GB2403406A - Aminofunctional silicone resin for cosmetic compositions - Google Patents

Abstract

A skin care, colour cosmetic or nail care composition comprising a functionalised liquid silicone resin. The resin is an amino-functional silicone resin prepared by the reaction of i) an aminofunctional silane and ii) a silicone resin having a formula selected from: <SL> <LI>I. RSiO3/2 <LI>II. (RSiO3/2)w(R'R''SiO)x(SiO4/2)y, and <LI>III. (RSiO3/2)w(R'R''SiO)x(SiO4/2)y(R3'''SiO)z, </SL> Wherein in each of formula I-III, the groups R-R''' are alkyl, alkenyl, aryl or alkylaryl groups having 1-20 carbon atoms; and w, x, y and z are 0-1000; provided that the sum of w and y is at least one. Preferred aminofunctional silanes include aminoalkyl trialkoxysilanes such as aminopropyltriethoxysilane. Preferred compositions include lipsticks, foundations and nail varnish.

Description

SKIN CARE COMPOSITIONS CONTAINING FUNCTIONALTZED LIQUID SILICONE

RESINS

100011 This invention relates to skin care compositions containing a functionalised liquid silicone resin for providing improved performance. More specifically, the invention relates to skin care compositions containing a functionalised silicone film-forming resin for modifying skin feel, skin look (including nails), improving wash-offresistance, and improving fragrance retention properties.

[00021 It is known that liquid silicone resins, when used in hair care applications, provide improved shine and gloss, when delivered as leaveon conditioners and rinse-off conditioners. In this regard, reference may be had to US Patent No. 5,152,984 (October 6, 1992), hereinafter referred to as the '984 patent. On the other hand, solid silicone resins have been and are still widely used in skin care and in colour cosmetic applications, where they generally improve the wash-off resistance and non-transfer properties, but may reduce shine and have a tacky feel. In addition, these solid resins have poor compatibility with pigments, which limits their use in pigmented formulations.

[00031 In view of the above, there exists in the art, an unmet need in the provision of skin care and colour cosmetic compositions (including nail varnishes), having improved skin feel, skin look, and which can also be easily formulated in pigment-containing compositions, while maintaining good wash-off resistance and non-transfer properties.

100041 It has surprisingly been found in this regard, that a skin care, colour cosmetic, and/or nail care composition, which includes certain functionalised liquid silicone resins, can improve shine and the colour uniformity of colour cosmetic and skin care compositions, while reducing their tacky feel and maintaining good levels of wash- offresistance and non- transfer properties. In nail varnish compositions, in particular, a diminution of the drying time and a better coverage have been found. Such resins as used herein also increase the fragrance retention properties in skin care compositions. The functionalised liquid silicone resin according to this invention is used in combination with other conventional cosmetic ingredients described hereinafter. Such improved personal care compositions may also contain other optional cosmetic active ingredients such as anti-acne agents, antimicrobial agents, antioxidants, antiperspirant agents, cosmetic biocides, deodorant agents, skin protestants, sunscreen agents, UV light absorbing agents, pigments, moisturizers, vitamins, and surfactants.

[00051 In particular, the invention is directed to a skin care, colour cosmetic, or nail care composition, which contains one or more ingredients for application to skin and nail surfaces. According to the invention, the improvement resides in addition to the composition of a functionalised liquid silicone resin. More particularly, the invention relates to skin care, colour cosmetic, or nail care composition containing ingredients for application to skin and nail surfaces as (i) a skin cream, a skin cleanser, a moisturizer, a shower gel, an anti-ageing product, (ii) a lipstick, a foundation, a gloss, a face powder, a blush, an eye shadow, a mascara, an eyeliner, (iii) a nail varnish, or a nail polish.

10006] These and other features of the invention will become apparent from a

consideration of the detailed description.

[00071 Figure 1 is a graphical representation illustrating improved results obtained when using compositions according to this invention. In particular, the graph shows that greater amounts of compositions according to the invention remain on the skin, in comparison to compositions containing other standard materials such as alkymethylsiloxanes.

8] The liquid silicone resin used herein is described in detail in the '984 patent.

The '984 patent is therefore considered to be incorporated herein by reference. As noted in the '984 patent, the resin component is an aminofunctional silicone resin obtained by reacting (i) an aminofunctional silane and (ii) a silicone resin.

