CA2752843A1 - Hair care composition comprising aminosilicone and silicone copolyol - Google Patents

Hair care composition comprising aminosilicone and silicone copolyol Download PDF

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CA2752843A1
CA2752843A1 CA 2752843 CA2752843A CA2752843A1 CA 2752843 A1 CA2752843 A1 CA 2752843A1 CA 2752843 CA2752843 CA 2752843 CA 2752843 A CA2752843 A CA 2752843A CA 2752843 A1 CA2752843 A1 CA 2752843A1
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hair care
care composition
silicone
composition
glycols
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Toshiyuki Okada
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Procter and Gamble Co
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Procter and Gamble Co
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Abstract

Disclosed is a hair care composition comprising an aminosilicone, a silicone copolyol, and an aqueous carrier, wherein the silicone copolyol is either: those having polyethyleneglycol and polypropylene glycol units, at specific levels and ratio; or PEG-12 Dimethicone having a specific HLB value, specific molecular weight, and/or a specific contact angle.

Description

HAIR CARE COMPOSITION COMPRISING
AMINOSILICONE AND SILICONE COPOLYOL

FIELD OF THE INVENTION
The present invention relates to a hair care composition comprising an aminosilicone, a silicone copolyol, and an aqueous carrier, wherein the silicone copolyol is either: those having polyethyleneglycol and polypropylene glycol units, at specific levels and ratio; or PEG-12 Dimethicone having a specific HLB value, specific molecular weight, and/or a specific contact angle.

BACKGROUND OF THE INVENTION
Human hair becomes soiled due to its contact with the surrounding environment and from the sebum secreted by the scalp. The soiling of hair causes it to have a dirty feel and an unattractive appearance. The soiling of the hair necessitates shampooing with frequent regularity.
Shampooing cleans the hair by removing excess soil and sebum. However, shampooing can leave the hair in a wet, tangled, and generally unmanageable state. Once the hair dries, it is often left in a dry, rough, lusterless, or frizzy condition due to removal of the hair's natural oils and other natural conditioning and moisturizing components. The hair can further be left with increased levels of static upon drying, which can interfere with combing and result in a condition commonly referred to as "fly-away hair," or contribute to an undesirable phenomenon of "split ends." Further, chemical treatments, such as perming, bleaching, or coloring hair, can also damage hair and leave it dry, rough, lusterless, and damaged.
A variety of approaches have been developed to condition the hair. A common method of providing conditioning benefits to the hair is through the use of conditioning agents such as cationic surfactants and polymers, high melting point fatty compounds, low melting point oils, silicone compounds, and mixtures thereof.
For example, PCT publication WO 2007/136708 discloses hair care compositions comprising cationic surfactants, high melting point fatty compounds, terminal aminosilicones, and Silsoft475 which is PEG/PPG-23/6 Dimethicone, in Examples. Another PCT
publication WO 2006/138201 discloses a hair conditioning composition comprising cationic surfactants, high melting point fatty compounds, quaternary silicone polymers, and Silsoft 430 which is PEG20/PPG23 Dimethicone.
However, there still exists a desire for hair care compositions which provide improved balance between clean feel and dry conditioning benefits, the dry conditioning benefits including, for example, smooth feel and reduced friction.
None of the existing art provides all of the advantages and benefits of the present invention.

SUMMARY OF THE INVENTION
The present invention is directed to a hair care composition comprising by weight:
(a) from about 0.1% to about 10.% of an aminosilicone having a formula:

(Ri)aG3-a-Si-(-OSiG2)õ-(-OSiGb(Ri)2-b),O-SiG3-a(R1)a wherein G is hydrogen, phenyl, hydroxy, or CI-C8 alkyl; a is an integer having a value from 1 to 3; b is 0, 1 or 2; n is a number from 1 to 2,000; in is an integer of 0; R1 is a monovalent radical conforming to the general formula CqH2qL, wherein q is an integer having a value from 2 to 8 and L is selected from the following groups: -N(R2)CH2-CH2-N(R2)2; -N(R2)2; -N(R2)3A ; -N(R2)CH2-CH2-NR2H2A ;
wherein R2 is hydrogen, phenyl, benzyl, or a saturated hydrocarbon radical; A is a halide ion.;
(b) from about 0.01 % to about 5% of a silicone copolyol having polyethyleneglycol and polypropylene glycol units, wherein the polyethyleneglycol unit has at least about 6 ethylene glycols to about 50 ethylene glycols and the polypropylene glycol unit has at least about 4.
propylene glycols to about 50 propylene glycols, and wherein the mole ratio of the ethylene glycol and the propylene glycol is from about l : 0.2 to about 1 : 2; and (c) an aqueous carrier.
The present invention is also directed to a hair care composition comprising by weight:
(a) from about 0.1 % to about 10% of an aminosilicone;
(b) from about 0.01% to about 5% of PEG-12 Dimethicone having at least one feature selected from the group consisting of-(i) HLB value of from about 8 to about 13 (ii) molecular weight of from about 2200 to about 3300;
(iii) contact angle of from about 10 to about 20 ; and (c) an aqueous carrier.
wherein the composition is substantially free of anionic surfactants and anionic polymers.

The hair care compositions of the present invention provide improved balance between clean feel and dry conditioning benefits, the dry conditioning benefits including, for example, smooth feel and reduced friction.
These and other features, aspects, and advantages of the present invention will become better understood from a reading of the following description, and appended claims.

