GB2400555A - Emulsions having a fragrance or perfume in the oil phase, their preparation and products containing them - Google Patents
Emulsions having a fragrance or perfume in the oil phase, their preparation and products containing them Download PDFInfo
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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
- A61K8/895—Polysiloxanes containing silicon bound to unsaturated aliphatic groups, e.g. vinyl dimethicone
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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
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/06—Emulsions
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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
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/06—Emulsions
- A61K8/064—Water-in-oil emulsions, e.g. Water-in-silicone emulsions
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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
- A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
- A61K8/585—Organosilicon compounds
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q13/00—Formulations or additives for perfume preparations
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q15/00—Anti-perspirants or body deodorants
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/54—Polymers characterized by specific structures/properties
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Abstract
Emulsions, especially water-in-silicone oil emulsions, containing fragrances or perfumes in the oil phase of the emulsion, are made by (i) preparing an oil phase containing as ingredients a vinyl-type polymer having in its molecular chain a carbosiloxane dendrimer; a volatile linear silicone oil, a non-volatile linear silicone oil, a volatile cyclic silicone oil, or an organic oil; a surfactant; an oil soluble emollient; and a fragrance or perfume; and mixing the ingredients of the oil phase; (ii) preparing an aqueous phase containing as ingredients water, a thickening agent, and a water soluble emollient, and mixing the ingredients of the aqueous phase; (iii) adding the aqueous phase to the oil phase; and (iv) mixing the two phases to form the emulsions in which the fragrance or perfume remains in the oil phase of the emulsion. The vinyl-type polymer is preferably obtained by polymerising a vinyl monomer with a carbosiloxane dendrimer macromonomer. The emulsions can be used as components of various products, especially cosmetic products. The products have particular utility in treating hair, skin or underarm areas of the human anatomy.
Description
METHOD OF MAKING EMULSIONS
10001] This invention is related to a method of making emulsions, especially water- in-silicone oil emulsions, containing a fragrance or a perfume in the oil phase of the emulsion. In particular, the oil phase includes a carbosiloxane dendrimer containing vinyl- type polymer, a volatile or non-volatile linear silicone oil or a volatile cyclic silicone oil, a surfactant, an oil soluble emollient, and the fragrance or perfume.
10002] This invention is generally an improvement in methods of making emulsions containing fragrances or perfumes. It takes advantage of certain carbosiloxane dendrite containing vinyl polymers such as the polymers described in detail in US Patent 6,280,748 (August 28, 2001), i.e., the '280 patent, which is incorporated herein by reference. While the 280 patent describes the methods of making the polymers, and their use in a number of cosmetic applications, the '280 patent does not teach the instant method of making water-in silicone oil emulsions containing fragrances or perfumes which are enabled to be retained in the oil phase of the emulsion. This feature of the invention provides new and unexpected results in the sense that higher fragrance intensities and improved release characteristics can be obtained.
3] The invention is directed to a method of making emulsions containing a fragrance or a perfume which is retained in the oil phase of the emulsion. According to the novel method, an oil phase of the emulsion is prepared, and the oil phase includes as its ingredients a carbosiloxane dendrimer containing vinyl-type polymer, a volatile or non- volatile linear silicone oil or a volatile cyclic silicone oil, a surfactant, an oil soluble emollient, and the fragrance or the perfume. The ingredients of the oil phase are then mixed together. An aqueous phase of the emulsion is prepared separately, and it contains as ingredients water, a thickening agent, and a water soluble emollient. The ingredients of the aqueous phase are mixed together. The aqueous phase of the emulsion is added to the oil phase of the emulsion, and the two phases are mixed together to form the emulsion in which the fragrance or the perfume remains in the oil phase of the emulsion.
4] These and other features of the invention will become apparent from a
consideration of the detailed description.
100051 The several components used in forming emulsions according to the present invention are described below, including the carbosiloxane dendrimer containing vinyl-type polymer, the volatile or non-volatile silicone oils, the surfactant, the fragrance and perfume, the thickening agent, and the emollient.
