CA2666615A1 - Conditioner formulation - Google Patents
Conditioner formulation Download PDFInfo
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- CA2666615A1 CA2666615A1 CA002666615A CA2666615A CA2666615A1 CA 2666615 A1 CA2666615 A1 CA 2666615A1 CA 002666615 A CA002666615 A CA 002666615A CA 2666615 A CA2666615 A CA 2666615A CA 2666615 A1 CA2666615 A1 CA 2666615A1
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- Prior art keywords
- composition
- functionalized
- bis
- alkoxy
- keratinous fibers
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
- A61K8/89—Polysiloxanes
- A61K8/896—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
- A61K8/898—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/34—Alcohols
- A61K8/342—Alcohols having more than seven atoms in an unbroken chain
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/41—Amines
- A61K8/416—Quaternary ammonium compounds
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/12—Preparations containing hair conditioners
Abstract
Provided is a conditioning formulation, which preferably includes one or more bis-alkoxy-terminated glycol-functionalized aminosilicones, one or more non-functionalized aminosilicones, one or more fatty alcohols, one or more alkyl quaternary ammonium salts, and water. Also provided is a method of conditioning keratinous fibers (e.g., hair), which includes applying to the keratinous fibers an effective amount of the formulation of the present invention and, optionally, removing (e.g., rinsing) at least a portion of the formulation therefrom.
Description
CONDITIONER FORMULATION
BACKGROUND OF THE INVENTION
[0001] Hair, e.g., human hair, becomes soiled primarily due to its contact with the surrounding environinent and fiom the sebum secreted by the scalp. The soiling of hair causes it to have a dirly feel and an unattractive appearance. Consequently, people tend to use shampoo on the hair witli frequent regularity, e.g., to remove excess soil and sebum.
However, shampooing can leave the hair in a wet, tangled, and generally unmanageable state, and often leaves hair in a dry, rough, lusterless, or frizzy condition due to removal of the hair's natural oils and other natural conditioning and moisturizing coinponents. Other sources of hair dainage include subjecting the hair to, e.g., drying, heating, combing, styling, penning, coloring, and exposure to the elements.
BACKGROUND OF THE INVENTION
[0001] Hair, e.g., human hair, becomes soiled primarily due to its contact with the surrounding environinent and fiom the sebum secreted by the scalp. The soiling of hair causes it to have a dirly feel and an unattractive appearance. Consequently, people tend to use shampoo on the hair witli frequent regularity, e.g., to remove excess soil and sebum.
However, shampooing can leave the hair in a wet, tangled, and generally unmanageable state, and often leaves hair in a dry, rough, lusterless, or frizzy condition due to removal of the hair's natural oils and other natural conditioning and moisturizing coinponents. Other sources of hair dainage include subjecting the hair to, e.g., drying, heating, combing, styling, penning, coloring, and exposure to the elements.
[0002] Hair conditioners are often employed to restore dainage to the hair caused by shainpooing and other causes. Many different approaches have been developed to condition the hair. A cornm.on method of conditioning hair is by applying conditioning compositions, which include agents such as cationic surfactants and polymers, fatty compounds, oils, and silicone compounds. However, conventional conditioners can suffer from a number of drawbacks. For instance, it is difficult to formulate a conditioner, particularly a conditioner with a high fatty alcohol content, which remains stable under fieeze-thaw conditions and/or elevated storage teinperatures, and yet exhibits excellent conditioning properties such as, e.g., hair shine, softness, dry hair smoothness, hair strand aligninent, and ease of combing.
[0003] A need exists for conditioning foimulations, which are stable under freeze-thaw conditions and/or under elevated storage conditions, and yet exhibit excellent conditioning properties, e.g., hair shine, softness, dry hair smoothness, hair strand alignment (e.g., to minimize frizziness), and ease of combing. There is also a need for methods of using such fonnulations. The present invention provides such forinulations and methods.
BRIEF SUMMARY OF THE INVENTION
BRIEF SUMMARY OF THE INVENTION
[0004] The present invention provides a conditioning forinulation, wlzich can be used as a rinse-off conditioner for treating keratinous fibers. In one embodiment, the present invention provides a composition, which includes one or more bis-alkoxy-terminated glycol-functionalized aminosilicones, one or more non-functionalized aminosilicones, one or more fatty alcohols, one or more alkyl quaternary ammonium salts, and water. The compositions of the present invention exhibit stable emulsion properties under freeze-thaw conditions andlor under conditions of storage at elevated temperature. In addition, the compositions of the present invention, when applied to the hair (e.g., as a rinse-off conditioner) impart hair with a silky wet feel.
[0005] The present invention also provides a method of conditioning keratiulous fibers, which preferably includes applying to the keratinous fibers a conditioning-effective a.inount of the foimulation of the present invention. The keratinous fibers can include mairnnalian hair, e.g., human hair.
DETAILED DESCRIPTION OF THE INVENTION
DETAILED DESCRIPTION OF THE INVENTION
[0006] The present invention provides a conditioning formulation, which can be used as a rinse-off conditioner, e.g., for treating keratinous fibers, and which is stable iuzder freeze-thaw conditions and/or under conditions of storage at elevated temperature. In one embodiment, the present invention provides a composition, which includes one or more bis-alkoxy-tenninated glycol-fun.ctionalized aminosilicones, one or more non-functionalized aininosilicones, one or more fatty alcohols, one or more alkyl quatemary ammonium salts, and water.