[00091 The aminofunctional silane component reacted with the silicone resin to form an aminofunctional resin can comprise one or more of the silanes such as 3-aminopropyltriethoxysilane, 3-aminopropyltrimethoxysilane, N-(2- aminoethyl)-3aminopropyltrimethoxysilane, N-(aminoethylaminomethyl) phenyltrimethoxysilane, N-(2-aminoethyl)-3-aminopropyl tris(2-ethylhexoxy) silane, 1 bis(2-hydroxyethyl)-3-aminopropyltrimethoxysilane, 4aminobutyldimethylmethoxysilane, 4-aminobutyltriethoxysilane, N-(2-aminoethyl)-3- aminopropylmethyldimethoxysilane, 6-(aminohexylaminopropyl)trimethoxysilane, aminophenyltrimethoxysilane, 3-(1 -aminopropoxy)-3,3-dimethyl- 1 -propenyltrimethoxysilane, 3-aminopropyldiethylmethylsilane, 3-aminopropyltris(methoxyethoxyethoxy) silane, 3-aminopropyldimethylethoxysilane, 3-aminopropylmethyldiethoxysilane, or 3-aminopropyltris(trimethylsiloxy)silane.

lO010] Quaternary ammonium functional silanes can also be used such as 3-(trimethoxysilyl) propyloctadecyldimethyl ammonium chloride, 2-methacryloxyethyldimethyl(3-trimethoxysilylpropyl) ammonium chloride, and 2-hydroxyethyldimethyl (3-trimethoxysilypropyl) ammonium chloride.

lOO111 These aminofunctional silanes and methods for preparing them are known in the art. Such compositions are commercially available from the Dow Corning Corporation, Midland, Michigan.

10012] The silicone resin component of the reaction is a composition having one of the following formulas: I. RsiO3/2 II. (RSiO3/2)w(R'R''SiO) x(Sio4I2)y' or III. (RSiO3/2)w(R'R''SiO)x(Sio4I2)y(R3 SiO)z.

lO013] In formulas I, II, and III, each of the groups R. R', R", and R"', can consist of an alkyl group, an alkenyl group, an aryl group, or an alkylaryl group, having 1-20 carbon atoms; and the values of w, x, y, and z can each be 0-1,000, provided that the sum of w and y is always at least one. Such resin components are also commercially available from the Dow Corning Corporation, Midland Michigan. Such resin components are generally prepared I from chlorosilanes or alkoxysilanes.

4] Thus, compositions which are formulated according to the teaching of this invention will necessarily include the above described functionalised liquid silicone resin as an essential component. This resin component can be used in its pure form, dispersed in a solvent, or emulsified. It is typically used in amounts of 0.5-20 parts by weight, based on the total weight of the composition; preferably 1-10 parts by weight; more preferably 2-5 parts by weight. Compositions according to the invention comprise in addition, one or more other and/or optional components necessary in order for the skilled artisan to formulate effective skin, cosmetic, and/or nail care products.

1001 Sl If desired, the personal care compositions according to the invention may contain other silicon atom containing components for delivering one or more specialized benefits to the composition. For example, the composition may include siloxanes such as (i) alkylmethysiloxanes which can be volatile or non-volatile liquids or waxes; and (ii) cyclic polysiloxanes, generally volatile, known in the cosmetic industry under their INCI denomination as Cyclomethicone, such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane (Cyclopentasiloxane), and dodecamethylcyclohexasiloxane.

These cyclic polydimethylsiloxanes generally have a degree of polymerization of 3 to 7. The International Nomenclature Cosmetic Ingredient (INCI) names and denominations are described in the INCI Dictionary & Handbook, published by The Cosmetic, Toiletry, and Fragrance Association, Washington, DC.

6] Polydiorganosiloxane gums can also be included. These gums are available commercially, most often in a form in which they are dispersed in a volatile or non-volatile low viscosity fluid. Such gums are generally insoluble polydiorganosiloxanes which have viscosities greater than 1,000,000 mm2/s measured at 25 C., preferably greater than 5,000,000 mm2/s. ] [00171 Low molecular weight non-volatile polysiloxanes can also be used such as compositions having a structure corresponding to the formula: R1 R1 R1 1 1 1 R1 Si--O-fi o_si_ R1 R1 R2 R1 r wherein n has a value sufficient to provide the polymer with a viscosity in the range of about 100-60,000 mm2/sec. Each R1 and R2 group can independently comprise (i) an alkyl radical having 1-20 carbon atoms, preferably 1-6 carbon atoms, and more preferably a methyl group; i or (ii) an aryl group such as phenyl. Typically, the value of n is from 20-500. Some representative polysiloxanes are polydimethylsiloxane, polydiethylsiloxane, polymethylethylsiloxane, polymethylphenylsiloxane, and polydiphenylsiloxane.