10006] Shown below are pictorial representations illustrating the branched construction of the carbosiloxane dendrimer containing vinyl polymers according to this invention, in contrast to constructions of other types of vinyl polymers containing linear siloxane species. In the pictorials, Me represents the methyl group.
| (Acrylic Backbone) | (Acrylic Backbone) L 0 0 on - Ah-? -I) '?_ 0__0 ? o-- [,,b- ink Pub 0, p a, hit _1j_ I.b 1 fib he F-0-ji-O- -I O-PROF-0- i-0- '-O- j-O-9 Vb p ho hub NO ho -p- 10007] In these representations, the polymeric backbone would contain additional and alternating functional groups, i.e., acrylic or methacrylic groups (not shown), such as: R1 [ in i)CO o 100081 In such groups, R1 can represent H in the case of an acrylic-type polymeric backbone, or the methyl group in the case of a methacrylic-type of polymeric backbone.
Thus, every other carbon atom in the polymeric backbone includes either an acrylic or a methacrylic functional group, or a dendrimer containing group. The particular construction in which R1 is hydrogen results in a butyl acrylate functional group, whereas the particular construction in which R1 is a methyl group results in a butyl methacrylate functional group.
The value of n, that is the degree of polymerization, is variable and dependent upon the length of the polymeric backbone required for a given application.
1 91 A more detailed representation of polymers of this type is shown below, in which the polymer was prepared by combining butyl acrylate monomer (x), methyl methylacrylate monomer (y), and a carbosiloxane dendrimer methacrylate macromonomer (Z) CH2-CH CH CH z 0g 0 0
O O O
THE CH3 C/Hz &H2 &H2 Cal H2 c\H2 CH3 ICH2 Si Dendrimer 1001 al The values of x, y, and z, are variable and dependent upon the length of the polymeric backbone and the general polymer properties required for a given application.
10011 l Such polymeric materials are further described in detail in the '280 patent.
While the polymeric materials used in the examples in this invention were prepared by polymerizing various monomers in the presence of a volatile cyclic silicone oil, i.e., decamethylcyclpentasiloxane, polymerization reactions can also be carried out in the presence of other volatile type solvents such as water and low molecular weight organic alcohols including ethyl alcohol, propyl alcohol, isopropyl alcohol, and butyl alcohol, for
example.
[00121 If desired, the backbone of the polymers may be varied using various vinyl- type monomers such as acrylate monomers, methacrylate monomers, styrene monomers, vinyl acetate monomers, and vinyl pyrrolidone monomers. These polymers have variable properties including differences in their glass transition temperature (Tg), wetting and spreading properties, and their hydrophilic/lipophilic nature. The latter property can be varied, for example by using hydrophilic monomers such as methacrylic acid or dimethylaminoethylmethacrylate.
[00131 In contrast to the vinyl-type polymers containing linear siloxane species, the carbosiloxane dendrimer containing vinyl-type polymers depicted above possess a three dimensional branched construction enabling them to entrap an active, i.e., a fragrance or a perfume, and deliver it in a more precisely controllable rate of release with greater sensory intensity.
4] The volatile silicone oil can be a cyclic alkyl siloxane of the formula (R2SiO)p or a linear alkyl siloxane of the formula R3SiO(R2SiO) qSiR3 in which R is an alkyl group containing 1-6 carbon atoms, p is 3-6 and q is 0-5.
[00151 Most preferred, however, are volatile cyclic methyl siloxanes of the formula {(CH3)2SiO}p and volatile linear methyl siloxanes of the formula (CH3)3SiO{(CH3)2SiO}qSi(CH3)3 in which p is 3-6 and q is 0-5, respectively. Preferably, the volatile methyl siloxanes have a boiling point less than 250 C and a viscosity of 0.65-5.0 centistoke (mm2/s).
