocamidopropyl betaine, marketed under the trade name "Tegobetaine L7" (Goldschmidt Chemical Corporation, Hopewell, Virginia).

Examples of suitable amidoalkyl sulfines include compounds of the formula (4).

In Chemical Formula 4,

E is an alkyl or alkenyl group of about 7 to about 21 carbon atoms, eg, about 7 to about 15,

R ₁₄ and R ₁₅ are each independently alkyl or hydroxyalkyl groups of about 1 to about 4 carbon atoms,

r is an integer from about 2 to about 6,

R ₁₃ is an alkylene or hydroxyalkylene group having about 2 to about 3 carbon atoms.

In one embodiment, the amidoalkyl sultine is cocamidopropyl hydrosulfyne commercially available under the trade name "Mirataine CBS" from Rhone-Poulenc Inc., Cranbury, New Jersey.

Examples of suitable ampophosphate compounds include compounds of the formula

In Chemical Formula 5,

G is an alkyl or alkenyl group of about 7 to about 21 carbon atoms, eg, about 7 to about 15,

s is an integer from about 2 to about 6,

R ₁₆ is hydrogen or a carboxyalkyl group having about 2 to about 3 carbon atoms,

R ₁₇ is a carbon number of about 2 to hydroxyalkyl group, or the formula of about _{3 R 19 -O- (CH 2)} t -CO 2 - group of the [wherein, R ₁₉ is a carbon number of from about 2 to about 3 alkylene or hydroxy Alkylene group, t is 1 or 2],

R ₁₈ is an alkylene or hydroxyalkylene group having from about 2 to about 3 carbon atoms.

In one embodiment, the ampophosphate compound is disclosed in sodium lauroampo PG-acetate phosphate (Mona Industries, Paterson, New Jersey), sold under the trade name "Monateric 1023" and US Pat. No. 4,380,637, incorporated herein by reference. Compound described.

Examples of suitable phosphobetaines include compounds of the formula

In Chemical Formula 6,

E, r, R ₁ , R ₂ and R ₃ are as defined above.

In one embodiment, the phosphobetaine compounds are all compounds described in US Pat. Nos. 4,215,064, 4,617,414 and 4,233,192, which are incorporated herein by reference.

Examples of suitable pyrophosphobetaines include compounds of the formula

In Chemical Formula 7,

E, r, R ₁ , R ₂ and R ₃ are as defined above.

In one embodiment, the pyrophosphobetaine compounds are all compounds described in US Pat. Nos. 4,382,036, 4,372,869 and 4,617,414, which are incorporated herein by reference.

Examples of suitable carboxyalkyl alkylpolyamines include compounds of the formula (8).

In Chemical Formula 8,

I is an alkyl or alkenyl group of about 8 to about 22 carbon atoms, eg, about 8 to about 16,

R ₂₂ is a carboxyalkyl group having about 2 to about 3 carbon atoms,

R ₂₁ is an alkylene group having from about 2 to about 3 carbon atoms,

u is an integer from about 1 to about 4.

Classes of cationic surfactants suitable for use in the present invention include alkyl quaternary (mono, di or tri), benzyl quaternized, ester quaternized, ethoxylated quaternized, alkyl amines and mixtures thereof Wherein the alkyl group has about 6 to about 30 carbon atoms, preferably about 8 to about 22 carbon atoms.

Commercially available pearlescent or opaque agents that can suspend water-insoluble additives such as silicones and / or indicate to consumers that the product obtained are a conditioning shampoo are suitable for use in the present invention. Pearlescent or opacifying agents may be present in an amount of about 1 to about 10%, for example about 1.5 to about 7% or about 2 to about 5%, based on the total weight of the composition. Examples of suitable pearlescent or opaque agents include (a) fatty acids of about 16 to about 22 carbon atoms and (b) ethylene or propylene glycol; (a) a fatty acid of about 16 to about 22 carbon atoms and (b) _a polyalkylene glycol of the formula HO- (JO) _a -H, wherein J is an alkylene group of about 2 to about 3 carbon atoms, a is 2 or 3) mono or diester; Fatty alcohols containing from about 16 to about 22 carbon atoms; Fatty esters of the formula KCOOCH ₂ L, wherein K and L independently contain about 15 to about 21 carbon atoms; Inorganic solids and mixtures thereof that are insoluble in the shampoo composition include, but are not limited to.

