WO2016008022A1

WO2016008022A1 - Soft skin silicone adhesive compositions which provide long lasting benefits in hair

Info

Publication number: WO2016008022A1
Application number: PCT/BR2015/050093
Authority: WO
Inventors: Daniel ALMEIDA
Original assignee: Dow Corning Do Brasil Limitada
Priority date: 2014-07-18
Filing date: 2015-07-17
Publication date: 2016-01-21

Abstract

A method of treating hair comprising mixing (a) at least one organopolysiloxane containing at least one aliphatically unsaturated group, (b) at least one SiH-containing organopolysiloxane, and (c) a catalyst with (d) a 5 hydrophobic solvent compatible with a mixture of (a)-(c) and volatile at a boiling point less than 120ºC to form a curable soft skin silicone adhesive composition; applying the curable soft skin silicone adhesive composition onto hair; and heating it to at least 120ºC for at least 3 minutes to form a soft skin silicone adhesive hair treatment composition. A hair treatment kit having a first part comprising (a) and (c), a second 10 part separated from the first comprising (b), and a container for mixing the two parts with a hydrophobic solvent that is volatile at a boiling point less than 120ºC and compatible with a mixture of the other components. A curable soft skin silicone adhesive hair care composition results from the mixing.

Description

"SOFT SKIN SILICONE ADHESIVE COMPOSITIONS WHICH PROVIDE

LONG LASTING BENEFITS IN HAIR"

Cross-reference to related applications

This application claims the benefit of U.S. Provisional Patent Application Serial No. 62/026385, filed on 18 July 2014, under 35 U.S.C. §1 19(e). U.S. Provisional Patent Application Serial No. 62/026385 is hereby incorporated by reference.

Brief summary of the invention

The disclosure relates generally to methods of treating hair with soft skin silicone adhesive compositions. More particularly, the present invention relates to methods of treating hair by (1 ) mixing at least one organopolysiloxane containing at least one aliphatically unsaturated group, at least one SiH-containing organopolysiloxane, and a catalyst with a hydrophobic solvent which is compatible with this mixture (of the at least one organopolysiloxane containing the at least one aliphatically unsaturated group, the at least one SiH-containing organopolysiloxane, and the catalyst) to form a curable soft skin silicone adhesive composition, (2) applying the curable soft skin silicone adhesive composition onto hair, and (3) heating the curable soft skin silicone adhesive composition to remove the solvent and cure the curable soft skin silicone adhesive composition to form the soft skin silicone adhesive composition. The soft skin silicone adhesive composition is ultimately removed from the hair by washing. Further provided are hair treatment kits comprising the aforesaid materials.

Detailed description of the invention

The present disclosure generally provides methods of treating hair with soft skin silicone adhesive compositions. More particularly, the present invention relates to methods of treating hair by (1 ) mixing at least one organopolysiloxane containing at least one aliphatically unsaturated group, at least one SiH-containing organopolysiloxane, and a catalyst with a hydrophobic solvent to form a curable soft skin silicone adhesive composition, (2) applying the curable soft skin silicone adhesive composition onto hair, and (3) heating the curable soft skin silicone adhesive composition to remove the solvent and cure the curable soft skin silicone adhesive composition to form the soft skin silicone adhesive composition. The soft skin silicone adhesive composition remains applied to the hair to continue to impart benefits to the hair until removed by washing. The soft skin silicone adhesive composition remains applied to the hair until washed from the hair with shampoo or other cleansing agent(s) such as soap.

Further provided are hair treatment kit(s) comprising the aforesaid materials. In one embodiment, the hair treatment kit comprises (1 ) a first part comprising at least one organopolysiloxane containing at least one aliphatically unsaturated group and a catalyst; (2) a second part separated from the first part comprising at least one SiH-containing organopolysiloxane, and (3) a container for mixing the first part and the second part with a hydrophobic solvent, wherein the hydrophobic solvent is volatile at a boiling point less than 120^Q Celsius (^QC) and the hydrophobic solvent is compatible with a mixture of the at least one organopolysiloxane containing the at least one aliphatically unsaturated group, the catalyst, and the at least one SiH- containing organopolysiloxane, wherein a composition obtained by mixing the first part and the second part is a curable soft skin silicone adhesive hair care composition. In another embodiment, the hair treatment kit comprises (1 ) a first part comprising at least one organopolysiloxane containing at least one aliphatically unsaturated group, a catalyst, and a hydrophobic solvent which is compatible with a mixture of the at least one organopolysiloxane containing the at least one aliphatically unsaturated group and the catalyst, wherein the hydrophobic solvent is volatile at a boiling point less than 120^QC; (2) a second part separated from the first part comprising at least one SiH-containing organopolysiloxane and a hydrophobic solvent which is compatible with the at least one SiH-containing organopolysiloxane, wherein the hydrophobic solvent is volatile at a boiling point less than 120^QC; and (3) a container for mixing the first part and the second part, wherein a composition obtained by mixing the first part and the second part is a curable soft skin silicone adhesive hair care composition.