6] Some representative linear volatile methyl siloxanes are hexamethyldisiloxane with a boiling point of 100 C, viscosity of 0.65 mm2/s, and formula Me3SiOSiMe3; octamethyltrisiloxane with a boiling point of 152 C, viscosity of 1.04 mm2/s, and formula Me3SiOMe2SiOSiMe3; decamethyltetrasiloxane with a boiling point of 194 C, viscosity of 1.53 mm2/s, and formula Me3SiO(Me2SiO)2SiMe3; dodecamethylpentasiloxane with a boiling point of 229 C, viscosity of 2.06 mm2/s, and formula Me3SiO(Me2SiO)3SiMe3; tetradecamethylhexasiloxane with a boiling point of 245 C, viscosity of 2.63 mm2/s, and formula Me3SiO(Me2SiO)4SiMe3; and hexadecamethylheptasiloxane with a boiling point of 270 C, viscosity of 3.24 mm2/s, and formula Me3SiO(Me2SiO)sSiMe3. Me in these and the following formulas represents the methyl group CH3.
lO017] Some representative cyclic volatile methyl siloxanes are hexamethylcyclotrisiloxane with a boiling point of 134 C and formula (Me2SiO)3; octamethylcyclotetrasiloxane with a boiling point of 176 C, viscosity of 2.3 mm2/s, and formula (Me2SiO)4; decamethylcyclopentasiloxane with a boiling point of 210 C, viscosity of 3.87 mm2/s, and formula (Me2SiO)s; and dodecamethylcyclohexasiloxane with a boiling point of 245 C, viscosity of 6.62 mm2/s, and formula (Me2SiO)6.
100181 A non-volatile silicone oil can be used instead of the volatile silicone fluid or it can be used in combination with the volatile silicone fluid. Such non-volatile silicone fluids generally have the same formula noted above, i.e., R3SiO(R2SiO)qSiR3' except that R can additionally comprise an aryl group such as phenyl or a functional group, and q has a value of about 5-500. Silicone oils of this type have a viscosity in the range of about 5-4,000 centistokes (mm2/sec). Some representative examples of suitable non-volatile silicone oils include polydimethylsiloxanes, polydiethylsiloxanes, polymethylethylsiloxanes, polymethylphenylsiloxanes,andpolydiphenylsiloxanes. Preferred are polydimethylsiloxanes having a viscosity of 20-1,000 centistokes (mm2/sec) . Most preferred are polydimethylsiloxanes having a viscosity of 20-350 centistokes (mm2/sec).
lool9] As noted, functional silicone oils can be used including acrylamide functional siloxane fluids, acrylate functional siloxane fluids, amide functional siloxane fluids, amino functional siloxane fluids, carbinol functional siloxane fluids, carboxy functional siloxane fluids, chloroalkyl functional siloxane fluids, epoxy functional siloxane fluids, hexenyl functional siloxane fluids, hydrido functional siloxanes, ketal functional siloxane fluids, mercapto functional siloxane fluids, methacrylate functional siloxane fluids, methyl ester functional siloxane fluids, perfluoro functional siloxane fluids, silanol functional siloxanes, vinyl functional siloxanes, and vinylcyclohexenyl siloxane fluids.
0] A preferred functional silicone oil is an amino-functional polysiloxane which is a silicone oil having highly polar pendant aminoalkyl modifying groups that enhance durability and promote adhesion to a wide variety of substrates. Particularly preferred aminofunctional polysiloxanes include reactive and non-reactive hydrolyzable and nonhydrolyzable derivatives which are wholly, or in part, terminally substituted with aminopropyl, aminobutyl, or diamino pendant chains.
[00211 While any type of surfactant can be used to emulsify the compositions of the present invention, silicone polyethers are most preferred. Silicone polyether surfactants are well documented in the literature and are readily commercially available. Their particular construction is defined in detail in various patents, including for example US Patent 6,121,373 (September 19, 2000). Crosslinked silicone polyethers which can be used are described in US Patent 5,387,417 (February 7, 1995). Organic surfactants can be used including those surfactants classified as nonionic surfactants, cationic surfactants, anionic surfactants, amphoteric surfactants, and mixtures thereof. Reference may be had to the '373 patent for some particular examples of suitable organic surfactants.
2] Any cosmetically acceptable fragrance or perfume can be used including ambergris, benzoin, civet, clove, leaf oil, jasmine, mate', mimosa, musk, myrrh, orris, sandalwood oil, sun ripened raspberry fragrance oil, and vetivert oil; aroma chemicals such as amyl salicylate, amyl cinnamic aldehyde, benzyl acetate, citronellol, coumarin, geraniol, isobornyl acetate, ambrette, and terpinyl acetate; and the various classic families of perfume oils such as the floral bouquet family, the oriental family, the chypre family, the woody family, the citrus family, the canoe family, the leather family, the spice family, and the herbal family.