[0007] Any suitable bis-alkoxy-tenninated glycol-functionalized aminosilicone, wluch includes combinations of one or more bis-allcoxy-terminated glycol-functionalized aininosilicones, can be used in the composition of the present invention.
Suitable bis-alkoxy-terminated glycol-functionalized alninosilicones can include, e.g., one or more bis-C13-C15-allcoxy-tenninated glycol-fiuictionalized aminosilicones. For instance, the bis-alkoxy-terminated glycol-functionalized aininosilicones can include one or more bis-C13-C1s-alkoxy-teiminated propylene glycol-functionalized aminosilicones. Exeinplary bis-alkoxy-teiminated glycol-functionalized aminosilicones include one or more copolymers of the formula (I):
R-O Si-O Si-O R
I
x y N OH
OH
OH
(I), wherein each R is independently a C13-Cr5 allcyl, x is from about 25 to about 1000, and y is from 1 to about 200, and x and y preferably are chosen such that the nitrogen content exceeds 0.5%. Suitable bis-alkoxy-ten.n.inated glycol-functionalized aminosilicones also are described, e.g., in WO 03/066007. A particularly prefeiTed bis-allcoxy-terminated glycol-functionalized aininosilicone of foimula (I) is commercially is a product that is sold by Dow Corning under the trademark DC-8500TM
Suitable bis-alkoxy-terminated glycol-functionalized alninosilicones can include, e.g., one or more bis-C13-C15-allcoxy-tenninated glycol-fiuictionalized aminosilicones. For instance, the bis-alkoxy-terminated glycol-functionalized aininosilicones can include one or more bis-C13-C1s-alkoxy-teiminated propylene glycol-functionalized aminosilicones. Exeinplary bis-alkoxy-teiminated glycol-functionalized aminosilicones include one or more copolymers of the formula (I):
R-O Si-O Si-O R
I
x y N OH
OH
OH
(I), wherein each R is independently a C13-Cr5 allcyl, x is from about 25 to about 1000, and y is from 1 to about 200, and x and y preferably are chosen such that the nitrogen content exceeds 0.5%. Suitable bis-alkoxy-ten.n.inated glycol-functionalized aminosilicones also are described, e.g., in WO 03/066007. A particularly prefeiTed bis-allcoxy-terminated glycol-functionalized aininosilicone of foimula (I) is commercially is a product that is sold by Dow Corning under the trademark DC-8500TM
[0008] Any suitable non-functionalized aininosilicone, which includes combinations of one or more non-fimctionalized aininosilicones, can be used in the conditioner formulation of the present invention. For exainple, suitable non-functionalized aminosilicones can include one or more compounds of the formula (II):
(H3 r?H3 1H3 1H3 H3C-ii-O il 0 ii-0 ii-CH 3 CH 3 (iH 2)3 CH 3 CH 3 Y
NH, x, (11), wherein the x':y' ratio is about 1:50, and the molecular weight of the coinpound is at least about 16,000. Compounds of the foimula (II), as defined above, are a particularly preferred class of non-functionalized aininosilicones for use in the conditioner formulation of the present invention. An exeinplary non-functionalized aminosilicone of formula II is sold by Ciba Specialty Chemicals under the trademark Tinocare0 Si Al. See also US
2003/0157049.
(H3 r?H3 1H3 1H3 H3C-ii-O il 0 ii-0 ii-CH 3 CH 3 (iH 2)3 CH 3 CH 3 Y
NH, x, (11), wherein the x':y' ratio is about 1:50, and the molecular weight of the coinpound is at least about 16,000. Compounds of the foimula (II), as defined above, are a particularly preferred class of non-functionalized aininosilicones for use in the conditioner formulation of the present invention. An exeinplary non-functionalized aminosilicone of formula II is sold by Ciba Specialty Chemicals under the trademark Tinocare0 Si Al. See also US
2003/0157049.
[0009] Suitable non-functionalized aminosilicones also can include one or more coinpounds of the formula (III):
iH3 [H3 iH3 iH3 1 iH3 ii-0 ii-OCH2CH3 CH 3 CH 3 Xõ (iH 2)3 (CH 2)3 2)3 CH 3 i NH2 Z
(IH2)2 n ( iHCH3 m OCH3 y (III), wlzerein x" is from about 20 to about 100, y" from about 2 to about 10, z" is from 1 to about 5, m is from about 3 to about 5, aiid n is from about 5 to about 9. An exeinplary non-functionalized aminosilicone of formula (III) is a product sold by Degussa under the trademark ABIL Soft AF 100.
iH3 [H3 iH3 iH3 1 iH3 ii-0 ii-OCH2CH3 CH 3 CH 3 Xõ (iH 2)3 (CH 2)3 2)3 CH 3 i NH2 Z
(IH2)2 n ( iHCH3 m OCH3 y (III), wlzerein x" is from about 20 to about 100, y" from about 2 to about 10, z" is from 1 to about 5, m is from about 3 to about 5, aiid n is from about 5 to about 9. An exeinplary non-functionalized aminosilicone of formula (III) is a product sold by Degussa under the trademark ABIL Soft AF 100.