The soft skin silicone adhesive compositions of the present disclosure are used in topical application to the hair to provide benefits to the hair. It has been discovered that the use of the soft skin silicone adhesive compositions described herein provide long- lasting sensory and visual benefits to the hair that are longer- lasting in comparison to conventional silicone leave-ons (like gum blends) for hair care. The soft skin silicone adhesive compositions and kits described herein provide a number of advantages. After the curable soft skin silicone adhesive compositions are applied to hair and allowed to set for several minutes, improved smoothness, shine, volume decrease/control, and wave/curl definition, among other benefits, are observed. The benefits provided to the hair by the curable soft skin silicone adhesive compositions and kits described herein are maintained even after several washes with mild shampoo.

Features and advantages of the present disclosure will now be described with occasional reference to specific embodiments. However, the invention may be embodied in different forms and should not be construed as limited to the embodiments set forth herein. Rather, these embodiments are provided so that this disclosure will be thorough and complete and will fully convey the scope of the disclosure to those skilled in the art.

Unless otherwise indicated or defined, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art to which the invention pertains. The terminology used herein is for describing particular embodiments only and is not intended to be limiting. Accordingly, unless otherwise indicated, the numerical properties set forth in the specification and claims are approximations that may vary depending on the desired properties sought to be obtained in embodiments of the present disclosure. Notwithstanding that the numerical ranges and parameters setting forth the broad scope of the disclosure are approximations, the numerical values set forth in the specific examples are reported as precisely as possible. Any numerical values, however, inherently contain errors necessarily resulting from error found in their respective measurements. All percentages, parts, and ratios are based upon the total weight of the topical composition, 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, unless otherwise specified.

The methods described herein are for treating hair and include: (1 ) mixing (a) at least one organopolysiloxane containing at least one aliphatically unsaturated group, (b) at least one SiH-containing organopolysiloxane, and (c) a catalyst with (d) a hydrophobic solvent which is compatible with a mixture of components (a)-(c) and is volatile at a boiling point less than 120^QC; (2) applying the curable soft skin silicone adhesive composition onto hair; and (3) heating the curable soft skin silicone adhesive composition to a temperature of at least 120^QC for at least 3 minutes to remove the solvent and cure the curable soft skin silicone adhesive composition to form the soft skin silicone adhesive composition. The soft skin silicone adhesive composition remains intact on the hair until washed from the hair using shampoo or other cleansing agent(s) such as soap. The soft skin silicone adhesive composition continues to provide the benefits described herein until removed by washing. In some embodiments, the methods described herein involve using platinum as the catalyst (component (c)) and cyclomethicone as the hydrophobic solvent (component (d)).

The methods optionally further include mixing (e) at least one vegetable oil (component (e)) and/or at least one emollient (component (f)) or a combination thereof with the at least one organopolysiloxane containing the at least one aliphatically unsaturated group (component (a)), the at least one SiH-containing organopolysiloxane (component (b)), the catalyst (component (c)) and the hydrophobic solvent (component (d)).

A more detailed description of the materials and ingredients that may be employed in the methods of the present invention follows.

Organopolysiloxane (Component (a))

The organopolysiloxane (component (a)) is an aliphatically unsaturated compound. In other words, the organopolysiloxane contains at least one aliphatically unsaturated group. The organopolysiloxane may have an average, per molecule, of one or more aliphatically unsaturated organic groups capable of undergoing hydrosilylation reaction. Alternatively, the organopolysiloxane may have an average of two or more aliphatically unsaturated organic groups per molecule.

The organopolysiloxane for use in embodiments of the invention has the average formula (Formula I), R¹ _aSiO(4-_a)/2, where Formula I may be comprised of the following units: R¹3SiOi 2 (building block M which represents a monofunctional unit); R¹2SiO22 (building block D which represents a difunctional unit); R¹iSiO32 (building block T which represents a trifunctional unit); or SiO₄/₂ (building block Q which represents a tetrafunctional unit). ^The number of building blocks (M, D, T, Q) in the organopolysiloxanes may range from 1 to 10,000, for instance from 4 to 1000.

Each of the open bonds from the oxygen atoms, designated as -O-, indicates a position where that building block may be bonded to another building block. Thus, it is through the oxygen atom that a first building block is bonded to a second or subsequent building block, the oxygen bonding either to another silicon atom or one of the R groups in the second or subsequent building block. When the oxygen atom is bonded to another silicon of the second building block, the oxygen atom represented in the first building block acts as the same oxygen atom represented in the second building block, thereby forming a Si-O-Si bond between the two building blocks.

At least one R¹ group is an aliphatically unsaturated group such as an alkenyl group. Suitable alkenyl groups contain from 2 carbon to about 6 carbon atoms and may be, but not limited to, vinyl, allyl, and hexenyl. The alkenyl groups in this component may be located at terminal, pendant (non-terminal), or both terminal and pendant positions. The remaining silicon-bonded organic groups in the alkenyl- substituted polydiorganosiloxane are independently selected from the group consisting of monovalent hydrocarbon and monovalent halogenated hydrocarbon groups free of aliphatic unsaturation. These groups typically contain from 1 carbon to about 20 carbon atoms, alternatively from 1 carbon to 8 carbon atoms and are may be, but not limited to, alkyl such as methyl, ethyl, propyl, and butyl; aryl such as phenyl; and halogenated alkyl such as 3,3,3-trifluoropropyl. In one embodiment, at least 50 percent of the organic groups in the alkenyl-substituted polydiorganosiloxane are methyl. The structure of the alkenyl-substituted polydiorganosiloxane is typically linear however; it may contain some branching due to the presence of trifunctional siloxane units.