100181 Some other types of silicon atom containing components which may be included in the composition are (i) silicone resins referred to in the art as MQ, MT, MDT, MDQ, DT, DQ, TQ, or DTQ type liquid or solid resins; (ii) phenyl functional silicones such as Phenyltrimethicone; (iii) silicone elastomers; (iv) silicone polyamide copolymers; (v) polyether type polysiloxane copolymers which are insoluble, dispersible, or soluble in water such as PEG/PPG18/18 Dimethicone and PEG-12 Dimethicone; and (vi) polyether type alkylpolysiloxanes such as Lauryl PEG/PPG18/18 Methicone.

9] Reference may be had, for example, to US Patent No. 5,540,853 (July 30, 1996), and to US Patent No. 6,423,329 (July 23, 2002), for some examples of these as well as] optional components, which may be included in the composition.

0] Other useful components which may be used, depending upon the formulation being prepared, include fragrances, preservatives, vitamins, ceramides, amino-acid derivatives, polyols, such as glycerine and propylene glycol, botanicals (plant extracts), sunscreen agents, humectants, emollients, occlusive agents, electrolytes, pH controlling agents, and esters. Some other components include pigments, especially when an emulsion is I used to prepare a make-up composition; and agents for artificially tanning and/or browning of the skin, generally known as self-tanning agents, such as dihydroxyacetone (DHA).

1] Compositions according to the invention can contain one or more oil components. The term oil as used herein refers to any material which is considered substantially insoluble in water. In addition, when the composition is to be used in a cosmetic or personal care product, the oil component must be one that is cosmetically acceptable, or otherwise capable of meeting the conditions prescribed for the particular use of the product. Some such oil components include but are not limited to natural oils such as coconut oil; hydrocarbons such as mineral oil and hydrogenated polyisobutene; fatty alcohols such as octyldodecanol; esters such as C12 l5 alkyl benzoates; diesters such as propylene dipelargonate; and triesters such as glyceryl trioctanoate [0022] The oil component can be present as a mixture of a low viscosity oil and a high viscosity oil. Some suitable low viscosity oils are oils having a viscosity of 5-100 mPa.s measured at 25 C. Typically, such oils comprise esters having the structure RCO-OR' wherein RCO represents a carboxylic acid radical, and OR' is an alcohol residue. Examples of these low viscosity oils include isotridecyl isononanoate, PEG-4 diheptanoate, isostearyl neopentanoate, tridecyl neopentanoate, cetyl octanoate, cetyl palmitate, cetyl ricinoleate, cetyl stearate, cetyl myristate, coco- dicaprylate/caprate, decyl isostearate, isodecyl oleate, I isodecyl neopentanoate, isohexyl neopentanoate, octyl palmitate, dioctyl malate, tridecyl I octanoate, myristyl myristate, octododecanol, or mixtures of octyldodecanol, acetylated lanolin alcohol, cetyl acetate, isododecanol, polyglyceryl-3-diisostearate, or mixtures thereof.

[00231 The high viscosity oil is generally a surface oil having a viscosity of 200- 1,000,000 mPa.s measured at 25 C, preferably 100,000-250,000 mPa.s. Some suitable high viscosity surface oils include lanolin and lanolin derivatives, triisocetyl citrate, sorbitan sesquioleate, C10-l8 triglycerides, caprylic/capric/triglycerides, coconut oil, corn oil, cottonseed oil, glyceryl triacetyl hydroxystearate, glyceryl triacetyl ricinoleate, glyceryl trioctanoate, hydrogenated castor oil, linseed oil, mink oil, olive oil, palm oil, rapeseed oil, soybean oil, sunflower seed oil, tallow, tricaprin, tribydroxystearin, triisostearin, trilaurin, trilinolein, trimyristin, triolein, tripalmitin, tristearin, walnut oil, wheat germ oil, cholesterol, and mixtures thereof.

[00241 Other oil components that may be used include mineral oils such as liquid paraffin and liquid petroleum; animal oils such as perhydrosqualene; vegetable oils such as sweet almond, calophyllum, palm, castor, avocado, jojaba, olive, and cereal germ oil. Some other suitable categories of oil components include esters of lanolic acid, oleic acid, lauric acid, stearic acid, and myristic acid; alcohols such as oley] alcohol, linoleyl and linolenyl alcohols, isostearyl alcohol, and octyldodecanol; and acetylglycerides, octanoates, decanoates, and ricinoleates of alcohols and polyalcohols. Hydrogenated oils which are solid at 25 C can be included such as hydrogenated castor, palm oil, coconut oil, and hydrogenated tallow oil; mono-, di-, trim, and sucroglycerides; lanolins; and fatty esters which are solid at 25 C.