Pearlescent or opacifying agents are introduced into hypoallergenic cleaning compositions as preformed, stabilized aqueous dispersions such as those sold under the trade name "Euperlan PK-3000" manufactured by Henkel Corporation, Hoboken, New Jersey. You can. The material is a combination of glycol distearate (diester of ethylene glycol and stearic acid), laureth-4 (CH ₃ (CH ₂ ) ₁₀ CH ₂ (OCH ₂ CH ₂ ) ₄ OH) and cocamidopropyl betaine, respectively It may be present in a weight percent ratio of about 25 to about 30: about 3 to about 15: about 20 to about 25.

Commercially available thickeners capable of imparting appropriate viscosity to the personal wash compositions are suitable for use in the present invention. If used, the thickener should be present in the shampoo composition in an amount sufficient to increase the Brookfield viscosity of the composition to a value of about 500 to about 10,000 centipoise. Examples of suitable thickeners include, but are not exclusively, (1) polyethylene glycols of the formula HO- (CH ₂ CH ₂ O) _Z H, where z is an integer from about 3 to about 200 and (2) about 16 to about 22 carbon atoms. Mono or diesters of fatty acids of; Fatty acid esters of ethoxylated polyols; Ethoxylated derivatives of mono and diesters of fatty acids and glycerin; Hydroxyalkyl cellulose; Alkyl cellulose; Hydroxyalkyl alkyl cellulose; And mixtures thereof. Preferred thickeners include polyethylene glycol esters, more preferably PEG-150 distearate, sold under the trade name “PEG 6000 DS” (Stepan Company, Northfield, Illinois or Comiel, SpA, Bologna, Italy).

Commercially available secondary conditioners such as volatile silicones that impart additional properties such as gloss to the hair are suitable for use in the present invention. In one embodiment, the volatile silicone conditioning agent has an atmospheric boiling point below about 220 ° C. The volatile silicone conditioner is present in an amount of about 0 to about 3%, for example about 0.25 to about 2.5% or about 0.5 to about 1.0%, based on the total weight of the composition. Examples of suitable volatile silicones are non-exclusively cyclo such as polydimethylsiloxane, polydimethylcyclosiloxane, hexamethyldisiloxane, polydimethylcyclosiloxane (trade name: Dow Corning Corporation, Midland, Michigan) sold under the trade name "DC-345". Methicone fluids and mixtures thereof are included, preferably cyclomethicone fluids.

Commercially available wetting agents that can provide moisturizing and conditioning properties to personal cleansing compositions are suitable for use in the present invention. The humectant may be present in an amount from about 0 to about 10%, for example from about 0.5 to about 5% or from about 0.5 to about 3%, based on the total weight of the composition. Examples of suitable wetting agents include, but are not limited to, (1) water-soluble liquid polyols selected from the group consisting of glycerin, propylene glycol, hexylene glycol, butylene glycol, dipropylene glycol and mixtures thereof; (2) polyalkylene glycols of the formula HO- (R "O) _b -H, wherein R" is an alkylene group having from about 2 to about 3 carbon atoms, b is an integer from about 2 to about 10; (3) polyethylene glycol ether of methyl glucose of formula CH ₃ -C ₆ H ₁₀ O _5- (OCH ₂ CH ₂ ) _c -OH, wherein c is an integer from about 5 to about 25; (4) urea; And (5) mixtures thereof, wherein glycerin is the preferred humectant.

Examples of suitable chelating agents include chelating agents that can protect and preserve the compositions of the present invention. Preferably, the chelating agent is ethylenediamine tetraacetic acid ("EDTA"), more preferably tetrasodium EDTA sold under the trade name "Versene 100XL" (Dow Chemical Company, Midland, Michigan), Present in an amount from about 0 to about 0.5% or from about 0.05 to about 0.25%, based on the total weight.

Suitable preservatives include Quaternium-15, sold under "Dowicil 200" (Dow Chemical Company, Midland, Michigan), and from about 0 to about 0.2% based on the total weight of the composition Or in an amount of about 0.05 to about 0.10%.

The process of the present invention comprises a variety of steps for mixing or introducing one or more of any of the aforementioned components together with or into a composition comprising a hydrophobically-modifying material and / or anionic surfactant, before, after, or simultaneously with the above-mentioned compounding step. It may include. In certain embodiments, the order of mixing is not critical, but in other embodiments, pre-blending to certain components, such as fragrances and nonionic surfactants, prior to adding such components to the composition comprising hydrophobically-modifying materials and / or anionic surfactants It may be desirable to.