[0010] Suitable non-functionalized aminosilicones also can include one or more polyoxyalkylenated aminosilicone polyiners of the (AB)õ type, wherein A is a polysiloxane block and B is a polyoxyallcylenated block, coinprising repeating units of the formulae:
[SiMe2-O-(SiMe2O),,"'SiMe2-R'-N(H)-R"-O(CZH4O)a (C3H60)b-R"-N(H)-R' -], wlzerein: (i) a is from about 1 to about 200, (ii) b is from 0 to about 200, (iii) each R', which may be identical or different, is a divalent organic group which is lii-Aced to the adjacent silicon atom via a carbon-silicon bond and to the nitrogen atom, (iv) each R", which may be identical or different, is a divalent organic group which is linlced to the adjacent oxygen atom via a carbon-oxygen bond and to the nitrogen atom, and (v) x"' is cllosen such that the siloxane block represents between 50 and 95 mol % relative to the total weight of the polyoxyallcylenated aminosilicone polymer. Non-functionalized polyoxyallcylenated aminosilicone polymer of the (AB)õ type are described in U.S. Patent No.
6,589,519. An exeinplary non-functionalized polyoxyallcylenated aminosilicone polymer of the (AB)õ type is sold by GE Silicones under the trade name Silsoft A-843.
[SiMe2-O-(SiMe2O),,"'SiMe2-R'-N(H)-R"-O(CZH4O)a (C3H60)b-R"-N(H)-R' -], wlzerein: (i) a is from about 1 to about 200, (ii) b is from 0 to about 200, (iii) each R', which may be identical or different, is a divalent organic group which is lii-Aced to the adjacent silicon atom via a carbon-silicon bond and to the nitrogen atom, (iv) each R", which may be identical or different, is a divalent organic group which is linlced to the adjacent oxygen atom via a carbon-oxygen bond and to the nitrogen atom, and (v) x"' is cllosen such that the siloxane block represents between 50 and 95 mol % relative to the total weight of the polyoxyallcylenated aminosilicone polymer. Non-functionalized polyoxyallcylenated aminosilicone polymer of the (AB)õ type are described in U.S. Patent No.
6,589,519. An exeinplary non-functionalized polyoxyallcylenated aminosilicone polymer of the (AB)õ type is sold by GE Silicones under the trade name Silsoft A-843.
[0011] Any suitable fatty alcohol, which includes combinations of one or more fatty alcohols, can be used in the formulation of the present invention. Fatty alcohols used in forinulation of the present invention preferably have from about 12 to about 20 carbon atoms, and more preferably include one or more C16-C18 alcohols. Non-limiting exainples of fatty alcohols include, e.g., cetyl alcohol, stearyl alcohol, and coinbinations thereof. The formulation of the present invention preferably includes from about 3.0 wt% to about 8.0 wt% of one or more fatty alcohols (relative to the total weight of the formulation), and more preferably from about 4.0 wt% to about 7.0 wt% of one or more fatty alcohols, and most preferably from about 5.0 wt% to about 6.0 wt% of one or more fatty alcohols.
[0012] Any suitable quaternary arrnnonium salt, which includes combinations of one or more allcyl quaternary ammonium salts, can be used in the formulation of the present invention. Suitable allcyl quaternary aminonium salts can include, for exanlple, compounds of the general formula (IV):
+
Rz [R1___R31 1XI
Rq (IV), wherein Rl and R2 are the same or different and each is a linear or branched aliphatic substituent containing from 1 to about 30 carbon atoms, and R3 and R4 are the same or different and each is a linear or branched alkyl substituent containing from 1 to about 3 carbon atoms or an aralkyl substituent contaiiiing at least 7 carbon atoms, and X is an anion (e.g., halide (e.g., chloride, bromide), sulfate, sulfonate, phosphate, phosphonate, and the like). See also, e.g., US 2003/0157049. Preferred allcyl quatemary ammonium salts of general formula (IV) include one or more compounds of formula (IV), wllerein at least one of Ri aaid R2 is an alkyl chain having at least about 16 carbon atoms. Exemplary alkyl quaternary ainmonium salts, which can be used in the foimulation of the present invention, include stearyl dimethyl benzyl ammonium cl-Aoride, cetrimonium chloride (e.g., Varisoft 300, sold by Degussa), and combinations thereof. The formulation of the present invention preferably includes one or more allcyl quaternary aminonium salts in an amount of from about 1.5 wt% to about 2.5 wt% (based on the total weight of the fonnulation).
+
Rz [R1___R31 1XI
Rq (IV), wherein Rl and R2 are the same or different and each is a linear or branched aliphatic substituent containing from 1 to about 30 carbon atoms, and R3 and R4 are the same or different and each is a linear or branched alkyl substituent containing from 1 to about 3 carbon atoms or an aralkyl substituent contaiiiing at least 7 carbon atoms, and X is an anion (e.g., halide (e.g., chloride, bromide), sulfate, sulfonate, phosphate, phosphonate, and the like). See also, e.g., US 2003/0157049. Preferred allcyl quatemary ammonium salts of general formula (IV) include one or more compounds of formula (IV), wllerein at least one of Ri aaid R2 is an alkyl chain having at least about 16 carbon atoms. Exemplary alkyl quaternary ainmonium salts, which can be used in the foimulation of the present invention, include stearyl dimethyl benzyl ammonium cl-Aoride, cetrimonium chloride (e.g., Varisoft 300, sold by Degussa), and combinations thereof. The formulation of the present invention preferably includes one or more allcyl quaternary aminonium salts in an amount of from about 1.5 wt% to about 2.5 wt% (based on the total weight of the fonnulation).