100251 The powder component, including pigments and colouring agents, is any dry, particulate matter, having a particle size of 0.02-50 microns. The particulate matter may be coloured, clear, or non-coloured, i.e., white. Some suitable powders include bismuth oxychloride, titanated mica, fumed silica, spherical silica beads, polymethylmethacrylate beads, micronized Teflon@, boron nitride, acrylate polymers, aluminium silicate, aluminium starch octenylsuccinate, bentonite, calcium silicate, cellulose, corn starch, hectorite, hydrated silica, kaolin, magnesium aluminium silicate, rice starch, silica, talc, mica, titanium dioxide, zinc laurate, zinc myristate, zinc neodecanoate, zinc resinate, zinc stearate, polyethylene, alumina, kaolin, nylon, silica silylate, silk powder, serecite, soy flour, tin oxide, and titanium hydroxide. These powder components may have their surfaces treated with lecithin, amino acids, mineral oil, and silicone oils, capable of coating the powder surface and rendering the particles hydrophobic.

[00261 Powder component comprising organic pigments are generally aromatic type compositions such as azo, indigoid, triphenylmethane, anthraquinone, and xanthine dyes, designated D&C and FD&C blues, browns, greens, oranges, reds, and yellows. Powder components comprising inorganic pigments consist of the insoluble metallic salts of certified colour additives referred to as Lakes and iron oxides.

[00271 Powder components which are pulverized colouring agents include carbon black, chromium oxide, iron oxide, ultramarines, manganese pyrophosphate, iron blue, and titanium dioxide. Pearlescent agents can be added to the composition and combined with the coloured pigments. Organic dyes can be added to the composition and used as a mixture with the coloured pigments. General, the colouring agents are present in an amount of 0-20 percent by weight based on the weight of the final composition. Pulverized inorganic and organic fillers can also be added generally in amounts of 0-40 percent by weight based on the weight of the final composition.

10028] When a stabilizing agent is used in the composition, it is preferably used in the water phase. Some suitable water phase stabilizing include hydrocolloids such as Xantham gum and Veegum; thickening agents such as carboxymethylcellulose (CMC); and certain acrylate derivatives combined with an electrolyte. Other stabilizing agents can be those high melting point oils which are compatible with the oil phase. Some suitable materials include fatty esters such as glyceryl tribehenate; various combinations of esters and salts; and organo- modified clays such as quaternium- 18-hectorite.

10029] A sunscreen component can be added to the composition in appropriate circumstances. It can be one that absorbs ultraviolet light between 290-320 nanometer, i.e., the UV-B region. Some examples of this class include para-aminobenzoic acid derivatives and cinnamates such as octyl methoxycinnamate. Sunscreen agents which absorb ultraviolet light in the range of 320-400 nanometer, i.e., the UV-A region, include benzophenones and butyl methoxy dibenzoylmethane; and those sunscreen agents which are hydrophilic such as benzylidine-2-camphorsulphonic derivatives.

0] The cosmetic compositions according to the invention can contain certain nano-pigments having an average primary particle size of 5-100 nm, preferably 10-50 nm.

This component typically will comprise a coated or uncoated metal oxide such as the nano- pigment of titanium oxide in an amorphous, crystallized Futile, and/or anatase form; the nano- pigments of iron oxide, zinc oxide, zirconium oxide and cerium oxide, which are photoprotective agents capable of acting by physically blocking reflection and/or scattering of UV radiation. Standard coating agents can also be applied to the nano-pigment such as alumina, aluminium stearate, and silicone fluids. The particulars of such coated and uncoated metal oxide nano-pigments are set forth in published European Patent Applications such as EP 0 518 772 (December 16, 1992) and EP 0 518 773 (December 16, 1992).

1] One or more surfactant components can be included in the composition as a separate phase or part of the oil phase when appropriate. The surfactant component may be an anionic surfactant, a cationic surfactant, a nonionic surfactant, or an amphoteric surfactant.

The surfactants can be used singly or in combination with one another for preparing compositions in the form of water-in-oil (W/O) emulsions or oilin-water (O/W) emulsions.