DETAILED DESCRIPTION OF THE INVENTION
While the specification concludes with claims particularly pointing out and distinctly claiming the invention, it is believed that the present invention will be better understood from the following description.
Herein, "comprising" means that other steps and other ingredients which do not affect the end result can be added. This term encompasses the terms "consisting of' and "consisting essentially of'.
All percentages, parts and ratios are based upon the total weight of the compositions of the present invention, unless otherwise specified. All such weights as they pertain to listed ingredients are based on the active level and, therefore, do not include carriers or by-products that may be included in commercially available materials.
Herein, "mixtures" is meant to include a simple combination of materials and any compounds that may result from their combination.
COMPOSITION
It is believed that; by the use of the specific silicone copolyols in combination with the aminosilicones, the composition of the present invention provides improved dry conditioning benefits such as smooth feel and reduced friction.
In the compositions of the present invention, it is preferred to use the specific silicone copolyols at a level such that the weight ratio of the specific silicone copolyols to the aminosilicone is from about 1 : 3 to about 1 : 100, more preferably from about 1 : 6 to about 1 :
50, still more preferably from about 1 : 8 to about 1 : 45, in view of delivering improved conditioning benefits such as smooth feel and reduced friction.
Especially when containing other silicone components than the specific silicone copolyol and the aminosilicones, i.e., other silicones such as dimethicones, it is also preferred to use the specific silicone copolyols at a level such that the weight ratio of the specific silicone copolyols to all silicone components including the specific silicone copolyol, aminosilicones and other silicone components, is from about 1 : 3 to about 1 : 150, more preferably from about I : 6 to about 1 : 75, still more preferably from about 1 : 8 to about 1 : 60, in view of delivering improved conditioning benefits such as smooth feel and reduced friction.
The silicones such as silicone copolyols and the aminosilicones can be added to the aqueous carrier and/or other components of the compositions, concurrently or separately, with or without premixing.
Preferably, when containing cationic surfactants and/or gel matrix formed by cationic surfactants and high melting point fatty compounds, the composition of the present invention is substantially free of anionic surfactants and anionic polymers, in view of avoiding undesirable interaction with cationic surfactants and/or in view of stability of the gel matrix. In the present invention, "substantially free of anionic surfactants and anionic polymers"
means that the composition contains 1% or less, preferably 0.5% or less, more preferably totally 0% of total of anionic surfactants and anionic polymers.

SILICONE COPOLYOL
The compositions of the present invention comprise silicone copolyols. The silicone copolyols are included at a level by weight of the composition of from about 0.0 1% to about 5%, more preferably from about 0.025% to about 3%, still more preferably from about 0.05% to about 1.5%, even more preferably from about 0.05% to about 1%, in view of reduced dry friction of the hair surface.
The silicone copolyols useful herein are preferably grafted silicone copolyols, rather than end-capped silicone copolyols, in view of delivering better dry conditioning.
It is believed that the grafted silicone copolyols emulsifies the aminosilicone particles better than the end-capped silicone copolyols, and thus provides better dry conditioning than the end-capped silicone copolyols. The grafted silicone copolyols useful herein are those having a silicone backbone such as dimethicone backbone and polyoxyalkylene substitutions such as polyethylene oxide or/and polypropylene oxide substitutions. The grafted silicone copolyols having the same INCI
name have a variety of the weight ratio, depending on the molecular weight of the silicone portion and the number of the polyethylene oxide or/and polypropylene oxide substitutions.
(i) PEG/PPG silicone copolyol In one aspect of the present invention, the composition comprises a silicone copolyol having polyethyleneglycol and polypropylene glycol units. In the PEG/PPG
silicone copolyols useful herein, the polyethyleneglycol unit has at least about 6 ethylene glycols and to about 50 ethylene glycols, preferably at least about 8 ethylene glycols and to about 40 ethylene glycols, more preferably from about 12 to about 25 ethylene,. In the PEG/PPG silicone copolyols useful herein, the polypropylene glycol unit has at least about 4 propylene glycols and to about 50 propylene glycols, preferably at least about 6 propylene glycols and to about 40 propylene 5 glycols, more preferably from about 12 to about 25 propylene glycols,. In the PEG/PPG silicone copolyols useful herein, the mole ratio of the ethylene glycols and the propylene glycols is from about 1 : 0.2 to about 1 : 2, preferably from about 1 : 0.25 to about 1 : 1.5, more preferably from about 1 : 0.75 to about 1 : 1.25. By the above preferred ethylene/propylene glycol unit numbers as well as ratios thereof, it is believed that the PEG/PPG silicone copolyol has a preferred hydrophobic/hydrophilic balance, in view of providing improved dry conditioning benefits.
The PEG/PPG silicone copolyols useful herein have a molecular weight of preferably from about 1000 to about 60000, preferably from about 15000 to about 60000, preferably from about 18000 to about 25000, in view of delivering better dry conditioning.
Highly preferred commercially available PEG/PPG silicone copolyols include, for example: PEG/PPG-20/23 dimethicone having a tradename Silsoft 440, having an HLB value of from about 9 to about 12 and a molecular weight of about 20,000, and available from GE;
PEG/PPG-20/23 dimethicone having a tradename Silsoft 430, having an HLB value of from about 9 to about 12 and a molecular weight of about 29,000, and available from GE; PEG-15/PPG-15 dimethicone having a tradename DC5330, having an HLB valule of about 7 and a molecular weight of about 20,000, available from Dow Corning; PEG-17/PPG-18 dimethicone having a tradename DC Q2 5220, having an HLB value of about 7.5 and a molecular weight of about 52,800. Among them, highly preferred are PEG/PPG-20/23 dimethicone having a tradename Silsoft 440, having an HLB value of from about 9 to about 12 and a molecular weight of about 20,000, and available from GE.
(ii) PEG-12 dimethicone copolyol In another aspect of the present invention, the composition comprises a PEG-12 dimethicone copolyol having at least one feature selected from the group consisting of-(i) HLB value of from about 8 to about 13 (ii) molecular weight of from about 2200 to about 3300;
(iii) contact angle of from about 10 to about 20 , more preferably from about 13 to about 18 .

Highly preferred commercially available PEG-12 dimethicone copolyol include, for example: PEG-12 Dimethicone having a tradename DC5324, having an HLB value of about 8.4, molecular weight of about 2,300 and a contact angle of about 17, available from Dow Corning;
PEG-12 Dimethicone having a tradename DC193, having an HLB value of about 12.2, molecular weight of about 3,100 and a contact angle of about 14.8, available from Dow Coming.