[0013] Water preferably serves as an aqueous carrier or vehicle in the conditioning formulation of the present invention. Any suitable quantity of water can be used in the formulation of the presen.t invention, e.g., from about 60 wt% to about 95 wt%
water (e.g., from about 85% to about 95% water). Preferably, the foimulation of the present invention includes from about 60 wt% water to about 90 wt% water, and more preferably from about 70 wt% water to about 90 wt% water, and most preferably from about 80 wt%
water to about 90 wt% water. Preferably, deionized water is used in the formulation of the present invention.
water (e.g., from about 85% to about 95% water). Preferably, the foimulation of the present invention includes from about 60 wt% water to about 90 wt% water, and more preferably from about 70 wt% water to about 90 wt% water, and most preferably from about 80 wt%
water to about 90 wt% water. Preferably, deionized water is used in the formulation of the present invention.
[0014] The formulation of the present invention can further include one or more silicones. Suitable silicones can include, for example, volatile silicones (e.g., one or more cyclomethicones, one or more volatile linear silicones, and combinations thereof) and non-volatile silicones (e.g., non-volatile linear silicones, e.g., non-volatile dimethicones), and combinations thereof. Exemplary volatile cyclic silicones include cyclomethicones having from 3 to 7 silicon atoms (e.g., as dimethylsiloxane units), e.g., fiom 4 to 5 silicon atoms (e.g., as dimethylsiloxane units). Exemplary volatile linear silicones include linear silicones having from 2 to about 9 silicon atoms (e.g., as dimethylsiloxane units).
Preferably, the silicone used in the foimulation of the present invention includes a combination of at least one non-volatile silicone and at least one volatile silicone. Exemplary silicones, which can be used in the fonnulation of the present invention, include one or more dimetlzicones, one or more hydroxyl-terminated dimethicones, one or more cyclomethicones, and combinations thereof. Exemplary silicones also include polydimethyl siloxanes end-capped with dimethylsilanol groups (e.g., dimethiconol according to the CTFA naine). In one embodiment, the coinposition of the present invention includes a blend of cyclomethicone, dimethiconol, and dimethicone.
Preferably, the silicone used in the foimulation of the present invention includes a combination of at least one non-volatile silicone and at least one volatile silicone. Exemplary silicones, which can be used in the fonnulation of the present invention, include one or more dimetlzicones, one or more hydroxyl-terminated dimethicones, one or more cyclomethicones, and combinations thereof. Exemplary silicones also include polydimethyl siloxanes end-capped with dimethylsilanol groups (e.g., dimethiconol according to the CTFA naine). In one embodiment, the coinposition of the present invention includes a blend of cyclomethicone, dimethiconol, and dimethicone.
[0015] The formulation of the present invention also can include one or more fatty esters. Suitable fatty esters can include, for example, fatty esters of one or more polyhydric alcohol esters and combinations of one or more of such fatty esters. An exemplary polyllydric alcohol fatty ester is glyceryl monostearate.
[0016] The fonnulation of the present invention also can include one or more components in addition to those described above, such as, e.g., ingredients that are commonly used in formulating hair conditioners. Such additional components can include, for example, one or more thickeners, one or more preservatives, one or more fragrances, or a combination thereof, or any other ingredients that can be incorporated in.to the fonnulation of the present invention to adjust or enhance formulation characteristics such as, e.g., texture, thickness, appearance, fragrance, aiid the like.
[0017] The present invention further provides a method of conditioning keratinous fibers, which preferably includes applying to the keratinous fibers a conditioning-effective amount of the formulation of the present invention. The keratinous fibers can include mammalian hair, e.g., human hair. The fonnulation can be applied in any suitable manner, e.g., by working the composition tlirough hair, e.g., with the hands and fmgers or with a suitable implement such as, e.g., a comb or brush, to ensure good coverage.
The composition can be left on the hair for any suitable length of time, e.g., to allow the composition to be incorporated into the hair shaft. The formulation of the present invention can be applied to dry hair, wet hair or damp hair, e.g., following shampooiuig, and can be left on the hair for, e.g., from about 10 seconds to about 5 ininutes or longer if desired.
Following application, the formulation can be removed, e.g., by rinsing with water sufficiently to remove at least a portion of the foimulation, e.g., to remove any excess conditioner formulation, which is not incorporated into the hair shaft.
The composition can be left on the hair for any suitable length of time, e.g., to allow the composition to be incorporated into the hair shaft. The formulation of the present invention can be applied to dry hair, wet hair or damp hair, e.g., following shampooiuig, and can be left on the hair for, e.g., from about 10 seconds to about 5 ininutes or longer if desired.
Following application, the formulation can be removed, e.g., by rinsing with water sufficiently to remove at least a portion of the foimulation, e.g., to remove any excess conditioner formulation, which is not incorporated into the hair shaft.
[0018] The following example further illustrates the invention but, of course, should not be construed as in any way limiting its scope.
[0019] This example illustrates a process for preparing an exeinplaty colnposition of the present invention.
[0020] The list of ingredients and the amount of each ingredient (in wt%
relative to the total weight of the composition) of Hair Conditioning Coinpositions 1 A, 1 B, 1 C are summarized in Table 1. The preparation of Hair Conditioning Compositions lA, 1B, and 1C
consists of a three-part process. Deionized water is placed in an appropriately sized vessel and heated, with stiiTing, to 80 C. Disodium EDTA is then added. When the teinperature reaches 60 C cetyl alcohol, stearyl alcohol, glyceryl stearate, stearalkoniurn cl-Aoride, cetrimoniuln chloride, and the bis-alkoxy-terminated glycol functionalized aininosilicone are added. Next, the non-fiuictionalized aminosilicone is added and is mixed at high speed at a teinperature of 80 C for 25 minutes. After mixing for 25 minutes, the mixture is cooled to 50 C and the pre-blend of silicones is added. This is then mixed at high speed at 50 C for 20 minutes. Next, another portion of water is added and is followed by the addition of DMDM hydantoin. Finally, when the mixture has cooled to 42 C to 44 C, the fragrance is added to the mixture.