Some examples of nonionic surfactants, which are the preferred type of surfactant, include polyoxyethylene alkyl ethers, polyoxyethylene alkylphenol ethers, polyoxyethylene lauryl ethers, polyoxyethylene sorbitan monoleates, polyoxyethylene alkyl esters, polyoxyethylene sorbitan alkyl esters, polyethylene glycol, polypropylene glycol, diethylene glycol, ethoxylated trimethylnonanols, and polyoxyalkylene glycol modified polysiloxanes.

10032] Other preferred surfactants are those derived from silicone, sorbitan derivatives, and fatty alcohol derivatives, such as sorbitan sesquioleate, sorbitan oleate, sorbitan isostearate; alkoxylated alcohols such as ethoxylated fatty alcohols including laureth- 4, laureth-7, deceth-12, steareth-10; hydroxylated derivatives of polymeric silicones such as dimethicone copolyol; alkylated derivatives of hydroxylated polymeric silicones such as cetyl dimethicone copolyol; and Lauryl PEG 1 8/PPG 18 Methicone.

10033] When a wax is included in the composition it should be a wax or wax-like material having a melting point range of 35-120 C at atmospheric pressure. Some waxes of this type include synthetic wax, ceresin wax, paraffin wax, ozokerite, Shea butter, beeswax, carnauba wax, microcrystalline wax, lanolin, lanolin derivatives, candelilla wax, cocoa butter, shellac wax, spermaceti, bran wax, capok wax, sugar cane wax, montan wax, whale wax, bayberry wax, silicone waxes (i.e., alkylmethylpolysiloxanes and certain alkoxy and/or ester functional polysiloxanes), and mixtures thereof. When added to the composition, the wax component is preferably added as a mixture of such waxes, generally in an amount of 10-30 percent by weight, based on the total weight of the composition.

10034] Skin care compositions according to this invention may be prepared in the form of creams, gels, powders, pastes, or freely pourable liquids. The compositions can be used on the skin of humans or animals to cleanse, moisturize, colour, or generally improve the skin's appearance. The skin care compositions are applied to the skin by conventional methods such as using applicators, brushes, applying by hand, and/or rubbing or massaging the composition into the skin. Compositions such as colour cosmetics can be removed by washing, wiping, or peeling.

10035] The skin care compositions may be prepared simply by mixing all of the ingredients together and stirring them thoroughly. Heat may be applied to improve dispersion of the various ingredients.

[00361 The skin care composition may be prepared by emulsifying an oil phase into a water phase, or by emulsifying a water phase into an oil phase, using an appropriate surfactant accompanied by shear.

10037] Skin care compositions according to the invention can be applied to the skin and used in any conventional manner for cleansing, coating, changing the appearance of, and/or conditioning the skin. An effective amount of the composition should be applied to the skin. Such amounts generally range from about 1-50 gram, preferably 1-20 gram. When applied, the composition should be thoroughly worked into the skin. Thus, the composition is brought into contact with the skin in an effective amount and thoroughly rubbed into the skin. This procedure can be repeated as many times as are required to achieve the desired benefit.

100381 As noted above, the present invention is based on the unexpected discovery that the inclusion of certain functionalised liquid silicone resins in personal care compositions provides such compositions with novel properties. For example, when compared to similar compositions without the liquid silicone resins, the compositions containing liquid silicone resins impart characteristics such as (a) improved shine and colour uniformity, while reducing tacky feel and maintaining good levels of wash-off resistance and non-transfer properties; (b) improved pigment dispersion; (c) reduced drying time and improved nail coverage in nail varnish applications; and (d) improved and long lasting effectiveness of fragrances.

100391 The following examples are set forth in order to illustrate the invention in more detail.

Example I - Resin synthesis 100401 A 3-neck round-bottom flask was equipped with mechanical stirring, a nitrogen blanket, a heating mantle, a water-cooled condenser, and a thermometer. The flask was charged with 357.6 gram of phenyltriethoxysilane, 100 microliters of trifluoromethanesulfonic acid, and 23.8 gram of deionised water. After heating for one hour at 50 C, any volatiles were distilled off overhead. To the remaining reaction mixture was added 133.9 gram of hexamethyldisiloxane and 14.9 gram of deionised water. After heating for four hours at 50 C, any volatiles were again distilled off overhead. To the remaining reaction mixture was added, 13.9 gram of 3-aminopropyltriethoxysilane and 3.4 g of deionised water. After heating for two hours at 50 C, there was added 130 gram of n heptane, 30 gram of deionised water, and 0.0052 mol of potassium hydroxide.

10041] The reaction mixture was heated using a Dean Stark trap to collect and remove the aqueous layer. To the reaction mixture there was added 0. 0054 mol of hydrochloric acid.