Hypoallergenic compositions prepared through the present invention are preferably used as or in personal protective products such as shampoos, cleaning agents, baths, gels, lotions, creams and the like. As noted above, Applicants have unexpectedly discovered in this way the formulation of personal protective products that are hypoallergenic to the skin and / or eyes and have the desired foaming properties.

According to certain other preferred embodiments, the invention provides a skin or hair comprising contacting a hypoallergenic composition comprising an anionic surfactant and a hydrophobic-modifying material capable of binding to an anionic surfactant with the skin or hair of a mammal. Provided is a hypoallergenic cleaning method.

Conventional methods for contacting mammalian skin and / or hair can be used in accordance with the present invention. In certain preferred embodiments, the contacting step comprises applying the hypoallergenic composition of the present invention to human skin and / or human hair.

The cleaning methods of the present invention may also include various additional optional steps typically associated with cleaning of hair and skin, including, for example, lathering, cleaning steps, and the like.

Example

The following "transdermal permeability (TEP)" and tensile tests are used in this method and in the following examples. In particular, as described above, the TEP test can be used to measure when the composition is a hypoallergenic composition according to the present invention, and the tensile test can be used to determine the stabilization of specific hydrophobic-modifying materials for binding surfactants.

Transdermal Permeability Test ("TEP Test"):

Irritation to the eye and / or skin expected for the provided formulations is measured according to Invittox Protocol Number 86 (May 1994) and described in Invittox Protocol Number 86 (May 1994). Percutaneous Permeability (TEP) Assay "is incorporated herein by reference. In general, the eye or skin irritation potential of the product can be assessed by measuring its effect on the permeability of the cell layer, as assessed by the leakage of fluorescein through the cell layer. A monolayer of Madin-Darby canine kidney (MDCK) cells is incubated at the confluence point for microporous insertion in a 24-well plate containing medium or assay buffer in a lower well. The irritability of the product is assessed by measuring damage to the permeable membrane in the cell monolayer after 15 minutes of exposure to the dilution of the product. Membrane damage is assessed by the amount of sodium fluorescein leaked through the low well after 30 minutes, as measured by spectrophotometry. Fluorescein leakage is plotted against the concentration of the test substance to determine the EC ₅₀ (concentration of the test substance causing a dye leakage of up to 50%, ie 50% damage of the permeable membrane). Higher scores are indicative of more hypoallergenic formulations.

Exposure to test samples of MDCK cell layers cultured on microporous membranes is a model for the first event that occurs when irritant comes in contact with the eye. In in vivo experiments, the outermost layer of corneal epithelium forms a selective permeable membrane due to the presence of tight junctions between the cells. Upon exposure to the irritant material, the dense seam separates, thereby removing the permeable membrane. Body fluid is absorbed into the basal layer and substrate of the epithelium, leading to separation of the collagen lamella, resulting in turbidity. The TEP assay measures the effect of stimulus on breakage of dense joints between cells in MDCK cell layers cultured on microporous inserts. Damage is assessed by spectrophotometry by measuring the amount of marker dye (sodium fluorescein) that leaks into the low well through the cell layer and the microporous membrane.

Tensile Titration Test:

Known methods for measuring the surface tension of surfactant solutions include the Wilhelmy plate method [Holmberg, K .; Jonsson, B .; Kronberg, B .; Lindman, B. Surfactants and Polymers in Aqueous Solution , Wiley & Sons, p. 347]. In this method, the plate is submerged in liquid and the falling force exerted by the liquid on the plate is measured. The surface tension of the liquid can then be measured based on the force on the plate and the dimensions of the plate. It is also known that the critical micelle concentration (CMC) can be determined by measuring the surface tension in the concentration range.

The Wilhelmi Plate Method is commercially available. In the following examples, a Kruss K12 tension meter (Kruss USA, Mathews, NC) comprising platinum Wilhelmi plates is used to measure the surface tension of each sample over a concentration range. The test can be performed in the forward or reverse direction. In other cases, the sample container contains a small amount of the initial solution in which the Wilhelmi plate measures the surface tension. The second solution is then administered to the sample container, stirred and tested again with a Wilhelmi plate. According to the agreement used by Cruz USA, the initial solution in the sample container to which the second solution is to be administered before starting the titration can then be referred to as the initial solution, and the solution administered to the sample container during the titration is referred to as the dosing solution. can do.