100231 Thickeners can be used to facilitate the hand application of the compositions to the human body and are added in sufficient quantities to provide more luxurious effects.
Some representative thickening agents which may be used are sodium alignate; gum arable; guar gum; hydroxypropyl guar gum; cellulose derivatives such as methylcellulose, hydroxypropyl methylcellulose, and hydroxypropylcellulose; starch and starch derivatives such as hydroxyethylamylose and starch amylose; locust bean gum; electrolytes such as sodium chloride and ammonium chloride; saccharides such as fructose and glucose; and derivatives of saccharides such as PEG- 120 methyl glucose dioleate.
[00241 Emollients which can be employed in the present invention include mineral oil, peanut oil, sesame oil, avocado oil, coconut oil, cocoa butter, almond oil, safflower oil, corn oil, cotton seed oil, castor oil, olive oil, jojoba oil, paraffin oil, cod liver oil, palm oil, soybean oil, wheat germ oil, linseed oil, and sunflower seed oil; fatty acid esters such as isopropyl myristate, isopropyl palmitate, isopropyl stearate, butyl stearate, cetyl stearate, diisopropyl adipate, isodecyl oleate, diisopropyl sebacate, and lauryl lactate; fatty acids such as lauric, myristic, palmitic, stearic, oleic, linoleic, and behenic, acid; fatty alcohols such as lauryl, myristyl, cetyl, stearyl, isostearyl, oleyl, ricinoleyl, erucyl, and 2-octyl dodecanol, alcohol; polyhydric alcohols such as glycerin; lanolin and its derivatives such as lanolin, lanolin oil, lanolin wax, lanolin alcohols, lanolin fatty acids, isopropyl lanolate, ethoxylated lanolin, and acetylated lanolin alcohols such as ACETULAN, a trademark and product of Amerchol Corporation, Edison, New Jersey; hydrocarbons such as petrolatum and squalane; and silicones such as non-volatile siloxane oils or volatile siloxane oils.
100251 Water-in-silicone oil emulsions should include an oil phase generally comprising 20-80 percent by weight of the emulsion and an aqueous phase generally comprising 20-80 percent by weight of the emulsion, based on the total weight of the emulsion.
100261 The oil phase preferably contains 0.2-2.0 percent by weight of a suitable silicone polyether surfactant; 0.3-10 percent by weight of a suitable fragrance or perfume; 5 percent by weight of an oil soluble emollient; 1-20 percent by weight of a carbosiloxane dendrimer containing vinyl-type polymer; with the balance of the oil phase to 100 percent being comprised of a volatile or non-volatile linear silicone oil or a volatile cyclic silicone oil.
7] The aqueous phase preferably contains 0.1 -5.0 percent by weight of a thickening agent; 5-20 percent by weight of a water soluble emollient such as glycerin; with the balance of the aqueous phase to 100 percent being water. If desired, other conventional and optional type ingredients can be included such as preservatives, humectants, pH adjusting agents, dyes, and colorants.
l0028l Such emulsion compositions can generally be prepared at room temperature using simple propeller mixers, turbine-type mixers, Brookfield counter-rotating mixers, or homogenizing mixers. No special equipment or processing conditions are generally required.
EXAMPLES
l0029l The following examples are set forth in order to illustrate the invention in more detail.