The reaction mixture was filtered to remove any resulting salts, and stripped under a vacuum of 5 mm Hg at 120 C to remove volatiles in order to isolate the product. The reaction yielded 260 gram of a clear colourless resin. The composition of this resin product was determined by 29Si and 13C NMR and found to be (Me3SiO1l2)0 46 (NH2CH2CH2CH2Sio3/2)o 02 (PhSio3l2)o 52, containing 0.03 mol of OEt/mol Si and 0.007 mol OH/mol Si. In this composition, Me refers to methyl, Et refers to ethyl, and Ph refers to phenyl. The refractive index of the resin at room temperature was found to be 1.4980, and its viscosity at room temperature was found to be 2,900 cP.

Example 2 - Skin sensory 10042] The impact on the sensory profile of the functionalised liquid silicone resin prepared in Example 1 was determined by comparing it with a commercial silicone resin, i.e., Cyclopentasiloxane (and) Trimethylsiloxysilicate in Table 1, and a control which contained no resin. Accordingly, a water-in-silicone oil skin cream composition was prepared by combining the components shown in Table 1, utilizing conventional mixing techniques.

Table 1

Formulation A - Control B - Commercial C - Invention Component Weight Percent Weight Percent Weight Percent Phase A Cyclopentasiloxane 10.0 10. 0 10.0 Cyclopentasiloxane (and) PEG18/ 10.0 10.0 10.0 PPG18 Dimethicone Cyclopentasi]oxane (and) 2.0 Trimethylsiloxysilicate Functionalised Liquid Silicone 2.0

Resin from Example 1

Phase B Glycerin 5.0 5.0 5.0 Salt 1.0 1.0 1.0 Water To 100.0 To 100.0 To 100.0 100431 The composition was prepared by combining the Phase A components and heating the mixture at 50 C with dual blade mixing at 800 rpm until the mixture was well dispersed. The components of the Phase B were combined in a separate container. Phase B was added to Phase A over a period of 10 minutes and accompanied by mixing at 1376 rpm.

The combined phases were mixed for an additional 10 minutes at 1376 rpm.

4] Sensory testing for skin feel attributes was performed on the Formulations A, B. and C, shown in Table 1, according to ASTM Standard E 1958-98 (Standard Guide for Sensory Claim Substantiation), ASTM Standard E 253 (Terminology Relating to Sensory Evaluation of Materials and Products), and ISO Standard 6658 (Sensory Analysis Methodology- General Guidance). The attributes were evaluated immediately after rub-in, and evaluated again five minutes later. As can be seen in Table 2, significant differences, indicated by an asterisk, were found among the parameters.

Table 2

Item Attributes A - Control B - Commercial C- Invention Immediately Gloss 38.9 39.1 42.5* After Rub-In Tack 1.4* 16.9 12.0 Grease 4.6 19.9 15.5 Five Minutes Tack 3.1 7.1 * 3.3 After Rub- In Grease 0.0 3.8 5.0 10045] The above results demonstrate that Composition C containing the functionalised liquid silicone resin had significantly less tack compared to Composition B containing the commercial silicone resin, especially five minutes after rub-in, although it was similar to Composition A which was the control containing neither resin. A significant difference for gloss was also noted where the level of the functionalised liquid silicone resin was increased to about four percent by weight.

F,xample 3 - Fragrance Retention Properties [00461 Fragrance testing was performed by a trained sensory panel. In order to test the sustained fragrance release ofthe resin-containing samples, the same three formulations A-C used for sensory testing in Example 2 were prepared, except that 0.5 percent by weight of Aloe Lily fragrance oil obtained from a commercial fragrance house, was added to each formulation. A film of approximately 0.05 gram was introduced into the bottom of several two inch diameter polystyrene Petri dishes over an area smaller than a two inch diameter to replicate a typical dose over a skin site. The dishes were left open for periods of 15, 10, and 3 hours. The dishes were closed 30-60 minutes prior to the panel's evaluation. Each panellist was given a set of dishes for each time point, e.g. a 15 hour set. Each set contained the three different formulations A- C and the panellists ranked them by intensity of scent using four sets of three dishes.

100471 Formulation C, which was the moisturizer containing the functionalised liquid silicone resin, demonstrated a significant improvement in fragrance retention after 15 hours, compared to Formulation A, which was the control moisturizer without a resin, and compared to Formulation B. which was the moisturizer containing the commercial silicone resin.

Example 4 - Lipstick

100481 A lipstick composition was prepared by combining the components shown in Table 3 utilizing conventional mixing techniques.