AMINOSILICONE
The compositions of the present invention comprise aminosilicones. The aminosilicones are contained at levels by weight of the composition of from about 0.1% to about 10%, more preferably from about 0.5% to about 8%, still more preferably from about 0.5%
to about 8%, even more preferably from about 0.75% to about 6%, in view of delivering improved conditioning benefits on the hair surface.
The aminosilicones useful herein include, for example, quaternized aminosilicone and non-quaternized aminosilicone.
Preferably, the aminosilicone useful herein are those which conform to the general formula (I):
(R1 )aG3-a Si-(-OSiG2)õ-(-OS1Gb(RI)2-b)m-O-SiG3-a(RI)a wherein G is hydrogen, phenyl, hydroxy, or C1-C8 alkyl, preferably methyl; a is an integer having a value from 1 to 3, preferably 1; b is 0, 1 or 2, preferably 1; n is a number from I to 2,000 , preferably from 100 to 1,800, more preferably from 300 to 800, still more preferably 500-600; m is an integer from 0 to 1,999, preferably from 0-10, more preferably in is 0; R1 is a monovalent radical conforming to the general formula CqH2qL, wherein q is an integer having a value from 2 to 8 and L is selected from the following groups: -N(R2)CH2-CH2-N(R2)2; -N(R2)2; -N(R2)3A ; -N(R2)CH2-CH2-NR2H2A ;
wherein R2 is hydrogen, phenyl, benzyl, or a saturated hydrocarbon radical, preferably an alkyl radical from about C1 to about C20; A is a halide ion. L is preferably -N(CH3)2 or -NH2, more preferably -NH2.
One highly preferred amino silicones are those corresponding to formula (I) wherein m=0, a=1, q=3, G=methyl, n is preferably from about 1400 to about 1700, more preferably around 1600; and L is -N(CH3)2 or -NH2, more preferably -NH2. Another further highly preferred amino silicones are those corresponding to formula (I) wherein m=0, a=1, q=3, G=methyl, n is preferably from about 400 to about 800, more preferably about 500 to around 600; and L is -N(CH3)2 or -NH2, more preferably -NH2. Such highly preferred amino silicones can be called as terminal aminosilicones, as one or both ends of the silicone chain are terminated by nitrogen containing group. It is also surprisingly found that, such terminal aminosilicones provide improved friction reduction compared to graft aminosilicones.
Another example of aminosilicone useful herein includes, for example, quaternized aminosilicone having a tradename KF8020 available from Shinetsu.
The above aminosilicones, when incorporated into the composition, can be mixed with solvent having a lower viscosity. Such solvents include, for example, polar or non-polar, volatile or non-volatile oils. Such oils include, for example, silicone oils, hydrocarbons, and esters.
Among such a variety of solvents, preferred are those selected from the group consisting of non-polar, volatile hydrocarbons, volatile cyclic silicones, non-volatile linear silicones, and mixtures thereof. The non-volatile linear silicones useful herein are those having a viscosity of from about 1 to about 20,000 mm2/s, preferably from about 20 to about 10,000 mm2/s at 25 C. Among the preferred solvents, highly preferred are non-polar, volatile hydrocarbons, especially non-polar, volatile isoparaffins, in view of reducing the viscosity of the aminosilicones and providing improved hair conditioning benefits such as reduced friction on dry hair. Such mixtures have a viscosity of preferably from about 1,000mPa=s to about 100,000mPa=s, more preferably from about 5,000mPa=s to about 50,000mPa=s.

CATIONIC SURFACTANT SYSTEM
The composition of the present invention comprises a cationic surfactant system. The cationic surfactant system can be one cationic surfactant or a mixture of two or more cationic surfactants. The cationic surfactant system is included in the composition at a level by weight of from about 0.1% to about 10%, preferably from about 0.5% to about 8%, more preferably from about 0.8% to about 5%, still more preferably from about 1.0% to about 4%, in view of desired gel network formation and wet conditioning benefits.
A variety of cationic surfactants including mono- and di-alkyl chain cationic surfactants can be used in the compositions of the present invention. The cationic surfactant system of the present invention preferably contains mono-alkyl chain cationic surfactants in view of providing desired gel matrix and wet conditioning benefits. The mono-alkyl cationic surfactants are those having one long alkyl chain which has from 12 to 22 carbon atoms, preferably from 16 to 22 carbon atoms, more preferably C18-22 alkyl group, in view of providing balanced wet conditioning benefits. The remaining groups attached to nitrogen are independently selected from an alkyl group of from 1 to about 4 carbon atoms or an alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl, aryl or alkylaryl group having up to about 4 carbon atoms. Such mono-alkyl cationic surfactants include, for example, mono-alkyl quaternary ammonium salts and mono-alkyl amines. Mono-alkyl quaternary ammonium salts include, for example, those having a non-functionalized long alkyl chain. Mono-alkyl amines include, for example, mono-alkyl amidoamines and salts thereof.
Mono-long alkyl quaternized ammonium salts useful herein are those having the formula (II):
R
R NO R7a XO