In forward titration, the concentration of the initial solution is lower than that of the dosing solution. In this example, during the static test, the initial solution is HLPC grade water (Fischer Scientific, NJ), which does not include sodium tridecet sulfate. The dosing solution is a solution of HLPC grade water (Fischer Scientific, NJ) having a concentration of 5750 mg / L sodium trideset sulfate and sodium trideset sulfate. 4 L of a bulk raw material solution of the administered surfactant solution is prepared beforehand; Sodium trideset sulfate (Stepan Company, Northfield, IL) is added to HLPC grade water (Fischer Scientific, NJ) at a concentration of 5750 mg / L.

Initially, 50 ml of the initial solution is added to the sample vessel. The surface tension of this initial solution is measured and then the volume of the dosing solution is added to the sample container. The solution is stirred for at least 5 minutes before the next surface tension is measured. All titrations are performed in 0-3500 mg / L sodium tridecet sulphate, which is good above the CMC of all samples. The test performed in accordance with this procedure is hereafter referred to as the static tensile test.

In addition, in reverse titration, the concentration of the initial solution is higher than that of the administration solution. During the reverse titration test of the following examples, the dosing solution is HLPC grade water (Fischer Scientific, NJ), which contains no surfactant (0 mg / L). Sufficient concentration of the compound (eg, Table 1) is diluted to about 5% by weight with HLPC grade water (Fischer Scientific, NJ). A solution diluted to 5% is then added to the sample vessel, which is the initial solution. The surface tension of this initial solution is measured and then the volume of the dosing solution is added to the sample container. The solution is stirred for at least 5 minutes before the next surface tension is measured. This dosing, stirring and measurement is repeated until diluted to at least 0.0008%. The test performed in accordance with this procedure is hereafter referred to as the reverse titration test.

From the untreated tensile data, the CMC measures each sample in the following manner. First, the equation for the horizontal line corresponds to a portion of the data at high concentrations, i.e., concentrations above the lowest point of the graph, and becomes an area where the surface tension is essentially constant, for example as indicated by line 21 in FIG. Then, for example, the equation for the straight line is consistent with the data at lower concentrations with surface tension above the induced horizontal line, as indicated by line 22 in FIG. 2. The intersection of these two lines and / or equation 23 is then defined as the CMC of the sample. FIG. 3 is a graph showing two tensile data curves 31 and 32 of a composition comprising anionic surfactant and hydrophobically-modifying material (curve 31) and a comparative composition comprising anionic surfactant (curve 32). The CMC of curve 31 is shown at point 33, and the CMC of curve 32 is point 34. Delta CMC 35 is CMC 33 minus CMC 34.

Examples 1-4: Preparation of Cleaning Composition

The cleaning compositions of Examples 1-4 were prepared according to the materials and amounts listed in Table 1:

Trade name INCI name One 2 3 4 PEG 8000 (100%) PEG 8000 1.800 ----- ----- ----- Polyox WSR 205 (100%) PEG-14M ----- 1.800 ----- ----- Carbopol ETD 2020 (100%) Carbomer ----- ----- 1.800 ----- Carbopol Aqua SF1 (30%) Acrylate copolymer ----- ----- ----- 6.000 Tegobetaine L7V (30%) Cocamidopropyl Betaine 9.330 9.330 9.330 9.330 Monateric 949J (30%) Disodium Lauro Ampodiacetate 2.000 2.000 2.000 2.000 Cedepal TD403LD (30%) Sodium trideset sulfate 10.000 10.000 10.000 10.000 Glycerin 917 (99%) glycerin 1.900 1.900 1.900 1.900 Polymer JR-400 Polyquaternium-10 0.140 0.140 0.140 0.140 Swift Chamber 200 Quaternium-15 0.050 0.050 0.050 0.050 Versace 100XL Tetrasodium EDTA 0.263 0.263 0.263 0.263 Sodium hydroxide solution (20%) Sodium hydroxide ----- 0.500 0.500 0.500 Citric acid solution (20%) Citric acid 0.500 ----- ----- ----- water water Fill Fill Fill Fill

 * Unit: weight / weight%

The composition of Table 1 is prepared as follows:

Water (50.0 parts) is added to the beaker. The polymer (PEG 8000 in Example 1, Polyox WSR 205 in Example 2, Carbopol ETD 2020 in Example 3 and Carbopol Aqua SF1 in Example 4) is added to the water while mixing. The following components are added while mixing independently until each of the resulting mixtures is homogeneous: tegobetaine L7V, monateric 949J, cedepal TD403LD, glycerin 917, polymer JR400, Widowsil 200 and versene 100XL. The solution is then adjusted with 20% citric acid solution (Example 2) or 20% sodium hydroxide solution (Examples 1, 3, 4) until the final pH of the obtained solution is obtained between about 6.3 and 6.6. The remaining amount of water is added to it.

Hypoallergenic Comparison of Cleaning Compositions : The compositions prepared according to Examples 1-4 were tested for hypoallergenic according to the TEP test above. The results of these tests are shown in Table 2.

Hypoallergenic Comparison Example TEP reading Example 1 3.64 + 1.01 Example 2 3.69 + 0.98 Example 3 4.08 + 0.18 Example 4 4.93 + 0.32 *

* = Statistically significant (95% CI)

These examples demonstrate that not all materials can equally relieve skin and eye irritation of the cleaning surfactant composition.

Examples 5-8: Preparation of Tensile Titration Compositions

The compositions of Examples 5-9 are prepared according to the materials and amounts listed in Table 3.

Trade name INCI name 5 6 7 8 9 PEG 8000 (100%) PEG 8000 ----- 0.050 ----- ----- ----- Polyox WSR 205 (100%) PEG-14M ----- ----- 0.050 ----- ----- Carbopol ETD 2020 (100%) Carbomer ----- ----- ----- 0.050 ----- Carbopol Aqua SF1 (30%) Acrylate copolymer ----- ----- ----- ----- 0.167 Sodium hydroxide solution (20%) Sodium hydroxide ----- ----- ------ Required quantity Required quantity Deionized water Deionized water Fill Fill Fill Fill Fill

* Unit: weight / weight%

The composition of Table 3 is prepared as follows:

HPLC grade water (50.0 parts) is added to the beaker. The polymer (PEG 8000 in Example 1, Polyox WSR 205 in Example 2, Carbopol ETD 2020 in Example 3 and Carbopol Aqua SF1 in Example 4) is added to the water while mixing. The final pH of the resulting solution is then adjusted with 20% sodium hydroxide solution (if necessary) until about 7.0 is obtained. Add the remaining amount of water.

Critical micelle concentration values: The compositions prepared according to Examples 5-9 are tested using static tension test at critical micelle concentration (CMC) values. The initial solution is 50 ml of one of Examples 5-9. The dosage solution is 5750 mg / L sodium trideset sulfate in HPLC grade water. 42 administrations are performed by increasing the sodium trideset concentration in the initial solution from 0 mg / L to 3771 mg / L in the final measurement.

The results of the test are shown in Table 4:

Critical micelle concentration comparison  Example CMC value (mg / L) Delta CMC (mg / L) Example 5 125 - Example 6 83 -42 Example 7 122 -3 Example 8 169 44 Example 9 400 275

CMC is the surfactant concentration at which free micelles begin to foam (sodium trideset sulfate in this example). At surfactant concentrations below CMC, the surfactant is not present as free micelles, but at concentrations above CMC free micelles it is present in solution. In Example 5, CMC is measured without a polymer and is shown at 125 mg / L. In addition, as shown in Table 4, the Delta CMC is associated with the composition of Example 5 (not including additional material). In Example 6, using PEG 8000, the CMC measured is 83, which is less than the CMC of Example 5 and is a surfactant that does not include a polymer.

In Example 7, addition of polyox WSR 205 to the solution yields a slight CMC change compared to a solution that does not contain the additional material of Example 5. However, the addition of Carbopol ETD 2020 has a significant effect on CMC if the CMC increases from 124 mg / L to 169 mg / L without containing additional substances; This is referred to as the second maximum delta CMC. In Example 8, Carbopol SF-1 represents the highest CMC and the maximum delta CMC.

This example shows that certain materials can be added to the solution to change the CMC of the surfactant in the solution. Increasing the CMC of the solution suggests that the onset of free micelle formation occurs at higher concentrations. In Example 5 free micelles begin to form at 124 mg / L tridecet sulphate and in Example 9 free micelles begin to form at 400 mg / L tridecet sulphate.