Table 3

Formulation A - Control B - Invention Amount of Component Weight Percent Weight Percent White Ozokerite Wax 4 4 Candellila Wax 11 11 Octyldodecanol 25 25 C30 45 Alkyl Methicone 5 Cyclopentasiloxane Functionalised LiquidSilicone Resin of Example 1 5 Petrolatum 4 Lanolin Oil 9 Avocado Oil 2 Oleyl Alcohol 8 Pigment Blend 27 27 The Pigment Blend Consisted of: Silicone Treated TO2 5 5 Cyclopentasiloxane 77.5 77.5 Silicone Treated FeO2 17.5 17.5 [0049] In a series of paired comparisons performed on Lipsticks A and B. higher scores were obtained with Lipstick B. which is the lipstick according to the invention, for its shine and non-transfer properties.

Example 5 -Pigment dispersion [00501 In a Series 1 testing protocol, a dispersion was prepared using 35 percent by weight of mica, an inorganic pigment, and the remainder being the functionalised liquid silicone resin of Example 1. It was compared to a similar composition dispersed in Cyclopentasiloxane without the resin. The viscosity in each case was measured after each composition had been prepared and 24 hours later. The results are shown in Table 4.

Table 4

Silicone Tested Appearance Viscosity at Tps = Viscosity at Tps = O hours (Cps) 24 hours (Cps) Functionalised Liquid Pearlescent 29,600 33,600 Silicone Resin from

Example 1

Cyclopentasiloxane Light Brown, i.e. 344,000 344,000 beige [0051] It can be seen in Table 4 that the pigment dispersion viscosity was lower using the functionalised liquid silicone resin, compared to the pigment dispersion using cyclopentasiloxane, indicating a better wetting of the pigments. The colour of the pigment dispersion is also better using the functionalised liquid silicone resin compared to cyclopentasiloxane.

[00521 Series 1 was repeated in a Series 2 testing protocol, except that 30 percent by weight of Covasil Red 3.05 iron oxide, an organic pigment coated with dimethicone, was used instead of mica. The results are shown in Table 5.

Table 5

Silicone tested Appearance Viscosity at Tps = Viscosity at Tps = 0 hours (Cps) 24 hours (Cps) Functionalised Liquid Orange-Red 240 200 Silicone Resin from Example Cyclopentasiloxane Red 120 80 100531 Although no difference in the final pigment dispersion viscosity can be seen in Table 5, the pigments dispersed in the functionalised liquid silicone resin remained in suspension longer than when the pigments were dispersed only in Cyclopentasiloxane without the resin.

Example 6 - Foundation [00541 A foundation was prepared using the components shown in Table 6 as a part of Phase A of a foundation. The components shown in Table 6 formed the pigment premix portion of Phase A. The components shown in Table 7 were then used as Phases A and B in preparing the foundation. In preparing the pigment premix, the Cyclopentasiloxane component was loaded into a blender. Titanium dioxide was added to the blender and mixed by pressing a pulsed button for two second intervals lasting for about a total of 15 seconds.

The red pigment was then added, and mixed by pulsing the button several more times. This procedure was repeated for each of the remaining pigments. When all of the components of pigment premix had been dispersed, the contents of the blender was mixed at high speed, and then blended for 30 seconds to grind all of the dispersed pigments. The pigment premix was poured into a round glass jar, and placed on a pail roller for 6 hours.

100551 The foundation was prepared by combining the pigment premix components as the Phase A, and mixing them until uniform using a dual blade with a turbulent mixing action. The ingredients for forming Phase B of the foundation were combined in a separate beaker, and those components were mixed until uniform using a magnetic stirrer. The mixing speed of Phase A was increased to 1376 rpm, and then Phase A was very slowly added to Phase B. This addition took about 10 minutes. Mixing was continued for an additional 10 minutes to form the foundation.

Table 6 - Pigment Premix- Part of Phase A of the Foundation Components Treatment Type (Hydrophobic) Weight Percent Cyclopentasiloxane 50.00 Titanium Dioxide Triethoxycaprylylsilane (INCI) 13.16 Red Iron Oxide Triethoxycaprylylsilane (INCI) 11.41 Yellow Iron Oxide Triethoxycaprylylsilane (1NCI) 18.26 Black Iron Oxide Triethoxycaprylylsilane (INCI) 7.17 100.00 Table 7- Phases A & B of the Foundation Components Weight Percent Phase A Pigment Premix - see Table 6 32.50 Cyclopentasiloxane (and) Dimethicone Copolyol 7.50 Functionalised Liquid Silicone Resin from Example l 4.00 Cyclopentasiloxane 56.0 Phase B Water 54.80 Sodium Chloride 1.00 Polysorbate 20 0.20 100.00 Example 7Wash-off resistance l0056l The resistance to washes of a 5 percent solution of the functionalised liquid silicone resin of Example I in isododecane, was measured using an infrared spectrophotometer with Fourier transform. The device was equipped with a special device allowing it to measure the quantity of material remaining directly on the arms of panellists.