(II) wherein one of R75, R76, R77 and R78 is selected from an alkyl group of from 12 to 30 carbon atoms or an aromatic, alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl, aryl or alkylaryl 10 group having up to about 30 carbon atoms; the remainder of R75, R76, R77 and R78 are independently selected from an alkyl group of from 1 to about 4 carbon atoms or an alkoxy, polyoxyalkylene, alkylamido, hydroxyalkyl, aryl or alkylaryl group having up to about 4 carbon atoms; and X- is a salt-forming anion such as those selected from halogen, (e.g. chloride, bromide), acetate, citrate, lactate, glycolate, phosphate, nitrate, sulfonate, sulfate, alkylsulfate, 15 and alkyl sulfonate radicals. The alkyl groups can contain, in addition to carbon and hydrogen atoms, ether and/or ester linkages, and other groups such as amino groups. The longer chain alkyl groups, e.g., those of about 12 carbons, or higher, can be saturated or unsaturated.
Preferably, one of R75, R76, R77 and R78 is selected from an alkyl group of from 12 to 30 carbon atoms, more preferably from 16 to 22 carbon atoms, still more preferably from 18 to 22 carbon 20 atoms, even more preferably 22 carbon atoms; the remainder of R75, R76, R77 and R78 are independently selected from CH3, C2H5, C2H4OH, and mixtures thereof; and X is selected from the group consisting of Cl, Br, CH3OSO3, C2H5OSO3, and mixtures thereof.
Examples of preferred mono-long alkyl quaternized ammonium salt cationic surfactants include: behenyl trimethyl ammonium salt; stearyl trimethyl ammonium salt;
cetyl trimethyl 25 ammonium salt; and hydrogenated tallow alkyl trimethyl ammonium salt. Among them, highly preferred are behenyl trimethyl ammonium salt and stearyl trimethyl ammonium salt.
Mono-alkyl amines are also suitable as cationic surfactants. Primary, secondary, and tertiary fatty amines are useful. Particularly useful are tertiary amido amines having an alkyl group of from about 12 to about 22 carbons. Exemplary tertiary amido amines include:
30 stearamidopropyldimethylamine, stearamidopropyldiethylamine, stearamidoethyldiethylamine, stearamidoethyldimethylamine, palmitamidopropyldimethylamine, palmitamidopropyldiethylamine, palmitamidoethyldiethylamine, palmitamidoethyldimethylamine, behenamidopropyldimethylamine, behenamidopropyldiethylamine, behenamidoethyldiethylamine, behenamidoethyldimethylamine, arachidamidopropyldimethylamine, arachidamidopropyldiethylamine, arachidamidoethyldiethylamine, arachidamidoethyldimethylamine, diethylaminoethylstearamide.
Useful amines in the present invention are disclosed in U.S. Patent 4,275,055, Nachtigal, et al.
These amines can also be used in combination with acids such as -glutamic acid, lactic acid, hydrochloric acid, malic acid, succinic acid, acetic acid, fumaric acid, tartaric acid, citric acid, -glutamic hydrochloride, maleic acid, and mixtures thereof; more preferably -glutamic acid, lactic acid, citric acid. The amines herein are preferably partially neutralized with any of the acids at a molar ratio of the amine to the acid of from about 1 : 0.3 to about 1 : 2, more preferably from about 1 : 0.4 to about 1 : 1.
Although the mono-alkyl chain cationic surfactants are preferred, other cationic surfactants such as di-alkyl chain cationic surfactants may also be used alone, or in combination with the mono-alkyl chain cationic surfactants. Such di-alkyl chain cationic surfactants include, for example, dialkyl (14-18) dimethyl ammonium chloride, ditallow alkyl dimethyl ammonium chloride, dihydrogenated tallow alkyl dimethyl ammonium chloride, distearyl dimethyl ammonium chloride, and dicetyl dimethyl ammonium chloride. Such di-alkyl chain cationic surfactants also include, for example, tallowalkyl (2-ethylhexyl) dimethyl ammonium methosulfate which is available, for example, from Akzo Nobel with a tradename Arquad HTL8-MS.

HIGH MELTING POINT FATTY COMPOUND
The high melting point fatty compound useful herein have a melting point of 25 C or higher, and is selected from the group consisting of fatty alcohols, fatty acids, fatty alcohol derivatives, fatty acid derivatives, and mixtures thereof. It is understood by the artisan that the compounds disclosed in this section of the specification can in some instances fall into more than one classification, e.g., some fatty alcohol derivatives can also be classified as fatty acid derivatives. However, a given classification is not intended to be a limitation on that particular compound, but is done so for convenience of classification and nomenclature.
Further, it is understood by the artisan that, depending on the number and position of double bonds, and length and position of the branches, certain compounds having certain required carbon atoms may have a melting point of less than 25 C. Such compounds of low melting point are not intended to be included in this section. Nonlimiting examples of the high melting point compounds are found in International Cosmetic Ingredient Dictionary, Fifth Edition, 1993, and CTFA
Cosmetic Ingredient Handbook, Second Edition, 1992.
Among a variety of high melting point fatty compounds, fatty alcohols are preferably 5 used in the composition of the present invention. The fatty alcohols useful herein are those having from about 14 to about 30 carbon atoms, preferably from about 16 to about 22 carbon atoms. These fatty alcohols are saturated and can be straight or branched chain alcohols.
Preferred fatty alcohols include, for example, cetyl alcohol, stearyl alcohol, behenyl alcohol, and mixtures thereof.
10 High melting point fatty compounds of a single compound of high purity are preferred.
Single compounds of pure fatty alcohols selected from the group of pure cetyl alcohol, stearyl alcohol, and behenyl alcohol are highly preferred. By "pure" herein, what is meant is that the compound has a purity of at least about 90%, preferably at least about 95%.
These single compounds of high purity provide good rinsability from the hair when the consumer rinses off the composition.
The high melting point fatty compound is included in the composition at a level of from about 1% to about 20%, preferably from about 3% to about 10%, more preferably from about 4%
to about 8% by weight of the composition, in view of providing improved conditioning benefits such as slippery feel during the application to wet hair, softness and moisturized feel on dry hair.
GEL MATRIX
The composition of the present invention comprises a gel matrix. The gel matrix comprises a cationic surfactant, a high melting point fatty compound, and an aqueous carrier.
The gel matrix is suitable for providing various conditioning benefits such as slippery feel during the application to wet hair and softness and moisturized feel on dry hair. In view of providing the above gel matrix, the cationic surfactant and the high melting point fatty compound are contained at a level such that the weight ratio of the cationic surfactant to the high melting point fatty compound is in the range of, preferably from about 1:1 to about 1:10, more preferably from about 1:1 to about 1:6.
For forming gel matrix, it is preferred to prepare the composition by the following method:
Water is typically heated to at least about 70 C, preferably between about 80 C and about 90 C. The cationic surfactant and the high melting point fatty compound are combined with the water to form a mixture. The temperature of the mixture is preferably maintained at a temperature higher than both the melting temperature of the cationic surfactant and the melting temperature of the high melting point fatty compound, and the entire mixture is homogenized.
After mixing until no solids are observed, the mixture is gradually cooled (e.g., at a rate of from about 1 C/minute to about 5 C/minute) to a temperature below 60 C, preferably less than about 55 C. During this gradual cooling process, a significant viscosity increase is observed at between about 55 C and about 75 C. This indicates the formation of gel matrix.
The high molecular weight water-soluble cationic polymer can be added to the mixture with agitation at about 55 C, or prior to the cooling down. Additional components are then combined with the gel matrix, and cooled to room temperature.
Preferably, the present invention comprises, by weight of the hair care composition, from about 60% to about 99%, preferably from about 70% to about 95%, and more preferably from about 80% to about 95% of a gel matrix, to which optional ingredients such as silicones can be added. The composition containing the above amount of gel matrix is typically characterized by rheology at 950s' of from about 40 Pa to about 600 Pa, preferably from about 50 Pa to about 500 Pa, and more preferably from about 70 Pa to about 400Pa, as measured at 26.7 C, by means of TA AR1000 rheometer at shear rate from O.1s' to 1100s' with the duration of 1 minutes.
Although the composition of the present invention can contain a thickening polymer, the composition of the present invention can have the above rheology with the presence of any thickening polymer.