100301 The composition of carbosiloxane dendrimer containing vinyl polymers used in the examples are shown in Table 1.
Table I - Composition of Carbosiloxane Dendrimer Containing Vinyl Polymers Dissolved in Ds Polymer Composition, Weight Percent A C D Carbosiloxane Dendrimer Macromonomer 40 40 30 30 Methyl Methacrylate (MMA) 26 39 42 53 n-Butyl Acrylate (n-BA) 0 28 17 n-Butyl Methacrylate (n-BMA) 34 0 0 Lauryl Methacrylate (LMA) O O O % Solids in Decamethylcyclopentasiloxane (Ds) 21.3 23.6 22.2 20.0 lO031] These carbosiloxane dendrimer containing vinyl polymers were polymerised in decamethylcyclopentasiloxane (Ds). Films cast from the carbosiloxane dendrimer containing vinyl polymers had varying hardness based on their composition, and were measured by their glass transition temperatures (Tg) . Hardness was adjusted by varying the ratio based upon the amount and type of acrylate monomer and carbosiloxane dendrimer macromonomer present in the polymer. It was determined that the methyl methacrylate monomer contributed the most hardness to the carbosiloxane dendrimer containing vinyl polymers, while other vinyl-type monomers having longer alkyl chains such as n-butyl acrylate, resulted in softer carbosiloxane dendrimer containing vinyl polymers. Generally, the hardness and the film forming capability of a polymer is an important factor in most personal care applications especially in the evaluations relating to fragrance retention and intensity.
100321 As shown in Table 1, the four carbosiloxane dendrimer containing vinyl polymers (A-D) contained (i) 40 weight percent carbosiloxane dendrimer macromonomer /26 weight percent MMA/34 weight percent n-BMA (Composition A); (ii) 40 weight percent carbosiloxane dendrimer macromonomer /39 weight percent MMA/21 weight percent LMA (Composition B); (iii) 30 weight percent carbosiloxane dendrimer macromonomer /42 weight percent MMA/28 weight percent n-BA (Composition C) ; and (iv) 30 weight percent carbosiloxane dendrimer macromonomer /53 weight percent MMA/17 weight percent n-BA (Composition D).
10033] The fragrance tests were performed by a sensory panel using the fragrance testing protocol described below. For the fragrance tests, and as shown in Table 2, three of the formulations (A-C) had as a component of the formulation one of the carbosiloxane dendrimer containing vinyl polymers. A fourth formulation (D) contained no carbosiloxane dendrimer containing vinyl polymer. The formulations were all water-in-silicone oil based moisturizers.
100341 To test the delayed fragrance release of formulations containing the carbosiloxane dendrimer containing vinyl polymer, the formulations included one percent by weight of Sun-Ripened Raspberry fragrance oil. A film weighing about 0.05 gram was introduced into the bottoms of two inch diameter polystyrene Petri dishes over an area somewhat smaller than a two inch diameter to approximate the dose over a skin site. The dishes were left open for various time periods of zero hours, two hours, four hours, and about 15-16 hours, respectively. The dishes were closed 30-60 minutes prior to panelist evaluations. Panelists were each provided with a sample representative of the whole time series for each formulation. The panelists were asked to rank the various dishes by the intensity or complexity of the scent for three sets of the four dishes.
Table 2 - Water-in-Silicone Oil Skin Cream Formulations Used for Fragrance Testing of Carbosiloxane Dendrimer Containing Vinyl Polymers Formulation, Weight Percent A B C D Glycerin - Emollient 5 Polymer/Dendrimer Composition A, 21.3 % Active in Ds 23.5 0 0 0 Polymer/Dendrimer Composition C, 22.2 % Active in Ds 0 22.5 0 0 Polymer/Dendrimer Composition D, 20.0 % Active in Ds 0 0 25.0 0 Decamethylcyclopentasi loxane 10 10 10 10 Silicone Polyether Surfactant Percent Active in Ds 10 10 10 10 Sun Ripened Raspberry Fragrance 1 1 1 Sodium Chloride - Thickener 0 1 Deionized Water 61 61 59 73 [0035] At a time equal to zero hours, meaning that the formulations were placed in dishes immediately before the fragrance test and left covered, two of the carbosiloxane dendrimer containing vinyl polymer formulations were deemed most intense. Based on statistics using the Friedman Ranking Test, both carbosiloxane dendrimer containing vinyl polymers containing n- butyl acrylate had the highest immediate fragrance intensity versus the control at a 95 percent confidence level. After the dishes were open to air for 6 hours, the formulation with Composition D containing 17 percent n-butyl acrylate, provided the highest intensity ranking versus the control at a 95 percent confidence level. After the dishes were open to air for 15 hours, the formulation with Composition A containing 34 percent n-butyl methacrylate, provided the highest intensity ranking versus the control at a 90 percent confidence level.