Other suitable R¹ groups include, but are not limited to, acrylate functional groups such as acryloxyalkyl groups; methacrylate functional groups such as methacryloxyalkyl groups; cyanofunctional groups; monovalent hydrocarbon groups; and combinations thereof. The monovalent hydrocarbon groups may include alkyl groups such as methyl, ethyl, propyl, isopropyl, n-butyl, s-butyl, t-butyl, pentyl, neopentyl, octyl, undecyl, and octadecyl groups; cycloalkyl groups such as cyclohexyl groups; aryl groups such as phenyl, tolyl, xylyl, benzyl, and 2-phenylethyl groups; halogenated hydrocarbon groups such as 3,3,3-trifluoropropyl, 3-chloropropyl, dichiorophenyl, and 6,6,6,5,5,4,4,3,3-nonafluorohexyl groups; and combinations thereof. The cyano-functional groups may include cyanoalkyl groups such as cyanoethyl and cyanopropyl groups, and combinations thereof.

R¹ may also include alkyloxypoly(oxyalkyene) groups such as propyloxy(polyoxyethylene), propyloxypoly(oxypropylene) and propyloxy- poly(oxypropylene)-co-poly(oxyethylene) groups, halogen substituted alkyloxypoly(oxyalkyene) groups such as perfluoropropyloxy(polyoxyethylene), perfluoropropyloxypoly(oxypropylene) and perfluoropropyloxy-poly(oxypropylene) copoly(oxyethylene) groups, alkenyloxypoly(oxyalkyene) groups such as allyloxypoly(oxyethylene), allyloxypoly(oxypropylene) and allyloxy-poly(oxypropylene) copoly(oxyethylene) groups, alkoxy groups such as methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy and ethylhexyloxy groups, aminoalkyl groups such as 3- aminopropyl, 6-aminohexyl, 1 1 -aminoundecyl, 3-(N-allylamino)propyl, N-(2- aminoethyl)-3-aminopropyl, N-(2-aminoethyl)-3-aminoisobutyl, p-aminophenyl, 2- ethylpyridine, and 3-propylpyrrole groups, hindered aminoalkyl groups such as tetramethylpiperidinyl oxypropyl groups, epoxyalkyl groups such as 3- glycidoxypropyl, 2-(3,4,-epoxycyclohexyl)ethyl, and 5,6-epoxyhexyl groups, ester functional groups such as acetoxymethyl and benzoyloxypropyl groups, hydroxyl functional groups such as hydroxy and 2-hydroxyethyl groups, isocyanate and masked isocyanate functional groups such as 3-isocyanatopropyl, tris-3- propylisocyanurate, propyl-t-butylcarbamate, and propylethylcarbamate groups, aldehyde functional groups such as undecanal and butyraldehyde groups, anhydride functional groups such as 3-propyl succinic anhydride and 3-propyl maleic anhydride groups, carboxylic acid functional groups such as 3-carboxypropyl, 2-carboxyethyl, and 10-carboxydecyl groups, metal salts of carboxylic acids such as zinc, sodium, and potassium salts of 3-carboxypropyl and 2-carboxyethyl groups, and combinations thereof.

Particular examples of organopolysiloxanes include polydimethysiloxane- polymethylvinylsiloxane copolymers, hexenyldimethylsiloxy-terminated polydimethylsiloxane-polymethylhexenylsiloxane copolymers, hexenyldimethylsiloxy- terminated polydimethylsiloxane polymers, dimethylvinylsiloxy-terminated polydimethylsiloxane polymers, vinyldimethylsiloxy-terminated polydimethylsiloxane polymers, vinyl or hexenyldimethylsiloxy-terminated poly(dimethylsiloxane-silicate) copolymers, mixed trimethylsiloxy-vinyldimethylsiloxy terminated polydimethylsiloxane- vinylmethylsiloxane-silicate) copolymers, vinyl or hexenyldimethylsiloxy terminated poly(dimethylsiloxane-hydrocarbyl) copolymers, derivatives thereof, and combinations thereof. Functional groups may be present at any point in the organopolysiloxane, for example, in the middle of the polymer or as an endgroup(s). Typical functional groups, such as diorgano-, -OH, -vinyl, -hexenyl, - epoxy, and -amine may be used in the organopolysiloxanes contemplated herein. End groups such as Me₃, Ph₂Me, Me₂Ph may or may not be present in the organopolysiloxane.

Commercially available examples of organopolysiloxane(s) for use in embodiments of the invention include, but are not limited to, dimethyl siloxane polymers such as dimethylvinylsiloxy-terminated dimethyl siloxane polymers available from Dow Corning Corporation in Midland, Ml.