The inventors believe that adding a specific material to change the CMC to a higher concentration (ie, Examples 8 and 9) occurs because the surfactant is combined with the material to reduce the free monomer concentration. The free monomer concentration is reduced in proportion to the amount of surfactant incorporated into the material. The size of the delta CMC is indicative of the amount of surfactant to which the material can be compounded and the efficiency of the material to compound with the surfactant.

Addition of PEG 8000 (Examples 1 and 6) yields the lowest TEP value, the highest irritation and the lowest CMC. Addition of Polyox WSR 205 (Examples 2 and 7) yields the second lowest TEP value, the second lowest CMC. Carbopol ETD 2020 (Examples 3 and 8) was added to obtain the second highest TEP value and the second largest CMC change. Adding Carbopol Aqua SF-1 (Examples 4 and 9) yields the highest TEP value and the largest CMC change. Surprisingly, we have found a relationship / interrelationship between the magnitude of the CMC change caused by the addition of the substance and the hypoallergenicity of the composition. Adding a substance that causes a greater change in CMC improves the hypoallergenicity of the composition. Adding a substance causing a sufficient CMC increase makes the composition hypoallergenic.

In Example 9, the concentration of Carbopol Aqua SF-1 is 500 mg / L and CMC is sodium tridecet sulfate 400 mg / L, while sodium tridecet sulfate CMC without SF-1 is 125 mg / L . Thus, the material of Example 9 is compounded with 275 mg sodium trideset sulfate per 500 mg of material or 0.183 g of sodium trideset sulfate per 1.0 g of Aqua SF-1. The efficiency of the material in combination with the surfactant is delta CMC per mass of material. Materials with higher efficiencies can be combined with more surfactants and yield larger delta CMCs.

Examples 10 to 15 Preparation of Cleaning Compositions

The cleaning compositions of Examples 10-15 are prepared according to the materials and amounts listed in Table 5.

INCI name 10 11 12 13 14 15 Carbopol Aqua SF-1 (30%) Acrylate copolymer ----- 0.900 2.700 3.600 4.500 6.000 Atlas G-4280 (72%) PEG-80 sorbitan laurate 4.580 4.580 4.580 4.580 4.580 4.580 Tegobetaine L7V (30%) Cocamidopropyl Betaine 11.330 11.330 11.330 11.330 11.330 11.330 Cedepal TD403LD (30%) Sodium trideset sulfate 20.000 20.000 20.000 20.000 20.000 20.000 Glycerin 917 (99%) glycerin 1.900 1.900 1.900 1.900 1.900 1.900 Polymer JR-400 Polyquaternium-10 0.140 0.140 0.140 0.140 0.140 0.140 Swift Chamber 200 Quaternium-15 0.050 0.050 0.050 0.050 0.050 0.050 Versace 100XL Tetrasodium EDTA 0.263 0.263 0.263 0.263 0.263 0.263 water water Fill Fill Fill Fill Fill Fill

 * Unit: weight / weight%

Each of the compositions in Table 5 is independently prepared as follows:

Add water (50.0 parts) to a beaker. In Examples 11-15, Carbopol Aqua SF-1 is added to the water with mixing (in Example 10, this step is omitted). Atlas G-4280 is then added while mixing. In Examples 10 to 15, the following ingredients were added independently, until each of the resulting mixtures were homogenized: tegobetaine L7V, cedepal TD403LD, glycerin 917, polymer JR400, Wissil 200 and versene 100XL. The pH of the resulting solution is then adjusted with 20% sodium hydroxide solution or 20% citric acid solution until the final pH is about 6.3 to 6.6. Add the remaining amount of water.

Hypoallergenic Comparison of Cleaning Compositions: The compositions prepared according to Examples 10-15 are then tested for hypoallergenicity according to the TEP test above. Table 6 lists the composition TEP values for each example.