100361 The individual formulations were statistically treated as groups of paired comparisons for screening purposes. In particular, if the binomial distribution of a formulation compared to the control was greater than 0.90, this was considered as meaning that about 75 percent of the panelists ranked the formulation higher than the control. After the dishes were open to air for 3 hours, both formulations with Composition A and Composition D were statistically higher than the control. Also, after 15 hours, the Composition A formulation provided a binomial distribution greater than 0.95, meaning that about 90 percent of the panelists ranked the formulation higher than the control.
100371 Fragrance retention was measured in a prototype water-in-silicone oil skin cream formulation having as a component 5 percent by weight of a carbosiloxane dendrimer containing vinyl polymer, The sensory fragrance testing showed that certain of the carbosiloxane dendrimer containing vinyl polymers had a significantly higher fragrance intensity than the control containing no carbosiloxane dendrimer containing vinyl polymer, immediately, and after air exposure for 6 and 15 hours.
10038] If desired, organic oil-in-water emulsions can also be prepared according to the method of the invention, and include much of the same components as the ones noted above, except that the surfactant is preferably an organic surfactant and the oil is an organic oil.
100391 Emulsions prepared according to the method of the present invention have utility and can be used as components in products such as antiperspirants, deodorants, skin creams, skin care lotions, moisturizers, facial treatments, acne removers, wrinkle removers, personal cleansers, facial cleansers, bath oils, perfumes, colognes, sachets, sunscreens, pre shave lotions, after-shave lotions, shaving soaps, shaving lathers, hair shampoos, hair conditioners, hair sprays, mousses, permanents, depilatories, cuticle coats, make-up, colour cosmetics, foundations, blushes, lipsticks, eyeliners, mascara, oil removers, colour cosmetic removers, bath powders, body powders, pharmaceuticals, biocides, herbicides, pesticides, biologically active substances, cellulosic substrates, synthetic nonwoven substrates, wet- cleansing wipes, tissues, and towels. They find particular utility in treating hair, skin, or underarm areas of the human anatomy.
0] 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 (12)
1. A method of making a water-in-silicone oil emulsion containing a fragrance or a perfume in the oil phase of the emulsion comprising the steps of (i) preparing an oil phase containing as ingredients a vinyl-type polymer having in its molecular chain a carbosiloxane dendrimer; a volatile linear silicone oil, a non-volatile linear silicone oil, a volatile cyclic silicone oil, or mixtures thereof; a surfactant; an oil soluble emollient; and a fragrance or perfume; and mixing the ingredients of the oil phase; (ii) preparing an aqueous phase containing as ingredients water, a thickening agent, and a water soluble emollient, and mixing the ingredients of the aqueous phase; (iii) adding the aqueous phase to the oil phase; and (iv) mixing the two phases to form a water-in-silicone oil emulsion in which the fragrance or perfume remains in the oil phase of the emulsion.
2. A method according to Claim 1 in which the vinyl-type polymer is obtained by polymerizing a vinyl monomer with a carbosiloxane dendrimer macromonomer.
3. A method according to Claim 2 in which the vinyl-type polymer contains in its polymeric backbone (i) alternating carbosiloxane dendrimer groups, and (ii) alternating acrylate or methacrylate functional groups.
4. An emulsion prepared according to the method defined in Claim 1.
5. A product containing the emulsion according to Claim 4, the product being selected from the group consisting of antiperspirants, deodorants, skin creams, skin care lotions, moisturizers, facial treatments, acne removers, wrinkle removers, personal cleansers, facial cleansers, bath oils, perfumes, colognes, sachets, sunscreens, pre-shave lotions, aftershave lotions, shaving soaps, shaving lathers, hair shampoos, hair conditioners, hair sprays, mousses, permanents, depilatories, cuticle coats, make-up, colour cosmetics, foundations, blushes, lipsticks, eyeliners, mascara, oil removers, colour cosmetic removers, bath powders, body powders, pharmaceuticals, biocides, herbicides, pesticides, biologically active substances, cellulosic substrates, synthetic nonwoven substrates, wet-cleansing wipes, tissues, and towels.
6. A method of treating hair, skin, or underarm, comprising applying to hair, skin, or underarm the emulsion according to Claim 4.