SiH-Containinq Organopolysiloxane (Component (b))

The SiH-containing organopolysiloxane(s) for use in embodiments of the invention are known in the art as described, for example, in U.S. Patent No. 3,983,298. The hydrogen atoms in this component may be located at terminal, pendant (non-terminal), or both terminal and pendant positions. The remaining silicon-bonded organic groups in this component are independently selected from the group consisting of monovalent hydrocarbon and monovalent halogenated hydrocarbon groups free of aliphatic unsaturation. These groups typically contain from 1 carbon to about 20 carbon atoms, alternatively from 1 carbon to 8 carbon atoms, and are exemplified by, but not limited to, alkyl such as methyl, ethyl, propyl, and butyl; aryl such as phenyl; and halogenated alkyl such as 3,3,3-trifluoropropyl. In one embodiment, at least 50 percent of the organic groups in the organosiloxane containing silicon-bonded hydrogen atoms are methyl. The structure of the organosiloxane containing silicon-bonded hydrogen atoms is typically linear however; it may contain some branching due to the presence of trifunctional siloxane units.

The SiH-containing organopolysiloxane has the average formula (Formula II), R²aSiO(4-_a)/2, where Formula II may be comprised of the following units: R² ₃SiOi_/2 (or building block M); R² ₂SiO₂/2 (or building block D); R²iSi0_3/2 (or building block T); or SiO₄2 (or building block Q). The number of building blocks (M, D, T, Q) in the organopolysiloxanes may range from 1 to 10,000, for instance from 4 to 1000. R¹ and R² are different because at least one R¹ has to be C=C and at least one R² has to be H.

Each of the open bonds from the oxygen atoms, designated as -O-, indicates a position where that building block may be bonded to another building block. Thus, it is through the oxygen atom that a first building block is bonded to a second or subsequent building block, the oxygen bonding either to another silicon atom or one of the R groups in the second or subsequent building block. When the oxygen atom is bonded to another silicon of the second building block, the oxygen atom represented in the first building block acts as the same oxygen atom represented in the second building block, thereby forming a Si-O-Si bond between the two building blocks. In one embodiment, the number of building blocks (M, D, T, Q) in the SiH- containing organopolysiloxanes is from 1 to 1000. The SiH-containing organopolysiloxanes must contain at least one M, at least one D, or at least one T building block. In other words, the SiH-containing organopolysiloxanes cannot contain all Q building blocks. If there is only one building block, it can only be chosen from M, D, or T.

The SiH-containing organopolysiloxane may be a linear or cyclic compound containing from 1 -10,000 (for instance, 1 -1000, 1 -200, or 1 -100) of any combination of the following M, D, T, and Q building blocks. Examples of the SiH-containing materials described by Formula II that are useful in the methods described herein include oligomeric and polymeric organosiloxanes, such as (i) cyclic compounds containing 3-25 D building blocks (for instance, 3-10 or 4-6 D building blocks); or (ii) linear compounds containing two M building block that act an end blocks, and 2- 10,000 D building blocks (for instance, 2-1000, 2-200, 10-100, 50-80, 60-70, 2-20, or 5-10) between the end blocks. Linear SiH-containing organopolysiloxanes may be particularly useful in some embodiments, for example, those containing combination(s) of pendant and terminal SiH groups.

Commercially available examples of SiH-containing organopolysiloxane(s) for use in embodiments of the invention include, but are not limited to, dimethyl siloxane hydrogen-terminated polymers available from Dow Corning.

Catalyst (Component (c))

Examples of suitable catalysts for use in embodiments of the invention include, but are not limited to, platinum catalysts such as chloroplatinic acid, alcohol solutions of chloroplatinic acid, dichlorobis(triphenylphosphine)platinum(ll), platinum chloride, platinum oxide, complexes of platinum compounds with unsaturated organic compounds such as olefins, complexes of platinum compounds with organosiloxanes containing unsaturated hydrocarbon groups, such as Karstedts catalyst (i.e. a complex of chloroplatinic acid with 1 ,3-divinyl-1 ,1 ,3,3-tetramethyldisiloxane) and 1 ,3- diethenyl-1 ,1 ,3,3-tetramethyldisiloxane, and complexes of platinum compounds with organosiloxanes, wherein the complexes are embedded in organosiloxane resins. For example, a catalyst may be a 0.5% platinum containing platinum- divinyltetramethyldisiloxane (a complex that is commercially available from Dow Corning).

Hydrophobic Solvent (Component (d))

Examples of suitable hydrophobic solvents for use in embodiments of the invention include, but are not limited to, short to long chain monoesters, diesters and triesters; cyclic siloxanes; linear siloxanes; organo-modifed siloxanes; and linear hydrocarbons.

Examples of short to long chain monoesters, diesters and triesters include, but are not limited to, (with INCI names listed in parentheses) pentyl acetate (amyl acetate), benzyl dodecanoate (benzyl laurate), butyl acetate (butyl acetate), isopentyl acetate (isoamyl acetate), pentyl salicylate (amyl salicylate), benzyl acetate (benzyl acetate), phenylmethyl dodecanoate (benzyl laurate), isopropyl n-hexadecanoate (isopropyl palmitate), isopropyl tetradecanoate (isopropyl myristate), methyl acetate (methyl acetate), methyl octanoate (methyl caprylate), methyl hexadecanoate (methyl palmitate), and octanoic acid, 1 ,3, -propanediol ester (propanediol dicaprylate).