Hypoallergenic Comparison  Example TEP reading Delta TEP Number Example 10 1.46 + 0.26 - Example 11 2.68 + 0.28 1.22 Example 12 2.85 + 0.51 1.39 Example 13 2.74 + 0.18 1.28 Example 14 3.34 + 0.83 1.88 Example 15 3.26 + 0.39 1.80

As can be seen in Example 10, a composition comprising a relatively high amount of anionic surfactant (6.0% activity) that does not contain Carbopol Aqua SF1 records a relatively low TEP value and is therefore considered to be irritant do. However, when Carbopol Aqua SF1 is added as in Example 11, the TEP value is improved. Examples 12-15 also show that as the amount of Carbopol Aqua SF-1 added to the composition increases, the TEP levels of each composition generally improve at the same time. In addition, as shown in Table 6, the delta TEP values are relative to the comparative composition [Example 10 (does not include Carbopol Aqua SF-1)].

These examples show that the presence of Carbopol Aqua SF1 significantly improves the skin and eye hypoallergenicity of the composition through the binding of surfactants, and hypoallergenicity generally improves with increasing amount of copolymer. A major increase in TEP levels (68%) occurs by adding only 0.9% Carbopol Aqua SF-1 (Example 10).

Critical Threshold Concentration Comparison of Cleaning Compositions: Compositions prepared according to Examples 10-15 were then tested for critical micelle concentrations according to the reverse titration tension test. Table 7 shows the CMC values of the compositions of each example.

Critical micelle concentration comparison Example CMC value (mg / L) Delta CMC (mg / L) Example 10 48 - Example 11 65 17 Example 12 136 88 Example 13 377 329 Example 14 370 322 Example 15 398 350

A series of Examples 10-15 show that as the amount of Carbopol Aqua SF-1 is increased from 0% to 6% (0 to 1.8% activity), the delta CMC increases to a higher value. Without being bound by a particular theory, the inventors believe that the concentration of Carbopol Aqua SF-1 is due to the increase in delta CMC obtained by increasing the Carbopol Aqua SF-1 to the extent that it can be bound to the surfactant. The more Carbopol Aqua SF-1 is added to the composition (Examples 10-15), the more surfactant is bound. Since the surfactant bound to Carbopol aqua SF-1 is not due to free monomer concentration, the CMC is converted to a higher value.

Similarly, as can be seen in Table 6, the hypoallergenicity (TEP value) of the composition generally increases with increasing concentration of Carbopol Aqua SF-1. In Examples 10-15, we found a correlation between increased CMC and delta CMC and improved hypoallergenicity (TEP / delta TEP values) of the composition.

The present invention provides methods for reducing the stimulation of various personal protective compositions. In particular, in accordance with certain preferred embodiments of the present invention, the Applicant discloses that a hydrophobic-modifying material capable of binding a surfactant is combined with an anionic surfactant to be relatively hypoallergenic, and / or relatively high in skin and / or eyes. It has been found advantageously that personal protective compositions which exhibit foam stability can be prepared.

Claims (38)