7. A method of making an emulsion containing a fragrance or a perfume in the oil phase of the emulsion comprising the steps of (i) preparing an oil phase containing as ingredients a vinyl-type polymer having in its molecular chain a carbosiloxane dendrimer; a volatile linear silicone oil, a non-volatile linear silicone oil, a volatile cyclic silicone oil, an organic oil, or mixtures thereof; a surfactant; an oil soluble emollient; and a fragrance or perfume; and mixing the ingredients of the oil phase; (ii) preparing an aqueous phase containing as ingredients water, a thickening agent, and a water soluble emollient, and mixing the ingredients of the aqueous phase; (iii) adding the aqueous phase to the oil phase; and (iv) mixing the two phases to form an emulsion in which the fragrance or perfume remains in the oil phase of the emulsion.
8. A method according to Claim 7 in which the vinyl-type polymer is obtained by polymerising a vinyl monomer with a carbosiloxane dendrimer macromonomer.
9. A method according to Claim 8 in which the vinyl-type polymer contains in its polymeric backbone (i) alternating carbosiloxane dendrimer groups, and (ii) alternating acrylate or methacrylate functional groups.
10. An emulsion prepared according to the method defined in Claim 7.
A product containing the emulsion according to Claim 10, the product being selected from the group consisting of antiperspirants, deodorants, skin creams, skin care lotions, moisturizers, facial treatments, acne removers, wrinkle removers, personal cleansers, facial cleansers, bath oils, perfumes, colognes, sachets, sunscreens, pre-shave lotions, after- shave lotions, shaving soaps, shaving lathers, hair shampoos, hair conditioners, hair sprays, mousses, permanents, depilatories, cuticle coats, make-up, colour cosmetics, foundations, blushes, lipsticks, eyeliners, mascara, oil removers, colour cosmetic removers, bath powders, body powders, pharmaceuticals, biocides, herbicides, pesticides, biologically active substances, cellulosic substrates, synthetic nonwoven substrates, wet-cleansing wipes, tissues, and towels.
12. A method of treating hair, skin, or underarm, comprising applying to hair, skin, or underarm the emulsion according to Claim 10.
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| Application Number | Priority Date | Filing Date | Title |
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| GB0308893A GB2400555A (en) | 2003-04-17 | 2003-04-17 | Emulsions having a fragrance or perfume in the oil phase, their preparation and products containing them |
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| GB0308893A GB2400555A (en) | 2003-04-17 | 2003-04-17 | Emulsions having a fragrance or perfume in the oil phase, their preparation and products containing them |
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| Publication Number | Publication Date |
|---|---|
| GB0308893D0 GB0308893D0 (en) | 2003-05-21 |
| GB2400555A true GB2400555A (en) | 2004-10-20 |
Family
ID=9956950
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB0308893A Withdrawn GB2400555A (en) | 2003-04-17 | 2003-04-17 | Emulsions having a fragrance or perfume in the oil phase, their preparation and products containing them |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB2400555A (en) |
Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005092275A1 (en) * | 2004-03-26 | 2005-10-06 | L'oreal | Cosmetic composition comprising a dendritic polymer with peripheral fatty chains, a surfactant and a cosmetic agent, and uses thereof |
| WO2006058793A1 (en) * | 2004-12-03 | 2006-06-08 | L'oréal | Cosmetic composition comprising a vinyl polymer containing at least one carbosiloxane dendrimer-based unit |
| WO2006058795A1 (en) * | 2004-12-03 | 2006-06-08 | L'oreal | Two-coat cosmetic product, uses thereof and makeup kit containing this product |
| FR2878740A1 (en) * | 2004-12-03 | 2006-06-09 | Oreal | Cosmetic product e.g. foundation for making up skin, comprises first composition containing vinyl polymer(s) containing units derived from carbosiloxane dendrimers, and second composition, which is separate from first, comprising medium |