Examples of cyclic siloxanes (also known as cyclomethicones) include, but are not limited to, (with INCI names listed in parentheses) decamethylcyclopentasiloxane (cyclopentasiloxane), octamethylcyclotetrasiloxane (cyclotetrasiloxane), and dodecamethylcyclohexasiloxane (cyclohexasiloxane).

Examples of linear siloxanes include, but are not limited to, (with INCI names listed in parentheses) polydimethylsiloxane (dimethicone) and trisiloxane (octamethyl trisiloxane).

Examples of organo-modifed siloxanes include, but are not limited to, (with INCI names listed in parentheses) capyryl methicone (capyryl methicone), lauryl dimethicone (lauryl dimethicone) and cetyl dimethicone (cetyl dimethicone).

Examples of linear hydrocarbons include, but are not limited to, (with INCI names listed in parentheses) isododecane (isododecane), alkanes C7-8-iso (C7-8 isoparaffin), alkanes C8-9-iso (C8-9 isoparaffin), alkanes C9-1 1 -iso (C9-1 1 isoparaffin), alkanes C9-12-iso (C9-12 isoparaffin), alkanes C9-13-iso (C9-13 isoparaffin), alkanes C9-14-iso (C9-14 isoparaffin), alkanes C9-16-iso (C9-16 isoparaffin), alkanes C10-1 1 -iso (C10-1 1 isoparaffin), alkanes C10-12-iso (C10-12 isoparaffin), alkanes C10-13-iso (C10-13 isoparaffin), decane (decane), liquid paraffin (mineral oil), and hexadecane (hexadecane).

The hydrophobic solvent which is selected for use in embodiments of the invention must be compatible with a mixture of components (a)-(c). Additionally, the hydrophobic solvent must be volatile at a boiling point less than 120^QC. In some embodiments, it is contemplated that the hydrophobic solvent is volatile at a boiling point less than 150^QC while in other embodiments, it is contemplated that the hydrophobic solvent is volatile at a boiling point less than 200^QC. This level of volatility allows the hydrophobic solvent to evaporate and dissipate when exposed to the heating step detailed herein.

Optional Additional Ingredients

The methods optionally further include mixing (e) at least one vegetable oil (component (e)) and/or (e) at least one emollient (component (f)) or a combination thereof with the at least one organopolysiloxane containing the at least one aliphatically unsaturated group (component (a)), the at least one SiH-containing organopolysiloxane (component (b)), the catalyst (component (c)) and the hydrophobic solvent (component (d)).

In addition to optionally including at least one vegetable oil (component (e)) and/or at least one emollient in making the curable soft skin silicone adhesive composition, the curable soft skin silicone adhesive composition may include one or more optional ingredients suitable or beneficial to hair including, but not limited to, humectants, emollients, exfoliate agents, vitamins and their derivatives, natural extracts and their derivatives, anti-oxidants, radical scavengers, antimicrobial agents, antibacterial agents, antifungal agents, anti-itch agents, peptides, proteins, sunscreens, pigments, dyes, anhydrous liquids, thickeners/rheology modifiers, fragrances, cleansing agents, conditioning agents, surfactants (including silicone surfactants and surfactants that are soluble in oils), and combination(s) thereof. These optional ingredients can be incorporated into the curable soft skin silicone adhesive composition at levels appropriate for a particular hair care application as determined by one of ordinary skill in the art.

Part A and Part B Compositions

It is contemplated that the curable soft skin silicone adhesive composition may be prepared as a multiple part {e.g., 2 part) composition, for example, when the composition will be stored for a period of time before use. In the multiple part composition, the catalyst is stored in a separate part from any ingredient having a silicon bonded hydrogen atom, for example component (b), and the various parts are combined shortly before use of the composition. For example, a two part composition may be prepared. In one such embodiment, the first part, the Part A composition, may comprise at least one organopolysiloxane containing at least one aliphatically unsaturated group (component (a)) in the presence of a catalyst (component (c)). The second part, the Part B composition, may comprise at least one SiH-containing organopolysiloxane (component (b)). A preservative may optionally be added to either the Part A composition or the Part B composition. Commercially available examples of Part A type compositions include, but are not limited to, dimethyl siloxane polymers such as dimethylvinylsiloxy-terminated dimethyl siloxane polymers available from Dow Corning. Commercially available examples of Part B type compositions include, but are not limited to, dimethyl siloxane hydrogen-terminated polymers available from Dow Corning. In one illustrative example, component (a) is a dimethylvinylsiloxy-terminated dimethyl siloxane polymer, component (b) is a dimethyl siloxane hydrogen-terminated polymer, component (c) is a platinum catalyst and component (d) is a cyclomethicone wherein the dimethylvinylsiloxy-terminated dimethyl siloxane polymer and the platinum catalyst are apportioned in a Part A composition while the dimethyl siloxane hydrogen-terminated polymer is apportioned in a Part B composition and the Part A and Part B compositions are physically separated until mixing.