A hydrophobic-modifying material capable of binding to a surfactant, in combination with at least one anionic surfactant, comprising about 3.5 to 7.5 weight percent of anionic surfactant, based on the total weight of the hypoallergenic composition. A method of reducing irritation associated with a personal protective composition comprising at least one anionic surfactant, comprising preparing a protective composition. The method of claim 1, wherein the Delta TEP of the hypoallergenic composition is at least about 0.75. The method of claim 2, wherein the delta TEP of the hypoallergenic composition is at least about 1. 4. The method of claim 3, wherein the delta TEP of the hypoallergenic composition is at least about 1.2. The method of claim 4, wherein the delta TEP of the hypoallergenic composition is at least about 1.8. The method of claim 1, wherein the delta CMC of the hypoallergenic composition is at least about 16. The method of claim 1, wherein the delta CMC of the hypoallergenic composition is at least about 80. The method of claim 1, wherein the delta CMC of the hypoallergenic composition is at least about 300. The method of claim 1 wherein the hydrophobic-modifying material is selected from the group consisting of hydrophobically-modified acrylic polymers, hydrophobically-modified celluloses, hydrophobically-modified starches and combinations of two or more thereof. The method of claim 9, wherein the hydrophobic-modifying material comprises a hydrophobic-modifying acrylic polymer. The method of claim 10, wherein the hydrophobic-modified acrylic polymer comprises at least one unsaturated carboxylic monomer; At least one hydrophobic monomer; Hydrophobic chain transfer agents, including one or more alkyl mercaptans, thioesters, amino acid-mercaptan-containing compounds, peptide fragments or combinations thereof; Crosslinking agents; And optionally derived from steric stabilizers, wherein the amount of unsaturated carboxylic acid monomer is from about 60 to about 98 weight percent based on the total weight of the unsaturated monomer and the hydrophobic monomer. The method of claim 1, wherein the at least one anionic surfactant is an alkyl sulfate, an alkyl ether sulfate, an alkyl monoglyceryl ether sulfate, an alkyl sulfonate, an alkylaryl sulfonate, an alkyl sulfosuccinate, an alkyl ether sulfosuccinate, Alkyl sulfosuccinates, alkyl amidosulfosuccinates, alkyl carboxylates, alkyl amidoethercarboxylates, alkyl succinates, fatty acyl sarcosinates, fatty acyl amino acids, fatty acyl taurates, fatty alkyl sulfoacetates, alkyl phosphates And at least two mixtures thereof. The method of claim 1 wherein the anionic surfactant comprises one or more alkyl ether sulfates. The method of claim 13, wherein the at least one alkyl ether sulfate comprises sodium tridecet sulfate. The method of claim 1 wherein the hypoallergenic composition comprises about 3.5 to about 7.3% of anionic surfactant. The method of claim 15, wherein the hypoallergenic composition comprises about 3.5 to about 7% anionic surfactant. The method of claim 16, wherein the hypoallergenic composition comprises about 4 to about 7% anionic surfactant. 2. The hypoallergenic composition of claim 1, wherein the hypoallergenic composition is further comprised of nonionic, amphoteric and cationic surfactants, pearlescents, opaques, thickeners, secondary conditioners, wetting agents, chelating agents, colorants, fragrances, preservatives and pH adjusting agents. A method comprising one or more substances selected from the group. Combining a hydrophobically-modified acrylic polymer capable of binding to a surfactant with at least one anionic surfactant to produce a hypoallergenic personal protective composition having a delta TEP of at least about 1.2 and a delta CMC of at least about 80. The hypoallergenic composition comprises from about 3.5 to about 7 weight percent of anionic surfactant and nonionic, amphoteric and cationic surfactants, pearlescent agents, opaque agents, thickeners, secondary conditioners, based on the total weight of the hypoallergenic composition. Irritation associated with a personal protective composition comprising at least one anionic surfactant, comprising at least one substance selected from the group consisting of wetting agents, chelating agents, coloring agents, fragrances, preservatives, pH adjusting agents and two or more combinations thereof. Method of reduction. Combining a hydrophobic-modifying material with at least one anionic surfactant to produce a composition comprising about 3.5 to 7.5 weight percent total anionic surfactant and having a TEP value of at least about 1.5. Manufacturing method. The method of claim 20, wherein the composition comprises about 3.5 to about 5 weight percent of anionic surfactant. The method of claim 21, wherein the composition has a TEP level of at least about 3.5. The method of claim 22, wherein the composition has a TEP level of at least about 4. The method of claim 23, wherein the composition has a TEP level of at least about 4.5. The method of claim 20, wherein the composition comprises about 5 to 7.5 weight percent of anionic surfactant. The method of claim 25, wherein the composition has a TEP level of at least about 2. The method of claim 26, wherein the composition has a TEP level of at least about 2.5. The method of claim 27, wherein the composition has a TEP level of at least about 3. The method of claim 22, wherein the hydrophobic-modifying material comprises a hydrophobic-modifying acrylic polymer. The method of claim 26, wherein the hydrophobic-modifying material is selected from the group consisting of hydrophobically-modified acrylic polymers, hydrophobically-modified celluloses, hydrophobically-modified starches and combinations of two or more thereof. The method of claim 30, wherein the hydrophobic-modifying material comprises a hydrophobic-modifying acrylic polymer. The method of claim 20, wherein the delta TEP of the composition is at least about 1. 21. The method of claim 32, wherein the delta TEP of the composition is at least about 1.8. The method of claim 32, wherein the delta CMC of the composition is at least about 16. The method of claim 34, wherein the delta CMC of the composition is at least about 300. A method of hypoallergenic cleaning of skin or hair, comprising contacting the skin or hair of a mammal with a hypoallergenic composition prepared according to claim 1. A method of hypoallergenic cleaning of skin or hair, comprising contacting the skin or hair of a mammal with a hypoallergenic composition prepared according to claim 19. A method of hypoallergenic cleaning of skin or hair, comprising contacting the skin or hair of a mammal with a hypoallergenic composition prepared according to claim 20.

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