| FR2878738A1 (en) * | 2004-12-03 | 2006-06-09 | Oreal | Cosmetic composition, e.g. lipstick, lip gloss, foundation, mascara, concealer, nail varnish, antisun composition, or hair make-up product, includes vinyl polymer(s) containing carbosiloxane dendrimer-based unit(s) |
| WO2008114189A2 (en) * | 2007-03-16 | 2008-09-25 | The Procter & Gamble Company | Deodorant compositions |
| EP2093266A1 (en) * | 2008-02-25 | 2009-08-26 | Rockwool International A/S | Aqueous binder composition |
| US7915323B2 (en) * | 2009-07-09 | 2011-03-29 | Bausch & Lamb Incorporated | Mono ethylenically unsaturated polycarbosiloxane monomers |
| WO2014083175A1 (en) * | 2012-11-30 | 2014-06-05 | L'oreal | Cosmetic water-in-oil emulsion, in particular packaged in aerosol form, comprising at least one vinyl polymer containing at least one carbosiloxane dendrimer-based unit, at least one olefin copolymer and at least one antiperspirant active agent |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN115282100B (en) * | 2022-09-19 | 2023-12-15 | 浙江宜格企业管理集团有限公司 | Lasting fragrance perfume containing high-content floral water and preparation method thereof |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6280748B1 (en) * | 1998-06-12 | 2001-08-28 | Dow Corning Toray Silicone, Ltd. | Cosmetic raw material cosmetic product and method for manufacturing cosmetic products |
-
2003
- 2003-04-17 GB GB0308893A patent/GB2400555A/en not_active Withdrawn
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6280748B1 (en) * | 1998-06-12 | 2001-08-28 | Dow Corning Toray Silicone, Ltd. | Cosmetic raw material cosmetic product and method for manufacturing cosmetic products |
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005092275A1 (en) * | 2004-03-26 | 2005-10-06 | L'oreal | Cosmetic composition comprising a dendritic polymer with peripheral fatty chains, a surfactant and a cosmetic agent, and uses thereof |
| WO2006058793A1 (en) * | 2004-12-03 | 2006-06-08 | L'oréal | Cosmetic composition comprising a vinyl polymer containing at least one carbosiloxane dendrimer-based unit |
| WO2006058795A1 (en) * | 2004-12-03 | 2006-06-08 | L'oreal | Two-coat cosmetic product, uses thereof and makeup kit containing this product |
| FR2878740A1 (en) * | 2004-12-03 | 2006-06-09 | Oreal | Cosmetic product e.g. foundation for making up skin, comprises first composition containing vinyl polymer(s) containing units derived from carbosiloxane dendrimers, and second composition, which is separate from first, comprising medium |
| FR2878738A1 (en) * | 2004-12-03 | 2006-06-09 | Oreal | Cosmetic composition, e.g. lipstick, lip gloss, foundation, mascara, concealer, nail varnish, antisun composition, or hair make-up product, includes vinyl polymer(s) containing carbosiloxane dendrimer-based unit(s) |
| WO2008114189A2 (en) * | 2007-03-16 | 2008-09-25 | The Procter & Gamble Company | Deodorant compositions |
| WO2008114189A3 (en) * | 2007-03-16 | 2011-01-20 | The Procter & Gamble Company | Deodorant compositions |
| EP2093266A1 (en) * | 2008-02-25 | 2009-08-26 | Rockwool International A/S | Aqueous binder composition |
| US7915323B2 (en) * | 2009-07-09 | 2011-03-29 | Bausch & Lamb Incorporated | Mono ethylenically unsaturated polycarbosiloxane monomers |
| WO2014083175A1 (en) * | 2012-11-30 | 2014-06-05 | L'oreal | Cosmetic water-in-oil emulsion, in particular packaged in aerosol form, comprising at least one vinyl polymer containing at least one carbosiloxane dendrimer-based unit, at least one olefin copolymer and at least one antiperspirant active agent |
| FR2998782A1 (en) * | 2012-11-30 | 2014-06-06 | Oreal | WATER-IN-OIL COSMETIC EMULSION, PARTICULARLY CONDITIONED IN THE FORM OF AEROSOL COMPRISING AT LEAST ONE VINYL POLYMER, AT LEAST ONE OLEFIN COPOLYMER AND AT LEAST ONE ANTI-TRANSPARENT ACTIVE INGREDIENT |
Also Published As
| Publication number | Publication date |
|---|---|
| GB0308893D0 (en) | 2003-05-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| WAP | Application withdrawn, taken to be withdrawn or refused ** after publication under section 16(1) |