Mixing Process

The hydrophobic solvent may be mixed with component (a)-(c) in a number of ways. In one embodiment, the first part, the Part A composition, comprises the at least one organopolysiloxane containing the at least one aliphatically unsaturated group (component (a)) and the catalyst (component (c)) while the second part, the Part B composition, comprises the at least one SiH-containing organopolysiloxane (component (b)). The first part, the Part A composition, and the second part, the Part B composition, are physically separated from one another until they are mixed together to form the curable soft skin silicone adhesive composition. A container is provided for mixing the first part and the second part with the hydrophobic solvent, wherein the hydrophobic solvent is selected to be compatible with a mixture of the at least one organopolysiloxane containing the at least one aliphatically unsaturated group, the catalyst, and the at least one SiH-containing organopolysiloxane and the composition obtained by mixing the first part and the second part is a curable soft skin silicone adhesive hair care composition. The mixing of the Part A and the Part B compositions occurs shortly before use. It is contemplated that the ratio of the Part A composition to the Part B composition is 1 :1 (or about 1 :1 ) and ranges from 2:1 (or about 2:1 ) to 1 :2 (or about 1 :2). The invention described herein contemplates a kit having these features.

In the second embodiment, the first part, the Part A composition, comprises the at least one organopolysiloxane containing the at least one aliphatically unsaturated group (component (a)), the catalyst (component (c)), and the hydrophobic solvent (component (d)), wherein the hydrophobic solvent is selected to be compatible with a mixture of the at least one organopolysiloxane containing the at least one aliphatically unsaturated group (component (a)) and the catalyst (component (c)). The second part, the Part B composition, comprises the at least one SiH-containing organopolysiloxane (component (b)) and the hydrophobic solvent (d)), wherein the hydrophobic solvent is selected to be compatible with the at least one SiH-containing organopolysiloxane (component (b)). The first part, the Part A composition, and the second part, the Part B composition, are physically separated from one another until they are mixed together to form the curable soft skin silicone adhesive composition. A container is provided for mixing the first part and the second part to form the curable soft skin silicone adhesive hair care composition. The mixing of the Part A and the Part B compositions occurs shortly before use. It is contemplated that the ratio of the Part A composition to the Part B composition is 1 :1 (or about 1 :1 ) and ranges from 2:1 (or about 2:1 ) to 1 :2 (or about 1 :2). The invention described herein contemplates a kit having these features.

Hair Applying Process

The curable soft skin silicone adhesive composition is applied onto the hair. The applying can be done by any suitable method including, but not limited to, spraying the curable soft skin silicone adhesive composition onto hair, and/or spreading the curable soft skin silicone adhesive composition onto hair. The application of the curable soft skin silicone adhesive composition onto the hair is done tip to root. The application can performed using any suitable technique which results in tip to root application of the curable soft skin silicone adhesive composition to the hair such as, but not limited to, using the hands to spread the curable soft skin silicone adhesive composition onto the hair fibers from tip to root, combing or brushing the curable soft skin silicone adhesive composition onto the hair fibers from tip to root, and/or massaging the curable soft skin silicone adhesive composition onto the hair from tip to root. The more thorough the "tip to root" application process, the more extensive and long-lasting the advantages provided by the soft skin silicone adhesive composition(s) described herein.

Heating Process

Once on the hair, the curable soft skin silicone adhesive composition is heated. The heating removes the solvent and cures the curable soft skin silicone adhesive composition to form the soft skin silicone adhesive composition. The heating can be accomplished by any suitable method including, but not limited to, blow drying, use of a hot plate, use of a curling iron, and the like. The heating is performed at a temperature of at least 120^QC and for a period of at least 3 minutes to remove the solvent and cure the curable soft skin silicone adhesive composition to form the soft skin silicone adhesive composition. In some embodiments, the temperature is at least 150^QC and, in other embodiments, at least 200^QC. In some embodiments, the heating is performed for a period of at least 4 minutes and, in other embodiments, at least 5 minutes. It has been discovered that the in situ curing or crosslinking of the polymer in the Part A composition to the polymer in the Part B composition on the hair provides long-term benefits to hair. The long-term benefits include providing a conditioning effect on the hair, improving smoothness of the hair, providing frizz control to the hair, providing volume control to the hair, etc.

Washing Process

The soft skin silicone adhesive composition(s) described herein remain applied on the hair until washed from the hair using shampoo or other cleansing agent(s) such as soap. The soft skin silicone adhesive composition(s) continue to provide the benefits described herein until removed by washing. After several washing steps, the soft skin silicone adhesive composition(s) become fully depleted from the hair and the benefits provided by the soft skin silicone adhesive composition(s) will cease. At this point, the soft skin silicone adhesive composition(s) may be re-applied using the method(s) and hair treatment kit(s) described herein.

Hair Treatment Kits

The invention also contemplates hair treatment kits. In one embodiment, the hair treatment kit comprises (1 ) a first part comprising at least one organopolysiloxane containing at least one aliphatically unsaturated group and a catalyst; (2) a second part separated from the first part comprising at least one SiH- containing organopolysiloxane, and (3) a container for mixing the first part and the second part with a hydrophobic solvent, wherein the hydrophobic solvent is volatile at a boiling point less than 120^QC and the hydrophobic solvent is compatible with a mixture of the at least one organopolysiloxane containing the at least one aliphatically unsaturated group, the catalyst, and the at least one SiH-containing organopolysiloxane, wherein a composition obtained by mixing the first part and the second part is a curable soft skin silicone adhesive hair care composition. The first part and the second part are readily homogenizable. In this embodiment, the first part, Part A, of the kit optionally further comprises at least one vegetable oil or at least one emollient or a combination thereof.