AQUEOUS CARRIER
The conditioning composition of the present invention comprises an aqueous carrier. The level and species of the carrier are selected according to the compatibility with other components, and other desired characteristic of the product.
The carrier useful in the present invention includes water and water solutions of lower alkyl alcohols and polyhydric alcohols. The lower alkyl alcohols useful herein are monohydric alcohols having I to 6 carbons, more preferably ethanol and isopropanol. The polyhydric alcohols useful herein include propylene glycol, hexylene glycol, glycerin, and propane diol.
Preferably, the aqueous carrier is substantially water. Deionized water is preferably used.
Water from natural sources including mineral cations can also be used, depending on the desired characteristic of the product. Generally, the compositions of the present invention comprise from about 20% to about 99%, preferably from about 30% to about 95%, and more preferably from about 80% to about 95% water.

OTHER SILICONE COMPONENTS - POLYALKYLSILOXANE MIXTURE
The compositions of the present invention can further comprise other silicone components, than those described above. As such other silicone components, for example, a polyalkylsiloxane mixture is preferably used. Such polyalkylsiloxane mixture comprises, for example: (i) a first polyalkylsiloxane which is non-volatile, substantially free of amino groups, and has a viscosity of from about 100,000 mm2= S-1 to about 30,000,000 mm2=
s'; (ii) a second polyalkylsiloxane which is non-volatile, substantially free of amino groups, and has a viscosity of from about 5 mm2 s' to about 10,000 mm2 s 1.

Preferably, the polysiloxane mixture has a viscosity of from about 500 mm2= S-1 to about 100,000 mm2= s', more preferably from about 1,000 mm2= S-1 to about 50,000 mm2= s 1, still more preferably from about 2,000 mm2 s"1 to about 30,000 mm2 s', even more preferably from about 5,000 mm2= s' to about 20,000 mm2= s'. The viscosity can be measured by means of, for example, a glass capillary viscometer as set forth in Dow Corning Corporate Test Method CTM0004, July 20, 1970, which is incorporated by reference herein in its entirety.
Preferably, the first and the second polysiloxanes are contained at a level such that the weight ratio of the first polysiloxanes to the second polysiloxanes is preferably from about 1:1 to about 1:10, more preferably from about 1:2 to about 1:9, still more preferably from about 1:4 to about 1:6, in view of delivering better friction reduction and improved clean feel and/or reduced tackiness.
The polyalkylsiloxane mixture is used at a level by weight of the composition of from about 0.5% to about 10%, more preferably from about 2% to about 8%, still more preferably about 3% to about 5% in view of providing reduced friction.
First polyalkylsiloxane The first polysiloxane is non-volatile, and substantially free of amino groups. In the present invention, the first polysiloxanes being "substantially free of amino groups" means that the first polysiloxane contains 0 % of amino groups. The first polysiloxane has a viscosity of from about 100,000 mm2= s' to about 30,000,000 mm2= S-1 at 25 C, preferably from about 300,000 mm2= s"' to about 25,000,000 mm2= s 1, more preferably from about 10,000,000 mm2= S-1 to about 20,000,000 mm2= s'. The first polysiloxane has a molecular weight of preferably from about 100,000 to about 1,000,000, more preferably from about 130,000 to about 800,000, still more preferably from about 230,000 to about 600,000. The first polysiloxane is preferably nonionic.
Preferred first non-volatile polysiloxane useful herein include those with the following structure:

Z8 SI-OjSI-OSi-Z$
193 193 p R93 wherein R93 is alkyl or aryl, and p is an integer from about 1,300 to about 15,000, more preferably from about 1,700 to about 11,000, still more preferably from about 3,000 to about 8,000. Z8 represents groups which block the ends of the silicone chains. The alkyl or aryl groups substituted on the siloxane chain (R93) or at the ends of the siloxane chains Z8 can have any structure as long as the resulting silicone remains fluid at room temperature, is dispersible, is neither irritating, toxic nor otherwise harmful when applied to the hair, is compatible with the other components of the composition, is chemically stable under normal use and storage conditions, and is capable of being deposited on and conditions the hair.
Suitable Z8 groups include hydroxy, methyl, methoxy, ethoxy, propoxy, and aryloxy. The two R93 groups on the silicon atom may represent the same group or different groups. Preferably, the two R93 groups represent the same group. Suitable R93 groups include methyl, ethyl, propyl, phenyl, methylphenyl and phenylmethyl. The preferred silicone compounds are polydimethylsiloxane, polydiethylsiloxane, and polymethylphenylsiloxane. Polydimethylsiloxane, which is also known as dimethicone, is especially preferred. Commercially available these silicone compounds useful herein include, for example, those available from the General Electric Company in their TSF451 series, and those available from Dow Corning in their Dow Corning SH200 series.
The silicone compounds that can be used herein also include a silicone gum.
The term "silicone gum", as used herein, means a polyorganosiloxane material having a viscosity at 25 C
of greater than or equal to 1,000,000 mm2 s'. It is recognized that the silicone gums described herein can also have some overlap with the above-disclosed silicone compounds.
This overlap is not intended as a limitation on any of these materials. The "silicone gums"
will typically have a mass molecular weight in excess of about 165,000, generally between about 165,000 and about 1,000,000. Specific examples include polydimethylsiloxane, poly(dimethylsiloxane methylvinylsiloxane) copolymer, poly(dimethylsiloxane diphenylsiloxane methylvinylsiloxane) copolymer and mixtures thereof. Commercially available silicone gums useful herein include, for example, TSE200A available from the General Electric Company.
Second polyalkylsiloxane The second polysiloxane is non-volatile, and substantially free of amino groups. In the present invention, the second polysiloxane being "substantially free of amino groups" means that the second polysiloxane contains 0% of amino groups. The second polysiloxane has a viscosity of from about 5 mm2= S-1 to about 10,000 mm2= s-1 at 250C, preferably from about 5 mm2= S-1 to about 5,000 mm2= s 1, more preferably from about 10 mm2= s-1 to about 1,000 mm2= s 1, still more preferably from about 20 mm2 = S-1 to about 350 mm2 = S-1. The second polysiloxane has a molecular weight of preferably from about 400 to about 65,000, more preferably from about 800 to about 50,000, still more preferably from about 400 to about 30,000, even more preferably from about 400, to about 15,000. The second polysiloxane is preferably nonionic.
The second polysiloxane is preferably a linear silicone.
Preferred second non-volatile silicone compounds useful herein include polyalkyl or polyaryl siloxanes with the following structure:

I I
Z8 Si-o~SI-O Si-Z$

wherein R93 is alkyl or aryl, and p is an integer from about 7 to about 850, more preferably from about 7 to about 665, still more preferably from about 7 to about 400, even more preferred from about 7 to about 200. Z8 represents groups which block the ends of the silicone chains. The alkyl or aryl groups substituted on the siloxane chain (R93) or at the ends of the siloxane chains Z8 can have any structure as long as the resulting silicone remains fluid at room temperature, is dispersible, is neither irritating, toxic nor otherwise harmful when applied to the hair, is compatible with the other components of the composition, is chemically stable under normal use and storage conditions, and is capable of being deposited on and conditions the hair. Suitable Z8 groups include hydroxy, methyl, methoxy, ethoxy, propoxy, and aryloxy. The two R93 groups on the silicon atom may represent the same group or different groups. Preferably, the two R93 groups represent the same group. Suitable R93 groups include methyl, ethyl, propyl, phenyl, methylphenyl and phenylmethyl. The preferred silicone compounds are polydimethylsiloxane, polydiethylsiloxane, and polymethylphenylsiloxane. Polydimethylsiloxane, which is also known as dimethicone, is especially preferred. Commercially available these silicone compounds useful herein include, for example, those available from the General Electric Company in their TSF451 series, and those available from Dow Corning in their Dow Coming SH200 series.
ADDITIONAL COMPONENTS
5 The composition of the present invention may include other additional components, which may be selected by the artisan according to the desired characteristics of the final product and which are suitable for rendering the composition more cosmetically or aesthetically acceptable or to provide them with additional usage benefits. Such other additional components generally are used individually at levels of from about 0.001% to about 10%, preferably up to 10 about 5% by weight of the composition.
A wide variety of other additional components can be formulated into the present compositions. These include: low melting point oils having a melting point of less than 25 C
including, for example, unsaturated fatty alcohols such as oleyl alcohol and ester oils such as pentaerythritol ester oils; cationic conditioning polymers including, for example, cationic 15 celluloses and cationic guar gums; polyethylene glycols; other conditioning agents such as hydrolysed collagen with tradename Peptein 2000 available from Hormel, vitamin E with tradename Emix-d available from Eisai, panthenol available from Roche, panthenyl ethyl ether available from Roche, hydrolysed keratin, proteins, plant extracts, and nutrients; preservatives such as benzyl alcohol, methyl paraben, propyl paraben and imidazolidinyl urea; pH adjusting agents, such as citric acid, sodium citrate, succinic acid, phosphoric acid, sodium hydroxide, sodium carbonate; salts, in general, such as potassium acetate and sodium chloride; coloring agents, such as any of the FD&C or D&C dyes; perfumes; and sequestering agents, such as disodium ethylenediamine tetra-acetate; ultraviolet and infrared screening and absorbing agents such as octyl salicylate; and antidandruff agents such as zinc pyrithione and salicylic acid.
PRODUCT FORMS
The hair care compositions can be formulated into a variety of product forms, including shampoos, conditioners (both rinse-off and leave-on versions), styling products, and the like. In one embodiment, the hair care compositions include only hair conditioners and do not include shampoos or styling products.
The conditioning compositions of the present invention can be in the form of rinse-off products or leave-on products, and can be formulated in a wide variety of product forms, including but not limited to creams, gels, emulsions, mousses and sprays.
The conditioning composition of the present invention is especially suitable for rinse-off hair conditioner. Such compositions are preferably used by following steps:
(i) after shampooing hair, applying to the hair an effective amount of the conditioning compositions for conditioning the hair; and (ii) then rinsing the hair.