Table 1 Hair Conditioning Composition lA (wt.%) 1B (wt.%) 1C (wt.%) Water 86.90 87.40 86.90 Disodium EDTA 0.05 0.05 0.05 Cetyl Alcohol 3.50 3.50 3.50 Stearyl Alcohol 2.00 1.50 2.00 Glyceryl Stearate 0.60 0.60 0.60 Stearalkonium Chloride 0.60 0.60 0.60 Cetrimonium Chloride (30%) 1.30 1.30 1.30 Dow Corning 8500 1.00 1.00 1.00 Abil Soft AF-100 0.50 0.00 0.00 Ciba Tinocare SA-1 0.00 0.50 0.50 Dimethicone 1.00 1.00 1.00 Cyclomethicone 2.00 2.00 0.00 Cyclomethicone & Dimethiconol blend 0.00 0.00 2.00 DMDM Hydantoin 0.20 0.20 0.20 Fragrance 0.35 0.35 0.35 [0021] The formulations impart a sillcy wet feel to hair when applied as a rinse off conditioner and exhibit good einulsion stability under freeze-thaw conditions and/or under conditions of storage at elevated temperature (as further described in Examples 2 and 3 herein).
relative to the total weight of the composition) of Hair Conditioning Coinpositions 1 A, 1 B, 1 C are summarized in Table 1. The preparation of Hair Conditioning Compositions lA, 1B, and 1C
consists of a three-part process. Deionized water is placed in an appropriately sized vessel and heated, with stiiTing, to 80 C. Disodium EDTA is then added. When the teinperature reaches 60 C cetyl alcohol, stearyl alcohol, glyceryl stearate, stearalkoniurn cl-Aoride, cetrimoniuln chloride, and the bis-alkoxy-terminated glycol functionalized aininosilicone are added. Next, the non-fiuictionalized aminosilicone is added and is mixed at high speed at a teinperature of 80 C for 25 minutes. After mixing for 25 minutes, the mixture is cooled to 50 C and the pre-blend of silicones is added. This is then mixed at high speed at 50 C for 20 minutes. Next, another portion of water is added and is followed by the addition of DMDM hydantoin. Finally, when the mixture has cooled to 42 C to 44 C, the fragrance is added to the mixture.
Table 1 Hair Conditioning Composition lA (wt.%) 1B (wt.%) 1C (wt.%) Water 86.90 87.40 86.90 Disodium EDTA 0.05 0.05 0.05 Cetyl Alcohol 3.50 3.50 3.50 Stearyl Alcohol 2.00 1.50 2.00 Glyceryl Stearate 0.60 0.60 0.60 Stearalkonium Chloride 0.60 0.60 0.60 Cetrimonium Chloride (30%) 1.30 1.30 1.30 Dow Corning 8500 1.00 1.00 1.00 Abil Soft AF-100 0.50 0.00 0.00 Ciba Tinocare SA-1 0.00 0.50 0.50 Dimethicone 1.00 1.00 1.00 Cyclomethicone 2.00 2.00 0.00 Cyclomethicone & Dimethiconol blend 0.00 0.00 2.00 DMDM Hydantoin 0.20 0.20 0.20 Fragrance 0.35 0.35 0.35 [0021] The formulations impart a sillcy wet feel to hair when applied as a rinse off conditioner and exhibit good einulsion stability under freeze-thaw conditions and/or under conditions of storage at elevated temperature (as further described in Examples 2 and 3 herein).
[0022] This example illustrates the stability of exemplary fonnulations of the present invention. Composition 2A was prepared as described in Example 1. When submitted to a succession of three freeze-thaw cycles, composition 2A remained integrated.
One freeze-thaw cycle consists of freezing the sample overniglzt in a fieezer set at -20 C and letting the sample warm up to room temperature. After three fieeze-thaw cycles, compositions 1A, 1B, 1 C, and 2A show no visible phase separation (whereas comparative compositions laclcing an allcyl quaternary ammonium salt separate into two visible phases).
Table 2 Hair Conditioning Com osition 2A (wt.%) Water 86.90 Disodium EDTA 0.05 Cetyl Alcohol 3.50 Stearyl Alcohol 2.00 Glyceryl Stearate 0.60 Stearalkonium Chloride 0.60 Cetrimonium Chloride 1.30 Dow Corning 8500 1.50 Silsoft A-843 0.50 Dimethicone 1.00 Cyclomethicone 1.50 DMDM Hydantoin 0.20 Fragrance 0.35 [0023] This example illustrates the stability of exemplary formulations of the present invention at elevated storage temperatures. Compositions 1A, 1B, 1C, 2A, 3A
and 3B (as described in Exainple 4) were stored at 45 C for 2 weeks and showed no sign of separation.
One freeze-thaw cycle consists of freezing the sample overniglzt in a fieezer set at -20 C and letting the sample warm up to room temperature. After three fieeze-thaw cycles, compositions 1A, 1B, 1 C, and 2A show no visible phase separation (whereas comparative compositions laclcing an allcyl quaternary ammonium salt separate into two visible phases).