In an alternative embodiment, the hair treatment kit comprises (1 ) a first part comprising at least one organopolysiloxane containing at least one aliphatically unsaturated group, a catalyst, and a hydrophobic solvent which is compatible with a mixture of the at least one organopolysiloxane containing the at least one aliphatically unsaturated group and the catalyst, wherein the hydrophobic solvent is volatile at a boiling point less than 120^QC; (2) a second part separated from the first part comprising at least one SiH-containing organopolysiloxane and a hydrophobic solvent which is compatible with the at least one SiH-containing organopolysiloxane, wherein the hydrophobic solvent is volatile at a boiling point less than 120^QC; and (3) a container for mixing the first part and the second part, wherein a composition obtained by mixing the first part and the second part is a curable soft skin silicone adhesive hair care composition. The first part and the second part are readily homogenizable. In this embodiment, the first part, Part A, of the kit optionally further comprises at least one vegetable oil or at least one emollient or a combination thereof.

The kit(s) according to the inventive concepts can be in the form of vials, multi- chambered devices, flasks and the like. The kit(s) according to the inventive concepts can be of any format that is suitable for keeping the first part and the second part separated from one another until desired for use in application to hair and for facilitating mixing of the first and second parts.

The kits according to the inventive concepts described herein may include a delivery device for delivering the curable soft skin silicone adhesive hair care composition onto hair. The soft skin silicone adhesive composition of the inventive concepts detailed herein is in the form of a liquid, a lotion, or a spray. The delivery device may be, for example, a pressurized or non-pressurized dispensing device or applicator or mechanical device.

A number of sensory and visual advantages are observed with the inventive methods and kits described herein. For example, the soft skin silicone adhesive compositions prepared by the methods and/or the kits described herein provide smoothness, shine, volume decrease/control, and wave/curl definition upon applying the curable soft skin silicone adhesive compositions to hair and allowing the curable soft skin silicone adhesive composition to set for several minutes. The benefits provided to the hair by the curable soft skin silicone adhesive compositions are maintained even after several washes with mild shampoo.

Examples

These examples are intended to illustrate the invention to one of ordinary skill in the art and should not be interpreted as limiting the scope of the invention set forth in the claims. All parts and percentages in the examples are on a weight basis and all measurements were indicated at about 23^QC (room temperature), unless indicated to the contrary.

EXAMPLE 1 : Procedure for Preparing and Pre-Treatinq Hair Swatches

Between 2.35 and 2.50 g of slightly bleached, virgin, curly hair available from

DeMeo Brothers (Passaic, NJ) was weighed out. The lower half of the hair tab was roughened with sandpaper. Approximately 0.50 inch (1 .27 cm) was cut off of the root end of the hair. Glue was placed in the middle of the sanded end of the hair tab. The hair was then laid on the glue. More glue was squeezed onto the top of the hair. Using another plastic tab, glue was pressed into the hair while evenly spreading the hair and glue onto the tab while keeping approximately 1 /8 inch (0.32 cm) to approximately 0.25 inch (0.64 cm) away from sides. The glue was allowed to dry overnight. The tresses were cut tress to 6 inches (15.24 cm) and 0.25 inch (0.64 cm) from the bottom of the tab. A hole was punched in the middle of the tab at approximately 0.25 inch (0.64 cm) from the top to form tresses for further testing.

The tresses were washed according to the following procedure. The hair tresses were dampened under 40^QC tap water for 15 seconds. Using a pipette, 1 .0 g of 9% sodium lauryl sulfate (active) was applied to the tresses and stroked through the tresses for 30 seconds. The tresses were rinsed under running water for 30 seconds. The tresses were placed on paper towels, covered and dried overnight. The tresses were combed three times with narrow teeth.

EXAMPLE 2: Procedure for Treating the Hair Swatches with the Two-Part Adhesive

In a vessel, the adhesive component of Part 1 (Phase A) was mixed with the solvent component of Part 1 in the ratios listed in Table A for Samples 2-5. In a vessel, the adhesive component of Part 2 (Phase B) was mixed with the solvent component of Part 2 in the ratios listed in Table A for Samples 2-5. Both Part 1 and Part 2 were previously diluted as noted in cyclomethicone supplied by Dow Corning. The Part 1 and Part 2 components of Samples 1 -5 were mixed together in a 1 :1 ratio immediately prior to being applied to the hair tresses of Example 1 .

Table A

The tresses from Example 1 were laid on a clean support and dried completely before treatment to avoid interference of water with the hydrosilylation reaction. Sample 1 (Control) was the control sample and contained only decamethylcyclopentasiloxane. Samples 2-5 contained varying concentrations of soft skin silicone adhesive compositions. Each of Samples 1 -5 were applied to the hair tresses of Example 1 by spreading onto the tresses for two minutes. Once Samples 1 -5 were applied and spread homogeneously onto the hair tresses, the tresses were each brushed with a high temperature hair drier for about five minutes to cure the adhesive. Immediately thereafter, a hot plate was applied to ensure complete cure of the adhesive. EXAMPLE 3: Procedure for Removing the Two-Part Adhesive from the Hair Tresses

The hair tresses having Samples 1 -5 applied thereon were each washed two times with a mild commercial shampoo to remove excessive and unreacted polymer. The hair tresses were observed. Even after two washes with a mild shampoo, sensory & visual benefits were still highly perceivable on the hair tresses treated with Samples 2-5 that were not observed with the hair tresses treated with Sample 1 (Control). This was particularly true for the hair tresses treated with 5% and 8% soft skin silicone adhesive composition (Samples 4 and 5, respectively).