In this protocol, the functionalised liquid silicone resin of Example 1 was compared to an industry recognized alkylmethysiloxane composition known for having good wash-off resistance. The improved results according to the present invention are graphically depicted in Figure 1 of the drawing, wherein it can be seen that significantly more of the functionalised liquid silicone resin of this invention remained on the skin, in comparison to the industry recognized alkylmethylsiloxane, following each one of three progressive washes.

Example 8 - Nail Varnish [00571 Two percent by weight of the functionalised liquid silicone resin of Example 1 was added to a commercial nail varnish, and compared to the same nail varnish without any silicone. In this protocol, the two nail varnishes were applied to the nails of 15 panel members, and the panel members were asked to evaluate and compare applications of the two nail varnishes in a blind test. The panel members each reported that the nail varnish containing the functionalised liquid silicone resin improved the ease of application of the nail varnish, and improved the covering effect of that nail varnish without impacting negatively the drying time or chip resistance, in comparison to the nail varnish not containing the functionalised liquid silicone resin.

100581 Other variations may be made in compounds, compositions, and methods described herein without departing from the essential features of the invention. The embodiments of the invention specifically illustrated herein are exemplary only and not intended as limitations on their scope except as defined in the appended claims.

Claims (4)

1. In a skin care, colour cosmetic, or nail care composition, containing one or more ingredients enabling its application to skin and nail surfaces, the improvement comprising adding to the composition a functionalised liquid silicone resin; the resin being an aminofunctional silicone resin prepared by reacting (i) an aminofunctional silane and (ii) a silicone resin; the silicone resin having a formula selected from the group consisting of: I. RSiO II. (RSio3l2)w(RtRttSio)x(Sio4I2)y' and III. (RSiO3/2)w(R'R''SiO)x(Sio4I2)y(R3 SiO)z wherein in each formula I, II, and III, the groups R. R', R", and R"', are alkyl groups, alkenyl groups, aryl groups, or alkylaryl groups having 1-20 carbon atoms; and the values of w, x, y, and z are 0-1,000; provided that the sum of w and y is at least one.

2. A composition according to Claim 1 in which the aminofunctional silane is selected from the group consisting of 3-aminopropyltriethoxysilane, 3 aminopropyltrimethoxysilane, N-(2-aminoethyl)-3aminopropyltrimethoxysilane, N-(aminoethylaminomethyl) phenyltrimethoxysilane, t N-(2-aminoethyl)-3-aminopropyl tris(2ethylhexoxy)silane, bis(2-hydroxyethyl)-3-aminopropyltrimethoxysilane, 4 aminobutyldimethylmethoxysilane, 4-aminobutyltri ethox ysi lane, N- (2 -ami noethyl)- 3 - ; aminopropylmethyldimethoxysilane, 6-(aminohexylami nopropyl)trimethoxysi lane, aminophenyltrimethoxysi lane, 3 -(1 -aminopropoxy)-3,3-dimethyl- 1 -propenyltrimethoxysilane, 3-aminopropyldiethylmethylsilane, 3 aminopropyltris(methoxyethoxyethoxy) silane, 3-aminopropyldimethylethoxysilane, 3-aminopropylmethyldiethoxysilane, 3-aminopropyltris(trimethylsiloxy)silane, f 3-(trimethoxysilyl) propyloctadecyldimethyl ammonium chloride, 2-methacryloxyethyldimethyl(3-trimethoxysilylpropyl) ammonium chloride, and 2-hydroxyethyldimethyl (3-trimethoxysilypropyl) ammonium chloride.

3. A composition according to Claim 1 in which the skin care, colour cosmetic, or nail care composition contains ingredients for application to skin and nail surfaces as (i) a skin cream, a skin cleanser, a moisturizer, a shower gel, an anti-ageing product, (ii) a lipstick, a foundation, a gloss, a face powder, a blush, an eye shadow, a mascara, an eyeliner, (iii) a nail varnish, or a nail polish.

4. A method of treating skin and nail surfaces comprising applying to skin and nail surfaces a composition according to Claim 1.