Table 2 Hair Conditioning Com osition 2A (wt.%) Water 86.90 Disodium EDTA 0.05 Cetyl Alcohol 3.50 Stearyl Alcohol 2.00 Glyceryl Stearate 0.60 Stearalkonium Chloride 0.60 Cetrimonium Chloride 1.30 Dow Corning 8500 1.50 Silsoft A-843 0.50 Dimethicone 1.00 Cyclomethicone 1.50 DMDM Hydantoin 0.20 Fragrance 0.35 [0023] This example illustrates the stability of exemplary formulations of the present invention at elevated storage temperatures. Compositions 1A, 1B, 1C, 2A, 3A
and 3B (as described in Exainple 4) were stored at 45 C for 2 weeks and showed no sign of separation.
[0024] This example demonstrates the improved conditioning perfonnance of an exelnplary fonnulation of the present invention. Compositions 3A and 3B were prepared as described in Example 1 and are described in Table 3.
Table 3 Hair Conditioning Composition 3A (wt.%) 3B (wt.%) Water 88.90 86.90 Disodium EDTA 0.05 0.05 Cetyl Alcohol 3.50 3.50 Stearyl Alcohol 2.50 2.00 Glyceryl Stearate 0.60 0.60 Stearalkonium Chloride 0.60 0.60 Cetrimonium Chloride (30%) 1.30 1.30 Dow Corning 8500 1.50 1.00 Silsoft A-843 0.50 Ciba Tinocare SA-1 0.50 Dimethicone 1.00 Cyclomethicone Cyclomethicone & Dimethiconol blend 2.00 DMDM Hydantoin 0.20 0.20 Fragrance 0.35 0.35 [0025] Composition 3B has been tested blind in a Home Use consumer test. The results found that composition 3B provided excellent results in product feel, product application, and the product's conditioniuig characteristics such as wet coinbing, dry combing, softness and shine.
Table 3 Hair Conditioning Composition 3A (wt.%) 3B (wt.%) Water 88.90 86.90 Disodium EDTA 0.05 0.05 Cetyl Alcohol 3.50 3.50 Stearyl Alcohol 2.50 2.00 Glyceryl Stearate 0.60 0.60 Stearalkonium Chloride 0.60 0.60 Cetrimonium Chloride (30%) 1.30 1.30 Dow Corning 8500 1.50 1.00 Silsoft A-843 0.50 Ciba Tinocare SA-1 0.50 Dimethicone 1.00 Cyclomethicone Cyclomethicone & Dimethiconol blend 2.00 DMDM Hydantoin 0.20 0.20 Fragrance 0.35 0.35 [0025] Composition 3B has been tested blind in a Home Use consumer test. The results found that composition 3B provided excellent results in product feel, product application, and the product's conditioniuig characteristics such as wet coinbing, dry combing, softness and shine.
[0026] Comparative compositions were prepared, which lacked the bis-allcoxy-termiuiated glycol-functionalized aminosilicone, non-functionalized aminosilicone, and the cyclomethicone/dimethicone blend (coinparative composition A) and which lacked the cyclomethicone/dimethicone blend but otherwise contained the bis-alkoxy-terminated glycol-functionalized aminosilicone and non-functionalized aminosilicone (comparative coinposition B). Composition B exhibited an improvelnent in conditioning performance over comparative composition A, and composition 3A exhibited an iinproveinent in conditioning perfoimance over coinpa.rative composition B, on bleached blond 5 gin tresses (purchased from International Hair Ilnporter). The tresses are first shampooed twice with V05 Norinal shampoo and rinsed under tap warm (35-40 C) water then conditioned with 1.5 ml of conditioner. Progressive improvement in the sliclcness feel during the application as well as the feel and ease of wet and dry combing is observed from coinparative composition A, to comparative coinposition B, to composition 3A. The results show an increased conditioner performauce upon the addition of the atnodiunethicone to the formulation.
Foimulation 3A
outperfoimed coinparative composition B, a fonnulation that included non-functionalized silicones but did not contain any amodimethicones. Botll fonnulations 3A and comparative composition B outperformed comparative composition A, wliich contained neither an amodimethicone nor a non-funcitonalized silicone.
Foimulation 3A
outperfoimed coinparative composition B, a fonnulation that included non-functionalized silicones but did not contain any amodimethicones. Botll fonnulations 3A and comparative composition B outperformed comparative composition A, wliich contained neither an amodimethicone nor a non-funcitonalized silicone.
[0027] All references, including publications, patent applications, and patents, cited herein are hereby incorporated by reference to the same extent as if each reference were individually and specifically indicated to be incorporated by reference and were set forth in its entirety herein.
[0028] The use of the terms "a" and "an" and "the" and similar referents in the context of describing the invention (especially in the context of the following claims) are to be construed to cover both the singular and the plural, unless otherwise indicated herein or clearly contradicted by context. The terms "colnprising," "having,"
"including," and "containing" are to be constru.ed as open-ended telms (i.e., meaning "including, but not limited to,") unless otherwise noted. Recitation of ranges of values herein are merely intended to serve as a shortlland method of referring individually to each separate value falling witliin the range, w.lless otherwise uldicated herein, and each separate value is incorporated into the specification as if it were individually recited herein.
All methods described herein can be performed in any suitable order unless otherwise indicated herein or otlierwise clearly contradicted by context. The use of any and all examples, or exeinplary language (e.g., "such as") provided herein, is intended merely to better illuminate the invention and does not pose a limitation on the scope of the invention unless otherwise claimed. No language in the specification should be construed as indicating any non-claimed element as essential to the practice of the invention.