While the invention is susceptible to various modifications and alternative forms, specific embodiments have been shown by way of example in the drawings and described in detail herein. It should be understood, however, that the invention is not intended to be limited to the particular forms disclosed. Rather, the invention is to cover all modifications, equivalents, and alternatives falling within the spirit and scope of the invention as defined by the appended claims.

Claims

1 . A method of treating hair with a soft skin silicone adhesive composition comprising:

(1 ) mixing

(a) at least one organopolysiloxane containing at least one aliphatically

unsaturated group;

(b) at least one SiH-containing organopolysiloxane; and

(c) a catalyst;

with (d) a hydrophobic solvent which is compatible with a mixture of components (a)-(c) and is volatile at a boiling point less than 120^QC;

to form a curable soft skin silicone adhesive composition;

(2) applying the curable soft skin silicone adhesive composition onto hair; and

(3) heating the curable soft skin silicone adhesive composition to a temperature of at least 120^QC for at least 3 minutes to remove the solvent and cure the curable soft skin silicone adhesive composition to form the soft skin silicone adhesive

composition.

2. The method of claim 1 , wherein (a) and (c) are apportioned in a Part A composition and (b) is apportioned in a Part B composition and the Part A and Part B compositions are physically separated until mixing.

3. The method of claim 2, wherein the ratio of the Part A composition to the Part B composition is about 1 :1 .

4. The method according to any one of the preceding claims, wherein the solvent is cyclomethicone.

5. The method according to any one of the preceding claims, wherein the catalyst is platinum.

6. The method according to any one of the preceding claims, wherein the curable soft skin silicone adhesive composition optionally further comprises at least one vegetable oil or at least one emollient or a combination thereof.

7. The method according to any one of the preceding claims, further comprising (4) washing the product of (3).

8. The method according to any one of the preceding claims, wherein the soft skin silicone adhesive composition is a liquid, a lotion, or a spray.

9. A method according to any one of the preceding claims, wherein (a) is a dimethylvinylsiloxy-terminated dimethyl siloxane polymer, (b) is a dimethyl siloxane hydrogen-terminated polymer, (c) is a platinum catalyst and (d) is a cyclomethicone.

10. The method of claim 9, wherein the dimethylvinylsiloxy-terminated dimethyl siloxane polymer and the platinum catalyst are apportioned in a Part A composition and the dimethyl siloxane hydrogen-terminated polymer is apportioned in a Part B composition and the Part A and Part B compositions are physically separated until mixing.

1 1 . The method of claim 10, wherein the ratio of the Part A composition to the Part B composition is about 1 :1 .

12. The method according to any one of claims 9-1 1 , wherein the curable soft skin silicone adhesive composition optionally further comprises at least one vegetable oil or at least one emollient or a combination thereof.

13. The method according to any one of claims 9-12, further comprising (4) washing the product of (3).

14. The method according to any one of claims 9-13, wherein the soft skin silicone adhesive composition is a liquid, a lotion, or a spray.

15. A hair treatment kit comprising:

(1 ) a first part comprising (a) at least one organopolysiloxane containing at least one aliphatically unsaturated group and (c) a catalyst,

(2) a second part separated from the first part comprising (b) at least one SiH- containing organopolysiloxane, and

(3) a container for mixing the first part and the second part with a hydrophobic solvent, wherein the hydrophobic solvent is volatile at a boiling point less than 120^QC and the hydrophobic solvent is compatible with a mixture of (a), , (c), and (b), wherein a composition obtained by mixing the first part and the second part is a curable soft skin silicone adhesive hair care composition.

16. A hair treatment kit comprising: (1 ) a first part comprising (a) at least one organopolysiloxane containing at least one aliphatically unsaturated group, (c) a catalyst, and (d) a hydrophobic solvent which is compatible with a mixture of (a) and (c), wherein (d) is volatile at a boiling point less than 120^QC;

(2) a second part separated from the first part comprising (b) at least one SiH- containing organopolysiloxane and (e) a hydrophobic solvent which is compatible with (b), wherein (e)is volatile at a boiling point less than 120^QC;

(3) a container for mixing the first part and the second part, wherein a composition obtained by mixing the first part and the second part is a curable soft skin silicone adhesive hair care composition.

17. The kit according to claim 15 or claim 16, wherein the first part further comprises at least one vegetable oil or at least one emollient or a combination thereof.

18. The kit according to claim 15 or claim 16, wherein the kit comprises a delivery device comprising a pressurized or non-pressurized dispensing device or applicator or mechanical device for delivery of the curable soft skin silicone adhesive hair care composition onto hair.

19. The kit according to claim 15 or claim 16, wherein the ratio of the first part to the second part is about 1 :1 .