EXAMPLES
The following examples further describeand demonstrate embodiments within the scope of the present invention. The examples are given solely for the purpose of illustration and are not to be construed as limitations of the present invention, as many variations thereof are possible without departing from the spirit and scope of the invention. Where applicable, ingredients are identified by chemical or CTFA name, or otherwise defined below.
[Compositions]
Components Ex.l Ex.2 Ex.3 Ex.4 Ex.5 Ex.6 Ex.7 Ex.8 Aminosilicone-1 *1 3.5 3.5 1.5 0.75 - - - 3 Aminosilicone-2 *2 - - - - 5 3.5 1.0 -PEG/PPG silicone copolyol-1 *3 - - 0.5 - - - 0.2 -PEG/PPG silicone copolyol-2 *4 0.1 0.3 - - - - - 0.25 PEG/PPG silicone copolyol-3 *5 - - - 0.25 - - - -PEG/PPG silicone copolyol-4 *6 - - - - 0.1 - - -PEG/PPG silicone copolyol-5 *7 - - - - - 0.25 - -Dimethicone *8 1.0 1.5 1.5 0.75 - - 0.5 -Dicetyl dimethyl ammonium chloride Behenyl trimethyl ammonium 1.9 2.1 2.0 1.9 2.3 2.6 - -chloride Behenyl trimethyl ammonium - - - - - - 1.5 2.9 methosulfate Cetyl alcohol 1.3 1.2 1.3 1.2 1.5 1.4 1.0 0.9 Stearyl alcohol 3.0 3.0 3.1 3.1 3.7 3.4 2.3 2.1 Preservatives 0.03 0.03 0.3 0.3 0.5 0.5 0.5 0.3 Perfume 0.5 0.5 0.5 0.5 0.35 0.25 0.25 0.25 Panthenol 0.05 0.05 0.05 0.05 - - 0.05 0.05 Panthenyl ethyl ether 0.03 0.03 0.03 0.03 - - 0.05 0.05 Sodium hydroxide 0.05 0.05 0.05 0.05 - 0.015 0.015 -Deionized Water q.s. to 100%

Components Ex.9 Ex.10 Ex.11 Ex.12 Ex.13 Ex.14 Ex.15 CI C2 Aminosilicone-1 *1 3.5 3.5 3.5 0.75 - - 1.5 3.0 3.5 Aminosilicone-2 *2 - - - - 5 3.5 - - -PEG-12 silicone copolyol-1 *9 0.1 - 0.1 - - - 0.25 - -PEG-12 silicone copolyol-2 * 10 - 0.3 - 0.25 0.25 - - - -PEG-12 silicone copolyol-3 *11 - - - - - - - 0.25 0.5 Dimethicone *8 1.0 1.5 - 0.75 - 1.0 0.5 1.0 -Dicetyl dimethyl ammonium chloride Behenyl trimethyl ammonium 2.0 1.9 - - 2.3 2.6 3.9 1.9 -chloride Behenyl trimethyl ammonium - - 1.5 2.9 - - - - 2.9 methosulfate Cetyl alcohol 1.2 1.2 1.0 0.9 1.5 1.4 1.2 1.2 0.9 Stearyl alcohol 3.0 3.0 2.3 2.3 3.7 3.4 2.9 3.1 2.3 Preservatives 0.03 0.03 0.3 0.3 0.5 0.5 0.5 0.5 0.5 Perfume 0.5 0.5 0.5 0.5 0.35 0.25 0.25 0.25 0.4 Panthenol 0.05 0.05 0.05 0.05 - - 0.05 0.05 0.05 Panthenyl ethyl ether 0.03 0.03 0.03 0.03 - - 0.05 0.05 0.03 Sodium hydroxide 0.05 0.05 0.05 0.05 - 0.015 0.015 - -Deionized Water q.s. to 100%

Definitions of Components *1 Aminosilicone-1: Terminal aminosilicone which is available from GE having a viscosity of about 10,000mPa=s, and having following formula:

(R1)aG3_a S1-(-OS1G2)n-(-OSlGb(Rl)2-b)m-O-SiG3-a(Rl)a wherein G is methyl; a is an integer of 1; n is a number from 400 to about 600; m is an integer of 0; Rl is a monovalent radical conforming to the general formula CqH2qL, wherein q is an integer of 3 and L is -NH2 *2 Aminosilicone-2: Terminal aminosilicone which is available from GE having a viscosity of about 230,000mPa=s, and having following formula:

(R1 )aG3-a Si-(-OSiG2)n (-OSiGb(RI)2-b)m-O-SiG3-a(RI)a wherein G is methyl; a is an integer of 1; n is a number from 1,500 to about 1,700; m is an integer of 0; Rl is a monovalent radical conforming to the general formula CqH2qL, wherein q is an integer of 3 and L is -NH2 *3 PEG/PPG silicone copoylol-1: PEG-20/PPG-23 Dimethicone having a tradename Silsoft 440 and having a molecular weight of about 20,000, available from Momentive Silicone *4 PEG/PPG silicone copoylol-2: PEG-20/PPG-23 Dimethicone having a tradename Silsoft 430 and having a molecular weight of about 29,000, available from Momentive Silicone *5 PEG/PPG silicone copoylol-3: PEG-15/PPG-15 Dimethicone having a tradename DC5330 and having a molecular weight of about 20,000, available from Dow Corning *6 PEG/PPG silicone copoylol-4: PEG-17/PPG-18 Dimethicone having a tradename Silsoft DC Q2 5220 and having a molecular weight of about 52,800, available from Dow Corning *7 PEG/PPG silicone copoylol-5: PEG-23/PPG-6 Dimethicone having a tradename Silsoft 475 and having a molecular weight of about 19,000, available from Momentive Silicone *8 Dimethicone: 15%/85% mixture of dimethicone having a viscosity of 18,000,000mPa=s and dimethicone having a viscosity of 200mPa=s *9 PEG-12 silicone copolyol-1: PEG-12 Dimethicone having a tradename DC5324, having an HLB value of about 8.4, molecular weight of about 2,300 and a contact angle of about 17 , available from Dow Corning *10 PEG-12 silicone copolyol-2: PEG-12 Dimethicone having a tradename DC193, having an HLB value of about 12.2, molecular weight of about 3,100 and a contact angle of about 14.8 , available from Dow Corning *11 PEG-12 silicone copolyol-3: PEG-12 Dimethicone having a tradename Silsoft870, having an HLB value of about 13-17, molecular weight of about 2,100 and a contact angle of about 21.3 , available from Momentive Silicone.
Method of Preparation The conditioning compositions of "Ex. 1" through "Ex. 15" as shown above can be prepared by any conventional method well known in the art. They are suitably made as follows:
Cationic surfactants and high melting point fatty compounds are added to water with agitation, and heated to about 80 C. The mixture is cooled down to about 55 C.
Silicone compounds are added to the mixture with agitation at about 55 C. If included, other components such as perfumes and preservatives are added to the mixture with agitation.
Then the mixture is cooled down to room temperature.
Examples I through 15 are hair conditioning compositions of the present invention which are particularly useful for rinse-off use. The embodiments disclosed and represented by the previous "Ex. 1" through "Ex. 15" have many advantages. For example, they provide improved balance between clean feel and dry conditioning benefits, the dry conditioning benefits including, for example, smooth feel and reduced friction.
The dimensions and values disclosed herein are not to be understood as being strictly limited to the exact numerical values recited. Instead, unless otherwise specified, each such dimension is intended to mean both the recited value and a functionally equivalent range surrounding that value. For example, a dimension disclosed as "40 mm" is intended to mean "about 40 mm."
Every document cited herein, including any cross referenced or related patent or application, is hereby incorporated herein by reference in its entirety unless expressly excluded or otherwise limited. The citation of any document is not an admission that it is prior art with respect to any invention disclosed or claimed herein or that it alone, or in any combination with any other reference or references, teaches, suggests or discloses any such invention. Further, to the extent that any meaning or definition of a term in this document conflicts with any meaning or definition of the same term in a document incorporated by reference, the meaning or definition assigned to that term in this document shall govern.
While particular embodiments of the present invention have been illustrated and described, it would be obvious to those skilled in the art that various other changes and modifications can be made without departing from the spirit and scope of the invention. It is therefore intended to cover in the appended claims all such changes and modifications that are within the scope of this invention.

Claims (11)

1. A hair care composition comprising by weight:
(a) from about 0.1% to about 10% of an aminosilicone having a formula:

(R1)aG3-a-Si-(-OSiG2)n-(-OSiG b(R1)2-b)m-O-SiG3-a(R1)a wherein G is hydrogen, phenyl, hydroxy, or C1-C8 alkyl; a is an integer having a value from 1 to 3; b is 0, 1 or 2; n is a number from 1 to 2,000; m is an integer of 0; R1 is a monovalent radical conforming to the general formula CqH2qL, wherein q is an integer having a value from 2 to 8 and L is selected from the following groups: -N(R2)CH2-CH2-N(R2)2; -N(R2)2; -N(R2)3A ; -N(R2)CH2-CH2-NR2H2A ;
wherein R2 is hydrogen, phenyl, benzyl, or a saturated hydrocarbon radical; A is a halide ion.;
(b) from about 0.01 % to about 5% of a silicone copolyol having polyethyleneglycol and polypropylene glycol units, wherein the polyethyleneglycol unit has at least about 6 ethylene glycols to about 50 ethylene glycols and the polypropylene glycol unit has at least about 4.
propylene glycols to about 50 propylene glycols, and wherein the mole ratio of the ethylene glycol and the propylene glycol is from about 1: 0.2 to about 1: 2; and (c) an aqueous carrier.
2. The hair care composition of Claim 1, wherein the polyethyleneglycol unit has at least about 8 ethylene glycols to about 40 ethylene glycols and the polypropylene glycol unit has at least about 6. propylene glycols to about 40 propylene glycols~
3. The hair care composition of Claim 1, wherein the polyethyleneglycol unit has at least about 12 ethylene glycols to about 25 ethylene glycols and the polypropylene glycol unit has at least about 12 propylene glycols to about 25 propylene glycols.
4. The hair care composition of Claim 1, wherein the mole ratio of the ethylene glycol and the propylene glycol is from about 1: 0.25 to about 1: 1.5.
5. The hair care composition of Claim 1, wherein the mole ratio of the ethylene glycol and the propylene glycol is from about 1: 0.75 to about 1: 1.25.
6. The hair care composition of Claim 1, wherein the silicone copolyol has a molecular weight of from about 18000 to about 25000.
7. The hair care composition of Claim 1 wherein the aminosilicone having a formula:
(R1)a G3-a Si-(-OSiG2)n-(-OSiG b(R1)2-b)m-O-S1G3-a(R1)a wherein G is hydrogen, phenyl, hydroxy, or C1-C8 alkyl; a is 1; n is a number from 100 to 1,800;
m is 0; R1 is a monovalent radical conforming to the general formula CqH2qL, wherein q is an integer having a value from 2 to 8 and L is -N(R2)2; wherein R2 is hydrogen, phenyl, benzyl, or a saturated hydrocarbon radical; and A is a halide ion.
8. The hair care composition of Claim 1 wherein L is -N(CH3)2 or -NH2.
9. A hair care composition comprising by weight:
(a) from about 0.1% to about 10% of an aminosilicone;
(b) from about 0.01% to about 5% of PEG-12 Dimethicone having at least one feature selected from the group consisting of:
(i) HLB value of from about 8 to about 13 (ii) molecular weight of from about 2200 to about 3300;
(iii) contact angle of from about 10° to about 20° ; and (c) an aqueous carrier.
wherein the composition is substantially free of anionic surfactants and anionic polymers.
10. The hair care composition of Claim 1 or 9 further comprising: from about 0.1% to about 10% by weight of the composition of a cationic surfactant; and from about 0.1 % to about 20% by weight of the composition of a high melting point fatty compound.
11. The hair care composition of Claim 1 or 9, wherein the composition is a rinse-off conditioner.
CA 2752843 2010-09-29 2011-09-21 Hair care composition comprising aminosilicone and silicone copolyol Pending CA2752843A1 (en)

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