"including," and "containing" are to be constru.ed as open-ended telms (i.e., meaning "including, but not limited to,") unless otherwise noted. Recitation of ranges of values herein are merely intended to serve as a shortlland method of referring individually to each separate value falling witliin the range, w.lless otherwise uldicated herein, and each separate value is incorporated into the specification as if it were individually recited herein.
All methods described herein can be performed in any suitable order unless otherwise indicated herein or otlierwise clearly contradicted by context. The use of any and all examples, or exeinplary language (e.g., "such as") provided herein, is intended merely to better illuminate the invention and does not pose a limitation on the scope of the invention unless otherwise claimed. No language in the specification should be construed as indicating any non-claimed element as essential to the practice of the invention.
[0029] Preferred einbodiments of this invention are described herein, including the best mode lalown to the inventors for carrying out the invention. Variations of those preferred einbodiments may become apparent to those of ordinary slcill in the art upon reading the foregoing description. The inventors expect slcilled artisans to eznploy such variations as appropriate, and the inventors intend for the invention to be practiced otherwise than as specifically described herein. Accordingly, this invention includes all modifications and equivalents of the subject matter recited in the claims appended hereto as peimitted by applicable law. Moreover, any combination of the above-described elements in all possible variations tllereof is encompassed by the invention unless otherwise indicated herein or otherwise clearly contradicted by context.
Claims (19)
1. A conditioning composition comprising one or more bis-alkoxy-terminated glycol-functionalized aminosilicones, one or more non-functionalized aminosilicones, one or more fatty alcohols, one or more alkyl quaternary ammonium salts, and water.
2. The composition of claim 1, wherein the one or more bis-alkoxy-terminated glycol-functionalized aminosilicones comprises a bis-C13-C15-alkoxy-terminated glycol-functionalized aminosilicone.
3. The composition of claim 1, wherein the one or more bis-alkoxy-terminated glycol-functionalized aminosilicones comprises a bis-C13-C15-alkoxy-terminated propylene glycol-functionalized aminosilicone.
4. The composition of claim 1, wherein the one or more bis-alkoxy-terminated glycol-functionalized aminosilicones comprises a copolymer of the formula:
wherein each R is independently a C13-C15 alkyl, x is from about 25 to about 1000, and y is from 1 to about 200, and x and y are chosen such that the nitrogen content is greater than about 0.5%.
wherein each R is independently a C13-C15 alkyl, x is from about 25 to about 1000, and y is from 1 to about 200, and x and y are chosen such that the nitrogen content is greater than about 0.5%.
5. The composition of claim 1, wherein the one or more non-functionalized aminosilicones comprises:
a compound of the formula:
wherein the x':y' ratio is about 1:50, and the molecular weight of the compound is at least about 16,000;
a compound of the formula:
wherein x" is from about 20 to about 100, y" from about 2 to about 10, z" is from 1 to about 5, m is from about 3 to about 5, and n is from about 5 to about 9;
a polyoxyalkylenated aminosilicone polymer of the (AB)n type, wherein A is a polysiloxane block and B is a polyoxyalkylenated block, comprising repeating units of the formulae: [SiMe2-O-(SiMe2O)x,,,SiMe2-R'-N(H)-R"-O(C2H4O)a-(C3H6O)b-R"-N(H)-R'-], wherein:
a is from about 1 to about 200, b is from 0 to about 200, R', which may be identical or different, is a divalent organic group which is linked to the adjacent silicon atom via a carbon-silicon bond and to the nitrogen atom, R", which may be identical or different, is a divalent organic group which is linked to the adjacent oxygen atom via a carbon-oxygen bond and to the nitrogen atom, and x''' is chosen such that the siloxane block represents between 50 and 95 mol %
relative to the total weight of the polyoxyalkylenated aminosilicone polymer;
or a combination thereof.
a compound of the formula:
wherein the x':y' ratio is about 1:50, and the molecular weight of the compound is at least about 16,000;
a compound of the formula:
wherein x" is from about 20 to about 100, y" from about 2 to about 10, z" is from 1 to about 5, m is from about 3 to about 5, and n is from about 5 to about 9;
a polyoxyalkylenated aminosilicone polymer of the (AB)n type, wherein A is a polysiloxane block and B is a polyoxyalkylenated block, comprising repeating units of the formulae: [SiMe2-O-(SiMe2O)x,,,SiMe2-R'-N(H)-R"-O(C2H4O)a-(C3H6O)b-R"-N(H)-R'-], wherein:
a is from about 1 to about 200, b is from 0 to about 200, R', which may be identical or different, is a divalent organic group which is linked to the adjacent silicon atom via a carbon-silicon bond and to the nitrogen atom, R", which may be identical or different, is a divalent organic group which is linked to the adjacent oxygen atom via a carbon-oxygen bond and to the nitrogen atom, and x''' is chosen such that the siloxane block represents between 50 and 95 mol %
relative to the total weight of the polyoxyalkylenated aminosilicone polymer;
or a combination thereof.
6. The composition of claim 5, wherein the one or more non-functionalized aminosilicones comprises a compound of the formula:
7. The composition of claim 1, wherein the one or more fatty alcohols comprises one or more C12-C20 alcohols.
8. The composition of claim 1, wherein the one or more fatty alcohols comprises one or more C16-C18 alcohols.
9. The composition of claim 1, wherein the one or more fatty alcohols comprises cetyl alcohol, stearyl alcohol or a combination thereof.
10. The composition of claim 1, wherein the one or more fatty alcohols are present in the composition in an amount of from about 5.0 wt% to about 6.0 wt%.
11. The composition of claim 1, wlierein the one or more alkyl quaternary ammonium salts comprises a compound of the formula:
wherein R1 and R2 are the same or different and each is a linear or branched aliphatic substituent containing from 1 to about 30 carbon atoms, and R3 and R4 are the same or different and each is a linear or branched alkyl substituent containing from 1 to about 3 carbon atoms or an aralkyl substituent containing at least 7 carbon atoms, and X is an anion.
wherein R1 and R2 are the same or different and each is a linear or branched aliphatic substituent containing from 1 to about 30 carbon atoms, and R3 and R4 are the same or different and each is a linear or branched alkyl substituent containing from 1 to about 3 carbon atoms or an aralkyl substituent containing at least 7 carbon atoms, and X is an anion.
12. The composition of claim 1, comprising from about 60 wt% to about 95 wt%
water.
water.
13. The composition of claim 1, further comprising one or more dimethicones, one or more hydroxyl-terminated dimethicones, one or more cyclomethicones, or a combination thereof.
14. The composition of claim 1, further comprising one or more fatty esters.
15. The composition of claim 1, further comprising one or more thickeners, one or more preservatives, one or more fragrances, or a combination thereof.
16. A method of conditioning keratinous fibers, the method comprising contacting the keratinous fibers with the composition of claim 1 in an amount effective to condition the keratinous fibers.
17. The method of claim 16, further comprising rinsing off the keratinous fibers after contacting the keratinous fibers with the composition.
18. The method of claim 16, wlierein the keratinous fibers comprise mammalian hair.
19. The method of claim 16, wherein the keratinous fibers comprise human hair.
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US11/490,403 | 2006-07-20 | ||
PCT/US2007/073501 WO2008011347A2 (en) | 2006-07-20 | 2007-07-13 | Hair conditioning formulation |
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EP (1) | EP2043591A2 (en) |
AR (1) | AR061932A1 (en) |
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US6511950B1 (en) * | 2002-07-30 | 2003-01-28 | Earl Jenevein | Cleaning composition comprising a salt, chelant, and polyvinyl alcohol |
US7378479B2 (en) * | 2002-09-13 | 2008-05-27 | Lubrizol Advanced Materials, Inc. | Multi-purpose polymers, methods and compositions |
US7192574B2 (en) * | 2002-09-27 | 2007-03-20 | Unilever Home & Personal Care Usa Division Of Conopco, Inc. | Stable cosmetic sprayable products with a desirable narrow conical spray pattern |
AU2003282524B2 (en) * | 2002-10-10 | 2007-06-14 | The Procter & Gamble Company | Hair conditioning composition comprising thickening polymer and cationic surfactant |
KR100762154B1 (en) * | 2003-04-14 | 2007-10-04 | 더 프록터 앤드 갬블 캄파니 | Anhydrous, transfer-resistant cosmetic lip compositions |
US20050025833A1 (en) * | 2003-07-16 | 2005-02-03 | Chaim Aschkenasy | Pharmaceutical composition and method for transdermal drug delivery |
MXPA06002322A (en) * | 2003-09-24 | 2006-05-22 | Procter & Gamble | Conditioning composition comprising aminosilicone. |
DE102004006620A1 (en) * | 2004-02-10 | 2005-08-25 | Framatome Anp Gmbh | System for storing and transporting radioactive waste materials comprises storage and transport containers respectively satisfying requirements governing storage and transport of such materials |
JP4578487B2 (en) * | 2004-02-13 | 2010-11-10 | ザ プロクター アンド ギャンブル カンパニー | Hair conditioning composition comprising a premixed mixture of three silicones |
KR101048777B1 (en) * | 2004-10-21 | 2011-07-15 | 가부시키가이샤 미르본 | Hair treatment method |
US7307050B2 (en) * | 2004-12-28 | 2007-12-11 | Kao Corporation | Aqueous hair cleansing composition comprising a sulfate surfactant mixture and an amino-modified silicone |
-
2006
- 2006-07-20 US US11/490,403 patent/US20080019939A1/en not_active Abandoned
-
2007
- 2007-07-13 MX MX2009000729A patent/MX2009000729A/en not_active Application Discontinuation
- 2007-07-13 BR BRPI0714498-9A patent/BRPI0714498A2/en not_active IP Right Cessation
- 2007-07-13 CA CA002666615A patent/CA2666615A1/en not_active Abandoned
- 2007-07-13 NZ NZ574210A patent/NZ574210A/en not_active IP Right Cessation
- 2007-07-13 AU AU2007275466A patent/AU2007275466B2/en not_active Ceased
- 2007-07-13 EP EP07812922A patent/EP2043591A2/en not_active Withdrawn
- 2007-07-13 WO PCT/US2007/073501 patent/WO2008011347A2/en active Application Filing
- 2007-07-19 AR ARP070103216A patent/AR061932A1/en unknown
Also Published As
Publication number | Publication date |
---|---|
AU2007275466B2 (en) | 2012-06-07 |
WO2008011347A3 (en) | 2008-03-13 |
US20080019939A1 (en) | 2008-01-24 |
MX2009000729A (en) | 2009-03-31 |
BRPI0714498A2 (en) | 2013-03-26 |
NZ574210A (en) | 2011-11-25 |
EP2043591A2 (en) | 2009-04-08 |
AR061932A1 (en) | 2008-10-01 |
WO2008011347A2 (en) | 2008-01-24 |
AU2007275466A1 (en) | 2008-01-24 |
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